Silyl Radical Chemistry and Conventional Photoinitiators: A Route for the Design of Efficient Systems

被引:30
作者
Lalevee, J. [1 ]
Blanchard, N. [2 ]
Chany, A. C. [2 ]
El-Roz, M. [1 ]
Souane, R. [1 ]
Graff, B. [1 ]
Allonas, X. [1 ]
Fouassier, J. P. [1 ]
机构
[1] Univ Haute Alsace, CNRS, Dept Photochem, ENSCMu, F-68093 Mulhouse, France
[2] Univ Haute Alsace, CNRS, Dept Organ & Bioorgan Chem, ENSCMu, F-68093 Mulhouse, France
关键词
ACYLGERMANE-BASED PHOTOINITIATOR; ELECTRON-SPIN-RESONANCE; PHOTOCLEAVABLE STRUCTURES; VISIBLE-LIGHT; CATIONIC PHOTOPOLYMERIZATION; CLEAVABLE PHOTOINITIATORS; FUNCTIONAL-GROUPS; POLYMERIZATION; REACTIVITY; MACROPHOTOINITIATORS;
D O I
10.1021/ma901003h
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Three new efficient photoinitiators (PI) based on a well-known chromophore skeleton (hydroxyphenylacetophenone, thioxanthone, or benzoin) linked to a silyl-containing moiety are proposed. The ability of these structures to initiate both free radical polymerization and free radical promoted cationic polymerization is investigated. A comparison with parent compounds is provided. High rates of polymerization and high final conversions are obtained. These PI directly generate silyl radicals under light irradiation as characterized by ESR spin-trapping. The analysis of the excited-state processes through laser flash photolysis and quantum molecular calculations allow to explain the observed photochemical behavior. The present results evidence the high potential of these new modified PI.
引用
收藏
页码:6031 / 6037
页数:7
相关论文
共 65 条
  • [1] ALBERTI A, 1983, GAZZ CHIM ITAL, V113, P869
  • [2] Further EPR-spin trapping studies of the photoinitiating activity of Irgacure 369
    Alberti, Angelo
    Benaglia, Massimo
    Macciantelli, Dante
    Rossetti, Stefano
    Scoponi, Marco
    [J]. EUROPEAN POLYMER JOURNAL, 2008, 44 (09) : 3022 - 3027
  • [3] [Anonymous], ELECT PARAMAGN RESON, DOI DOI 10.1039/9781847553539-00116
  • [4] [Anonymous], 2017, J MOL STRUCT, DOI DOI 10.1016/J.MOLSTRUC.2017.03.014
  • [5] ARSU N, 1995, MACROMOL REP, P1257
  • [6] Mechanistic study of photoinitiated free radical polymerization using thioxanthone thioacetic acid as one-component type II photoinitiator
    Aydin, M
    Arsu, N
    Yagci, Y
    Jockusch, S
    Turro, NJ
    [J]. MACROMOLECULES, 2005, 38 (10) : 4133 - 4138
  • [7] Thioxanthone-anthracene: A new photoinitiator for free radical polymerization in the presence of oxygen
    Balta, Demet Karaca
    Arsu, Nergis
    Yagci, Yusuf
    Jockusch, Steffen
    Turro, Nicholas J.
    [J]. MACROMOLECULES, 2007, 40 (12) : 4138 - 4141
  • [8] BAUDIN G, 2006, Patent No. 7105582
  • [9] LIGHT-INDUCED POLYMER AND POLYMERIZATION REACTIONS .22. STUDIES ON THE PHOTOLYSIS OF PHOTO-INDUCERS WITH BENZYLIDENE-TERT-BUTYL-AMINE-N-OXIDE AS A SPIN-TRAP
    BAUMANN, H
    TIMPE, HJ
    ZUBAREV, VE
    FOK, NV
    MELNIKOV, MY
    [J]. JOURNAL OF PHOTOCHEMISTRY, 1985, 30 (04): : 487 - 500
  • [10] Belfied K. D., 2003, ACS S SERIES, V847