Synthesis and characterization of hydroxyl-terminated butadiene-end-capped polyisobutylene and its use as a diol for polyurethane preparation

Kangda Wu; Yibo Wu; Shan Huang; Zhifei Chen; Hao Wang; Yuwei Shang; Shuxin Li

doi:10.1039/d0ra00132e

Synthesis and characterization of hydroxyl-terminated butadiene-end-capped polyisobutylene and its use as a diol for polyurethane preparation

RSC Adv. 2020 Mar 5;10(16):9601-9609. doi: 10.1039/d0ra00132e. eCollection 2020 Mar 2.

Authors

Kangda Wu^{1

2}, Yibo Wu^{1

2}, Shan Huang^{3

2}, Zhifei Chen^{3

2}, Hao Wang^{1

2}, Yuwei Shang^{1

2}, Shuxin Li^{1

2}

Affiliations

¹ Beijing Key Lab of Special Elastomeric Composite Materials, Department of Materials Science and Engineering, Beijing Institute of Petrochemical Technology Beijing 102617 China biptwkd@163.com wangh@bipt.edu.cn shangyuwei@bipt.edu.cn lishuxin@bipt.edu.cn wuyibo@bipt.edu.cn.
² Beijing Key Lab of Special Elastomeric Composite Materials Beijing 102617 China.
³ College of Material Science and Engineering, Beijing University of Chemical Technology Beijing 100029 China h18811044437@163.com chenzhifei1615@163.com.

Abstract

Hydroxyl-terminated telechelic polyisobutylene (PIB) was prepared through living cationic polymerization. A living PIB chain was formed using the t-Bu-m-DiCuOMe/TiCl₄ initiating system and then capped with 1,3-butadiene (BD) to prepare chlorine-terminated telechelic PIB. The chlorine-terminated telechelic PIB was then hydrolysed with tetrabutylammonium hydroxide to form hydroxyl-terminated PIB. Nuclear magnetic resonance spectroscopy confirmed hydrolysis completion. The hydroxyl-terminated PIB was subsequently used as a diol to react with 4,4-methylenebis(phenylisocyanate) (MDI) and produce a PIB-based polyurethane, which showed stronger acid resistance, hydrolysis stability and thermal oxidation stability than a commercial polyurethane.