Cosmetics with hydrofluoroether (HFE)

Details Cosmetics with hydrofluoroether (HFE) Cosmetics with hydrofluoroether (HFE)

2000-02-28

2002-09-03

Dees, Jose′ G. (Department: 1616)

Drug, bio-affecting and body treating compositions

Preparations characterized by special physical form

Cosmetic, antiperspirant, dentifrice

C424S063000, C424S070100

Reexamination Certificate

active

06444213

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to a cosmetic comprising hydrofluoroether (abbreviated hereinafter into “HFE”) having a viscosity of less than 5 mPa·s at 25° C. which is a fluorine-containing solvent causing no environmental disruption and being highly safe for the skin. The HFE is characterized by these properties as well as by high solubility in fluorine-containing oil having a viscosity of at least 5 mPa·s at 25° C. and high dispersibility in a fluorine compound-treated powder.
RELATED ART
In recent years, cosmetics incorporating volatile solvents such as isoparaffin and cyclic silicone are frequently used. These volatile solvents have the advantage that upon application there is a refreshing feeling and their solubility is high, and their use can easily improve the feeling of cosmetics in use and increase the functionality thereof. However, isoparaffin and cyclic silicone severely irritate the skin and have the problem of their adverse influence on the environment after volatilization.
Fluorocarbons such as perfluorohexane, chlorofluorocarbon (CFC) and hydrochlorofluorocarbon (HCFC) have also been examined as substitutes for these solvents. Because the ozone depletion coefficient and warming coefficient of these solvents are high, there is the disadvantage that they are highly dangerous owing to environmental disruption.
SUMMARY OF THE INVENTION
As a result of the intense study for solving the problem described above, the present inventors found that a partially fluorinated fluorine-containing solvent, the HFE, is highly safe for the skin and has less or no influence on the environment. In addition to the properties described above, the HFE has high solubility in a fluorine-containing—oil used frequently in recent cosmetics and high dispersibility in fluorine compound-treated powders, thus easily permitting improvements in the feeling of cosmetics upon use, and giving a high functionality.
The present invention provides a cosmetic comprising at least 1% by weight of the HFE having a viscosity of less than 5 mPa·s at 25° C., represented by the general formula (1):
C
n
H
m
F
l
—O—C
x
H
y
F
z
  (1)
wherein n is a number of 1 to 12, m is a number of 0 to 25, l is a number of 0 to 11, m+1=2n+1, x is a number of 1 to 12, y is a number of 0 to 25, z is a number of 0 to 11, and y+z=2x+1, provided that m and y are not be simultaneously zero, and l and z are not be simultaneously zero.
The cosmetic of the present invention serve as a finishing cosmetic such as foundation, face powder, cheek color and eye color, a fundamental cosmetic such as face lotion, milky lotion, cream and sunscreen milky lotion, and hair-caring products such as rinse and conditioner, and lipstick overcoat.
DETAILED DESCRIPTION OF THE INVENTION
Preferably, the HFE is of the general formula (1′):
C
n
F
2n+1
—O—C
x
H
2x+1
  (1′):
wherein n is a number of 1 to 12, and x is a number of 1 to 12.
In the formulas (1) and (1′), n may be e.g. 1 to 10, particularly 1 to 6, and x may be e.g. 1 to 10, particularly 1 to 6.
Specific examples of the HFE include:
 C
4
F
9
OCH
3
, C
4
F
9
OC
2
H
5
, C
4
F
9
OC
3
H
7
, C
5
F
11
OC
2
H
5
, C
3
F
7
OC
4
H
9
and C
4
F
9
OC
4
H
9
.
The HFE may be incorporated alone into the cosmetic or may be used as a mixture of at least two types. The amount of the HFE is at least 1% by weight, for example 1 to 99.9% by weight, preferably 5 to 99% by weight, particularly 10 to 99% by weight, based on the cosmetic. The cosmetic comprising the HFE can be produced in a conventional manner.
The HFE is advantageously superior in the ability to dissolve a fluorine-containing oil having a viscosity of at least 5 mPa·s at 25° C. By virtue of this advantage, the cosmetic having the advantage never achieved can be produced. It is preferable that at least 1% by weight of the fluorine-containing oil and at least 5% by weight of the HFE are contained in the cosmetic. For example, the amount of the fluorine-containing oil is preferably 1 to 90% by weight, particularly 5 to 50% by weight, for example 5 to 20% by weight, based on the cosmetic. For example, a weight ratio of the fluorine-containing oil to the HFE may be in the range of from 1:100 to 1:5, preferably from 1:90 to 1:10.
The fluorine-containing oil having a viscosity of at least 5 mPa·s may be, for example, a perfluoropolyether, or a fluorine-based oil represented by the general formula (2):
wherein R
1a
and R
1d
are each a hydrogen atom or a partially or completely fluorinated aliphatic group having 1 to 20 carbon atoms; R
1b
and R
1c
are each a hydrogen atom, or an aliphatic group having 1 to 20 carbon atoms, or a partially or completely fluorinated aliphatic group having 1 to 20 carbon atoms, with the proviso that at least one of R
1a
to R
1d
is a partially or completely fluorinated aliphatic group having 1 to 20 carbon atoms; and n is a number of 1 to 20, or a fluorine-based oil represented by the general formula (3):
wherein R
2a
is a hydrogen atom or a partially or completely fluorinated aliphatic group having 1 to 20 carbon atoms; R
2b
, R
2c
and R
2d
are each an aliphatic group having 1 to 20 carbon atoms or a partially or completely fluorinated aliphatic group having 1 to 20 carbon atoms, with the proviso that at least one of R
2a
to R
2d
is a partially or completely fluorinated aliphatic group having 1 to 20 carbon atoms; and m is a number of 1 to 20.
The viscosity of the fluorine-containing oil is e.g. at least 5 mPa·s, particularly 10 to 10,000 mPa·s. The viscosity of the fluorine oil (and the HFE) was measured by a Brookfield type viscometer or a capillary tube viscometer.
Specific examples of the perfluoropolyether include:
F(CF(CF
3
)CF
2
O)
n
CF
2
CF
3
(KRYTOX manufactured by Du Pont Co.);
CF
3
O(CF(CF
3
)CF
2
O)
n
(CF
2
O)
m
CF
3
(FOMBLIN Y manufactured by Montefluos Ltd.);
CF
3
O(CF
2
CF
2
O)
n
(CF
2
O)
m
CF
3
(FOMBLIN Z manufactured by Montefluos Ltd.); and
F(CF
2
CF
2
CF
2
O)
n
CF
2
CF
3
(DEMNUM manufactured by Daikin Industries, Ltd.).
A number average molecular weight of the perfluoropolyether (as determined by
19
F-NMR) is preferably in the range of 1,000 to 10,000.
In the general formulas (2) and (3), if R
1a
, R
1b
, R
1c
, R
1d
, R
2a
, R
2b
, R
2c
and R
2d
are partially or fully fluorinated aliphatic groups, these may contain an oxygen atom or an unsaturated bond. The partially fluorinated aliphatic group may be e.g. R
10
OCH
2
group (R
10
is a partially or fully fluorinated aliphatic group (e.g. alkyl group)). Examples of the partially or fully fluorinated aliphatic group are as follows:
—CFH
2
—CF
2
H
—CF
3
—CF
2
CF
2
H,
—CF
2
CF
3
,
—CF
2
CFHCF
3
,
—CF
2
CH
3
,
—CF
2
CFH
2
,
—(CF
3
)
2
CH
3
,
—CF
2
CH(CF
3
)
2
,
—C(CF
3
)
2
CF
2
H,
—C(CH
3
)FCF
2
CF
2
CF
3
,
—CH
2
CF
2
CH
2
OH
—CH
2
CF
2
COOR
11
(R
11
is a C
1
to C
10
aliphatic group).
If R
1b
, R
1c
, R
2b
, R
2c
and R
2d
are a C
1
to C
20
aliphatic group, these may have an oxygen atom. Examples of the C
1
to C
20
aliphatic group include an alkyl group such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and t-butyl as well as a hydroxyalkyl group such as hydroxymethyl and 2-hydroxyethyl (—CH
2
CH
2
OH).
R
1b
, R
1c
, R
2b
and R
2c
in the repeating unit may be the same or different.
The number of carbon atoms in each of R
1a
to R
1d
and R
2a
to R
2d
is from 1 to 10, particularly from 2 to 4.
Specific examples of the fluorine-based oil represented by the general formula (2) are as follows:
Specific examples of the fluorine-based oil represented by the general formula (3) are as follows:
The fluorine-containing oil may be a mixture of at least two types. For example, a mixture consisting of the fluorine-based oils of the general formulas (2) and (3) at a weight ratio of from 5:95 to 95:5, for example 20:80 to 80:20, may be used as the fluorine-containing oil.
The HFE of the present invention is advantageously superior in the ability to disperse a fluorine compound treated powder. By use of this advantag

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