Pyrromethene derivatives in three-component photoinitiating systems for free radical photopolymerization
1,3,5,7,8-pentamethyl pyrromethene difluoroborate complex (HMP) and 2,6-diethyl-8-phenyl-1,3,5,7-tetramethylpyrromethene difluoroborate complex (EPP) were used to initiate the polymerization of a diacrylate in a two- and a three-component photoinitiating system (PIS), together with an amine (ethyl-4...
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todo:paper_0887624X_v48_n12_p2594_Tarzi2023-10-03T15:40:59Z Pyrromethene derivatives in three-component photoinitiating systems for free radical photopolymerization Tarzi, O.I. Allonas, X. Ley, C. Fouassier, J.-P. Electron transfer Kinetics Photochemistry Photopolymerization Pyrromethene dye Triazine Beneficial effects Co-initiators Diacrylates Dimethylaminobenzoate Electron transfer Electron transfer kinetics Electron transfer process Electron-transfer reactions Excited singlet state Fluorescence quantum yield Fluorescence quenching Free radical photopolymerization Laser flash photolysis Photochemistry Photoinitiating systems Pyrromethene Secondary reactions Steady state Three-component Three-component system Time resolved technique Time-resolved Electron transitions Fluorescence Free radicals Metal recovery Organic compounds Photolysis Photopolymerization Quantum theory Reaction intermediates Secondary recovery Free radical reactions 1,3,5,7,8-pentamethyl pyrromethene difluoroborate complex (HMP) and 2,6-diethyl-8-phenyl-1,3,5,7-tetramethylpyrromethene difluoroborate complex (EPP) were used to initiate the polymerization of a diacrylate in a two- and a three-component photoinitiating system (PIS), together with an amine (ethyl-4-dimethylaminobenzoate, EDB) and triazine A (2-(4methoxyphenyl)-4,6- bis(triehloromethyl)-1,3,5-triazine, TA) as coinitiators. For both pyrromethene dyes, the highest conversion was achieved with the three-component PIS. As these dyes have high-fluorescence quantum yields, steady state and time-resolved techniques were used to study the possible fluorescence quenching by the amine and the triazine, as well as laser flash photolysis to investigate the electron transfer process that occurs in these PIS from either the singlet or triplet excited states. The electron transfer reaction is evidenced by using time-resolved photoconductivity. Experiments show that the main interaction between the dye and both coinitiators is through its excited singlet state and the process is more efficient when TA is present. The beneficial effect noted when both coinitiators are used in a three-component system is ascribed to secondary reactions between the coinitiators and intermediates that lead to the generation of higher amount of initiating species and the recovery of the initial dye © 2010 Wiley Periodicals, Inc. Fil:Tarzi, O.I. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_0887624X_v48_n12_p2594_Tarzi |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Electron transfer Kinetics Photochemistry Photopolymerization Pyrromethene dye Triazine Beneficial effects Co-initiators Diacrylates Dimethylaminobenzoate Electron transfer Electron transfer kinetics Electron transfer process Electron-transfer reactions Excited singlet state Fluorescence quantum yield Fluorescence quenching Free radical photopolymerization Laser flash photolysis Photochemistry Photoinitiating systems Pyrromethene Secondary reactions Steady state Three-component Three-component system Time resolved technique Time-resolved Electron transitions Fluorescence Free radicals Metal recovery Organic compounds Photolysis Photopolymerization Quantum theory Reaction intermediates Secondary recovery Free radical reactions |
| spellingShingle |
Electron transfer Kinetics Photochemistry Photopolymerization Pyrromethene dye Triazine Beneficial effects Co-initiators Diacrylates Dimethylaminobenzoate Electron transfer Electron transfer kinetics Electron transfer process Electron-transfer reactions Excited singlet state Fluorescence quantum yield Fluorescence quenching Free radical photopolymerization Laser flash photolysis Photochemistry Photoinitiating systems Pyrromethene Secondary reactions Steady state Three-component Three-component system Time resolved technique Time-resolved Electron transitions Fluorescence Free radicals Metal recovery Organic compounds Photolysis Photopolymerization Quantum theory Reaction intermediates Secondary recovery Free radical reactions Tarzi, O.I. Allonas, X. Ley, C. Fouassier, J.-P. Pyrromethene derivatives in three-component photoinitiating systems for free radical photopolymerization |
| topic_facet |
Electron transfer Kinetics Photochemistry Photopolymerization Pyrromethene dye Triazine Beneficial effects Co-initiators Diacrylates Dimethylaminobenzoate Electron transfer Electron transfer kinetics Electron transfer process Electron-transfer reactions Excited singlet state Fluorescence quantum yield Fluorescence quenching Free radical photopolymerization Laser flash photolysis Photochemistry Photoinitiating systems Pyrromethene Secondary reactions Steady state Three-component Three-component system Time resolved technique Time-resolved Electron transitions Fluorescence Free radicals Metal recovery Organic compounds Photolysis Photopolymerization Quantum theory Reaction intermediates Secondary recovery Free radical reactions |
| description |
1,3,5,7,8-pentamethyl pyrromethene difluoroborate complex (HMP) and 2,6-diethyl-8-phenyl-1,3,5,7-tetramethylpyrromethene difluoroborate complex (EPP) were used to initiate the polymerization of a diacrylate in a two- and a three-component photoinitiating system (PIS), together with an amine (ethyl-4-dimethylaminobenzoate, EDB) and triazine A (2-(4methoxyphenyl)-4,6- bis(triehloromethyl)-1,3,5-triazine, TA) as coinitiators. For both pyrromethene dyes, the highest conversion was achieved with the three-component PIS. As these dyes have high-fluorescence quantum yields, steady state and time-resolved techniques were used to study the possible fluorescence quenching by the amine and the triazine, as well as laser flash photolysis to investigate the electron transfer process that occurs in these PIS from either the singlet or triplet excited states. The electron transfer reaction is evidenced by using time-resolved photoconductivity. Experiments show that the main interaction between the dye and both coinitiators is through its excited singlet state and the process is more efficient when TA is present. The beneficial effect noted when both coinitiators are used in a three-component system is ascribed to secondary reactions between the coinitiators and intermediates that lead to the generation of higher amount of initiating species and the recovery of the initial dye © 2010 Wiley Periodicals, Inc. |
| format |
JOUR |
| author |
Tarzi, O.I. Allonas, X. Ley, C. Fouassier, J.-P. |
| author_facet |
Tarzi, O.I. Allonas, X. Ley, C. Fouassier, J.-P. |
| author_sort |
Tarzi, O.I. |
| title |
Pyrromethene derivatives in three-component photoinitiating systems for free radical photopolymerization |
| title_short |
Pyrromethene derivatives in three-component photoinitiating systems for free radical photopolymerization |
| title_full |
Pyrromethene derivatives in three-component photoinitiating systems for free radical photopolymerization |
| title_fullStr |
Pyrromethene derivatives in three-component photoinitiating systems for free radical photopolymerization |
| title_full_unstemmed |
Pyrromethene derivatives in three-component photoinitiating systems for free radical photopolymerization |
| title_sort |
pyrromethene derivatives in three-component photoinitiating systems for free radical photopolymerization |
| url |
http://hdl.handle.net/20.500.12110/paper_0887624X_v48_n12_p2594_Tarzi |
| work_keys_str_mv |
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1807319724725370880 |