Synthesis of new ordered aromatic polyester copolymers

✍ Scribed by Stevenson, D. R. ;Mulvaney, J. E.

• Book ID: 104536554
• Publisher: Wiley (John Wiley & Sons)
• Year: 1972
• Tongue: English
• Weight: 708 KB
• Volume: 10
• Category: Article
• ISSN: 0449-296X
• DOI: 10.1002/pol.1972.150100917

✦ Synopsis

Abstract

Aromatic polyesters of 3,5‐di‐tert‐butyl‐4‐hydroxybenzoic acid and 3,5‐diisopropyl‐4‐hydroxybenzoic acid were prepared. The polymers were found to be high‐melting but largely insoluble in organic solvents. The polymer based on 3,5‐di‐tert‐butyl‐4‐hydroxy‐benzoic acid was not degraded to monomer by sulfuric acid. A number of new aromatic polyesters were also prepared. Several new monomers for aromatic polyesters were synthesized, including bis(2,5‐di‐tert‐butyl‐4‐carbophenoxyphenyl)terephthalate, m‐ and p‐phenylene bis(3,5‐di‐tert‐butyl‐4‐hydroxybenzoate), bis(2,6‐di‐tert‐butyl‐4‐chlorocarboxyphenyl)terephthalate, and m‐phenylene bis(3,5‐diisopropyl‐4‐hydroxybenzoate). An aromatic polyester prepared from bis(2,6‐di‐tert‐butyl‐4‐chlorocarboxyphenyl) terephthalate and resorcinol had a η~inh~ (trichloroethylene) of 1.05 (0.5%, 30°C) and a possible melting point of 330°C (DSC). Tough, creasable films could be cast from trichloroethylene solution of this polymer. Attempts to observe or to trap the keto‐ketene that might result when 3,5‐di‐tert‐butyl‐4‐hydroxybenzoyl chloride is treated with base were unsuccessful.