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Anionic copolymerization of cyclic ethers with cyclic anhydrides

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Anionic Polymerization

Part of the book series: Advances in Polymer Science ((POLYMER,volume 56))

Abstract

This article summarizes and analyzes the results obtained for the anionic copolymerization of cyclic ethers with cyclic anhydrides. This reaction is of great practical importance, especially as curing reaction of epoxy resins and is also used for the preparation of linear polyesters with special functional pendant groups.

Our attention was concentrated mainly on the kinetics and mechanisms of copolymerization, the effect of epoxide and anhydride structure in copolymerization, the effect of type and structure of initiatior on the rate, and the course of copolymerization. The probable mechanisms are discussed. The copolymerization in the presence of proton-donor compounds as well as the effect of protondonors are also considered. For a better understanding of the processes, data and theoretical views on the non-catalyzed reaction are included.

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Abbreviations

BA:

benzoic acid

BuE-PA:

monobutylester of phthalic acid

BE-HET:

monobenzylester of hexachloroendomethylenetetrahydrophthalic acid

BE-HHPA:

monobenzylester of hexahydrophthalic acid

BE-MA:

monobenzylester of maleic acid

BE-PA:

monobenzylester of phthalic acid

BE-SA:

monobenzylester of succinic acid

CA:

citraconic anhydride

CHX:

cyclohexanol

DMA:

N,N-dimethylaniline

DMBA:

dimethylbenzylamine

DY 062:

high boiling tertiary amine (Ciba Geigy AG)

GA:

glutaric anhydride

HEB:

2-hydroxy-4-(2,3-epoxypropoxy)benzophenone

HHPA:

hexahydrophthalic anhydride

HMTA:

hexamethylenetetramine

MA:

maleic anhydride

MTHPA:

methyltetrahydrophthalic anhydride

NMA:

nadic methyl anhydride (methylbicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride isomers)

PA:

phthalic anhydride

PGE:

phenylglycidyl ether

PLA:

palmitic acid

p-CH3 PGE:

p-methylphenylglycidyl ether

p-Cl PGE:

p-chlorophenylglycidyl ether

p-CO2CH3 PGE:

p-acetyloxyphenylglycidyl ether

p-NO2 PGE:

p-nitrophenylglycidyl ether

p-OCH3 PGE:

p-methoxyphenylglycidyl ether

SA:

succinic anhydride

TAP:

tris-2,4,6-dimethylaminomethylphenol

TBA:

tri-n-butylamine

TEA:

triethanolamine

THA:

tri-n-hexylamine

THPA:

tetrahydrophthalic anhydride

X 157/2378:

liquid acid anhydrides of acid number 392 (Ciba Geigy AG)

DGEBA:

diglycidyl ether of bisphenol A-based epoxy resin of epoxy content 0.52 eq./100 g

ED-5:

Soviet epoxy resin with epoxy content of 20 wt-%

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Lustoň, J., Vašš, F. (1984). Anionic copolymerization of cyclic ethers with cyclic anhydrides. In: Anionic Polymerization. Advances in Polymer Science, vol 56. Springer, Berlin, Heidelberg. https://doi.org/10.1007/BFb0024121

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  • DOI: https://doi.org/10.1007/BFb0024121

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