Cleaning compositions for solid surfaces – auxiliary compositions – With oxygen – halogen – sulfur – or nitrogen containing or... – Ring in the component
Reexamination Certificate
2000-01-10
2001-01-23
Ogden, Necholus (Department: 1751)
Cleaning compositions for solid surfaces, auxiliary compositions
With oxygen, halogen, sulfur, or nitrogen containing or...
Ring in the component
C510S101000, C510S506000, C549S379000, C568S595000
Reexamination Certificate
active
06177389
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to orthocarbonate pro-fragrance compounds useful in laundry detergent, hard surface cleaning, and personal care compositions for providing extended fragrance benefits. The orthocarbonates described herein are capable of releasing fragrance raw materials over an extended period of time thereby providing to fabric, hard surfaces, and human skin or hair an extended fragrance benefit.
BACKGROUND OF THE INVENTION
Humans have applied scents and fragrances to their skin since antiquity. Originally these aesthetically pleasing materials were commonly isolated in raw form as resins, gums or essential oils from natural sources, inter alia, the bark, roots, leaves and fruit of indigenous plants. These resins, gums, and oils were directly applied to the body or diluted with water or other solvent, including in some cases, wine. With the advent of modern chemistry, individual components responsible for the odor properties of these resins, gums and oils were isolated and subsequently characterized. However, formulators continue to search for materials which when applied to human skin or substrates and surfaces used by humans, will provide a pleasurable odor or scent and sustain that odor or scent for a long period of time.
With regard to laundry detergent compositions, in addition to the removal of stains, dirt, soil, grime, and grease from fabric, formulators have attempted to deliver a “fresh” or “clean” odor to washed clothing to provide an olfactory aesthetic benefit and to serve as a signal that the product is effective. Laundry compositions, including rinse-added fabric softeners and dryer-added substrates, are currently formulated with perfume and fragrance ingredients which are aesthetically pleasing to the consumer but which fail to deliver a prolonged “fragrance” or “pleasurable smell” to the finished, cleaned fabric.
It is well known that mixtures of perfume or fragrance raw materials when deposited on a substrate such as skin or fabric lose intensity and may change character with time, mainly due to factors such as differential evaporation and substrate penetration. Many attempts have been made to minimize these drawbacks, but so far without notable success. Particularly, efforts have been made to prolong the diffusion, as well as to improve other characteristics of fragrance materials, by e.g. increasing the fragrance raw material concentration or by using additives such as silicones, glycerol, polyethylene glycols and so on. Such additions, however, have never been adequate to increase the longevity of the fragrance odor.
Accordingly, there remains a need in the art for pro-fragrances compounds which can be formulated into personal use articles, laundry detergent and hard surface cleaning compositions wherein the “perfume character” is released in a manner which provides for fragrance longevity.
BACKGROUND ART
In addition to the above-cited references, the following relate to the subject matter of fragrance ingredients. U.S. Pat. No. 5,378,468 Suffis et al., issued Jan. 3, 1995; U.S. Pat. No. 5,266,592 Grub et al., issued Nov. 30, 1993; U.S. Pat. No. 5,081,111 Akimoto et al., issued Jan. 14, 1992; U.S. Pat. No. 4,994,266 Wells, issued Feb. 19, 1991; U.S. Pat. No. 4,524,018 Yemoto et al., issued Jun. 18, 1985; U.S. Pat. No. 3,849.326 Jaggers et al., issued Nov. 19, 1974; U.S. Pat. No. 3,779,932 Jaggers et al., issued Dec. 18, 1973; JP 07-179.328 published Jul. 18, 1995; JP 05-230496 published Sep. 7, 1993; WO 96/38528 published Dec. 5, 1996; WO 96/14827 published May 23, 1996; WO 95/04809 published Feb. 16, 1995; and WO 95/16660 published Jun. 22, 1995. In addition, P. M. Muller, D. Lamparsky
Perfumes Art, Science, & Technology
Blackie Academic & Professional, (New York, 1994) is included herein by reference.
SUMMARY OF THE INVENTION
The present invention meets the aforementioned needs in that it has been surprisingly discovered that perfume or fragrance raw materials can be delivered onto fabric “through the wash” via laundry detergent composition or to hard surfaces via a cleaning composition comprising orthocarbonates. In addition, orthocarbonates can be used to suitably deliver perfume and fragrance raw materials to “personal use articles” inter alia deodorants, talcs, lotions, and shampoos. The orthocarbonates are formed from fragrance raw materials and in the case of laundry detergent compositions impart a “fresh” or “clean” aesthetic odor benefit to the fabric. In addition to the short-term pleasurable odor benefits obtainable for fabric or cleaned surfaces, the orthocarbonates according to the present invention continue to release their fragrance raw materials for as long as several weeks depending on the structure of the orthocarbonate.
The orthocarbonates described herein comprise fragrance raw materials in a stable, releasable form. The orthocarbonate-containing laundry detergent compositions of the present invention can comprise any number of orthocarbonates which when taken together are capable of releasing complex perfume fragrances. In addition, the orthocarbonates can be combined with other pro-perfumes or pro-fragrances for delivery of any type of fragrance “characteristic” desired by the formulator.
The first aspect of the present invention relates to laundry detergent compositions which provide a sustained fragrance and freshness benefit to fabric, comprising:
A) at least about 0.01%, preferably from about 0.01% to about 10%, more preferably from about 0.1% to about 1% by weight, of a fragrance delivery system comprising:
i) one or more orthocarbonate pro-fragrances having the formula:
wherein R
1
, R
2
, R
3
, and R
4
are independently C
1
-C
20
linear, branched, or substituted alkyl; C
2
-C
20
linear, branched, or substituted alkenyl; C
5
-C
20
substituted or unsubstituted cyclic alkyl; C
6
-C
20
substituted or unsubstituted aryl, C
2
-C
40
substituted or unsubstituted alkyleneoxy; C
3
-C
40
substituted or unsubstituted alkyleneoxyalkyl; C
6
-C
40
substituted or unsubstituted alkylenearyl; C
6
-C
40
substituted or unsubstituted aryloxy; C
6
-C
40
substituted or unsubstituted alkyleneoxyaryl; or two R
1
, R
2
, R
3
, and R
4
are taken together to form a ring having from 5 to 7 atoms wherein said ring is substituted or unsubstituted; provided:
a) one R
1
, R
2
, R
3
, or R
4
comprises a fragrance raw material having a molecular weight greater than or equal to about 100 g/mol;
b) said orthocarbonate pro-fragrance has a molecular weight greater than or equal to about 300 g/mol;
ii) optionally one or more pro-fragrance materials selected from the group consisting of acetals, ketals, orthoesters, orthophosphates, orthosilicates, and mixtures thereof;
iii) optionally one or more fragrance raw materials;
B) at least about 0.01% by weight, preferably from about 0.1% to about 60%, more preferably from about 0.1% to about 30% by weight, of a detersive surfactant selected from the group consisting of anionic, cationic, nonionic, zwitterionic, ampholytic surfactants, and mixtures thereof, preferably said surfactant is an anionic surfactant; and
C) the balance carriers and adjunct ingredients.
Another aspect of the present invention relates to hard surface cleaning compositions having increased fragrance retention and fragrance longevity on hard surfaces, comprising:
A) at least about 0.01%, preferably from about 0.01% to about 10%, more preferably from about 0.1% to about 1% by weight, of a fragrance delivery system comprising:
i) one or more orthocarbonate pro-fragrances having the formula:
wherein R
1
, R
2
, R
3
, and R
4
are independently C
1
-C
20
linear, branched, or substituted alkyl; C
2
-C
20
linear, branched, or substituted alkenyl; C
5
-C
20
substituted or unsubstituted cyclic alkyl; C
6
-C
20
substituted or unsubstituted aryl, C
2
-C
40
substituted or unsubstituted alkyleneoxy; C
3
-C
40
substituted or unsubstituted alkyleneoxyalkyl; C
6
-C
40
substituted or unsubstituted alkylenearyl; C
6
-C
40
substituted or unsubstituted aryloxy; C
6
-C
40
substituted or unsubstitu
Gray Lon Montgomery
Jones Kyle David
Miracle Gregory Scot
Morelli Joseph Paul
Price Kenneth Nathan
Echler Sr. Richard S.
Hardee John R.
Ogden Necholus
Rasser Jacobus C.
The Procter & Gamble & Company
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