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Title: Inverse latex and use in
cosmetics
United States Patent: 7,033,600
Issued: April 25, 2006
Inventors: Mallo; Paul (Chatou,
FR); Michel; Nelly (Maisons-Alfort, FR)
Assignee: Societe
d'Exploitation de Produits Pour les Industries Chemiques SEPPIC (Paris
Cedex, FR)
Appl. No.: 130356
Filed: November 19, 1999
PCT Filed: November 19,
1999
PCT NO: PCT/FR99/02850
371 Date: September 26,
2002
102(e) Date: September 26,
2002
PCT PUB.NO.: WO01/35922
PCT PUB. Date: May 25, 2001
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Pharm/Biotech Jobs
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Abstract
A cosmetic, dermopharmaceutical or
pharmaceutical composition includes a composition containing an oil phase,
an aqueous phase, a water-in-oil (W/O) emulsifier, an oil-in-water (O/W)
emulsifier, in the form of a positive latex comprising 20 wt. % to 60 wt.
%, and preferably 30 wt. % to 50 wt. %, of a branched or linear anion
polyelectrolyte based on 2-methyl 2-[(1-oxo-2-propenyl)amino]
1-propanelsulphonic acid partly or completely salified, copolymerized with
acrylamide, the organic solvent constituting the oil phase of the positive
latex being isohexadecane.
Description of the Invention
The present patent application relates to
thickening water-in-oil latices, to a process for preparing them and to
their application as thickeners and/or emulsifiers for skincare products
and haircare products or for the manufacture of cosmetic,
dermopharmaceutical or pharmaceutical preparations.
Various thickeners exist and are already used for these purposes. Natural
products such as guar gums or corn starch are known in particular, but the
drawbacks of which are those inherent to natural products, such as price
fluctuations, supply difficulties and inconsistent quality.
Synthetic polymers in powder form, mainly polyacrylic acids, are also
widely used but have the drawback of requiring neutralization when they
are used, since they only develop their viscosity from a pH above 6.5 and
they are often difficult to dissolve.
Synthetic thickening polymers in the form of inverse latices, that is to
say latices in which the continuous phase is an oil, also exist. These
latices dissolve extremely quickly; the polymers contained in these
inverse latices are usually acrylamide/alkali metal acrylate copolymers or
acrylamide/sodium 2-acrylamido-2-methylpropanesulfonate copolymers; they
are already neutralized and when they are dissolved in water, for example
to a concentration of 1%, it is observed that the pH is generally above 6.
However, acrylamide/sodium acrylate copolymers do not develop any
appreciable thickening properties when the pH is lowered below 6; on the
other hand, the acrylamide/sodium 2-acrylamido-2-methylpropanesulfonate
copolymers described in EP 0 503 853 retain an appreciable thickening
capacity even at pH 4. However, inverse latices occasionally give rise to
intolerance reactions on some types of sensitive skin; the Applicant thus
became interested in investigating novel fluid inverse emulsions
comprising the polymers mentioned above, which are better tolerated by the
skin than those of the prior art, and in their use in the preparation of
cosmetic, dermopharmaceutical or pharmaceutical compositions.
Thus, the Applicant prepared a novel composition comprising an oil phase,
an aqueous phase, at least one emulsifier of water-in-oil (W/O) type, at
least one emulsifier of oil-in-water (O/W) type, in the form of an inverse
latex comprising from 20% to 60% by weight and preferably from 30% to 50%
by weight of a branched or crosslinked anionic polyelectrolyte based on
partially or totally salified
2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, copolymerized
with acrylamide, the organic solvent constituting the oil phase being
isohexadecane.
Isohexadecane, which is identified in Chemical Abstracts by the reference
number RN=93685-80-4, is a mixture of C12, C16 and C20
isoparaffins containing at least 97% of C16 isoparaffins,
among which the main constituent is 2,2,4,4,6,8,8-heptamethylnonane
(RN=4390-04-9). It is sold in France by the company Bayer.
The anionic polyelectrolyte included in the inverse latex as defined above
comprises, in molar proportions, from 30% to 50% of the sodium salt or the
ammonium salt of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic
acid and from 50% to 70% acrylamide, and is especially crosslinked and/or
branched with a diethylenic or polyethylenic compound in a molar
proportion, expressed relative to the monomers used, of from 0.005% to 1%
and preferably from 0.01% to 0.2%. The crosslinking agent and/or branching
agent is chosen more particularly from ethylene glycol methacrylate,
sodium diallyloxyacetate, ethylene glycol diacrylate, diallylurea,
trimethylolpropane triacrylate and methylenebis(acrylamide).
The inverse latex as defined above generally contains from 4% to 10% by
weight of emulsifiers. Its oil phase represents from 15% to 40% and
preferably from 20% to 25% of its total weight. This latex may also
contain one or more additives chosen especially from complexing agents,
transfer agents and chain-limiting agents.
One subject of the invention is thus a cosmetic, dermopharmaceutical or
pharmaceutical composition, characterized in that it comprises at least
one thickening compound and at least one inverse latex as defined above.
The cosmetic, dermopharmaceutical or pharmaceutical composition defined
above generally comprises from 0.1% to 10% and more particularly between
0.5% and 5% by weight of said inverse latex. It is especially in the form
of a milk, a lotion, a gel, a cream, a soap, a bubble bath, a balm, a
shampoo or a conditioner.
In general, said inverse latex can advantageously replace the products
sold under the name Sepigel™ 305 or Sepigel™ 501 by the Applicant, in
cosmetic, dermopharmaceutical or pharmaceutical compositions, since it
also has good compatibility with the other excipients used for the
preparation of formulations such as milks, lotions, creams, soaps, baths,
balms, shampoos or conditioners. It can also be used with said Sepigel
products.
In particular, the inverse latex is compatible with the concentrates
described and claimed in the international publications WO 92/06778, WO
95/04592, WO 95/13863 and FR 2 734 496, and with the surfactants described
in WO 93/08204.
The inverse latex is particularly compatible with Montanov™ 68, Montanov™
82, Montanov™ 202 or Sepiperl™ N. It can also be used in emulsions of the
type described and claimed in EP 0 629 396 and in cosmetically or
physiologically acceptable aqueous dispersions with an organopolysiloxane
compound chosen, for example, from those described in WO 93/05762 or in WO
93/21316. It can also be used to form cosmetically or physiologically
acceptable aqueous gels of acidic pH, such as those described in WO
93/07856; it can also be used in combination with nonionic celluloses to
form, for example, styling gels, such as those described in EP 0 684 024,
or alternatively in combination with fatty acid esters of a sugar, to form
compositions for treating the hair or the skin, such as those described in
EP 0 603 019, or alternatively in shampoos or conditioners as described
and claimed in WO 92/21316, or, lastly, in combination with an anionic
homopolymer such as Carbopol™ to form hair-treatment products, such as
those described in DE 195 23 596. It is also compatible with many active
principles such as, for example, self-tanning agents, for instance
dihydroxyacetone (DHA) or antiacne agents; it can thus be introduced into
self-tanning compositions such as those claimed in EP 0 715 845, EP 0 604
249, EP 0 576 188 or in WO 93/07902. It is also compatible with N-acylated
derivatives of amino acids, which allows it to be used in soothing
compositions especially for sensitive skin, such as those described or
claimed in WO 92/21318, WO 94/27561 or WO 98/09611. It is also compatible
with glycolic acids, with lactic acid, with salicylic acid, retinoids,
phenoxyethanol, sugars, glyceraldehyde, xanthans, fruit acids, and the
various polyols used in the manufacture of cosmetic formulations.
A subject of the invention is thus also the use of an inverse latex as
defined above, to prepare a cosmetic, dermopharmaceutical or
pharmaceutical composition.
The object of the examples that follow is to illustrate the present
invention without, however, limiting it. They show that the novel inverse
latex does not irritate the skin and that its physical properties allow it
to be used in the preparation of cosmetic, dermopharmaceutical or
pharmaceutical compositions.
EXAMPLE 1
Preparation and Properties of the Inverse Latex
A Preparation Process
As described in European patent applications EP 0 186 361 and EP 0 503
853, a water-in-oil emulsion prepared from an aqueous solution adjusted to
pH 5.8, comprising the monomers 2-acrylamido-2-methylpropane-sulfonic acid
and acrylamide, and methylenebis(acrylamide), as crosslinking agent, and
an organic solution comprising sorbitan oleate sold by the Applicant under
the name Montane™ 80, and Witcamide™ 5115 (a partially esterified fatty
acid N,N-dialkanolamide), dissolved in isohexadecane, is polymerized,
followed by addition of ethoxylated (20 EO) sorbitan monooleate, sold by
the Applicant under the name Montanox™ 80. The inverse latex obtained is
characterized by the following viscosity measurements
(Temperature 20° C. Brookfield LVT):
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Dilution in water, as weight % |
Viscosity in mPa · s |
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0.5 |
≈1000 |
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1.0 |
≈9000 |
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1.5 |
≈30000 |
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2.0 |
≈60000 |
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2.5 |
≈80000 |
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3.0 |
≈90000 |
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B Properties
a) Stabilizing Power with Respect to Fatty Phases
The inverse latex prepared in the above paragraph (composition 1) was used
to prepare emulsions with different types of polar or apolar fatty
substances, of plant or synthetic origin. The cream-gels obtained in the
various cases are stable and of entirely uniform appearance. Their
viscosity is given in the following table:
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Oil used for the fatty phase |
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of the cream-gel |
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Viscosity at 20° C., in mPa · s |
(3% of composition 1; fatty |
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Brookfield LVT 6 rpm |
phase: 20%) |
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≈95000 |
Jojoba oil |
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≈95000 |
Sweet almond oil |
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≈90000 |
Plant squalane |
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≈80000 |
Dimethicone |
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≈82000 |
Cyclomethicone |
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≈92000 |
Isononyl isononanoate |
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≈95000 |
Cetearyl octanoate |
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≈92000 |
C12-C15
benzoate |
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≈90000 |
Caprylic/capric TG |
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b) Heat Stability
A cream-gel comprising 3% of composition 1 and 20% cetearyl octanoate was
prepared and the viscosity was measured. The results are as follows:
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Brookfield LVT viscosity 6 rpm |
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(in mPa · s) |
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At room temperature |
At 50° C. |
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After 1 day |
≈90000 |
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After 7 days |
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≈90000 |
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After 1 month |
≈87000 |
≈90000 |
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c) Effect of UV Radiation on the
Stability
It is found that the gel prepared with composition 1 is very UV stable,
since its viscosity did not change after 14 days of exposure.
d) Effect of the pH on the Viscosity
The viscosity of the cream-gel prepared with composition 1 is very
pH-stable in the pH range from 3 to 8.
e) Comparative Tolerance Study
The inverse latex prepared according to paragraph A (composition 1) was
compared with a composition (composition 2), as described in European
patent application EP 0 503 853, comprising an oil phase, an aqueous
phase, at least one emulsifier of water-in-oil (W/O) type, at least one
emulsifier of oil-in-water (O/W) type, in the form of an inverse latex
comprising from 20% to 60% by weight and preferably from 25% to 45% by
weight of a branched or crosslinked anionic polyelectrolyte based on
partially or totally salified
2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, copolymerized
with acrylamide, characterized in that the organic solvent constituting
the oil phase is Isopar™ M, sold by the company Exxon, which is a mixture
of C11-C15 isoalkanes.
The skin tolerance was determined according to the "epicutaneous occlusion
test" (patch test) on man. Aluminum cups 8 mm in diameter with a volume of
20 microliters were used, each cup allowing an area of 50 mm2 to be
covered. They are mounted in pairs on an adhesive tape. The aqueous
solution containing 3% or 5% of compositions 1 or 2 impregnates discs of
blotting paper specially adapted for the cup/adhesive system. The system
is applied to the skin (left subscapular region) of the subjects. Fourteen
volunteers, with an average age of 29, were used as subjects. By way of
reference, a 2% sodium lauryl sulfate solution, and also distilled water
serving as a control, was also applied in the same way to each subject but
on a different area of skin. 24 hours after the application, the cups are
removed from the areas onto which they have been applied. The results are
read 30 minutes and then 24 hours after the application. In order to
examine whether or not the applied products are tolerated, the appearance
of the following phenomena were taken into consideration: erythema, edema,
vesicles, dry skin, rough skin, reflectivity of the skin. The percentage
of total skin tolerance corresponds to the number of subjects presenting
none of the phenomena mentioned above, relative to the total number of
subjects, in the reading at 24 hours:
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Composition 1 |
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Composition 2 |
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| Results at 24 hours |
100% |
95% |
55% |
18% |
| (total tolerance) |
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These results show, unexpectedly, that isohexadecane potentiates the skin
tolerance of the copolymer.
Claim 1 of 11 Claims
1. A cosmetic,
dermopharmaceutical or pharmaceutical composition, characterized in that
said composition comprises an oil phase, an aqueous phase, at least one
emulsifier of water-in-oil (W/O) type, at least one emulsifier of
oil-in-water (O/W) type, in the form of an inverse latex, said composition
comprises from 0.1% to 10% by weight of said inverse latex and said inverse
latex comprises from 20% to 60% by weight of a branched or crosslinked
anionic polyeletrolyte based on partially or totally salified
2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, copolymerized
with acrylamide, the organic solvent constituting the oil phase of said
inverse latex comprises isohexadecane.
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