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Multicyclic Poly(ether ketone)s by Polycondensation of 1,3,5‐Tris(4‐fluorobenzoyl)benzene with Various Diphenols
Author(s) -
Kricheldorf Hans R.,
Hobzova Radka,
Vakhtangishvili Lali,
Schwarz Gert
Publication year - 2005
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200500319
Subject(s) - chemistry , bisphenol a , condensation polymer , polymer chemistry , ether , benzene , ketone , bisphenol , polymer , organic chemistry , epoxy
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.