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Photoreactive diimide models of benzhydroltetracarboxylic dianhydride: Synthesis, characterization and photopolymerization
Author(s) -
RamesLanglade Géraldine,
Monjol Pierre,
Sekiguchi Hikaru,
Mercier Régis,
Sillion Bernard
Publication year - 1997
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1997.021980712
Subject(s) - photoinitiator , photopolymer , diimide , polymer chemistry , triethylamine , imide , condensation polymer , triethanolamine , chemistry , prepolymer , materials science , photochemistry , polymer , organic chemistry , polymerization , polyurethane , molecule , monomer , analytical chemistry (journal) , perylene
The synthesis, characterization and photopolymerization of bisimide compounds carrying a photoreactive methacryloyl group were investigated. Those photoreactive diimide models, derived from benzhydroltetracarboxylic dianhydride ( 1 ), were prepared in N ‐methyl‐2‐pyrrolinone (NMP), either by a thermal or by a chemical imidization. In the thermal method, the bisimide carrying benzhydrol group was first synthesized by condensation of 1 with 4‐ tert ‐butylaniline at 180°C. The hydroxyl group was then chemically modified by an excess of methacryloyl isocyanate ( 6 ) in NMP. In the chemical method, a photosensitive dianhydride, derived from the reaction between 1 and 6 , was prepared and then condensed with aniline at 25°C by means of propionic anhydride with triethylamine, which leads to the formation of the corresponding imide. By means of IR, the photopolymerization of the methacrylic double bond that takes place in the presence of a photoinitiator under irradiation at 365 nm was then investigated. It was found that the most effective photoinitiator for these photoreactive model compounds is the Michler's ketone/triethanolamine system. The further aim of the present investigation is to prepare novel negative‐type photosensitive polyimides.