Claims
- 1. A composition applied to skin having increased fragrance retention and fragrance longevity, comprising:
- a) from about 0.01% by weight, of a .beta.-ketoester having the formula: ##STR29## wherein R is alkoxy derived from a fragrance raw material alcohol; R.sup.1, R.sup.2, and R.sup.3 are each independently hydrogen, C.sub.1 -C.sub.30 substituted or unsubstituted linear alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkyl, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkenyl, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkynyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkynyl, C.sub.6 -C.sub.30 substituted or unsubstituted alkylenearyl, C.sub.6 -C.sub.30 substituted or unsubstituted aryl, C.sub.2 -C.sub.20 substituted or unsubstituted alkyleneoxy, C.sub.3 -C.sub.20 substituted or unsubstituted alkyleneoxyalkyl, C.sub.7 -C.sub.20 substituted or unsubstituted alkylenearyl, C.sub.6 -C.sub.20 substituted or unsubstituted alkyleneoxyaryl, and mixtures thereof; provided at least one R.sup.1, R.sup.2, or R.sup.3 is a unit having the formula: ##STR30## wherein R.sup.4, R.sup.5, and R.sup.6 are each independently hydrogen, C.sub.1 -C.sub.30 substituted or unsubstituted linear alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkyl, C.sub.1 -C.sub.30 substituted or unsubstituted linear alkoxy, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkoxy, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkoxy, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkenyl, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkynyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkynyl, C.sub.6 -C.sub.30 substituted or unsubstituted alkylenearyl; or R.sup.4, R.sup.5, and R.sup.6 can be taken together to form C.sub.6 -C.sub.30 substituted or unsubstituted aryl; and mixtures thereof;
- b) from about 0.01% by weight, of one or more adjunct ingredients selected from the group consisting of surfactants, emollients, bactericides, gelling agents, desiccants, propellants, dyes, colorants, ointment bases, lanolin, antiperspirants, mineral oil, talc, abrasives, optical brighteners, phase stabilizing agents, absorbents, and mixtures thereof; and
- c) the balance carriers.
- 2. A composition according to claim 1 comprising from about 0.01% to about 15% by weight of a .beta.-ketoester.
- 3. A composition according to claim 2 comprising from about 1% to about 5% by weight of a .beta.-ketoester.
- 4. A composition according to claim 3 comprising from about 0.1% to about 1% by weight of a .beta.-ketoester.
- 5. A composition according to claim 1 wherein R.sup.1 has the formula: ##STR31## R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are each hydrogen; and R.sup.6 is hydrogen, C.sub.1 -C.sub.16 substituted or unsubstituted linear alkyl, C.sub.3 -C.sub.16 substituted or unsubstituted branched alkyl, and mixtures thereof.
- 6. A composition according to claim 1 wherein R.sup.1 has the formula: ##STR32## R.sup.2 and R.sup.3 are each hydrogen, R.sup.4, R.sup.5 and R.sup.6 are taken together to form C.sub.6 -C.sub.30 substituted or unsubstituted phenyl, naphthyl, and mixtures thereof.
- 7. A composition according to claim 1 wherein said .beta.-ketoester is 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(4-methoxyphenyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(4-nitrophenyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(4-methoxyphenyl)-3-oxo-propionate, (.alpha.,.alpha.-4-trimethyl-3-cyclohexenyl)methyl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(.alpha.-naphthyl)-3-oxo-propionate, cis 3-hexen-1-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 9-decen-1-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(nonanyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(nonanyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-oxo-butyrate, 3,7-dimethyl-1,6-octadien-3-yl 3-oxo-butyrate, 2,6-dimethyl-7-octen-2-yl 3-(.beta.-naphthyl)-3-oxo-2-methylpropionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-2,2-dimethylpropionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-2-methylpropionate, 3,7-dimethyl-2,6-octadienyl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-2,6-octadienyl 3-heptyl-3-oxo-propionate, and mixtures thereof.
- 8. A composition according to claim 7 wherein said .beta.-ketoester is 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-propionate.
- 9. A composition according to claim 1 wherein the adjunct ingredients are selected from the group consisting of dispersents, enzymes, dyes, perfumes, colorants, filler salts, hydrotropes, fluorescers, fabric conditioners, lanolin, hydrolyzable surfactants, preservatives, anti-oxidants, chelants, stabilizers, anti-shrinkage agents, germicides, fungicides, anti corrosion agents, pharmaceutical actives, and mixtures thereof.
- 10. An antiperspirant composition comprising:
- a) from about 0.01% by weight, of a .beta.-ketoester having the formula: ##STR33## wherein R is alkoxy derived from a fragrance raw material alcohol; R.sup.1, R.sup.2, and R.sup.3 are each independently hydrogen, C.sub.1 -C.sub.30 substituted or unsubstituted linear alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkyl, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkenyl, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkynyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkynyl, C.sub.6 -C.sub.30 substituted or unsubstituted alkylenearyl, C.sub.6 -C.sub.30 substituted or unsubstituted aryl, C.sub.2 -C.sub.20 substituted or unsubstituted alkyleneoxy, C.sub.3 -C.sub.20 substituted or unsubstituted alkyleneoxyalkyl, C.sub.7 -C.sub.20 substituted or unsubstituted alkylenearyl, C.sub.6 -C.sub.20 substituted or unsubstituted alkyleneoxyaryl, and mixtures thereof; provided at least one R.sup.1, R.sup.2, or R.sup.3 is a unit having the formula: ##STR34## wherein R.sup.4, R.sup.5, and R.sup.6 are each independently hydrogen, C.sub.1 -C.sub.30 substituted or unsubstituted linear alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkyl, C.sub.1 -C.sub.30 substituted or unsubstituted linear alkoxy, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkoxy, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkoxy, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkenyl, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkynyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkynyl, C.sub.6 -C.sub.30 substituted or unsubstituted alkylenearyl; or R.sup.4, R.sup.5, and R.sup.6 can be taken together to form C.sub.6 -C.sub.30 substituted or unsubstituted aryl; and mixtures thereof;
- b) from about 0.5% to about 35% by weight, of an antiperspirant active;
- c) from about 0.5% to about 25% by weight, of a structuring agent;
- d) from about 10% to about 95% by weight, of a carrier; and
- e) the balance adjunct ingredients.
- 11. A composition according to claim 10 wherein said .beta.-ketoester is 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(4-methoxyphenyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(4-nitrophenyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(4-methoxyphenyl)-3-oxo-propionate, (.alpha.,.alpha.-4-trimethyl-3-cyclohexenyl)methyl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(.alpha.-naphthyl)-3-oxo-propionate, cis 3-hexen-1-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 9-decen-1-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(nonanyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(nonanyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-oxo-butyrate, 3,7-dimethyl-1,6-octadien-3-yl 3-oxo-butyrate, 2,6-dimethyl-7-octen-2-yl 3-(.beta.-naphthyl)-3-oxo-2-methylpropionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-2,2-dimethylpropionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-2-methylpropionate, 3,7-dimethyl-2,6-octadienyl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-2,6-octadienyl 3-heptyl-3-oxo-propionate, and mixtures thereof.
- 12. A method for providing human skin or hair with extended fragrance benefits comprising the step of contacting human skin or hair with a composition comprising:
- a) from about 0.01% by weight, of a .beta.-ketoester having the formula: ##STR35## wherein R is alkoxy derived from a fragrance raw material alcohol; R.sup.1, R.sup.2, and R.sup.3 are each independently hydrogen, C.sub.1 -C.sub.30 substituted or unsubstituted linear alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkyl, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkenyl, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkynyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkynyl, C.sub.6 -C.sub.30 substituted or unsubstituted alkylenearyl, C.sub.6 -C.sub.30 substituted or unsubstituted aryl, C.sub.2 -C.sub.20 substituted or unsubstituted alkyleneoxy, C.sub.3 -C.sub.20 substituted or unsubstituted alkyleneoxyalkyl, C.sub.7 -C.sub.20 substituted or unsubstituted alkylenearyl, C.sub.6 -C.sub.20 substituted or unsubstituted alkyleneoxyaryl, and mixtures thereof; provided at least one R.sup.1, R.sup.2, or R.sup.3 is a unit having the formula: ##STR36## wherein R.sup.4, R.sup.5, and R.sup.6 are each independently hydrogen, C.sub.1 -C.sub.30 substituted or unsubstituted linear alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkyl, C.sub.1 -C.sub.30 substituted or unsubstituted linear alkoxy, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkoxy, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkoxy, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkenyl, C.sub.3 -C.sub.30 substituted or unsubstituted cyclic alkenyl, C.sub.2 -C.sub.30 substituted or unsubstituted linear alkynyl, C.sub.3 -C.sub.30 substituted or unsubstituted branched alkynyl, C.sub.6 -C.sub.30 substituted or unsubstituted alkylenearyl; or R.sup.4, R.sup.5, and R.sup.6 can be taken together to form C.sub.6 -C.sub.30 substituted or unsubstituted aryl; and mixtures thereof;
- b) from about 0.01% by weight, of one or more adjunct ingredients selected from the group consisting of surfactants, emollients, bactericides, gelling agents, desiccants, propellants, dyes, colorants, ointment bases, lanolin, antiperspirants, mineral oil, talc, abrasives, optical brighteners, phase stabilizing agents, absorbents, and mixtures thereof; and
- c) the balance carriers.
- 13. A method according to claim 12 comprising from about 0.01% to about 15% by weight of a .beta.-ketoester.
- 14. A method according to claim 13 comprising from about 1% to about 5% by weight of a .beta.-ketoester.
- 15. A method according to claim 14 comprising from about 0.1% to about 1% by weight of a .beta.-ketoester.
- 16. A method according to claim 12 wherein R.sup.1 has the formula: ##STR37## R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are each hydrogen; and R.sup.6 is hydrogen, C.sub.1 -C.sub.16 substituted or unsubstituted linear alkyl, C.sub.3 -C.sub.16 substituted or unsubstituted branched alkyl, and mixtures thereof.
- 17. A method according to claim 12 wherein R.sup.1 has the formula: ##STR38## R.sup.2 and R.sup.3 are each hydrogen, R.sup.4, R.sup.5 and R.sup.6 are taken together to form C.sub.6 -C.sub.30 substituted or unsubstituted phenyl, naphthyl, and mixtures thereof.
- 18. A method according to claim 12 wherein said .beta.-ketoester is 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(4-methoxyphenyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(4-nitrophenyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(4-methoxyphenyl)-3-oxo-propionate, (.alpha.,.alpha.-4-trimethyl-3-cyclohexenyl)methyl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(.alpha.-naphthyl)-3-oxo-propionate, cis 3-hexen-1-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 9-decen-1-yl 3-(.beta.-naphthyl)-3-oxo-propionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(nonanyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-(nonanyl)-3-oxo-propionate, 2,6-dimethyl-7-octen-2-yl 3-oxo-butyrate, 3,7-dimethyl-1,6-octadien-3-yl 3-oxo-butyrate, 2,6-dimethyl-7-octen-2-yl 3-(.beta.-naphthyl)-3-oxo-2-methylpropionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-2,2-dimethylpropionate, 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-2-methylpropionate, 3,7-dimethyl-2,6-octadienyl 3-(.beta.-naphthyl)-3-oxo-propionate,3,7-dimethyl-2,6-octadienyl 3-heptyl-3-oxo-propionate, and mixtures thereof.
- 19. A method according to claim 18 wherein said .beta.-ketoester is 3,7-dimethyl-1,6-octadien-3-yl 3-(.beta.-naphthyl)-3-oxo-propionate.
- 20. A method according to claim 12 wherein the adjunct ingredients are selected from the group consisting of dispersents, enzymes, dyes, perfumes, colorants, filler salts, hydrotropes, fluorescers, fabric conditioners, lanolin, hydrolyzable surfactants, preservatives, anti-oxidants, chelants, stabilizers, anti-shrinkage agents, germicides, fungicides, anti corrosion agents, pharmaceutical actives, and mixtures thereof.
Parent Case Info
This application claims priority under Title 35, United States Code 119(e) from Provisional Application Ser. No. 60/024,117, filed Aug. 19, 1996, which is a 371 of PCT/US97/14538 filed Aug. 19, 1997.
PCT Information
Filing Document |
Filing Date |
Country |
Kind |
102e Date |
371c Date |
PCT/US97/14538 |
8/19/1997 |
|
|
3/18/1999 |
3/18/1999 |
Publishing Document |
Publishing Date |
Country |
Kind |
WO98/07407 |
2/26/1998 |
|
|
US Referenced Citations (13)
Foreign Referenced Citations (7)
Number |
Date |
Country |
0 786 247 A1 |
Jul 1997 |
EPX |
1923223 |
May 1969 |
DEX |
2509967 |
Mar 1975 |
DEX |
5-230496 |
Sep 1993 |
JPX |
7-179328 |
Jul 1995 |
JPX |
WO 9406441 |
Mar 1994 |
WOX |
WO 9504809 |
Feb 1995 |
WOX |
Non-Patent Literature Citations (3)
Entry |
P.M. Muller, D. Lamparsky Perfumes Art, Science & Technology Blackie Academic & Professional (New York, 1994) "Perfumery Applications: Functional Products", J.K. Funesti. |
Chem. Abstracts #69416, vol. 117, No. 7, Aug. 17, 1992. |
Chem. Abstracts #278389, vol. 119, No. 26, Dec. 27, 1993. |