Fragrance releasing non-volatile polymeric siloxanes

Drug – bio-affecting and body treating compositions – Anti-perspirants or perspiration deodorants

Reexamination Certificate

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C424S070120, C424S076100, C424S078020, C514S063000, C512S001000, C512S025000

Reexamination Certificate

active

06322777

ABSTRACT:

STATEMENT REGARDING FEDERALLY FUNDED RESEARCH
Not Applicable
FIELD OF THE INVENTION
The present invention relates to non-volatile oligomeric or polymeric siloxanes which may be linear, branched or cross-linked, suitable for use in a variety of applications including personal care formulations, house-hold products, automotive, textiles and molding materials wherein the non-volatile polymeric siloxane has been chemically modified to release a fragrant molecule upon hydrolysis. The present invention further relates to such molecules where the rate of fragrant molecule release is sufficiently slow so that products formulated with the modified polymeric non-volatile siloxane exhibit a desirable fragrance for long periods of time.
BACKGROUND OF THE INVENTION
The slow sustained release of a fragrant molecule is a highly desirable trait in many personal care products. A number of means have been proposed and implemented to achieve this goal. Among these means are dissolving or suspending fragrant compounds in personal care emulsions (U.S. Pat. Nos. 5,525,588; 5,525,555; 5,490,982; and 5,372,806), encapsulation of a fragrant compound (U.S. Pat. Nos. 5,500,223; 5,324,444; 5,185,155; 5,176,903; and 5,130,171), dissolving a fragrant compound into a hydrophobic phase such as a silicone (U.S. Pat. Nos. 5,449,512; 5,160,494 and 5,234,689), incorporation of a fragrant compound into cross-linked polymers (U.S. Pat. Nos. 5,387,622 and 5,387,411), incorporation of fragrant compounds into permeable laminates (U.S. Pat. Nos. 5,071,704 and 5,008,115), incorporation of fragrant compounds into matrices that soften at body temperature (U.S. Pat. No. 4,908,208), incorporation of fragrant compounds into rate controlling membranes (U.S. Pat. No. 4,445,641) and derivatization of silanes with fragrant alcohols to form alkoxy silanes (U.S. Pat. Nos. 4,524,018 and 4,500,725). All of these approaches suffer from one or more of the following problems: 1) the material is not stable in a personal care formulation, 2) the material is not easy or convenient to prepare, or 3) the material does not release the fragrant compound in a slow and sustained fashion.
SUMMARY OF THE INVENTION
The present invention provides for A fragrance releasing siloxane having the formula:
M
f
M
F
g
D
h
D
F
i
T
j
T
F
k
Q
l
where M has the formula R
7
R
8
R
9
SiO
1/2
; M
F
has the formula R
7
R
8
R
F
SiO
1/2
; D has the formula R
10
R
11
SiO
2/2
; D
F
has the formula R
10
R
F
SiO
2/2
; T has the formula R
12
SiO
3
/
2
; T
F
has the formula R
F
SiO
3/2
; and Q has the formula SiO
4/2
where R
7
, R
8
, R
9
, R
10
, R
11
and R
12
are each independently selected for each M, M
F
, D, D
F
, T and T
F
from the group of one to forty carbon atom monovalent alkyl or alkoxy radicals and one to forty carbon atom monovalent aryl or aryloxy radicals where the subscripts f or g are positive, and one or more of the subscripts h, i, j, k or l are positive, subject to the limitation that one of the subscripts g, i, or k is one or greater than one; where R
F
has the formula (R
1
O)
a
(R
2
O)
b
(R
3
O)
c
(R
4
)
d
(R
5
)
e
SiR
U
with R
U
a two to forty atom divalent hydrocarbon radical where R
1
O, R
2
O and R
3
O are each independently fragrant alkoxide moieties, derived from the alcohols R
1
OH, R
2
OH and R
3
OH wherein R
1
OH, R
2
OH and R
3
OH are independently fragrant alcohols with R
4
and R
5
selected from the group consisting of monovalent hydrocarbon radicals having from one to forty carbon atoms and monovalent alkoxy radicals having from one to forty carbon atoms, where the subscript a has a value ranging from 1 to 3 and the subscripts b, c, d, and e have values ranging from 0 to 2 subject to the limitation that a+b+c+d+e=3. The present invention also provides for compositions that comprise a fragrance releasing siloxane. Of particular use are cosmetic compositions that comprise a fragrance releasing siloxane.


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