CA1123338A - Pyridinium chlorides in cream rinse - Google Patents
Pyridinium chlorides in cream rinseInfo
- Publication number
- CA1123338A CA1123338A CA327,709A CA327709A CA1123338A CA 1123338 A CA1123338 A CA 1123338A CA 327709 A CA327709 A CA 327709A CA 1123338 A CA1123338 A CA 1123338A
- Authority
- CA
- Canada
- Prior art keywords
- hair
- surfactant
- conditioner
- weight
- cream rinse
- 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
- 239000006071 cream Substances 0.000 title claims abstract description 37
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical class [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 title claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000000034 method Methods 0.000 claims abstract description 19
- 238000001035 drying Methods 0.000 claims abstract description 17
- LNEXUGPWTFNCSO-UHFFFAOYSA-N 2-[(2-pyridin-1-ium-1-ylacetyl)amino]ethyl octadecanoate;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC(=O)OCCNC(=O)C[N+]1=CC=CC=C1 LNEXUGPWTFNCSO-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000004094 surface-active agent Substances 0.000 claims description 23
- 239000002304 perfume Substances 0.000 claims description 10
- 239000003755 preservative agent Substances 0.000 claims description 10
- 230000002335 preservative effect Effects 0.000 claims description 9
- 239000012535 impurity Substances 0.000 claims description 7
- 238000007605 air drying Methods 0.000 claims 2
- 238000000861 blow drying Methods 0.000 claims 2
- 239000002453 shampoo Substances 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 20
- 230000008901 benefit Effects 0.000 abstract description 4
- 238000011282 treatment Methods 0.000 abstract description 3
- 239000003381 stabilizer Substances 0.000 abstract description 2
- 239000002562 thickening agent Substances 0.000 abstract description 2
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 description 21
- 150000001875 compounds Chemical class 0.000 description 9
- 125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 9
- 239000000463 material Substances 0.000 description 7
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- 239000000654 additive Substances 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- -1 ryl stearate Chemical compound 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 3
- 241000490229 Eucephalus Species 0.000 description 2
- 229960000686 benzalkonium chloride Drugs 0.000 description 2
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000001419 myristoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- HSRJKNPTNIJEKV-UHFFFAOYSA-N Guaifenesin Chemical compound COC1=CC=CC=C1OCC(O)CO HSRJKNPTNIJEKV-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229960001950 benzethonium chloride Drugs 0.000 description 1
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229940099367 lanolin alcohols Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 229940042472 mineral oil Drugs 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 229940114926 stearate Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000009469 supplementation Effects 0.000 description 1
Classifications
-
- 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
-
- 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
- A61K8/416—Quaternary ammonium compounds
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
-
- 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
- A61Q5/12—Preparations containing hair conditioners
Landscapes
- 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 is directed to a novel cream rinse conditioner composition comprising an aqueous solution of N-(stearoyl colaminoformylmethyl) pyridinium chloride and to a method for the treatment of human hair with said novel conditioner. The composition is applied to hair which previously has been shampooed and rinsed with ordinary water. Use of the novel conditioner composition promotes manageability, helps prevent tangling of the hair and promotes faster drying when the hair is treated in the manner set forth in the disclosure. The composition has the further advantage of good stability during storage without the need for stabilizers or thickeners.
The invention is directed to a novel cream rinse conditioner composition comprising an aqueous solution of N-(stearoyl colaminoformylmethyl) pyridinium chloride and to a method for the treatment of human hair with said novel conditioner. The composition is applied to hair which previously has been shampooed and rinsed with ordinary water. Use of the novel conditioner composition promotes manageability, helps prevent tangling of the hair and promotes faster drying when the hair is treated in the manner set forth in the disclosure. The composition has the further advantage of good stability during storage without the need for stabilizers or thickeners.
Description
3~
SPECIFI CATION
This invention is directed to a novel cream rinse conditioner for application to human hair after shampooing and rinsing and to a method for the trea-tment of hair with said novel conditioner.
Cream rinse conditioners are of aid in increasing the manageability and body of hair and act as lubricants to reduce the snarling and tangling normally associated with freshly-shampooed hair. The present invention combines the advantages of promoting manageability and reducing snarling and tangling with that of faster drying in a high viscosity conditioner.
Certain surface active compounds of the quaternary ammonium type have been used in hair rinse products.
Examples of such compounds and a method for using them may be found in U. S. Patent 3,155,591. Though these compounds act as lubricants to reduce tangling, to soften the hair and to enhance its combing properties, there is no disclosure of an accelerated dryin~ efect resulting from -thelr use.
Other surface activ~ compounds which are suitable for use in hair rinse products are identified in U. S.
Patent 3,81~,110, which discloses and claims a method for treating hair. These compounds act as lubricants and are said to accelerate the drying of the hair. However, according to the method described therein, the surace active compounds are added to the rinse water, after shampooing, to remove soap residue remaining in the hair. Cream rinse conditioners, including the conditioner of the present invention, are used after the shampooed hair has been rinsed with ordinary water.
~ ~lZ;3~3~8 Various formulations for cream rinse conditioners have been suggested. See Sagarin, Edward, Cosmetics Science and Technolog~, Interscience Publishers, Inc., New York (1957), pp. 537-5~9. One commercial product whose 5 ~ use in cream rinse conditioners has been proposed is ~mcol E-607S, manufactured by 1~7itco Chemical Corpora~ion (see Witco Bulletin 218, ~une, 1976), whose composition is discussed more fully below.
The use of Emcol E-607S in a cream rinse conditioner lo formulation without supplementation by other materials results - in a product ~hich has an undesirably low viscosity. It is not what the public has come to expect in a cream rinse.
When the product is allowed to stand for a short time, it separates into two phases and must be agitated or mixed before ~urther use may be made of it. This low viscosity product is also difficult to apply to the hair because it flows freely and runs off the hands and hair quic~ly.
In order to increase the viscosity of cream rinse conditioners made from Emcol E-607S, various additives have been used. The Witco bulletin refers to formulations including stearic acid, glyc~ryl stearate, lanolin alcohols, mineral oil, cetyl alcohol, an~ sodium chloride. Other materials such as polytdimethylsiloxanesl, cationic cellulose derivatives, cationic silicones, and stearyl dimethyl benzyl ammonium chloride have also been proposed for inclusion in the formulation. However, by the use o~ thes~ viscosity building additives either the rapid drying properties or the untangling and wet combing properties of the cream xinse conditioners are adversely affected. For example, sodium chloride causes r~de ~rK
~2 3~3 noticeable wet comb drag and ma]-.es un-tangling more difficult.
Other additives decrease the drying qualities.
Emcol E-607S, though identiied in the l~itco bulletin as N-(stearoyl colaminoformylmethyl) pyridinium chloride, 3( 2)16C O-c~I2c~l2~-c-cH2Nc5H5] C1 , is actually a mixture of active ingredients derived from fatty acids. Approximately 46% of the product is N-(stearoyl colaminoformylmethyl3 pyridinium chloride and approximately lo 50~ is the palmitoyl analogue, N-(palmitoyl colaminoforrnylmethyl) pyridinium chloride, ~ H O
3( 2)1~C O CH2CH2~-~-CH2NC~H5] Cl .
The remainder of the Emcol E-607S is composed largely of lower fatty acid analogues, such as myristoyl and lauroyl, with some undefined materials~
We now have found that by using a product comprising predominan-tly the stearoyl compound containing only a small percentage of the palmitoyl analogue as an impurity, the viscosity of the hair cream rinse conditioner is greatly incr~ased, thus obviating the need for viscosity building additives. The pure, 100~, stearoyl compound would be optimum, but economics favor using a less pure but cheaper material such as one comprising at least 85%, and pre~erably at least 90%, by weight of the N-(stearoyl colaminoformylmethyl) pyridinium chloride compound. The conditioner according to the invention has excellent viscosity, does not separate upon standing, promotes rnanageability and aids in untangling and unsnarling and in the rapid drying of the hair when used in the manner described below.
~23~
A product which comprises at least 85% by weight of the N--(stearoyl colaminoformylmethyl) pyridinium chloride compound is noe~ made by Witco Chemical Corporation under the desi~nation Emcol E-692. The remainder consists of or comprises not more than 15~, usually 8 to 1~, -the palmitoyl analogue wi-th small amounts of lower fat-ty acid analogues (myristoyl and lauroyl) and undefined impurities.
In practice, the commercial product normally contains at least 92~ of the stearoyl substituent and often over 95~.
The inven~ion therefore comprises a novel cream rinse conditioner and a method for using same in - the treatment of human hair. The novel conditioner comprises sufficient surfactant to give a viscosity of from abou-t 200 to about 2000 CentipGiSe. This will be about 3-20~ by weight of the surfactant produc-t, which comprises predominantly N-(stearoyl colaminoformylmethyl) pyridinium chloride and not more than a small amount of the palmitoyl analogue as an impurity, a small amount of preservative, a small amount of perfume, and water. The method according to the invention comprises shampooing the hair, rinsing the hair with ordinary water, working a small amount of the novel conditioner into the hair, rinsin~ a~ain e~ith ordinary e~ater, and towel drying the hair.
As noted, cream rinse conditioners according to the invention may contain from about 3 to about 20O by weight of the surfactant product, equivalent -to say about
SPECIFI CATION
This invention is directed to a novel cream rinse conditioner for application to human hair after shampooing and rinsing and to a method for the trea-tment of hair with said novel conditioner.
Cream rinse conditioners are of aid in increasing the manageability and body of hair and act as lubricants to reduce the snarling and tangling normally associated with freshly-shampooed hair. The present invention combines the advantages of promoting manageability and reducing snarling and tangling with that of faster drying in a high viscosity conditioner.
Certain surface active compounds of the quaternary ammonium type have been used in hair rinse products.
Examples of such compounds and a method for using them may be found in U. S. Patent 3,155,591. Though these compounds act as lubricants to reduce tangling, to soften the hair and to enhance its combing properties, there is no disclosure of an accelerated dryin~ efect resulting from -thelr use.
Other surface activ~ compounds which are suitable for use in hair rinse products are identified in U. S.
Patent 3,81~,110, which discloses and claims a method for treating hair. These compounds act as lubricants and are said to accelerate the drying of the hair. However, according to the method described therein, the surace active compounds are added to the rinse water, after shampooing, to remove soap residue remaining in the hair. Cream rinse conditioners, including the conditioner of the present invention, are used after the shampooed hair has been rinsed with ordinary water.
~ ~lZ;3~3~8 Various formulations for cream rinse conditioners have been suggested. See Sagarin, Edward, Cosmetics Science and Technolog~, Interscience Publishers, Inc., New York (1957), pp. 537-5~9. One commercial product whose 5 ~ use in cream rinse conditioners has been proposed is ~mcol E-607S, manufactured by 1~7itco Chemical Corpora~ion (see Witco Bulletin 218, ~une, 1976), whose composition is discussed more fully below.
The use of Emcol E-607S in a cream rinse conditioner lo formulation without supplementation by other materials results - in a product ~hich has an undesirably low viscosity. It is not what the public has come to expect in a cream rinse.
When the product is allowed to stand for a short time, it separates into two phases and must be agitated or mixed before ~urther use may be made of it. This low viscosity product is also difficult to apply to the hair because it flows freely and runs off the hands and hair quic~ly.
In order to increase the viscosity of cream rinse conditioners made from Emcol E-607S, various additives have been used. The Witco bulletin refers to formulations including stearic acid, glyc~ryl stearate, lanolin alcohols, mineral oil, cetyl alcohol, an~ sodium chloride. Other materials such as polytdimethylsiloxanesl, cationic cellulose derivatives, cationic silicones, and stearyl dimethyl benzyl ammonium chloride have also been proposed for inclusion in the formulation. However, by the use o~ thes~ viscosity building additives either the rapid drying properties or the untangling and wet combing properties of the cream xinse conditioners are adversely affected. For example, sodium chloride causes r~de ~rK
~2 3~3 noticeable wet comb drag and ma]-.es un-tangling more difficult.
Other additives decrease the drying qualities.
Emcol E-607S, though identiied in the l~itco bulletin as N-(stearoyl colaminoformylmethyl) pyridinium chloride, 3( 2)16C O-c~I2c~l2~-c-cH2Nc5H5] C1 , is actually a mixture of active ingredients derived from fatty acids. Approximately 46% of the product is N-(stearoyl colaminoformylmethyl3 pyridinium chloride and approximately lo 50~ is the palmitoyl analogue, N-(palmitoyl colaminoforrnylmethyl) pyridinium chloride, ~ H O
3( 2)1~C O CH2CH2~-~-CH2NC~H5] Cl .
The remainder of the Emcol E-607S is composed largely of lower fatty acid analogues, such as myristoyl and lauroyl, with some undefined materials~
We now have found that by using a product comprising predominan-tly the stearoyl compound containing only a small percentage of the palmitoyl analogue as an impurity, the viscosity of the hair cream rinse conditioner is greatly incr~ased, thus obviating the need for viscosity building additives. The pure, 100~, stearoyl compound would be optimum, but economics favor using a less pure but cheaper material such as one comprising at least 85%, and pre~erably at least 90%, by weight of the N-(stearoyl colaminoformylmethyl) pyridinium chloride compound. The conditioner according to the invention has excellent viscosity, does not separate upon standing, promotes rnanageability and aids in untangling and unsnarling and in the rapid drying of the hair when used in the manner described below.
~23~
A product which comprises at least 85% by weight of the N--(stearoyl colaminoformylmethyl) pyridinium chloride compound is noe~ made by Witco Chemical Corporation under the desi~nation Emcol E-692. The remainder consists of or comprises not more than 15~, usually 8 to 1~, -the palmitoyl analogue wi-th small amounts of lower fat-ty acid analogues (myristoyl and lauroyl) and undefined impurities.
In practice, the commercial product normally contains at least 92~ of the stearoyl substituent and often over 95~.
The inven~ion therefore comprises a novel cream rinse conditioner and a method for using same in - the treatment of human hair. The novel conditioner comprises sufficient surfactant to give a viscosity of from abou-t 200 to about 2000 CentipGiSe. This will be about 3-20~ by weight of the surfactant produc-t, which comprises predominantly N-(stearoyl colaminoformylmethyl) pyridinium chloride and not more than a small amount of the palmitoyl analogue as an impurity, a small amount of preservative, a small amount of perfume, and water. The method according to the invention comprises shampooing the hair, rinsing the hair with ordinary water, working a small amount of the novel conditioner into the hair, rinsin~ a~ain e~ith ordinary e~ater, and towel drying the hair.
As noted, cream rinse conditioners according to the invention may contain from about 3 to about 20O by weight of the surfactant product, equivalent -to say about
2.5% to about 20% by weight of pure N-~stearoyl colaminoformylmethyl~ pyridinium chloride. Xf less than about 3~ surfactant product (2.5-- pure stearoyl sal-t~ is used, the hair conditioning properties of the resuiting ~Z333~
product decrease rapidly. On the other hand, using more than about 20~ confers no additional advanta~e. A
preferred composition accordin~ to the present invention contains 3-10~ surfactant procluct, equivalent to 2.5-10 pure stearoyl salt, by wei~ht. For most co~ercial applications, 3.5-5% of surfactant product, or about
product decrease rapidly. On the other hand, using more than about 20~ confers no additional advanta~e. A
preferred composition accordin~ to the present invention contains 3-10~ surfactant procluct, equivalent to 2.5-10 pure stearoyl salt, by wei~ht. For most co~ercial applications, 3.5-5% of surfactant product, or about
3-5~ pure stearoyl salt, is desirable.
In addition to surfactant, certain conventional additives, which do not affect the ~undamental character of the conditioners according to the invention, are normally included.
For example, conventional preservatives such as benzalkonium chloride or benzethonium chloride may be present as 0.05-0.25 by weight of the total conditioner and preferably 0.1-0.2~.
Most formulations will include a perfume, say 0.01-0.25%
and preferably 0.01-0.1~ of the total conditioner. Other innocuous additives such as coloring agents may also be included. The balance of the composition is water.
The following formulation range is preferred:
Ingredien-t ~, b~ weight N-(stearoyl colaminoEor-mylmethyl) pyridinium chloride 2.5-10 Perfume 0.01 - 0.1 Preservative 0.1 - 0.2 Water ~deioni2ed) Remainder to 100~
In preparing the novel conditioning compositions, the N-(stearoyl colaminoformylmethyl~ pyridinium chloride is added to the water and h2ated to between about 80C.
and about 85C. with agitation ~mtil the quaternary compound i5 dissolved. When the solution cools to about 40C. the perfume and preservative are added. I~ the quaternary compound ~Z;333~
is below 90~ stearoyl, coolin~ is continued to below 15~C.
and this temperature is maintained ~or a short period of time, say 5 to 30 minutes. This coolin~ step is important in obtainincJ optimum stability of the conclitioner and in enablin~ stabilizers and thickeners to be dispensed with.
If the quaternary compound is at least 90~ stearoyl, the solution need only be cooled to room temperature, i.e., 20-24C~ Once prepared the conditioners of the invention may be stored without separation at temperatures ran~ing from -10C. to +55C. The product which is obtained followin~ the procedure described will have a viscosi-ty in the ran~ 200-2000 centipoise at room temperature. If the viscosity of the product is below about 200 centipoise, the product will flow more freely than is desirable and will separate into two phases upon stora~e.
` The benefits of cream rinse conditioners according to the invention arise from the excellent untan~lin~ and unsnarling properties and the ~aster dryin~ times for hair upon which they have been used. Thus, where hair is shampooed and rinsed with ordinary water, treated with a small amount, say 20 to 30 CJrams, of the above-described preferred cream rinse conditioner, rinsed again with ordinary water, towel dried to remove excess rinse water, and air dried or blow dried or both, the hair dries more rapidly than does hair to which no cream rinse conditioner has been applied or to wllich commercially available cream rinse conditioners have been applied.
In order to demonstrate the superior dryin~
properties of the cream rinse conditioners of the invention ~Z33~8 ,, over commercially available cream rinse conditioners, laboratory ~ater absor~tion stu~ies ~ere performed. In these studies, swatches of hum~n h~ir wei~hin~ 60.0 ~rams whcn dry were shampooed and rinsed thorouqhly. ~ 5 cc. s~nple of one of the several cream rinse conditioners to be tested was wor~ed into each swatch and -then rinsed out under runnin~
lu~ewarm water for a 45-second interval. The total weight of the swatch was then brou~ht to 100 ~rams by squeezin~ out any e~cess water. The hair was next wrapped in a towel and squeezed for one 15-second in-terval; rewrapped and squeezed for one 20-second interval. It was then rubbed with the same towel for one minute and wei~hed. This procedure ~as also followed for a control swatch on which no conditioner was used. The results are reported in Table A. The data in the column labelled "Percent Dr~ing Advantage" are calculated as ~ollo~s:
(Final Weight of ) - (Final Weight o Percent Dryin~ = 100 x (Control Swatch ) (Test Sam~le Swatch ) Advanta~e (Final Weight of ) - ~Dry Wei~ht of ) (Control Swa-tch ) (S~atch Table Final Wei~ht Percenta~e Drying Product Control Procluct Aclvanta~e Ov~r T~stcd Swatch(~) S~atcht~) Control Swatch ~ 82.5 82.5 None B 82.3 82.4 None C 82.5 82.5 None D 82.4 82.5 None E 82.4 82.2 0.9 ~' 82.7 82.~ 0.~
G-l 82.8 S2.6 0.9 G-2 82.5 82.7 None 2.0~ E-607S 82.6 76.6 26.5 3.5~ E-607S 82.4 76.1 28.1 3S 2.0~ E-692 82.8 76.8 26.3 3.5% E-692 82.8 75.8 30.7 5.0O E-692 82.6 75.2 32.7 ~L~23338 The products labelled ~ through G in Table A
are ~ell known commercially available crt?am rinse conditioners:
~s can be seen from the data presentt-~d, there is virtually no difference in the amount of water absorbed by towelling a swatch of hair which has b~en treated with one of -these products as compared to a swatch of hair to which no conditioner has been applied. The E-607S and E-692 compositions were formulated by dissolving the appropriate number of grams of the indicated products in water. No lo preservative or perfume was added to these solutions. The composition of the batch of E-692 from ~hieh the indicated samples ~ere manufactured comprised 92~ N-~stearoyl colaminoformylmethyl) pyridinium cloride, 6- of the palmitoyl analogue and about 2% lower fatty acid analogues. The E-607S contained about 46% by weight of the stearoyl compound, 50~ by weight of the palmitoyl and the balance lower fatty acid analogues and undefined materials. Swatches of hair treated with each of these compositions showed substantial improvement in the amount of water absorbed by towel drying over that absorbed from tlle control.
~hile the higll palmitoyl material was almost as effective in drying as the h;gh s-tearo~yl material of the inve-ntion, the two produets were wholly different physically, the palmitoyl being watery and unacceptable as a cream rinse product as evidenced by the viscosity data in Table B. These samples were manufactured as described above, with cooling to only 24C. during manufacture. ~lere, again, the composition of the batch of E-692 from which the indicated samples were manufac-tured comprised 92% stearoyl compound, 6o palmitoyl and about 2~ lower fatty aeid analogues. The E-607S
_~_ ~2~38 composition was as described above. All samples in Table B
contain 0. 2Qo benzalkonium chloride as a preservative and 0.05~- perfume.
Table B
Viscosi-ty SamplP (Centipoise) Observations 2.0% E-607S 20 I~o phases, no pearlescence 3.5~ E-607S 20 Two phases, no pearlescence 5.0% E-607S 20 ~o phases, no pearlescence 2.0~ E-692 80 ~o phases, very slight pearlescence 3.5% E-692 300 One phase, pearlescence 5. OQo E-692 680 One phase, pearlescence These data illustrate the higher viscosity and the greater stability of cream rinse conditioners of the invention.
Comparative clinical and consumer preference -tests have been conducted using the product of the invention. ~he overwhelming majority of the persons consulted found the invention to possess one or more favorable qualities. A clear majority of -those consulted found the invention superior to their regular brands in its abili-ty to promote ~aster drying of the hair.
In addition to surfactant, certain conventional additives, which do not affect the ~undamental character of the conditioners according to the invention, are normally included.
For example, conventional preservatives such as benzalkonium chloride or benzethonium chloride may be present as 0.05-0.25 by weight of the total conditioner and preferably 0.1-0.2~.
Most formulations will include a perfume, say 0.01-0.25%
and preferably 0.01-0.1~ of the total conditioner. Other innocuous additives such as coloring agents may also be included. The balance of the composition is water.
The following formulation range is preferred:
Ingredien-t ~, b~ weight N-(stearoyl colaminoEor-mylmethyl) pyridinium chloride 2.5-10 Perfume 0.01 - 0.1 Preservative 0.1 - 0.2 Water ~deioni2ed) Remainder to 100~
In preparing the novel conditioning compositions, the N-(stearoyl colaminoformylmethyl~ pyridinium chloride is added to the water and h2ated to between about 80C.
and about 85C. with agitation ~mtil the quaternary compound i5 dissolved. When the solution cools to about 40C. the perfume and preservative are added. I~ the quaternary compound ~Z;333~
is below 90~ stearoyl, coolin~ is continued to below 15~C.
and this temperature is maintained ~or a short period of time, say 5 to 30 minutes. This coolin~ step is important in obtainincJ optimum stability of the conclitioner and in enablin~ stabilizers and thickeners to be dispensed with.
If the quaternary compound is at least 90~ stearoyl, the solution need only be cooled to room temperature, i.e., 20-24C~ Once prepared the conditioners of the invention may be stored without separation at temperatures ran~ing from -10C. to +55C. The product which is obtained followin~ the procedure described will have a viscosi-ty in the ran~ 200-2000 centipoise at room temperature. If the viscosity of the product is below about 200 centipoise, the product will flow more freely than is desirable and will separate into two phases upon stora~e.
` The benefits of cream rinse conditioners according to the invention arise from the excellent untan~lin~ and unsnarling properties and the ~aster dryin~ times for hair upon which they have been used. Thus, where hair is shampooed and rinsed with ordinary water, treated with a small amount, say 20 to 30 CJrams, of the above-described preferred cream rinse conditioner, rinsed again with ordinary water, towel dried to remove excess rinse water, and air dried or blow dried or both, the hair dries more rapidly than does hair to which no cream rinse conditioner has been applied or to wllich commercially available cream rinse conditioners have been applied.
In order to demonstrate the superior dryin~
properties of the cream rinse conditioners of the invention ~Z33~8 ,, over commercially available cream rinse conditioners, laboratory ~ater absor~tion stu~ies ~ere performed. In these studies, swatches of hum~n h~ir wei~hin~ 60.0 ~rams whcn dry were shampooed and rinsed thorouqhly. ~ 5 cc. s~nple of one of the several cream rinse conditioners to be tested was wor~ed into each swatch and -then rinsed out under runnin~
lu~ewarm water for a 45-second interval. The total weight of the swatch was then brou~ht to 100 ~rams by squeezin~ out any e~cess water. The hair was next wrapped in a towel and squeezed for one 15-second in-terval; rewrapped and squeezed for one 20-second interval. It was then rubbed with the same towel for one minute and wei~hed. This procedure ~as also followed for a control swatch on which no conditioner was used. The results are reported in Table A. The data in the column labelled "Percent Dr~ing Advantage" are calculated as ~ollo~s:
(Final Weight of ) - (Final Weight o Percent Dryin~ = 100 x (Control Swatch ) (Test Sam~le Swatch ) Advanta~e (Final Weight of ) - ~Dry Wei~ht of ) (Control Swa-tch ) (S~atch Table Final Wei~ht Percenta~e Drying Product Control Procluct Aclvanta~e Ov~r T~stcd Swatch(~) S~atcht~) Control Swatch ~ 82.5 82.5 None B 82.3 82.4 None C 82.5 82.5 None D 82.4 82.5 None E 82.4 82.2 0.9 ~' 82.7 82.~ 0.~
G-l 82.8 S2.6 0.9 G-2 82.5 82.7 None 2.0~ E-607S 82.6 76.6 26.5 3.5~ E-607S 82.4 76.1 28.1 3S 2.0~ E-692 82.8 76.8 26.3 3.5% E-692 82.8 75.8 30.7 5.0O E-692 82.6 75.2 32.7 ~L~23338 The products labelled ~ through G in Table A
are ~ell known commercially available crt?am rinse conditioners:
~s can be seen from the data presentt-~d, there is virtually no difference in the amount of water absorbed by towelling a swatch of hair which has b~en treated with one of -these products as compared to a swatch of hair to which no conditioner has been applied. The E-607S and E-692 compositions were formulated by dissolving the appropriate number of grams of the indicated products in water. No lo preservative or perfume was added to these solutions. The composition of the batch of E-692 from ~hieh the indicated samples ~ere manufactured comprised 92~ N-~stearoyl colaminoformylmethyl) pyridinium cloride, 6- of the palmitoyl analogue and about 2% lower fatty acid analogues. The E-607S contained about 46% by weight of the stearoyl compound, 50~ by weight of the palmitoyl and the balance lower fatty acid analogues and undefined materials. Swatches of hair treated with each of these compositions showed substantial improvement in the amount of water absorbed by towel drying over that absorbed from tlle control.
~hile the higll palmitoyl material was almost as effective in drying as the h;gh s-tearo~yl material of the inve-ntion, the two produets were wholly different physically, the palmitoyl being watery and unacceptable as a cream rinse product as evidenced by the viscosity data in Table B. These samples were manufactured as described above, with cooling to only 24C. during manufacture. ~lere, again, the composition of the batch of E-692 from which the indicated samples were manufac-tured comprised 92% stearoyl compound, 6o palmitoyl and about 2~ lower fatty aeid analogues. The E-607S
_~_ ~2~38 composition was as described above. All samples in Table B
contain 0. 2Qo benzalkonium chloride as a preservative and 0.05~- perfume.
Table B
Viscosi-ty SamplP (Centipoise) Observations 2.0% E-607S 20 I~o phases, no pearlescence 3.5~ E-607S 20 Two phases, no pearlescence 5.0% E-607S 20 ~o phases, no pearlescence 2.0~ E-692 80 ~o phases, very slight pearlescence 3.5% E-692 300 One phase, pearlescence 5. OQo E-692 680 One phase, pearlescence These data illustrate the higher viscosity and the greater stability of cream rinse conditioners of the invention.
Comparative clinical and consumer preference -tests have been conducted using the product of the invention. ~he overwhelming majority of the persons consulted found the invention to possess one or more favorable qualities. A clear majority of -those consulted found the invention superior to their regular brands in its abili-ty to promote ~aster drying of the hair.
Claims (18)
PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. A cream rinse conditioner having a viscosity at 25 C. of between about 200 and about 2000centipoise and consisting of a surfactant comprising predominantly N-(stearoyl colaminoformylmethyl) pyridinium chloride with N-(palmitoyl colaminoformylmethyl) pyridinium chloride as an impurity, pre-servative, perfume, and water.
Z. The cream rinse conditioner claimed in claim 1 wherein the condi-tioner contains between about 3 and about 20% by weight of the surfactant.
3. The cream rinse conditioner claimed in claim 1 wherein the condi-tioner contains between about 3 and about 10% by weight of the surfactant.
4. The cream rinse conditioner claimed in claim 1 wherein the condi-tioner contains between about 3.5 and about 5% by weight of the surfactant.
5. A cream rinse conditioner having a viscosity at 25°C. of between about 200 and about 2000 centipoise and consisting essentially of a surfactant comprising at least about 85% by weight N-(stearoyl colaminoformylmethyl) pyridinium chloride and not more than about 15% N-(palmitoyl colaminoformyl-methyl) pyridinium chloride as an impurity, between about 0.05 and about 0.25%
preservative, between about 0.01 and about 0.25% perfume, and the balance water.
preservative, between about 0.01 and about 0.25% perfume, and the balance water.
6. The cream rinse conditioner claimed in claim 5 wherein the condi-tioner contains between about 3 and about 20% by weight of the surfactant.
7. The cream rinse conditioner claimed in claim 5 wherein the condi-tioner contains between about 3 and about 10% by weight of the surfactant.
8. The cream rinse conditioner claimed in claim 5 wherein the condi-tioner contains between about 3.5 and about 5% by weight of the surfactant.
9. A method of treating hair comprising the steps of shampooing the hair, rinsing the hair with ordinary water to remove the shampoo, applying a cream rinse conditioner to the hair, rinsing with ordinary water to remove excess cream rinse conditioner, and drying the hair, wherein said cream rinse conditioner as applied to the hair has a viscosity at 25 C. of between about 200 and about 2000 centipoise and consists of a surfactant comprising pre-dominantly N-(stearoyl colaminoformylmethyl) pyridinium chloride with N-(palmitoyl colaminoformylmethyl) pyridinium chloride as an impurity, preser-vative, perfume, and water.
10. The method claimed in claim 9 wherein the conditioner contains between about 3 and about 20% by weight of the surfactant.
11. The method claimed in claim 9 wherein the drying step consists of first towel drying to remove the excess rinse water and then air drying or blow drying.
12. The method claimed in claim 9 wherein the conditioner contains between about 3 and about 10% by weight of the surfactant.
13. The method claimed in claim 9 wherein the conditioner contains between about 3.5 and about 5% by weight of the surfactant.
14. A method of treating hair comprising the steps of shampooing the hair, rinsing the hair with ordinary water to remove the shampoo, applying a cream rinse conditioner to the hair, rinsing with ordinary water to remove excess cream rinse conditioner, and drying the hair, wherein said cream rinse conditioner as applied to the hair has a viscosity at 25°C. of between about 200 and about 2000 centipoise and consists essentially of a surfactant com-prising at least about 85% by weight N-(stearoyl colaminoformylmethyl) py-ridinium chloride and not mote than about 15% N-(palmitoyl colaminoformyl-methyl) pyridinium chloride as an impurity, between about 0.05 and about 0.25%
preservative, between about 0.01 and about 0.25% perfume, and the balance water.
preservative, between about 0.01 and about 0.25% perfume, and the balance water.
15. The method claimed in claim 14 wherein the conditioner contains between about 3 and about 20% by weight of the surfactant.
16. The method claimed in claim 14 wherein the drying step consists of first towel drying to remove the excess rinse water and then air drying or blow drying.
17. The method claimed in claim 14 wherein the conditioner contains between about 3 and about 10% by weight of the surfactant.
18. The method claimed in claim 14 wherein the conditioner contains between about 3.5 and about 5% by weight of the surfactant.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US90646878A | 1978-05-17 | 1978-05-17 | |
| US906,468 | 1978-05-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1123338A true CA1123338A (en) | 1982-05-11 |
Family
ID=25422494
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA327,709A Expired CA1123338A (en) | 1978-05-17 | 1979-05-16 | Pyridinium chlorides in cream rinse |
Country Status (4)
| Country | Link |
|---|---|
| CA (1) | CA1123338A (en) |
| DE (1) | DE2918380A1 (en) |
| FR (1) | FR2425849A1 (en) |
| IT (1) | IT1120961B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8940282B2 (en) | 2008-02-11 | 2015-01-27 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
| US9427603B2 (en) | 2008-02-11 | 2016-08-30 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
| US9585497B2 (en) | 2011-09-30 | 2017-03-07 | The Procter & Gamble Company | Modular display system |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2015108835A (en) * | 2012-08-16 | 2016-10-10 | Басф Се | POLYOXIALKYLENE-SUBSTITUTED ALKYLENEDIAMINS AND THEIR APPLICATION FOR SKIN AND HAIR |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2928772A (en) * | 1954-10-04 | 1960-03-15 | Colgate Palmolive Co | Hair conditioning composition containing n (higher acyl colamino formylmethyl)pyridinium chloride and a fatty acids monoglyceride sulfate anionic detergent |
| US3186911A (en) * | 1962-07-16 | 1965-06-01 | Warner Lambert Pharmaceutical | Hair setting composition comprising an aqueous dispersion of a tertiary aminoalkyl ether of starch |
| CA1016464A (en) * | 1973-06-22 | 1977-08-30 | Terry Gerstein | Shampoo conditioner formulations |
| US3980091A (en) * | 1975-01-06 | 1976-09-14 | Alberto Culver Company | Quaternary ammonium compounds in pretreatment of hair before shampooing with an anionic shampoo |
-
1979
- 1979-05-08 DE DE19792918380 patent/DE2918380A1/en not_active Withdrawn
- 1979-05-16 FR FR7912390A patent/FR2425849A1/en active Granted
- 1979-05-16 IT IT68040/79A patent/IT1120961B/en active
- 1979-05-16 CA CA327,709A patent/CA1123338A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8940282B2 (en) | 2008-02-11 | 2015-01-27 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
| US9427603B2 (en) | 2008-02-11 | 2016-08-30 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
| US9585497B2 (en) | 2011-09-30 | 2017-03-07 | The Procter & Gamble Company | Modular display system |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2425849A1 (en) | 1979-12-14 |
| FR2425849B1 (en) | 1983-05-27 |
| IT7968040A0 (en) | 1979-05-16 |
| DE2918380A1 (en) | 1979-11-22 |
| IT1120961B (en) | 1986-03-26 |
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