5-Methylene-1,3-dioxane-2-one: A First-Choice Comonomer for Trimethylene Carbonate

被引:3
|
作者
Palenzuela, Miguel [1 ]
Sarisuta, Kamolchanok [1 ,2 ,3 ]
Navarro, Marta [1 ]
Kumamoto, Narumi [1 ,2 ,3 ]
Chanthaset, Nalinthip [2 ,3 ]
Monot, Julien [1 ]
Ajiro, Hiroharu [2 ,3 ]
Martin-Vaca, Blanca [1 ]
Bourissou, Didier [1 ]
机构
[1] Univ Toulouse UPS, Lab Heterochim Fondamentale & Appl UMR 5069, CNRS, F-31062 Toulouse, France
[2] Nara Inst Sci & Technol, Grad Sch Mat Sci, Ikoma, Nara 6300192, Japan
[3] Nara Inst Sci & Technol, Data Sci Ctr, Ikoma, Nara 6300192, Japan
关键词
RING-OPENING POLYMERIZATION; CYCLIC CARBONATES; ALIPHATIC POLYCARBONATES; METHANESULFONIC-ACID; EPSILON-CAPROLACTONE; ACTIVATED MONOMER; REACTIVITY RATIOS; COPOLYMERIZATION; CATALYSTS; POLYMERS;
D O I
10.1021/acs.macromol.2c02270
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
5-Methylene-1,3-dioxane-2-one (exTMC), a six-membered ring cyclic carbonate bearing an exocyclic methylene group, has been investigated as comonomer for trimethylene carbonate (TMC) with the aim to prepare functionalized polycarbonates. Using methane sulfonic acid (MSA) as an organocatalyst, exTMC and TMC copolymerize in a controlled manner to lead to copolymers of adjusted composition and high randomness (the corresponding reactivity ratios have been determined by the Beckingham-Sanoja-Lynd (BSL) method as 0.93-0.95 and 1.04-1.07 for exTMC and TMC, respectively). Subsequent thiol-ene reaction on the exomethylene group with thioglycolic acid or thioglycerol provides aliphatic polycarbonates with adjustable amounts of COOH or OH groups randomly distributed along the polymer chains.
引用
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页码:678 / 689
页数:12
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