KETAL ADDUCTS, METHODS OF MANUFACTURE, AND USES THEREOF
A ketal amide has a structure represented by formula (I): wherein R is hydrogen or C 1-8 alkyl; R 1 is substituted or unsubstituted, saturated or unsaturated C 1-36 alkyl, or an alkylene oxide of the formula (C n H 2n O) p C n H 2n OR a wherein n is 1-4, p is 1-1000 and R a is H or C n H 2n+1 wherein n is 1 to 4, R 2 is hydrogen or C 1-3 alkyl, each R 3 , R 4 , and R 5 is independently hydrogen or C 1-6 alkyl, R 6 is hydrogen or C 1-6 alkyl, R 7 is C 1-6 alkyl substituted with 1-4 hydroxyl groups, a is 0-3, and b is 0-1. Methods to prepare the ketal amide and compositions containing the ketal amide are also disclosed.
1 . A ketal amide of formula (I):
wherein
R is hydrogen or C 1-8 alkyl;
R 1 is substituted or unsubstituted, saturated or unsaturated C 1-36 alkyl, or an alkylene oxide of the formula (C n H 2n O) p C n H 2n OR a wherein n is 1-4, p is 1-1000 and R a is H or C n H 2n+1 wherein n is 1 to 4,
R 2 is hydrogen or C 1-3 alkyl,
each R 3 , R 4 , and R 5 is independently hydrogen or C 1-6 alkyl,
R 6 is hydrogen or C 1-6 alkyl,
R 7 is C 1-6 alkyl substituted with 1-4 hydroxyl groups,
a is 0-3, and
b is 0-1.
2 . The ketal amide of claim 1 , wherein R is hydrogen, R 1 is substituted or unsubstituted, saturated or unsaturated C 8-36 alkyl, PPO, PEO, or mixed PPO-PEO, R 2 is methyl, each R 3 , R 4 , and R 5 is independently hydrogen or C 1-3 alkyl, R 6 is hydrogen, R 7 is C 1-6 alkyl substituted with 1-2 hydroxyl groups, a is 1-3, and b is 0-1.
3 . (canceled)
4 . The ketal amide of claim 1 , having the structure (Ia):
wherein R 1 is an unsubstituted, saturated, or unsaturated C 8-36 alkyl, PPO, PEO, or mixed PPO-PEO.
5 . The ketal amide of claim 1 , wherein R 1 is an unsubstituted, saturated, or unsaturated C 10-20 alkyl, PPO, PEO, or mixed PPO-PEO.
6 . The ketal amide of claim 1 , wherein R 1 is an unsubstituted, saturated, or unsaturated C 12-18 alkyl.
7 . The ketal amide of claim 1 , wherein R 1 is an unsubstituted, saturated C 12-18 alkyl, PPO, PEO, or mixed PPO-PEO.
8 . (canceled)
9 . An emulsion comprising:
a continuous phase;
a discontinuous phase dispersed in the continuous phase; and
a ketal amide of claim 1 .
10 . The emulsion of claim 9 , wherein continuous phase is an aqueous phase or a water phase.
11 . The emulsion of claim 9 , wherein the discontinuous phase is an aqueous phase or a water phase.
12 . The emulsion of claim 9 , comprising from 0.1 to 10 weight percent of the ketal amide, based on the total weight of the emulsion.
13 . (canceled)
14 . A composition comprising the emulsion of claim 9 , where the composition is a personal care composition, a drug delivery composition, a cleaning composition, or a biocide composition.
15 . (canceled)
16 . (canceled)
17 . (canceled)
18 . (canceled)
19 . A composition comprising:
an oil; and
a ketal amide of claim 1 .
20 . The composition of claim 19 , further comprising a biocide active agent, a fragrance, water, or a combination comprising at least one of the foregoing.
21 . (canceled)
22 . (canceled)
23 . A ketocarboxy ester of formula (II):
wherein
R 1 is substituted or unsubstituted, saturated or unsaturated C 8-36 alkyl, PPO, PEO, or mixed PPO-PEO,
R 2 is hydrogen or C 1-3 alkyl,
each R 3 , R 4 , and R 5 is independently hydrogen or C 1-6 alkyl,
R 6 is hydrogen or C 1-6 alkyl,
R 7 is C 1-6 alkyl substituted with 1-4 hydroxyl groups,
a is 0-3, and
b is 0-1.
24 . The ketocarboxy ester of claim 23 , having the structure (IIa) or (IIb):
wherein R 1 is substituted or unsubstituted, saturated or unsaturated C 8-36 alkyl, PPO, PEO, or mixed PPO-PEO.
25 . A ketocarboxy ester of the formula (III):
wherein
X is O or NR b wherein R b is hydrogen or an unsubstituted, saturated, or unsaturated C1-36 alkyl,
R 2 is hydrogen or C 1-3 alkyl,
each R 3 , R 4 , and R 5 is independently hydrogen or C 1-6 alkyl,
R 6 is hydrogen or C 1-6 alkyl,
R 7 is C 1-6 alkyl substituted with 1-4 hydroxyl groups,
R 13 is C 5-30 alkyl substituted with 1-4 hydroxyl groups,
R 14 is R 15 C(O)OR 16 , wherein R 15 and R 16 are C 1-20 alkyl,
a is 0-3, and
b is 0-1.
26 . The ketocarboxy ester of claim 25 , having the structure (IIIa) or (IIIb):
wherein X is O or NR b wherein R b is hydrogen or an unsubstituted, saturated, or unsaturated C 1-36 alkyl, and R 16 is C 1-20 alkyl.
27 . (canceled)
28 . (canceled)
29 . (canceled)
30 . (canceled)
31 . (canceled)
32 . (canceled)
33 . (canceled)
34 . (canceled)
35 . A composition comprising at least one ketal of claim 1 and a solvent.
36 . (canceled)
37 . (canceled)
38 . (canceled)
39 . (canceled)
40 . The composition of claim 35 , wherein the composition is an emulsion, microemulsion, or solution.
41 . (canceled)
42 . (canceled)
43 . The composition of claim 35 , further comprising a pigment or a resin.
44 . (canceled)
45 . (canceled)