Difunctional bitricyclodecatriene monomers

US5770763A · kind A · utility

Assignee

• The Board of Regents of the Univ. of Michigan · US

Inventors

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

Key dates

• Filing date: Aug 30, 1996
• Grant date: Jun 23, 1998
• Expiry date: Aug 30, 2016

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'-bidicyclo2.4.0!octa-1,3,5-triene!-5,5'-dicarboxylic acid (BXTA) and 2,2'-bitricyclo6.2.0.0!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.