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Synthesis and fundamental properties of methacrylate polymer containing five‐membered cyclic trithiocarbonate group
Journal of Polymer Science ( IF 3.9 ) Pub Date : 2020-07-12 , DOI: 10.1002/pol.20200201
Masayuki Nishi 1 , Masahiro Komeda 1 , Naoto Aoyagi 1 , Yoshiaki Yoshida 1 , Takeshi Endo 1
Affiliation  

4‐(1,3‐Dithia‐2‐thioxocyclopenthyl)methacrylate (TCMA), containing the five‐membered trithiocarbonate moiety, was prepared from glycidyl methacrylate (GMA) through 2,3‐epithiopropyl methacrylate (ETMA). At first step, GMA was converted to ETMA by the reaction using thiourea. At second step, ETMA was reacted efficiently with carbon disulfide in the presence of a catalytic amount of 1,2‐dimethyltetrahydropyrimidine to give TCMA. The polymerization of TCMA proceeded under standard radical conditions to give the polymeric TCMA in 94% yield. The copolymerizations of TCMA with ethyl acrylate (EA) or acrylonitrile (AN) were conducted by changing the feed molar ratios of the monomers, in which the corresponding copolymers were obtained in over 83% yields. In addition, the obtained polymers showed the high values of refractive index over ca. 1.6 due to the presence of the cyclic trithiocarbonate structure.

中文翻译:

含五元环状三硫代碳酸酯基的甲基丙烯酸酯聚合物的合成及基本性能

含有五元三硫代碳酸酯部分的4-(1,3-二硫代-2-巯基环戊基)甲基丙烯酸酯(TCMA)由甲基丙烯酸缩水甘油酯(GMA)到甲基丙烯酸2,3-乙硫基丙基酯(ETMA)制备。第一步,通过使用硫脲的反应将GMA转化为ETMA。第二步,在催化量的1,2-二甲基四氢嘧啶存在下,使ETMA与二硫化碳有效反应,得到TCMA。TCMA的聚合在标准的自由基条件下进行,以94%的收率得到了聚合的TCMA。通过改变单体的进料摩尔比来进行TCMA与丙烯酸乙酯(EA)或丙烯腈(AN)的共聚,其中以83%以上的产率获得了相应的共聚物。另外,所获得的聚合物显示出超过约10的高折射率值。1。
更新日期:2020-07-12
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