Acrylated maleic-modified rosin ester and method of preparation
AssigneeSun Chemical Corporation
InventorKai-Uwe Gaudl
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Abstract
A two-step method for introducing acrylic functions into high molecular weight natural resins, under mild conditions, without the risk of gellation, wherein an acrylated natural resin ester is prepared by esterifying one or more of the sterically hindered hydroxy groups of the natural resin ester in an inert solvent with a 3-halopropionic acid, to form a 3-haloproprionate ester of the natural resin ester and dehydrohalogenated the 3-halopropionate ester by reacting it with an organic base.
Claims20
An acrylated maleic-modified rosin ester comprising:
- a maleic-modified rosin ester moiety and one or more acrylate moieties connected directly to the maleic-modified rosin ester moiety through an ester linkage;
- and, optionally, one or more hydroxy moieties;
- wherein a degree of esterification with regard to said ester linkage in the acrylated maleic-modified rosin ester is about 30 equivalent % or more and the acrylated maleic-modified rosin ester is substantially free of polymerized acrylate moieties.
An acrylated maleic-modified rosin ester composition substantially free of polymerized acrylate moieties and made by the process comprising the steps of:
- A:
- esterifying one or more sterically hindered hydroxy groups of a maleic-modified rosin ester with 3-halopropionic acid at an esterification temperature of about 100° C. or more to form a 3-halopropionate ester of the maleic-modified rosin ester having a degree of esterification of about 30 equivalent % or more, calculated by dividing the moles of water generated by the moles of 3-haloproprionic acid;
- B:
- reacting the 3-halopropionate ester with an organic base at a second reaction temperature of about 100° C. or less to form the acrylated maleic-modified rosin ester substantially free of polymerized acrylate moieties.
An acrylated maleic-modified rosin ester comprising:
- a maleic-modified rosin ester moiety having a predetermined number of acrylate moieties connected directly to the maleic-modified rosin ester moiety through an ester linkage, wherein a degree of esterification with regard to said ester linkage is about 30 equivalent % or more.
Dependencies are inferred from the claim text.