CA1142435A - Cosmetic preparations containing a tertiary-amine as effective component - Google Patents
Cosmetic preparations containing a tertiary-amine as effective componentInfo
- Publication number
- CA1142435A CA1142435A CA000354517A CA354517A CA1142435A CA 1142435 A CA1142435 A CA 1142435A CA 000354517 A CA000354517 A CA 000354517A CA 354517 A CA354517 A CA 354517A CA 1142435 A CA1142435 A CA 1142435A
- Authority
- CA
- Canada
- Prior art keywords
- hydroxy
- hair
- butyl
- formula
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
ABSTRACT OF THE DISCLOSURE
The invention pertains to cosmetic preparations of skin milk, creams, balm for feet, hair water , hair shampoo and bath foam which contain an effective component of the gene-ral formula I
(I), where R is the alkyl or alkenyl group with 7 to 17 carbon atoms in a linear or branched main chain, R1 means 2-hydroxyethyl, 3-hydroxy-1-propyl, 1-hydroxy-2-propyl, 2-hydroxy-1-propyl, 1-hydroxy-2-butyl, 1-hydroxy-3-butyl, 1-hydroxy-4-butyl, 2-hydroxy-3-butyl, and R2 is R1 of the above given meaning, or R-COO-CH2-CH
(OH)-CH2, where R has the above given meaning, in the amount of 0.02 to 50 volume percent related to the total volume of final preparation.
The invention pertains to cosmetic preparations of skin milk, creams, balm for feet, hair water , hair shampoo and bath foam which contain an effective component of the gene-ral formula I
(I), where R is the alkyl or alkenyl group with 7 to 17 carbon atoms in a linear or branched main chain, R1 means 2-hydroxyethyl, 3-hydroxy-1-propyl, 1-hydroxy-2-propyl, 2-hydroxy-1-propyl, 1-hydroxy-2-butyl, 1-hydroxy-3-butyl, 1-hydroxy-4-butyl, 2-hydroxy-3-butyl, and R2 is R1 of the above given meaning, or R-COO-CH2-CH
(OH)-CH2, where R has the above given meaning, in the amount of 0.02 to 50 volume percent related to the total volume of final preparation.
Description
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), 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
~ ~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.
' ~
~ 9 ~Z~3S
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~ ' ~ - 6 -~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%
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 '~^
~ 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), 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
~ ~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.
' ~
~ 9 ~Z~3S
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~ ' ~ - 6 -~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%
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 '~^
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 _ 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 ~' .
- `` 13L~Z435 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 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%
~ .
~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~ --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 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,
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 _ 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 ~' .
- `` 13L~Z435 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 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%
~ .
~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~ --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 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.
. ~ .
'~;.
. ~ .
'~;.
Claims (2)
1. Cosmetic preparations of skin milk, creams, balm for feet,hair water,hair shampoo and bath foam, charac-terized by the presence of an effective component of general formula I
(I), where R is alkyl or alkenyl with 7 to 17 carbon atoms in a linear or branched main chain, R1 is 2-hydroxyethyl, 3-hydroxy-1-propyl, 1-hydroxy-
(I), where R is alkyl or alkenyl with 7 to 17 carbon atoms in a linear or branched main chain, R1 is 2-hydroxyethyl, 3-hydroxy-1-propyl, 1-hydroxy-
2-propyl, 2-hydroxy-1-propyl, 1-hydroxy-2-butyl, 1-hydroxy-3-butyl, 1-hydroxy-4-butyl, 2-hydroxy-3-butyl, and R2 is R1 of the above given meaning or R-COO-CH2-CH
(OH)CH2, where R has the above meaning, in the amount of 0.02 to 50 volume percent related to the total volume of the final preparation.
(OH)CH2, where R has the above meaning, in the amount of 0.02 to 50 volume percent related to the total volume of the final preparation.
Applications Claiming Priority (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS4294-79 | 1979-06-21 | ||
| CS429379A CS213265B1 (en) | 1979-06-21 | 1979-06-21 | Hair shampoo with ammeliorated washing and fixation effects |
| CSPV4292-79 | 1979-06-21 | ||
| CS429679A CS210754B1 (en) | 1979-06-21 | 1979-06-21 | Bath-foam with increased foam stability |
| CS4293-79 | 1979-06-21 | ||
| CS429279A CS210753B1 (en) | 1979-06-21 | 1979-06-21 | Hair-wash increasing combing property and stability of hair-dress |
| CS429479A CS213680B1 (en) | 1979-06-21 | 1979-06-21 | Emulsion cosmetic preparations with instantaneous hydration and plastification effect |
| CS4296-79 | 1979-06-21 | ||
| CS342580A CS211172B1 (en) | 1980-05-16 | 1980-05-16 | Cosmetic means with increased applicable properties |
| CSPV3425-80 | 1980-05-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1142435A true CA1142435A (en) | 1983-03-08 |
Family
ID=27509688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000354517A Expired CA1142435A (en) | 1979-06-21 | 1980-06-20 | Cosmetic preparations containing a tertiary-amine as effective component |
Country Status (7)
| Country | Link |
|---|---|
| CA (1) | CA1142435A (en) |
| CH (1) | CH646328A5 (en) |
| DE (1) | DE3023402A1 (en) |
| FR (1) | FR2459041A1 (en) |
| GB (1) | GB2052977B (en) |
| IT (1) | IT1148873B (en) |
| SE (1) | SE447870B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020147127A1 (en) * | 2001-04-05 | 2002-10-10 | Crompton Corporation | Amine and quaternary ammonium salt derivatives of glycidyl ethers and glycidyl esters |
| CN114890907B (en) * | 2022-03-31 | 2023-10-31 | 荣灿生物医药技术(上海)有限公司 | Cationic lipid compound and preparation method and application thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3272712A (en) * | 1962-10-29 | 1966-09-13 | Oreal | Quaternary ammonium salts of esters of fatty acids and a precursor of amino-2-hydroxy propanol, methods of their preparation and their use |
| US3259615A (en) * | 1965-01-14 | 1966-07-05 | Arizona Chem | 3-amino-2-hydroxypropyl esters of rosin acids and methods for preparing the same |
| JPS51110044A (en) * | 1975-03-20 | 1976-09-29 | Matsumoto Seiyaku Kogyo Kk | KESHORYO |
-
1980
- 1980-06-18 GB GB8019855A patent/GB2052977B/en not_active Expired
- 1980-06-18 SE SE8004518A patent/SE447870B/en not_active IP Right Cessation
- 1980-06-20 CA CA000354517A patent/CA1142435A/en not_active Expired
- 1980-06-20 IT IT2289280A patent/IT1148873B/en active
- 1980-06-20 CH CH477480A patent/CH646328A5/en not_active IP Right Cessation
- 1980-06-20 FR FR8013694A patent/FR2459041A1/en active Granted
- 1980-06-23 DE DE19803023402 patent/DE3023402A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| FR2459041A1 (en) | 1981-01-09 |
| GB2052977B (en) | 1983-09-01 |
| CH646328A5 (en) | 1984-11-30 |
| SE447870B (en) | 1986-12-22 |
| FR2459041B1 (en) | 1984-02-10 |
| GB2052977A (en) | 1981-02-04 |
| IT1148873B (en) | 1986-12-03 |
| DE3023402A1 (en) | 1981-01-22 |
| SE8004518L (en) | 1980-12-22 |
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| MKEX | Expiry |