Drug – bio-affecting and body treating compositions – Live hair or scalp treating compositions
Reexamination Certificate
2000-07-14
2003-01-14
Page, Thurman K. (Department: 1615)
Drug, bio-affecting and body treating compositions
Live hair or scalp treating compositions
C424S070120
Reexamination Certificate
active
06506371
ABSTRACT:
BACKGROUND OF THE INVENTION
The present invention relates to compositions for personal care products. More particularly, the present invention relates to silicone compositions which achieve conditioning benefits in hair care products.
Silicones are widely used in hair care products due to the conditioning benefit that they impart to hair. By modem day technology, the silicone is deposited on hair during the application process but is held only by weak physical forces, such as hydrogen bonding or van der Waals interactions. Generally, conditioning benefits are attributed to the deposition of high molecular weight, high viscosity fluids and gums which can weigh down the hair. Because the interactive forces are weak, the benefits of silicone by deposition are short lived. Beneficial conditioning effects can also be caused by treating hair with silanol capped amino-functionalized silicones. These can undergo condensation cure reactions on hair to form somewhat durable films.
It is widely known by those skilled in the art that covalent bonding is one key to “permanent” hair treatment. Processes which alter the structure of the hair, such as permanent wave and color treatment methods, do provide longer lasting effects. These processes include glycolate reduction and peroxide reoxidation. A significant disadvantage of these processes is that they are very damaging to hair and can only be carried out infrequently.
Gough et al. in U.S. Pat. Nos. 5,523,080 and 5,525,332 describe the synthesis of silicone-azlactone polymers which exhibit covalent bonding and “permanent” conditioning benefit. Gough et al. discuss incorporating an azlactone-functionalized copolymer which consists of vinylazlactone and methacryloyl polydimethylsiloxane monomers into a silicone-active group-hair structure. The hair treatment using the silicone-azlactone polymers did not consist of the steps of reduction with a glycolate or reoxidation with peroxide.
It is desirable to produce silicone compositions which can be used to treat damaged hair and provide durable benefits. Thus, silicone products are constantly being sought which can both covalently bond to hair as well as impart hair care benefits appreciated by consumers.
BRIEF SUMMARY OF THE INVENTION
The present invention provides a composition and method for making a silicone composition which comprises at least one polysiloxane or silicone resin, at least one molecular hook, and at least one linker wherein the linker comprises at least one moiety of the formulas (I), (II), (III), (IV), (V), or (VI):
wherein r is in a range between about 1 and about 10;
wherein s is in a range between about 0 and about 100;
wherein t is in a range between about 0 and about 100;
wherein u is in a range between about 1 and about 10;
wherein v is in a range between about 1 and about 10;
wherein w is 1 or 2;
wherein x is 1 or 2;
wherein X is O, NOH, NOR. or NR;
wherein R is independently at each occurrence hydrogen (H), C
1-22
alkyl, C
1-22
alkoxy, C
2-22
alkenyl, C
6-14
aryl, C
6-22
alkyl-substituted aryl, or C
6-22
aralkyl where the C can be unsubstituted or substituted with heteroatoms such as oxygen (O), nitrogen (N), sulfur (S) or halogen;
wherein R
44
is independently at each occurrence hydrogen (H), C
1-22
alkyl, C
1-22
alkoxy, C
2-22
alkenyl, C
6-14
aryl, C
6-22
alkyl-substituted aryl, C
6-22
aralkyl, or fused ring system which may or may not be fused to the phenyl group where the C can be unsubstituted or substituted with heteroatoms such as O, N, S or halogen;
A=O, NOH, NOR, NR or S:
B=O, NOH, NOR, NR or S:
and where the polysiloxane or the silicone resin is bound to the (CR
2
)
r
(Formula I, II, IV, and V) or (CR
2
)
v
(Formula III and VI).
The present invention includes a silicone composition having the formula:
M
a
M′
b
D
c
D′
d
T
e
T′
f
Q
g
where the subscripts a, b, c, d, e, f and g are zero or a positive integer object to the limitation that the sum of the subscripts b, d and f is one or greater; where M has the formula:
R
39
3
SiO
1/2
,
M′ has the formula:
(Z—Y)R
40
2
SiO
1/2
,
D has the formula:
R
41
2
SiO
2/2
,
D′ has the formula:
(Z—Y)R
42
SiO
2/2
,
T has the formula:
R
43
SiO
3/2
,
T′ has the formula:
(Z—Y)SiO
3/2
,
and Q has the formula SiO
4/2
, where each R
39
, R
40
, R
41
, R
42
, R
43
is independently at each occurrence a hydrogen atom, C
1-22
alkyl, C
1-22
alkoxy, C
2-22
alkenyl, C
6-14
aryl, C
6-22
alkyl-substituted aryl, or C
6-22
aralkyl which groups may be halogenated, for example, fluorinated to contain fluorocarbons such as C
1-22
fluoroalkyl, or may contain amino groups to form aminoalkyls, for example aminopropyl or aminoethylaminopropyl, or may contain polyether units of the formula (CH
2
CHR
45
O)
k
where R
45
is CH
3
or H and k is in a range between about 4 and about 20; Z, independently at each occurrence, represents a molecular hook; and Y, independently at each occurrence, represents a linker. The term “alkyl” as used in various embodiments of the present invention is intended to designate both normal alkyl, branched alkyl, aralkyl, and cycloalkyl radicals. Normal and branched alkyl radicals are preferable those containing in a range between about 1 and about 12 carbon atoms, and include as illustrative non-limiting examples methyl, ethyl, propyl, isopropyl, butyl, tertiary-butyl, pentyl, neopentyl, and hexyl. Cycloalkyl radicals represented are preferably those containing in a range between about 4 and about 12 ring carbon atoms. Some illustrative non-limiting examples of these cycloalkyl radicals include cyclobutyl, cyclopentyl, cyclohexyl, methylcyclohexyl, and cycloheptyl. Preferred aralkyl radicals are those containing in a range between about 7 and about 14 carbon atoms; these include, but are not limited to, benzyl, phenylbutyl, phenylpropyl, and phenylethyl. Aryl radicals used in the various embodiments of the present invention are preferably those containing in a range between about 6 and about 14 ring carbon atoms. Some illustrative non-limiting examples of these aryl radicals include phenyl, biphenyl, and naphthyl. An illustrative non-limiting example of a halogenated moiety suitable is trifluoropropyl.
DETAILED DESCRIPTION OF THE INVENTION
The present invention comprises a silicone composition which includes at least one polysiloxane or silicone resin, at least one linker, and at least one molecular hook. The linker is bound to both a molecular hook and to an atom of a polysiloxane or silicone resin. Preferably the linker is bound to a polysiloxane or silicone resin through a silicon (Si), carbon (C), oxygen (O), nitrogen (N), or sulfur (S) atom, and most preferably through a silicon atom. When more than one linker is present, it is also contemplated that linkers may be bound to a polysiloxane or silicone resin through more than one type of atom, for example through both silicon and carbon atoms.
The present invention includes at least one polysiloxane or silicone resin having the formula:
M
a
M′
b
D
c
D′
d
T
e
T′
f
Q
g
where the subscripts a, b, c, d, e, f and g are zero or a positive integer, subject to the limitation that the sum of the subscripts b, d and f is one or greater; where M has the formula:
R
39
3
SiO
1/2
,
M′ has the formula:
(Z—Y)R
40
2
SiO
1/2
,
D has the formula:
R
41
2
SiO
2/2
,
D′ has the formula:
(Z—Y)R
42
SiO
2/2
,
T has the formula:
R
43
SiO
3/2
,
T′ has the formula:
(Z—Y)SiO
3/2
,
and Q has the formula SiO
4/2
, where each R
39
, R
40
, R
41
, R
42
, R
43
is independently at each occurrence a hydrogen atom, C
1-22
alkyl, C
1-22
alkoxy, C
2-22
alkenyl, C
6-14
aryl, and C
6-22
alkyl-substituted aryl, and C
6-22
aralkyl which groups may be halogenated, for example, fluorinated to contain fluorocarbons such as C
1-22
fluoroalkyl, or may contain amino groups to form aminoalkyls, for example aminopropyl or aminoethylaminopropyl, or may contain polyether units of the formula (CH
2
CHR
45
O)
k
where R
45
is CH
3
or H and k is in a range between about 4 and about 20; Z, independently
Butts Matthew David
Byrne Christopher Michael
Nye Susan Adams
Bennett Bernadette M.
Fubara Blessing
General Electric Company
Johnson Noreen C.
Page Thurman K.
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