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Li, Mei; Li, Shouhai; Xia, Jianling; Ding, Chengxiang; Wang, Mei; Xu, Lina; Yang, Xiaohua; Huang, Kun, E-mail: kunhuang@caf.ac.cn2017
AbstractAbstract
[en] Highlights: • Tung oil was successfully converted into epoxidized dicarboxylic acid dimethyl ester (epoxidized-C21-DAE). • Epoxidized-C21-DAE are introduced as primary plasticizer and auxiliary thermal stabilizer for poly(vinyl chloride)(PVC). • The epoxidized-C21-DAE as a primary plasticizer for PVC significantly improved PVC thermal stability and flexibility. • The epoxidized-C21-DAE plasticizer was compatible with PVC and could not be easily extracted A tung oil derived epoxidized dicarboxylic acid dimethyl ester (epoxidized-C21-DAE), was synthesized through transesterification, a Diels-Alder reaction, and epoxidation. The chemical structure of the epoxidized-C21-DAE was confirmed using Fourier transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H NMR) and carbon-13 nuclear magnetic resonance (13C NMR). The thermal and migration stabilities and the mechanical properties of PVC samples were investigated using discoloration, tensile, exudation, volatility, and extraction tests as well as thermal gravity analysis (TGA), TGA–FTIR analysis, and dynamic mechanical analysis (DMA). The petroleum-based plasticizer, dioctyl terephthalate (DOTP), and the biobased plasticizer, epoxidized fatty acid methyl ester (EFAME), were chosen as controls and their properties compared with epoxidized-C21-DAE. The application of epoxidized C21-DAE as a biobased, primary plasticizer for poly(vinyl chloride) significantly improved PVC thermal stability over that of DOTP and EFAME. The mechanical properties of this type of PVC were superior to those of DOTP. In addition, the migration and volatility stabilities of epoxidized-C21-DAE were much better than EFAME. Epoxidized-C21-DAE could, therefore, be fully substituted for commercial DOTP or EFAME. Tung oil derived epoxidized-C21-DAE has good potential as a primary PVC plasticizer.
Primary Subject
Source
S0264127517302642; Available from http://dx.doi.org/10.1016/j.matdes.2017.03.025; Copyright (c) 2017 Elsevier Ltd. All rights reserved.; Country of input: International Atomic Energy Agency (IAEA)
Record Type
Journal Article
Journal
Materials and Design; ISSN 0264-1275;
; v. 122; p. 366-375

Country of publication
CARBON ISOTOPES, CARBOXYLIC ACIDS, CHEMICAL ANALYSIS, CHLORINATED ALIPHATIC HYDROCARBONS, EVEN-ODD NUCLEI, GRAVIMETRIC ANALYSIS, HALOGENATED ALIPHATIC HYDROCARBONS, ISOTOPES, LIGHT NUCLEI, MAGNETIC RESONANCE, MEASURING INSTRUMENTS, NUCLEI, ORGANIC ACIDS, ORGANIC CHLORINE COMPOUNDS, ORGANIC COMPOUNDS, ORGANIC HALOGEN COMPOUNDS, ORGANIC POLYMERS, OTHER ORGANIC COMPOUNDS, POLYMERS, POLYVINYLS, QUANTITATIVE CHEMICAL ANALYSIS, RESONANCE, SPECTRA, SPECTROMETERS, STABLE ISOTOPES, THERMAL ANALYSIS
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