Disulfide group influence on the surface properties and reversible cross-linking functionalization of natural polymer co

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Disulfide group influence on the surface properties and reversible cross‑linking functionalization of natural polymer coating Hanyu Xue1,2 · Xiaohong Ding3 · Yuchi Zhang1,2 · Xinzhong Li1,2 · Jianrong Xia1,2   · Qi Lin1,2 Received: 28 January 2020 / Revised: 28 October 2020 / Accepted: 11 November 2020 © Springer-Verlag GmbH Germany, part of Springer Nature 2020

Abstract For the sake of the sustainable development, we prepared a blend by diallyl drisulfide and natural polymer coating-urushiol through radical chain termination reaction under UV irradiation. Based on the successful preparation of target materials which was characterized by FT-IR, the surface energy and reversible cross-linking functionalization of materials are mainly explored. The basic mechanisms active in microstructure and the associated surface energy were elucidated. Various disulfide densities brought about different microstructures on the modified urushiol. It was found that the surface energy of film had been enhanced after UV-curing and its increase was related to the phase inversion (represented by microstructure). The reversibly cross-linking test showed that the introduction of disulfide bonds assists in achieving the reversible cross-linking under extreme alkalinity. What was more, the existence of flexible segments offered the coating composition with excellent flexibility (2 mm) and rheological properties (5 mPa. S), while the hardness of coating dropped to 3H. Keywords  Urushiol · Disulfide bond · Reversible cross-linking · Surface free energy

* Jianrong Xia [email protected] * Qi Lin [email protected] 1

Fujian Engineering and Research Center of New Chinese Lacquer Materials, Ocean college, Minjiang University, Fuzhou 350108, Fujian, People’s Republic of China

2

Fujian Provincial University Engineering Research Center of Green Materials and Chemical Engineering, Minjiang University, Fuzhou 350108, Fujian, People’s Republic of China

3

College of Chemistry and Materials Science, Fujian Normal University, Fuzhou 350108, Fujian, People’s Republic of China



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Polymer Bulletin

Introduction Generally, thermosetting coatings will undergo a chemical cross-linking process during manufacturing. Therefore, thermosetting coatings are no longer be remolded or dissolved [1–4]. Urushiol, a mixture of catechol derivatives containing alkyl side chains (Fig. 1), is the main component of natural polymer coating “lacquer.” The catechol group of urushiol provides a high adhesiveness, while the long alkyl chains provide an excellent mechanical property [5]. The thermal/UV curing of urushiol occurred mainly between unsaturated carbon–carbon double bonds in the side alkyl chains by radical chain termination reaction at higher temperature [6]. Urushiol is expensive, but as a symbol of user identity, it is widely used in East Asian countries. As the consumption of urushiol increases [7–9], its recycling is in high demand and challenging. Jiyoon Jung has developed a thermally reversible cured polymer containing a urushi-based ad