Liquid oligomers containing acrylate unsaturation
AssigneeAshland Inc.
InventorsThomas M. Moy, Laurence Dammann, Roman Loza
Life of this patent
Estimating the term…
Abstract
The liquid oligomeric compositions of this invention are made by the Michael addition reaction of acetoacetate functional donor compounds with multifunctional acrylate receptor compounds where the equivalent ratios of multifunctional acrylate to acetoacetate vary from .gtoreq.1:1 to .gtoreq.13.2:1 depending on the functionality of both multifunctional acrylate and acetoacetate. Unuseable gelled or solid oligomer products occur below the claimed ranges. The liquid oligomers of this invention are further crosslinked to make coatings, laminates and adhesives.
Claims9
A method of making a liquid oligomeric composition, stable for more than one month, having residual pendant unsaturated acrylate groups, useful as a coating when further polymerized in the absence of added photoinitiator, comprising the step of reacting an acetoacetate donor having two, four, six, or eight reactive equivalent functional groups per molecule provided by acetoacetate groups and an excess of acrylate acceptor selected from the group of diacrylate, triacrylate, and tetra-acrylate in the presence of a strong base wherein the reactive equivalent functionality ratios are:
- a) diacrylate:acetoacetate of
- .gtoreq.1:1 where acetoacetate functionality=2
- .gtoreq.4.5:1 where acetoacetate functionality=4
- .gtoreq.4.5:1 where acetoacetate functionality=6,
- .gtoreq.3.5:1 where acetoacetate functionality=8,
- b) triacrylate:acetoacetate of
- .gtoreq.2.25 where acetoacetate functionality=2
- .gtoreq.6.4:1 where acetoacetate functionality=4,
- .gtoreq.7.8:1 where acetoacetate functionality=6,
- .gtoreq.7.4:1 where acetoacetate functionality=8
- c) tetraacrylate:acetoacetate of
- .gtoreq.6. 6 where acetoacetate functionality=2
- .gtoreq.12.3 :1 where acetoacetate functionality=4
- .gtoreq.13.2.1 where acetoacetate functionality=6
- .gtoreq.12.7:1 where acetoacetate functionality=8,
- wherein said diacrylate is selected from the group of
- diethylene glycol diacrylate,
- ethoxylated bisphenol A diacrylate,
- 1.6-hexanediol diacrylate,
- neopentyl glycol diacrylate,
- polyethylene glycol (Mn200) diacrylate,
- polyethylene glycol (Mn400) diacrylate,
- propoxylated neopentyl glycol diacrylate,
- tetraethylene glycol diacrylate,
- triethylene glycol diacrylate,
- tripropylene glycol diacrylate, and
- wherein said triacrylate is selected from the group of
- trimethylolpropane triacrylate,
- ethoxylated trimethylolpropane triacrylate,
- tris (2-hydroxyethyl) isocyanurate triacrylate,
- propoxylated glycerol triacrylate, and
- pentaerythritol triacrylate, and
- wherein said tetraacrylate is pentaerythritol tetraacrylate.
Dependencies are inferred from the claim text.