Biobased epoxy resin derived from eugenol with excellent integrated performance and high renewable carbon content

被引:70
作者
Miao, Jia-Tao [1 ]
Yuan, Li [1 ]
Guan, Qingbao [1 ]
Liang, Guozheng [1 ]
Gu, Aijuan [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou, Peoples R China
基金
中国国家自然科学基金;
关键词
biomass; epoxy resin; flame retardancy; thermal properties; FLAME-RETARDANT; THERMAL-STABILITY; TOUGHNESS; POLYMERS; CARDANOL; ACID;
D O I
10.1002/pi.5621
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Developing biobased epoxy resin with high renewable carbon content and outstanding integrated performance is beneficial for both sustainable development and applications in cutting-edge fields. Herein, a biobased epoxy monomer (TEUP-EP) with high renewable carbon content (100%) was synthesized from renewable eugenol with a sustainable process; TEUP-EP was then blended with 4,4'-diaminodiphenylmethane (DDM) to develop a new biobased epoxy resin (TEUP-EP/DDM). The integrated performance of TEUP-EP/DDM resin was studied and compared with that of petroleum-based diglycidyl ether of bisphenol A (DGEBA)/DDM resin. Compared with DGEBA/DDM resin, TEUP-EP/DDM resin has much better integrated performance and not only exhibits a glass transition temperature about 26 degrees C higher and a 24.4% or 57% increased flexural strength or modulus, but also shows outstanding flame retardancy. Specifically, the limiting oxygen index increases from 26.5% to 31.4% and the UL-94 grade improves from no rating to the V-0 level; moreover, the peak heat release rate and total heat release decreased by 63.1% and 57.4%, respectively. All these results fully prove that TEUP-EP/DDM is a novel biobased high performance epoxy resin. The mechanism behind these attractive integrated performances is discussed intensively. (C) 2018 Society of Chemical Industry
引用
收藏
页码:1194 / 1202
页数:9
相关论文
共 49 条
[1]   Multi-functionalization of gallic acid. Synthesis of a novel bio-based epoxy resin [J].
Aouf, Chahinez ;
Nouailhas, Helene ;
Fache, Maxence ;
Caillol, Sylvain ;
Boutevin, Bernard ;
Fulcrand, Helene .
EUROPEAN POLYMER JOURNAL, 2013, 49 (06) :1185-1195
[2]   Biobased Thermosetting Epoxy: Present and Future [J].
Auvergne, Remi ;
Caillol, Sylvain ;
David, Ghislain ;
Boutevin, Bernard ;
Pascault, Jean-Pierre .
CHEMICAL REVIEWS, 2014, 114 (02) :1082-1115
[3]   RETRACTED: Fully biobased epoxy from isosorbide diglycidyl ether cured by biobased curing agents with enhanced properties (Retracted article. See vol. 22, pg. 52, 2015) [J].
Chang, Ruixue ;
Qin, Jianglei ;
Gao, Jungang .
JOURNAL OF POLYMER RESEARCH, 2014, 21 (07)
[4]   Preparation and properties of bio-based epoxy networks derived from isosorbide diglycidyl ether [J].
Chrysanthos, Marie ;
Galy, Jocelyne ;
Pascault, Jean-Pierre .
POLYMER, 2011, 52 (16) :3611-3620
[5]   Alternative Monomers Based on Lignocellulose and Their Use for Polymer Production [J].
Delidovich, Irina ;
Hausoul, Peter J. C. ;
Deng, Li ;
Pfuetzenreuter, Rebecca ;
Rose, Marcus ;
Palkovits, Regina .
CHEMICAL REVIEWS, 2016, 116 (03) :1540-1599
[6]   Synthesis and properties of a bio-based epoxy resin from 2,5-furandicarboxylic acid (FDCA) [J].
Deng, Jun ;
Liu, Xiaoqing ;
Li, Chao ;
Jiang, Yanhua ;
Zhu, Jin .
RSC ADVANCES, 2015, 5 (21) :15930-15939
[7]  
Dong C, 2014, MATER DESIGN, P955
[8]   Rosin based epoxy coating: Synthesis, identification and characterization [J].
El-Ghazawy, Rasha A. ;
El-Saeed, Ashraf M. ;
Al-Shafey, H. I. ;
Abdul-Raheim, Abdul-Raheim M. ;
El-Sockary, Maher A. .
EUROPEAN POLYMER JOURNAL, 2015, 69 :403-415
[9]  
Faye I, 2017, GREEN CHEM, V19, P5236, DOI [10.1039/c7gc02322g, 10.1039/C7GC02322G]
[10]   DETERMINATION OF CROSS-LINK DENSITY IN THERMOSET POLYMERS BY USE OF SOLID-STATE H-1-NMR TECHNIQUES [J].
FRY, CG ;
LIND, AC .
MACROMOLECULES, 1988, 21 (05) :1292-1297