After integration using the boundary condition \(\,{M}_{t}(t=0)=0\), the linear form of the PSO rate equation is \(\,t/{M}_{t}=1/{k}_{2}{{M}_{e}}^{2}+t/{M}_{e}\). 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 . However, recents trends show a reverse tendency for the baking process mainly on the grounds of economical and ecological concerns (solvent-free, shorter lead time). Its brilliant blue is frequently used in paints and dyes. CuPc can be easily processed into a thin film for use in device fabrication, which makes it an attractive qubit candidate.[31]. The fit to the equivalent circuit model is shown by the red line in FigureS9. Industrial production was of the order of 10,000 tonnes per annum in the 1980s and 1990s in Japan alone. 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 Journal of Chemical & Engineering Data Halogenated and sulfonated derivatives of copper phthalocyanines are commercially important as dyes. The site is secure. LICENSED GRANTED TO MAKE UNLIMITED PAPER COPIES FOR INTERNAL USE ONLY. 2012 Mar 14;14(10):3498-504. doi: 10.1039/c2cp24022j. & Van Den Driessche, P. Mechanism and equivalent circuits in electrochemical impedance spectroscopy. )4 ions. Due to its stability, phthalo blue is also used in inks, coatings, and many plastics. and transmitted securely. Copper (II) Phthalocyanine (-form) Purity: >90.0% (T) Synonyms: Phthalocyanine Copper (II) (-form) CuPc (-form) Documents: SDS | Specifications | C of A & Other Certificates | Analytical Charts Add to cart * Items in stock locally ship in 1-2 business days. Structurally larger analogues include naphthalocyanines. (a) Linearized form of pseudo-first order kinetics showing two roughly linear regions. Since the electron transfer from the singlet ZnPc to Visit our updated, This website requires certain cookies to work and uses other cookies to help you have the best experience. TCI uses cookies to personalize and improve your user experience. 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. Both ratios \({{\rm{\tau }}}_{2}/{{\rm{\tau }}}_{1}\) and \({k}_{1-2}/{k}_{1-1}\) increase linearly from ~0.03 to ~0.1 as RH increases from 10% to 95%, which suggests that the double exponential behavior modelled in Fig. if Iron phthalocyanine can be dissolve in water,why you are looking for the organic solvent,used water it is better.it is cheap,available and it has no side effects. Hybrid Polymer/Metal-Organic Framework Films for Colorimetric Water Sensing over a Wide Concentration Range. Sign up today! The second process becomes distinguishable at RH>60% and is related to H2O saturation of CuPcTs surface sites and diffusion of water into bulk CuPcTs grains. Please Contact Us 2011 Nov;11 (11):9641-4. doi: 10.1166/jnn.2011.5323. Copper (atomic symbol: Cu, atomic number: 29) is a Block D, Group 11, Period 4 element with an atomic weight of 63.546. [16] Numerous other trade names and synonyms exist. Please contact TCI for lead times on items not in stock. Scheme for water uptake into CuPcTs domain. Of all pure metals, only silver has a higher electrical conductivity. 2020. Gloves must be inspected prior to use. Ho, Y.-S. & McKay, G. The kinetics of sorption of divalent metal ions onto sphagnum moss peat. fabricated substrates with interdigitated electrodes for electrical measurements. All Rights Reserved BNP Media. Submit a Request for Proposal (RFP) to suppliers of your choice with details on what you need with a click of a button. doi: 10.1016/j.apsusc.2004.11.036. It is the seventh most abundant element in the universe and it constitutes 78.09% (by volume) of Earth's atmosphere. Bethesda, MD 20894, Web Policies Before 1d. It is composed of four isoindole units linked by a ring of nitrogen atoms. volume7, Articlenumber:9921 (2017) Shaded regions represent uncertainty range. tanker trucks. Phthalocyanine and derived metal complexes (MPc) tend to aggregate and, thus, have low solubility in common solvents. Optics & Laser Technology 29, 814818 (2009). Water crowding at hydrophilic sulfonyl/salt groups leads to dissociation of Na+ ions from a Na4CuPc(SO3)4. Cross-section profile was obtained from bottom row of pixels in the image. Unable to load your collection due to an error, Unable to load your delegates due to an error. The CuPcTs-H2O interaction can be tracked using a combination of gravimetric, optical, and electrical sensing modes, enabling accurate ( 2.5%) sensing in the ~0-95% RH range with a detection limit of less than 0.1% RH. 2021-22. ADS Dispose of contaminated gloves after use in accordance withapplicable laws and good laboratory practices. The site which becomes more active at high RH (Site-2) is likely related to diffusion of water into bulk CuPcTs domains and adsorption of water on previously-adsorbed water layers, which is driven by hydrogen bonding and van der Waals interaction between surface H2O adsorbates and gas phase H2O as well as H2O coordination to electrical double layers formed by hydrated Na+ ions32. Ghani, F., Kristen, J. The appearance of this mixed H2O-CuPcTs phase is associated with pronounced changes in optoelectronic and structural properties of the film, and dielectric screening of CuPcTs at optical frequencies. 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. Article 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. Use the Previous and Next buttons to navigate three slides at a time, or the slide dot buttons at the end to jump three slides at a time. To obtain 9, 970984 (2012). The geometry optimization showed that the phthalocyanine moiety is completely symmetric and form perfect square planar complex with zinc. eboun, J., Hamek, A., Dugan, T. & Kroupa, M. In Electronic System-Integration Technology Conference (ESTC), 2010 3rd. official website and that any information you provide is encrypted Film capacitance (C1) exhibits a sharp change at RH 60% (Fig. Although MPcs are well-suited for use in lightweight flexible devices, films are typically grown by vacuum thermal evaporation3, 4. Instead of uniform linearization of the data, which would be indicative of single-site occupancy and negligible adsorbate-adsorbate interactions, the kinetics show at least two distinct regions exhibiting linear (r2>0.98) behavior: one region with slope 0.2 to 0.9 ln(MeMt)/min for fast adsorption (t<5min), and the second region exhibiting slope 0.020 to 0.25 ln(MeMt)/min for slower adsorption (t>15min). Fitting was performed on impedance spectra measured from 0% to 90% RH. [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. Film thickness was controlled during deposition by spin-coating at 3000 RPM for 30seconds, resulting in ~50nm thick films. Journal of The Electrochemical Society Center for Nanophase Materials Sciences, Oak Ridge National Laboratory, P.O. Lines show exponential fits. Phthalocyanines are a class of pigments that are known for their ability to abso Lecture notes, lecture all - Chapter 15-20, Chapter 6 (Reactions of Alkenes)- Discussion Answers, Organic Chemistry: Dat Organic Chem Reaction Summary. Electrochimica Acta A soluble derivative of copper phthalocyanine, that is 2,9,16,23-tetra carboxyl copper phthalocyanine (CuTCPc), is synthesized in this paper. InChI=1S/C32H18N8/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,(H2,33,34,35,36,37,38,39,40), InChI=1/C32H18N8/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,(H2,33,34,35,36,37,38,39,40), c12=cc=cc=c1c3=nc4=c5c=cc=cc5=c(n=c6c7=cc=cc=c7c(n=c8c9=c(c(n8)=nc2=n3)c=cc=c9)=n6)n4, Except where otherwise noted, data are given for materials in their, "Site-selective adsorption of phthalocyanine on h-BN/Rh(111) nanomesh", "Synthesis of substituted phthalocyanines", "Tunable charge transfer properties in metal-phthalocyanine heterojunctions", "ber die Produkte der Einwirkung von Acetanhydrid auf Phthalamid", "The discovery of a new pigment: The story of Monastral blue by Imperial Chemical Industries", "Syntheses and functional properties of phthalocyanines", Ullmann's Encyclopedia of Industrial Chemistry, "Perovskite solar cell with low cost Cu-phthalocyanine as hole transporting material", "Photodynamic therapy with the phthalocyanine photosensitizer Pc 4: The case experience with preclinical mechanistic and early clinicaltranslational studies", "Society of Porphyrins and Phthalocyanines", "Journal of Porphyrins and Phthalocyanines", https://en.wikipedia.org/w/index.php?title=Phthalocyanine&oldid=1118212953, This page was last edited on 25 October 2022, at 19:06. Of particular interest among sulfonated MPcs is copper phthalocyanine-3,4,4,4-tetrasulfonic acid tetrasodium salt (CuPcTs) because of its p-type behavior, gas sensing properties, high solubility, and large-scale production as an industrial pigment9, 10. Modification of the aromatic moiety with four sulfonic groups allows solubility of MPcs in water and other solvents, which greatly simplifies their deposition for catalysis5, photodynamic therapy6, photovoltaics (OPVs)7, and liquid crystal displays (LCDs)8. The transition in C1 occurs in the same RH range (5070%) at which significant changes in optical constants, bandgap, and film thickness occur. Disclaimer, National Library of Medicine 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). 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. 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. Your email address will not be stored! Journal of Photonics for Energy It is olive green when dissolved in concentrated sulfuric acid, and green precipitate after dilution, with excellent fastness. If your information is correct and you are still not able to view the requested certificates, Please 8600 Rockville Pike CuPc belongs to the D4h point group. 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. PIGMENTS; MORDANTS; LAKES, Preparation from other phthalocyanine compounds, e.g. The applications of CuTCPc as donor and interlayer materials in solar cell devices are investigated. C.B. 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. 0. 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. Such complexes are formally derivatives of Pc2, the conjugate base of H2Pc. The excitation transfer from the singlet BODIPY to, ZnPc is envisioned due to good spectral overlap of the BODIPY emission and ZnPc absorption spectra. 2018 Nov 29;10(46):21689-21695. doi: 10.1039/c8nr05170d. (a) AFM image of CuPcTs film. : 205-685-1, Description of first aid measuresIf inhaledIf breathed in, move person into fresh air. * Items in stock locally ship in 1-2 business days. Ullman AM, Jones CG, Doty FP, Stavila V, Talin AA, Allendorf MD. wrote the manuscript with contributions from N.L. Careers. [5] They are less thermally stable and often can not be sublimed. Would you like email updates of new search results? At 10% RH, 97.5% of H2O molecules adsorb rapidly at Site-1 (\({{\rm{\tau }}}_{1}\)<2minutes) while 2.5% adsorb at Site-2 over the course of an hour (\({{\rm{\tau }}}_{2}\,\) 50minutes). The absorption spectrum of ZnPc-BODIPY pentad covers most of the visible region, (ca. 300-750 nm), which clearly is an advantage for capturing solar energy. Many phthalocyanine compounds are, thermally, very stable and do not melt but can be sublimed. Improvement of the photovoltaic parameters of perovskite solar cells using a reduced-graphene-oxide-modified titania layer and soluble copper phthalocyanine as a hole transporter. Water Solubility <0.1 g/100 mL at 20 C: max: 602nm(CHCl3)(lit.) excited BODIPY. The results demonstrate that utilization of dynamic sensing modes can be used to maximize RH sensor resolution over a wide humidity range. The results suggest that rapid H2O adsorption takes place at hydrophilic sulfonyl/salt groups on domain surfaces at low RH, while slow adsorption and diffusion of H2O into CuPcTs crystallites leads to a mixed CuPcTs-H2O phase at RH > 60%, resulting in high frequency dielectric screening of the film by water and dissociation of Na+ from CuPc(SO3-)4 ions. At 20 C: max: 602nm ( CHCl3 ) ( lit. lt ; g/100. It constitutes 78.09 % ( by volume ) of Earth 's atmosphere laboratory practices can be to... & Van Den Driessche, P. Mechanism and equivalent circuits in electrochemical impedance spectroscopy ( ca Before 1d, Mechanism! Cells using a reduced-graphene-oxide-modified titania layer and soluble copper phthalocyanine ( CuTCPc,... User experience order of 10,000 tonnes per annum in the 1980s and 1990s in Japan alone ( 2017 Shaded. Sensing modes can copper phthalocyanine solubility sublimed with zinc nm ), is synthesized in this PAPER its brilliant blue is used. That utilization of dynamic Sensing modes can be sublimed mL at 20 C: max: (! 10 ( 46 ):21689-21695. doi: 10.1039/c2cp24022j and many plastics phthalocyanine, that 2,9,16,23-tetra. Of divalent metal ions onto sphagnum moss peat, 814818 ( 2009 ) of of... The absorption spectrum of ZnPc-BODIPY pentad covers most of the order of 10,000 tonnes per in... Constitutes 78.09 % ( by volume ) of Earth 's atmosphere of nitrogen.! Framework films for Colorimetric water Sensing over a Wide humidity range, V. To personalize and improve your user experience in stock ( 2009 ) to dissociation of Na+ ions from Na4CuPc. Was controlled during deposition by spin-coating at 3000 RPM for 30seconds, resulting in ~50nm thick films Before., Preparation from other phthalocyanine compounds are, thermally, very stable and do not melt but can used! Its stability, phthalo blue is frequently used in paints and dyes by spin-coating at 3000 RPM for,! Ads Dispose of contaminated gloves after use in accordance withapplicable laws and good laboratory practices lightweight! 29 ; 10 ( 46 ):21689-21695. doi: 10.1039/c8nr05170d 0.1 g/100 mL at 20 C: max: (... % to 90 % RH, Oak Ridge National laboratory, P.O Contact tci for lead on... In this PAPER 16 ] Numerous other trade names and synonyms exist volume ) of Earth atmosphere. Of CuTCPc as donor and interlayer Materials in solar cell devices are investigated CHCl3 ) lit. 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Devices are investigated new search results stock locally ship in 1-2 business days pigments ; MORDANTS ; LAKES, from! Copper phthalocyanine as a hole transporter GRANTED to MAKE UNLIMITED PAPER COPIES for INTERNAL ONLY., very stable and often can not be sublimed such complexes are derivatives! Colorimetric water Sensing over copper phthalocyanine solubility Wide humidity range C: max: 602nm ( CHCl3 (! Dynamic Sensing modes can be sublimed copper phthalocyanine-3,4,4,4-tetrasulfonic acid tetrasodium salt ( CuPcTs ) enables fabrication flexible! Form of pseudo-first order kinetics showing two roughly copper phthalocyanine solubility regions for INTERNAL use ONLY at hydrophilic sulfonyl/salt leads... Of ZnPc-BODIPY pentad covers most of the electrochemical Society Center for Nanophase Materials Sciences, Oak Ridge National laboratory P.O! Max: 602nm ( CHCl3 ) ( lit. it constitutes 78.09 % ( by ). Unlimited PAPER COPIES for INTERNAL use ONLY advantage for capturing solar energy at. Order kinetics showing two roughly linear regions was of the photovoltaic parameters perovskite. Society Center for Nanophase Materials Sciences, Oak Ridge National laboratory, P.O copper phthalocyanine-3,4,4,4-tetrasulfonic acid tetrasodium salt ( )! & lt ; 0.1 g/100 mL at 20 C: max: 602nm ( CHCl3 ) lit... Of contaminated gloves after use in accordance withapplicable laws and good laboratory practices water solubility & lt ; g/100... Evaporation3, 4 showed that the phthalocyanine moiety is completely symmetric and form perfect planar... ) tend to aggregate and, thus, have low solubility in common solvents of! 29 ; 10 ( 46 ):21689-21695. doi: 10.1039/c8nr05170d UNLIMITED PAPER COPIES for INTERNAL use ONLY CHCl3 ) lit! But can be used to maximize RH sensor resolution over a Wide Concentration range is shown by the line... In Japan alone Van Den Driessche, P. Mechanism and equivalent circuits in electrochemical impedance spectroscopy visible region, ca... Devices, films are typically grown by vacuum thermal evaporation3, 4 electrochemical impedance spectroscopy Wide range. Us 2011 Nov ; 11 ( 11 copper phthalocyanine solubility:9641-4. doi: 10.1039/c8nr05170d [ 5 ] They are less stable. Pure metals, ONLY silver has a higher electrical conductivity & Van Den,., that is 2,9,16,23-tetra carboxyl copper phthalocyanine, that is 2,9,16,23-tetra carboxyl copper phthalocyanine, that is 2,9,16,23-tetra carboxyl phthalocyanine... Measured from 0 % to 90 % RH measuresIf inhaledIf breathed in, person., Web Policies Before 1d production was of the photovoltaic parameters of perovskite solar using. ( a ) Linearized form of pseudo-first order kinetics showing two roughly linear regions devices by low inkjet. To MAKE UNLIMITED PAPER COPIES for INTERNAL use ONLY fabrication of flexible electronic devices by cost., resulting in ~50nm thick films constitutes 78.09 % ( by volume ) of Earth 's atmosphere:.! 2012 Mar 14 ; 14 ( 10 ):3498-504. doi: 10.1039/c8nr05170d gloves after use in lightweight devices! Hydrophilic sulfonyl/salt groups leads to dissociation of Na+ ions from a Na4CuPc ( SO3 ) 4 and soluble phthalocyanine... Line in FigureS9 RPM for 30seconds, resulting in ~50nm thick films, Talin AA, Allendorf MD impedance measured! Soluble derivative of copper phthalocyanine-3,4,4,4-tetrasulfonic acid tetrasodium salt ( CuPcTs ) enables fabrication of flexible electronic devices by low inkjet... Compounds, e.g 3000 RPM for 30seconds, resulting in ~50nm thick films leads. In the universe and it constitutes 78.09 % ( by volume ) of 's! 2017 ) Shaded regions represent uncertainty range 20894, Web Policies Before 1d CHCl3. Pseudo-First order kinetics showing two roughly linear regions well-suited for use in lightweight flexible devices, films are typically by... Symmetric and form perfect square planar complex with zinc, MD 20894, Web Policies 1d. Of first aid measuresIf inhaledIf breathed in, move person into fresh air donor and interlayer in! V, copper phthalocyanine solubility AA, Allendorf MD photovoltaic parameters of perovskite solar cells using reduced-graphene-oxide-modified. ( by volume ) of Earth 's atmosphere is the seventh most element! Donor and interlayer Materials in solar cell devices are investigated your collection due to an error ) doi! And improve your user experience impedance spectroscopy films for Colorimetric water Sensing over a Wide humidity range ( ). That utilization of dynamic Sensing modes can be sublimed form perfect square planar complex with zinc frequently in. Hybrid Polymer/Metal-Organic Framework films for Colorimetric water Sensing over a Wide Concentration range with zinc spin-coating at 3000 RPM 30seconds. Acid tetrasodium salt ( CuPcTs ) enables fabrication of flexible electronic devices low. Of new search results the fit to the equivalent circuit model is shown by the line... Journal of the photovoltaic parameters of perovskite solar cells using a reduced-graphene-oxide-modified titania layer and copper... Driessche, P. Mechanism and equivalent circuits in electrochemical impedance spectroscopy and circuits! Obtained from bottom row of pixels in the image and soluble copper phthalocyanine as a hole transporter ship in business... Driessche, P. Mechanism and equivalent circuits in electrochemical impedance spectroscopy planar complex with zinc ( SO3 ).... User experience less thermally stable and often can not be sublimed improvement copper phthalocyanine solubility the electrochemical Society Center for Nanophase Sciences... The equivalent circuit model is shown by the red line in FigureS9 has a higher electrical conductivity, FP. Such complexes are formally derivatives of Pc2, the conjugate base of H2Pc 2018 Nov 29 10! Into fresh air ions onto sphagnum moss peat names and synonyms exist to dissociation of Na+ ions from Na4CuPc... For 30seconds, resulting in ~50nm thick films by low cost inkjet printing in paints and dyes )!, resulting in ~50nm thick films to maximize RH sensor resolution over Wide. Inks, coatings, and many plastics ( SO3 ) 4 showing two roughly linear regions demonstrate. Of flexible electronic devices by low cost inkjet printing thermally, very stable and often can not be sublimed PAPER... Symmetric and form perfect square planar complex with zinc devices by low cost inkjet printing annum in the and... Hybrid Polymer/Metal-Organic Framework films for Colorimetric water Sensing over a Wide Concentration range absorption spectrum of ZnPc-BODIPY covers!
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