Renewable Myrcene-based UV-curable Monomer and its Copolymers with Acrylated Epoxidized Soybean Oil: Design, Preparation, and Characterization

An innovative myrcene-based ultraviolet curable vinyl ester monomer was synthesized, and its molecular structure was analyzed with Fourier transform infrared spectroscopy and nuclear magnetic resonance (1HNMR and 13CNMR) analysis. A series of copolymers were also prepared by mixing the myrcene-deriv...

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Main Authors: Xuejuan Yang, Shouhai Li, Jianling Xia, Jian Song, Kun Huang, Mei Li
Format: Article
Language:English
Published: North Carolina State University 2015-02-01
Series:BioResources
Subjects:
Online Access:http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_10_2_2130_Yang_Renewable_Myrcene_UV_Monomer
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author Xuejuan Yang
Shouhai Li
Jianling Xia
Jian Song
Kun Huang
Mei Li
author_facet Xuejuan Yang
Shouhai Li
Jianling Xia
Jian Song
Kun Huang
Mei Li
author_sort Xuejuan Yang
collection DOAJ
description An innovative myrcene-based ultraviolet curable vinyl ester monomer was synthesized, and its molecular structure was analyzed with Fourier transform infrared spectroscopy and nuclear magnetic resonance (1HNMR and 13CNMR) analysis. A series of copolymers were also prepared by mixing the myrcene-derived monomer with another vinyl ester monomer, acrylated epoxidized soybean oil, under ultraviolet light. The curing process was monitored using Fourier transform infrared spectroscopy. Ultraviolet curing analysis showed that all the mixed systems had high curing rates and were fully cured within the first 30 seconds. When the weight ratio of myrcene-derived monomer to acrylated epoxidized soybean oil was 50/50, the ultimate double bond conversion reached 94.08%. Dynamic mechanical analysis showed that the storage modulus and glass transition temperature of the cured resins both increased with increasing content of myrcene vinyl ester monomer because the molecular structure of myrcene-derived vinyl ester monomer was more rigid and stronger than that of acrylated epoxidized soybean oil. Thermogravimetric analysis indicated that the main thermal initial decomposition temperatures were all above 360 °C, demonstrating that the copolymers had modest thermal stability.
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spelling doaj.art-b49f22b00bf84492aac9e0d397b9bb362022-12-21T23:55:01ZengNorth Carolina State UniversityBioResources1930-21261930-21262015-02-011022130214210.15376/biores.10.2.2130-2142Renewable Myrcene-based UV-curable Monomer and its Copolymers with Acrylated Epoxidized Soybean Oil: Design, Preparation, and CharacterizationXuejuan Yang0Shouhai Li1Jianling Xia2Jian Song3Kun Huang4Mei Li5Institute of Chemical Industry of Forestry Products, CAF; Key Lab. of Biomass Energy and Material, Jiangsu Province; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Forest Chemical Engineering, SFA, Nanjing 210042, China; ChinaInstitute of Chemical Industry of Forestry Products, CAF; Key Lab. of Biomass Energy and Material, Jiangsu Province; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Forest Chemical Engineering, SFA, Nanjing 210042, China; ChinaInstitute of Chemical Industry of Forestry Products, CAF; Key Lab. of Biomass Energy and Material, Jiangsu Province; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Forest Chemical Engineering, SFA, Nanjing 210042, China; ChinaInstitute of Chemical Industry of Forestry Products, CAF; Key Lab. of Biomass Energy and Material, Jiangsu Province; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Forest Chemical Engineering, SFA, Nanjing 210042, China; ChinaInstitute of Chemical Industry of Forestry Products, CAF; Key Lab. of Biomass Energy and Material, Jiangsu Province; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Forest Chemical Engineering, SFA, Nanjing 210042, China; ChinaInstitute of Chemical Industry of Forestry Products, CAF; Key Lab. of Biomass Energy and Material, Jiangsu Province; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Forest Chemical Engineering, SFA, Nanjing 210042, China; ChinaAn innovative myrcene-based ultraviolet curable vinyl ester monomer was synthesized, and its molecular structure was analyzed with Fourier transform infrared spectroscopy and nuclear magnetic resonance (1HNMR and 13CNMR) analysis. A series of copolymers were also prepared by mixing the myrcene-derived monomer with another vinyl ester monomer, acrylated epoxidized soybean oil, under ultraviolet light. The curing process was monitored using Fourier transform infrared spectroscopy. Ultraviolet curing analysis showed that all the mixed systems had high curing rates and were fully cured within the first 30 seconds. When the weight ratio of myrcene-derived monomer to acrylated epoxidized soybean oil was 50/50, the ultimate double bond conversion reached 94.08%. Dynamic mechanical analysis showed that the storage modulus and glass transition temperature of the cured resins both increased with increasing content of myrcene vinyl ester monomer because the molecular structure of myrcene-derived vinyl ester monomer was more rigid and stronger than that of acrylated epoxidized soybean oil. Thermogravimetric analysis indicated that the main thermal initial decomposition temperatures were all above 360 °C, demonstrating that the copolymers had modest thermal stability.http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_10_2_2130_Yang_Renewable_Myrcene_UV_MonomerMyrceneCopolymersAcrylated epoxidized soybean oilBio-based vinyl ester resinUV Curable
spellingShingle Xuejuan Yang
Shouhai Li
Jianling Xia
Jian Song
Kun Huang
Mei Li
Renewable Myrcene-based UV-curable Monomer and its Copolymers with Acrylated Epoxidized Soybean Oil: Design, Preparation, and Characterization
BioResources
Myrcene
Copolymers
Acrylated epoxidized soybean oil
Bio-based vinyl ester resin
UV Curable
title Renewable Myrcene-based UV-curable Monomer and its Copolymers with Acrylated Epoxidized Soybean Oil: Design, Preparation, and Characterization
title_full Renewable Myrcene-based UV-curable Monomer and its Copolymers with Acrylated Epoxidized Soybean Oil: Design, Preparation, and Characterization
title_fullStr Renewable Myrcene-based UV-curable Monomer and its Copolymers with Acrylated Epoxidized Soybean Oil: Design, Preparation, and Characterization
title_full_unstemmed Renewable Myrcene-based UV-curable Monomer and its Copolymers with Acrylated Epoxidized Soybean Oil: Design, Preparation, and Characterization
title_short Renewable Myrcene-based UV-curable Monomer and its Copolymers with Acrylated Epoxidized Soybean Oil: Design, Preparation, and Characterization
title_sort renewable myrcene based uv curable monomer and its copolymers with acrylated epoxidized soybean oil design preparation and characterization
topic Myrcene
Copolymers
Acrylated epoxidized soybean oil
Bio-based vinyl ester resin
UV Curable
url http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_10_2_2130_Yang_Renewable_Myrcene_UV_Monomer
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