The Experts below are selected from a list of 315 Experts worldwide ranked by ideXlab platform
V I Minkin - One of the best experts on this subject based on the ideXlab platform.
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the carboxyl derivatives of 6 8 di tert butyl Phenoxazine synthesis oxidation reactions and fluorescence
Tetrahedron, 2019Co-Authors: E P Ivakhnenko, G V Romanenko, Yurii V Revinskii, Pavel A Knyazev, V I Minkin, Anastasiia а Kovalenko, Tatyana E IvakhnenkoAbstract:Abstract New carboxyl-containing o -aminophenols and Phenoxazines were synthesized by condensation of 3,5-di-( tert. -butyl)-quinone with p -aminobenzoic and anthranilic acids. Oxidative transformations of the o -aminophenols and intermediate o -iminoquinones occur with the formation of the ESR detected phenoxazinyl radicals, which furthermore transform to Phenoxazines or the dimeric products emerged through the radical attack at the C1 carbon of a formed Phenoxazine. Molecular structure of the dimer obtained by oxidation of methyl ester of 4-[3,5-di-( tert. -butyl)-1-(2′-hydroxyphenyl)amino]benzoic acid was X-ray determined. Reaction of 4-[3,5-di-( tert. -butyl)-1-(2′-hydroxyphenyl)amino]benzoic acid with thionyl chloride gives rise to the formation of a derivative of 2-oxido-3H-benzo[d,j][1,2,3]oxathiazol system, the structure of which was established using X-ray crystallography. Solutions of methyl-6,8-di-( tert.- butyl)-10H-Phenoxazine-3-carboxylate solvents display intense fluorescence covering a broad spectral region in the range of 400–600 nm.
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reaction of 3 5 di tert butyl o benzoquinone with arylamines developing to the formation of a pentaheterocyclic 12н quinoxaline 2 3 b Phenoxazine system a deeper insight into the reaction mechanism
Dyes and Pigments, 2018Co-Authors: E P Ivakhnenko, G V Romanenko, Anastasia A Kovalenko, Yurii V Revinskii, Pavel A Knyazev, V A Kuzmin, V I MinkinAbstract:Abstract Reaction between sterically crowded 3,5-di-(tert-butyl)-o-benzoquinone and aromatic amines occurring at the oxidative conditions and developing to the formation of compounds 8, derivatives of the pentaheterocyclic 12Н-quinoxaline[2,3-b]Phenoxazine system 2 was studied. The products obtained at the intermediate stages, including di-(tert-butyl) derivatives of the tricyclic 10H-Phenoxazine system: (E)-N-3Н-phenoxazin-3-ylidene-4-methoxyaniline 3, N-(aryl)-3-arylimine-3Н-Phenoxazine-2-amine 4, 1-phenyl-10H-Phenoxazine 5 and 1-phenyl-3H-phenoxazin-3-one 6 were preparatively isolated and their molecular structures determined by X-ray crystallography. A stable 1-phenyl-6,8-di-(tert-butyl)-10H-Phenoxazine radical 7, a primary product of oxidation of 5 was prepared and characterized by the ESR spectroscopy. Compounds 8 exhibit strong red luminescence distinguished by small Stokes shifts, short fluorescent lifetimes and high quantum yields.
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Photoinitiated processes in 1-p-tolylsulfonylazo-2,4,6,8-tetrakis(tert-butyl)Phenoxazine
Russian Chemical Bulletin, 2000Co-Authors: T. E. Ivakhnenko, E P Ivakhnenko, V I Minkin, Nadezhda I. Makarova, I. I. Chuev, S. M. Aldoshin, M. I. KnyazhanskiiAbstract:New photochromic compound 1-p-tolylsulfonylazo-2,4,6,8-tetrakis(tert-butyl)Phenoxazine containing the intramolecular hydrogen bond NH...N and the corresponding model structures 2,4,6,8-tetrakis(tert-butyl)-1-(veratroylazo)Phenoxazine and 2,4,6,8-tetrakis(tert-butyl)-N-acetyl-1-(p-tolylsulfonylazo)Phenoxazine were synthesized and studied. The data obtained suggested the mechanism of the photoreaction resulting in the accumulation of betaine 1-hydroxy-2,4,6,8-tetrakis(tert-butyl)-10-tolylsulfonylphenoxazin-9-one. The photochromic transformations in the molecule under study are due to intramolecular proton phototransfer followed by E–Z-isomerization about the N–N bond and the formation of betaine 1-hydroxy-2,4,6,8-tetrakis(tert-butyl)-10-tolylsulfonylphenoxazin-9-one. The molecular and crystal structure of the photoproduct was studied by X-ray analysis.
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Photoinitiated azo-hydrazo tautomerizm of 1-p- toluenesulphonylazo-2,4,6,8-tetrakis (tert-butyl)Phenoxazine
International Journal of Photoenergy, 1999Co-Authors: T. E. Ivakhnenko, E P Ivakhnenko, V I Minkin, Nadezhda I. Makarova, M. I. KnyazhanskyAbstract:A novel photochromic compound with NH-N intramolecular H-bond (1-p-toluenesulphonylazo- 2,4,6,8-tetrakis(tert-butyl)Phenoxazine) and the corresponding model structures (1-oxo-2,4,6,8-tetrakis(tertbutyl) Phenoxazine, 2,4,5,7-tetrakis (tert-butyl )-1-( veratroylazo ) Phenoxazine, 2,4,5,7-tetrakis ( tert-butyl )-Nacetyl- 1-(p-toluenesulphonylazo)Phenoxazine) have been synthesized and their spectral and photochemical properties are studied. The photochromic transformations observed are found to be conditioned by ESIPT (as a primary step) followed by E-Z isomerisation about N–N-bond.
Samson A Jenekhe - One of the best experts on this subject based on the ideXlab platform.
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new ambipolar organic semiconductors 1 synthesis single crystal structures redox properties and photophysics of Phenoxazine based donor acceptor molecules
Chemistry of Materials, 2008Co-Authors: Abhishek P Kulkarni, Peitzu Wu, Samson A JenekheAbstract:We report the synthesis and structural, photophysical, and electrochemical properties of a series of eight new Phenoxazine-based donor−acceptor molecules utilizing Phenoxazine as a common donor and quinoline, quinoxaline, benzoylquinoxaline, and benzoquinoxaline as various electron acceptor moieties. The Phenoxazine−phenylquinoline molecules crystallized in the monoclinic system with the space groups C2/c and P21/c, respectively, revealing a 169° dihedral angle in the Phenoxazine unit. The new materials had high glass transition temperatures (128−193 °C) and ambipolar redox properties with reversible electrochemical oxidation and reduction. Their HOMO levels were at 5.1−5.2 eV, whereas their LUMO levels (2.3−3.0 eV) increased with the electron acceptor strength. The materials showed intramolecular charge transfer fluorescence in dilute solutions with emission colors varying from blue to red and a quantum yield ranging from 86% in the Phenoxazine−biphenyl molecule to as low as 16% in the benzoquinoxaline-c...
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new ambipolar organic semiconductors 2 effects of electron acceptor strength on intramolecular charge transfer photophysics highly efficient electroluminescence and field effect charge transport of Phenoxazine based donor acceptor materials
Chemistry of Materials, 2008Co-Authors: Abhishek P Kulkarni, Peitzu Wu, Amit Babel, Samson A JenekheAbstract:Substantial variations (up to factors of 5) were observed in the intramolecular charge-transfer (ICT) fluorescence quantum yields and electroluminescence efficiencies among a series of emissive bipolar donor−acceptor (D−A) materials based on a Phenoxazine donor and different acceptors with a varying electron acceptor strength, including quinoline, quinoxaline, benzoquinoxaline, and benzoylquinoxaline. High-efficiency organic light-emitting diodes (OLEDs) with colors spanning the visible spectrum were achieved from the new emissive ambipolar materials. The performance of the OLEDs based on the D−A molecules decreased with increasing electron acceptor strength, largely owing to the reduction in fluorescence efficiencies. Green OLEDs (CIE = 0.27, 0.61) from a Phenoxazine-quinoline molecule gave the best performance (36190 cd/m2, 10.9 cd/A at 5115 cd/m2). Red OLEDs (CIE = 0.63, 0.37) with moderate performance (9580 cd/m2, 2.3 cd/A at 230 cd/m2) were obtained from the Phenoxazine-benzoylquinoxaline molecule. T...
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Phenoxazine based emissive donor acceptor materials for efficient organic light emitting diodes
Chemistry of Materials, 2005Co-Authors: And Abhishek P Kulkarni, Samson A JenekheAbstract:Bright and efficient green light-emitting diodes were achieved from the intramolecular charge-transfer fluorescence of new donor−acceptor molecules incorporating Phenoxazine as the donor and phenylquinoline as the acceptor.
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Phenoxazine-Based Emissive Donor−Acceptor Materials for Efficient Organic Light-Emitting Diodes
Chemistry of Materials, 2005Co-Authors: And Abhishek P Kulkarni, Samson A JenekheAbstract:Bright and efficient green light-emitting diodes were achieved from the intramolecular charge-transfer fluorescence of new donor−acceptor molecules incorporating Phenoxazine as the donor and phenylquinoline as the acceptor.
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Phenoxazine based conjugated polymers a new class of organic semiconductors for field effect transistors
Macromolecules, 2005Co-Authors: And Amit Babel, Samson A JenekheAbstract:Five new Phenoxazine-based conjugated polymers, including poly(10-hexylPhenoxazine-3,7-diyl), poly(10-hexylPhenoxazine-3,7-diyl-alt-9,9-dihexyl-2,7-fluorene), and poly(10-hexylPhenoxazine-3,7-diyl-alt-3-hexyl-2,5-thiophene), were synthesized, characterized, and successfully used as p-channel semiconductors in organic field-effect transistors. The polymers have high glass transition temperatures in the 112−230 °C range. The Phenoxazine-based polymers have low ionization potentials or high-lying HOMO levels (4.8−4.9 eV), which were estimated from cyclic voltammetry. Organic field-effect transistors based on the Phenoxazine polymer semiconductors have a field effect hole mobility of up to 6 × 10-4 cm2/(V s) and an on/off ratio of up to 104. These results demonstrate that Phenoxazine-based conjugated polymers are promising p-type semiconductors for solution processable thin film transistors.
Anders Hagfeldt - One of the best experts on this subject based on the ideXlab platform.
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Phenoxazine dyes in solid state dye sensitized solar cells
Journal of Photochemistry and Photobiology A-chemistry, 2012Co-Authors: Lei Yang, Martin Karlsson, Gerrit Boschloo, Anders HagfeldtAbstract:Several structural modifications have been made to a sensitizer dye based on the Phenoxazine core. which was tested in a solid-state dye-sensitized solar cell configuration based on the hole transp ...
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modifying organic Phenoxazine dyes for efficient dye sensitized solar cells
Journal of Materials Chemistry, 2011Co-Authors: Haining Tian, Ilkay Bora, Xiao Jiang, Erik Gabrielsson, Karl Martin Karlsson, Anders HagfeldtAbstract:Four organic dyes bearing the Phenoxazine chromophore have been synthesized and applied in dye-sensitized solar cells (DSCs). The effect of different dye structures on the performance of the DSCs was investigated systematically with photophysical, photovoltaic as well as photoelectrochemical methods. Due to the slow recombination process between injected electrons and electrolyte, the IB3 dye with two 2,4-dibutoxyphenyl units showed the best efficiency of 7.0% under 100 mW cm−2 light illumination in the liquid state-DSCs. Moreover, the Phenoxazine dyes-based solid state-DSCs were fabricated for the first time. With the IB4 dye, a higher efficiency of 3.2% has been achieved under the same light intensity.
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Phenoxazine dyes for dye sensitized solar cells relationship between molecular structure and electron lifetime
Chemistry: A European Journal, 2011Co-Authors: Karl Martin Karlsson, Xiao Jiang, Erik Gabrielsson, Susanna K Eriksson, Hakan Rensmo, Anders HagfeldtAbstract:A series of metal-free organic dyes with a core Phenoxazine chromophore have been synthesized and tested as sensitizers in dye-sensitized solar cells. Overall conversion efficiencies of 6.03-7.40 % ...
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Tuning of Phenoxazine chromophores for efficient organic dye-sensitized solar cellsElectronic supplementary information (ESI) available: Experimental details. See DOI: 10.1039/b912746a.
Chemical Communications, 2009Co-Authors: Haining Tian, Jiayan Cong, Anders Hagfeldt, Yan Hao, Jing Liu, Xichuan Yang, Ruikui Chen, Li Cheng SunAbstract:Through introducing an energy antenna system into a simple Phenoxazine dye (TH301), a novel and efficient dye TH305was designed and synthesized for application in a dye sensitized solar cell with prominent overall conversion efficiency of 7.7%. [ABSTRACT FROM AUTHOR]
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Tuning of Phenoxazine chromophores for efficient organic dye-sensitized solar cells.
Chemical communications (Cambridge, England), 2009Co-Authors: Haining Tian, Jiayan Cong, Anders Hagfeldt, Yan Hao, Jing Liu, Xichuan Yang, Ruikui Chen, Li Cheng SunAbstract:Through introducing an energy antenna system into a simple Phenoxazine dye (TH301), a novel and efficient dye TH305 was designed and synthesized for application in a dye sensitized solar cell with prominent overall conversion efficiency of 7.7%.
E P Ivakhnenko - One of the best experts on this subject based on the ideXlab platform.
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the carboxyl derivatives of 6 8 di tert butyl Phenoxazine synthesis oxidation reactions and fluorescence
Tetrahedron, 2019Co-Authors: E P Ivakhnenko, G V Romanenko, Yurii V Revinskii, Pavel A Knyazev, V I Minkin, Anastasiia а Kovalenko, Tatyana E IvakhnenkoAbstract:Abstract New carboxyl-containing o -aminophenols and Phenoxazines were synthesized by condensation of 3,5-di-( tert. -butyl)-quinone with p -aminobenzoic and anthranilic acids. Oxidative transformations of the o -aminophenols and intermediate o -iminoquinones occur with the formation of the ESR detected phenoxazinyl radicals, which furthermore transform to Phenoxazines or the dimeric products emerged through the radical attack at the C1 carbon of a formed Phenoxazine. Molecular structure of the dimer obtained by oxidation of methyl ester of 4-[3,5-di-( tert. -butyl)-1-(2′-hydroxyphenyl)amino]benzoic acid was X-ray determined. Reaction of 4-[3,5-di-( tert. -butyl)-1-(2′-hydroxyphenyl)amino]benzoic acid with thionyl chloride gives rise to the formation of a derivative of 2-oxido-3H-benzo[d,j][1,2,3]oxathiazol system, the structure of which was established using X-ray crystallography. Solutions of methyl-6,8-di-( tert.- butyl)-10H-Phenoxazine-3-carboxylate solvents display intense fluorescence covering a broad spectral region in the range of 400–600 nm.
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reaction of 3 5 di tert butyl o benzoquinone with arylamines developing to the formation of a pentaheterocyclic 12н quinoxaline 2 3 b Phenoxazine system a deeper insight into the reaction mechanism
Dyes and Pigments, 2018Co-Authors: E P Ivakhnenko, G V Romanenko, Anastasia A Kovalenko, Yurii V Revinskii, Pavel A Knyazev, V A Kuzmin, V I MinkinAbstract:Abstract Reaction between sterically crowded 3,5-di-(tert-butyl)-o-benzoquinone and aromatic amines occurring at the oxidative conditions and developing to the formation of compounds 8, derivatives of the pentaheterocyclic 12Н-quinoxaline[2,3-b]Phenoxazine system 2 was studied. The products obtained at the intermediate stages, including di-(tert-butyl) derivatives of the tricyclic 10H-Phenoxazine system: (E)-N-3Н-phenoxazin-3-ylidene-4-methoxyaniline 3, N-(aryl)-3-arylimine-3Н-Phenoxazine-2-amine 4, 1-phenyl-10H-Phenoxazine 5 and 1-phenyl-3H-phenoxazin-3-one 6 were preparatively isolated and their molecular structures determined by X-ray crystallography. A stable 1-phenyl-6,8-di-(tert-butyl)-10H-Phenoxazine radical 7, a primary product of oxidation of 5 was prepared and characterized by the ESR spectroscopy. Compounds 8 exhibit strong red luminescence distinguished by small Stokes shifts, short fluorescent lifetimes and high quantum yields.
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Photoinitiated processes in 1-p-tolylsulfonylazo-2,4,6,8-tetrakis(tert-butyl)Phenoxazine
Russian Chemical Bulletin, 2000Co-Authors: T. E. Ivakhnenko, E P Ivakhnenko, V I Minkin, Nadezhda I. Makarova, I. I. Chuev, S. M. Aldoshin, M. I. KnyazhanskiiAbstract:New photochromic compound 1-p-tolylsulfonylazo-2,4,6,8-tetrakis(tert-butyl)Phenoxazine containing the intramolecular hydrogen bond NH...N and the corresponding model structures 2,4,6,8-tetrakis(tert-butyl)-1-(veratroylazo)Phenoxazine and 2,4,6,8-tetrakis(tert-butyl)-N-acetyl-1-(p-tolylsulfonylazo)Phenoxazine were synthesized and studied. The data obtained suggested the mechanism of the photoreaction resulting in the accumulation of betaine 1-hydroxy-2,4,6,8-tetrakis(tert-butyl)-10-tolylsulfonylphenoxazin-9-one. The photochromic transformations in the molecule under study are due to intramolecular proton phototransfer followed by E–Z-isomerization about the N–N bond and the formation of betaine 1-hydroxy-2,4,6,8-tetrakis(tert-butyl)-10-tolylsulfonylphenoxazin-9-one. The molecular and crystal structure of the photoproduct was studied by X-ray analysis.
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Photoinitiated azo-hydrazo tautomerizm of 1-p- toluenesulphonylazo-2,4,6,8-tetrakis (tert-butyl)Phenoxazine
International Journal of Photoenergy, 1999Co-Authors: T. E. Ivakhnenko, E P Ivakhnenko, V I Minkin, Nadezhda I. Makarova, M. I. KnyazhanskyAbstract:A novel photochromic compound with NH-N intramolecular H-bond (1-p-toluenesulphonylazo- 2,4,6,8-tetrakis(tert-butyl)Phenoxazine) and the corresponding model structures (1-oxo-2,4,6,8-tetrakis(tertbutyl) Phenoxazine, 2,4,5,7-tetrakis (tert-butyl )-1-( veratroylazo ) Phenoxazine, 2,4,5,7-tetrakis ( tert-butyl )-Nacetyl- 1-(p-toluenesulphonylazo)Phenoxazine) have been synthesized and their spectral and photochemical properties are studied. The photochromic transformations observed are found to be conditioned by ESIPT (as a primary step) followed by E-Z isomerisation about N–N-bond.
Haining Tian - One of the best experts on this subject based on the ideXlab platform.
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Phenoxazine dye and its application in dye-sensitized solar battery.
2020Co-Authors: Xichuan Yang, Haining Tian, Ruikui ChenAbstract:The title Phenoxazine dye (I)is shown in the invention, wherein, R1-R6 = H, C1-12 linear or branched-chain alkyl, C1-12 alkoxyl, or halogen; R7 and R8 = H, cyano, nitro, or halogen; A = benzene, naphthalene, anthracene, thiophene, or furan; n, m, and o = integer among 0-3; X = H, vinyl, C1-12 linear or branched-chain alkyl, C1-12 alkoxyl, halogen or the groups shown in the invention; Y = H, vinyl, C1-12 linear or branched-chain alkyl, C1-12 alkoxyl, halogen or the groups shown in the invention; Z is shown in the invention. The Phenoxazine can be used in dye-sensitized solar battery instead of noble photosensitive dye. [on SciFinder(R)]
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modifying organic Phenoxazine dyes for efficient dye sensitized solar cells
Journal of Materials Chemistry, 2011Co-Authors: Haining Tian, Ilkay Bora, Xiao Jiang, Erik Gabrielsson, Karl Martin Karlsson, Anders HagfeldtAbstract:Four organic dyes bearing the Phenoxazine chromophore have been synthesized and applied in dye-sensitized solar cells (DSCs). The effect of different dye structures on the performance of the DSCs was investigated systematically with photophysical, photovoltaic as well as photoelectrochemical methods. Due to the slow recombination process between injected electrons and electrolyte, the IB3 dye with two 2,4-dibutoxyphenyl units showed the best efficiency of 7.0% under 100 mW cm−2 light illumination in the liquid state-DSCs. Moreover, the Phenoxazine dyes-based solid state-DSCs were fabricated for the first time. With the IB4 dye, a higher efficiency of 3.2% has been achieved under the same light intensity.
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Tuning of Phenoxazine chromophores for efficient organic dye-sensitized solar cellsElectronic supplementary information (ESI) available: Experimental details. See DOI: 10.1039/b912746a.
Chemical Communications, 2009Co-Authors: Haining Tian, Jiayan Cong, Anders Hagfeldt, Yan Hao, Jing Liu, Xichuan Yang, Ruikui Chen, Li Cheng SunAbstract:Through introducing an energy antenna system into a simple Phenoxazine dye (TH301), a novel and efficient dye TH305was designed and synthesized for application in a dye sensitized solar cell with prominent overall conversion efficiency of 7.7%. [ABSTRACT FROM AUTHOR]
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Tuning of Phenoxazine chromophores for efficient organic dye-sensitized solar cells.
Chemical communications (Cambridge, England), 2009Co-Authors: Haining Tian, Jiayan Cong, Anders Hagfeldt, Yan Hao, Jing Liu, Xichuan Yang, Ruikui Chen, Li Cheng SunAbstract:Through introducing an energy antenna system into a simple Phenoxazine dye (TH301), a novel and efficient dye TH305 was designed and synthesized for application in a dye sensitized solar cell with prominent overall conversion efficiency of 7.7%.
