Limonene-Based Epoxy: Anhydride Thermoset Reaction Study

被引：32

作者：

Couture, Guillaume ^{[1
]}

Granado, Lerys ^{[1
]}

Fanget, Florent ^{[1
]}

Boutevin, Bernard ^{[1
]}

Caillol, Sylvain ^{[1
]}

机构：

[1] Univ Montpellier, CNRS, UMR 5253, Inst Charles Gerhardt Montpellier, ENSCM 240 Ave Emile Jeanbrau, F-34296 Montpellier 5, France

来源：

MOLECULES | 2018年 / 23卷 / 11期

关键词：

limonene; biobased polymers; anhydride; epoxy; DSC; N-HETEROCYCLIC CARBENES; CURING KINETICS; CURE KINETICS; RESINS; VANILLIN; COPOLYMERIZATION; MECHANISM; EPOXIDES; MONOMERS; LATENT;

D O I：

10.3390/molecules23112739

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The development of epoxy thermosets from renewable resources is of paramount importance in a sustainable development context. In this paper, a novel bio-based epoxy monomer derived from limonene was synthesized without epichlorohydrine and characterized. In fact, this paper depicts the synthesis of bis-limonene oxide (bis-LO). However, intern epoxy rings generally exhibit a poor reactivity and allow reaction with anhydride. Therefore, we used a reaction model with hexahydro-4-methylphthalic anhydride to compare reactivity of terminal and interepoxy functions. We also studied the influence of methyl group on intern epoxy functions. Furthermore, the influence of epoxy:anhydride stoichiometry and initiator amount was studied. These studies allow to propose an optimized formulation of bis-LO. Finally, a bis-LO-based thermoset was obtained and characterized.

引用

页数：16

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[1] Protected N-heterocyclic carbenes as latent organocatalysts for the low-temperature curing of anhydride-hardened epoxy resins [J].