Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice
Reexamination Certificate
1997-12-18
2001-02-20
Page, Thurman K. (Department: 1615)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Cosmetic, antiperspirant, dentifrice
C424S070100, C424S070900
Reexamination Certificate
active
06190676
ABSTRACT:
The present invention relates to the use of ceramide compounds, which can also be referred to as ceramide-type compounds, in, or for the manufacture of, a hair composition comprising at least one UV screening agent containing at least one sulphonic acid radical, this composition being intended to protect the hair.
It has been known for a long time that light, in particular ultraviolet light, degrades the cosmetic and/or mechanical properties of the hair. The hair then becomes dull, coarse and brittle. In contrast with the skin, the hair becomes lighter in colour.
Substances which make it possible to protect the hair from the degradations caused by atmospheric attacking factors, such as light and heat, have been sought in the cosmetics industry for many years.
In this perspective, it has already been proposed to use the sunscreens that are used for the photoprotection of the skin. However, the structure of the skin and of the hair is very different and the inventors have observed that most of the screening agents used in the skin compositions were not effective at protecting the hair.
It has been proposed to use UV screening agents having a sulphonic group in order to protect the mechanical properties of the hair, in French patent No. 2,627,085. However, these screening agents are typically only effective in large concentrations. At these concentrations, hair treated with these screening agents may feel coarse and charged and may be difficult to disentangle.
The aim of the present invention is to propose compositions which make it possible to protect the hair effectively against attack by UV rays while at the same time providing the hair with good softness and disentangling properties.
The inventors have found, surprisingly and unexpectedly, that the combination of a ceramide compound in a composition comprising a screening agent containing a sulphonic group makes it possible to increase the amount of screening agent applied to the hair and thereby to increase the protection. This increase in the amount applied does not lead to a decrease in the softness or disentangling properties. In contrast, the hair has very good softness and disentangling properties.
The subject of the present invention is a cosmetic hair composition comprising at least one ceramide compound and at least one UV screening agent containing at least one sulphonic acid radical.
One of the subjects of the present invention is the use of ceramide compounds in, or for the manufacture of, a hair composition comprising at least one UV screening agent containing at least one sulphonic acid radical, this composition being intended to protect the hair.
One of the subjects of the present invention is the use of a ceramide compound in a cosmetic hair composition comprising a UV screening agent containing at least one sulphonic acid radical, in order to enhance the application and/or the fixing of the UV screening agent to the hair.
According to the present invention, the term “hair use” is understood to refer to application of the composition to the hair in order to wash and/or treat it.
According to the invention, the UV screening agents containing at least one sulphonic acid radical can be, in particular, sulphonic derivatives of 3-benzylidene-2-camphor and more particularly those of formulae (I), (II), (Ill), (IV) and (V) below:
Formula (I):
in which:
Z denotes a group
wherein
n is equal to 0 or is an integer ranging from 1 to 4 (0≦n≦4),
R
1
represents at least one, identical or different, linear or branched alkyl or alkoxy radicals containing from approximately 1 to approximately 4 carbon atoms
A particularly preferred compound of formula (I) is that corresponding to n=0, namely benzene-1,4-[di(3-methylidenecamphor-10-sulphonic acid)].
Formula (II):
in which:
R
2
denotes a hydrogen atom, a halogen atom, an alkyl radical containing from approximately 1 to approximately 4 carbon atoms or an —SO
3
H radical,
R
3
and R
4
independently denote a hydrogen atom or an —SO
3
H radical, and at least one of the radicals R
2
, R
3
and R
4
denotes the —SO
3
H radical.
Mention may be made, as specific examples of the compounds of formula (II), in which:
R
2
denotes the -SO
3
H radical in the para position of the benzylidenecamphor and R
3
and R
4
each denote a hydrogen atom, that is to say 4-(3-methylidenecamphor)benzenesulphonic acid.
R
2
and R
4
each denote a hydrogen atom and R
3
denotes an —SO
3
H radical, that is to say 3-benzylidenecamphor-10-sulphonic acid.
R
2
denotes a methyl radical in the para position of the benzylidenecamphor, R
4
denotes an -SO
3
H radical and R
3
denotes a hydrogen atom, that is to say 2-methyl-5-(3-methylidenecamphor)benzenesulphonic acid.
R
2
denotes a chlorine atom in the para position of the benzylidenecamphor,
R
4
denotes an —SO
3
H radical and R
3
denotes a hydrogen atom, that is to say 2-chloro-5-(3-methylidenecamphor)benzenesulphonic acid.
R
2
denotes a methyl radical in the para position of the benzylidene camphor, R
4
denotes a hydrogen atom and R
3
denotes an -SO
3
H radical, that is to say 3-(4-methyl)benzylidenecamphor-1 0-sulphonic acid.
Formula (Ill):
in which:
R
5
and R
7
independently denote a hydrogen atom, a hydroxyl radical, a linear or branched alkyl or alkoxy radical containing from approximately 1 to approximately 8 carbon atoms, wherein at least one of the radicals R
5
and R
7
represent a hydroxyl, alkyl or alkoxy radical,
R
6
and R
8
independently denote a hydrogen atom or hydroxyl radical, wherein at least one of the radicals R
6
and R
8
denote a hydroxyl radical.
Mention may be made of specific examples of the compounds of formula (III), in which:
R
5
is a methyl radical, R
6
is a hydrogen atom, R
7
is a tert-butyl radical and R
8
is a hydroxyl radical, that is to say (3-t-butyl-2-hydroxy-5-methyl)benzylidenecamphor-10-sulphonic acid.
R
5
is a methoxy radical, R
6
is a hydrogen atom, R
7
is a tert-butyl radical and R
8
is a hydroxyl radical, that is to say (3-t-butyl-2-hydroxy-5-methoxy)benzylidenecamphor-10-sulphonic acid.
R
5
and R
7
each denote a tert-butyl radical, R
6
denotes a hydroxyl radical and R
8
denotes a hydrogen atom, that is to say (3,5-di-tert-butyl-4-hydroxy)benzylidenecamphor-10-sulphonic acid.
Formula (IV);
in which:
R
9
denotes a hydrogen atom, a linear or branched alkyl radical containing from approximately 1 to approximately 18 carbon atoms, a linear or branched alkenyl radical containing from approximately 3 to approximately 18 carbon atoms, a group
or —(CH
2
CH
2
O)
n
-H, or —CH
2
-CHOH-CH
3
or alternatively a divalent radical: —(CH
2
)
m
— or —CH
2
-CHOH-CH
2
—, n denotes an integer ranging from 1 to 6 (1≦n≦6) and m denotes an integer ranging from 1 to 10 (1≦m≦10),
R
10
denotes a hydrogen atom, an alkoxy radical containing from approximately 1 to approximately 4 carbon atoms or a divalent radical —O— connected to the radical R
9
when the latter is also divalent,
q denotes an integer equal to 1 or 2, it being understood that if q is equal to 2, R
9
must denote a divalent radical,
Y and Y′ independently denote a hydrogen atom or an —SO
3
H radical, at least one of these radicals Y and Y′ being an —SO
3
H radical.
Mention may be made, as specific examples of the compounds of formula (IV), in which:
q is equal to 1, Y and R
10
each denote a hydrogen atom, R
9
denotes a methyl radical and Y′ in position 3 denotes an —SO
3
H radical, that is to say 2-methoxy-5-(3-methylidenecamphor)benzenesulphonic acid.
q is equal to 1, Y denotes an —SO
3
H radical, Y′ denotes a hydrogen atom and R
10
denotes a divalent radical —O— connected to R
9
denoting a methylene radical, that is to say 3-(4,5-methylenedioxy)benzylidenecamphor-10-sulphonic acid.
q is equal to 1, Y denotes an —SO
3
H radical, Y′ and R
10
both denote a hydrogen atom and R
9
denotes a methyl radical, that is to say 3(-4-methoxy)benzylidenecamphor-10-sulphonic acid.
q is equal to 1, Y denotes an —SO
3
H radical, Y′ denotes a hydrogen atom, R
9
denotes a methyl radical and
Cauwet-Martin Daniele
Dubief Claude
Finnegan Henderson Farabow Garrett & Dunner L.L.P.
Howard Sharon
L'Oreal
Page Thurman K.
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