PMID- 31460217 OWN - NLM STAT- PubMed-not-MEDLINE LR - 20231013 IS - 2470-1343 (Electronic) IS - 2470-1343 (Linking) VI - 4 IP - 6 DP - 2019 Jun 30 TI - Effect of the Ratio of Acetylacetate Groups on the Properties of a Novel Plant-Based Dual-Cure Coating System. PG - 11173-11179 LID - 10.1021/acsomega.9b01234 [doi] AB - 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 (13)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 (T (g)), 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. FAU - Xu, Dongdong AU - Xu D AD - Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, Jiangxi, P. R. China. FAU - Cao, Zhiyuan AU - Cao Z AD - Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, Jiangxi, P. R. China. FAU - Wang, Tong AU - Wang T AD - Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, Jiangxi, P. R. China. FAU - Zhao, Jinze AU - Zhao J AD - Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, Jiangxi, P. R. China. FAU - Zhong, Jiang AU - Zhong J AD - Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, Jiangxi, P. R. China. FAU - Xiong, Peng AU - Xiong P AD - Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, Jiangxi, P. R. China. FAU - Wang, Jiahui AU - Wang J AD - Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, Jiangxi, P. R. China. FAU - Gao, Fei AU - Gao F AD - Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, Jiangxi, P. R. China. FAU - Shen, Liang AU - Shen L AD - Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013, Jiangxi, P. R. China. LA - eng PT - Journal Article DEP - 20190626 PL - United States TA - ACS Omega JT - ACS omega JID - 101691658 PMC - PMC6648321 COIS- The authors declare no competing financial interest. EDAT- 2019/08/29 06:00 MHDA- 2019/08/29 06:01 PMCR- 2019/06/26 CRDT- 2019/08/29 06:00 PHST- 2019/04/30 00:00 [received] PHST- 2019/06/14 00:00 [accepted] PHST- 2019/08/29 06:00 [entrez] PHST- 2019/08/29 06:00 [pubmed] PHST- 2019/08/29 06:01 [medline] PHST- 2019/06/26 00:00 [pmc-release] AID - 10.1021/acsomega.9b01234 [doi] PST - epublish SO - ACS Omega. 2019 Jun 26;4(6):11173-11179. doi: 10.1021/acsomega.9b01234. eCollection 2019 Jun 30.