Oligomeric Photocatalysts in Photoredox Catalysis: Toward High Performance and Low Migration Polymerization Photoinitiating Systems

被引:20
作者
Ay, Emel [1 ]
Raad, Zaher [1 ]
Dautel, Olivier [2 ]
Dumur, Frederic [3 ]
Wantz, Guillaume [4 ,5 ]
Gigmes, Dither [3 ]
Fouassier, Jean-Pierre
Lalevee, Jacques [1 ]
机构
[1] UHA, Inst Sci Mat Mulhouse IS2M, UMR CNRS 7361, 15 Rue Jean Starcky, F-68057 Mulhouse, France
[2] ENSCM AM2N, Inst Charles Gerhardt Montpellier, UMR 5253, 8 Rue Ecole Normale, F-34296 Montpellier 05, France
[3] Aix Marseille Univ, CNRS, Inst Chim Radicalaire, F-13397 Marseille 20, France
[4] CNRS, IMS, UMR 5218, F-33405 Talence, France
[5] IMS, Bordeaux INP, UMR 5218, F-33405 Talence, France
关键词
PHOTOINDUCED ELECTRON-TRANSFER; VISIBLE-LIGHT PHOTOCATALYSIS; FRAGMENTATION CHAIN TRANSFER; RADICAL POLYMERIZATION; CATIONIC-POLYMERIZATION; IRIDIUM COMPLEXES; N-VINYLCARBAZOLE; EMITTING DEVICES; PHOTOPOLYMERIZATION; METAL;
D O I
10.1021/acs.macromol.5b02760
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
In the present paper, four fluorescent materials currently used in organic light emitting diodes (OLEDs) are presented in an original way as high performance photocatalysts usable in polymerization photoinitiating systems. Their performance is excellent in free radical polymerization, cationic polymerization but also in the synthesis of interpenetrating polymer networks (IPNs). A coherent picture of the chemical mechanisms involved in these new photo catalytic systems is provided. Remarkably, an oligomeric and copolymerizable photocatalyst (PVD2) is proposed here for the first time, i.e., both the high molecular weight of PVD2 and the presence of reactive double bonds as end groups (which could be involved in a copolymerization reaction) ensure a very low migration of the catalyst from the synthesized polymer.
引用
收藏
页码:2124 / 2134
页数:11
相关论文
共 78 条
[51]   Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis [J].
Prier, Christopher K. ;
Rankic, Danica A. ;
MacMillan, David W. C. .
CHEMICAL REVIEWS, 2013, 113 (07) :5322-5363
[52]   Water-Soluble and Polymerizable Thioxanthone Photoinitiator Containing Imidazole [J].
Qiu, Jun ;
Wei, Jun .
JOURNAL OF APPLIED POLYMER SCIENCE, 2014, 131 (16)
[53]   How are Radicals (Re)Generated in Photochemical ATRP? [J].
Ribelli, Thomas G. ;
Konkolewicz, Dominik ;
Bernhard, Stefan ;
Matyjaszewski, Krzysztof .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (38) :13303-13312
[54]   Cationic UV-Curing: Technology and Applications [J].
Sangermano, Marco ;
Razza, Nicolo ;
Crivello, James Vincent .
MACROMOLECULAR MATERIALS AND ENGINEERING, 2014, 299 (07) :775-793
[55]  
Scranton A. B., 1997, ACS S SERIES, V673
[56]   Stereo-, Temporal and Chemical Control through Photoactivation of Living Radical Polymerization: Synthesis of Block and Gradient Copolymers [J].
Shanmugam, Sivaprakash ;
Boyer, Cyrille .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (31) :9988-9999
[57]  
Strehmel B, 2015, DYES AND CHROMOPHORES IN POLYMER SCIENCE, P213
[58]   Initiating gradient photopolymerization and migration of a novel polymerizable polysiloxane α-hydroxy alkylphenones photoinitiator [J].
Sun, Fang ;
Li, Yanxia ;
Zhang, Nan ;
Nie, Jun .
POLYMER, 2014, 55 (16) :3656-3665
[59]   ORGANIC ELECTROLUMINESCENT DIODES [J].
TANG, CW ;
VANSLYKE, SA .
APPLIED PHYSICS LETTERS, 1987, 51 (12) :913-915
[60]   Panchromatic Type II Photoinitiator for Free Radical Polymerization Based on Thioxanthone Derivative [J].
Tar, Haja ;
Esen, Duygu Sevinc ;
Aydin, Meral ;
Ley, Christian ;
Arsu, Nergis ;
Allonas, Xavier .
MACROMOLECULES, 2013, 46 (09) :3266-3272