Abstract
Urushiol (UR) was a kind of natural paint with a long history and excellent performance. Its high price restricts its development. For the sake of the sustainable development of UR, we prepared a new urushiol based coating composition which is of degradation. To be more specific, we develop a blend by diallyl trisulfide (TS) and urushiol, in which a free radical copolymerization process would take place to form a coating composition under UV irradiation. In this work, FT-IR was used to prove the reaction proces; the reversibly cross-linking properties and the rheological properties were also been proved; the basic mechanisms active in microstructure and the associated surface energy was elucidated; mechanical analysis and showed the mechanical property of coating composition. It was found that a copolymer formed by copolymerization of diallyl trisulfide and urushiol. The introduction of trisulfide bonds assists in achieving the reversibly cross-linking under extreme alkalinity (pH > 8). various trisulfide densities brought about different microstructures on the modified urushiol. The surface energy of coating composition had been enhanced after UV-curing and its increase was related to the phase inversion (represented by microstructure). What was more, the existence of flexible segments offered the coating composition with excellent flexibility (2 mm) and rheological properties (15 MPa.S), while the hardness of coating dropped to 2H.
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References
Zhang YH, Yuan L, Liang GZ, Gu A (2018) Ind Eng Chem Res 57:12397–12406
Lone N, Cheong IW, Cho M, Hong YK, Choi YS, Perumal S, Oh BT, Joo J (2017) J Coat Technol Res 14:621–630
Yang J, Deng J, Zhu J, Liu W, Zhou M, Li D (2016) Prog Org Coat 94:41–48
Gao RJ, Wang LW, Lin Q (2019) Prog Org Coat 133:169–173
Yang J, Zhu J, Shen F, Cai J, Zhou M (2018) Prog Org Coat 118:72–81
Jung J, Cho HJ, Kim DY, Sang S, Won HJ (2018) Chem Sel 3:6665–6670
Azcune I, Odriozola I (2016) Eur Polym J 84:147–160
Trovatti E, Lacerda TM, Carvalho AJF, Gandini A (2015) Adv Mater 27:2242–2245
Duval A, Lange H, Lawokom M, Crestini C (2015) Green Chem 17:4991–5000
Deng M, Guo F, Liao DH, Hou ZM, Li Y (2018) Polym Chem 9:98–107
Corbett PT, Leclaire J, Vial L, West KR, Wietor JL, Sanders JKM (2006) Chem Rev 106:3652–3711
Roy N, Bruchmann B, Lehn JM (2015) Chem Soc Rev 44:3786–3807
Sakamoto M, Takeda J, Yamada Y, Tonami H (1970) J Appl Polym Sci 14:865–878
Tesoro GC, Sastri V (1990) J Appl Polym Sci 39:1425–1437
Vinciguerra D, Tran J, Nicolas J (2018) Chem Commun 54:228–240
Nandy K, Srivastava A, Deepak SA, Kumar R, Rawat AK, Singh R (2019) Eur Polym J 26:109387–109395
Dong P, Cui K, Xu F, Jiang T, Ma Z (2018) Polym Int 67:868–873
Cao M, Wang JQ, Chen PCG, Xu JT, Fan ZQ (2010) Polym Chem 48:3834–3840
Takada K, Matsumoto A (2018) Polym Chem 56:2584–2594
Tanaka T, Okamoto M (2018) Polym J 50:523–531
Devlin MT, Kalasinsky VF, Levin IW (1989) J Mol Struct 213:35–50
Lu XN, Rasco BA, Kang DH, Jabal JMF, Aston DE, Konkel ME (2011) Anal Chem 83:4137–4146
Xia JR, Xu YL, Lin JH, Hu BH (2008) Prog Org Coat 61:7–10
Xia JR, Xu YL, Lin JH (2010) Prog Org Coat 67:365–369
Zhou C, Hu Y, Yang ZM, Yuan T, Yang ZH (2018) Prog Org Coat 120:240–251
Adam NK, Elliott GEP (1958) J Chem Soc 18:2206–2215
Hao L, Lawrence J (2004) J Phys D Appl Phys 37:86–92
Zhang L, Wu HT, Zheng ZY, He HC, Huang XH (2019) Prog Org Coat 127:131–139
Zhang N, Zhang M, Zhang J, Guo XR, Yan H (2019) Prog Org Coat 137:105322
He ZQ, Wang YS, Fang YZ, Meng QH (2019) Prog Org Coat 137:105330
Fan FQ, Xia ZB, Li QY, Li Z (2013) Prog Org Coat 76:844–851
Acknowledgements
This work is financially supported by National Natural Science Foundation of China (Grant No. 51703090), Cultivation Plan for Outstanding Young Talents of Fujian Province (Grant No. 3230412501), Scientific Research Fund of Higher Eduction of Fujian Province of China (JK2017037), Fuzhou Municipal Science Foundation (Grant: 2019-G-57).
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Xue, H., Zhang, Y., Li, X. et al. Degradation Urushiol Coating Composition Crosslinked by Diallyl Trisulfide. J Polym Environ 28, 3192–3200 (2020). https://doi.org/10.1007/s10924-020-01845-1
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DOI: https://doi.org/10.1007/s10924-020-01845-1