Polyhydroxy ketal ester adducts, methods of manufacture and uses thereof
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.
1. A composition comprising
essentially no transition metal; and
a polyhydroxy ketal adduct I
wherein
G is a C 2-8 alkylene, C 2-8 alkenylene, C 6-12 arylene, or a (R 12 O) u R 12 — group having 4 to 16 carbon atoms, wherein each R 12 is independently ethylene, 1,3-propylene, or 1,2-propylene, and u=1-7,
each R 2 is independently C 1-3 alkyl,
each R 3 , R 4 , and R 6 is independently hydrogen or C 1-3 alkyl,
each R 7 is independently C 1-6 alkylene,
each a is independently=0-3,
each b is independently=0-1,
each m is independently=1-30,
p=0-9,
q−n=1-8, and
n=1-10, provided that p+n≧2, and q≧n.
2. The composition of claim 1 , wherein
p=0-7,
q−n=1-6, and
n=1-8, provided that p+n≧2, and q≧n.
3. The composition of claim 2 , wherein
G is a C 2-6 alkylene or —(CH 2 CH 2 OCH 2 CH 2 )—,
each m=1 to 5, and
either n=1 and p=1, or n=2 and p=0.
4. The composition of claim 1 , wherein
G is C 2-8 alkylene or a —(R 12 O) u R 12 — group having 4 to 9 carbon atoms wherein each R 12 is independently ethylene, 1,3-propylene, or 1,2-propylene, and u=1-2,
each a is independently 1-2,
each b is independently=0-1, and
each m is independently=1-20.
5. The composition of claim 1 , wherein
G is C 2-6 alkylene or a —(R 12 O) u R 12 — group having 4 to 12 carbon atoms, wherein R 12 is ethylene, or 1,3-propylene and u=1-5,
each m is independently=1-30,
p=0-3, and
n=1-4, provided that n+p=2-4.
6. The composition of claim 5 , wherein
G is C 2-6 alkylene or a —(R 12 O) u R 12 — group having 4 to 10 carbon atoms wherein R 12 is ethylene and u=1-4,
each m is independently 1-20,
p=0-2, and
n=1-3, provided that n+p=2-3.
7. The composition of claim 6 , wherein
G is C 2-6 alkylene or a —(R 12 O) u R 12 — group having 4 to 10 carbon atoms wherein R 12 is ethylene and u=1-4,
each m is independently=1-10,
p=0, and
n=1-3.
8. A polymer composition comprising
a polymer; and
the composition of claim 1 .
9. A polyester comprising ester units derived from polymerization of a carboxylic diacid and the composition of claim 1 .
10. A composition comprising
essentially no transition metal; and
a polyhydroxy ketal adduct I of the formula
wherein
G is a C 2-6 alkylene or —(CH 2 CH 2 OCH 2 CH 2 )—, and
each m is independently=1 to 50;
wherein the composition further comprises
a ketocarboxylic ester (IV),
a hydroxy ketoester (VII),
or a hydroxy ketal ester (VIII),
or a combination comprising at least one of the foregoing, wherein
each R 2 is independently C 1-6 alkyl,
each R 3 , R 4 , and R 6 is each independently hydrogen, C 1-6 alkyl, —OR 8 wherein R 8 is C 1-4 alkyl, or —C(O)R 9 wherein R 9 is C 1-4 alkyl,
each R 7 is independently C 1-6 alkylene, or C 1-6 alkylene substituted with one —OR 8 group wherein R 8 is C 1-3 alkyl, or —C(O)R 9 wherein R 9 is C 1-2 alkyl,
each a is independently=0-3,
each b is independently=0-1,
p=0-11, and
q=1-12, provided p+q≧2 and q+p is the valence of G.
11. The composition of claim 10 , wherein at least one of ketocarboxylic ester IV, hydroxy ketoester VII, or hydroxy ketal ester VIII is present in an amount of greater than zero to 10 wt %, based on a total weight of the composition.