Note: Descriptions are shown in the official language in which they were submitted.
2435
The invention pertains to cosmetic preparations with
enhanced utility prop~tie~, as for examp~e hair water for easier
combing, hair shampoo with setting effects, skin milk and emulsion
with softening and moistur~zing effects, bath foam with the
enhanced foam stability, and the like.
~ large numher of cosmetic preparations of kinds
mentioned above i5 known which, in addition to their basic func-
tion ~e.g. washing and foaming effect, softening effect?,-e~hibit
further desirable effects, as e.g. molsturizing, setting, stabi-
lizing, and antistatic effects, which are generally attained by
addition of specific compounds, These specific compounds, which
are recently used in cosmetic preparations, all have an ionogenic
character. Typical representatives are quaternary ammonium salts
containing a hydrophilic part and a hydrophobic part in the
molecule. These compounds are functionally very effective, but
their substantial disadvantage consists in the fact that they ir-
ritate eyes and skin in higher concentrations and that they
do not meet so called fish test, i.e. they are ecologicaIly
harmful.
In addltion, numerous compounds of this ~pe
react with anionactive components of cosmetic preparations and
thus their concentration has to be kept relatively high to save
their efficiency. This unsuitable property is given by the
presence of quaternary nitrogen atom and the necessary counterion
(mostly halide).
The above fact is the cause of difficult preparation,
e.g. of a hair shampoo with favourable antistatic effects, by
procedures known till now.
The said compounds are recently replaced by com-
pounds of nonionogenic character, i.e. by the compounds which do
not c~ntain any charge in their molecule, but the desirable
additional effects are generally lower with the latter compounds.
A . 2
~ ~2435
For cosmetic purposes -they are ,used e.g ethoxylated fatty
alcohols and fatty acids, amides and hydroxyalkylamides of
higher fatty acids, hydro~ylated aminoalkyl estexs of fatty
acids, some fatt~ acids derivatives containing hererocyclic
nuclei, and the like.
The object of this invention are cosmetic prepara-
tions with enhanced utility properties, as for example, hair
~ater for easier combing, hair shampoo wlth setting effects, skin
milk and emulsion with softening and moisturizing effects, bath
foam with the enhanced foam stability, which contain the effec-
tive component af general formula I
R-coo~cH2-cH(OH)~cH2-N < l (I),
R2
where R is alkyl or alkenyl with 7 to 17 carbon atoms in a
linear or branched main chain, ~l is 2-hydroxyethyl, 3-hydroxy-
l-propyl, l-hydroxy 2~propyl, 2-hydroxy~ propyl, 1-hydroxy-2-
butyl, l~hydroxy-3-butyl, l.-hydroxy-4-butyl, or 2-hydroxy-3-butyl,
and R2 is Rl or R -COO-CH2-CH(OH)-CH2,where R has the above given
meaning, in the amount of 0.02-50% volume percent related to the
total volume of the final preparation.
Thus, 2 to 25 vol.% o the compound of general for-
mula I is advantageously used for hair shampoo, 1 to 10 vol.% for
skin milk, 0 05 to 3 vol.% for hair water, and 0.1 to 0.15 vol.%
for bath foam.
The cornpound of general formula I may be employed in
all cosmetic applications and, regarding the character of hydro-
phobic end of the molecule, it is suitable in particular in the
preparation of skin milks and creams and hair waters, where its
good appllcability to skin and hair is of use, while the suffi-
cient water wettability is preserved.
The effective co~pound oE the ~eneral formula I
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~ ~Z435
` ~
acts ln the way, that lt does not obstruct moistuxe to penetrate
through it into skin and form there the needed equilibrium.
At the same time, it forms or assists in formation of a protec-
tive film of fatty character on skin, which protects skin rom
unfavourable effects of weather, particularly from drying by
wind and sun radiation. This effect is assisted by a high degree
of orientation of molecules of the compounds, having the above
mentioned formula I, at the surface. Cosmetic preparations,
containing the said compound, soPtens the skin in a short time
and makes it smooth. A comfortable feeling of relaxation comes
practically instantaneously after application.
It further turned out that the compounds of the
general formula I mak~ easier formation of compositions of
, . . ., ~
washing
, _
. . .
~L4;2~3S
setting and fatty components. Owing to the exceptionally
high affinity of these compounds to hair, a very thin layer is
formly adsorbed at the hair surface which does not prevent
from perEect washing and cannot be perceptibly rinsed even
with severaltimes higher water portions than are used in the
common washing of hair. However, this very thin layer is
perfectly sufficient to prevent hair from fracture, which is
caused by washing off a fat, and to remove the feeling of
dry hair and dry skin.
The fatty components can be strongly reduced in the formulae.
The same holds also for setting agents.
In hair waters, the compounds of the general formula
I exhibit already in an ultrathin, practically monomolecular
¦ layer on the hair surface a distinct effect influencing fric-
tion. This is caused by the high orientation degree of molecu-
les at the hair surface. This fact is very important from
the view of cosmetics, because the external unpleasant greasi-
ness does not occur in the very thin well adsorbed layers on
hair and skin. The comfortable feeling of skin relaxation is
achieved even with such slight amounts. As it was observed in
j practice, hair can be easily combed and the final hair-dress
is well fixed after drying. Although the cause of fixation
cannot be exactly expressed, it may be truly assumed that a
balanced combination of lubricating and molecular-adhesion
~, effects is the matter. The compound satisfies the dermatolo-
gical and ecological testing.
The invention is further illustrated in the examples
of performance, where a]l given percent have to be understood
as volume percent.
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Example 1 - Skin milk
Composi-tion:
Vaseline oil 7%
Olive oil 7%
Ce~aceum 3~
1% extracts of natural materials inethanol or water 0.5%
Esters of p-oxybenzoic acid 0.2%
Fragrant compositions 0.4%
Glycerol ester of stearic acid 6%
Compound of formula I, where R is a mixture of
C10 C17 alkyle~ 1 2 2 2
Distilled water up to 100%
The skin milk according to the example was prepared by blend-
ing the compound of formula I in the mixture of Vaseline
oil with water and then other components are blended into
the mixture in the common way.
Example 2 - Hand cream
Hand cream was prepared by the procedure analogous to Example 1.
Composition:
Vaseline oil 9%
Sunflower oil 7%
Silicon oil 1.5%
Glycerol 6%
Cetyl alcohol 3%
1% extracts of natural materials in ethanol or
water 0 5
Ester of p~oxybenzoic acid ~.2%
Odorants 0.3%
Glycerol ester of stearic acid 7%
Compound of formula I, where R is a mixture of
C10-C17 alkyls, Rl = H, R2 = CH2CH2OH 5%
Distilled water up to 100%
'W~ '
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~4Z~35
Example 3 - Skin creams
Skin creams were prepared by the procedure analogous to
Example 1.
Composition Fat Semifat
Vaseline oil 17~ 7%
Vegetable oil 12% 7%
. White vaseline 12% 5%
Beeswax 10% 3%
Isopropyl myristate 3% 2%
10` Cetyl alcohol . 2.5% 1.5%
1% extracts of natural materials
in ethanol or water 2% 2%
Esters of p-oxybenzoic acid0.2% 0.2%
Odorants 0.5% 0.5%
Glycerol ester of stearic acid 12% 8%
Compounds of formula I, where R is
: n-C9-H19, Rl = R2 = CH2CH2OH 4% 3%
- Distilled water up to 100% up to 100%
Example 4 - Balm for feet
Composition:
~: Vaseline oil 6%
Vegetable oil 7%
Silicon oil .2.5%
White ~aseline 7%
Beeswax 3%
Cetaceum 8%
Glycerol 4%
Odorants . 0.5%
Glycerol ester of stearic acid 12%
Compound of the formula I, where R is a mixture of
C10-C17 alkyls, Rl = H, R2 is 1-hydroxy-4-butyl 5%
Distilled water up to 100%
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4~43~i;
The balm for feet was prepared by blending the compound of
formula I in the mixture of vaseline oil with water and this
mixture was blended into the mixture of other components.
Example 5 - Skin milk
The composition was the same as in ~xample 1, wlth the dlstinc-
tion that the compound of formula I, where R is a mixture of
17 Y ~ 1 (CH2)30H, and R2 = R-COO-CH2-CH(OH)-CH
was used instead of the compound of formula I mentioned in
Example 1.
Examples 1 to 5 rendered cosmetic preparations which gave a
very comfortable feeling of smooth skin caused by the formation
of a protective film, kept and regenerated very efficiently
the water content in skin which was manifested in skin soft-
ness. The given preparations acted practically instantaneously
after application in very refreshing manner.
Example 6 - Hair water
The hair water was prepared by dissolution the compound of
formula I in ethanol and blendiny the solution into the-
mixture of other components in the usual way.
Composition:
Refined ethanol, pure 96.4% 16%
Distilled-water 65%
1% extracts of plants in ethanol or water 15%
Esters of p-oxybenæoic acid 0.2%
Standard solution of vitamine F in ethanol or fat 1.5%
Buffer - a mixture of succinic acid salts and
sodium succinate 1.5%
Food dyestuffs, 5% ethanolic solution0.1%
Odorants 0.6%
Compound of formula I, where ~ is a mixture of
10 17 alkyls~ Rl = R2 = CH2CH2H 0.1%
The hair water, beiny applied in the usual manner after hair
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2~35
washing, caused very easy combing and setting of a hair-dress;
a comfortable relaxation of head skin was felt. The external
greasing of hair was not manifested in any way.
Example 7 - Hair water
The compound of formula I was dissolved in ethanol and blended
into the mixture of other components in the usual way.
Composition:
Refined ethanol, pure 96.4% 34%
Glycerol 1.3%
Distilled water 54%
Birch juice 7.5%
Esters of p-oxybenzoic acid 0.2
Buffer - a mixture of succinic acid salts and
sodium succinate 2%
5% ethanolic solution of food dyestuffs 0.1%
Odorants 0.7%
Compound of the formula I, where R is a mixture of
10 C17 alkyls, Rl = H, R2 = CH CH OH 0.2%
Similarly as in Example 6, the hair water according to Example
~ 20 7, applied in a usual manner after hair washing, caused a very
; easy combing and setting of hair-dress and a comfortable re-
laxation of head skin was felt. The external greasing of hair
was not manifested in any way.
Example 8 - Hair water
The compound of formula I was disssolved in ethanol and blended
into the mixture of other components in the usual way.
Composition:
Refined ethanol, pure 96.4% 40%
Glycerol 0.7%
Distilled water 50%
Esters of p-oxybenzoic acid 5%
Standard solutionof vitamin F in ethanol or fat 1.4%
~, .
g _
9L35
Resorcinol and its derivatives 1.3%
5% solution of food dyestuffs in ethanol 0.1%
odorants 1.2%
Compound of formula I, where R is
n-C11~123 ~ Rl - R2 CH2CI120
Similarly as in Example 6, the hair wa-ter accordinc~ to Example
8, beiny applied in the usual manner after hair washing,
caused very easy combing and hair-dress setting and a comEort-
able relaxation of head skin was felt. The external greasing
10 , of hair was not manifested in any way.
Example 9 - Hair water ~ '
The hair water was prepared by dissolving the compound of
formula I in ethanol and blending the solution into the,mixture
of other components in -the usual way.
Composition:
Refined ethanol, pure 96.4% 52%
Distilled water 30%
1% extracts of plants in ethanol or water 6%
Esters of p-ox~,7benzoic acid 0.2%
Standard solution of vitamin F in ethanol or fat 1.5%
Resorcinol and its derivatives ' 0.6%
25 wt.% ethanolic solution of camphor '' 0.4%
Buffer - a mixture of salts of succinic acid and
sodium succinate 1.5
5% solution of food dyestuffs in ethanol 0.1
Odorants 0.7%
Compound of formula I, where R is
l3H27, Rl = H, R2 is l=hydroxy-4-butyl 1.0%
Similarly as in Example 6, the hair water according to
Example 9, being applied in the usual manner after hair washing,
caused very easy combing and setting of hair-dress and a
comfortable relaxation of head skin was felt. The external
~'
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greasing of hair was not manifested in any way.
Example 10 - Hair water
The hair water was prepared by dissolving the compound of
formula I in ethanol and blending the solution into the
mixture of other components.
Composition:
Refined ethanol, pure 96.4% 70%
Glycerol 0.7%
Distilled water 17
1% extracts ofplants in ethanol or water 6%
Esters of p-oxybenzoic acid 1%
25 wt.% ethanolic solution of camphor or menthol 1%
Buffer - a mixture of succinic acid salts and
sodium succinate 0.7~
Odorants 1.2%
Compound of formula I, where R is
n-C9Hlgr Rl = R2 CH2CH20 2.4~
Similarly as in Example 6, the hair water according to Example
10, applied in the usual manner after washing of hair, caused
- 20 a very easy combing and setting of hair-dress and a comfortable
relaxation of head skin was felt. The external greasing of
hair was not manifested in any way.
It was confirmed that all components of the hair
water were perfectly washed off in the next washing of hair.
Example 11 - Hair water
The composition and preparation were similar as in Example 6,
with the distinction that the compound of formula I, where R
is CH3(CH2)7CH:CH(CH2)7, Rl = (CH2)30H,and R2 = RCCCH2CH(OH)CH2,
~here R is CX3(CH2)7CH:CH(CH2)7, wa5 used- The hai~ water
being applied in the usual way after hair washing caused a
very easy combing and setting of hair-dress and a comfortable
relaxation of head skin was felt. The external greasing of
.. .. .
halr was not manifested in any way.
Example 12- Hair shampoo
Composition:
Sodium laurylsulphate or sodium lauryle-thersulphate 7%
~mJ.dos o~ C12 Ea~ty acicls 2.5~
ReEined ethanol, pure 96.4% 3%
l~ extracts of plants in ethanol or water 2%
Birch juice 3%
Esters of p-oxybenzoic acid 0.2%
5% ethanolic solution of food dyestuffs1%
Compound of formula I, where R is a mixture of
lO 17 alkyls, Rl = R2 = CH2CH2OH 3%
Distilled water . up to ~ 100%
The shampoo was prepared by dissolving the compound of formula
I in ethanol and blending the solution into the mixture of
other components in the common way. The shampoo formed a
rich foam, had a very good washing effect, caused a strong
setting of hair-dress and gave a comfortable feellng of head
skin, relaxation. The pick-up of dirt by hair was reduced.
Example 13 - Hair shampoo
Composition:
Sodium laurylsul.phate or sodium laurylethersulphate 12%
Refined ethanol, pure 96.~% 2%
1% extracts of plants in ethanol or water 3%
Birch j.uice . ~6~
Lecithin 1%
Esters of p-oxybenzoic acid 0.2%
5% ethanolic solution of food dyestuffs 1%
Compound of formula I, where R is a mixture of
C10-Cl7 alkyls, Rl = H, R2 = CH2CH2OH 10%
Distilled water up to lO0~
The compound of formula I was dissolved in ethanol and then
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43S
the solution was blended into a mixture of other components
in the usual way. The shampoo formed a rich foam, had a very
good washing effect, and gave a yood setting of hair-dress
and a comfortable feeling of head s]cin relaxation. The pick~up
of dirt by hair was reduced.
Example 14 - Hair shampoo
Composition:
Sodium laurylsulphate or sodium laurylethersulphate 17%
Amides of fatty acids C12 3%
Lecithin 3%
Refined ethanol, pure 96.4% 3%
Standard solution of vitamin F in ethanol or fat 2%
1% extracts of plants in ethanol or water 7%
Birch juice 5%
Esters of p-oxybenzoic acid 0.3%
Food dyestuffs, 5% ethanolic solution1%
Compound o-E formula I, where R = CH3(CH2)10
Rl = R2 = CH2CH2OH 13%
Distilled water up to 100%
The compound of formula I was dissolved ln ethanol and the
solution was then blended with a mixture of other components
.
in the usual way. The shampoo formed a rich foam, had a very
good washing effect and gave good setting of hair-dress and
a comfortable feeling of head-skin relaxation. The pick-up
of dirt by hair was expressively reduced.
Example 15 - Hair shampoo
Composition:
Sodium laurylsulphate or sodium laurylethersulphate 20%
Amides of C12 Eatty acids 6%
Lecithin 4%
Refined ethanol, pure 96.4% 5%
Standard solution of vitamin F in ethanol or fat 2%
~ .
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~4Z4;~
1% extracts of plants in ethanol or water 10%
Birch juice 7%
Gelatin 1%
Esters of p-oxybenzoic acid 0.2%
Food dyestufs, 5~ solution in ethanol 1
Compound oE formula I, where R - CH3(CH2)12,
R = H, R2 = 1-hydroxy-4-butyl 18%
Distilled water up to 100%
The compound of formula I was dissolved in ethanol and then
the solution was blended into a mixture of other components
in the usual way. The shampoo formed a rich foam, had an
excellent washing effect and gave a good setting of hair-
dress and a comfortable feeling of skin relaxation. The pick-up
of dirt by hair was reduced.
Addition of the compound of formula I caused the
increase of viscosity of the shampoo. At the content higher
than 15%, a pasty product is formed with a very good solubility
in warm water. Foam stabilizers were entirely omitted in the
formula.
Example 16 - Hair shampoo
The composition and preparation procedure were the same as
in Example 12, with the distinction that the compound of
formula I, where R = CH3(CH2)11, Rl 2 2
RCOOCH2CH(OH)CH2, where R has the above said meaning, was
used. The shampoo formed a rich foam, had a very good washing
effect and gave a good setting of hair-dress and a comfort--
able feeling of head skin relaxation. The pick-up of dirt
by hair was reduced.
Example 17 - Bath foam
Composition:
Sodium laurylsulphate or sodium laurylethersulphate 22%
Amides of C12 fatty acids 12%
-- 1~ --
2435
Foam stabilizer 15%
1% extracts of plants in ethanol or wate.r 15%
5% ethanolic solution of ood dyestuffs. 3%
Odorants 2%
Compound oE formula I, where R is ~ mixture of
Cl0-Cl7 al]cyls, Rl = R2 = CH2CH2OH 20%
Distilled water up to 100%
The preparation was manufactured by blending the compound
of formula I into water with 5% of sodium laurylsulphate or
sodium laurylethersulphate, and then other components of
the. mixture and the rest of laurylsulphate were added in the
usual way. This example represents generally the addition of
the compound of formula I into an existing formula. The stability
of foam and the feeling of skin relaxation and smoothness
improved. The standard test of foam stabili.ty (shaking in a
glass cylinder) gave by 30% higher values than the common bath
foams.
Example 18 - Bath foam
Sodium laurylsulphate or sodium laurylethersulphate 12%
; 20 5% ethanolic solution of food dyestuffs 1%
Odorants 1%
1% extracts of plants in ethanol or water 7%
Compound of formula I, where R = CH3(CH2)10~
Rl = R2 = C~2CH2OH 15%
Distilled water up to 100%
The preparation according to Example 18 was manufactured by -
blending the compound of formula I into water with 5~ of
sodium laurylsulphate or sodium laurylethersulphate, then
other components of the.mixture and the rest of laurylsulphate
were added by mixing. The foam stab.lllzers and fetting agent
were completely omitted in this example, while the foam ob-
tained was of a very good quality and stability. Though the
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content of surfactant was decreased in comparison to Example
17, an excellent washing effect was achieved. The feeling of
freshness, relaxation and smoothness of skin was very good.
The viscosity oE preparation was increased and an advantageous
pasty consistence at ve.ry good solubility in warm bath was
achieved at the concentra-tions above 15~. The standard test
of foam stability (shaking in a glass cylinder) gave by 30
higher value than the common bath foams.
Example 19 - Bath foam
The composition and preparation procedure were the same as in
Example 17 with the distinction that the compound of formula I,
3(CH2)12, Rl is CH2CH(OH)CH3, and R2 is
RCCH2CH(OH)CH2, where R is CH3(CH2)12~ The foam stability and
the eeling of relaxation and smoothness of skin were enhan-
ced. The standard test of foam stability (shaking in a glass
cylinder) gave by 30% higher value than the common bath
foams.
. ~ .
'~;.
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