Undecylenic acid: A tunable bio-based synthon for materials applications

被引:39
作者
Bigot, Sandra [1 ]
Daghrir, Mohamed [1 ]
Mhanna, Ali [1 ]
Boni, Gilles [1 ]
Pourchet, Sylvie [1 ]
Lecamp, Laurence [2 ]
Plasseraud, Laurent [1 ]
机构
[1] Univ Bourgogne Franche Comte, ICMUB, CNRS, UMR 6302, 9 Ave Alain Savary, F-21078 Dijon, France
[2] Normandie Univ, INSA Rouen, CNRS, UMR 6270,FR 3038, Ave Univ, F-76801 St Etienne Du Rouvray, France
关键词
Renewable resources; Fatty acid; Glycidol; Organic carbonate; Polyhydroxyurethanes (PHUs); Photopolymerization; RENEWABLE BUILDING-BLOCK; SOLVENT-FREE CONDITIONS; CYCLIC CARBONATES; GLYCEROL CARBONATE; CASTOR-OIL; POLYURETHANES; POLYCARBONATES; DERIVATIVES; POLYHYDROXYURETHANES; POLYMERIZATION;
D O I
10.1016/j.eurpolymj.2015.11.008
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
An undecylenic acid-based monoglyceride prepared from glycidol and undecylenic acid is used as suitable and tunable synthon for polymerization applications. Epoxidation and acrylation reactions lead to photopolymerizable monomers while transesterification with dimethyl carbonate, metathesis and aminolysis reactions provide access to polyhydroxyurethane-based Materials. The successive intermediates were synthesized according to a green chemistry approach implicating solvent-less and catalyzed reactions, and were at each step fully characterized by infrared, H-1 and C-13{H-1} NMR spectroscopy, elemental analysis and mass spectrometry. Analyses of the resulting polymer materials were performed by infrared, H-1 and C-13{H-1} NMR, thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and gel permeation chromatography (GPC). (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:26 / 37
页数:12
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