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";s:4:"text";s:22776:" 12, 15, 16 and facilitates hydrogen bonding between water molecules until H2O clusters merge, resulting in a multilayered meniscus containing mobile Na+ ions on the surfaces of CuPcTs domains. The VOC is significantly larger than that produced by similar cells based on the commonly studied copper phthalocyanine (CuPc)/C60 heterojunction (VOC = 0.46 V). 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. Bethesda, MD 20894, Web Policies Error bars are propagated double exponential fitting errors. -, Bamsey NM, et al. -, Zagal J, Bindra P, Yeager E. A mechanistic study of O2 reduction on water soluble phthalocyanines adsorbed on graphite electrodes. and transmitted securely. 97, 318324 (2012). Please Contact Us There are many derivatives of the parent phthalocyanine, where either carbon atoms of the macrocycle are exchanged for nitrogen atoms or the peripheral hydrogen atoms are substituted by functional groups like halogens, hydroxyl, amine, alkyl, aryl, thiol, alkoxy and nitrosyl groups. A soluble derivative of copper phthalocyanine, that is 2,9,16,23-tetra carboxyl copper phthalocyanine (CuTCPc), is synthesized in this paper. 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. Before initiating SPE measurements, the CuPcTs film was exposed to 3% RH for 3hours. At RH>60%, the formation of H2O layers containing mobile Na+ ions can increase the effective contact area at electrodes and result in improved electronic transport by allowing charge carriers to hop between hydrated ionic structures consisting of coordinated Na+ and dipolar H2O, leading to a decrease in R2. Tiemkin, M. & Pyew, W. Kinetics of the synthesis of ammonia on promoted iron catalysts. volume7, Articlenumber:9921 (2017) The Temkin model is particularly well-suited for predicting gas phase equilibrium with surfaces that contain a distribution of binding energies and explicitly accounts for adsorbate-adsorbate interactions by acknowledging that the heat of adsorption decreases linearly with adsorbate coverage27, 28. 29, 814818 (2009). All rights reserved. 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. Optical thickness of the CuPcTs film was estimated from SPE data. To examine relative activity of two absorption sites with RH, we used the ratio of pre-exponential factors (A2/A1) and time constant parameters (2/1) derived from double exponential fits shown in Fig. 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. CAS 1, where \(\,{k}_{1}={k}_{2}^{^{\prime} }[{{\rm{H}}}_{2}{{\rm{O}}}_{vap}]\). 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. ACS Nano. (a) Linearized form of pseudo-first order kinetics showing two roughly linear regions. Impedance was measured in the 1Hz 8MHz frequency range by sweeping from 1Hz to 8MHz and then back from 8MHz to 1Hz using AC voltage amplitude of 100mV. Molecular Crystals and Liquid Crystals SARA 302 ComponentsNo chemicals in this material are subject to the reporting requirements of SARA Title III,Section 302.SARA 313 ComponentsThis material does not contain any chemical components with known CAS numbers thatexceed the threshold (De Minimis) reporting levels established by SARA Title III, Section313.SARA 311/312 HazardsNo SARA HazardsMassachusetts Right To Know ComponentsNo components are subject to the Massachusetts Right to Know Act.Pennsylvania Right To Know Components29H,31H-Phthalocyaninato(2-)-N29,N30,N31,N32 copperCAS-No.147-14-8Revision Date2015-07-08New Jersey Right To Know Components29H,31H-Phthalocyaninato(2-)-N29,N30,N31,N32 copperCAS-No.147-14-8Revision Date2015-07-08California Prop. (ed.). The film thickness dependence on RH exhibits roughly exponential behavior with RH: a slow increase of thickness for low humidity (RH<70%) and a rapid increase at RH>70%. 33, 030604 (2015). It does not represent any guarantee of the properties of the product. Items from Japan stock are able to ship from a US warehouse within 2 weeks. 9, 1588015886 (2017). Subscribe above to receive our eNews, featuring scientific research, new products, and exclusive promotions. DlX3T}s1g ,K4 ]%)&ASk`4Iy1,G#e
>\>6m^0_6ZaWHyM,B/A?FfJ_6zv[F~~|IV [MJ'uuAJP"7 [ ^@!a|t-51A m"?T[Rk;HFaM)z2 Spectral and RH dependence of 2 is shown in FigureS11. Soln Particle Size Hazardous Nature Moisture Content Sieve Residue Oil Absorption; 1: Copper Phthalaocyanine Blue Crude Phthalocyanine Blue 74160 147-14-8 : Linseed Oil : 5: OleicAcid : 5: 576: C32 H16 N8 Cu: Dark Blue Powder: 6.0 - 7.5: 1 %: 1000 PPM Max The value of R/R0 exhibits roughly exponential behavior, reaching equilibrium at ~50% RH, which suggests that water adsorption alters DC conductivity of the film only before water saturation of CuPcTs domain surfaces has occurred. The absorption spectrum of ZnPc-BODIPY pentad covers most of the visible region (ca. [6], In 1907, an unidentified blue compound, now known to be phthalocyanine, was reported. Enter email to auto receive SDS. Since kinetics of desorption exhibited double exponential behavior (Fig. The applications of CuTCPc as donor and interlayer materials in solar cell devices are investigated. Electrochimica Acta You are using a browser version with limited support for CSS. The basic copper phthalocyanine has a very low solubility in water (0.009 mg/L) and in octanol (0.0004 mg/L). DOI: 10.1021/acs.inorgchem.2c03425. New Insights on Electro-Optical Response of Poly(3,4-ethylenedioxythiophene):Poly(styrenesulfonate) Film to Humidity. Before The excitation transfer from the singlet BODIPY to CuPc can be easily processed into a thin film for use in device fabrication, which makes it an attractive qubit candidate.[31]. Red lines indicate examples of double exponential fits. Bottom panel: percent difference (|Me|) between measured equilibrium mass (\({M}_{e}\)) and equilibrium mass predicted by pseudo-first order, pseudo-second order, and double exponential kinetic models. H413 : May cause long lasting harmful effects to aquatic life. Strong NIR absorption in V(MeIm)(Pc). If your information is correct and you are still not able to view the requested certificates, Please ACS Applied Materials & Interfaces and JavaScript. Soluble copper phthalocyanine applied for organic solar cells J Nanosci Nanotechnol. (ca. Similar behavior is observed in , which shows contributions from at least 3 components (Fig. TCI uses cookies to personalize and improve your user experience. Site-2 occupancy estimated from double exponential and PFO kinetic models is shown in Fig. As RH increases, contribution of the first adsorption mechanism (water on CuPcTs) decreases, and a secondary process (water adsorption on H2O-CuPcTs) becomes prevalent. Copper (atomic symbol: Cu, atomic number: 29) is a Block D, Group 11, Period 4 element with an atomic weight of 63.546. Rudzinski, W. & Plazinski, W. Kinetics of solute adsorption at solid/solution interfaces: a theoretical development of the empirical pseudo-first and pseudo-second order kinetic rate equations, based on applying the statistical rate theory of interfacial transport. 4a bottom panel). The values of n (measured at 450 and 650nm) decrease slowly for RH<60% and drop sharply at RH>60%. Cross-section profile was obtained from bottom row of pixels in the image. It is potentially suited for organic solar cells because of its high chemical stability and uniform growth. Zeitschrift fr physik Sci Rep 7, 9921 (2017). Na=7 3 had the highest ksp value and it did take long to filter as well as +=7 3 compared . [3] Benzene at 40C dissolves less than a milligram of H2Pc or CuPc per litre. 6, 138163 (1961). LICENSED GRANTED TO MAKE UNLIMITED PAPER COPIES FOR INTERNAL USE ONLY. Hu, H., Trejo, M., Nicho, M., Saniger, J. Values of \(\,\theta \),\(\,A\), and \({\rm{\tau }}\) are shown in FiguresS1 and S2. use 1. official website and that any information you provide is encrypted for more information. Documents(Note: Some products will not have analytical charts available. A LevenbergMarquardt algorithm was used for fitting oscillator parameters. H2Pc and CuPc dissolve easily in sulfuric acid due to the protonation of the nitrogen atoms bridging the pyrrole rings. Park, J. H., Lee, S. & Kummel, A. C. Domain fracture and recovery process of metal phthalocyanine monolayers via NO2 and H2O. It is highly valued for its superior properties such as light fastness, tinting strength, covering power and resistance to the effects of alkalis and acids. 1,3-Diiminoisoindolene, the intermediate formed during phthalocyanine manufacture, used in combination with a copper salt affords the dye GK 161. 566, 2232 (2012). [42], 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;/q-2;+2, c12=cc=cc=c1c3=nc4=c5c=cc=cc5=c(n=c6c7=cc=cc=c7c(n=c8c9=c(c(n8[Cu-2]158)=nc2=n13)c=cc=c9)=[n+]56)[n+]48, Except where otherwise noted, data are given for materials in their. The ratio of A2/A1 corresponds to the relative activity of adsorbates at site 2 relative to site 1, while 2/1 corresponds to timescale associated with the adsorption rate at site 2 relative to the adsorption rate at site 1. Copper Phthalocyanine (CuPc) has been suggested for data storage in quantum computing, due to the length of time its electrons can remain in superposition. The cantilever was operated in semi-contact (tapping) mode at 73kHz tip resonance frequency with a line scan rate of 0.7Hz. Figure6b shows the CuPcTs-coated and bare gold-coated QCM response to 0.15% RH exposure. government site. (b) H2O adsorption isotherm (black circles) fit with five different isotherm models. 1907/2006 (REACH). CuPc sublimes at above 500C under inert gases (nitrogen, CO2). The results demonstrate that utilization of dynamic sensing modes can be used to maximize RH sensor resolution over a wide humidity range. Both R1 and R2 undergo slight changes at RH 57% (FigureS10). The Chemical Record Inverted (p-i-n) perovskite solar cells using a low temperature processed TiO. Epub 2012 Feb 3. [17] The abbreviation "CuPc" is also used.[18]. Publisher's note: Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations. CU-PCIN-02-P Five different polymorphs have been identified:[36][37][38][39] phases , , , and . [Bulk heterojunction solar cell based on porphyrin compounds]. Sign up today! Center for Nanophase Materials Sciences, Oak Ridge National Laboratory, P.O. Unable to load your collection due to an error, Unable to load your delegates due to an error, Humidity effect on gravimetric properties. The substance is practically insoluble in water (<0.1g/100ml at 20C (68F)),[34] but soluble in concentrated sulfuric acid. Kadish, K. M., Smith, K. M. & Guilard, R. The Porphyrin Handbook, Applications of Phthalocyanines, vol. The film exhibits a small (~3%) change in DC resistance between vacuum and 90% RH compared to non-sulfonated CuPc, which can show conductivity changes of up to 50% under similar RH conditions14. Sensors and Actuators B: Chemical The hydrophilic site is associated with the Na+SO3 Applied surface science. 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. Figure4b shows electrical (1/R) and optical (op) conductivities and relates them to mass change of CuPcTs as the film undergoes water adsorption. RSC Adv. Copper phthalocyanine tetrasulfonic acid tetrasodium salt | C32H12CuN8Na4O12S4 | CID 12086660 - structure, chemical names, physical and chemical properties . While optical response of sulfonated phthalocyanines has been well-studied in solution, less information is available about water interaction with solid films15, 19. The extensive delocalization of the -electrons affords the molecule useful properties, lending itself to applications in dyes and pigments. This suggests that the reaction does not strictly follow PFO kinetics but can be considered as a series of sequential PFO reactions with two PFO rate constants \({k}_{1-1}\) and \(\,{k}_{1-2}\). Crowding of adsorbates near these groups facilitates salt dissociation leading to formation of 4 Na+ ions and negatively charged CuPc(SO3 This is consistent with saturation of a strongly hydrophilic adsorption site at low RH (corresponding to \(\,{k}_{1-1}\)) and an increase in the activity of a second site as RH increases (corresponding to \(\,{k}_{1-2}\)). A Nyquist plot of imaginary vs. real impedance (black points, FigureS9) shows a suppressed single semi-circle, suggesting that a modified Randles equivalent circuit model is appropriate for fitting (inset in Fig. (a) Wavelength-dependent extinction coefficient (k) (top panel) and index of refraction (n) (bottom panel) of CuPcTs film under different RH conditions. [16] Numerous other trade names and synonyms exist. cobaltphthalocyanineamine complex, SOLUBLE COPPER PHTHALOCYANINE DYES AND THEIR APPLICATION, Poly(oxyalkylene) modified phthalocyanine colorants, Water-dissipatable polyesters and amides containing near infrared fluorescent compounds copolymerized therein, Thermoplastic materials containing near infrared fluorophores, Organic solvent based ink for invisible marking/identification, Security document and method using invisible coded markings, Polyester compositions containing near infrared absorbing materials to improve reheat, Fiber coating composition having an invisible marker and process for making same, Method for marking items for identification, New phthalocyanine compounds, their manufacturing processes and the near infrared absorbing materials they contain, Water-based ink, ink set, ink jet recording method, ink cartridge, recording unit and ink jet recording apparatus, Method for tagging thermoplastic materials with near infrared fluorophores, Method for detecting and separating thermoplastic containers with near infrared fluorosphores, Triphendioxazine dyes, methods for their manufacture and their use for dyeing cellulosic substrates, Reactive dyes, processes for their manufacture and their use, Process for preparing water-soluble monoazo pyrazolone compound, Water-soluble disazo compounds, process for their preparation and their use as dyestuffs, Novel azomethine compound and its preparation, A process for the preparation of aluminium-heavy metal mixed complexes, Copper complex formazan compound, its preparation and use thereof, Pyrazolo(4,3-d)pyrimidine derivative, its preparation, cholesterol-lowering agent containing it, its intermediate and its preparation, Copper complexes of disazo reactive dyestuffs, Process for preparing water-soluble monoazo compound, Water-insoluble monoazo dye, its production and use, and mixture consisting of this monoazo dye, N6-substituted cordycepin and its preparation, 1,3-disubstituted-5-fluoro-6-chlorouracil derivative and antitumor agent, Heterocyclic azomethine metal complex pigments, Color forming sheet for pressure-sensitive copying paper, Patent ceased through non-payment of renewal fee. We can determine that water had the highest solubility because it ran the quickest through the filter and had the lowest ++, value. , CU-PCIN-04-P J Nanosci Nanotechnol. Ho, Y.-S. & McKay, G. The kinetics of sorption of divalent metal ions onto sphagnum moss peat. Hydrogen bonding between adsorbed water molecules mediated by van der Waals interactions results in formation of a phase which contains mobile H3O+, Na+, and CuPc(SO3 Keith Vidal acknowledges support from the Science Undergraduate Laboratory Internships (SULI) program of the DOE. To compare the validity of each kinetic model, the value of \(\,{M}_{e}\,\,\)was extracted from the linear fits and compared to the measured equilibrium mass at each RH level. The fitted region was reduced to the 450900nm range to reduce the standard error. Product Number: All applicable American Elements product codes, e.g. [40], The compound is non-biodegradable, but not toxic to fish or plants. ? ;Zk-47bBF6Kds Srjw[O"b,rf8`1ge~zY10,;
:\-nN%P! Registered Trademark. 8600 Rockville Pike It is present in a wide variety of products,[20] such as color deposition hair conditioner,[21] eye patches, parfum, shampoo, skin-care products, soap, sunscreen, tattoo ink,[22] toothpaste. [17] Silicon and zinc phthalocyanines have been developed as photosensitizers for non-invasive cancer treatment. 32, 159164 (1996). 2d (bottom panel). Application of principal component analysis (PCA) revealed that contains 2 major principal components (Fig. Shipping documentation includes a Certificate of Analysis and Safety Data Sheet (SDS). group, since this is the primary structure responsible for hydrophilicity/solubility of CuPcTs. H2Pc and CuPc dissolve easily in sulfuric acid due to the protonation of the nitrogen atoms bridging the pyrrole rings. Accessibility There has since been significant research on H2Pc and MPc resulting in a wide range of applications in areas including photovoltaics, photodynamic therapy, nanoparticle construction, and catalysis. Correlating changes in DC resistance with gravimetric and optical properties enables referencing of resistance to simultaneous optical and mass changes resulting from H2O loading of CuPcTs film. (, Scheme for water uptake into CuPcTs domain. The choice of the solvent is very important, as it plays a significant role in the generation of impurities. Results from modelling of adsorption kinetics (Fig. In the meantime, to ensure continued support, we are displaying the site without styles Copyright 2023. It is paramagnetic with one unpaired electron per molecule. official website and that any information you provide is encrypted Copper phthalocyanine (CuPc), also called phthalocyanine blue, phthalo blue and many other names, is a bright, crystalline, synthetic blue pigment from the group of phthalocyanine dyes. Journal of Molecular Liquids Rinse mouth with water.Most important symptoms and effects, both acute and delayedThe most important known symptoms and effects are described in the labelling (see section2 and/or in section 11Indication of any immediate medical attention and special treatment neededNo data available, Extinguishing mediaSuitable extinguishing mediaUse water spray, alcohol-resistant foam, dry chemical or carbon dioxide.Special hazards arising from the substance or mixtureCarbon oxides, Nitrogen oxides (NOx), Copper oxidesAdvice for firefightersWear self-contained breathing apparatus for firefighting if necessary.Further informationNo data available. We (1 . help you have the best experience while on the site. Rassi, M., Leroy-Lhez, S. & Ratier, B. government site. Copper Phthalocyanine is a brilliant blue dye with numerous applications in industrial coatings, fine art pigments, textile and paper manufacturing, organic and photovoltaic cells. Kreuer, K. On the development of proton conducting polymer membranes for hydrogen and methanol fuel cells. 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). Submit a Request for Proposal (RFP) to suppliers of your choice with details on what you need with a click of a button. Bottom panel: Capacitance extracted from equivalent circuit model shows transition at ~60% RH. Dyes and pigments Journal of The Electrochemical Society PMID: 22413262 Although the units for first and second order rate constants are different, the PSO rate constant \({k}_{2}\) clearly resembles behavior of the PFO rate constant \(\,{k}_{1-1}\), and its value lies between the values of \(\,{k}_{1-1}\) and \({k}_{1-2}\) because \(\,{k}_{2}\) describes a combination of two sequentially-occurring reactions with rates \(\,{k}_{1-1}\,\,\)and \(\,{k}_{1-2}\). This approach involves heating phthalonitrile with a copper salt, usually copper(I)chloride at 200C to 240C. Direct blue 86 is the sodium salt of CuPc-sulfonic acid, whereas direct blue 199 is the quaternary ammonium salt of the CuPc-sulfonic acid. 246, 327333 (2005). 110, 1651416525 (2006). Its brilliant blue is frequently used in paints and dyes. Prof.Fadlelmoula A.Idris Cite. 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. See more Copper products. During the first step, H2O molecules undergo rapid adsorption at hydrophilic sulfonyl/salt groups near CuPcTs domain surfaces. this website. 3c). Its electron configuration is [He]2s22p3. Microsolvation of phthalocyanine molecules in superfluid helium nanodroplets as revealed by the optical line shape at electronic origin. -, Del Cano T, Parra V, Rodrguez-Mndez M, Aroca R, De Saja J. (John Wiley & Sons, 2006). At low RH, H2O interaction with hydrophilic sulfonyl groups facilitates intercalation of water between CuPcTs domains and electrodes, slowly increasing resistance at the film-electrode interface. E.M. and I.I. ( a ) Top panel: DC electrical resistance, Scheme for water uptake into CuPcTs domain. Similar behavior is observed in the RH dependence of k (FigureS5b). Klauk, H. Organic electronics: materials, manufacturing, and applications. Journal of Molecular Liquids If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate. ";s:7:"keyword";s:32:"copper phthalocyanine solubility";s:5:"links";s:451:"Rha Workday Login,
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