Synthesis and Thermal Curing Parameters of a Novel Phenylquinoxaline Containing Both Terminal Ethynyl and Pendant Phenylethynyl Groups
Abstract
The synthesis of 3,3'-bis(4-(3-ethynylphenoxy)phenyl)-7,7'- bis(phenyl-ethynyl)-2,2'-diphenyl-6,6'-biquinoxaline (I) was accomplished by reaction of 2,2'-bis(phenylethynyl)-5,5'-diaminobenzidine (II) and 4-(3- ethynylphenoxy) benzil. Thermal analysis of I indicated a softening temperature of 107 deg C, followed by an exotherm above 150 deg C corresponding to independent crosslinking reaction of the terminal acetylene groups and intramolecular cycloaddition (IMC) reaction of the 2,2'-bis(phenylethynyl)biphenyl moieties. In the course of the synthetic work, substantial improvements were made in the synthesis of II. The sample of I was cured at 200 deg C and the maximum partially cured transition temperature attained was 280 deg C. A sample of 3,3'-bis(4-(3- ethynyl-phenoxy)phenyl)-2,2'-diphenyl-6,6'-biquinoxaline was similarly tested as a model without IMC capability, and its corresponding value was 250 deg C. The difference in these two values is briefly discussed.
Document Details
- Document Type
- Technical Report
- Publication Date
- Dec 01, 1980
- Accession Number
- ADA095611
Entities
People
- Charles Y. Lee
- Frederick L. Hedberg
- Ivan J. Goldfarb
Organizations
- Wright Laboratory