Photoreactive diimide models of benzhydroltetracarboxylic dianhydride: Synthesis, characterization and photopolymerization
✍ Scribed by Géraldine Rames-Langlade; Pierre Monjol; Hikaru Sekiguchi; Régis Mercier; Bernard Sillion
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 583 KB
- Volume
- 198
- Category
- Article
- ISSN
- 1022-1352
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✦ Synopsis
Abstract
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.