Glycol co-esters of drying-oil fatty acids and vinyl carboxylic acids made via biphasic catalysis and resulting products
US5750751A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Nov 1, 1996 |
| Grant date | May 12, 1998 |
| Priority date | — |
| Expiry date | Nov 1, 2016 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C67/08
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Glycol co-esters of drying-oil fatty acids and polymerizable unsaturated carboxylic acids are formed by a novel bi-phase catalysis in liquid-liquid or liquid-solid dispersions. The co-esters form directly from drying-oil acids and partial glycol esters of vinylic carboxylic acids, or vice versa. Complete removal of the by-produced water by distillation is unnecessary and the commonly encountered side reactions of direct esterification are suppressed since reaction temperatures can be as low as ambient. The expensive acid chlorides or anhydrides combined with acid acceptors, previously used to prepare such co-esters, are circumvented along with the by-produced hydrochlorides or carboxylates which must be recovered and disposed in an environmentally acceptable way. The co-esters formed here are useful in free radical copolymerizations that provide novel film-forming polymers capable of cross-linig when dried in air. They can be formed in bulk, solution or as latexes. When the carbinol-bearing structure of the co-ester is polymeric, novel polymers are produced having both pendant polymerizable vinyl carboxylate and drying-oil structures that rapidly air-cure at ambient temperature.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.