Controlled Insertion Reaction of Thiirane into Carbamothioate: Novel Synthesis of Well-Defined Polysulfide

Controlled Insertion Reaction of Thiirane into Carbamothioate: Novel Synthesis of Well-Defined Polysulfide
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DOI:
10.1021/ma101969r
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发表时间:
2010-12-14
期刊:
影响因子:
5.5
通讯作者:
Nishikubo, Tadatomi
Nishikubo, Tadatomi
中科院分区:
化学1区
文献类型:
--
作者:
Kudo, Hiroto;Sato, Kenichiro;Nishikubo, Tadatomi

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研究了在四丁基氯化铵(TBAC)存在下,1-甲基-2-吡咯烷酮为溶剂,60 ℃下硫代氨基甲酸对甲苯酯(PTCT)与硫化丙烯(PS)的插入反应,PTCT与PS的投料比为1/1-1/40。结果表明,聚合物的相对分子质量(M-n)与PS投料比一致,分子分散度(M-w/M-n)很窄(M-w/M-n < 1.10)。也就是说,这种插入反应可以在生命系统下进行。此外,PS与硫代三氨基甲酸酯的插入活性反应进行了研究,得到了控制的三臂星形多硫化物。
The insertion reaction of propylene sulfide (PS) into p-tolylcarbamothioate (PTCT) was examined in the presence of tetrabutylammonium chloride (TBAC) in 1-methyl-2-pyrrolidinone at 60 degrees C in the feed ratio of PTCT/PS = 1/1-1/40, affording the corresponding polysulfides in satisfactory yields. It was found that the molecular weights (M-n's) coincided with the feed ratios PS and molecular dispersity ratios (M-w/M-n) were very narrow (M-w/M-n < 1.10). i.e., this insertion reaction could be performed under the living system. Furthermore, the insertion living reaction of PS using tricarbamothioate was examined to give the controlled three-arms star-shaped polysulfides.