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Radical cyclopolymerization of dimethacrylates bearing rigid adamantane‐like core derived from naturally occurring myo‐inositol
Journal of Polymer Science ( IF 3.9 ) Pub Date : 2020-06-27 , DOI: 10.1002/pol.20200294
Atsushi Sudo 1, 2, 3 , Kyohei Nishiyama 2 , Mika Morimoto 2 , Shinichiro Yamamoto 1
Affiliation  

Dimethacrylates with rigid adamantane‐like cores were synthesized from myo‐inositol orthoester via a sequence of (a) acylation or silylation of the equatorially oriented hydroxyl group, followed by (b) attachment of methacrylate groups on the axially oriented hydroxyl groups. The radical homopolymerization of these compounds proceeded via cyclopolymerization without crosslinking, as the two axially oriented methacrylate groups were fixed in close proximity with each other. The dimethacrylates underwent radical copolymerization with methyl methacrylate (MMA) to afford the corresponding polymethacrylates, exhibiting high glass transition temperatures (Tg), due to the introduction of the rigid orthoester moieties originating from the monomers and the macrocyclic structures formed via intramolecular cyclization of the two methacrylate groups of the monomers. The polymers obtained by polymerization of the dimethacrylate bearing a silylated hydroxyl group served as precursors of hydroxyl‐bearing polymers, which also exhibited high Tg due to the formation of a hydrogen bonding network between the hydroxyl groups.

中文翻译:

天然存在的肌醇衍生的带有刚性金刚烷样核的二甲基丙烯酸酯的自由基环聚合

与芯是从合成的刚性状金刚烷二甲基丙烯酸酯肌醇肌醇原酸酯经由所述平展取向羟基(a)的酰化或甲硅烷基化,随后通过在轴向取向的羟基甲基丙烯酸酯基的(b)中附接的序列。这些化合物的自由基均聚是通过环聚合进行的,无需交联,因为两个轴向取向的甲基丙烯酸酯基团彼此紧密固定。将二甲基丙烯酸酯与甲基丙烯酸甲酯(MMA)进行自由基共聚,得到相应的聚甲基丙烯酸酯,并显示出高的玻璃化转变温度(T g),因为引入了源自单体的刚性原酸酯部分和通过单体的两个甲基丙烯酸酯基团的分子内环化形成的大环结构。由带有甲硅烷基化羟基的二甲基丙烯酸酯聚合得到的聚合物用作含羟基聚合物的前体,由于在羟基之间形成氢键网络,因此它们也显示出高T g
更新日期:2020-06-27
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