Ethylene Glycol → Maleic Anhydride

HRID 259381Notes

Reaction equation

[N-]=[C:2]=[O:3].[C:4]1(=[O:11])NCCC[CH2:6][CH2:5]1.[CH2:12]([OH:15])[CH2:13][OH:14]>>[C:2]1(=[O:3])[O:11][C:4](=[O:14])[CH:5]=[CH:6]1.[CH2:4]([OH:11])[CH2:5][CH2:13][CH2:12][OH:15]

Participants

Reactant 3

HCID 174Ethylene Glycol

HCID 7768Caprolactam

HCID 105034Isocyanate

Product 2

HCID 7923Maleic Anhydride

HCID 80641,4-Butanediol

Procedure

This Example demonstrates a new, interesting isocyanate polyaddition and vinyl copolymerization according to the invention using a multicomponent mixture of 1 mol of ε-caprolactam, 0.5 mol of ethylene glycol, and 1 mol of the semi-ester formed from 1 mol of maleic acid anhydride and 1 mol of 1,4-butane diol. The heat effect of the NCO-polyaddition reaction in the presence of radical formers is entirely adequate to initiate substantially quantitative vinyl polymerization or alternating copolymerization with the maleic acid semi-ester segments, incorporated through NCO-reactions, corresponding to the formula: ##STR54## in the presence of styrene.

Sources & evidence

ORD record: ord-d16a901a09314f29a7aa6a2f0c8079ae
Source dataset: uspto-grants-1977_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04038198

Reaction notes

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