Drug – bio-affecting and body treating compositions – Live hair or scalp treating compositions – Cationic surfactant containing
Reexamination Certificate
1999-10-12
2001-09-11
Page, Thurman K. (Department: 1615)
Drug, bio-affecting and body treating compositions
Live hair or scalp treating compositions
Cationic surfactant containing
C424S070190, C424S070270, C424S070310
Reexamination Certificate
active
06287547
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to a hair treatment composition.
PRIOR ART
The so-far known organic acid quaternary ammonium salts for hair treatment compositions are long-chain alkyl-containing quaternary ammonium salts having a carboxylic acid, a sulfonic acid or a phosphoric acid as the counter ion (JP Kokai Publication H08-208443).
These quaternary ammonium salts, however, cannot be said to be entirely satisfactory in respect of biodegradability, low irritation in humans and performance characteristics (smooth flow of hair, feel after use, typically feel of moistness), although they have been improved as compared with the earlier chloride salts. They have further disadvantages to be overcome; for instance, they fail to increase the product viscosity and are poor in emulsion stability or can hardly be emulsified.
The present inventors made intensive investigations in an attempt to solve those problems and, as a result, found that hair treatment compositions comprising a quaternary ammonium salt of an amino acid, in which the counter ion to the quaternary ammonium is an amino acid anion, are very satisfactory in biodegradability and performance characteristics, insure an increased product viscosity and are excellent in emulsion stability as well. The present invention has been accomplished on the basis of the above findings.
SUMMARY OF THE INVENTION
The present invention is directed to a hair treatment composition which comprises an aqueous solution or an aqueous dispersion of at least one quaternary ammonium salt (A) represented by the general formula (I):
wherein
R
a
represents an organic group containing 6 to 32 carbon atoms,
R
b
and R
c
are the same or different and each represents an organic group containing 1 to 32 carbon atoms,
R
d
represents an organic group containing 1 to 4 carbon atoms and
Q
−
represents an amino acid anion.
As examples of the organic group, there may be mentioned, alkyl, alkenyl, hydroxyalkyl, alkylene, alkenylene, hydroxyalkylene, ester, and amide group, among others.
Preferable quaternary ammonium salts (A) include (A1), (A2) and (A3) as follows.
A quaternary ammonium salt (A1) represented by the general formulas (1)
wherein
R
1
represents an alkyl group containing 6 to 28 carbon atoms, an alkenyl group containing 6 to 28 carbon atoms or a hydroxyalkyl group containing 6 to 28 carbon atoms,
R
2
and R
3
are the same or different and each represents an alkyl group containing 1 to 28 carbon atoms, an alkenyl group containing 2 to 28 carbon atoms or a hydroxyalkyl group containing 2 to 28 carbon atoms,
R
4
represents an alkyl group containing 1 to 4 carbon atoms or a hydroxyalkyl group containing 2 to 4 carbon atoms and
Q
−
represents an amino acid anion.
The quaternary ammonium salt (A2) represented by the general formula (2):
wherein
X
1
represents an ester group,
R
5
represents an alkyl, alkenyl or hydroxyalkyl group and R
6
represents an alkylene, alkenylene or hydroxyalkylene group, the sum of carbon atoms contained in R
5
and R
6
being 6 to 32,
R
7
and R
8
are the same or different and each represents a group of the formula R
5
—X
1
—R
6
— (in which R
5
, X
1
and R
6
are as defined above), an alkyl group containing 1 to 4 carbon atoms or a hydroxyalkyl group containing 2 to 4 carbon atoms,
R
9
represents an alkyl group containing 1 to 4 carbon atoms or a hydroxyalkyl group containing 2 to 4 carbon atoms and
Q
−
represents an amino acid anion.
The quaternary ammonium salt (A3) represented by the general formula (3):
wherein
X
2
represents an amide group,
R
13
represents an alkyl, alkenyl or hydroxyalkyl group and R
14
represents an alkylene, alkenylene or hydroxyalkylene group, the sum of carbon atoms contained in R
13
and R
14
being 6 to 32,
R
10
and R
11
are the same or different and each represents a group of the formula R
13
—X
2
—R
14
— (in which R
13
, X
2
and R
14
are as defined above), a group of the formula R
5
—X
1
—R
6
— (in which X
1
represents an ester group, R
5
represents an alkyl, alkenyl or hydroxyalkyl group and R
6
represents an alkylene, alkenylene or hydroxyalkylene group, the sum of carbon atoms contained in R
5
and R
6
being 6 to 32), an alkyl group containing 1 to 4 carbon atoms or a hydroxyalkyl group containing 2 to 4 carbon atoms,
R
12
represents an alkyl group containing 1 to 4 carbon atoms or a hydroxyalkyl group containing 2 to 4 carbon atoms and
Q
−
represents an amino acid anion.
In the following, the present invention is described in detail.
DETAILED DESCRIPTION OF THE INVENTION
The hair treatment composition of the present invention comprises the quaternary ammonium amino acid salt (A) as essential component.
The quaternary ammonium amino acid salt (A1) to be used in the hair treatment composition of the present invention is represented by the above general formula (1).
In said general formula (1), R
1
represents an alkyl group containing 6 to 28 carbon atoms, an alkenyl group containing 6 to 28 carbon atoms or a hydroxyalkyl group containing 6 to 28 carbon atoms. As examples of such group, there may be mentioned, among others, hexyl, heptyl, octyl, nonyl, dodecyl, tetradecyl, hexadecyl, octadecyl, docosyl, 2-ethylhexyl, 2-hexyldecyl, 2-octylundecyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, dodecenyl, tetradecenyl, hexadecenyl, octadecenyl and hydroxyoctadecyl. If the number of carbon atoms in such group is 5 or less, the feel of hair will be poor and the irritation to skin or the like tends to increase. If such group contains 29 or more carbon atoms, the emulsifiability may be poor in some instances. Among such groups as mentioned above, those groups containing 12 to 24 carbon atoms are preferred and those groups containing 16 to 24 carbon atoms are more preferred because they can provide hair with a moist feel.
In the above general formula (1), R
2
and R
3
are the same or different and each is an alkyl group containing 1 to 28 carbon atoms, an alkenyl group containing 2 to 28 carbon atoms or a hydroxyalkyl group containing 2 to 28 carbon atoms. As examples of such group, there may be mentioned, among others, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, dodecyl, tetradecyl, hexadecyl, octadecyl, docosyl, 2-ethylhexyl, 2-hexyldecyl, 2-octylundecyl, ethenyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, dodecenyl, tetradecenyl, hexadecenyl, octadecenyl, hydroxyethyl, hydroxypropyl, hydroxybutyl and hydroxyoctadecyl. If such group contains 29 or more carbon atoms, the emulsifiability may be poor in certain instances. Among such groups as mentioned above, those groups containing 1 to 24 carbon atoms are preferred and those alkyl groups containing 1 to 4 carbon atoms or those hydroxyalkyl groups containing 2 to 4 carbon atoms are more preferred because of better feel of hair after use of the composition and/or good emulsifiability at 50° C.
In the above general formula (1), R
4
is an alkyl group containing 1 to 4 carbon atoms or a hydroxyalkyl group containing 2 to 4 carbon atoms. As said alkyl group containing 1 to 4 carbon atoms, there may be mentioned, among others, methyl, ethyl, propyl and butyl. As said hydroxyalkyl group containing 2 to 4 carbon atoms, there may be mentioned, for example, hydroxyethyl, hydroxypropyl and hydroxybutyl. Among them, methyl, ethyl and hydroxyethyl are preferred from the cost viewpoint.
The quaternary ammonium amino acid salt (A1) mentioned above is constituted of the quaternary ammonium (a1) represented by the general formula derived from the above general formula (1) by removing the counter ion Q
−
, and the amino acid anion represented by Q
−
. The quaternary ammonium (a1) may be any one represented by said general formula derived from the general formula (1) by removal of the counter ion Q
−
and specifically includes, for example, those combinations of R
1
to R
4
which are shown below in Table 1 under (1) to (15).
TABLE 1
No.
R
1
R
2
R
3
R
4
(1)
C
8
H
7
CH
3
CH
3
C
2
H
4
(2)
C
12
H
25
CH
3
CH
3
C
2
H
4
(3)
C
16
H
Kasai Masahiro
Oota Atsushi
Sato Shin
Wakahara Yoshiyuki
Connolly Hove Lodge & Hutz
McQueeney P. E.
Page Thurman K.
Sanyo Chemical Industries Ltd.
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