메뉴 건너뛰기




Volumn 97, Issue 3, 2013, Pages 462-468

N-substituted quinoxalinobenzothiazine/iodonium salt systems as visible photoinitiators for hybrid polymerization

Author keywords

12 Acetyl 12H quinoxalino 2,3 b 1,4 benzothiazine; 12 Benzoyl 12H quinoxalino 2,3 b 1,4 benzothiazine; 12 Phenyl 12H quinoxalino 2,3 b 1,4 benzothiazine; Hybrid photopolymerization; Photobleaching; Synthesis

Indexed keywords

12-ACETYL-12H-QUINOXALINO- [2,3-B][1,4]-BENZOTHIAZINE; 12-BENZOYL-12H-QUINOXALINO-[2,3-B][1,4]-BENZOTHIAZINE; 12-PHENYL-12H-QUINOXALINO-[2,3-B][1,4]-BENZOTHIAZINE; ABSORPTION AND EMISSION SPECTRA; FLUORESCENCE QUANTUM YIELD; GLYCIDYL METHACRYLATE; HEXAFLUOROPHOSPHATES; SPECTRAL PROPERTIES;

EID: 84875138884     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2013.01.021     Document Type: Article
Times cited : (48)

References (42)
  • 3
    • 77955235193 scopus 로고    scopus 로고
    • Photoinitiated polymerization: Advances, challenges, and opportunities
    • Y. Yagci, S. Jockusch, and J.N. Turro Photoinitiated polymerization: advances, challenges, and opportunities Macromolecules 43 2010 6245 6260
    • (2010) Macromolecules , vol.43 , pp. 6245-6260
    • Yagci, Y.1    Jockusch, S.2    Turro, J.N.3
  • 4
    • 75749156881 scopus 로고    scopus 로고
    • Study of methoxyphenylquinoxalines (MOPQs) as photoinitiators in the negative photo-resist
    • L. Sun, X. Jiang, and J. Yin Study of methoxyphenylquinoxalines (MOPQs) as photoinitiators in the negative photo-resist Prog Org Coatings 67 2010 225 232
    • (2010) Prog Org Coatings , vol.67 , pp. 225-232
    • Sun, L.1    Jiang, X.2    Yin, J.3
  • 5
    • 1642388650 scopus 로고    scopus 로고
    • Development of new dyeing photoinitiators based on 6H-indolo[2,3-b] quinoxaline skeleton
    • DOI 10.1016/j.polymer.2004.02.025, PII S003238610400151X
    • B. Przyjazna, Z. Kucybała, and J. Pa̧czkowski Development of new dyeing photoinitiators based on 6H-indolo[2,3-b]quinoxaline skeleton Polymer 45 2004 2559 2566 (Pubitemid 38379606)
    • (2004) Polymer , vol.45 , Issue.8 , pp. 2559-2566
    • Przyjazna, B.1    Kucybala, Z.2    Paczkowski, J.3
  • 6
    • 36348975745 scopus 로고    scopus 로고
    • Styryl dyes as new photoinitiators for free radical polymerization
    • DOI 10.1016/j.dyepig.2006.11.011, PII S0143720807001660
    • R. Podsiadły, J. Sokołowska, and J. Stoczkiewicz Styryl dyes as new photoinitiators for free radical polymerization Dyes Pigm 77 2008 510 514 (Pubitemid 350148987)
    • (2008) Dyes and Pigments , vol.77 , Issue.3 , pp. 510-514
    • Sokolowska, J.1    Podsiadly, R.2    Stoczkiewicz, J.3
  • 7
    • 1642455799 scopus 로고    scopus 로고
    • A novel approach to the preparation of dissociative electron transfer photoinitiators for free radical polymerization
    • A. Wrzyszczyński, M. Pietrzak, and J. Pa̧czkowski A novel approach to the preparation of dissociative electron transfer photoinitiators for free radical polymerization Macromolecules 37 2004 41 44
    • (2004) Macromolecules , vol.37 , pp. 41-44
    • Wrzyszczyński, A.1    Pietrzak, M.2    Pa̧czkowski, J.3
  • 8
    • 66049142574 scopus 로고    scopus 로고
    • Xanthene dyes/amine as photoinitiators of radical polymerization: A comparative and photochemical study in aqueous medium
    • M.V. Encinas, A.M. Rufs, S.G. Bertolotti, and C.M. Previtali Xanthene dyes/amine as photoinitiators of radical polymerization: a comparative and photochemical study in aqueous medium Polymer 50 2009 2762 2767
    • (2009) Polymer , vol.50 , pp. 2762-2767
    • Encinas, M.V.1    Rufs, A.M.2    Bertolotti, S.G.3    Previtali, C.M.4
  • 9
    • 58249100309 scopus 로고    scopus 로고
    • Water-soluble benzylidene cyclopentanone dye for two-photon photopolymerization
    • X. Wan, Y. Zhao, J. Xue, F. Wu, and X. Fang Water-soluble benzylidene cyclopentanone dye for two-photon photopolymerization J Photochem Photobiol A Chem 202 2009 74 79
    • (2009) J Photochem Photobiol A Chem , vol.202 , pp. 74-79
    • Wan, X.1    Zhao, Y.2    Xue, J.3    Wu, F.4    Fang, X.5
  • 11
    • 79955482038 scopus 로고    scopus 로고
    • Phenyltrialkylborates as co-initiators with cyanine dyes in visible light polymerization of acrylates
    • B. Jȩdrzejewska, M. Pietrzak, and Z. Rafiński Phenyltrialkylborates as co-initiators with cyanine dyes in visible light polymerization of acrylates Polymer 52 2011 2110 2119
    • (2011) Polymer , vol.52 , pp. 2110-2119
    • Jȩdrzejewska, B.1    Pietrzak, M.2    Rafiński, Z.3
  • 12
    • 76449102595 scopus 로고    scopus 로고
    • Monomeric asymmetric two- and three-cationic monomethine cyanine dyes as novel photoinitiators for free-radical polymerization
    • J. Kabatc, and J. Pa̧czkowski Monomeric asymmetric two- and three-cationic monomethine cyanine dyes as novel photoinitiators for free-radical polymerization Dyes Pigm 86 2010 133 142
    • (2010) Dyes Pigm , vol.86 , pp. 133-142
    • Kabatc, J.1    Pa̧czkowski, J.2
  • 13
    • 0034753571 scopus 로고    scopus 로고
    • Energetics of electron-transfer reactions of photoinitiated polymerization: Dye-sensitized fragmentation of N-alkoxypyridinium salts
    • DOI 10.1002/1522-2675(20010919)84:9<2796::AID-HLCA2796>3.0.CO;2-G
    • I.R. Gould, D. Shukla, D. Giesen, and S. Farid Energetics of electron-transfer reactions of photoinitiated polymerization: dye-sensitized fragmentation of N-alkoxypyridinium salts Helv Chim Acta 84 2001 2796 2812 (Pubitemid 33021574)
    • (2001) Helvetica Chimica Acta , vol.84 , Issue.9 , pp. 2796-2812
    • Gould, I.R.1    Shukla, D.2    Giesen, D.3    Farid, S.4
  • 14
    • 84875129417 scopus 로고    scopus 로고
    • Heterocyclic dyes as visible photoinitiators for free-radical and cationic polymerization
    • R. Podsiadły, J. Sokołowska, and J. Kolińska Heterocyclic dyes as visible photoinitiators for free-radical and cationic polymerization Recent Res Devel Photochem Photobiol 8 2011 17 43
    • (2011) Recent Res Devel Photochem Photobiol , vol.8 , pp. 17-43
    • Podsiadły, R.1    Sokołowska, J.2    Kolińska, J.3
  • 15
    • 80054070339 scopus 로고    scopus 로고
    • Synthesis of novel oxidizable polymerization sensitizers based on the dithiinoquinoxaline skeleton
    • R. Podsiadły, and J. Sokołowska Synthesis of novel oxidizable polymerization sensitizers based on the dithiinoquinoxaline skeleton Dyes Pigm 92 2012 1300 1307
    • (2012) Dyes Pigm , vol.92 , pp. 1300-1307
    • Podsiadły, R.1    Sokołowska, J.2
  • 16
    • 77952969205 scopus 로고    scopus 로고
    • Pyrromethene derivatives in three component photoinitiating systems for free radical photopolymerization
    • O.I. Tarzi, X. Allonas, C. Ley, and J.P. Fouassier Pyrromethene derivatives in three component photoinitiating systems for free radical photopolymerization J Polym Sci Part A Polym Chem 48 2010 2594 2603
    • (2010) J Polym Sci Part A Polym Chem , vol.48 , pp. 2594-2603
    • Tarzi, O.I.1    Allonas, X.2    Ley, C.3    Fouassier, J.P.4
  • 17
    • 0035960995 scopus 로고    scopus 로고
    • Photopolymerization reactions initiated by a visible light photoinitiating system: Dye/amine/ bis(trichloromethyl)-substituted-1,3,5- triazine
    • C. Grotzinger, D. Burget, P. Jacques, and J.P. Fouassier Photopolymerization reaction initiated by a visible light photoinitiating system: dye/amine/bis(trichloromethyl)-substituted-1,2,5-triazine Macromol Chem Phys 202 2001 3513 3522 (Pubitemid 135749149)
    • (2001) Macromolecular Chemistry and Physics , vol.202 , Issue.18 , pp. 3513-3522
    • Grotzinger, C.1    Burget, D.2    Jacques, P.3    Fouassier, J.P.4
  • 18
    • 45749091320 scopus 로고    scopus 로고
    • A dithienothiophene derivative as a long-wavelength photosensitizer for onium salt photoinitiated cationic polymerization
    • B. Aydogan, A. Gundogan, T. Ozturk, and Y. Yagci A dithienothiophene derivative as a long-wavelength photosensitizer for onium salt photoinitiated cationic polymerization Macromolecules 41 2008 3468 3471
    • (2008) Macromolecules , vol.41 , pp. 3468-3471
    • Aydogan, B.1    Gundogan, A.2    Ozturk, T.3    Yagci, Y.4
  • 19
    • 38949156759 scopus 로고    scopus 로고
    • Photoacid generation by stepwise two-photon absorption: Photoinitiated cationic polymerization of cyclohexene oxide by using benzodioxinone in the presence of iodonium salt
    • DOI 10.1021/ma7023649
    • M.A. Tasdelen, V. Kumbaraci, S. Jockusch, N.J. Turro, N. Talinli, and Y. Yagci Photoacid generation by stepwise two-photon absorption: photoinitiated cationic polymerization of cyclohexene oxide by using benzodioxinone in the presence of iodonium salt Macromolecules 41 2008 295 297 (Pubitemid 351212620)
    • (2008) Macromolecules , vol.41 , Issue.2 , pp. 295-297
    • Tasdelen, M.A.1    Kumbaraci, V.2    Jockusch, S.3    Turro, N.J.4    Talinli, N.5    Yagci, Y.6
  • 20
    • 78650852007 scopus 로고    scopus 로고
    • Benzotriazole derivatives as long wavelength photosensitizers for diaryliodonium salt initiators
    • U. Bulut, A. Balan, and C. Caliskan Benzotriazole derivatives as long wavelength photosensitizers for diaryliodonium salt initiators J Polym Sci Part A Polym Chem 49 2011 729 733
    • (2011) J Polym Sci Part A Polym Chem , vol.49 , pp. 729-733
    • Bulut, U.1    Balan, A.2    Caliskan, C.3
  • 21
    • 84655166561 scopus 로고    scopus 로고
    • Quinoxaline derivatives as long wavelength photosensitizers in photoinitiated cationic polymerization of diaryliodonium salts
    • U. Bulut, M. Kolay, S. Tarkuc, Y.A. Udum, and L. Toppare Quinoxaline derivatives as long wavelength photosensitizers in photoinitiated cationic polymerization of diaryliodonium salts Prog Org Coatings 73 2012 215 218
    • (2012) Prog Org Coatings , vol.73 , pp. 215-218
    • Bulut, U.1    Kolay, M.2    Tarkuc, S.3    Udum, Y.A.4    Toppare, L.5
  • 22
    • 0001344295 scopus 로고    scopus 로고
    • Visible and Long-Wavelength Photoinitiated Cationic Polymerization
    • DOI 10.1002/1099-0518(20010201)39:3<343::AID-POLA1001>3.0.CO;2-J
    • J.V. Crivello, and M. Sangermano Visible and long-wavelength photoinitiated cationic polymerization J Polym Sci Part A Polym Chem 39 2001 343 356 (Pubitemid 33643937)
    • (2001) Journal of Polymer Science, Part A: Polymer Chemistry , vol.39 , Issue.3 , pp. 343-356
    • Crivello, J.V.1    Sangermano, M.2
  • 23
    • 0037068569 scopus 로고    scopus 로고
    • One-step, one-pot photoinitiation of free radical and free radical promoted cationic polymerizations
    • DOI 10.1002/app.10853
    • M. Degirmenci, Y. Hepuzer, and Y. Yagci One-step, one-pot photoinitiation of free radical and free radical promoted cationic polymerizations J Appl Polym Sci 85 2002 2389 2395 (Pubitemid 34758997)
    • (2002) Journal of Applied Polymer Science , vol.85 , Issue.11 , pp. 2389-2395
    • Degirmenci, M.1    Hepuzer, Y.2    Yagci, Y.3
  • 24
    • 0034250527 scopus 로고    scopus 로고
    • Novel pyrrole end-functional macromonomers prepared by ring-opening and atom-transfer radical polymerizations
    • D. Mecerreyes, J.A. Pomposo, M. Bengoetxea, and H. Grande Novel pyrrole end-functional macromonomers prepared by ring-opening and atom-transfer radical polymerizations Macromolecules 33 2000 5846 5849
    • (2000) Macromolecules , vol.33 , pp. 5846-5849
    • Mecerreyes, D.1    Pomposo, J.A.2    Bengoetxea, M.3    Grande, H.4
  • 25
    • 0036027987 scopus 로고    scopus 로고
    • Copolymerization of butyl vinyl ether and methyl methacrylate by combination of radical and radical promoted cationic mechanisms
    • DOI 10.1016/S0014-3057(01)00170-7, PII S0014305701001707
    • H. Braun, Y. Yagci, and O. Nuyken Copolymerization of butyl vinyl ether and methyl methacrylate by combination of radical and radical promoted cationic mechanisms Eur Polym J 38 2002 151 156 (Pubitemid 32951173)
    • (2002) European Polymer Journal , vol.38 , Issue.1 , pp. 151-156
    • Braun, H.1    Yagci, Y.2    Nuyken, O.3
  • 26
    • 0035970544 scopus 로고    scopus 로고
    • UV-radiation curing of acrylate/epoxide systems
    • DOI 10.1016/S0032-3861(01)00065-9, PII S0032386101000659
    • C. Decker, T. Nguyen Thi Viet, D. Decker, and E. Weber-Koehl UV-radiation curing of acrylate/epoxide systems Polymer 42 2001 5531 5541 (Pubitemid 32267334)
    • (2001) Polymer , vol.42 , Issue.13 , pp. 5531-5541
    • Decker, C.1    Nguyen Thi Viet, T.2    Decker, D.3    Weber-Koehl, E.4
  • 27
    • 0037147740 scopus 로고    scopus 로고
    • Kinetic study and new applications of UV radiation curing
    • C. Decker Kinetic study and new applications of UV radiation curing Macromol Rapid Commun 23 2002 1067 1093
    • (2002) Macromol Rapid Commun , vol.23 , pp. 1067-1093
    • Decker, C.1
  • 28
    • 79958858374 scopus 로고    scopus 로고
    • Novel visible photoinitiators systems for free-radical/cationic hybrid photopolymerization
    • R. Podsiadły, K. Podemska, and A.M. Szymczak Novel visible photoinitiators systems for free-radical/cationic hybrid photopolymerization Dyes Pigm 91 2011 422 426
    • (2011) Dyes Pigm , vol.91 , pp. 422-426
    • Podsiadły, R.1    Podemska, K.2    Szymczak, A.M.3
  • 29
    • 29444442297 scopus 로고    scopus 로고
    • High-performance transmission holographic gratings via different polymerization rates of dipentaerythritol acrylates and siloxane-containing epoxides
    • DOI 10.1021/cm051058l
    • Y.H. Cho, Ch W. Shin, N.K.B.K. Kim, and Y. Kawakami High-performance transmission holographic gratings via different polymerization rates of dipentaerythritol acrylates and siloxane-containing epoxides Chem Mater 17 2005 6263 6271 (Pubitemid 43011458)
    • (2005) Chemistry of Materials , vol.17 , Issue.25 , pp. 6263-6271
    • Cho, Y.H.1    Shin, C.W.2    Kim, N.3    Kim, B.K.4    Kawakami, Y.5
  • 30
    • 59649125524 scopus 로고    scopus 로고
    • Synthesis and photochemical reaction of novel, visible-wavelength oxidizable polymerization sensitizer based on the 12H-quinoxalino[2,3-b][1,4] benzothiazine skeleton
    • R. Podsiadły Synthesis and photochemical reaction of novel, visible-wavelength oxidizable polymerization sensitizer based on the 12H-quinoxalino[2,3-b][1,4]benzothiazine skeleton J Photochem Photobiol A Chem 202 2009 115 121
    • (2009) J Photochem Photobiol A Chem , vol.202 , pp. 115-121
    • Podsiadły, R.1
  • 31
    • 0011397329 scopus 로고
    • Precision actinometry with uranyl oxalate
    • W.B. Leighton, and G.S. Forbes Precision actinometry with uranyl oxalate J Am Chem Soc 52 1930 3139 3152
    • (1930) J Am Chem Soc , vol.52 , pp. 3139-3152
    • Leighton, W.B.1    Forbes, G.S.2
  • 32
    • 84985204373 scopus 로고
    • A convenient and single-step synthesis of substituted 12H-quinoxalino-[2,3-b][1,4]benzothiazines and -benzoxazines
    • N.L. Agarwal, A.K. Sharma, R.S. Jamwal, C.K. Atal, and T. Torres A convenient and single-step synthesis of substituted 12H-quinoxalino-[2,3-b][1,4] benzothiazines and -benzoxazines Liebigs Annalen der Chem 11 1987 921 925
    • (1987) Liebigs Annalen der Chem , vol.11 , pp. 921-925
    • Agarwal, N.L.1    Sharma, A.K.2    Jamwal, R.S.3    Atal, C.K.4    Torres, T.5
  • 33
    • 0346599879 scopus 로고
    • Rhodamine B and rhodamine 101 as reference substances for fluorescence quantum yield measurements
    • T. Karstens, and K. Kobs Rhodamine B and rhodamine 101 as reference substances for fluorescence quantum yield measurements J Phys Chem 84 1980 1871 1872
    • (1980) J Phys Chem , vol.84 , pp. 1871-1872
    • Karstens, T.1    Kobs, K.2
  • 34
    • 33746078066 scopus 로고    scopus 로고
    • Pulse radiolysis and cyclic voltammetry studies of redox properties of phenothiazine radicals
    • DOI 10.1016/j.radphyschem.2006.01.007, PII S0969806X06000478
    • E. Madej, and P. Wardman Pulse radiolysis and cyclic voltammetry studies of redox properties of phenothiazine radicals Radiat Phys Chem 75 2006 990 1000 (Pubitemid 44080600)
    • (2006) Radiation Physics and Chemistry , vol.75 , Issue.9 , pp. 990-1000
    • Madej, E.1    Wardman, P.2
  • 35
    • 52049118117 scopus 로고    scopus 로고
    • Reaction and structural investigation of chlorpromazine radical cation
    • R. Joshi, T.K. Ghanty, and T. Mukherjee Reaction and structural investigation of chlorpromazine radical cation J Mol Struct 888 2008 401 408
    • (2008) J Mol Struct , vol.888 , pp. 401-408
    • Joshi, R.1    Ghanty, T.K.2    Mukherjee, T.3
  • 36
    • 1042288185 scopus 로고    scopus 로고
    • Donor-Acceptor (Electronic) Coupling in the Precursor Complex to Organic Electron Transfer: Intermolecular and Intramolecular Self-Exchange between Phenothiazine Redox Centers
    • DOI 10.1021/ja038746v
    • D. Sun, S.V. Rosokha, and J.K. Kochi Donor-acceptor (electronic) coupling in the precursor complex to organic electron transfer: intermolecular and intramolecular self-exchange between phenothiazine redox centers J Am Chem Soc 126 2004 1388 1401 (Pubitemid 38200810)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.5 , pp. 1388-1401
    • Sun, D.1    Rosokha, S.V.2    Kochi, J.K.3
  • 37
    • 0000499685 scopus 로고    scopus 로고
    • Cationic polymerization photochemically and thermally induced by phenothiazine cation radical salts
    • PII S001430579700044X
    • I. Abu-Abdoun, and A. Ledwith Cationic polymerization photochemically and thermally induced by phenothiazine cation radical salts Eur Polym J 33 1997 1671 1679 (Pubitemid 127377231)
    • (1997) European Polymer Journal , vol.33 , Issue.10-12 , pp. 1671-1679
    • Abu-Abdoun, I.I.1    Ledwith, A.2
  • 38
    • 84991138979 scopus 로고
    • Kinetics of fluorescence quenching by electron and H-atom transfer
    • D. Rehm, and A. Weller Kinetics of fluorescence quenching by electron and H-atom transfer Isr J Chem 8 1970 259 271
    • (1970) Isr J Chem , vol.8 , pp. 259-271
    • Rehm, D.1    Weller, A.2
  • 39
    • 0000504644 scopus 로고    scopus 로고
    • UV curing of surface coating system consisting of cycloaliphatic diepoxide-ENR-glycidyl methacrylate by cationic photoinitiators - Characterization of the cured film by FTIR spectroscopy
    • R.N. Kumar, C.K. Woo, and A. Abusamah UV curing of surface coating systems consisting of cycloaliphatic diepoxide-ENR-glycidyl methacrylate by cationic photoinitiators-characterization of the cured film by FTIR spectroscopy J Appl Polym Sci 73 1999 1569 1577 (Pubitemid 129564162)
    • (1999) Journal of Applied Polymer Science , vol.73 , Issue.8 , pp. 1569-1577
    • Kumar, R.N.1    Woo, C.K.2    Abusamah, A.3
  • 40
    • 33747787001 scopus 로고    scopus 로고
    • Decreased oxygen inhibition in photopolymerized acrylate/epoxide hybrid polymer coatings as demonstrated by Raman spectroscopy
    • DOI 10.1016/j.polymer.2006.07.031, PII S0032386106008780
    • Y. Cai, and L.P.J. Jessop Decreased oxygen inhibition in photopolymerized acrylate/epoxide hybrid polymer coatings as demonstrated by Raman spectroscopy Polymer 47 2006 6560 6566 (Pubitemid 44279739)
    • (2006) Polymer , vol.47 , Issue.19 , pp. 6560-6566
    • Cai, Y.1    Jessop, J.L.P.2
  • 41
    • 71549171918 scopus 로고    scopus 로고
    • 12H-Quinoxalino[2,3-b][1,4]benzothiazine derivatives as novel visible photosensitizers in cationic photopolymerization
    • R. Podsiadły 12H-Quinoxalino[2,3-b][1,4]benzothiazine derivatives as novel visible photosensitizers in cationic photopolymerization J Photochem Photobiol 208 2009 147 153
    • (2009) J Photochem Photobiol , vol.208 , pp. 147-153
    • Podsiadły, R.1
  • 42
    • 0342341179 scopus 로고
    • Oxidation potential and absorption spectra of phenothiazine derivatives I. Benzophenothiazine and triphenodithiazine
    • N. Urasaki, S. Yoshida, T. Ogawa, K. Kozawa, and T. Uchida Oxidation potential and absorption spectra of phenothiazine derivatives I. Benzophenothiazine and triphenodithiazine Bull Chem Soc Jpn 67 1994 2024 2030
    • (1994) Bull Chem Soc Jpn , vol.67 , pp. 2024-2030
    • Urasaki, N.1    Yoshida, S.2    Ogawa, T.3    Kozawa, K.4    Uchida, T.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.