Bio-based epoxy resin from gallic acid and its thermosets toughened with renewable tannic acid derivatives

被引:32
作者
Xu, Jie [1 ,2 ]
Liu, Xiaohuan [1 ]
Fu, Shenyuan [1 ]
机构
[1] Zhejiang A&F Univ, Coll Chem & Mat Engn, Hangzhou 311300, Peoples R China
[2] Zhejiang Runyang New Mat Technol Co Ltd, Huzhou 313105, Peoples R China
关键词
BISPHENOL-A; DIGLYCIDYL ETHER; CURING KINETICS; SOYBEAN OIL; RUBBER; NANOCOMPOSITES; ANHYDRIDE; CAPACITY; MODIFIER;
D O I
10.1007/s10853-022-07174-z
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
The designing of low-cost, high-performance, bio-based epoxy thermosets that can cope with the global oil crisis and climate change is a challenge. A bio-based epoxy resin was synthesized from gallic acid using epichlorohydrin, and a carboxylic acid-modified tannic acid (CATA) was obtained using simple esterification in which the gallic acid-based epoxy resin (GA-EP)/methyl nadic anhydride (MNA)/2-ethyl-4-methylimidazole (2,4-EMI) curing system was used as a toughener. Moreover, the structural characterization, mechanical performance, curing behavior, and thermal properties of epoxy thermosets were investigated. Consequently, the addition of only 1.0 wt% CATA increased the toughness from 9.9 to 17.3 kJ/m(2) by similar to 74.7% relative to the GA-EP/MNA/2,4-EMI system. Furthermore, the 1.0 wt% CATA-toughened GA-EP/MNA/2,4-EMI showed considerable tensile strength of 52.1 MPa. Such toughness and tensile property of the epoxy thermoset was primarily attributed to CATA participating in the cross-linking network and forming a homogenous system after curing. Our study provides a novel strategy for developing cost-effective high-performance bio-based epoxy thermosets. [GRAPHICS] .
引用
收藏
页码:9493 / 9507
页数:15
相关论文
共 48 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]   Chemo-enzymatic functionalization of gallic and vanillic acids: synthesis of bio-based epoxy resins prepolymers [J].
Aouf, Chahinez ;
Lecomte, Jerome ;
Villeneuve, Pierre ;
Dubreucq, Eric ;
Fulcrand, Helene .
GREEN CHEMISTRY, 2012, 14 (08) :2328-2336
[3]   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
[4]   Rubber-Toughened Epoxies: A Critical Review [J].
Bagheri, R. ;
Marouf, B. T. ;
Pearson, R. A. .
POLYMER REVIEWS, 2009, 49 (03) :201-225
[5]   Tannic acid based hyperbranched epoxy/reduced graphene oxide nanocomposites as surface coating materials [J].
Boro, Udangshree ;
Karak, Niranjan .
PROGRESS IN ORGANIC COATINGS, 2017, 104 :180-187
[6]   Efficient Toughening of Epoxy-Anhydride Thermosets with a Biobased Tannic Acid Derivative [J].
Fei, Xiaoma ;
Wei, Wei ;
Zhao, Fangqiao ;
Zhu, Ye ;
Luo, Jing ;
Chen, Mingqing ;
Liu, Xiaoya .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2017, 5 (01) :596-603
[7]   Tannic Acid as a Bio-Based Modifier of Epoxy/Anhydride Thermosets [J].
Fei, Xiaoma ;
Zhao, Fangqiao ;
Wei, Wei ;
Luo, Jing ;
Chen, Mingqing ;
Liu, Xiaoya .
POLYMERS, 2016, 8 (09)
[8]   Bisphenol A exposure, effects, and policy: A wildlife perspective [J].
Flint, Shelby ;
Markle, Tricia ;
Thompson, Sarah ;
Wallace, Elizabeth .
JOURNAL OF ENVIRONMENTAL MANAGEMENT, 2012, 104 :19-34
[9]   Temperature effects on rigid nano-silica and soft nano-rubber toughening in epoxy under impact loading [J].
Huang, De-Dong ;
Xu, Feng ;
Du, Xu-Sheng ;
Lee, Zheng-Hang ;
Wang, Xiao-Jun .
JOURNAL OF APPLIED POLYMER SCIENCE, 2017, 134 (38)
[10]   Epoxy Monomers Derived from Tung Oil Fatty Acids and Its Regulable Thermosets Cured in Two Synergistic Ways [J].
Huang, Kun ;
Liu, Zengshe ;
Zhang, Jinwen ;
Li, Shouhai ;
Li, Mei ;
Xia, Jianling ;
Zhou, Yonghong .
BIOMACROMOLECULES, 2014, 15 (03) :837-843