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Multicyclic Poly(ether ketone)s by Polycondensation of 1,3,5-Tris(4-fluorobenzoyl)benzene with Various Diphenols

✍ Scribed by Hans R. Kricheldorf; Radka Hobzova; Lali Vakhtangishvili; Gert Schwarz


Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
393 KB
Volume
206
Category
Article
ISSN
1022-1352

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✦ Synopsis


Abstract

Summary: 1,3,5‐Tris(4‐fluorobenzoyl)benzene (TFBB) was polycondensed with silylated 4,4′‐dihydroxybiphenyl, bisphenol‐A or 4‐tert‐butylcatechol in N‐methylpyrrolidine with K~2~CO~3~ as a promoter. The TFBB/diphenol feed ratio was varied from 1.0:1.0 to 1:0:1.5. Partial cross‐linking was observed with the stiff 4,4′‐dihydroxybiphenyl, even at the 1.0:1.0 ratio. With bisphenol‐A, no gelation took place up to a feed ratio of 1.0:1.3, indicating a high cyclization tendency. With 4‐tert‐butylcatechol, no cross‐linking occurred up to the 1.0:1.5 ratio, proving an even higher cyclization tendency. The formation of cyclic, bicyclic and multicyclic oligo‐ and polyethers was detected by means of MALDI‐TOF mass spectrometry for all reaction products. These results demonstrate that increasing chain stiffness reduces the influence of cyclization. Cyclization proved unavoidable, however, and a high cyclization tendency prevents the formation of hyperbranched and networked structures.
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