copper phthalocyanine solubilitycopper phthalocyanine solubility

Hybrid Polymer/Metal-Organic Framework Films for Colorimetric Water Sensing over a Wide Concentration Range. Since the electron transfer from the singlet ZnPc to, BODIPY is thermodynamically not feasible, the singlet ZnPc decayed to populates the triplet ZnPc, in addition to the grounds, state. Exposure to H2O vapor increases CuPcTs film thickness by a factor of 3 as RH is increased from 3% to 90% (Fig. -, Bamsey NM, et al. Probing Molecular-Scale Catalytic Interactions between Oxygen and Cobalt Phthalocyanine Using Tip-Enhanced Raman Spectroscopy. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate. Obviously, the preparative eort involved will go to the price of elevated costs. 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. 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. this website. Nitrogen is a Block P, Group 15, Period 2 element. The substance is practically insoluble in water (<0.1g/100ml at 20C (68F)),[34] but soluble in concentrated sulfuric acid. 105, 1030810315 (2001). The average height visible in the AFM image is ~21nm, which suggests that pinholes visible in the image penetrate to a depth of at least half of the film thickness. Kinetics modelling. Copper(II) phthalocyanine -form, Copper(II) phthalocyanine -form, Phthalocyanine copper salt, Copper tetrabenzoporphyrazine, (29H, 31H-phthalocyaninato(2-)-N29, N30, N31, N32)copper, 29H,31H-Phthalocyaninato(2-)-N29,N30,N31,N32 copper, CuPc, phthalocyanine blue, Pigment Blue 15, Phthalocyanine Blue BN, monastral blue, phthalo blue, helio blue, thalo blue, Winsor blue, phthalocyanine blue, C.I. Accessibility examined by femtosecond and nanosecond laser flash photolysis to explore its photoinduced intramolecular events from the [6], In 1907, an unidentified blue compound, now known to be phthalocyanine, was reported. Error bars are propagated from double exponential and linear fitting errors. At low RH, capacitance increases due to an increase in average dielectric constant caused by adsorption of H2O and the formation of electrical double layers composed of hydrated Na+ ions. Materials Science and Engineering: C Product Number: All applicable American Elements product codes, e.g. Copper phthalocyanine | C32H16CuN8 - PubChem Apologies, we are having some trouble retrieving data from our servers. the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in 8600 Rockville Pike PubMed New insights on electro-optical response of poly (3, 4-ethylenedioxythiophene): poly (styrenesulfonate) film to humidity. Google Scholar. [32] Copper phthalocyanine dyes are produced by introducing solubilizing groups, such as one or more sulfonic acid functions. Phthalocyanines are structurally related to other tetrapyrrole macrocyles including porphyrins and porphyrazines. We studied the interaction of H2O vapor with film of CuPcTs using a multi-modal approach which links gravimetric, broadband dielectric spectroscopy, and DC electrical resistivity measurements. Nanoscale. Friedl, J. et al. The value of R1 corresponds to the film resistance and changes insignificantly. The site is secure. Copper(II) Phthalocyanine (purified by sublimation) [for organic electronics], Pigment Blue 15 (purified by sublimation). 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 (ed.). Osterloh WR, Desbois N, Gros CP and Kadish KM. 13, 851 (1939). See this image and copyright information in PMC. [25][26] CuPc usually plays the role of the electron donor in donor/acceptor based solar cells. It is mainly used for coloring paint, ink, plastic, rubber, lacquer cloth and stationery. [29] This website requires certain cookies to work and uses other cookies to help you have the best experience. This approach involves heating phthalonitrile with a copper salt, usually copper(I)chloride at 200C to 240C. sharing sensitive information, make sure youre on a federal Spectrochim Acta A Mol Biomol Spectrosc. Muckley ES, Jacobs CB, Vidal K, Mahalik JP, Kumar R, Sumpter BG, Ivanov IN. Google Scholar. Gerd Lbbert "Phthalocyanines" in Ullmann's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim. Effects of humidity on the electrical properties of thermal inkjet-printed films of copper tetrasulfonated phthalocyanine (CuTsPc) onto paper substrates. Copper Phthalocyanine (CuPc) has been suggested for data storage in quantum computing, due to the length of time its electrons can remain in superposition. CAS Solubility In Water Specific Gravity PH of % Aq. [7] In 1927, Swiss researchers serendipitously discovered copper phthalocyanine, copper naphthalocyanine, and copper octamethylphthalocyanine in an attempted conversion of o-dibromobenzene into phthalonitrile. Eric S. Muckley or Ilia N. Ivanov. Register todayfor easy order tracking, quick service, and free shipping on orders over $75! Areas of interest are the oxygen reduction reaction and the sweetening of gas streams by removal of hydrogen sulfide. 2018 Jul 18;10(28):24201-24208. doi: 10.1021/acsami.8b07377. Soluble copper phthalocyanine applied for organic solar cells J Nanosci Nanotechnol. Epub 2018 Jul 6. ( a ) Estimated RH sensitivity achieved by, MeSH 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. Pigment Blue 15:2, Cu-Phthaloblue, PB-15, PB-36, C.I. It is majorly used in a variety of energy conservation based applications. Correspondence to *TCI frequently reviews storage conditions to optimize them. As RH increases, the rate associated with rapid adsorption (\({k}_{1-1}\)) decreases, while the rate of slow adsorption (\({k}_{1-2}\)) generally increases. Error bars correspond to errors propagated from fitting to the Lorentz oscillator model. 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. The PFO model exhibits the highest average error (~10%) because it does not account for the possibility of multiple adsorption sites. Ivanov, I. N., Dabestani, R., Buchanan, A. (b) Top panel: Optical film thickness as RH is increased (adsorption, black squares) and decreased (desorption, red circles). The absorption spectrum of ZnPc-BODIPY pentad covers most of the visible region (ca. The values of n (measured at 450 and 650nm) decrease slowly for RH<60% and drop sharply at RH>60%. CuPc can be easily processed into a thin film for use in device fabrication, which makes it an attractive qubit candidate.[31]. The beta form was more stable, as was the improved stabilized alpha form. Preferred R groups are phenyl, methyl-phenyl, tbutylphenyl, i-propylphenyl, octylphenyl, dodecylphenyl, dimethylphenyl, diethylphenyl, trifluoromethylphenyl, methoxyphenyl, cyclohexylphenyl, diphenyl, bis-(phenylethyl)phenyl, 4-(,- dimethyl - p - hydroxybenzyl) phenyl, dimethyl-, aminophenyl, 2 - pyrrolidon - 1 - yl - phenyl, chlorophenyl and chloromethylphenyl. Klauk, H. Organic electronics: materials, manufacturing, and applications. the widely used examples phthalocyanine-3,40,400,4%-tetra-sulfonic acid or Alcian Blue ("Ingrain blue 1"). BroekPuska, B., Czajkowski, W., Kurczewska, M. & Abramczyk, H. Photochemistry of tetrasulphonated magnesium phthalocyanine in water and DMSO solutions by Raman, femtosecond transient absorption, and stationary absorption spectroscopies. (d) Top panel: comparison of Site-2 occupancy (\({\theta }_{2}\)) as estimated from pseudo-first order kinetic and double exponential models. Metal complexes derived from Pc2, the conjugate base of H2Pc, are valuable in catalysis, organic solar cells, and photodynamic therapy. Optical thickness of the CuPcTs film was estimated from SPE data. [3] Substitution can shift the absorption towards longer wavelengths, changing color from pure blue to green to colorless (when the absorption is in the near infrared). The newly synthesized compounds (BS, BS-1, BS-1-CN), copper(II), manganese(III), phthalocyanines (BS-1-Cu, BS-1-Mn) and their water soluble derivatives (BS-1-CuQ, BS-1-MnQ) were characterized by standard methods.All steps of the synthetic procedures were given in Figs. & Ivanov, I. N. PEDOT: PSS/QCM-Based Multimodal Humidity and Pressure Sensor. Research and sample quantities and hygroscopic, oxidizing or other air sensitive materials may be packaged under argon or vacuum. Before Bottom panel: Two pulses of H2O vapor corresponding to ~0.15% RH which is detected using CuPcTs-coated QCM. Kinetics of H2O adsorption visibly change as P/P0 increases; i.e. Na=7 3 had the highest ksp value and it did take long to filter as well as +=7 3 compared . Changes in the slopes of n and k with RH (FigureS5a) indicate the presence of a 2-step process. Ammonium removal from aqueous solutions by clinoptilolite: determination of isotherm and thermodynamic parameters and comparison of kinetics by the double exponential model and conventional kinetic models. Frequency shift of the QCM crystals was converted to mass change using the well-known Sauerbrey equation25. (c) Results from PCA analysis of and (d) obtained from SPE measurements. ChemElectroChem * orbital transitions20, 21. Applied surface science. Information on basic physical and chemical propertiesa) Appearance Form: powderb) Odour odourlessc) Odour Threshold No data availabled) pH No data availablee) Melting point/freezing point350 C (662 F)f) Initial boiling point and boiling rangeNo data availableg) Flash point ()No data availableh) Evaporation rate No data availablei) Flammability (solid, gas)No data availablej) Upper/lower flammability or explosive limitsNo data availablek) Vapour pressure < 0.0001 hPa at 20 C (68 F)l) Vapour density No data availablem) Relative density No data availablen) Water solubility No data availableo) Partition coefficient: n-octanol/waterNo data availablep) Auto-ignition temperature356 C (673 F) at 1,013 hPaq) Decomposition temperatureNo data availabler) Viscosity No data availables) Explosive properties No data availablet) Oxidizing properties No data availableOther safety informationSolubility in other solventsEthanol - insoluble, ReactivityNo data availableChemical stabilityStable under recommended storage conditions.Possibility of hazardous reactionsNo data availableConditions to avoidNo data availableIncompatible materialsStrong oxidizing agentsHazardous decomposition productsHazardous decomposition products formed under fire conditions. 34, 735742 (2000). Water Research ADS Site-2 occupancy estimated from double exponential and PFO kinetic models is shown in Fig. 6, 045501045501 (2016). Difficulty was experienced in forming stable dispersions with the first alpha forms, especially in mixtures with rutile titanium, where the blue pigment tended to flocculate. This result, related to the behavior of n and k, is caused by dielectric screening of CuPcTs by water. Mobility of CuPc(SO3 Figure3a shows extinction coefficient (k) (top panel) and index of refraction (n) (bottom panel) as a function of wavelength () at different RH levels. Kim KN, Lee SK, Lee HY, Kim DH, Lee JC, Moon SJ. [9] It was not until 1934 that Sir Patrick Linstead characterized the chemical and structural properties of iron phthalocyanine.[10]. Careers. Contact Us DOI: 10.1021/acs.inorgchem.2c03425. Phthalocyanine (H 2 Pc) is a large, aromatic, macrocyclic, organic compound with the formula (C 8 H 4 N 2) 4 H 2 and is of theoretical or specialized interest in chemical dyes and photoelectricity.. Interface between an Au (111) Surface and an Ionic Liquid: The Influence of Water on the DoubleLayer Capacitance. 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. Benten, H., Kudo, N., Ohkita, H. & Ito, S. Layer-by-layer deposition films of copper phthalocyanine derivative; their photoelectrochemical properties and application to solution-processed thin-film organic solar cells. Error bars are propagated from measurements of R/R0 and extraction of 2 by fitting to the Lorentz oscillator model. Approximately 25% of all artificial organic pigments are phthalocyanine derivatives. RSC Adv. revealed fast energy transfer (5 1010 s-1) in the molecular pentad. Mohamed E El-Khouly, Cem Gl, Morad M. El-Hendawy, Sekan Yeilot, Mahmut Durmu. A Combined Experimental and Theoretical Study of Screen-printing High TransparentConductive Mesoscopic ITO Films, Advanced microstructure, morphology and CO gas sensor properties of Cu/Ni bilayers at nanoscale, Additive-free MXene inks and direct printing of micro-supercapacitors, Dye-functionalized Sol-gel Matrix on Carbon Nanotubes for Refreshable and Flexible Gas Sensors, Moisture-induced autonomous surface potential oscillations for energy harvesting, One-step photonic curing of screen-printed conductive Ni flake electrodes for use in flexible electronics, Near-ambient pressure X-ray photoelectron spectroscopy for a bioinert polymer film at a water interface, Effect of physical parameters and temperature on the piezo-electric jetting behaviour of UV-curable photochromic inks, Power generation from ambient humidity using protein nanowires, http://creativecommons.org/licenses/by/4.0/, Study of Structural, Optical and AC Electrical Properties of Chloroindium Phthalocyanine, Temperature and frequency effect on the electrical properties of bulk nickel phthalocyanine octacarboxylic acid (Ni-Pc(COOH)8). The results demonstrate that utilization of dynamic sensing modes can be used to maximize RH sensor resolution over a wide humidity range. )4. The hydrophilic site is associated with the Na+SO3 Despite the hydrophilic character of sulfonyl/salt complexes, the response of sulfonated MPcs like CuPcTs under changing relative humidity (RH) conditions has not been thoroughly studied11, 12. The https:// ensures that you are connecting to the Double exponential fit parameters were extracted from each adsorption regime shown in Fig. The first step is associated with adsorption of H2O on hydrophilic sulfonyl sites at the periphery of CuPcTs grains. Thank you for visiting nature.com. 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). 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. 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 \(\,{k}_{1-2}\)). Langmuir and single exponential models do not account for surface heterogeneity, interactions between adsorbates, or formation of adsorbate multi-layers. All rights reserved. (, Scheme for water uptake into CuPcTs domain. Femtosecond laser, flash photolysis studies provided concrete evidence for the occurrence of energy transfer from the singlet excited BODIPY to, ZnPc in tetrahydrofuran. 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. ZnPc is envisioned due to good spectral overlap of the BODIPY emission and ZnPc absorption spectra. ( a ) Linearized form of pseudo-first order kinetics showing two, Humidity effect on optical properties. 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 Freundlich isotherm is an empirical model generally used to describe adsorption on heterogeneous surfaces, but commonly fails at high and low P/P0. Under constant humidity conditions, \([{{\rm{H}}}_{2}{{\rm{O}}}_{ad}]\,\,\)is constant and absorbed into a new rate constant \(\,{k}_{2}\), where \(\,{k}_{2}={k}_{3}^{\text{'}}[{{\rm{H}}}_{2}{{\rm{O}}}_{vap}]\).

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