Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice
Reexamination Certificate
1999-04-14
2002-06-04
Jones, Dameron L. (Department: 1619)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Cosmetic, antiperspirant, dentifrice
C424S400000
Reexamination Certificate
active
06399080
ABSTRACT:
This invention has as its subject a homogeneous anhydrous composition comprising in combination at least one fluorous oil and at least one fluorous wax having a carbonaceous skeleton.
This invention also has as its subject makeup or care products containing such anhydrous composition.
The use of fluorous oils in the formulation of cosmetic compositions is sought particularly to the extent that the fluorous oils impart good filmogenic properties and resistance to water and sebum.
Such compositions nonetheless are difficult to achieve, because of the inherent incompatibility of the fluorous oils with numerous polar and apolar hydrocarbonaceous compounds.
Homogeneous combinations of fluorous oils and waxes already have been achieved with the aid of surfactants, but until the present time it has not been possible to obtain in particular fluorous-oil-based anhydrous compositions in the absence of surfactants.
Following numerous studies on various types of compounds, it was found in a surprising and unexpected manner that anhydrous mixtures with complete homogeneity could be achieved by combining certain fluorous oils with at least one fluorous wax having a carbonaceous skeleton.
In addition, it was noted that this particular combination advantageously could constitute the fatty phase of various makeup and care compositions affording in particular an excellent texture and, after application, imparting a considerable softness and a pleasing feel to the skin.
This invention, therefore, has as its subject a homogeneous anhydrous composition or phase comprising in combination at least one fluorous oil and at least one fluorous wax having a carbonaceous skeleton, possibly interrupted by an oxygen atom.
By the term “fluorous wax having a carbonaceous skeleton” is understood a compound solid at room temperature, having a melting point in excess of or equal to approximately 30° C. and containing a number of fluorine atoms preferably in excess of that of the hydrogen atoms, the carbonaceous skeleton possibly being interrupted by at least one oxygen atom. This wax contains only fluorine, hydrogen and carbon, and possibly oxygen, atoms.
By oil is understood a non-aqueous liquid compound, at room temperature (25° C.).
Among the fluorous oils compatible with the fluorous waxes having a carbonaceous skeleton, there may be cited in particular the perfluorous compounds, fluorous silicones, fluoroalkyl and heterofluoroalkyl compounds.
By perfluorous compounds is understood, in accordance with the invention, compounds in which all the hydrogen atoms have been substituted by fluorine atoms.
A—Among the perfluorous compounds corresponding to this definition, there may be cited in particular:
1) the perfluoropolyethers corresponding to the following formulas (I) and (II):
in which:
n is 7 to 30; and
the m/m′ ratio being from 20 to 40, and
the molecular weight being from 500 to 20000.
Among these perfluoropolyethers of formulas (I) and (II), there may be cited respectively the one sold under the name of “Fluortress LN36®” by the company DUPONT, and those sold under the general name of “Fomblin” by the company MONTEFLUOS, for example Fomblin HC R® with vapor tension 10
7
mmHg.
2) the perfluorocycloalkyl compounds of the following formula (III):
in which:
e is equal to 4 or 5,
g is equal to 1 or 2, and
p is equal to 1,2 or 3;
on condition that when g=2, the groupings are not necessarily in alpha with respect to each other.
Among the compounds of formula (III), there may be cited in particular perfluoromethylcyclopentane and perfluorodimethylcyclohexane, sold respectively under the names of “Flutec PC1®” with vapor pressure of 368 mbar and “Flutec PC3®” by the company BNFL FLUOROCHEMICALS Ltd.; and
3) the perfluorophenanthrene sold under the name of “Flutec PC11®” by the company BNFL FLUOROCHEMICALS Ltd.
B—Among the fluorous silicones, there may be cited in particular the fluoro-silicone compounds corresponding to the following formula (IV):
in which:
k is 1 to 17,
l is 1 to 18,
p is 1 to 6, and
R
1
represents a hydrogen atom or a C
1
-C
6
alkyl radical,
R
2
represents a C
1-C
6
alkyl radical or the radical—OSi(R
3
)
3
, and
R
3
represents a C
1
C
4
alkyl radical.
Among the compounds corresponding to formula (IV), there may be cited in particular:
N-(-2-F-octyl-ethyloxycarbonyl)-3-aminopropyl bis(trimethylsiloxy)methylsilane,
N-(-2-F-hexyl-ethyloxycarbonyl)-3-aminopropyl bis(trimethylsiloxy)methylsilane,
N-(-2-F-butyl-ethyloxycarbonyl)-3-aminopropyl bis(trimethylsiloxy)methylsilane,
N-(-2-F-octyl-ethyloxycarbonyl)-3-aminopropyl tris(trimethylsiloxy)silane,
N-(-2-F-hexyl-ethyloxycarbonyl)-3-aminopropyl tris(trimethylsiloxy)silane, and
N-(-2-F-butyl-ethyloxycarbonyl)-3-aminopropyl tris(trimethylsiloxy)silane.
C—Among the fluoroalkyl or heterofluoroalkyl compounds, there may be cited those corresponding to the following formula (V):
CH
3
—(CH
2
)
h
—[Z]
t
—(CF
2
)
i
—CF
3
(V)
in which:
t is equal to 0 or 1,
h is equal to 0, 1, 2 or 3,
i is equal to 2, 3, 4 or 5, and
Z represents O, S or NR
4
R
4
representing hydrogen, a —(CH
2
)
h
—CH
3
or —(CF
2
)
i
—CF
3
radical.
Among the compounds of formula (V), there may be cited in particular the methoxynonafluorobutane sold under the name of “MSX 4518®” by the company 3M (t=1, Z=O, n=0 and m=3) or the ethoxynonafluorobutane sold under the name of “HFE 7200” by the company 3m (t=1, Z=O, n=1 and m=3).
The oils of the invention have a boiling temperature of <220° C., preferably less than 120° C.
Among the fluorous waxes having a carbonaceous skeleton, as defined above, capable of forming a homogeneous anhydrous composition with the fluorous oils, there may be cited in particular the fluorous esters corresponding to the following formula (VI):
in which:
R
4
represents a hydrogen atom or the radical
A represents a C
1
-C
18
alkylene or alcenylene chain, straight or branched, possibly hydroxylated,
c is 1 to 17, and
d is 1 to 18.
Among the compounds of formula (VI), there may be cited in particular the 2F-octyl-ethyl dodecane 1,12, dioate of the following formula:
and the C
1
-C
6
perfluoroalkyl tri-citrates, more particularly the perfluorobutyl tri-citrate sold under the name of “Zonyl TBC®” by the company DUPONT.
As other fluorous waxes usable in the invention, there may be cited the polytetrafluoroethylene (PTFE) waxes.
Waxes having a melting point ranging from 45° C. to 150° C., in particular such as the fluorous esters of formula (VI), preferably are used.
In the anhydrous composition according to the invention, the fluorous oils generally are present in a proportion ranging between 20 and 95% by weight, but preferably between 60 and 80% by weight in relation to the total weight of the composition.
The fluorous waxes having a carbonaceous skeleton generally are present in a proportion ranging between 5 and 80% by weight, but preferably between 20 and 40% by weight in relation to the total weight of the composition.
According to a particular embodiment, the anhydrous composition such as defined above may contain, in addition, one or several other fatty substances which may be chosen from among the oils, waxes, gums and/or so-called pasty fatty substances.
a—The oils of the anhydrous composition may be of mineral, animal, vegetable or synthetic origin, these possibly being volatile or non-volatile at room temperature.
As an oil of mineral origin, there may be cited in particular paraffin oil.
As an oil of animal origin, there may be cited in particular squalene or perhydrosqualene.
As an oil of vegetable origin, there may be cited in particular sweet almond oil, calophyllum oil, palm oil, avocado oil, jojoba oil, sesame oil, olive oil, castor oil and the cereal-germ oils such as, for example, wheat-germ oil.
As a synthetic oil, there may be cited in particular:
(1) the esters of formula:
R
5
—COOR
6
in which:
R
5
represents the remnant of a C
7
-C
20
higher fatty acid, and
R
6
represents a hydrocarbonaceous C
3
-C
30
radical.
Among these este
Archimex
Jones Dameron L.
Merchant & Gould P,C,
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