Accession Number:

AD0893342

Title:

Approaches to Ladder Structures. VII. Polycondensation of Aromatic Diamino Dicarboxylic Acids with Dimethylformamide and Phosphorus Pentoxide

Descriptive Note:

Technical rept. Oct 1967-Jan 1970

Corporate Author:

AIR FORCE MATERIALS LAB WRIGHT-PATTERSON AFB OH

Personal Author(s):

Report Date:

1972-02-01

Pagination or Media Count:

66.0

Abstract:

It has been found that a new compound, 6-dimethylamino-carbonyl- dibenzo-b,f 1,5-diazocine-12, 11H-one, is produced when either anthranilic acid or dibenzo-b,f 1,5-diazocine-6,12, 5H, 11H-dione is heated at 50 to 80C in solution in dimethylformamide in the presence of a suspension of phosphorus pentoxide. A mechanism involving self condensation of anthranilic acid to dibenzo-b,f 1,5-diazocine-6, 12 5H, 11H-dione followed by reaction with dimethylformamide is proposed. Polycondensation of ortho substituted diamino aromatic dicarboxylic acids such as 2,5-diaminoterephthalic acid, or benzidine-3,3-dicarboxylic acid accurs in a similar fashion resulting in formation of double strand or ladder polymers of high molecular weight which can be extruded into fibers. These new ladder polymers have a high degree of thermal stability and contain at least one dimethylaminocarbonyl group for each unit in the polymer chain. The polymers appear to be hydroscopic.

Subject Categories:

  • Organic Chemistry
  • Polymer Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE