Issue 30, 2021, Issue in Progress
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RSC Advances

Synthesis of an urushiol derivative and its use for hydrolysis resistance in dentin adhesive

Ying Zhao, ORCID logo a   Xi He,a   Han Wang,a   Jiufu Zhu,b   Huimin Wang,a   Yan Zheng,b   Song Zhu*a  and  Zhanchen Cui ORCID logo *b  

* Corresponding authors

a Department of Prosthetic Dentistry, School and Hospital of Stomatology, Jilin University, Changchun 130021, P. R. China
E-mail: zhusong1965@163.com

b State Key Lab of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130021, P. R. China

Abstract

Hydrolysis resistance is essential to the durability of the dentin bonding interface. Urushiol is a natural monomer that has been used in different fields over thousands of years but has the disadvantage of a long drying time. In this study, we evaluated a novel photocurable derivative of urushiol as the main monomer for polymerization in dentin adhesive and its effect on hydrolysis resistance. The derivative was characterized by Fourier transform infrared spectroscopy and 1H nuclear magnetic resonance spectroscopy. Compared with the Adper Single Bond 2, the experimentally synthesized adhesives had higher contact angles. In particular, the water sorption/solubility of the experimental samples were significantly lower than that of Adper Single Bond 2. The microtensile bond strengths of the test groups were higher than that of the control group, even after 5000 thermocycles. Cytotoxicity test results showed that adhesives based on the original derivative induced low toxicity to L929 cells. The results of this study may shift the focus of future research to natural monomers and even their derivatives which may perform well in dentistry.

Graphical abstract: Synthesis of an urushiol derivative and its use for hydrolysis resistance in dentin adhesive

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Article information

DOI
https://doi.org/10.1039/D1RA00471A
Article type
Paper
Submitted
19 Jan 2021
Accepted
16 May 2021
First published
21 May 2021
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2021,11, 18448-18457

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Synthesis of an urushiol derivative and its use for hydrolysis resistance in dentin adhesive

Y. Zhao, X. He, H. Wang, J. Zhu, H. Wang, Y. Zheng, S. Zhu and Z. Cui, RSC Adv., 2021, 11, 18448 DOI: 10.1039/D1RA00471A

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