Synthesis of urethane substituted diacetylenes of the formula R-NHOCO(CH₂)₄-C≡C-C≡C-(CH₂) nOCONH-R where n is an integer of from 1 to 20, R=CH₃(CH₂) m(COOCH₂) p, C₆H₅(CH₂) m(COOCH₂) p, C₆H₁₁ (CH₂) m (COOCH₂) p, or C₁₀H₇-(CH₂) m(COOCH₂ p, where m is an integer of from 0 to 11 and p is 0 or 1. The compounds are free of impurities resulting from dehydration of diols of the formula HO-(CH₂) nC≡C-C≡C-(CH₂)-OH. The compounds are produced by first reacting an isocyanate of the formula R-NCO with an alcohol of the formula HC≡C-(CH₂) n-OH, then oxidatively coupling the resulting urethane substituted monoacetylenic compound in the presence of an amine-basic copper salt complex, preferably by bubbling oxygen through the solution. The diaceylenes are polymerized to form the polydiacetylenes. Also disclosed are the monomers and polymers produced.
式 R-NHOCO(CH₂)₄-C≡C-C≡C-(CH₂) nOCONH-R 的
氨基甲酸乙酯取代的二
乙炔的合成 其中 n 为 1 至 20 的整数,R=CH₃(CH₂) m(COOCH₂) p、C₆H₅(CH₂) m(COOCH₂) p,C₆H₁₁ (CH₂) m (COOCH₂) p,或 C₁₀H₇-(CH₂) m(COOCH₂ p,其中 m 为 0 至 11 的整数,p 为 0 或 1。这些化合物不含式 HO-(CH₂) nC≡C-C≡C-(CH₂)-OH 的二元醇脱
水产生的杂质。这些化合物的制备方法是:首先将式 R-NCO 的
异氰酸酯与式 HC≡C-(CH₂) n-OH 的醇反应,然后在胺-碱式
铜盐络合物存在下,最好是通过在溶液中通入
氧气,将生成的聚
氨酯取代的单
乙炔化合物氧化偶联。二
乙炔经聚合后形成聚二
乙炔。同时公开的还有所生产的单体和聚合物。