"STABLE E;dULS:O~~S OF PERFLUOROPOLYETHERS"
The present invention relates to stable emulsions
of perfluoropolyethers.
In particular, the present invention relates to
stable diphase emulsions comprising a liquid perfluoroether
component and an organic hydroxylated hydrating and/or wet-
ting agent.
The emulsions of the present invention
may be utilized in several known industrial applicative
- 2 -
fields for perfluoropolyethers, and in particular in the
field of the cosmetic and dermatological specialities and fur-
thermore as so-called premixes in the preparation of the above-
said specialities.
The use of perfluoropolyethers as ingredients of
various cosmetic and dermatological preparations is Kno:~;n in
itself, owing to the possibility of obtaining a protective
film on the skin, which film does not represent a hindrance
to the physiological functions tsuch as transpiration, etc.).
~~evertheless, difficulties are encountered in the production
of cosmetics, which are due to the fact that perfluoropoly-
ethers are in general insoluble in the raw materials utiliz-
ed in the cosmetic industry, or, at least, it can happen that
the performances of the product are jeopardized by a non-homo-
geneous distribution of the perfluoropolyethers in the cosme-
tic preparation. In fact, the perfluoropolyethers are fully
insoluble in all the organic matters, except in those having
a high fluorine content, wherefore the technology has to face
the general problem of obtaining dispersions of perfluoropoly-
ethers in organic or aqueous-organic liquids, as the perfluoro-
polyethers are liquids.
In literature is known the preparation of oil/water
emul si ons i n whi ch the of 1 consi sts of a perfluorinated compound.
These emulsions have been prepared essentially to the pur-
pose of having available synthetic plasma, utilizing the high
- 3 - ~~~.~~ ~~"
solubility of oxygen and carbon dioxide in the perfluorinat-
ed cor~pounds which, in such manner, acted as oxygen trans-
ferors. The utilized perfluorinated compounds belong to the
class of the perfluororinated cycloal~<anes (preferably having two or r~ore
con-
densed cycles), of the perfluorinated heterocyclic compounds
and of the perfluorinated amines. As emulsifiers, the best
ones have proven to be the non-ionic emulsifiers and part-
icularly the so-called pluronic emulsifiers (non-ionic emsul-
sifiers having a chemical structure of polyalkyloxanes and
prepared starting from mixtures of ethylene oxide and pro-
pylene oxide in a proper ratio). As an alternative, pex-
fluorinated er;~ulsifiers have been used with the possibility
of obtaining e~-nulsions and microemulsions; the uses thereof,
however, are limited just by the presence of said surfactants.
This technology has not been particularly suitable
for the compounds having the structure of perfluoropoly-
ethers, especially if their molecular weight is higher than
1000. In the preparation of emulsions of the latter, two
main difficulties were encountered, which were represented
by the choi ce of an eff ective emul si f i er and by the ob-
tainment of sufficiently stable products.
On the other hand it is known to prepare cos-
metic three-phase emulsions in which the perfluoropoly-
ether is dispersed in an oil/water or water-oil emulsion or
in a cross-linking solid phase suspended in an organic liquid
~~~.~
- 4 -
phase.
To the Applicant's knowledge, no di phase systeir~s
have Seen described heretofore, which consist of two liquids,
one of which consisLS of a peofluoropolyether and the other
of an organic optionally aqueous substance, in the form of
a dispersion of one in the other in order to form a stable
emulsion, with the addition of cor~~mon surfactants, and in
particular of non-fluorinated surfactants.
Thus, i~ is an object of the present invention
to prov i de a diphase e~aul si on i n the forr;~ of a fi ne and homo-
geneous dispersion of perfluoropolyethers in an organic subs-
Lance, nationally in the presence of vrater, which acts as a
continuous phase, in the presence of conventional surfactants
or e;~,ulsifiers.
~noth,er object is that of providing the correspond-
ing ~,~ethod of preparation, while further objects are the con-
positions containing the abovesaid stable emulsions and the
use thereof in the cosmetic and dermatological field.
Accordingly, the present invention
provides stable emulsions of perfluoropolyether
liquids having perfluoroalkyl end groups in a continuous
phase of a polyhydroxylated compound selected from glycerol
and solutions in hydrophile solvents of polyalcohols,other
than glycerol, or saccharides, as described hereinafter,
(, J!
- 5 -
in the presence of conventional surfactants. In this way
s~a5le, also anhydrous, emulsions are obtained, which are
utiliza5le in she industrial applicative fields which are
known for the perfluoropolyethers. In particular, due to
~he filr~-forming characteristics of the perfluoropolyether
component, the emulsions of the present
invention,~y ~ ~~ uycompositions, creams, pastes, pseudo-
-solid e~;,ulsions, and the like, to which they impart the pro-
perty of forming a transparent, water-repellent and lipo-re-
pellent liquid fil,o, also endowed with permeability .to oxygen
and other gases, which remains on the surface, on which it is
aaplicai:ed, for rela~ively long periods of time.
The characteristic water-and lipo-repellentproperties of the liquid film, make
the compositions particularly suitable for appliances in the protective prepa-
rations field and for highly effective appliances in the cosmetics and/or
dermatological treatments range. In comparison with conventional preparations,
those having a water- and lipo-repellent action afford the weighty advantage
of
keeping a last during effectiveness. In the skin re-hydration treatments it is
highly desiderable to have available stable, cosmetically acceptable (non-
greasy,
non-tacky, etc.! compositions, which, besides exhibiting the property of
maintaining in the subcutaneous layers such water amounts as are sufficient to
retain the elasticity, are also capable of exerting a "barrier" effect towards
the outside without, however, adversely affect the skin transpiration.
The compositions of the invention, due to the perfluoropolyether component
contained therein as a stable emulsion, according to the object of the present
invention, allow to achieve these objects.
a.~ - 6 _
As mentioned hereinbefore, the stable diphase emul-
sions of the present invention, consist
of a fine and homogeneous stable dispersion of at least a per-
fluoropolyether,having perfluoroalkyl end groups, inside a con-
tinuous phase of a polyhydroxylated compound selected from
glycerol and solutions of polyalcohols or saccharides in hydro-
phile solvents or water, in the presence of usual surfactants
or emulsifiers. The perfluoropolyethers having perfluoroalkyl
end groups, i.e. free from functional groups, are well-known
cor~~;~ounds, which are described, along with the method for pre-
paring them, in several documents, among which British patent
1,104,482, U.S. patents 3,242,218, 3,665,041, 3,715,378,
4,523,039, European patent applications 148,482, 151,877 and
191,490 and international patent applications ~JO 87/00533 and
:JO 37/02992.
Suitable perfluoropolyethers are, for example, the
ones characterized by the presence of one or more repeating
perfluoro-oxyalkylene units
a) (CF2-CF20)
b) (CF20)
c) (C3F60), simplified formula for (CF2-CF-0)
CF
3
d) (CF20-CFZ-CF20)
e) (CF2-CF2-CF20)
f ) ( CFO )
CFA
J
IF3 Rf~ ~ ~ Rf
g ) C-0 C C 0
F
f f
wherein groups P f"' , 1 i ke or di fferent fror~ one another, are
a fluorine atop or a perfluoroalkyl group.
Preferably the perfluoropolyethers suitable for
the present invention exhibit the following individual per-
fluoro-oxyalkylene units or the following conbinat~ions of
perfluoro-oxyalkylene units:
I) (CF2-CF20) and (CF20), said units being statistical-
ly distributed along the perfluoropolyether chain; or
I I ) ( CF2-CFC ) and ( CFXG ) , wherein X i s F or CF3 ,
CF 3
said units being statistically distributed along the
chain; or
III) (CF2-CF20), (CF2-CFO) and (CFXO)
CF3
in which X is F or CF3, said units being statistically
distributed along the chain; or
IVi (CF-CF20) .
or
CF3
V) (CFZ-CF2-CF20); or
VI) (CF2-CF20); or
_8_
vI I ) ", R ",
I F3 Rf .f
C - 0 -.--1C .~-~.- C T--0
CF R rn ~ ",
3 f f
w~~erein groups R f' ' ' , 1 i ke or di fferent from one another,
are a fluorine ato~~ or a perfluoroalkyl group; or
'J I i I ) ( C. z0-CF2-CFZO ) .
Suitable perfluoropolyethers are also the ones which
contain perfluorooxetane rings
T B 0 CF A
-C -C- or -C C-
CF-0 CF2-CF2
R
in which i, B and R, like or different from one another, are
perfluoro-cxyalkyl, perfluoropolyoxyalkyl or perfluoroalkyl
radicals and ;; is a perfluorooxyalkyl, perfluoropolyoxyalkyl
or perfluoroalkyl radical.
Exa~ples of suitable perfluoropolyethers having re-
peating aerfluorooxyalkylene units are the ones belonging to
the following classes:
Rf-0-(C3F60)a(IF-0)b(CF20)c-R'f
CF3
wherein . Rf and R' f, like or different from each other, are
selec'~ed fro~~ the group consisting of CF3, C2FS and C3F~;
units C3~'60 (oxytrifluoromethyltrifluoroethylene), CF-0 and
F3
~~~3~~
- 9 -
C~2-0 are statistically distributed along the chain;
a .s an integer;
and C are i n;,e5er~s or zero;
d
when tine sure ( a+c ) i s other than zero, the b+c ratio
ranges fror~ 5 to ~0;
B) CF30-(C2F40)d(CF20)e-CFJ
wherein units CZ; TO and CF20 are statistically distributed
along the chain; d and a are integers; the d/e ratio rang-
ir;g frog 0.3 tc ~;
C) CF~O-(CJFUJ)~tC,,r40) (CrXO)h-CFJ .
9
wherein un i :s ~.,; ~, C F ~ and CFXO are statist ical ly di s-
0 2 4
~~~i~u~ec' along the chain;
i s F or
f, g and h are integers;
;:«e g+r ratio varies from 1 to 50, and
;,he h ratio varies from 1 to 10;
C) f:3f0-(C~'2CF2CF20)jZ4f
wherein ~' f and R~' f, 1 i ke or di fferent from each other, are
-CF3 or -C2F5 and j is an integer.
The perfluoropolyethers suited to be used in the
present i nven ti on typically have a number average mol ecul ar
weight ranging from 500 to 20,000 and, more usually, from
1,000 to 10,000.
As r~entioned above, the perfluoropolyethers
- to - 20~.~
according to ~I;e present invention are dispersed in emulsion
i ns i de a c;;r;ti nuous abase of a polyhydroxyl a;.ed cor,~pound se-
t ec ~ed facr:~ glycerol as such and polyal cohol s and sacchari des
in concentrated solution in a hydrophile solvent or water,
containing at least tree hydroxyl groups, preferably in the
a5sence of i;ydrogenated carbon atoms.
hs regards glycerol, it is the preferred conpound
and i~ can 5e used just as it is available i~ conmerce, ge-
nerally containing up to 5a of water.
~;ny ;,olyalcohol can be utilized provided
t~;a~ it shoula be liquid in ambient conditions or that
it ;h~ouln ~e s;,lu;;le in the hydrophile solvent or in water
~~r~il o~:ain;;~ent ;:f concentrated solutions.
Sui~aSle a~lyalcohols are for example the ones
'.:hic~ con:ain freu.; 3 to 12 carbon atoms with at least 3 hy-
c~-ox~1 groups other than glycerol. In like manner, under the
Sa~~ie condi~ions of solubility in the hydrophile solvent it
is possi5le ~o use the saccharides (from mono- to tri-sacchar-
ides) C~-Cla and/or nixtures thereof like the ones obtainable
fro~;~ the hydrolytic demolition of polysaccharides such as
cellulose and starch.
Suitable hydrophile solvents are, for example,
glycols, glycerol itself, lower alcohols, ethereal solvents,
diglymesetc., also if acqueous.
However, it is usually operated with water.
CA 02013669 2000-06-02
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The hydrophile solvent is used in the lowest amount sufficient to obtain a
concentrated solution (syrup) of the polyalcohol or saccharide compound.
However, the concentrated aqueous solutions (syrups) of polyalcohols and
saccharides (sugars) available on the market are utilizable.
The concentration of the solutions usually amounts to a value ranging from
50 % to 80 % by weight. Glycerol is used as such because it is already in the
liquid state.
The following polyalcohols and saccharides have proved to be particularly
effective: glycerol, xylitol, mannitol, sorbitol, glucose, fructose,
saccharose, maltitol,
dimer compounds of glycerol (di-glycerol or bis(2,3-di-hydroxypropyl) ether,
solid water
soluble polyhydroxylated compounds as sugars and glycerol condensation
products as
tryglycerol and tetraglycerol.
These are known compounds which are in the form of crystalline powders
soluble both in water and in hydroxylated solvents.
The dispersion in emulsion is carried out, last, in the presence of
conventional
surfactants, preferably of the cosmetic type. The surfactants of the cationic,
anionic,
amphoteric and non-ionic type have proved to be useful compounds, the
preferred ones
being those of the ionic type.
Among the others, the following ones have proved to be effective:
- sodium lauryl sulphate (solution at 28 % )
Texapon N40~ (Henkel),
- sulphosuccinate (sulphosuccinic hemiester) (solution at 30 % )
CA 02013669 2000-06-02
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Texapon SB 3~ (Henkel),
- coco-amphocarboxyglycinate (solution at 40 % )
Dehyton D~ (Henkel),
- potassium cetyl phosphate (solid product)
Amphisol K~ (Givaudan),
- sodium alkyl-polyoxyethylene-ether carboxylate
Nikkol ECTD-3NEX~ (Nikko Chemicals),
- potassium benzalconium chloride (solution at 50 % ) (purchased from trade
company Res
Pharma),
- alkyl amidopropyl betaine (solution at 40 % )
Dehyton K~ (Henkel).
As already mentioned, sufficiently stable emulsions have been prepared also
with
non-ionic emulsifiers such as:
- cetyl-stearilic ethoxylated alcohol
Emulgin Bl~ (Henkel),
- sorbitan-ethoxylate(20)-mono-oleate
Tween 20~ (ICI Speciality Chemicals).
The quantitative ratios of the components of the stable emulsion according to
the
present invention can be defined as follows:
1. In the case of using glycerol as the continuous phase:
a) perfluoropolyether: from 0.01 % to 99.9 % , preferably from 0.1 % to 75 % ,
by
weight referred to the total weight of the emulsion;
..._... s~; ~-a. r~ ~,
- 13 -
b) surfactant: fron 0.01% to 30%, preferably from 0.01%
to 5;0, by weight referred to the total weight of the emulsion
and at any rate the lowest possible amount;
c) glycerol: the balance to 100% by weight.
2. In the case of using polyalcohols or saccharides (in the
solid state) dissolved in the least hydrophile solvent
a~TOUnt necessary to obtain a concentrated solution (sy-
rup in N20):
a) perfluoropolyether: frorn 0.01% to 30%, preferably from
0.01 ',o to 50%, by weight referred to the total weight of the
e;~ulsion;
b) surfactant: fro"~ 0.01% to 30%, preferably from 0.01%
to 5'0, by weight referred to the total weight of the emulsion;
c) polyhydroxylated compound (polyalcohol or saccharide)
exNressed at 100ro in the form of concentrated solution
in the hydrophile solvent: the balance to 100%.
In the limits of the preferred per cent composi-
Lions it is possible to obtain emulsion of the Newtonian
type with particles of the order of 0.5-0.8 microns.
The emulsions of the present invention are prepared
by adding a perfluoropolyether to a solution of a preferably
ionic surfactant or emulsifier, as defined hereinbefore, in
glycerol or in the polyalcohol or saccharide in concentrated
solution (syrup in H20) in the above-specified ratios, main-
taining the system under stirring, for example by means of a
CA 02013669 2000-06-02
-14-
turboemulsifier Silverson L/2R~ at room temperature.
As already mentioned, the emulsions of the invention exhibit remarkable film-
forming effects: the obtained liquid film is transparent and permeable to
gases. A
significant proof of the waterproof effect is provided by applicating a cream
according to
the invention on the hands and then by washing the hands. After washing, water
glides
away leaving the skin dry.
Thanks to the above-mentioned properties, the emulsions of the invention are
particularly suitable for applications in the field of cosmetology and
dermatology.
Examples of these applications are:
a) as barrier creams and other protecting preparations (hand creams, ointments
or pastes
to prevent contact irritations and dermatitis; creams against dermatitis
caused by household
or work surfactants);
b) in the paedo-cosmetology as protective creams or pastes for children;
c) in the sun products to prolong the action thereof;
d) as anti-wrinkle products and for the decorative cosmetology, for example in
products
such as make-up foundation products eyeshadows and the like. In this case, the
presence
of the fluorinated compound promotes the flowability and therefore facilitates
the
spreadability of the products, thereby preventing or minimizing antiaesthetic
caking of the
product on the skin; in lipsticks and lip-
;eu
~gcst:aw°
- 15 -
-glosses, for example, an improvement of both flowabili-
ty and gloss is obtained;
e) as creams for :passages; since the fluorinated compound is
not absorbed by the skin, it permits also prolonged mas-
sages, thereby allowing the penetration of "active mat-
tern", if any;
f) in der;patological applications, as a vehicle for the
medicarnents.
The per cent ar~ount of perfluoropolyether in the
cosmetic emulsions varies as a function of the type of end use,
of the number of daily applications and of the application
t i me . This amo a n t general ly ranges from 0.2-0.5% for the anti-
wrinkle creams to be utilized every day, up to 3-5% for high-
ly protective creams. The persistence of the perfluoropoly-
ether on the skin is rather long: the elimination occurs
either by washing or by diffusion on the clothes of by natur-
al desquamation of the skin.
The following examples are given for illustrative
purposes and are not to be considered as a limitation of
the invention. Unless otherwise specified, all the parts
are parts by weight.
Furthermore, the parts of polyalcohols or of sac-
charides and of surfactant are indicated as such according
to the indicated concentration.
The following perfluoropolyethers have been used:
CA 02013669 2000-06-02
-16-
- Fomblin HC/25~ (Montefluos S.p.A.)
(number average molecular weight) M.W. =3200; kinematic viscosity=250 cSt
(20°C.);
- Fomblin HC/R~ (Montefluos S.p.A.)
M.W. =6600; kinematic viscosity=1500 cSt (20°C.);
- Galden D 03~ (Montefluos S.p.A.)
M.W.=870; kinematic viscosity=2.4 cSt (25°C.);
- Galden D 10~ (Montefluos S.p.A.)
M.W.=1320; kinematic viscosity=9 cSt (25°C.),
all of them having the chemical structure:
CF3
CF3 [(O - CF - CFZ)" -(O - CFZ)m ] - OCF3
wherein n/m=20-40.
- Fomblin Z/25~ (Montefluos S.p.A.)
M.W.=9400; kinematic viscosity=255 cSt (20°C.), having chemical
structure:
CF3 [(O - CFZ - CFZ)P -(O - CFZ)q ] - OCF3
wherein p/q = 0. 6-0. 7.
- Fomblin M30~ (Montefluos S.p.A.)
M.W. = 9400; kinematic viscosity=310 cSt (20°C.), having chemical
structure like the
one of Fomblin Z/25 with p/q=1.2.
- Krytox 1525~ (Du Pont)
M.W.=4600; kinematic viscosity=261 cSt (20°C.), having chemical
structure:
CA 02013669 2000-06-02
-17-
F (CFCF20) n - CFZCF3
CF3
wherein n=25-30.
- Demnum S-100~ (Daikin)
M.W.=5600; kinematic viscosity=250 cSt (20°C.), having chemical
structure:
F(CFZ CFZ CFZ O)~ CFZ CF3
wherein n=30-35.
These is dealt with trade names.
The stability was measured on the individual emulsions prepared in a
centrifuge
operating at 4000 r.p.m., during 1 hour, and then subjected to an ageing test
at room
temperature during 3 months on a shelf, then in an oven at 100°C.
during 1 week and at
180 °C. during 3 hours.
EXAMPLE 1
An emulsion was prepared by stirring in a Silverson L/2R turboemulsifier at
5000/6000 r.p.m. 20 parts of perfluoropolyether Fomblin HC/25 in 80 parts of
glycerol,
in the presence of 2 parts of emulsifying surfactant Texapon N40, solution at
28 % . It was
operated as follows: the emulsifier was dissolved in glycerol and then the
perfluoropolyether was added while stirring at room temperature for a few
instants. An
emulsion was obtained, which, subjected to the above-described stability
tests, proved to
be stable.
,...
_ 18 _
Examples 2-5
Example 1 was repeated under the same conditions
and with the sane ingredients, but varying the amounts in
the formulation as is indicated in the following Table 1
along with the results.
TABLE 1
Example I Glycerol IFomblin HC/25 I Stability
I I ( part s ) I ( art s )
2 I 9o I to I yes I
I 3 ( 50 I 50 I
I
I 4 I 30 I 70 I ~~ I
~~
I 5 I 25 I 75
Examples 6-11
Examples 1 to 6 were repeated, but substituting
Fomblin tiC,~R for Fomblin HC/25, thereby obtaining the resulis
reported in the following Table 2.
TABLE 2
I Example I Glycerol IFomblin HC/R I Stability I
I I ( parts ) I ( parts ) I I
6 I 90 I 10 I yes I
7 I 80 I 20 I ~~ I
I 8 I 70 I 30 ( ~~ I
9 I 50 I 50 I ~~ I
I 30 I 70 I ~~ I
11 I 25 I 75 I ~~ I
- lg - 20~v~~~
Examples 12-16
It was operated as is described in example 2, but
varying the emulsifier amount as indicated in Table 3.
TABLE 3
I Example I Glycerol IFomblin HC/25 Texapon N40 I
I
I I ( parts ) I ( part s ) I ( ~nrts ) I
I 12 I 90 I 10 I 0,5 I
I 13 . I " I " I 0.25 I
I 14 I " I " I 0,10 I
I 15 I " I " I 0,05 i
(16 I " I " I 0.025 I
Stable emulsions were ob~ained.
Examples 17-20
Example 1 was repeated, but glycerol was
substituted by the following polyhydroxylated compounds (poly-
ols or saccharides) in aqueous solution, according to the
formulations indicated in Table 4.
201300 ..
- 20 -
TABLE 4
I I Polyhydroxylated IFomblin HC/25 Texapon N40 I
I
I Example) ~ compound ( I I
I I (parts) I (parts) ~ (parts) I
I 17 IMaltitol 90 I 10 I 0,025 (
I I (solu tion at 74%) ( I . I
I 18 ISorbitol 90 ( 10 I 2
I
I ((solution at 70%) ( I I
19 (Glucose 90 I 10
I '2 I
I ((solution at 70%) I I I
I 20 ISaccharose 90 I 10
2 I
I ((solution at 70%) I ~ I I
The emulsions obtained were stable.
Analogous results were obtained when using xylitol and man-
nitol syrups.
Exar~pl es 21 -23
Example 1 was repeated, substituting other ionic
emulsifiers for Texapon P~40, according to the formulations
indicated in Table 5.
CA 02013669 2000-06-02
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TABLE 5
Example Glycerol Fomblin HC/25 Emulsifier
(parts) (parts)
21 90 10 Amphisol K 0.25
(solid)
22 80 20 Nikkol ECTD-3NEX
(semisolid) 1
23 90 10 Benzalconium 25~
chloride K
(solution at 50
Stable emulsions were obtained.
Analogous results were obtained when using the following ionic surfactants:
Dehyton
D; Texapon SB3 and Dehyton K.
EXAMPLE 24
Example 1 was repeated using the following formulation:
- Maltitol (solution at 74 % ) 40 parts
Fomblin HC/25 20 parts
- Dehyton K (solutin at 40 % ) 2 parts
A stable emulsion was obtained.
EXAMPLES 25-26
Example 1 was repeated using the following formulations comprising a non-
ionic emulsifier, according to Table 6.
- 22 -
TABLE 6
I Examale I Glycerol IFomblin HC/25 I Emulsifier I
I I ( parts ) I ( parts ) I ( paLrt s) I
I 25 I 90 I 10 ITween 20 1 I
I 26 I 90 I 10 IEmulgin B1 2 I
Shelf-stable emulsions were obtained.
Examples 27-32
Example 1 was repeated but substituting other per-
fluoropolyethers for Fo~blin HC/25, according to the form-
ulations indicated in Table 7.
TABLE 7
I Glycerol (Texapon N40 IPerfluoropolyether~
Example
( part s) I ( part s) I ( parts ) I
I 27 I 90 I 2 ( Demnum S/100 2
I 28 I 90 I 2 I Krytox 1525 10
29 I 90 I 1 I Galden D03 10 I
I 30 I 74 I 1 I Galden 010 25 i
I 31 ( 90 I 2 I Fomblin Z/25 10
I
( 32 I 90 I 2 ( Fomblin 30M 10 I
Stable emulsions were obtained.
examples 33-36
Example 1 was repeated, according to the
formulations indicated in Table 3.
2~~
- 23 -
I Exam;~le I Glycerol IFomblin HC/25 Texapon N40 I
I
( parts ) ( ( parts ) I ( parts ) (
33 I 38 ( 60 I 2 I
I 34 I 36 I 62 I 2 I
I 35 I 34 I 64 I 2 I
36 I 32 I 64 I 4 I
Stable emulsions were obtained.
Exar~pl a 37
Example 1 was repeated, according to the
following formulation:
- t~altitol 58 parts
- Fomblin HC/25 40 "
- Texaaon ";40 2
(solution at 28a).
A stable emulsion was obtained.
Example 38
Example 1 was repeated, a c c o r d i n g t o t h a f o 1 1 o w i n g
formulation:
- di-glycerol 70 parts
- Fomblin HC/R 2g ~~
- Texapon N40 2 ~~
a stable emulsion was obtained.
CA 02013669 2000-06-02
-23a-
EXAMPLE 39
It was operated as in Example 1, according to the following formulation:
- glycerol 50 parts
- propylene glycol 28 parts
- Fomblin HC/25 20 parts
- Texapon N40 2 parts
a stable emulsion was obtained.
EXAMPLE 40
Preparation of Creams According to the Perfluoropolyether Pre-Emulsification
Technology
Hydrating cream ( % by weight)
PEG-8~ C,z_,$ alkyl ester 6.0
PEG-20~ methyl-glucose sesquistearate 1.2
Isoporpyl stearate 5.0
Cetyl alcohol 3.0
- 24 -
Stearic acid 1.0
Octyl stearate 6.0
Alc~ond of l 2.0
Antioxidants as sufficient
b) lJater, oalance to 100,0
Natural hydrating factors 1.0
c) Emulsion (example 1) 4:0
d) Perfume, preserving agents
and sequestering agents as sufficient
Procedure
The emulsion of Fomblin HC/25 in glycerol, as specified in
example 1,(c), was utilized.
a) and b) were separately heated to 75°C. b) was added to
a) under stirring.
Emulsion c) was added at room temperature, stirring was car-
ried on and d) was added.
A centrifugation-stable cream was obtained, in which Fomblin
HC/25 was present in a finely dispersed form (below 1 mi-
crony.
Example 41
Sun emulsion (% by weight)
a) Stearic acid 4.0
Cetyl alcohol 1.0
Caprylic acid/capric acid ester-
ified with coco alcohol 6.0
CA 02013669 2000-06-02
-25-
Tocopherol acetate 2.5
Dimethicone 0.3
Octyl methoxycinnamate 6.0
Butylmethoxybenzoyl methane 1.5
b) Potassium cetyl phosphate
(Amphisol K) 2.0
c) Potassium hydroxide 0.15 0.15
Pantenol (aminoalcohol) 2.0
d) Gelling agent (acrylic polymer:
Carbomer 940)~ as sufficient
Water, balance to 100.0
e) Emulsion (example 1) 7.0
f) Perfume, sequestering agents
and preserving agents as sufficient
Procedure
a) was heated to 85°C. in a (planetary type) mixer, then b) was added.
After a
homogeneous solution was obtained, c), preheated to 75°C., was added
and mixing was
continued. The whole was allowed to cool to 40°C. d) was added.
The emulsion of Fomblin HC/25 in glycerol, as specified in example 1 (e), was
utilized.
e) was added under stirring until reaching the room temperature. f) was then
added.
EXAMPLE 42
2~~~
- 26 -
Barrier cream (% by weight)
a) PEG-8 C12-1B alkyl ester 10.0
Glyceryl stearate and PEG-100 stearate 3.0
Octyl stearate 10.0
Cetyl alcohol 3,0
b) Mater, balance to 100.0
c) Er;~ulsion (example 9) 6.0
d) Perfume, areserving agents and
sequestering agents as sufficient
The emulsion of Fomblin HC/R in glycerol, as specified in
example 9 (c), was utilized.
a) and b) v~ere heated separately to 75°C. b) was added to a)
under stirring.
At room temperature (or indifferently also in hot conditions)
emulsion c) was added. Stirring was carried on and d) was ad-
ded.
Example 43
Antiwrinkle cream based on retinol (% by weight)
a) Cetylstearylic alcohol 12 OE 1.5
Cetylstearylic alcohol 20 OE 1.5
Stearic acid mono-diglyceride 10.0
Cetylstearylic alcohol 2,0
Caprylic/capric acids triglyceride 6.0
Acetylstearyl isononanoate 5.0
_ 27 _
Silicone oil 350 cps 0.5
Retinol palnvtate 1,000,000 UI/mL 1.0
Antioxidants as sufficient
b ) tJa ter, bal ance to 1 00.0
c) Emulsion (example 1) 7.0
d) Perfume, preserving agents and seques-
tering agents as sufficient
The aqueous phase and the oily phase were heated separately
to 75°C, emulsifying them by means of a turbine an~f cooling
them under stirring. The thermolabile components, the Fom-
blip emulsion and the perfume were added at 40°C, and mix-
ing was carried on until reaching the room temperature.
