Difunctional bitricyclodecatriene monomers

US5552508A · kind A · utility

Assignee

• University of Michigan, The Board of Regents · US

Inventors

• David C. Martin · Worthington, US
• Jeffrey S. Moore · Savoy, US
• Larry J. Mar koski · Ypsilanti, US
• Kenneth A. Walker · Urbana, US
• Gary E. Spilman · Midland, US

Key dates

• Filing date: May 23, 1995
• Grant date: Sep 3, 1996
• Expiry date: May 23, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2603/08
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Novel difunctionalized cyclobutabenzene monomers of the general formula: ##STR1## wherein Z can be hydrogens or a cyclobutane ring; and X and Y are carboxyl, amino, alcohol, isocyanate, acid halide, or bis-acyl halide groups. Exemplary difunctional bitricyclodecatriene monomers are [2,2'-bidicyclo[2.4.0]octa-1,3,5-triene]-5,5'-dicarboxylic acid (BXTA) and [2,2'-bitricyclo[6.2.0.0]deca-1,3,(6),7-triene]-7,7'-dicarboxylic acid (QXTA). The difunctionalized bitricyclodecatriene monomers can form part of a polymer backbone chain in which the multiple butane ring functionalities can be easily opened to produce strong, three-dimensional covalent bond crosslinking between polymer chains. The crosslinking can be induced simply by heating the polymer to a temperature in excess of 250.degree. C.