Chemical and Biomolecular Engineering Faculty Research

Title

Direct Functionalization of Polyisobutylene by Living Initiation with Methylstyrene Epoxide

Document Type

Article

Publication Date

2-26-2002

Abstract

This article describes the synthesis and characterization of polyisobutylene (PIB) carrying one primary hydroxyl head group and a tertiary chloride end group, [PhC(CH3)(CH2OH)–PIB–CH2C(CH3)2Cl] prepared with direct functionalization via initiation. The polymerization of isobutylene was initiated with the α-methylstyrene epoxide/titanium tetrachloride system. Living conditions were obtained from −75 to −50 °C (198–223 K). Low molecular weight samples (number-average molecular weight ∼ 4000 g/mol) were prepared under suitable conditions and characterized by Fourier transform infrared and 1H NMR spectroscopy. The presence of primary hydroxyl head groups in PIB was verified by both methods. Quantitative Fourier transform infrared with 2-phenyl-1-propanol calibration and 1H NMR performed on both the hydroxyl-functionalized PIB and its reaction product with trimethylchlorosilane showed that each polymer chain carried one primary hydroxyl head group. The synthetic methodology presented here is an effective and simple route for the direct functionalization of PIB. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 1005–1015, 2002

Publication Title

Journal of Polymer Science Part A: Polymer Chemistry

Volume

40

Issue

8

First Page

1005

Last Page

1015