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Synthesis of cardanol-based photo-active SET-LRP initiator and its application to preparation of UV-cured resin

Chuan-Jie Cheng, Xu Zhang, Xiong-Xiong Bai, Jin Li, Xing-Xing Cao, and Jing-Lan Wang

Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Fenglin Street, Nanchang, Jiangxi 330013, China

 

E-mail: chengcj530@163.com

Abstract: A benzophenone-containing SET-LRP initiator based on renewable and abundant cardanol was synthesised in 71 % yield using the selective etherification reaction. Next, methyl methacrylate (MMA) as a monomer was polymerised under SET-LRP conditions using the newly prepared initiator to prepare cardanol-end poly(methyl methacrylate) (PMMA). The kinetic results of the polymerisation indicated that the reaction was controllable when the monomer conversion was lower than approximately 50 %, and the molecular masses of PMMA measured by GPC were higher than the theoretical values while the monomer conversion was more than 50 %. In addition, most of the carbon-carbon double bonds of the side hydrocarbon chain of the end-cardanol group in the PMMA were kept intact from 1H NMR spectrum characterisation. Accordingly, when the cardanolend PMMA together with a tertiary amine-containing cardanol derivative was irradiated by UV light, the corresponding UV-cured resin was obtained. The chemical resistance and hardness of the UV-cured film were enhanced with the increasing irradiation time.

Keywords: cardanol – SET-LRP – photo-active – UV-cured resin

Full paper is available at www.springerlink.com.

DOI: 10.1515/chempap-2015-0176

 

Chemical Papers 69 (12) 1608–1616 (2015)

Wednesday, April 24, 2024

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