ISSN:
0887-624X
Keywords:
poly(arylene ether)s
;
poly(arylene thioether)s
;
S-(N,N′-dimethylcarbamate)
;
phthalazinone
;
one-pot polymerization
;
thermal stability
;
heterocyclic ring
;
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A series of new high molecular weight poly(arylene ether)s containing the 1,2-dihydro-4-phenyl(2H)phthalazinone moiety have been synthesized. The inherent viscosities of these polymers are in the range of 0.33-0.64 dL/g. They are amorphous and readily soluble in chloroform, DMF, and DMAc. The glass transition temperatures of the polymers range from 241 to 320°C and the 5% weight loss temperatures in nitrogen atmosphere range from 473 to 517°C. The hydroxy group in the monomer 1,2-dihydro-4-(4-hydroxyphenyl)(2H)phthalazin-1-one has been selectively transformed into the N,N′-dimethylthiocarbamate group, which was then rearranged to give the S-(N,N′-dimethylcarbamate) group via the Newman-Kwart rearrangement reaction. A series of poly(arylene thioether)s containing the 1,2-dihydro-4-phenyl(2H)phthalazinone moiety have also been synthesized via two types of reactions, a N—C coupling reaction and a one-pot reaction between the S-(N,N′-dimethylcarbamate) and activated dihalo compounds, in diphenyl sulfone in the presence of a cesium carbonate and calcium carbonate mixture. These poly(arylene thioether)s also have high glass transition temperatures (ranging from 217-303°C) and high thermal stabilities. Compared with their poly(ether) analogs, the poly(arylene thioether)s have glass transition temperatures several degrees lower, which is attributed to the more flexible C—S—C bonds. © 1998 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 36: 455-460, 1998
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
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