Bone and Joint Institute
Carboxylic acid-functionalized butyl rubber: Synthesis, characterization, and physical properties
Document Type
Article
Publication Date
5-6-2015
Journal
Industrial and Engineering Chemistry Research
Volume
54
Issue
17
First Page
4763
Last Page
4772
URL with Digital Object Identifier
10.1021/acs.iecr.5b00421
Abstract
© 2015 American Chemical Society. Polyisobutylene (PIB) and other PIB-based materials are of significant interest for a vast array of applications, but chemical modification is often required to obtain the desired properties. Described here are two new approaches for the preparation of carboxylic acid-functionalized PIB. The ring opening of cyclic anhydrides from an allylic alcohol derivative of butyl rubber and the atom transfer radical polymerization of tert-butyl methacrylate from a rubber derivative both ultimately afford carboxylated materials. These materials displayed significantly enhanced adhesion to stainless steel, as well as increased ultimate tensile strength and Young's modulus in comparison to unmodified rubbers. Rheological studies suggested that they exhibit a greater degree of cross-linking-type behavior than the parent butyl rubber. Combined, these studies suggest that the properties of PIB can be readily tuned through synthetic modifications of the backbone, even at low mole percent, and that carboxylic acid moieties can impart desirable properties for various applications.