Synthesis of aromatic polyesters and polyamides by alternating copolymerizations of 1,4-dicarbonyl-1,4-dihydronaphthalene with bezoquinones and benzoquinone diimines

✍ Scribed by Takahito Itoh; Masahiko Kozaki; Masataka Kubo; Shouji Iwatsuki

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 168 KB
• Volume: 36
• Category: Article
• ISSN: 0887-624X
• DOI: 10.1002/(sici)1099-0518(199808)36:11<1929::aid-pola28>3.0.co;2-f

✦ Synopsis

1,4-Dicarbonyl-1,4-dihydronaphthalene ( 1) was synthesized by the dehydrochlorination reaction of 1,4-dihydronaphthalene-1,4-dicarbonyl chloride with triethylamine and obtained as its very dilute solution, but it easily polymerized in the concentration as high as 0.1 mol/L to give its polymer. 1 generated in situ by the dehydrochlorination reaction of 1,4-dihydronaphthalene-1,4-dicarbonyl chloride in a deoxygenated toluene polymerized alternatingly with benzoquinones such as 2-dodecylthio-p-benzoquinone, 2,5-di( tert-butyl)-p-benzoquinone, p-benzoquinone, and 2,3-dichloro-5,6-dicyano-p-benzoquinone, and with benzoquinone diimines such as N,N-diethoxycarbonylp-benzoquinone diimine, N,N-dibenzoyl-p-benzoquinone diimine, and N,N-diphenylp-benzoquinone diimine to give aromatic polyesters and polyamides, respectively.