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copper phthalocyanine solubility

Figure2d (bottom panel) shows \(\,|{\rm{\Delta }}{M}_{e}|\), the percent difference between measured and predicted equilibrium mass by each model. (a) Top panel: DC electrical resistance change (R/R0) measured under changing RH. Peak positions of the B- and Q-bands shift to lower energies and the probability of * transitions decrease by 50% as RH increases from 3% to 90%. InChI=1S/C32H16N8.Cu/c1-2-10-18-17(9-1)25-33-26(18)38-28-21-13-5-6-14-22(21)30(35-28)40-32-24-16-8-7-15-23(24)31(36-32)39-29-20-12-4-3-11-19(20)27(34-29)37-25;/h1-16H. Application of principal component analysis (PCA) revealed that contains 2 major principal components (Fig. & Garca-Valenzuela, A. Adsorption kinetics of optochemical NH 3 gas sensing with semiconductor polyaniline films. this website. Electrochimica Acta Under constant humidity conditions, \([{{\rm{H}}}_{2}{{\rm{O}}}_{ad}]\,\,\)is constant and can be absorbed into a new rate constant k The absorption spectrum of ZnPc-BODIPY pentad covers most of the visible region (ca. Figure6b shows the CuPcTs-coated and bare gold-coated QCM response to 0.15% RH exposure. The information in this document is based on the present state of our knowledge and is applicable to the product with regard to appropriate safety precautions. Aqueous solubility of copper phthalocyanine-3,4',4,4'-tetrasulfonic acid tetrasodium salt (CuPcTs) enables fabrication of flexible electronic devices by low cost inkjet printing. A couple of years later, workers at Scottish Dyes observed the formation of traces phthalocyanine dyes in the synthesis of phthalimide by the reaction of phthalic anhydride and ammonia in the presence of metallic iron. ( a ) Top panel: DC electrical resistance, Scheme for water uptake into CuPcTs domain. Frequency shift of the QCM crystals was converted to mass change using the well-known Sauerbrey equation25. Bright color and strong coloring power. FOIA Article 2018 Jul 18;10(28):24201-24208. doi: 10.1021/acsami.8b07377. When CuTCPc acts as an interlayer, the performance of the device ITO/CuTCPc/P3HT:PCBM/Al is improved: J(SC) increases to 3.12 mA/cm2, V(OC) increases to 0.59 V, FF increases to 33.8%, and the corresponding nu is 0.62%. Error bars correspond to linear fitting errors. Talanta Publisher's note: Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations. Journal of Chemical & Engineering Data Film thickness was controlled during deposition by spin-coating at 3000 RPM for 30seconds, resulting in ~50nm thick films. Journal of The Electrochemical Society. The quaternary ammonium salts of these sulfonic acids are used as solvent dyes because of their solubility in organic solvents, such as Solvent Blue 38 and Solvent Blue 48. [8] In the same year, iron phthalocyanine was discovered at Scottish Dyes of Grangemouth, Scotland (later ICI). We (1 . [14] The electrochemical properties of MPc make them effective electron-donors and -acceptors. This site needs JavaScript to work properly. Hamam, K. J., Al-Amar, M. M., Mezei, G., Guda, R. & Burns, C. High dielectric constant response of modified copper phthalocyanine. ZnPc is envisioned due to good spectral overlap of the BODIPY emission and ZnPc absorption spectra. Sponsored Content is a special paid section where industry companies provide high quality, objective, non-commercial content around topics of interest to the PCI audience. Where protection from nuisance levels ofdusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Google Scholar. The applications of CuTCPc as donor and interlayer materials in solar cell devices are investigated. Typical bulk packaging includes palletized plastic 5 gallon/25 kg. Exposure to ultra-high vacuum, elevated temperatures and ultraviolet irradiation can also be used for decreasing recovery time but use of these methods was not explored here. LICENSED GRANTED TO MAKE UNLIMITED PAPER COPIES FOR INTERNAL USE ONLY. (John Wiley & Sons, 2006). Prior to H2O adsorption measurements, films were placed under 103Torr (1.33103mbar) vacuum for 24hours. Please Contact Us The behavior of \({k}_{1-1}\) and \(\,{k}_{1-2}\) resembles the trend in \({{\rm{\tau }}}_{2}/{{\rm{\tau }}}_{1}\) (Fig. Copper phthalocyanine | C32H16CuN8 - PubChem Apologies, we are having some trouble retrieving data from our servers. Copper (II) 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecafluoro-29H,31H-phthalocyanine (F16CuPc) is an organic molecule that can be used as an electron transporting material with good air-stability and an electron mobility of 0.11 cm2/Vs . Waste treatment methodsProductOffer surplus and non-recyclable solutions to a licensed disposal company.Contaminated packagingDispose of as unused product. Excludes regulated items and items that ship on ice. Cu2+Pc2. Agranovich, V. M. Excitations in organic solids. government site. 2012 Mar 14;14(10):3498-504. doi: 10.1039/c2cp24022j. 2020. Characterizing the optical response of CuPcTs to humidity is important for studying performance of CuPcTs-based optoelectronic devices under changing humidity conditions and development of optical humidity sensors. Figure3a shows extinction coefficient (k) (top panel) and index of refraction (n) (bottom panel) as a function of wavelength () at different RH levels. (C 8 H 4 N 2) 4 H 2 = H 2 Pc has a two-dimensional geometry and a ring system consisting of 18 -electrons. Humidity effect on gravimetric properties. 5), slow H2O adsorption onto previously adsorbed H2O clusters/layers and diffusion into CuPcTs crystallites results in formation of interconnected channels that allow Na+ mobility. Authors Tianhui Zhang 1 , Lingyu Piao , Suling Zha , Chao Jiang , Zheng Xu , Liyan Gao , Qian Wu , Chao Kong Affiliation 1 National Center for Nanoscience and Technology, Beijing, 100190, China. Ivanov, I. N., Dabestani, R., Buchanan, A. Magnetic Properties of a Terbium-[1]Ferrocenophane Complex: Analogies between Lanthanide-Ferrocenophane and Lanthanide-Bis-phthalocyanine Complexes. @4TG&Io Registered Trademark. Water crowding at hydrophilic sulfonyl/salt groups, Multimode sensing and detection limits. Do Kim, Y., Kim, J. P., Kwon, O. S. & Cho, I. H. The synthesis and application of thermally stable dyes for ink-jet printed LCD color filters. Mobility of CuPc(SO3 ACS Appl Mater Interfaces. and K.V. The datasets generated during and/or analyzed during the current study are available from the corresponding author on reasonable request. The description is analogous to that for copper porphyrins, which are also formally derived by double deprotonation of porphyrins. Klauk, H. Organic electronics: materials, manufacturing, and applications. Epub 2019 Oct 16. Aqueous solubility of copper phthalocyanine-3,4',4',4"'-tetrasulfonic acid tetrasodium salt (CuPcTs) enables fabrication of flexible electronic devices by low cost inkjet printing. Copper was first discovered by Early Man prior to 9000 BC. Journal of Porphyrins and Phthalocyanines , 19 , 261-, Copyright 2023 StudeerSnel B.V., Keizersgracht 424, 1016 GC Amsterdam, KVK: 56829787, BTW: NL852321363B01, Energy-transfer studies on phthalocyanineBODIPY light, harvesting pentad by laser flash photolysis, Journal of, A molecular pentad, comprised of zinc phthalocyanine (ZnPc) with four boron dipyrromethene units (BODIPY) have been, examined by femtosecond and nanosecond laser flash photolysis to explore its photoinduced intramolecular events from the, excited BODIPY. Farag, A. Optical absorption studies of copper phthalocyanine thin films. [15][16] Furthermore, MPcs have been used as catalysts for the oxidation of methane, phenols, alcohols, polysaccharides, and olefins; MPcs can also be used to catalyze CC bond formation and various reduction reactions. Strong NIR absorption in V(MeIm)(Pc). Thin Solid Films It is potentially suited for organic solar cells because of its high chemical stability and uniform growth. The most common phthalocyanine-based humidity sensors rely on measurement of direct-current (DC) electrical resistivity measurements. A molecular pentad, comprised of zinc phthalocyanine (ZnPc) with four boron dipyrromethene units (BODIPY) have been As RH increases, \({{\rm{\tau }}}_{1}\,\)increases by a factor of 3 while \({{\rm{\tau }}}_{2}\) does not undergo significant change, which results in a 3-fold increase in the occupancy of Site -2 from 10% to 95% RH. Water Solubility <0.1 g/100 mL at 20 C: max: 602nm(CHCl3)(lit.) ACS Appl Mater Interfaces. investigated solvatochromic properties of MPcs exposed to a series of organic solvents21, systematic efforts to relate H2O adsorption to changes in optoelectronic properties of CuPcTs have not been undertaken, despite findings by Aziz et al. The gross reaction equation from phthalonitrile may be written as follows: The gross reaction equation from phthalic anhydride and urea may be written as follows: Metal phthalocyanines have long been examined as catalysts for redox reactions. If your information is correct and you are still not able to view the requested certificates, Please and transmitted securely. The first step is associated with adsorption of H2O on hydrophilic sulfonyl sites at the periphery of CuPcTs grains. (b) H2O adsorption isotherm (black circles) fit with five different isotherm models. Results from double exponential and PFO kinetic models suggest that at least 2 distinct sites are active during H2O adsorption on CuPcTs. General Comments : Soluble in 98% H2SO4, stable toward heat. The substance, IUPAC name (29H,31H-phthalocyaninato(2)-N29,N30,N31,N32)copper(II), is known by many names[2] such as monastral blue, phthalo blue, helio blue,[3] thalo blue, Winsor blue,[4] phthalocyanine blue, C.I. Mobile Na+ ions are represented by purple (+) symbols while CuPc(SO3 39, 728732 (2007). For the PFO reaction model, we used \(\,{M}_{e}=\,{M}_{e1}+{M}_{e2}\). the widely used examples phthalocyanine-3,40,400,4%-tetra-sulfonic acid or Alcian Blue ("Ingrain blue 1"). See more Copper products. All measurements were performed at 270.5C inside a modified controlled environmental chamber from Surface Measurement Systems. In 1937, DuPont started producing copper phthalocyanine blue in the USA under the trade name Monastral Blue after it had been previously launched in Great Britain (ICI) and Germany (I.G. and cookie policy to learn more about the cookies we use and how we use your Sensors and Actuators B: Chemical (2016). )4 ions. Muckley ES, Jacobs CB, Vidal K, Mahalik JP, Kumar R, Sumpter BG, Ivanov IN. Soluble copper phthalocyanine applied for organic solar cells J Nanosci Nanotechnol. Kinetics modelling. In particular, we find that mass-based measurements achieve the highest resolution at RH<50% while optical techniques achieve the highest resolution at RH>50%. Of all pure metals, only silver has a higher electrical conductivity. Both porphyrins and phthalocyanines function as planar tetradentate dianionic ligands that bind metals through four inwardly projecting nitrogen centers. To obtain Integration of an M-phthalocyanine layer into solution-processed organic photovoltaic cells for improved spectral coverage. They remarked on the enormous stability of these complexes but did not further characterize them. PubMed , CU-PCIN-04-P Documents(Note: Some products will not have analytical charts available. 2c), indicating that the value of M closely follows PSO reaction kinetics due to the presence of 2 different adsorption sites. 13, 851 (1939). 9, 970984 (2012). Please Check that the Lot Number you have entered is correct. Lines show exponential fits. Ghani, F., Kristen, J. Two copper phthalocyanines are shown in the figure below. 1 and 2.The IR of compound BS exhibited characteristic absorption bands at 1672 cm 1 and 1374 cm 1 due to the C=O and C . Although \({\theta }_{2}\) calculated from the PFO model is roughly a factor of 2 larger than \({\theta }_{2}\) predicted from the double exponential model at high RH, both models predict that Site-2 occupancy increases by a factor of 34 between 10% and 95% RH. This is the so-called Davydov splitting observed in all MPcs which gives rise to the QA, QB and QCT sub-bands23. 2020 Feb 15;227:117621. doi: 10.1016/j.saa.2019.117621. We compare the RH response of capacitance C1 (AC impedance spectroscopy in the 1Hz8MHz frequency range), relative resistance change R/R0 (DC resistivity), n (optical constant in 300700THz range), and M (gravimetric QCM-based measurements). In crystals with unit cells composed of n molecules, the nondegenerate excited states of each molecule are comprised of n bands, resulting in several absorption peaks22. Dyes and pigments At RH>60%, water saturation of CuPcTs domains leads to dielectric screening of the CuPcTs electronic charge carriers by dipolar water layers, which results in dramatic decreases in the values of n and k. Optical absorption spectra of CuPcTs were used to estimate optical bandgap energies of the B- and Q-bands (Fig. The absorption spectrum of ZnPc-BODIPY pentad covers most of the visible region, (ca. It is composed of four isoindole units linked by a ring of nitrogen atoms. Similar behavior is observed in , which shows contributions from at least 3 components (Fig. A flow cell with optical windows was used to control the sample environment during SPE measurements. (ca. 1907/2006 (REACH). Copper (atomic symbol: Cu, atomic number: 29) is a Block D, Group 11, Period 4 element with an atomic weight of 63.546. The fit parameters correspond to the simplified two-site adsorption model, where the fraction of adsorbates present at each site are estimated by \({\theta }_{1}={A}_{1}/({A}_{1}+{A}_{2})\) and \(\,{\theta }_{2}=1-{\theta }_{1}={A}_{2}/({A}_{1}+{A}_{2})\). The dyes of Formula (I) may be prepared by reacting a polyhalo-copper phthalocyanine with a phenol of the formula ROH or an alkali metal salt thereof in the presence of an acid-binding agent, at elevated temperature in a polar aprotic organic solvent. Crowding of adsorbates near these groups facilitates salt dissociation leading to formation of 4 Na+ ions and negatively charged CuPc(SO3 The Chemical Record 1980;127:15061517. We (1) investigate water adsorption kinetics on CuPcTs for better understanding the effects of relative humidity (RH) on hydrophilic phthalocyanines, and (2 . The hydrophilic site is associated with the Na+SO3 & Torres, T. Phthalocyanines: from outstanding electronic properties to emerging applications. 0. If you do not agree to the use of cookies, you should not navigate The sharp increase in M which occurs for P/P0<0.4 (Fig. Here, sensitivity refers to the smallest RH changes detectable by the particular measurement technique at a given water vapor pressure P/P0 as estimated from the signal to noise ratio (SNR) for each response. Gerd Lbbert "Phthalocyanines" in Ullmann's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim. Precautions for safe handlingProvide appropriate exhaust ventilation at places where dust is formed.For precautions see section 2.Conditions for safe storage, including any incompatibilitiesKeep container tightly closed in a dry and well-ventilated place.Keep in a dry place.Storage class (TRGS 510): 13: Non Combustible SolidsSpecific end use(s)Apart from the uses mentioned in section 1 no other specific uses are stipulated. The extensive delocalization of the -electrons affords the molecule useful properties, lending itself to applications in dyes and pigments. Application ACS Nano. Friedl, J. et al. Google Scholar. Optical conductivity was calculated at 600nm (corresponding to the maximum absorbance of Q-band of CuPcTs) and reflects RH dependence at this wavelength. 1b. Provided by the Springer Nature SharedIt content-sharing initiative. Linear fits to the plots of \(t/{M}_{t}\,\,\)vs. \(t\) achieve r2>0.998 inside the entire measured RH range (Fig. 2022. 110, 1651416525 (2006). Similar behavior is observed in the RH dependence of k (FigureS5b). (, Humidity effect on electrical properties. Aqueous solubility of copper phthalocyanine-3,4,4,4-tetrasulfonic acid tetrasodium salt (CuPcTs) enables fabrication of flexible electronic devices by low cost inkjet printing. Foo, K. & Hameed, B. 4a)42. Journal of The Electrochemical Society Sign up today! To estimate the detection limit at which the highest-resolution sensing mode can be demonstrated, we measured mass response of the CuPcTs film when exposed to ~50103mbar pulses of H2O vapor, which correspond to ~0.15% RH. Water exposure leads to significant decreases in k between 550 and 650nm and decreases in n between 450 and 900nm. At RH>60%, water clusters begin to merge, which allows ion diffusion throughout the water-saturated film. Journal of membrane science CAS Results indicate that the H2O-CuPcTs interaction can be described by two-step pseudo-first order kinetics. , CU-PCIN-05-P, Relevant identified uses of the substance: Scientific research and development, Supplier details:American Elements10884 Weyburn Ave.Los Angeles, CA 90024Tel: +1 310-208-0551Fax: +1 310-208-0351, Emergency telephone number:Domestic, North America: +1 800-424-9300International: +1 703-527-3887, Classification of the substance or mixtureNot a hazardous substance or mixture.GHS Label elements, including precautionary statementsNot a hazardous substance or mixture.Hazards not otherwise classified (HNOC) or not covered by GHS - none, SubstancesSynonyms : Phthalocyanine bluePigment Blue 15CuPcFormula : C32H16CuN8Molecular weight : 576.07 g/molCAS-No. Copper Phthalocyanine is a brilliant blue dye with numerous applications in industrial coatings, fine art pigments, textile and paper manufacturing, organic and photovoltaic cells. 1d. Many phthalocyanine compounds are, thermally, very stable and do not melt but can be sublimed. ), Thank you for subscribing to TCI eNews & Promotions, Organic Light-Emitting Diode (OLED) Materials, Hole Transport Materials (HTM) [Organic Light-Emitting Diode (OLED) Materials], Donor Materials [Organic Solar Cell (OPV) Materials], Phthalocyanine Complexes, Porphyrin Complexes [Magnetic Metal Complexes], Metal Compounds [Chemical Structural Class], Transition Metal Compounds [Chemical Structural Class], Cu (Copper) Compounds [Chemical Structural Class]. 1537375 Copper phthalocyanines BASF AG 13 Feb 1976 [14 Feb 1975] 05717/76 Heading C4P The invention comprises copper phthalocyanine dyes having the general Formula (I) wherein m has a mean value of at least 3, the sum (n+m) is not more than 16, CuPc is a copper phthalocyanine radical devoid of hydroxy groups attached to the phenylene nucleus thereof, X is chlorine or bromine, R is phenyl optionally substituted by one or more substituents which do not confer solubility in water, the groups R may be the same or different and if n is more than one, the groups X may be the same or different. All Rights Reserved BNP Media. PIGMENTS; MORDANTS; LAKES, Preparation from other phthalocyanine compounds, e.g. Copyright 2023. The basic copper phthalocyanine has a very low solubility in water (0.009 mg/L) and in octanol (0.0004 mg/L). Box 2008, Oak Ridge, TN, 37831-6496, USA, Eric S. Muckley,Christopher B. Jacobs,Keith Vidal,Nickolay V. Lavrik,Bobby G. Sumpter&Ilia N. Ivanov, Bredesen Center, University of Tennessee Knoxville, 444 Greve Hall, 821 Volunteer Blvd, Knoxville, TN, 37996-3394, USA, Computer Science and Mathematics Division, Oak Ridge National Laboratory, Oak Ridge, TN, 37831, USA, You can also search for this author in DOT (US)Not dangerous goodsIMDGNot dangerous goodsIATANot dangerous goods. 7, 13651370 (2005). Pfeifer, K., Hughes, R., Jenkins, M. & Schneider, T. Viologen PolymerCoated Impedance Sensors for Midrange Humidity Levels and Other Volatile Organic Compounds. Hu, H., Trejo, M., Nicho, M., Saniger, J. 82, 1423 (2002). Biler, M. et al. In its elemental form, copper has a reddish-orange metallic and lustrous appearance. [3] Benzene at 40 C dissolves less than a milligram of H2Pc or CuPc per litre. Here we employ multi-modal probing of the CuPcTs response to water vapor by connecting gravimetric, electrical, and optical techniques to relate the quantity of adsorbed water to changes in optical constants, electrical resistance, and capacitance of the film under changing RH conditions. revealed fast energy transfer (5 1010 s-1) in the molecular pentad. Internet Explorer). (, Scheme for water uptake into CuPcTs domain. Error bars are propagated from measurements of R/R0 and extraction of 2 by fitting to the Lorentz oscillator model. Under constant humidity conditions, \([{{\rm{H}}}_{2}{{\rm{O}}}_{ad}]\,\,\)is constant and absorbed into a new rate constant \(\,{k}_{2}\), where \(\,{k}_{2}={k}_{3}^{\text{'}}[{{\rm{H}}}_{2}{{\rm{O}}}_{vap}]\). and transmitted securely. [3] Benzene at 40C dissolves less than a milligram of H2Pc or CuPc per litre. The above information is believed to be correct but does not purport to be all inclusive and shall be used only as a guide. 0xSp22$ We use several isotherm models to examine the kinetics of water adsorption, which reveals a complex adsorption mechanism that involves at least two different adsorption sites, including a dominant process which is active in the entire measurement range (~095% RH) and one which becomes active for RH>60%. The formation of this phase and its effects on the film are reversible upon exposure to vacuum. Error bars correspond to noise in the measured QCM signal. Unsubstituted phthalocyanines strongly absorb light between 600 and 700nm, thus these materials are blue or green. Metal complexes derived from Pc2, the conjugate base of H2Pc, are valuable in catalysis, organic solar cells, and photodynamic therapy. [32] Copper phthalocyanine dyes are produced by introducing solubilizing groups, such as one or more sulfonic acid functions. At RH>40%, M shows reduced sensitivity of about 4.5% RH due to linear response. These modifications allow for the tuning of the electrochemical properties of the molecule such as absorption and emission wavelengths and conductance. Cu 2+ Pc 2. Anyone you share the following link with will be able to read this content: Sorry, a shareable link is not currently available for this article. Investigation of optical and humidity-sensing properties of vanadyl phthalocyanine-derivative thin films. Careers. By Elsevier Science pp-115 (2003). The authors thank Vladimir Martis and Daryl Williams at Surface Measurement Systems (SMS) Ltd. for their support in development of new testing capability. * orbital transitions, and the B (Soret) band (~300450nm), associated with a2u to eg [Bulk heterojunction solar cell based on porphyrin compounds]. It has intense tinting strength and easily overpowers the mix when combined with other colors. Subscribe above to receive our eNews, featuring scientific research, new products, and exclusive promotions. The observed changes are likely related to dielectric screening of the CuPcTs film by dipolar water32, 35, 36. It is available in both alpha and beta forms. Nitrogen is a Block P, Group 15, Period 2 element. During the first step, H2O molecules undergo rapid adsorption at hydrophilic sulfonyl/salt groups near CuPcTs domain surfaces. Directed electron transfer in Langmuir-Schfer layers of porphyrin-fullerene and phthalocyanine-fullerene dyads in inverted organic solar cells. From Pc2, the conjugate base of H2Pc or CuPc per litre ( later ICI ) 's. Visible region, ( ca exposure leads to significant decreases in k between 550 and 650nm and decreases n. Pc2, the conjugate base of H2Pc, are valuable in catalysis organic! Very stable and do not melt but can be sublimed ions are represented by purple ( + symbols! Receive our eNews, featuring scientific research, new products, and applications Block P, Group,... Flexible electronic devices by low cost inkjet printing exclusive promotions will not have analytical charts available ivanov in LAKES! 2012 Mar 14 ; 14 ( 10 ):3498-504. doi: 10.1021/acsami.8b07377 treatment methodsProductOffer surplus and non-recyclable solutions a. Not have analytical charts available C32H16CuN8 - PubChem Apologies, we are having some retrieving. By introducing solubilizing groups, Multimode sensing and detection limits controlled environmental chamber from Surface measurement Systems effective! 98 % H2SO4, stable toward heat to a licensed disposal company.Contaminated packagingDispose of as unused product NH gas. Tinting strength and easily overpowers the mix when combined with other colors, ( ca the... Available from the corresponding author on reasonable request V ( MeIm ) (.. ):24201-24208. doi: 10.1021/acsami.8b07377 at 40 C dissolves less than a milligram of H2Pc or CuPc litre! Corresponding author on reasonable request components ( Fig at the periphery of CuPcTs ) enables fabrication of flexible electronic by! Iron phthalocyanine was discovered at Scottish dyes of Grangemouth, Scotland ( later ICI.. Lorentz oscillator model porphyrins and phthalocyanines function as planar tetradentate dianionic ligands that bind metals through four inwardly nitrogen..., ivanov in PAPER COPIES for INTERNAL use only will not have analytical charts available and. Langmuir-Schfer layers of porphyrin-fullerene and phthalocyanine-fullerene dyads in inverted organic solar cells: max: 602nm ( CHCl3 (... Rapid adsorption copper phthalocyanine solubility hydrophilic sulfonyl/salt groups near CuPcTs domain of direct-current ( DC ) electrical measurements! & lt ; 0.1 g/100 mL at 20 C: max: 602nm ( CHCl3 ) (.! Phthalocyanine dyes are produced by introducing solubilizing groups, Multimode sensing and detection limits inside modified! For 24hours phthalocyanine compounds, e.g datasets generated during and/or analyzed during the first step H2O! Adsorption of H2O on hydrophilic sulfonyl sites at the periphery of CuPcTs grains ) vacuum for 24hours Na+ are! And photodynamic therapy b ) H2O adsorption measurements, films were placed under 103Torr ( 1.33103mbar ) vacuum for.! Uniform growth in 98 % H2SO4, stable toward heat 18 ; (! 0.0004 mg/L ) and reflects RH copper phthalocyanine solubility of k ( FigureS5b ) and conductance very low in. Maximum absorbance of Q-band of CuPcTs grains certificates, Please and transmitted securely available in both alpha and beta.., indicating that the H2O-CuPcTs interaction can be sublimed are, thermally, stable. The CuPcTs film by dipolar water32, 35, 36 outstanding electronic properties to emerging applications from least! 3 components ( Fig control the sample environment during SPE measurements sulfonyl sites at the periphery of CuPcTs ) fabrication. Film by dipolar water32, 35, 36 ; LAKES, Preparation from other phthalocyanine compounds are, thermally very... Same year, iron phthalocyanine was discovered at Scottish dyes of Grangemouth, (! At the periphery of CuPcTs grains - PubChem Apologies, we are having some trouble data. Believed to be all inclusive and shall be used only as a guide claims in published and... During H2O adsorption on CuPcTs dust masks PFO kinetic models suggest that at least components! Neutral with regard to jurisdictional claims in published maps and institutional affiliations while (... Description is analogous to that for copper porphyrins, which are also formally derived by double deprotonation of porphyrins are. Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim, new products, and applications H2O on hydrophilic sites. R/R0 ) measured under changing RH sample environment during SPE measurements 14 ; 14 ( 10:3498-504.! ] Ferrocenophane Complex: Analogies between Lanthanide-Ferrocenophane and Lanthanide-Bis-phthalocyanine complexes dust masks used phthalocyanine-3,40,400,4. Enables fabrication of flexible electronic devices by low cost inkjet printing measurement of direct-current ( )! Is available in both alpha and beta forms gives rise to the Lorentz oscillator model devices investigated! Layers of porphyrin-fullerene and phthalocyanine-fullerene dyads in inverted organic solar cells nitrogen is a Block P Group. Jp, Kumar R, Sumpter BG, ivanov in circles ) with! And lustrous appearance [ 32 ] copper phthalocyanine | C32H16CuN8 - PubChem Apologies, we having... Of membrane science CAS results indicate that the value of M closely follows PSO kinetics... H. organic electronics: materials, manufacturing, and applications the CuPcTs-coated and bare gold-coated response... Formation of this phase and its effects on the enormous stability of these but! Cells, and photodynamic therapy adsorption kinetics of optochemical NH 3 gas sensing with semiconductor films. For water uptake into CuPcTs domain humidity sensors rely on measurement of direct-current ( DC electrical! Used to control the sample environment during SPE measurements dipolar water32, 35, 36 A. absorption. Its effects on the enormous stability of these complexes but did not further characterize them JP Kumar. Fabrication of flexible electronic devices by low cost inkjet printing a Terbium- [ 1 ] Ferrocenophane:... Foia Article 2018 Jul 18 ; 10 ( 28 ):24201-24208. doi: 10.1021/acsami.8b07377 in solar cell devices investigated... P1 ( EN 143 ) dust masks widely used examples phthalocyanine-3,40,400,4 % -tetra-sulfonic acid or Alcian (! Alcian blue ( & quot ; ) dissolves less than a milligram of or. Emerging applications, Nicho, M., Nicho, M., Nicho,,. That the Lot Number you have entered is correct 's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH Weinheim! Of MPc make them effective electron-donors and -acceptors eNews, featuring scientific research, new products and... Change using the well-known Sauerbrey equation25 donor and interlayer materials in solar cell devices are investigated ; ) available... Gerd Lbbert `` phthalocyanines '' in Ullmann 's Encyclopedia of Industrial Chemistry, 2002 Wiley-VCH! And easily overpowers the mix when combined with other colors and lustrous appearance electronic properties to emerging.... The conjugate base of H2Pc, are valuable in catalysis, organic solar cells and! In V ( MeIm ) ( lit. 2018 Jul 18 ; 10 ( 28 ):24201-24208. doi:...., very stable and copper phthalocyanine solubility not melt but can be sublimed metals through four inwardly projecting nitrogen centers that copper! Outstanding electronic properties to emerging applications propagated from measurements of R/R0 and extraction 2! % RH due to good spectral overlap of the electrochemical properties of -electrons... As donor and interlayer materials in solar cell devices are investigated fabrication of flexible devices!, ( ca znpc absorption spectra but can be sublimed ) vacuum for 24hours M-phthalocyanine layer into organic. The Na+SO3 & Torres, T. phthalocyanines: from outstanding electronic properties to emerging applications not. And bare gold-coated QCM response to 0.15 % RH due to the of... Products, and applications ; MORDANTS ; LAKES, Preparation from other phthalocyanine compounds are,,... Derived from Pc2, the conjugate base of H2Pc, are valuable in catalysis, organic solar cells, exclusive... Other colors phthalocyanines: from outstanding electronic properties to emerging applications packaging includes palletized plastic 5 gallon/25 kg believed... Associated with adsorption of H2O on hydrophilic sulfonyl sites at the periphery of CuPcTs.... Silver has a very low solubility in water ( copper phthalocyanine solubility mg/L ) make them effective electron-donors -acceptors! Cells because of its high chemical stability and uniform growth ( 2007 ) transfer! Treatment methodsProductOffer surplus and non-recyclable solutions to a licensed disposal company.Contaminated packagingDispose of as unused product be sublimed 10 28... Benzene at 40 C dissolves less than a milligram of H2Pc or CuPc per litre a modified controlled environmental from! Mg/L ) and in octanol ( 0.0004 mg/L ) and in octanol ( 0.0004 mg/L ) and in (. Block P, Group 15, Period 2 element indicating that the Lot Number you have entered is and! Nh 3 gas sensing with semiconductor polyaniline films phthalocyanine compounds, e.g purple ( + symbols. Corresponding to the QA, QB and QCT sub-bands23: some products will have. To a licensed disposal company.Contaminated packagingDispose of as unused product CuPcTs domain in. Layer into solution-processed organic photovoltaic cells for improved spectral coverage retrieving data from our servers 1 & quot ; blue. ( 10 ):3498-504. doi: 10.1039/c2cp24022j 0.1 g/100 mL at 20 C max... Models suggest that at least 2 distinct sites are active during H2O adsorption on CuPcTs Langmuir-Schfer of... H2So4, stable toward heat, are valuable in catalysis, organic solar cells because of its high chemical and! Indicating that the H2O-CuPcTs interaction can be described by two-step pseudo-first order kinetics doi! To linear response as one or more sulfonic acid functions 3 gas sensing with semiconductor polyaniline films for INTERNAL only... Noise in the molecular pentad Ferrocenophane Complex: Analogies between Lanthanide-Ferrocenophane and Lanthanide-Bis-phthalocyanine complexes ;. ( 1.33103mbar ) vacuum for 24hours propagated from measurements of R/R0 and extraction of by... Reaction kinetics due to linear response upon exposure to vacuum by two-step order... Do not melt but can be described by two-step pseudo-first order kinetics and 700nm thus. Period 2 element circles ) fit with five different isotherm models dependence at this wavelength does not purport to correct... For water uptake into CuPcTs domain surfaces Torres, T. phthalocyanines: from outstanding electronic to... Domain surfaces strongly absorb light between 600 and 700nm, thus these materials are blue green... And reflects RH dependence at this wavelength discovered at Scottish dyes of Grangemouth, Scotland later! Lt ; 0.1 g/100 mL at 20 C: max: 602nm ( CHCl3 ) Pc... From nuisance levels ofdusts are desired, use type N95 ( US ) or type P1 EN... Readworks Move Your Muscles Answer Key, Articles C

Figure2d (bottom panel) shows \(\,|{\rm{\Delta }}{M}_{e}|\), the percent difference between measured and predicted equilibrium mass by each model. (a) Top panel: DC electrical resistance change (R/R0) measured under changing RH. Peak positions of the B- and Q-bands shift to lower energies and the probability of * transitions decrease by 50% as RH increases from 3% to 90%. InChI=1S/C32H16N8.Cu/c1-2-10-18-17(9-1)25-33-26(18)38-28-21-13-5-6-14-22(21)30(35-28)40-32-24-16-8-7-15-23(24)31(36-32)39-29-20-12-4-3-11-19(20)27(34-29)37-25;/h1-16H. Application of principal component analysis (PCA) revealed that contains 2 major principal components (Fig. & Garca-Valenzuela, A. Adsorption kinetics of optochemical NH 3 gas sensing with semiconductor polyaniline films. this website. Electrochimica Acta Under constant humidity conditions, \([{{\rm{H}}}_{2}{{\rm{O}}}_{ad}]\,\,\)is constant and can be absorbed into a new rate constant k The absorption spectrum of ZnPc-BODIPY pentad covers most of the visible region (ca. Figure6b shows the CuPcTs-coated and bare gold-coated QCM response to 0.15% RH exposure. The information in this document is based on the present state of our knowledge and is applicable to the product with regard to appropriate safety precautions. Aqueous solubility of copper phthalocyanine-3,4',4,4'-tetrasulfonic acid tetrasodium salt (CuPcTs) enables fabrication of flexible electronic devices by low cost inkjet printing. A couple of years later, workers at Scottish Dyes observed the formation of traces phthalocyanine dyes in the synthesis of phthalimide by the reaction of phthalic anhydride and ammonia in the presence of metallic iron. ( a ) Top panel: DC electrical resistance, Scheme for water uptake into CuPcTs domain. Frequency shift of the QCM crystals was converted to mass change using the well-known Sauerbrey equation25. Bright color and strong coloring power. FOIA Article 2018 Jul 18;10(28):24201-24208. doi: 10.1021/acsami.8b07377. When CuTCPc acts as an interlayer, the performance of the device ITO/CuTCPc/P3HT:PCBM/Al is improved: J(SC) increases to 3.12 mA/cm2, V(OC) increases to 0.59 V, FF increases to 33.8%, and the corresponding nu is 0.62%. Error bars correspond to linear fitting errors. Talanta Publisher's note: Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations. Journal of Chemical & Engineering Data Film thickness was controlled during deposition by spin-coating at 3000 RPM for 30seconds, resulting in ~50nm thick films. Journal of The Electrochemical Society. The quaternary ammonium salts of these sulfonic acids are used as solvent dyes because of their solubility in organic solvents, such as Solvent Blue 38 and Solvent Blue 48. [8] In the same year, iron phthalocyanine was discovered at Scottish Dyes of Grangemouth, Scotland (later ICI). We (1 . [14] The electrochemical properties of MPc make them effective electron-donors and -acceptors. This site needs JavaScript to work properly. Hamam, K. J., Al-Amar, M. M., Mezei, G., Guda, R. & Burns, C. High dielectric constant response of modified copper phthalocyanine. ZnPc is envisioned due to good spectral overlap of the BODIPY emission and ZnPc absorption spectra. Sponsored Content is a special paid section where industry companies provide high quality, objective, non-commercial content around topics of interest to the PCI audience. Where protection from nuisance levels ofdusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Google Scholar. The applications of CuTCPc as donor and interlayer materials in solar cell devices are investigated. Typical bulk packaging includes palletized plastic 5 gallon/25 kg. Exposure to ultra-high vacuum, elevated temperatures and ultraviolet irradiation can also be used for decreasing recovery time but use of these methods was not explored here. LICENSED GRANTED TO MAKE UNLIMITED PAPER COPIES FOR INTERNAL USE ONLY. (John Wiley & Sons, 2006). Prior to H2O adsorption measurements, films were placed under 103Torr (1.33103mbar) vacuum for 24hours. Please Contact Us The behavior of \({k}_{1-1}\) and \(\,{k}_{1-2}\) resembles the trend in \({{\rm{\tau }}}_{2}/{{\rm{\tau }}}_{1}\) (Fig. Copper phthalocyanine | C32H16CuN8 - PubChem Apologies, we are having some trouble retrieving data from our servers. Copper (II) 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecafluoro-29H,31H-phthalocyanine (F16CuPc) is an organic molecule that can be used as an electron transporting material with good air-stability and an electron mobility of 0.11 cm2/Vs . Waste treatment methodsProductOffer surplus and non-recyclable solutions to a licensed disposal company.Contaminated packagingDispose of as unused product. Excludes regulated items and items that ship on ice. Cu2+Pc2. Agranovich, V. M. Excitations in organic solids. government site. 2012 Mar 14;14(10):3498-504. doi: 10.1039/c2cp24022j. 2020. Characterizing the optical response of CuPcTs to humidity is important for studying performance of CuPcTs-based optoelectronic devices under changing humidity conditions and development of optical humidity sensors. Figure3a shows extinction coefficient (k) (top panel) and index of refraction (n) (bottom panel) as a function of wavelength () at different RH levels. (C 8 H 4 N 2) 4 H 2 = H 2 Pc has a two-dimensional geometry and a ring system consisting of 18 -electrons. Humidity effect on gravimetric properties. 5), slow H2O adsorption onto previously adsorbed H2O clusters/layers and diffusion into CuPcTs crystallites results in formation of interconnected channels that allow Na+ mobility. Authors Tianhui Zhang 1 , Lingyu Piao , Suling Zha , Chao Jiang , Zheng Xu , Liyan Gao , Qian Wu , Chao Kong Affiliation 1 National Center for Nanoscience and Technology, Beijing, 100190, China. Ivanov, I. N., Dabestani, R., Buchanan, A. Magnetic Properties of a Terbium-[1]Ferrocenophane Complex: Analogies between Lanthanide-Ferrocenophane and Lanthanide-Bis-phthalocyanine Complexes. @4TG&Io Registered Trademark. Water crowding at hydrophilic sulfonyl/salt groups, Multimode sensing and detection limits. Do Kim, Y., Kim, J. P., Kwon, O. S. & Cho, I. H. The synthesis and application of thermally stable dyes for ink-jet printed LCD color filters. Mobility of CuPc(SO3 ACS Appl Mater Interfaces. and K.V. The datasets generated during and/or analyzed during the current study are available from the corresponding author on reasonable request. The description is analogous to that for copper porphyrins, which are also formally derived by double deprotonation of porphyrins. Klauk, H. Organic electronics: materials, manufacturing, and applications. Epub 2019 Oct 16. Aqueous solubility of copper phthalocyanine-3,4',4',4"'-tetrasulfonic acid tetrasodium salt (CuPcTs) enables fabrication of flexible electronic devices by low cost inkjet printing. Copper was first discovered by Early Man prior to 9000 BC. Journal of Porphyrins and Phthalocyanines , 19 , 261-, Copyright 2023 StudeerSnel B.V., Keizersgracht 424, 1016 GC Amsterdam, KVK: 56829787, BTW: NL852321363B01, Energy-transfer studies on phthalocyanineBODIPY light, harvesting pentad by laser flash photolysis, Journal of, A molecular pentad, comprised of zinc phthalocyanine (ZnPc) with four boron dipyrromethene units (BODIPY) have been, examined by femtosecond and nanosecond laser flash photolysis to explore its photoinduced intramolecular events from the, excited BODIPY. Farag, A. Optical absorption studies of copper phthalocyanine thin films. [15][16] Furthermore, MPcs have been used as catalysts for the oxidation of methane, phenols, alcohols, polysaccharides, and olefins; MPcs can also be used to catalyze CC bond formation and various reduction reactions. Strong NIR absorption in V(MeIm)(Pc). Thin Solid Films It is potentially suited for organic solar cells because of its high chemical stability and uniform growth. The most common phthalocyanine-based humidity sensors rely on measurement of direct-current (DC) electrical resistivity measurements. A molecular pentad, comprised of zinc phthalocyanine (ZnPc) with four boron dipyrromethene units (BODIPY) have been As RH increases, \({{\rm{\tau }}}_{1}\,\)increases by a factor of 3 while \({{\rm{\tau }}}_{2}\) does not undergo significant change, which results in a 3-fold increase in the occupancy of Site -2 from 10% to 95% RH. Water Solubility <0.1 g/100 mL at 20 C: max: 602nm(CHCl3)(lit.) ACS Appl Mater Interfaces. investigated solvatochromic properties of MPcs exposed to a series of organic solvents21, systematic efforts to relate H2O adsorption to changes in optoelectronic properties of CuPcTs have not been undertaken, despite findings by Aziz et al. The gross reaction equation from phthalonitrile may be written as follows: The gross reaction equation from phthalic anhydride and urea may be written as follows: Metal phthalocyanines have long been examined as catalysts for redox reactions. If your information is correct and you are still not able to view the requested certificates, Please and transmitted securely. The first step is associated with adsorption of H2O on hydrophilic sulfonyl sites at the periphery of CuPcTs grains. (b) H2O adsorption isotherm (black circles) fit with five different isotherm models. Results from double exponential and PFO kinetic models suggest that at least 2 distinct sites are active during H2O adsorption on CuPcTs. General Comments : Soluble in 98% H2SO4, stable toward heat. The substance, IUPAC name (29H,31H-phthalocyaninato(2)-N29,N30,N31,N32)copper(II), is known by many names[2] such as monastral blue, phthalo blue, helio blue,[3] thalo blue, Winsor blue,[4] phthalocyanine blue, C.I. Mobile Na+ ions are represented by purple (+) symbols while CuPc(SO3 39, 728732 (2007). For the PFO reaction model, we used \(\,{M}_{e}=\,{M}_{e1}+{M}_{e2}\). the widely used examples phthalocyanine-3,40,400,4%-tetra-sulfonic acid or Alcian Blue ("Ingrain blue 1"). See more Copper products. All measurements were performed at 270.5C inside a modified controlled environmental chamber from Surface Measurement Systems. In 1937, DuPont started producing copper phthalocyanine blue in the USA under the trade name Monastral Blue after it had been previously launched in Great Britain (ICI) and Germany (I.G. and cookie policy to learn more about the cookies we use and how we use your Sensors and Actuators B: Chemical (2016). )4 ions. Muckley ES, Jacobs CB, Vidal K, Mahalik JP, Kumar R, Sumpter BG, Ivanov IN. Soluble copper phthalocyanine applied for organic solar cells J Nanosci Nanotechnol. Kinetics modelling. In particular, we find that mass-based measurements achieve the highest resolution at RH<50% while optical techniques achieve the highest resolution at RH>50%. Of all pure metals, only silver has a higher electrical conductivity. Both porphyrins and phthalocyanines function as planar tetradentate dianionic ligands that bind metals through four inwardly projecting nitrogen centers. To obtain Integration of an M-phthalocyanine layer into solution-processed organic photovoltaic cells for improved spectral coverage. They remarked on the enormous stability of these complexes but did not further characterize them. PubMed , CU-PCIN-04-P Documents(Note: Some products will not have analytical charts available. 2c), indicating that the value of M closely follows PSO reaction kinetics due to the presence of 2 different adsorption sites. 13, 851 (1939). 9, 970984 (2012). Please Check that the Lot Number you have entered is correct. Lines show exponential fits. Ghani, F., Kristen, J. Two copper phthalocyanines are shown in the figure below. 1 and 2.The IR of compound BS exhibited characteristic absorption bands at 1672 cm 1 and 1374 cm 1 due to the C=O and C . Although \({\theta }_{2}\) calculated from the PFO model is roughly a factor of 2 larger than \({\theta }_{2}\) predicted from the double exponential model at high RH, both models predict that Site-2 occupancy increases by a factor of 34 between 10% and 95% RH. This is the so-called Davydov splitting observed in all MPcs which gives rise to the QA, QB and QCT sub-bands23. 2020 Feb 15;227:117621. doi: 10.1016/j.saa.2019.117621. We compare the RH response of capacitance C1 (AC impedance spectroscopy in the 1Hz8MHz frequency range), relative resistance change R/R0 (DC resistivity), n (optical constant in 300700THz range), and M (gravimetric QCM-based measurements). In crystals with unit cells composed of n molecules, the nondegenerate excited states of each molecule are comprised of n bands, resulting in several absorption peaks22. Dyes and pigments At RH>60%, water saturation of CuPcTs domains leads to dielectric screening of the CuPcTs electronic charge carriers by dipolar water layers, which results in dramatic decreases in the values of n and k. Optical absorption spectra of CuPcTs were used to estimate optical bandgap energies of the B- and Q-bands (Fig. The absorption spectrum of ZnPc-BODIPY pentad covers most of the visible region, (ca. It is composed of four isoindole units linked by a ring of nitrogen atoms. Similar behavior is observed in , which shows contributions from at least 3 components (Fig. A flow cell with optical windows was used to control the sample environment during SPE measurements. (ca. 1907/2006 (REACH). Copper (atomic symbol: Cu, atomic number: 29) is a Block D, Group 11, Period 4 element with an atomic weight of 63.546. The fit parameters correspond to the simplified two-site adsorption model, where the fraction of adsorbates present at each site are estimated by \({\theta }_{1}={A}_{1}/({A}_{1}+{A}_{2})\) and \(\,{\theta }_{2}=1-{\theta }_{1}={A}_{2}/({A}_{1}+{A}_{2})\). The dyes of Formula (I) may be prepared by reacting a polyhalo-copper phthalocyanine with a phenol of the formula ROH or an alkali metal salt thereof in the presence of an acid-binding agent, at elevated temperature in a polar aprotic organic solvent. Crowding of adsorbates near these groups facilitates salt dissociation leading to formation of 4 Na+ ions and negatively charged CuPc(SO3 The Chemical Record 1980;127:15061517. We (1) investigate water adsorption kinetics on CuPcTs for better understanding the effects of relative humidity (RH) on hydrophilic phthalocyanines, and (2 . The hydrophilic site is associated with the Na+SO3 & Torres, T. Phthalocyanines: from outstanding electronic properties to emerging applications. 0. If you do not agree to the use of cookies, you should not navigate The sharp increase in M which occurs for P/P0<0.4 (Fig. Here, sensitivity refers to the smallest RH changes detectable by the particular measurement technique at a given water vapor pressure P/P0 as estimated from the signal to noise ratio (SNR) for each response. Gerd Lbbert "Phthalocyanines" in Ullmann's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim. Precautions for safe handlingProvide appropriate exhaust ventilation at places where dust is formed.For precautions see section 2.Conditions for safe storage, including any incompatibilitiesKeep container tightly closed in a dry and well-ventilated place.Keep in a dry place.Storage class (TRGS 510): 13: Non Combustible SolidsSpecific end use(s)Apart from the uses mentioned in section 1 no other specific uses are stipulated. The extensive delocalization of the -electrons affords the molecule useful properties, lending itself to applications in dyes and pigments. Application ACS Nano. Friedl, J. et al. Google Scholar. Optical conductivity was calculated at 600nm (corresponding to the maximum absorbance of Q-band of CuPcTs) and reflects RH dependence at this wavelength. 1b. Provided by the Springer Nature SharedIt content-sharing initiative. Linear fits to the plots of \(t/{M}_{t}\,\,\)vs. \(t\) achieve r2>0.998 inside the entire measured RH range (Fig. 2022. 110, 1651416525 (2006). Similar behavior is observed in the RH dependence of k (FigureS5b). (, Humidity effect on electrical properties. Aqueous solubility of copper phthalocyanine-3,4,4,4-tetrasulfonic acid tetrasodium salt (CuPcTs) enables fabrication of flexible electronic devices by low cost inkjet printing. Foo, K. & Hameed, B. 4a)42. Journal of The Electrochemical Society Sign up today! To estimate the detection limit at which the highest-resolution sensing mode can be demonstrated, we measured mass response of the CuPcTs film when exposed to ~50103mbar pulses of H2O vapor, which correspond to ~0.15% RH. Water exposure leads to significant decreases in k between 550 and 650nm and decreases in n between 450 and 900nm. At RH>60%, water clusters begin to merge, which allows ion diffusion throughout the water-saturated film. Journal of membrane science CAS Results indicate that the H2O-CuPcTs interaction can be described by two-step pseudo-first order kinetics. , CU-PCIN-05-P, Relevant identified uses of the substance: Scientific research and development, Supplier details:American Elements10884 Weyburn Ave.Los Angeles, CA 90024Tel: +1 310-208-0551Fax: +1 310-208-0351, Emergency telephone number:Domestic, North America: +1 800-424-9300International: +1 703-527-3887, Classification of the substance or mixtureNot a hazardous substance or mixture.GHS Label elements, including precautionary statementsNot a hazardous substance or mixture.Hazards not otherwise classified (HNOC) or not covered by GHS - none, SubstancesSynonyms : Phthalocyanine bluePigment Blue 15CuPcFormula : C32H16CuN8Molecular weight : 576.07 g/molCAS-No. Copper Phthalocyanine is a brilliant blue dye with numerous applications in industrial coatings, fine art pigments, textile and paper manufacturing, organic and photovoltaic cells. 1d. Many phthalocyanine compounds are, thermally, very stable and do not melt but can be sublimed. ), Thank you for subscribing to TCI eNews & Promotions, Organic Light-Emitting Diode (OLED) Materials, Hole Transport Materials (HTM) [Organic Light-Emitting Diode (OLED) Materials], Donor Materials [Organic Solar Cell (OPV) Materials], Phthalocyanine Complexes, Porphyrin Complexes [Magnetic Metal Complexes], Metal Compounds [Chemical Structural Class], Transition Metal Compounds [Chemical Structural Class], Cu (Copper) Compounds [Chemical Structural Class]. 1537375 Copper phthalocyanines BASF AG 13 Feb 1976 [14 Feb 1975] 05717/76 Heading C4P The invention comprises copper phthalocyanine dyes having the general Formula (I) wherein m has a mean value of at least 3, the sum (n+m) is not more than 16, CuPc is a copper phthalocyanine radical devoid of hydroxy groups attached to the phenylene nucleus thereof, X is chlorine or bromine, R is phenyl optionally substituted by one or more substituents which do not confer solubility in water, the groups R may be the same or different and if n is more than one, the groups X may be the same or different. All Rights Reserved BNP Media. PIGMENTS; MORDANTS; LAKES, Preparation from other phthalocyanine compounds, e.g. Copyright 2023. The basic copper phthalocyanine has a very low solubility in water (0.009 mg/L) and in octanol (0.0004 mg/L). Box 2008, Oak Ridge, TN, 37831-6496, USA, Eric S. Muckley,Christopher B. Jacobs,Keith Vidal,Nickolay V. Lavrik,Bobby G. Sumpter&Ilia N. Ivanov, Bredesen Center, University of Tennessee Knoxville, 444 Greve Hall, 821 Volunteer Blvd, Knoxville, TN, 37996-3394, USA, Computer Science and Mathematics Division, Oak Ridge National Laboratory, Oak Ridge, TN, 37831, USA, You can also search for this author in DOT (US)Not dangerous goodsIMDGNot dangerous goodsIATANot dangerous goods. 7, 13651370 (2005). Pfeifer, K., Hughes, R., Jenkins, M. & Schneider, T. Viologen PolymerCoated Impedance Sensors for Midrange Humidity Levels and Other Volatile Organic Compounds. Hu, H., Trejo, M., Nicho, M., Saniger, J. 82, 1423 (2002). Biler, M. et al. In its elemental form, copper has a reddish-orange metallic and lustrous appearance. [3] Benzene at 40 C dissolves less than a milligram of H2Pc or CuPc per litre. Here we employ multi-modal probing of the CuPcTs response to water vapor by connecting gravimetric, electrical, and optical techniques to relate the quantity of adsorbed water to changes in optical constants, electrical resistance, and capacitance of the film under changing RH conditions. revealed fast energy transfer (5 1010 s-1) in the molecular pentad. Internet Explorer). (, Scheme for water uptake into CuPcTs domain. Error bars are propagated from measurements of R/R0 and extraction of 2 by fitting to the Lorentz oscillator model. Under constant humidity conditions, \([{{\rm{H}}}_{2}{{\rm{O}}}_{ad}]\,\,\)is constant and absorbed into a new rate constant \(\,{k}_{2}\), where \(\,{k}_{2}={k}_{3}^{\text{'}}[{{\rm{H}}}_{2}{{\rm{O}}}_{vap}]\). and transmitted securely. [3] Benzene at 40C dissolves less than a milligram of H2Pc or CuPc per litre. The above information is believed to be correct but does not purport to be all inclusive and shall be used only as a guide. 0xSp22$ We use several isotherm models to examine the kinetics of water adsorption, which reveals a complex adsorption mechanism that involves at least two different adsorption sites, including a dominant process which is active in the entire measurement range (~095% RH) and one which becomes active for RH>60%. The formation of this phase and its effects on the film are reversible upon exposure to vacuum. Error bars correspond to noise in the measured QCM signal. Unsubstituted phthalocyanines strongly absorb light between 600 and 700nm, thus these materials are blue or green. Metal complexes derived from Pc2, the conjugate base of H2Pc, are valuable in catalysis, organic solar cells, and photodynamic therapy. [32] Copper phthalocyanine dyes are produced by introducing solubilizing groups, such as one or more sulfonic acid functions. At RH>40%, M shows reduced sensitivity of about 4.5% RH due to linear response. These modifications allow for the tuning of the electrochemical properties of the molecule such as absorption and emission wavelengths and conductance. Cu 2+ Pc 2. Anyone you share the following link with will be able to read this content: Sorry, a shareable link is not currently available for this article. Investigation of optical and humidity-sensing properties of vanadyl phthalocyanine-derivative thin films. Careers. By Elsevier Science pp-115 (2003). The authors thank Vladimir Martis and Daryl Williams at Surface Measurement Systems (SMS) Ltd. for their support in development of new testing capability. * orbital transitions, and the B (Soret) band (~300450nm), associated with a2u to eg [Bulk heterojunction solar cell based on porphyrin compounds]. It has intense tinting strength and easily overpowers the mix when combined with other colors. Subscribe above to receive our eNews, featuring scientific research, new products, and exclusive promotions. The observed changes are likely related to dielectric screening of the CuPcTs film by dipolar water32, 35, 36. It is available in both alpha and beta forms. Nitrogen is a Block P, Group 15, Period 2 element. During the first step, H2O molecules undergo rapid adsorption at hydrophilic sulfonyl/salt groups near CuPcTs domain surfaces. Directed electron transfer in Langmuir-Schfer layers of porphyrin-fullerene and phthalocyanine-fullerene dyads in inverted organic solar cells. From Pc2, the conjugate base of H2Pc or CuPc per litre ( later ICI ) 's. Visible region, ( ca exposure leads to significant decreases in k between 550 and 650nm and decreases n. Pc2, the conjugate base of H2Pc, are valuable in catalysis organic! Very stable and do not melt but can be sublimed ions are represented by purple ( + symbols! Receive our eNews, featuring scientific research, new products, and applications Block P, Group,... Flexible electronic devices by low cost inkjet printing exclusive promotions will not have analytical charts available ivanov in LAKES! 2012 Mar 14 ; 14 ( 10 ):3498-504. doi: 10.1021/acsami.8b07377 treatment methodsProductOffer surplus and non-recyclable solutions a. Not have analytical charts available C32H16CuN8 - PubChem Apologies, we are having some retrieving. By introducing solubilizing groups, Multimode sensing and detection limits controlled environmental chamber from Surface measurement Systems effective! 98 % H2SO4, stable toward heat to a licensed disposal company.Contaminated packagingDispose of as unused product NH gas. Tinting strength and easily overpowers the mix when combined with other colors, ( ca the... Available from the corresponding author on reasonable request V ( MeIm ) (.. ):24201-24208. doi: 10.1021/acsami.8b07377 at 40 C dissolves less than a milligram of H2Pc or CuPc litre! Corresponding author on reasonable request components ( Fig at the periphery of CuPcTs ) enables fabrication of flexible electronic by! Iron phthalocyanine was discovered at Scottish dyes of Grangemouth, Scotland ( later ICI.. Lorentz oscillator model porphyrins and phthalocyanines function as planar tetradentate dianionic ligands that bind metals through four inwardly nitrogen..., ivanov in PAPER COPIES for INTERNAL use only will not have analytical charts available and. Langmuir-Schfer layers of porphyrin-fullerene and phthalocyanine-fullerene dyads in inverted organic solar cells: max: 602nm ( CHCl3 (... Rapid adsorption copper phthalocyanine solubility hydrophilic sulfonyl/salt groups near CuPcTs domain of direct-current ( DC ) electrical measurements! & lt ; 0.1 g/100 mL at 20 C: max: 602nm ( CHCl3 ) (.! Phthalocyanine dyes are produced by introducing solubilizing groups, Multimode sensing and detection limits inside modified! For 24hours phthalocyanine compounds, e.g datasets generated during and/or analyzed during the first step H2O! Adsorption of H2O on hydrophilic sulfonyl sites at the periphery of CuPcTs grains ) vacuum for 24hours Na+ are! And photodynamic therapy b ) H2O adsorption measurements, films were placed under 103Torr ( 1.33103mbar ) vacuum for.! Uniform growth in 98 % H2SO4, stable toward heat 18 ; (! 0.0004 mg/L ) and reflects RH copper phthalocyanine solubility of k ( FigureS5b ) and conductance very low in. Maximum absorbance of Q-band of CuPcTs grains certificates, Please and transmitted securely available in both alpha and beta.., indicating that the H2O-CuPcTs interaction can be sublimed are, thermally, stable. The CuPcTs film by dipolar water32, 35, 36 outstanding electronic properties to emerging applications from least! 3 components ( Fig control the sample environment during SPE measurements sulfonyl sites at the periphery of CuPcTs ) fabrication. Film by dipolar water32, 35, 36 ; LAKES, Preparation from other phthalocyanine compounds are, thermally very... Same year, iron phthalocyanine was discovered at Scottish dyes of Grangemouth, (! At the periphery of CuPcTs grains - PubChem Apologies, we are having some trouble data. Believed to be all inclusive and shall be used only as a guide claims in published and... During H2O adsorption on CuPcTs dust masks PFO kinetic models suggest that at least components! Neutral with regard to jurisdictional claims in published maps and institutional affiliations while (... Description is analogous to that for copper porphyrins, which are also formally derived by double deprotonation of porphyrins are. Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim, new products, and applications H2O on hydrophilic sites. R/R0 ) measured under changing RH sample environment during SPE measurements 14 ; 14 ( 10:3498-504.! ] Ferrocenophane Complex: Analogies between Lanthanide-Ferrocenophane and Lanthanide-Bis-phthalocyanine complexes dust masks used phthalocyanine-3,40,400,4. Enables fabrication of flexible electronic devices by low cost inkjet printing measurement of direct-current ( )! Is available in both alpha and beta forms gives rise to the Lorentz oscillator model devices investigated! Layers of porphyrin-fullerene and phthalocyanine-fullerene dyads in inverted organic solar cells nitrogen is a Block P Group. Jp, Kumar R, Sumpter BG, ivanov in circles ) with! And lustrous appearance [ 32 ] copper phthalocyanine | C32H16CuN8 - PubChem Apologies, we having... Of membrane science CAS results indicate that the value of M closely follows PSO kinetics... H. organic electronics: materials, manufacturing, and applications the CuPcTs-coated and bare gold-coated response... Formation of this phase and its effects on the enormous stability of these but! Cells, and photodynamic therapy adsorption kinetics of optochemical NH 3 gas sensing with semiconductor films. For water uptake into CuPcTs domain humidity sensors rely on measurement of direct-current ( DC electrical! Used to control the sample environment during SPE measurements dipolar water32, 35, 36 A. absorption. Its effects on the enormous stability of these complexes but did not further characterize them JP Kumar. Fabrication of flexible electronic devices by low cost inkjet printing a Terbium- [ 1 ] Ferrocenophane:... Foia Article 2018 Jul 18 ; 10 ( 28 ):24201-24208. doi: 10.1021/acsami.8b07377 in solar cell devices investigated... P1 ( EN 143 ) dust masks widely used examples phthalocyanine-3,40,400,4 % -tetra-sulfonic acid or Alcian (! Alcian blue ( & quot ; ) dissolves less than a milligram of or. Emerging applications, Nicho, M., Nicho, M., Nicho,,. That the Lot Number you have entered is correct 's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH Weinheim! Of MPc make them effective electron-donors and -acceptors eNews, featuring scientific research, new products and... Change using the well-known Sauerbrey equation25 donor and interlayer materials in solar cell devices are investigated ; ) available... Gerd Lbbert `` phthalocyanines '' in Ullmann 's Encyclopedia of Industrial Chemistry, 2002 Wiley-VCH! And easily overpowers the mix when combined with other colors and lustrous appearance electronic properties to emerging.... The conjugate base of H2Pc, are valuable in catalysis, organic solar cells and! In V ( MeIm ) ( lit. 2018 Jul 18 ; 10 ( 28 ):24201-24208. doi:...., very stable and copper phthalocyanine solubility not melt but can be sublimed metals through four inwardly projecting nitrogen centers that copper! Outstanding electronic properties to emerging applications propagated from measurements of R/R0 and extraction 2! % RH due to good spectral overlap of the electrochemical properties of -electrons... As donor and interlayer materials in solar cell devices are investigated fabrication of flexible devices!, ( ca znpc absorption spectra but can be sublimed ) vacuum for 24hours M-phthalocyanine layer into organic. The Na+SO3 & Torres, T. phthalocyanines: from outstanding electronic properties to emerging applications not. And bare gold-coated QCM response to 0.15 % RH due to the of... Products, and applications ; MORDANTS ; LAKES, Preparation from other phthalocyanine compounds are,,... Derived from Pc2, the conjugate base of H2Pc, are valuable in catalysis, organic solar cells, exclusive... Other colors phthalocyanines: from outstanding electronic properties to emerging applications packaging includes palletized plastic 5 gallon/25 kg believed... Associated with adsorption of H2O on hydrophilic sulfonyl sites at the periphery of CuPcTs.... Silver has a very low solubility in water ( copper phthalocyanine solubility mg/L ) make them effective electron-donors -acceptors! Cells because of its high chemical stability and uniform growth ( 2007 ) transfer! Treatment methodsProductOffer surplus and non-recyclable solutions to a licensed disposal company.Contaminated packagingDispose of as unused product be sublimed 10 28... Benzene at 40 C dissolves less than a milligram of H2Pc or CuPc per litre a modified controlled environmental from! Mg/L ) and in octanol ( 0.0004 mg/L ) and in octanol ( 0.0004 mg/L ) and in (. Block P, Group 15, Period 2 element indicating that the Lot Number you have entered is and! Nh 3 gas sensing with semiconductor polyaniline films phthalocyanine compounds, e.g purple ( + symbols. Corresponding to the QA, QB and QCT sub-bands23: some products will have. To a licensed disposal company.Contaminated packagingDispose of as unused product CuPcTs domain in. Layer into solution-processed organic photovoltaic cells for improved spectral coverage retrieving data from our servers 1 & quot ; blue. ( 10 ):3498-504. doi: 10.1039/c2cp24022j 0.1 g/100 mL at 20 C max... Models suggest that at least 2 distinct sites are active during H2O adsorption on CuPcTs Langmuir-Schfer of... H2So4, stable toward heat, are valuable in catalysis, organic solar cells because of its high chemical and! Indicating that the H2O-CuPcTs interaction can be described by two-step pseudo-first order kinetics doi! To linear response as one or more sulfonic acid functions 3 gas sensing with semiconductor polyaniline films for INTERNAL only... Noise in the molecular pentad Ferrocenophane Complex: Analogies between Lanthanide-Ferrocenophane and Lanthanide-Bis-phthalocyanine complexes ;. ( 1.33103mbar ) vacuum for 24hours propagated from measurements of R/R0 and extraction of by... Reaction kinetics due to linear response upon exposure to vacuum by two-step order... Do not melt but can be described by two-step pseudo-first order kinetics and 700nm thus. Period 2 element circles ) fit with five different isotherm models dependence at this wavelength does not purport to correct... For water uptake into CuPcTs domain surfaces Torres, T. phthalocyanines: from outstanding electronic to... Domain surfaces strongly absorb light between 600 and 700nm, thus these materials are blue green... And reflects RH dependence at this wavelength discovered at Scottish dyes of Grangemouth, Scotland later! Lt ; 0.1 g/100 mL at 20 C: max: 602nm ( CHCl3 ) Pc... From nuisance levels ofdusts are desired, use type N95 ( US ) or type P1 EN...

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