Hair care compositions

Details Hair care compositions Hair care compositions

2002-02-13

2003-04-08

Dodson, Shelley A. (Department: 1616)

Drug, bio-affecting and body treating compositions

Live hair or scalp treating compositions

C424S400000, C424S401000

Reexamination Certificate

active

06544500

ABSTRACT:

BACKGROUND TO THE INVENTION
Hair is often subjected to a wide variety of insults that can cause weakening and damage. These include shampooing, rinsing, drying, heating, combing, styling, perming, colouring, exposure to the elements etc. Thus the hair is often in a dry, rough, lusterless or frizzy condition due to abrasion of the hair surface and removal of the hair's natural oils and other natural conditioning and moisturizing components.
A variety of approaches have been developed to alleviate these conditions. These include the use of ultra mild shampoo compositions, the use of hair conditioning shampoos which attempt to both cleanse and condition the hair from a single product and the use of hair conditioning formulations such as rinse-off, leave-on or heat activated products. See, for example, EP-A-181,773, WO-A-97/35542, WO-A-97/35545, WO-A-97/35546, all of which describe conditioning shampoo compositions.
It has been suggested that amino acids may be used in hair care compositions for providing a variety of benefits. For example, U.S. Pat. No. 4,201,235 describes compositions comprising various amino acids that enhance the luster and softness of the hair. JP-A-57/109711 describes compositions comprising amino acids which improve the combing properties of the hair. DE-A-1,617,477 describes hair tonic with guaranteed hair growth comprising certain amino acids. JP-A-59/078114 describes compositions for imparting a smooth feeling to the hair containing amine oxide compounds and amino acids having an isoelectric point of 7 or lower.
However, it can be difficult to formulate cosmetically acceptable hair care compositions that comprise amino acids. For instance, the water solubility of certain amino acids is such that it is difficult to formulate them into conventional cosmetic compositions without increasing the pH to an unacceptably high level. In addition, some amino acids have an unpleasant odour which consumers find unacceptable.
Surprisingly, it has been found that the compositions of the present invention, comprising certain amino acid derivatives and a cosmetically acceptable carrier, provide the benefits of compositions comprising amino acids while at the same time having reduced negatives in terms of the odour and solubility of the amino acid derivative. In addition, it is possible to formulate cosmetic compositions comprising the amino acid derivatives of the present invention at a cosmetically acceptable pH level.
SUMMARY OF THE INVENTION
According to the present invention there is provided a hair care composition comprising:
(a) at least one compound according to general formula (I):
 wherein;
each X is independently selected from substituted or unsubstituted, saturated or unsaturated carbon;
n is 0-10;
R
1
is selected from hydrogen, alkyl, arylalkyl or alkaryl;
R
2
is selected from:
(i) hydrogen;
(ii) alkyl, preferably C
1
-C
8
alkyl, more preferably C
1
-C
4
alkyl;
(iii) aryl, alkaryl, arylalkyl;
(iv) hydroxyalkyl, hydroxyaryl, hydroxyalkaryl, hydroxyarylalkyl;
(v) —Z
m
—N(R
5
)
2
;
(vi) —Z
m
—Y—C(N(R
5
)
2
)═NR
5
;
(vii) —Z
m
—S—Q;
(viii) —Z
p
—S—S—Z
p
—CR
5
(N(R
5
)
2
)—COOR
6
;
(ix) —Z
m
—COOR
5
;
each m is, independently, 0-8, preferably 1-4;
each p is, independently, 0-2, preferably 0;
each Z is, independently, selected from substituted or unsubstituted, saturated or unsaturated carbon;
Y is selected from a covalent bond and NR
5
;
Q is selected from hydrogen or alkyl;
R
3
is selected from alkyl, aryl, alkaryl, arylalkyl, and —CF
3
;
each R
4
is, independently, selected from hydrogen and alkyl (which can be aliphatic or can be bonded to the R
2
position to form a ring structure);
each R
5
is, independently, selected from hydrogen and alkyl;
R
6
is selected from hydrogen alkyl, aryl, alkaryl, arylalkyl, and —CF
3
; and
(b) a cosmetically acceptable carrier.
The compositions of the present invention provide the benefits of formulations comprising amino acids while at the same time having reduced negatives in terms of the odour and/or solubility. In addition, it is possible to formulate cosmetic compositions comprising the amino acid derivatives of the present invention at a cosmetically acceptable pH level.
The term “alkyl” as used herein, unless otherwise indicated, means carbon containing moiety which may be straight, branched or cyclic; saturated or unsaturated; unsubstituted or substituted. As used herein “cyclic alkyl” means a carbon containing moiety where all or a portion of the total number of carbon atoms are comprised in a ring structure. Cyclic alkyl includes monocyclo-, bicyclo- and tricyclo-alkyl. Cyclic alkyl includes carbon-containing ring structures that comprise one or more heteroatoms. Preferred are cyclic alkyl with one or two heteroatoms. As used herein “heteroatom” means a nitrogen, sulphur or oxygen atom, preferably nitrogen.
Preferred alkyl are as noted in this paragraph unless otherwise provided in specific instances. Preferred alkyl are saturated and unsubstituted. When substituted preferred alkyl substituents are selected from halo, amino, hydroxy, alkoxy, nitro, thio, oxo, and trifluoromethyl, especially amino. As used herein “alkoxy” is —O-alkyl. It is preferred that substituted alkyl be mono-, di- or tri-substituted, especially mono-substituted. Preferred alkyl have from 1 to 12 carbon atoms, more preferably from 1 to 8, even more preferably from 1 to 4.
The term “aryl” as used herein, unless otherwise indicated, means carbon containing ring structures which have delocalised electrons. Aryl includes ring structures that comprise one or more heteroatoms. The preferred heteroatom is nitrogen. If present, it is preferred that there are one or two heteroatoms.
Preferred aryl are as noted in this paragraph unless otherwise provided in specific instances. Preferred aryl are mono-, bi- or tricyclic, especially mono- and bicyclic. Preferred aryl are monosubstituted or unsubstituted. If substituted, preferred substituents are selected from halo, amino, hydroxy, alkoxy, nitro, thio, oxo and trifluoromethyl, especially amino. Preferred aryl groups include, but are not limited to, phenyl, naphthyl, cyclopentadienyl, anthracyl, pyrene, pyridine, pyrimidine.
The term “arylalkyl” as used herein, unless otherwise indicated, means alkyl substituted with aryl.
The term “alkaryl” as used herein, unless otherwise indicated, means aryl substituted with alkyl.
All percentages herein are by weight of the composition unless otherwise indicated. All ratios are weight ratios unless otherwise indicated. Unless otherwise indicated, all percentages, ratios, and levels of ingredients referred to herein are based on the actual amount of the ingredient, and do not include solvents, fillers, or other materials which may be combined with the ingredient in commercially available products.
All documents referred to herein, including all patents, all patent applications and all articles, are hereby incorporated herein by reference in their entirety unless otherwise indicated.
DETAILED DESCRIPTION OF THE INVENTION
The present invention relates to compositions comprising two essential elements, amino acid derivatives of general formula (I) and a cosmetically acceptable carrier. These two elements will be described in more detail below.
Amino Acid Derivatives
The compositions of the present invention must comprise at least one compound according to general formula (I):
In formula (I), each X is independently selected from substituted or unsubstituted, saturated or unsaturated carbon. Preferably the carbon is saturated and unsubstituted. However, if substituted, the substituent is preferably selected from C
1
-C
4
, more preferably C
1
-C
2
, even more preferably C
1
, alkyl.
In formula (I), n is 0 to 10, preferably 0-4, more preferably 0-2, even more preferably 0.
In formula (I), R
1
is selected from hydrogen, alkyl, arylalkyl and alkaryl. Preferably R
1
is selected from hydrogen and alkyl, more preferably hydrogen and methyl, even more preferably hydrogen.
In formula (I), R
2
is selected from hydrogen, alkyl, aryl, arylalkyl, alkaryl, hydr

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