Benzoxazine Containing Fluorinated Aromatic Ether Nitrile Linkage: Preparation, Curing Kinetics and Dielectric Properties

Sijing Chen; Dengxun Ren; Bo Li; Kui Li; Lin Chen; Mingzhen Xu; Xiaobo Liu

doi:10.3390/polym11061036

Benzoxazine Containing Fluorinated Aromatic Ether Nitrile Linkage: Preparation, Curing Kinetics and Dielectric Properties

Polymers (Basel). 2019 Jun 11;11(6):1036. doi: 10.3390/polym11061036.

Authors

Sijing Chen¹, Dengxun Ren², Bo Li³, Kui Li⁴, Lin Chen⁵, Mingzhen Xu⁶, Xiaobo Liu⁷

Affiliations

¹ Research Branch of Advanced Functional Materials, School of Materials and Energy, University of Electronic Science and Technology of China, Chengdu 610054, China. csj20189@126.com.
² Research Branch of Advanced Functional Materials, School of Materials and Energy, University of Electronic Science and Technology of China, Chengdu 610054, China. rendenxun2008@126.com.
³ Research Branch of Advanced Functional Materials, School of Materials and Energy, University of Electronic Science and Technology of China, Chengdu 610054, China. 14704177593@163.com.
⁴ Research Branch of Advanced Functional Materials, School of Materials and Energy, University of Electronic Science and Technology of China, Chengdu 610054, China. leekingue2014@163.com.
⁵ Research Branch of Advanced Functional Materials, School of Materials and Energy, University of Electronic Science and Technology of China, Chengdu 610054, China. linchen_uestc@163.com.
⁶ Research Branch of Advanced Functional Materials, School of Materials and Energy, University of Electronic Science and Technology of China, Chengdu 610054, China. mzxu628@uestc.edu.cn.
⁷ Research Branch of Advanced Functional Materials, School of Materials and Energy, University of Electronic Science and Technology of China, Chengdu 610054, China. liuxb@uestc.edu.cn.

Abstract

Benzoxazine containing fluorinated aromatic ether nitrile linkage (FAEN-Bz) had been synthesized from 2,6-dichlorobenzonitrile, 4,4'-(hexafluoroisopropylidene)diphenol (bisphenol AF), 3-Aminophenol, formaldehyde, phenol by condensation polymerization and Mannich ring-forming reaction. Structures of the monomer were verified by Proton NMR spectrum (¹H-NMR) and Fourier transform infrared spectroscopy (FTIR). Curing behaviors and curing kinetics of designed monomers were investigated and discussed. The activation energy was calculated and possible polymerization mechanisms were also proposed. Then, properties of cured polymers including crosslinking degrees, thermal decomposition, surface wettability and energy, and dielectric properties were studied and discussed. Additionally, programmed integral decomposition temperature (IPDT) was also used to evaluate the thermal stability of final polymers. Results indicated that the incorporation of benzoxazine and nitrile resulted in increased thermal stability and char yields. Moreover, the surface wettability and dielectric properties of poly(FAEN-Bz) can be easily controlled by tuning the curing temperatures and time.

Keywords: aromatic ether nitrile linkage; benzoxazine; curing kinetics; dielectric properties; thermal stability.

Abstract

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