Gem-diesters and epoxidized derivatives thereof
AssigneeLoctite Corporation
InventorsJohn G. Woods, Jianzhao Wang, Jean M.J. Frechet
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Abstract
In accordance with the present invention, there are provided gem-diesters and epoxidized derivatives thereof. When cured, thermosets comprising invention gem-diesters and epoxidized derivatives thereof have thermally and/or chemically labile gem-diester groups interspersed throughout the crosslinked network. Thus, thermosets based on invention gem-diesters and epoxidized derivatives thereof can be easily reworked thermally or chemically by treatment with dilute acidic or basic solutions. Further provided by the present invention are adhesive compositions comprising invention gem-diesters and epoxidized derivatives thereof.
Claims55
A gem-diester having the structure:
- 13
- wherein:
- L is optionally substituted hydrocarbyl, hydrocarbylene, heteroatom-containing hydrocarbyl, or heteroatom-containing hydrocarbylene,
- each R is independently selected from optionally substituted hydrocarbyl or heteroatom-containing hydrocarbyl, and
- n is 1 or 2,
- with the proviso that said gem-diester has at least two units of ethylenic unsaturation.
A method for the preparation of an epoxidized gem-diester, comprising
- a) contacting an aldehyde with an anhydride, wherein the aldehyde and the anhydride combined have at least two units of ethylenic unsaturation, in the presence of an acid under conditions suitable to allow an addition reaction to occur between said aldehyde and said anhydride, and
- b) contacting the product of step (a) with an oxidizing agent under conditions suitable to epoxidize said units of ethylenic unsaturation.
Dependencies are inferred from the claim text.