10.1021/acsomega.9b01234.s001
Dongdong Xu
Dongdong
Xu
Zhiyuan Cao
Zhiyuan
Cao
Tong Wang
Tong
Wang
Jinze Zhao
Jinze
Zhao
Jiang Zhong
Jiang
Zhong
Peng Xiong
Peng
Xiong
Jiahui Wang
Jiahui
Wang
Fei Gao
Fei
Gao
Liang Shen
Liang
Shen
Effect of the Ratio of Acetylacetate Groups on the
Properties of a Novel Plant-Based Dual-Cure Coating System
American Chemical Society
2019
ratio
Michael addition reaction
acetoacetylated castor oil
BDM
glass transition temperature
Novel Plant-Based Dual-Cure Coating System
acetylacetate groups
FTIR
TEDA
plant-based acetylacetate groups
novel plant-based dual-cure coating system
catalyst
spectroscopy
film
13 C NMR
analysis
2019-06-26 18:35:51
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Effect_of_the_Ratio_of_Acetylacetate_Groups_on_the_Properties_of_a_Novel_Plant-Based_Dual-Cure_Coating_System/8329691
A novel plant-based
dual-cure coating system based on a Michael
addition reaction between bismaleimide (BDM) and modified acetoacetylated
castor oil was developed. The BDM has a high reactivity toward acetylacetate
groups, and the catalyst 1,4-diazabicyclo[2.2.2]octane (TEDA) was optimized by the rheological
viscosity. The gel was characterized by Fourier transform infrared
(FTIR) spectroscopy. Then, three films were prepared with the TEDA
catalyst and analyzed with solid-state <sup>13</sup>C NMR and FTIR
spectroscopy. The thermal and mechanical properties of the three films
were characterized by differential mechanical analysis, thermogravimetric
analysis, and differential scanning calorimetry. We found that the
cross-linking density, glass transition temperature (<i>T</i><sub>g</sub>), and Young’s modulus of the
coating films increased with an increase in the ratio of acetylacetate
groups from the modified acetoacetylated castor oil. This is the first
study of the reaction of BDM with plant-based acetylacetate groups.
Importantly, a quantitative ratio of acetylacetate groups can be obtained
by a thiol–ene coupling reaction and a transesterification
reaction, resulting in the formation of films having excellent performance.