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Synthesis and Properties of Tung Oil-Based Unsaturated Co-Ester Resins Bearing Steric Hindrance

1
National Engineering Lab for Biomass Chemical Utilization; Key Lab of Chemical Engineering of Forest Products, National Forestry and Grassland Administration; Key Lab of Biomass Energy and Material, Jiangsu Province; Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Jiangsu Province; Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Nanjing 210042, China
2
College of Science, Nanjing Forestry University, Nanjing 210037, China
3
College of Geographic and Biologic Information, Nanjing University of Posts and Telecommunications, Nanjing 210023, China
*
Authors to whom correspondence should be addressed.
Polymers 2019, 11(5), 826; https://doi.org/10.3390/polym11050826
Received: 31 March 2019 / Revised: 26 April 2019 / Accepted: 29 April 2019 / Published: 7 May 2019
(This article belongs to the Special Issue Bio-Based Polymers for Engineered Green Materials)
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Abstract

New tung oil (TO)-based, unsaturated, co-ester (Co-UE) macromonomers bearing steric hindrance were synthesized by modifying a TO-based maleate (TOPERMA) monomer with an anhydride structure with hydroxyethyl methacrylate (HEMA) and methallyl alcohol (MAA), respectively. The obtained Co-UE monomers (TOPERMA-HEMA and TOPERMA-MAA) were then characterized by 1H NMR and gel permeation chromatography (GPC). For comparison, hydroxyethyl acrylate (HEA)-modified TOPERMA (TOPERMA-HEA) was also synthesized and characterized. Subsequently, the obtained Co-UEs were thermally cured with styrene, and the ultimate properties of the resulting materials were studied. It was found that by introducing the structure of steric hindrance into the TO-based Co-UE monomer, the tensile strength and Young’s modulus of the resulting materials were improved. Furthermore, by reducing the length of the flexible chain in the Co-UE monomer, the tensile strength, Young’s modulus, and glass transition temperature (Tg) of the resultant materials were also improved. The TOPERMA-MAA resin gave the best performance in these TO-based Co-UE resins, which showed a tensile strength of 32.2 MPa, Young’s modulus of 2.38 GPa, and Tg of 130.3 °C. The developed ecofriendly materials show promise in structural plastic applications. View Full-Text
Keywords: tung oil; unsaturated polyester resins; thermosetting polymers; structure–property relationship; structural plastics tung oil; unsaturated polyester resins; thermosetting polymers; structure–property relationship; structural plastics
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Liu, C.; Wu, Q.; An, R.; Shang, Q.; Feng, G.; Hu, Y.; Jia, P.; Zhou, Y.; Lei, W. Synthesis and Properties of Tung Oil-Based Unsaturated Co-Ester Resins Bearing Steric Hindrance. Polymers 2019, 11, 826.

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