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New addition reaction of polymers carrying pendent oxetane rings: Synthesis of a nonlinear optical polymer
Journal article

New addition reaction of polymers carrying pendent oxetane rings: Synthesis of a nonlinear optical polymer

Ying-Ling Liu, Ging-Ho Hsiue, Yie-Shun Chiu and Ru-Jong Jeng
Journal of Polymer Science, Part A: Polymer Chemistry, Vol.32(16), pp.3201-3204
1994

Abstract

Addition reaction Nonlinear optical Oxetane Triflic acid
An addition reaction of oxetane group involving a triflic-oxetane derivative intermediate was investigated. A polyether with oxetane pendent groups was synthesized by stirring 3,3-bis(chloromethyl) oxetane, 4,4'-dihydroxybiphenyl, NaOH and tetra-butyl ammonium bromide in toluene/water at 85°C. The reaction mixtures were cooled down to room temperature after 5 h and then poured into acidified methanol. The obtained solid was further purified by dissolving in methylene chloride and precipitated in methanol twice. The oxetane ring absorption peak at 979 cm -1 disappeared completely and the cyano (-CN) group absorption peak at 2237 cm -1 emerged after the addition reaction. The increase of absorption at around 3360 cm -1 corresponding to hydroxy group implied the occurrence of the oxetane ring-opening reaction. The strong absorption peak of isocyanate at 2254 cm -1 gradually decreased during the curing process, and almost disappeared after 1 h of curing, which indicated the formation of urethane linkage.

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