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US 2012/0121911 A1Published application
Polyhydroxy ketal ester adducts, methods of manufacture and uses thereof
AssigneeSegetis, Inc.
InventorsBrian D. Mullen, Marc D. Scholten, Dorie J. Yontz, Cora M. Leibig, Matthew J. Tjosaas
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Abstract
Disclosed herein is a polyhydroxy ketal adduct obtained by the esterification of a hydrocarbon polyol by at least 1.5 equivalents of a ketocarboxy to produce an intermediate ketocarboxylic ester. The intermediate polyketocarboxylic ester is then ketalized to produce the polyhydroxyketal adduct, which can be used to provide a polymeric composition.
Claims49
A method for the manufacture of a polyhydroxy ketal adduct I
- wherein
- G is a polyester, polyether, polycarbonate, or C2-32 hydrocarbylene group having a valence of t, wherein t=2-12,
- each R2 is independently C1-6 alkyl,
- each R3, R4, and R6 is each independently hydrogen, C1-6 alkyl, —OR8 wherein
- R8 is C1-4 alkyl, or —C(O)R9 wherein R9 is C1-4 alkyl,
- each R7 is independently C1-6 alkylene, or C1-6 alkylene substituted with one —OR8 group wherein R8 is C1-3 alkyl, or —C(O)R9 wherein R9 is C1-2 alkyl,
- each a is independently=0-3,
- each b is independently=0-1,
- each m is independently=1-50,
- p=0-11,
- q−n=0-10, and
- n=1-12, provided that p+n≧2, q≧n, and p+(q−n)+n=t, wherein t=2-12, and is the valence of G,
- the method comprising
- (a) esterifying a polyol II,
- G-[OH]t II
- with a ketocarboxy compound III
- wherein L is hydroxy, halide, —OC(═O)R11, or —OR11 wherein R11 is a C1-3 alkyl,
- in the presence of an esterification catalyst, to form a ketocarboxylic ester IV
- wherein p=0-11 and q=1-12, provided p+q≧2, and p+q=t;
- and
- (b) ketalizing ketocarboxylic ester IV with an excess of polyol V
- in the presence of a ketalization catalyst to provide the ketal adduct I.
19 more elements
A composition comprising
- essentially no transition metal;
- and
- a polyhydroxy ketal adduct I
- wherein
- G is a polyester, polyether, polycarbonate, or C2-32 hydrocarbylene group, each having a valence of t, wherein t=2-12,
- each R2 is independently C1-6 alkyl,
- each R3, R4, and R6 is each independently hydrogen, C1-6 alkyl, —OR8 wherein R8 is C1-C4 alkyl, or —C(O)R9 wherein R9 is C1-4 alkyl,
- each R7 is independently C1-6 alkylene or C1-6 alkylene substituted with one —OR8 group wherein R8 is C1-3 alkyl, or —C(O)R9 wherein R9 is C1-2 alkyl,
- each a is independently=0-3,
- each b is independently=0-1,
- each m is independently=1-50,
- p=0-11,
- q−n=0-10, and
- n=1-12, provided that p+n≧2, q≧n, and p+(q−n)+n=t.
11 more elements
Dependencies are inferred from the claim text.