The trienyl urushiols, which are major urushiol components, were synthesized via the Wittig reaction. The synthesized urushiols were then polymerized into synthesized lacquer films by laccase-catalyzed oxidation. The resulting lacquer films were characterized using Pyrolysis-GC/MS, and the results were compared with that of a natural lacquer film in order to evaluate their polymerization mechanism and molecular structure. Based on these results, it was found that natural lacquer films are terminated with the monoenyl and saturated urushiol, and that the polymerization of synthesized urushiol proceeds through the laccase-catalyzed nucleus-side chain C-O coupling and autoxidative side chain-side chain C-C coupling, like the natural lacquer film.
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Kamiya et al. (2000) studied this question.
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