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Solid-state polymerization of 1,4-bis(hexatriynyl)benzene derivatives
Polymer Journal ( IF 2.3 ) Pub Date : 2018-07-17 , DOI: 10.1038/s41428-018-0107-x
Keita Sasamura , Kei Mizuguchi , Yoko Tatewaki , Shuji Okada

AbstractTwo 1,4-bis(hexatriynyl)benzene derivatives with urethane groups, i.e., 10,10′-(1,4-phenylene)bis(5,7,9-decatriynyl N-(butoxycarbonylmethyl)carbamate) 1 and its perfluorophenylene derivative 2, were synthesized, and their solid-state photopolymerization was investigated. Upon UV irradiation, both of them showed excitonic absorption characteristic of polydiacetylene (PDA). In particular, 2 showed an absorption maximum at 743 nm, which was approximately 100 nm longer than that of conventional PDAs because of the effective conjugation between the polymer backbone and π-conjugated substituents. The conversion of 1 to the corresponding polymer was quite low. On the other hand, more than half of the hexatriynyl moieties of 2 were found to polymerize, indicating that most of the monomers were converted to the polymer upon prolonged UV irradiation.10,10′-(1,4-Phenylene)bis(5,7,9-decatriynyl N-(butoxycarbonylmethyl)carbamate) 1 and its perfluorophenylene derivative 2 were synthesized. Upon UV irradiation, both of them showed excitonic absorption of polydiacetylene. In particular, 2 showed an absorption maximum at 743 nm, which was approximately 100 nm longer than that of conventional polydiacetylenes, and its solid-state polymerization scheme was investigated.

中文翻译:

1,4-双(己三炔基)苯衍生物的固态聚合

摘要 两种具有氨基甲酸酯基团的 1,4-双(六三炔基)苯衍生物,即 10,10'-(1,4-亚苯基)双(5,7,9-十炔基 N-(丁氧基羰基甲基)氨基甲酸酯)1 及其全氟亚苯基衍生物2, 合成,并研究了它们的固态光聚合。在紫外线照射下,它们都表现出聚二乙炔(PDA)的激子吸收特性。特别是,由于聚合物主链和 π 共轭取代基之间的有效共轭,2 在 743 nm 处显示出最大吸收,比常规 PDA 长约 100 nm。1 到相应聚合物的转化率非常低。另一方面,发现 2 中超过一半的六三炔基部分发生聚合,表明大部分单体在长时间的紫外线照射下转化为聚合物。合成了10,10'-(1,4-亚苯基)双(5,7,9-十炔基N-(丁氧基羰基甲基)氨基甲酸酯)1及其全氟亚苯基衍生物2。在紫外线照射下,它们都表现出聚二乙炔的激子吸收。特别是,2 在 743 nm 处显示出最大吸收,比常规聚二乙炔长约 100 nm,并研究了其固态聚合方案。
更新日期:2018-07-17
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