Europaisches P a t e n t a m t
J
»
European Patent Office
00 Publication number:
0
Office europeen des brevets
227
012
A1
EUROPEAN PATENT A P P L I C A T I O N
QO Application number: 86117513.1
© Date of filing: 16.12.86
(30) Priority: 23.12.85 JP 289800/85
(fa) Date of publication of application:
01.07.87 Bulletin 87/27
© Designated Contracting States:
AT CH DE ES FR GB IT U NL
© IntCI.4: A 61
A 61
A 61
K 7/00
K 7/48,
K 9/10,
A 61
B 01
K 7/06
F 17/14
(JO Applicant: Kao Corporation
1-14-10, Nihonbashi Kayaba-cho
Chuo-ku Tokyo! JP)
@ Inventor: Yamasaki, Seiji
3-20-1, Innai
Funabashi-shi Chiba-ken(JP)
© Inventor: Suzuki, Toshiyuki
1-5-8, Motokltakata
Ichikawa-shi Chiba-ken(JP)
@ Inventor: Hirata, Chikako
2-5-8, Miyuki-cho Suma-ku
Kohbe-shi Hyogo-ken(JP)
@ Representative: Wachtershauser,Gunter,Dr.
Tal29
D-8000Munchen2(DE)
(54) Gel-like emulsion and O/W emulsions obtained from the gel-like emulsion.
(57) A gel-like emulsion is prepared by adding an oil to a surfactant continuous phase formed of a monoalkyl phosphate
salt, polyhydric alcohol and water.
The gel-like emulsion is scarcely dependent on temperature, and a fine and uniform O/W emulsion prepared
from the gel-like emulsion reveals excellent stability at the
time of production and at storage. The gel-like emulsion contains only a small amount of alkyl phosphate surface active
agent of low irritativeness, so that it is usable for cosmetics,
Pharmaceuticals, industrial products and the like, which are
required to have low irritation and high safety.
<
CM
1O
rs
CM
CM
Q.
Ul
Croydon Priming Company Ltd.
0 2 2 7 0 1 2
BACKGROUND OF THE
1)
Field
of
the
This
comprising
More
phase.
invention
high
relates
active
quality
the
thus
2)
Description
which
obtained
can
0/W
of
emulsion
emulsif ication
the
active
and
agents
nonionic
surface
Prior
dissolved
water
or
active
system
Through
emulsion
is
dispersed
the
inversed
this
is
to
method,
to
phase
phase
as
an
a continuous
relates
0/W
yield
to
emulsion
and
phase
aqueous
a
to
Art
methods
obtaining
ionic
or
emulsif ication
a
fine,
inversion
a phase
nonionic
method
surface
using
agents.
the
phase
a surface
in
As
a W/0
inversion,
active
water
state
a
obtained.
-
inversion
agent
followed
oil,
system.
from
for
include
using
a gel
According
emulsif ication
readily
generally
method
phase
invention
of
emulsion
a gel-like
emulsion.
Emulsif ication
uniform
the
addition
by
to
agent
particularly,
emulsion
gel-like
of
Invention
surface
a
INVENTION
2 -
fine
by
phase
to
an
and
is
addition
is
added,
0/W
state.
uniform
of
the
0 2 2 7 0 1 2
oil
which
surface
active
agent,
surface
active
agent
of
consisting
fine
obtain
an
emulsion
adjust
a hydrophilic
surfactant
system
emulsified.
In
emulsion
the
are
some
for
the
is
Further,
in
state,
by
an
aqueous
phase
to
size
shear
the
be
to
of
is
which
emulsif ication,
problems
for
determining
to
the
there
conditions
to
active
phase
to
obtain
water
to
the
gel-like
emulsion
can
be
gradually
with
adding
for
an
oil
by
oil
-
be
3 -
agent
addition
of
active
the
continuous
to
and
further
and
method,
nonionic
to
active
are
surface
A fine
this
method
emulsions
without
emulsion,
a proper
the
surface
or
emulsion.
obtained
0/W
a continuous
a gel-like
select
agents,
a nonionic
give
phase,
emulsif ication
gel
solvent
agent
suitable
oil
a particle
mechanical
on
of
(HLB)
of
to
necessary
the
surface
a water-soluble
agent
since
order
is
type
emulsion
during
dissolving
to
a
upon
an
preparation.
in
necessary
it
balance
lipophobic
system
nonionic
obtained
a proper
of
amount
large
in
the
of
amount
obtain
to
required
-.argely
emulsion
a
of
amount
an
particles.
According
using
relatively
addition,
cumbersome
to
certain
a
by
depending
depends
to
imposed
and
limit
a
emulsified
be
can
is
there
However,
uniform
however
surface
emulsified.
adding
it
is
active
Since
H/L
0 2 2 7 0 1 2
balance
of
nonionic
a
surface
active
affected
by
depends
upon
the
emulsif ication
preparing
and
preserving
in
emulsion,
is
the
where
case
a
low
of
if
temperature,
emulsion
is
or
it
an
thus
quality
at
method
invloves
of
For
a high
using.
such
order
art
present
emulsion.
phosphate
with
to
methods
with
is
be
formed
by
at
a gel-like
The
surface
disadvantages
a
a higher
temperature.
nonionic
regard
on
gel
active
production
and
emulsion.
emulsif ication
in
at
prepared
by
there
can
formed
SUMMARY OF THE
The
factors
emulsion
gel-like
it,
instance,
be
Therefore,
emulsion
0/W
an
preserving
emulsion
0/W
also
described
important
cannot
unstable
emulsif ication
agent
and
a gel-like
temperature,
emulsion
above
producing
very
much
temperature.
the
stability.
even
of
state
emulsion
one
emulsion
in
as
gel-like
temperature
to
well
as
the
using
the
temperature,
is
agent
inventors
method
overcome
and
As
to
polyhydric
are
alcohols,
studies
ionic
these
a results,
monosalts
made
using
obtain
INVENTION
on
surface
disadvantages
a
it
fine
and
was
found
capable
water
-
4 -
of
and
an
active
of
the
uniform
that
forming
oils,
agents
prior
0/W
monoalkyl
gels
that
along
when
0 2 2 7 0 1 2
an
0/W
emulsions
formed
of
oil
an
a monoalkyl
formula
(I) ,
in
which
to
24
basic
an
the
OH
I
P It
O
-
acid
or
DETAILED
invention
agent
phase
polyhydric
is
temperature.
invention
by
adding
phase
formed
prepared
agent
the
following
and
adding
and
an
OF THE
metal,
also
provides
to
phase
aqueous
INVENTION
according
a
surface
phosphate
adding
•» S —
to
an
the
active
salt
oil
12
a
EMBODIMENTS
preparing
water,
alkali
an
from
having
them.
mixing
monoalkyl
and
general
water
group
base,
emulsion
by
the
(I)
by
and
produced
alcohol
the
by
is
alcohol
DESCRIPTION
the
of
active
organic
an
gel-like
from
stability
present
of
AND PREFERRED
The
this
X represents
emulsion
gel-like
that
a hydrocarbon
obtained
emulsion
further
OX
and
atoms
stable
which
salt
phosphate
0
carbon
the
surface
a
R represents
amino
O/W
to
and
affected
emulsion
a polyhydric
R -
the
particularly,
fine
gel,
and
and
hardly
a gel-like
mixing
the
to
obtained,
are
More
and
be
can
emulsion
provides
added
emulsif ication
of
process
is
phase
aqueous
(I) ,
to
the
a
0 2 2 7 0 1 2
continuous
phase,
an
aqueous
polyhydric
of
a polyhydric
not
less
than
on
the
0.5
the
further
added
and
from
a monoalkyl
of
the
to
in
50%,
on
the
to
obtain
surface
active
agent
phase)
at
difference
gel
between
emulsif ication
agent.
emulsion
The
general,
the
from
according
water
should
be
to
oil
is
An
from
10
to
basis
weight
O/D
an
salt
75%,
of
the
in
(oil
semi-
or
emulsif ication
the
This
or
can
room
added
surface
inventive
the
in
composition.
-
6 -
gel-like
by
80 °C,
in
method.
of
preparation
an
active
obtained
to
temperature
the
for
be
prepared
a conventional
semitransparent
property
to
nonionic
using
the
notable
a
and
of
be
can
is
method
present
method
method
emulsion
gel-like
temperatures.
good
at
The
emulsion
the
transparent
having
emulsifying
of
of
60%,
solution
transparent
the
employing
range
to
emulsion.
gel-like
a wide
of
preferably
phosphate
phase.
amounts
phase
0.1
aqueous
agent
a content
60%,
of
mixed
invention,
than
5%,
agent
present
having
dissolve
active
By
less
particularly,
to
surface
transparent
solution
not
active
20
More
used
to
surface
preferably
of
basis
weight
prepare
alcohol
is
80%,
them.
mixing
alcohol
from
preferably
(I)
and
amount
of
the
from
gel-like
5 to
20%
0 2 2 7 0 1 2
The
in
used
(I)
These
salts
and
and
the
the
present
may
be
emulsion
to
invention
are
in
substance
with
be
sufficient.
substances
be
present
for
substance
is
intended
used
in
from
0.4
so
selected
amount
an
to
1.0
The
basic
0.2
mol,
with
respect
those
of
represents
an
alkyl
group
preferably
from
12
less
than
10,
atoms
ability
becomes
emulsif i a b i l i t y
deteriorates
of
to
the
18,
the
atoms.
and
is
the
than
state
Preferable
-
7 -
phosphate
which
10
to
24
and
the
groups
carbon
emulsifing
carbon
an
R
24,
With
of
an
monoalkyl
offensive
more
a basic
preferably
in
(I)
of
generally
monoalkyl
carbon
is
time.
the
amount
pH of
is
the
to
are
necessarily
amount
mols,
from
odor
an
the
having
With
with
1.8
formula
poor.
low
over
The
to
the
to
basic
substance
from
Examples
not
acid
partial
control
as -to
are
(I)
but
excess
of
acid.
is
it
the
acids
phosphoric
neutralization.
emulsion.
phosphoric
salts
the
or
added
Moreover,
in
a monoalkyl
a separate
separately
acid,
is
necessary
in
formula
compounds.
system,
substances,
neutralization
may
known
emulsion
the
the
neutralizing
monoalkyl
basic
of
substance
an
neutralize
completely
by
may
When
system.
neutralized
salts
a basic
formulated
basic
phosphate
prepared
with
acid
phosphoric
system
monoalkyl
atoms,
emulsion
include
0 2 2 7 0 1 2
linear
alkyl
alkyl
(i)
alkenyl
and
groups
branched
below.
shown
groups
Methyl-branched
formula
following
linear
groups,
(II)
alkyl
of
group
the
:
(II)
CH3(CH23irCH(CH2)T
CH3
in
which
h
of
integer
of
range
is
an
from
from
3 to
9 to
formula
14
and
i
is
h + i
is
preferably
from
11
to
19.
group
of
the
alkyl
an
in
that
(III)
CH3(CH2)k
2 to
provided
11,
21,
from
Beta-branched
(ii)
following
of
integer
the
:
^>CH-CH2-
(III)
CH3(CH2)^
in
which
k
of
integer
20,
is
from
3 to
from
preferably
(iii)
5 to
11
10
provided
that
k + X is
10
to
and
is
i
an
from
8 to
18.
Alpha-branched
formula
following
from
of
integer
an
alkyl
of
group
the
(IV) :
CH3(CH2)p
">CH-
(IV)
CH3(CH2)g
in
which
integer
to
21,
p
of
is
from
preferably
(iv)
example,
an
the
of
integer
1 to
20,
from
from
1 to
provided
11
that
alkyl
formula
(v) :
-
and
g
p + q
is
is
8 -
group
of,
an
from
19.
to
Multi-branched
following
20
for
9
0 2 2 7 0 1 2
CH3
CH3
I
I
C - CH2CH(CH2)2
I
CH3
I
-
H3C
�
-
CHCH2
(V)
CH3
-
CH3
Of
and
(ii)
preferred.
include
alkali
metals
and
like,
ornithine,
derived
having
lysine,
2 or
linear
alkyl
is
arginine
counter
ions
are
The
propylene
Xr
potassium
arginine,
and
like,
groups
group
triethanolamine,
as
and
like.
the
acids,
branched
alcohols
glycol,
As
particularly
alkyl
groups,
diethylene
any
glycol,
pentanediol,
of
weight
the
Preferably,
60
-
2000) ,
trihydric
glycol,
butanediol,
dipropylene
glycol,
sorbitol,
or
example,
glycol,
butylene
butylene
for
include,
hexanediol,
hexylene
glycol,
ion,
a hydroxyalkyl
amino
As
polyhydric
(molecular
like.
such
as
the
having
basic
glycol,
heptanediol,
and
counter
sodium,
(i)
groups
favorable.
ethylene
triethylene
such
monoethanolamine
preferred.
glycerine,
acids
atoms
groups,
the
of
lithium,
oxylysine
the
groups,
as
alkanolamines
diethanolamine,
ui
I
CH3
alkyl
such
3 carbon
-
Examples
amino
basic
from
CH3
branched
these
are
the
C I
CH3
higher
glycol
maltitol
and
polyhydric
ii
-
9 -
0 2 2 7 0 1 2
alcohols
such
are
used.
The
oils
maltitol,
be
may
the
as
oils
alcohols
specific
animal
and
hydrogenated
ester,
oils
used
be
The
stable
that
may
night
be
singly
be
low
conveniently
this
emulsion
that
of
may
external
semitransparent
humectancy
can
to
used
jellylike
solid
squalene,
like.
These
emulsion
a wide
at
into
and
by
10
the
of
using
-
as
and
transparent
high
a branched
a
Moreover,
cosmetics
having
of
such
like.
a
so
emulsion
gel-like
example,
cosmetic
is
range
a cosmetic
a base
For
-
and
isostearyl
the
The
cream
prepared
cholesterol
2-ethylhexanoic
gel-like
as
higher
combination.
prepared
be
and
high.
agents.
be
in
higher
oil,
oil,
preserved
a cleansing
cream,
olive
and
ordinarily
Preferable
paraffin,
,
fats
Examples
fats,
myristate,
obtained
can
of
and
alcohols,
and
like.
oil
or
been
higher
jojoba
silicone
from
temperatures
oil,
solid
esters
liquid
octadecyl
thus
it
the
and
cosmetics.
oils
plant
sorbitol
have
for
(petrolatum)
coconut
cholesteryl
which
acids,
include
triglyceride,
may
oils
and
esters
vaseline
paraffin,
oils
liquid
hydrocarbons,
fatty
examples
glycerine,
materials
higher
acid
fatty
acid
all
include
and
be
may
starting
acids,
fatty
and
example,
substantially
accepted
of
for
as,
alkyl
or
0 2 2 7 0 1 2
phosphate.
Even
with
water,
oil
hair
gives
The
may
used
be
also
of
emulsion
gel-like
the
the
on
invention
present
for
material
a starting
as
or
away
feel.
moistened
agreeable
surface
skin
the
on
remaining
washed
is
cosmetic
above
the
when
0/W
emulsions.
the
For
the
obtained
thus
The
added.
gel-like
0/W
an
is
As
the
of
amount
that
condition
hereinafter,
invention
is
able
of
the
of
temperature
to
inversion
a given
quantity
surface
active
of
active
agent
is
the
an
the
oil
agent.
:
be
oil
= 1
:
obtained
emulsion
can
existing
emulsion
far
oil
of
20
capable
of
less
amount
used,
a transparent
as
will
-
0/W
emulsifyable
(about
conditions
is
fine
a
3,
systems.
the
emulsif i c a t i o n
is
agent
the
of
times
350
oil
1
Example
emulsion
quantity
Under
active
in
obtaining
using
on
prepared.
gel-like
at
is
phase
aqueous
described
an
from
emulsion
critical
not
emulsif ication
of
surface
is
water
emulsif ication
of
amount
an
thereby
40°C,
by
method
emulsion,
emulsion
emulsion
Considering
this
0/W
emulsify
emulsion.
a phase
an
particularly
appearing
quantity
of
preparation
not
In
view
11
-
be
of
times)
,
emulsifying
of
the
where
a greater
e.g.,
surface
0/W
microin
experienced
the
above,
it
is
0 2 2 7 0 1 2
to
possible
emulsions
with
smaller
is
which
of
amount
sub-micron
ratio
of
an
active
using
a
a phosphate
and
irritative
a
emulsif i c a t i o n ,
the
that
so
and
oil.
of
type
agent,
irritative,
less
is
the
oil
emulsif ication
ensures
less
emulsion
of
inversion
phase
surface
a
inherently
resultant
to
a mixing
the
invention
present
microemulsions
irrespective
agent
comparison
Upon
the
controlling
by
active
surface
from
prepare
has
high
safety.
hereinafter,
of
emulsion
In
invention,
other
not
the
and
like,
co-employed
added
as
having
range
gel-like
of
emulsion
temperature
evidence
that
is
the
temperature-
emulsions
known
using
agents.
method
a monoalkyl
active
surface
better
has
emulsif ication
only
the
giving
80°C,
than
active
the
polyoxyethylene
and
and
properties
surface
from
emulsion
a wide
under
emulsif ication
invention
the
independent
nonionic
an
20°C
between
changed
0/W
homogeneous
obtained
when
invention
the
2 appearing
Example
preservation
be
can
temperatures
of
for
in
seen
and
fine
a
stability
high
be
will
As
agents
auxiliary
a surface
phosphate
such
as
nonionic
type
surface
active
-
12
of
the
salt
but
also
monoglyceride,
surface
active
ingredient.
-
present
active
agents
agent
may
be
0 2 2 7 0 1 2
These
preparing
the
monoalkyl
phosphate
producing
an
the
0/W
surface
selection
of
sole
such
as
monoalkyl
for
be
a long
applied
cream
and
emulsion
make
for
up
the
a
added
when
to
phase
aqueous
to
the
and
of
the
salt
can
is
moistening
and
is
be
natural
and
various
phospholipid
feel
added
on
use,
with
together
produced.
cream
by
obtained.
about
bring
is
an
obtained
agents
and
cream
emulsions
such
creams
like,
cosmetics,
which
may
HLB
By
be
can
a
so
retained
time.
0/W
the
one
active
re-
considering
the
preferable)
of
agent
needed,
odor
or
co-employed,
not
instance,
view
agents
is
agents
For
is
are
surface
a moistening
humectancy
The
to
active
(in
one
when
quite
of
effects.
hydrogenated
doing
be
active
phosphate
co-use
lecitine
humectant
an
active
system
equal
surface
additional
adding
agents
surface
emulsion
The
auxiliary
also
may
surface
active
emulsion
of
these
a main
whole
use
by
with
together
They
emulsion
when
auxiliary
excellent
salt.
when
emulsion.
gel-like
the
added
preferebly
emulsion
gel-like
Even
of
are
agents
skin
like,
hair
of
the
a moisture
as
cosmetics
and
cosmetics
skin.
-
13
cream,
such
utilized
also
-
invention
presnet
and
as
as
can
massage
a milky
a base
external
for
agents
0 2 2 7 0 1 2
Besides
and
agents
such
auxiliary
and
natural
as
skin
active
as
ordinary
thickners
water-soluble
polymers,
antiphlogistic
trauma
agent,
a
the
like,
and
the
curring
such
like
as
a
agent,
such
an
as
perfume,
added
be
may
a blood
agent,
humectants
and
compositions
active
surface
agents,
ingredients
preserative
cosmetic
an
and
agent
NMF f a c t o r ,
obtain
surface
promoting
massage
colorant,
described
synthetic
such
Pharmaceuticals
circulation
above
the
external
to
agents
for
the
of
the
skin.
The
properties
of
the
are
considered
to
result
invention
of
properties
active
in
the
have
agents
generally
but
alcohols,
polyhydric
invention
present
alcohols
polyhydric
this
Presumably,
phosphate
monoalkyl
is
poor
physical
salts.
Ionic
emulsions
of
used
salts
phosphate
soluble
a molecular
surface
to
solubility
readily
forming
why
from
monoalkyl
are
emulsion
gel-like
in
association.
quality
good
are
formed.
The
emulsion
on
of
or
transparent
the
and
temperature,
preprared
from
stability
at
invention
present
the
the
a
fine
and
gel-like
time
of
is
emulsion
14
scarcely
uniform
production
-
gel-like
semitransparent
-
0/W
reveals
and
at
dependent
emulsion
excellent
storage.
The
0 2 2 7 0 1 2
emulsion
gel-like
surface
phosphate
that
it
is
low
active
usable
industrial
have
contains
for
the
irritation
and
high
present
invention,
surface
active
type
oils
can
active
of
agent
agent.
The
is
The
thus
not
which
having
are
to
required
method
to
suitable
HLB
of
a
of
surface
the
with
compared
the
for
variety
phosphate
method
of
determine
A wide
a monoalkyl
emulsif ication
of
a
emulsified.
present
the
method.
invention
way
so
Pharmaceuticals,
necessary
emulsif ication
by
irritativeness,
emulsif ication
by
alkyl
safety.
advantageous
present
described
is
more
\
particularly
examples.
i
1
Gel-like
formulations
respectively.
and
be
to
of
amount
low
like,
system
emulsified
conventional
the
is
it
oils
the
to
be
invention
Example
cosmetics,
and
small
a
of
agent
products
According
each
only
emulsions
shown
(ii)
As
Table
Ingredients
was
shown
semitransparent
this
To
homogenized.
ingredient
in
were
added
in
1 at
(i) ,
and
1,
15
and
(iv)
transparent
-
were
mixed
oily
or
obtained
when
|
\
i
'
■
i
!
70°C,
were
system,
to
mixed.
emulsions
-
according
30°C
(iii)
homogenized
Table
gel-like
prepard
i
a
0 2 2 7 0 1 2
monoalkyl
phosphate
emulsions
were
using
calcium
obtained
not
Table
0
:
A
a transparent
by
30°C
using
by
POE(20)
no
emulsions
at
were
gel
was
30°C,
stable
D and
gel
or
white
gel
the
above
obtained
The
for
one
results
the
week
are
inventive
at
any
E were
separated
at
was
formed
in
gel-like
temperatures,
and
became
-
16
-
gel-
emulsions
D obtained
some
shown
unstable
or
gel-like
emulsion
exceptionally
The
While
of
examined.
was
temperatures.
crystalized,
semitransparent
formed
stability
preserved
C were
or
formed
Storage
emulsions
70°C
at
gel-like
at
prepared
: A semitransparent
X :
and
However,
1:
was
70°C,
when
and
stearate
In
obtained
used.
was
ether.
hexadecyl
like
salt
different
Table
2.
emulsions
gel-like
they
cloudy.
at
were
A,
B
0 2 2 7 0 1 2
Table
1
(%)
(i)
Ingredients
Mono-2-hexyldecyl
phosphate Lsalt
arginine
0.5
0.5
Monocetyl
phosphate Lsalt
arginine
0.5
Mono-2-hexyldecyl
phosphate
potassium s a l t
Potassium
POE(20)
ether
E
D
B
0.5
0.5
stearate
0.5
hexadecyl
(ii)
Ingredient
2-Ethylhexanoic
acid t r i g l y c e r i d e
Glycerine
85.0
85.0
9.5
9.5
9.5
9.5
9.5
5.0
5.0
5.0
5.0
5.0
85.0
(iv)
Ingredient
Formation
85.0
(iii)
Ingredient
Purified
85.0
85.0
water
of
14.5
gel
prepared
at
30°C
0
0
0
prepared
at
70°C
0
0
0
-
17
-
X
0
A
X
X
X
0 2 2 7 0 1 2
Table
A
B
2
C
D
E
P
Storage
Temperature
!
-5°C
0
0
0
c
0
20°C
0
0
0
c
0 .••'•■-
0
0
0
c
0
40 °C
0
0
0
s
op
50°C
0
0
0
s
s
Room
temp.
In
the
0
:
not
c
:
crystalized
s
:
separated
:
changed
opaque
emulsions
emulsions
according
to
following
table
the
obtained
.•'-..-■
2
O/W
average
—
table:
op
Example
-
particle
0/W
and
size,
emulsions
were
the
from
prepared
formulations
procedure
appearance
shown
are
-
18
-
the
shown
described
and
in
the
,in
below.
stability
Table
gel-like
3.
of
An
the
0 2 2 7 0 1 2
(Formulation)
(%)
(1)
(2)
Monomyristyl
p h o s p h a t e Lsalt
arginine
Mono-2-hexyldecyl phosphate
salt
L-arginine
(3)
POE(20)
dodecyl
(4)
Glycerine
(86% a q .
sol'n)
(5)
Hardened
palm o i l
(mp=40°C)
H
I
10.0
2.0
0.5
-
-
-
octylether
J
G
-
-
0.085
-
2.0
30.0
—»
—* • — » — ? -
5.0
-*•
-*
—*
—»■
—»
—»
—>
—»
-?
-»
(6)
Squalane
10.0
—»
—^
(7)
Octyldodecyl
myristate
15.0
-?
-*•■-»
(8)
Purified
30.0
38.0
water
-
2.0
-
:
K
39.5
39.915
-*
38.0
38.0
(Preparation)
Ingredients
homogenized.
mixed
at
under
40°C.
To
the
(8))
an
0/W
(4)
ingredients
heating
(ingredient
obtaining
Oily
to
(1)
were
added
resultant
was
were
(5)
to
system,
added
under
emulsion.
-
19
-
to
the
mixed
(7)
preliminary
above
purified
stirring,
and
obtained
water
thereby
gel
0 2 2 7 0 1 2
3
Example
Gel-like
emulsions
compositions
by
Water
subsequently
added
at
was
40°C
amount
in
of
emulsion.
laser-ray
analyser.
an
100
The
by
parts
particle
size
results
to
using
emulsion
total
obtaining
an
according
0/W
to
a
Submicron
a Coulter
Table
4.
A
6
C
D
10
2
0.5
0.085
in
shown
are
the
bring
measured
was
below.
gel-like
thereby
weight,
method
scattering
The
each
to
sufficient
amount
described
a method
following
the
using
prepared
were
(Composition)
-
(1)
monomyristyl phosphate
salt
L-arginine
(2)
solution
aqueous g l y c e r i n e
86% of g l y c e r i n e )
(containing
30
30
30
30
(3)
squalane
10
10
10
10
(4)
triglyceride
5
5
5
5
(5)
octyldodecyl
15
15
15
15
myristate
(parts
by
weight)
(Preparation)
the
40°C
(1)
and
(2)
resultant
gel
were
to
obtain
mixed
were
added
a gel-like
oils
and
(3)
emulsion.
-
21
-
homogenized.
-
(5)
To
dissolved
at
02
2 70
(Results)
Table
4
a m o u n t of e m u l s i f i e d
oils
m o n o m y r i s t y l p h o s p h a t e Larginine
salt
size o f
particle
0/W e m u l s i o n
(rim)
Composition
A
3
50
Composition
B
15
80
Composition
C
60
110
Composition
D
350
265
As
emulsions
tens
having
(micro
nm
(submicro
obtained
an
an
octyldodecyl
diameter
of
is
stability
the
one
micron
quite
by
storage
prepared
by
or
of
several
nm
controlling
using
and
an
salt.
stability.
its
In
POE(20)
particles
more,
of
gel-like
phosphate
high
consists
size
hundreds
a monoalkyl
have
emulsion
several
obtainable
of
the
results,
particle
to
are
amount
ether
above
average
emulsion)
emulsions
contrast,
in
emulsion)
incorporation
Example
shown
having
a
storage
poor.
4
A gel-like
emulsion
-
22
was
-
prepared
using
the
The
1 2
0 2 2 7 0 1 2
with
emulsified
emulsions.
in
measured
results
39.5
are
The
the
shown
20
in
of
size
in
as
manner
Table
80oC,
to
and
prepartion
weight
by
particle
same
of
manner
parts
from
ranging
temperature
0/W
and
composition
following
of
at
water
was
a
obtaining
thereby
emulsions
these
The
1.
Example
was
2.
(Composition)
(parts
phosphate
arginine
(1)
monomyristyl
(2)
solution
aqueous glycerine
of 8 6 % )
c
o
n
t
e
n
t
(glycerine
(3)
squalane
(4)
triglyceride
(5)
octyldodecyl
salt
by
weight)
0.5
30
10
5
15
myristate
(Preparation)
(1)
-
(5)
and
were
(2)
added
were
and
dissolved,
and
mixed
to
homogenized
emulsion.
-
23
-
obtain
to
which
(3)
a gel-like
0 2 2 7 0 1 2
(Results)
Emulsif ication
Temperature
(°C)
As
almost
the
of
irrespective
Example
20
100
30
95
40
90
50
90
60
105
70
75
80
80
shown
same
in
the
particle
the
above
size
emulsions
table,
can
emulsif ication
be
having
obtained
temperature.
5
Milky
Emulsion:
A milky
following
Particle
Size
of E m u l s i o n
(nm)
emulsion
was
prepared
according
to
formulation.
(Formulation)
(1)
monocetyl
(2)
L-arginine
phosphate
0.5
0.25
-
24
-
(%)
the
0 2 2 7 0 1 2
(3)
solution
aqueous glycerine
c o n t e n t of 86%)
(glycerine
20.0
(4)
squalane
30.0
(5)
isopropyl
(6)
fatty
(7)
preservative
suitable
(8)
perfume
very
(9)
purified
10.0
myri s t a t e
10.0
ester
acid/glycerine
amount
small
amount
-balance
water
(Preparation)
(3)
added
for
was
solution
obtain
of
To
solution
the
a mixture
a gel-like
thereby
obtaining
Example
6
of
(4)
emulsion.
an
0/W
(1) ,
followed
neutralization,
dissolution.'
in
dispersed
was
-
(8)
which
to
(2)
was
added
a
uniform
by
gradually
and
to
homogenized
Thereafter,
(9)
was
added,
emulsion.
Cream:
A cream
was
prepared
using
the
following
formulation.
(Formulation)
(1)
monocetyl
(2)
L-arginine
0.5%
phosphate
0.25
-
25
-
0 2 2 7 0 1 2
(3)
solution
aqueous g l y c e r i n e
(glycerine
content
of 86%)
(4)
Cetanol
(5)
Stearyl
(6)
fatty
(7)
squalane
(8)
olive
(9)
jojoba
10.0
3.0
alcohol
2.0
acid/glycerine
ester
20.0
10.0
oil
5.0
oil
5.0
(10)
preservative
suitable
(11)
perfume
very
(12)
purified
water
amount
small
amount
balance
(Preparation)
(1)
added
for
neutralization,
dissolution.
(9)
and
were
Example
To
and
(11)
transparent
(12)
dispersed'
was
the
solution
to
an
by
were
which
was
added
obtaining
Subsequently,
O/W
(2)
uniform
gradually
thereby
emulsion.
obtain
to
(3),
followed
homogenized,
gel-like
added
in
a semi(10)
emulsion.
7
Cream:
(Formulation)
(1)
monomyristyl
0.5%
phosphate
-
26
-
(4)
and
0 2 2 7 0 1 2
0.25
(2)
L-arginine
(3)
solutin
aqueous glycerine
c o n t e n t of 86%)
(glycerine
(4)
stearic
(5)
myristic
(6)
squalane
(7)
liquid
(8)
olive
(9)
octyldodecyl
15
2
acid
0.2
acid
10
4
paraffin
5
oil
5
myristate
3
(10)
paraffin
(11)
preservative
suitable
(12)
perfume
very
amount
small
amount
(Preparation)
and
(1)
(4)
-
(10)
were
Thereafter,
added
as
and
(12)
in
dispersed
were
dissolved
were
and
added,
(3) ,
which
to
agitated.
thereby
obtaining
cream.
semitransparent
a gel-like
Example
(11)
(2)
8
Cream:
(Formulation)
(1)
monomyristyl
(2)
L-arginine
0.5%
phosphate
0.25
-
27
-
0 2 2 7 0 1 2
(3)
sorbitol
aqueous
solution
(sorbitol
content
of 70%)
(4)
stearic
(5)
rayristic
(6)
squalane
(7)
liquid
(8)
olive
(9)
octyldodecyl
15
acid
2
acid
0.2
10
paraffin
4
oil
5
myristate
5
(10)
paraffin
(11)
preservative
suitable
(12)
perfume
very
(13)
purified
3
water
amount
small
amount
balance
(Preparation)
(1)
(4)
-
(10)
were
agitated,
(2)
emulsion
(11)
and
were
added
thereby
Thereafter,
Example
and
after
obtaining
-
(13)
agitated,
in
dispersed
dissolution
and
a gel-like
added
were
thereby
to
(3),
to
which
well
emulsion.
the
obtaining
gel-like
an
O/W
cream,
9
Milky
Emulsion:
(Formulation)
(1)
monomyristyl
phosphate
-
28
0.5%
-
0 2 2 7 0 1 2
0.25
(2)
L-arginine
(3)
solution
aqueous m a l t i t o l
of 70%)
c
o
n
t
e
n
t
(maltitol
(4)
triglyceride
(5)
octyldodecyl
(6)
squalane
(7)
preservative
suitable
(8)
perfume
very
(9)
purified
20
5
10
myristate
5
amount
amount
small
balance
water
(Preparation)
and
(1)
(4)
-
(6)
obtain
a gel-like
emulsion
gel-like
melting
after
added
were
emulsion.
and
in
dispersed
were
(2)
-
(7)
agitated
which
and
homogenized
(9)
were
obtain
to
to
(3) ,
an
added
to
the
to
milky
emulsion.
10
Example
Body
according
Treatment
A body
treatment
composition
was
prepared
the
following
formulation
and
preparation
to
and
manner,
evaluated
feels
of
Table
5.
Composition:
by
its
ten
feel
on
female
commercial
use
and
remaining
and
monitors
The
products.
-
29
-
feel
compared
results
are
were
with
those
shown
in
0 2 2 7 0 1 2
It
is
to
be
noted
that
commercial
product
emulsion
in
which
oily
components
are
hydrophilic
B is
product
alkyl
nonionic
the
one
surface
whose
main
ammonium
quaternary
active
A is
an
emulsified
with
a
commercial
agent,
is
component
linear
a
salt.
(Formulation)
(1)
Mono-2-hexyldecyl
salt
L-arginine
(2)
Water
(3)
Glycerine
(4)
Oily
(5)
Carboxy
(6)
Sodium
(7)
Glycerine
35
(8)
Ethanol
balance
phosphate
0.3
'
,
vinyl
polymer
hydroxide
were
treatment
8
9
sdl'n)'
aq.
Squalane
Jojoba oil
vaseline
Qvl
0.4
v 24.5
12
8
-
%
:
by
added.
added
■,.
,.,
(10%
ingredients:
Ingredients
was
1.4
44.5
(Preparation)
(4)
.
ingredients*
*Oily
homogenized
3
%
to
(1) ,
agitation
at
Ingredients
the
above
composition
of
and
(2)
(3)
and
60°C,
were
then
(5)
to
(8)
mixture
to
obtain
transparent
-
30
-
mixed
ingredient
preliminary
gel;
and
a
body
mixed
0 2 2 7 0 1 2
(Results)
Table
5
Inventive
Product
Evaluation
Commercial
Product A
Commercial
Product B
Item**
to
Affinity
the
skin
Transparency
4
4
3
5
3
1
Remaining
feel
5
2
5
Moistened
feel
4
3
3
5
4
1
Less
slimy
sensation
**The
evaluation
steps.
A higher
Example
11
Milky
numeral
were
means
indicated
a better
five
by
evaluation.
Emulsion:
A milkyl
following
results
emulsion
was
prepard
according
to
the
formulation.
(Formulation)
(1)
Mono-2-octyllauryl
salt
L-arginine
(2)
Glycerine
aqueous s o l u t i o n
c o n t e n t = 86%)
(glycerine
(3)
Octyldodecyl
(4)
Cholesteryl
(5)
Purified
phosphate
0.5
10.0
myri s t a t e
20.0
isostearate
20.0
water
49.5
-
31
-
%
0 2 2 7 0 1 2
(Preparation)
Ingredients
agitation
at
ingredients
60°C.
(3)
and
gel-like
emulsion.
added
the
a milky
to
emulsion
and
(1)
To
the
(4)
(2)
were
resultant
homogenized
gel,
oily
were
added
and
Purified
water
(ingredient
under
agitation,
emulsion.
-
32
-
by
mixed
thereby
to
obtain
(5))
a
was
obtaining
0 2 2 7 0 1 2
WHAT IS
1.
oil
to
IS:
CLAIMED
continuous
a surfactant
monoalkyl
(I),
0
in
which
from
-
24
to
and
an
a
general
water:
(I)
a hydrocarbon
carbon
and
atoms
amino
a basic
metal,
following
adding
of
formed
OX
R represents
12
alkali
OH
I
P II
0
the
by
prepared
phase
alcohol
polyhydric
R -
of
salt
phosphate
formula
emulsion
A gel-like
having
group
X represents
acid
or
an
an
organic
/
f
}
|
b a s e . .
I
:.!
"i
2.
aqueous
to
phase
by
adding
of
a monoalkyl
formula
emulsion
An 0/W
(I) ,
emulsion
a gel-like
oil
an
to
obtained
surfactant
a
salt
phosphate
of
adding
which
is
continuous
the
and
alcohol
polyhydric
by
an
prepared
phase
following
formed
general
water:
OH
R -
in
which
from
alkali
12
0 -
P II
0
OX
to
24
metal,
carbon
a
a hydrocarbon
and
atoms
amino
basic
base.
-
33
-
group
X represents
acid
or
an
i
\
I
|
•\
<\
]]
il
■}
)
\
!
l
I
(I)
R represents
j
having
an
organic
0 2 2 7 0 1 2
3
European Patent
Office*
. Application number
EUROPEAN SEARCH R E P O R T
DOCUMENTS CONSIDERED TO BE RELEVANT
Citation el document with indication, wim appropr rate,
Relevant
Category
of relevant puugM
to claim
US - A - 4 536 519 (T. SUZUKI e t
1,2
al.)
* Abstract;
examples
25 *
claims
1,2,5-10;
2-5,7,11-13,15,16,
CHEMICAL ABSTRACTS,
January
7-21,
1985,
USA
vol.
102,
Columbus,
Ohio,
1,2
EP
86117513.1
CLASSIFICATION Of THE
APPLICATION (Int CM)
A 61
K
7/00
A 61
K
7/48
A 61
K
7/06
A 61
K
9/10
B 01
F 17/14
KA0 CORP. " C o s m e t i c
emulsions
containing
phosphates
and m o n o glycerides"
page 348,
right
column,
abstract-no.
12 2 0 5 h
& Jpn.
309
DE -
Kokai
Al
3 125
-
* Claims
P -
A2
-
A2
-
0 088
0
710
102
59-161
1,2
♦
046
(CIBA-GEIGY
claims
324
JP
(L'OREAL)
1,10,12
* Abstract;
17,20 *
:P -
Koho
Tokkyo
AG)
1,2
1,2,12-15,
TECHNICAL FIELDS
SEARCHED <lnt CM,
A 61
K
7/00
A 61
K
9/00
B 01
F 17/00
(CIBA-GEIGY
AG) 1 , 2
* Abstract;
p a g e 3, f i r s t
passage;
24 p a g e 8, l i n e
23 ( I C . I D ) ;
p a g e 9, l i n e
page
10,
last
passage;
page 1 4 ,
lines
11-14;
p a g e 15, l i n e s
*
10-15;
p a g e 18, l a s t p a s s a g e
Tha prasani i»«rcn report hit t*tn drawn up lor all claima
Plica ol March
VIENNA
3
S
Data of completion of tha March
Examiner
24-03-1987
MAZZUCCO
CATEGORY OF CITED DOCUMENTS
T : theory or principle underlying the invention
E : earlier patent document, but published on, or
if
particularly relevant taken alone
after the filing date
if
particularly relevant combined with another
0 : document cited in the application
document of the same category
L : document cited (or other reaaone
technological background
non-written disclosure
& : member of the same patent family, corresponding
intermediate document
document
0 2 2 7 0 1 2
J
»
European Patent
Otfic»
DOCUMENTS CONSIDERED TO BE RELEVANT
Citation of document with indication. whef* appropriate
of relevant pawagee
Category
EP
-
A2
-
. Application rtumeer
EUROPEAN SEARCH R E P O R T
0 152
(CIBA-GEIGY
379
AG)
EP
Relevant
to claim
-286117513.1
CLASSIFICATION OF THE
APPtlCATION (Int Cl.«>
1,2
* Abstract;
claims
1,2,4,
(4);
especially
p a g e 46, p o i n t
(
5
)
;
47,
p
o
i
n
t
5
8
,
page
page
(5) ♦
point
EP
-
A2
-
0 147
* Abstract;
EP
-
A2
-
0
760
(HITACHI,
claims
146
1,2
(HITACHI,
1,40
* Abstract;
claims
lines
19-24 *
US -
A -
4 505
935
1-5;
1 911
* Examples
144
3-6
LTD.)
page
5,
( V . K . LARSSON)
* C l a i m 1-, c o l u m n 2,
c o l u m n 3, l i n e
12;
DE - A -
LTD.)
line
67
example
(MEDISAN
1,2
6 *
AB)
TECHNICAL FIELDS
SEARCHED (Int. CMI
1,2
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Place of search
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24-03-1987
CATEGORY OF CITED (DOCUMENTS
X : particularly relevant if taken alone
Y : particularly relevant if combined with another
document of the same category
A : technological background
0 : non-wntten disclosure
P : intermediate document
Examiner
MAZZUCCO
T : theory or principle underlying the invention
E : earlier patent document, but published on. or
after the filing date
0 : document cited in the application
L : document cited for other reasons
& : member of the same patent family, corresponding
document