Approaches to Ladder Structures. 5. Thermal Decomposition and Polymerization of (2H), 3, 1-Benzoxazine-2, 4, (1H)-Dione and Some of Its Derivatives
Abstract
A new compound (2H,7H),3,1,8,6-benzobisoxazine-2,4,7,9,(1H,6H)- tetraone was prepared by reaction of phosgene with 2, 5-diaminoterephthalic acid. The thermal decomposition of (2H),3,1-benzoxazine-2,4,(1H)-dione was studied as a model reaction. The reaction involves initial loss of carbon dioxide at 360C and the formation of trimeric and tetrameric cyclic aryl amides, followed by dehydration to highly condensed structures. (2H,7H),3,1,8,6- benzobisoxazine-2,4,7,9(1H,6H) tetraone and 6,6'-bis-(2H),3,1-benzoxazine-2,4, (1H)-dione each were decomposed thermally under similar conditions. The resulting products were highly condensed cross-linked polymers of high thermal stability.
Document Details
- Document Type
- Technical Report
- Publication Date
- Oct 01, 1970
- Accession Number
- AD0878738
Entities
People
- Gerard A. Loughran
Organizations
- Air Force Research Laboratory