Effect of Synthetic Low-Odor Thiol-Based Hardeners Containing Hydroxyl and Methyl Groups on the Curing Behavior, Thermal, and Mechanical Properties of Epoxy Resins

被引:4
作者
Kim, Young-Hun [1 ,2 ]
Baek, Jeong Ju [1 ]
Chang, Ki Cheol [1 ]
Park, Baek Soo [1 ]
Koh, Won-Gun [2 ]
Shin, Gyojic [1 ]
机构
[1] Res Inst Clean Mfg Syst, Korea Inst Ind Technol KITECH, Green & Sustainable Mat R&D Dept, Yangdaegiro-Gil 89, Ipjang Myeon 31056, South Korea
[2] Yonsei Univ, Dept Chem & Biomol Engn, Yonsei Ro 50, Seoul 03722, South Korea
关键词
epoxy resin; thiol-based hardener; polysilsesquioxane backbone; air dilution olfaction method; low volatile organic compound (VOC); MOLECULAR-WEIGHT; DIGLYCIDYL ETHER; BISPHENOL-A; ADHESION; PERFORMANCE; IMPROVEMENT; KINETICS;
D O I
10.3390/polym15132947
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A novel thiol-functionalized polysilsesqioxane containing hydroxyl and methyl groups was synthesized using a simple acid-catalyzed sol-gel method to develop an epoxy hardener with low odor, low volatile organic compound (VOC) emissions, and fast curing at low temperatures. The synthesized thiol-based hardeners were characterized using Fourier transform infrared spectroscopy, nuclear magnetic resonance, thermogravimetric analysis (TGA), and gel permeation chromatography and compared with commercially available hardeners in terms of odor intensity and VOC emissions using the air dilution olfaction method and VOC analysis. The curing behavior and thermal and mechanical properties of the epoxy compounds prepared with the synthesized thiol-based hardeners were also evaluated. The results showed that synthetic thiol-based hardeners containing methyl and hydroxyl groups initiated the curing reaction of epoxy compounds at 53 & DEG;C and 45 & DEG;C, respectively. In contrast, commercial thiol-based hardeners initiated the curing reaction at 67 & DEG;C. Additionally, epoxy compounds with methyl-containing synthetic thiol-based hardeners exhibited higher TGA at a 5% weight loss temperature (>50 & DEG;C) and lap shear strength (20%) than those of the epoxy compounds with commercial thiol-based hardeners.
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页数:17
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[1]   Curing Methods for Advanced Polymer Composites - A Review [J].
Abliz, Dilmurat ;
Duan, Yugang ;
Steuernagel, Leif ;
Xie, Lei ;
Li, Dichen ;
Ziegmann, Gerhard .
POLYMERS & POLYMER COMPOSITES, 2013, 21 (06) :341-348
[2]   Thiol-yne/thiol-epoxy hybrid crosslinked materials based on propargyl modified hyperbranched poly(ethyleneimine) and diglycidylether of bisphenol A resins [J].
Acebo, Cristina ;
Fernandez-Francos, Xavier ;
Ramis, Xavier ;
Serra, Angels .
RSC ADVANCES, 2016, 6 (66) :61576-61584
[3]   Epoxy in nanotechnology: A short review [J].
Ahmadi, Zahed .
PROGRESS IN ORGANIC COATINGS, 2019, 132 :445-448
[4]   Investigation of the thermal self-healing mechanism in a cross-linked epoxy system [J].
Bai, Nan ;
Simon, George P. ;
Saito, Kei .
RSC ADVANCES, 2013, 3 (43) :20699-20707
[5]   Odour Detection Methods: Olfactometry and Chemical Sensors [J].
Brattoli, Magda ;
de Gennaro, Gianluigi ;
de Pinto, Valentina ;
Loiotile, Annamaria Demarinis ;
Lovascio, Sara ;
Penza, Michele .
SENSORS, 2011, 11 (05) :5290-5322
[6]   Multifunctionality in Epoxy Resins [J].
Capricho, Jaworski C. ;
Fox, Bronwyn ;
Hameed, Nishar .
POLYMER REVIEWS, 2020, 60 (01) :1-41
[7]   Mechanical Testing of Epoxy Resin Modified with Eco-Additives [J].
Derewonko, Agnieszka ;
Fabianowski, Wojciech ;
Siczek, Jerzy .
MATERIALS, 2023, 16 (05)
[8]  
Girard M., 2020, APPL ADHES SCI, DOI [10.1186/s40563-020-00125-4, DOI 10.1186/S40563-020-00125-4]
[9]   New catalysts for diglycidyl ether of bisphenol A curing based on thiol-epoxy click reaction [J].
Guzman, Dailyn ;
Ramis, Xavier ;
Fernandez-Francos, Xavier ;
Serra, Angels .
EUROPEAN POLYMER JOURNAL, 2014, 59 :377-386
[10]   Synthesis and Characterization of Multifunctional Secondary Thiol Hardeners Using 3-Mercaptobutanoic Acid and Their Thiol-Epoxy Curing Behavior [J].
Hong, Seung-Mo ;
Hwang, Seok-Ho .
ACS OMEGA, 2022, 7 (25) :21987-21993