Liquid uncrosslinked Michael addition oligomers prepared in the presence of a catalyst having both an epoxy moiety and a quaternary salt
AssigneeAshland Inc.
InventorsLaurence G. Dammann, Michael L. Gould
Life of this patent
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Abstract
The uncrosslinked liquid oligomeric compositions of this invention are made by the Michael addition reaction of acetoacetate-functional donor compounds with multifunctional acrylate acceptor compounds where the equivalent ratios of multifunctional acrylate to acetoacetate vary from ≧1:1 to ≧13.2:1 depending on the functionality of both multifunctional acrylate and acetoacetate in the presence of a catalyst comprising an epoxy moiety and a quaternary salt. Unusable gelled or cured oligomer products occur below the claimed ranges. The liquid oligomers of this invention are further crosslinked to make coatings, laminates and adhesives.
Claims24
A liquid oligomeric composition, comprising an uncrosslinked Michael addition reaction product of;
- a) a diacrylate, triacrylate, and/or tetraacrylate Michael acceptor, and
- b) a Michael donor, having equivalent ratios of
- i) diacrylate:Michael donor of
- ≧1:1 where the donor functionality=2
- ≧4.5:1 where the donor functionality=4
- ≧4.5:1 where the donor functionality=6,
- ≧3.5:1 where the donor functionality=8,
- ii) triacrylate:Michael donor of
- ≧2.25:1 where the donor functionality=2
- ≧6.4:1 where the donor functionality=4,
- ≧7.8:1 where the donor functionality=6,
- ≧7.4:1 where the donor functionality=8,
- iii) tetraacrylate:Michael donor of
- ≧6.6:1 where the donor functionality=2
- ≧12.3:1 where the donor functionality=4
- ≧13.2:1 where the donor functionality=6
- ≧12.7:1 where the donor functionality=8,
- where the reaction product of the di-, tri- and/or tetraacrylate acceptor and Michael donor is formed in the presence of a catalyst system comprising an epoxy moiety and a quaternary salt.
A method of making a liquid oligomeric composition, comprising the steps of reacting a Michael donor having two, four, six, or eight reactive functional groups per molecule with a Michael acceptor selected from the group consisting of diacrylate, triacrylate, and tetra-acrylate, in the presence of a catalyst system comprising an epoxy moiety and a quaternary salt, where the reactive equivalent functional ratios are:
- i) diacrylate:Michael donor of
- ≧1:1 where the donor functionality=2
- ≧4.5:1 where the donor functionality=4
- ≧4.5:1 where the donor functionality=6,
- ≧3.5:1 where the donor functionality=8,
- ii) triacrylate:Michael donor of
- ≧2.25:1 where the donor functionality=2
- ≧6.4:1 where the donor functionality=4,
- ≧7.8:1 where the donor functionality=6,
- iii) tetraacrylate:Michael donor of
- ≧6.6:1 where the donor functionality=2
- ≧12.3:1 where the donor functionality=4
- ≧13.2:1 where the donor functionality=6
- ≧12.7:1 where the donor functionality=8.
Dependencies are inferred from the claim text.