US3870660A - Method of cleaning hair - Google Patents
Method of cleaning hair Download PDFInfo
- Publication number
- US3870660A US3870660A US307960A US30796072A US3870660A US 3870660 A US3870660 A US 3870660A US 307960 A US307960 A US 307960A US 30796072 A US30796072 A US 30796072A US 3870660 A US3870660 A US 3870660A
- Authority
- US
- United States
- Prior art keywords
- hair
- alpha
- olefin sulfonate
- shampoo
- alkanol
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 18
- 238000004140 cleaning Methods 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims abstract description 39
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 27
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000002453 shampoo Substances 0.000 claims description 43
- 239000004711 α-olefin Substances 0.000 claims description 37
- 239000006260 foam Substances 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- 150000008054 sulfonate salts Chemical class 0.000 claims description 3
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 claims description 3
- WEMFUFMJQFVTSW-UHFFFAOYSA-N compositin Natural products CC=C(C)C(=O)OC1CC(O)C2(C)COC3C2C1(C)C1CCC2(C)C(CC=C2C1(C)C3OC(=O)C(C)=CC)c1ccoc1 WEMFUFMJQFVTSW-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 abstract description 12
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 9
- 150000001336 alkenes Chemical class 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 25
- 239000004094 surface-active agent Substances 0.000 description 11
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 10
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 10
- -1 alkene sulfonates Chemical class 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000006277 sulfonation reaction Methods 0.000 description 6
- 230000008901 benefit Effects 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 4
- 239000003599 detergent Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 2
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 2
- 229940043264 dodecyl sulfate Drugs 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 description 1
- 239000005968 1-Decanol Substances 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- JZEUFFFBEMAJHS-UHFFFAOYSA-N 2-methyldecan-1-ol Chemical compound CCCCCCCCC(C)CO JZEUFFFBEMAJHS-UHFFFAOYSA-N 0.000 description 1
- SCHAAFQMJJWGJM-UHFFFAOYSA-N 2-methyldodecan-1-ol Chemical compound CCCCCCCCCCC(C)CO SCHAAFQMJJWGJM-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 208000001840 Dandruff Diseases 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- HFDVRLIODXPAHB-UHFFFAOYSA-N alpha-tetradecene Natural products CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([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 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 229940095673 shampoo product Drugs 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 150000008053 sultones Chemical class 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
Definitions
- This invention relates to the cleansing of hair commonly called shampooing in which a composition containing a 14 to 18 carbon alpha-olefin sulfonate and a to carbon primary alkanol is used to produce a rich, stable and creamy wet lather.
- a suitable shampoo is different from most commonly used household detergents and must fulfill special requirements, and therefore, information regarding a surfactants properties in dilute solutions is not generally applicable with regard to its potential as a shampoo.
- a shampoo detergent in use must be effective as a rather concentrated solution in water while an ordinary cleansing detergent is used as a very dilute solution in water.
- the user requires a shampoo which produces a rich, stable foam in copious quantities.
- a good shampoo foam must be wet, that is, it must hold a substantial amount of surfactant solution in the foam, since a relatively dry foam has low cleansing properties and poor workability. This is indicated by a creamy lather having small bubbles.
- composition containing the 14 to 18 carbon alpha-olefin sulfonate and the 10 to 15 carbon primary alkanol composition When used in hair cleansing according to this invention, it produces a creamy wet lather which is stable during the shampooing operation to effectuate good cleansing of the hair. The user is esthetically pleased as he shampoos his hair. Hair which is cleansed in this manner is very manageable and has a good feel to the hand after it has dried in contrast with an alpha-olefin sulfonate composition which does not contain the primary alkanol. Thus the composition containing the higher primary alkanol makes a larger volume of more stable foam, containing a larger amount of entrained surfactant solution.
- the shampoo composition also is storage stabilized by the addition of the higher primary alkanol to the alpha-olefin sulfonate, which tends to precipitate from solution on standing in the absence of the higher primary alkanol.
- This storage stability improves its salability and therefore increases the likelihood that this highly effective shampoo will be used to the ultimate benefit of the public.
- the alpha-olefin sulfonate surfactant which is used is produced from a straight chain alpha-olefin having 14 to 18 carbon atoms or a mixture of these.
- the alphaolefins that are produced by Ziegler telomerization of ethylene are preferred but other alpha-olefins can be used such as those produced by the cracking of paraffin wax.
- the alpha-olefin should have a purity of at least about 85 percent and preferably at least about 90 percent.
- Primary impurities are generally internal olefins and vinylidenes.
- the sulfonation is carried out in a continuous manner in a tube reactor using gaseous sulfur trioxide.
- a thin, flowing film of alpha-olefin flows down the interior wall of the tube into which the gaseous sulfur trioxide is injected.
- This gaseous sulfur trioxide is diluted with an inert gas, such as air, to provide a concentration of about two to eight volume percent sulfur trioxide.
- n molar ratio is advantageously between about 1:1 and about 1.1:1.
- the reaction temperature is moderated by passing a coolant at about 40 F. to about 140 F. through cooling jackets appropriately placed about the tube reactor.
- a coolant temperature is selected which permits a minimum sulfonation temperature but which allows the sulfonation product to remain in a fluid condition.
- the sulfonation product is separated from the gaseous effluent and is generally allowed to age at about 50 F. to about F. This aging is carried out for a sufficient time, usually about 15 minutes to an hour, to permit an undesirable sulfonation species to isomerize to a more desirable species.
- the sulfonation product is then neutralized by combining it with a potassium, sodium, ammonium or mono, di, or triethanolamine caustic solution in about a 5 to 10 percent excess over that amount which would stoichiometrically be needed to neutralize the S0 fed to the tube reactor.
- the saponification is effected by heating the aqueous caustic mixture to a temperature of about 285 F. to about 340 F. under autogenous pressure for a period of about 10 to 30 minutes.
- the aqueous product is cooled and adjusted to a pH of about 8 with aqueous sulfuric acid.
- the resulting product is an aqueous solution containing about 25 to about 40 weight percent of the alpha-olefin sulfonate.
- This alpha-olefin sulfonate product is a mixture of the alkali metal, ammonium or ethanolamine salts of alkene sulfonates and hydroxyalkane sulfonates.
- the alpha-clef in surfactants that were used and are described in the following examples were prepared by this procedure.
- Alpha-olefin sulfonate as used herein means the product resulting from the above-described procedure.
- the primary alkanol which is an essential component of the shampoo composition contains 10 to 15 carbon atoms and has the normal or Z-methyl configuration. Mixtures of two or more of this class of alkanols can also be used. These primary alkanols include 1- decanol, l-undecanol, l-dodecanol, l-tridecanol, l tetradecanol, l-pentadecanol, Z-methyl-l-nonanol, 2- methyl- 1 -decanol, Z-methyll -undecanol, 2-methyl-1 dodecanol, 2-methyll -tridecanol, Z-methyll tetradecanol, and the like.
- the shampoo composition comprises, as its major components, an aqueous solution of the alpha-olefin sulfonate and the primary alkanol.
- the amount of the alpha-olefin sulfonate used is from about five to about 40 weight percent and preferably from about 10 to about 35 percent of the solution.
- the primary alkanol having from 10 to 15 carbon atoms is added as a minor constituent in an amount from about two to about 15 percent based on the alpha-olefin sulfonate, more preferably about 5 to about 10 percent.
- the primary alkanols having less than 10 carbon atoms are not satisfactory, while the use of primary alkanols having greater than 15 carbon atoms does not exhibit any improvement in foam volume or foam wetness.
- Shampoos are a mixture of a suitable surfactant, water and various additives.
- the concentration of the surfactant is generally from about one to about seven percent of the total amount of water present, usually about two to about six percent.
- the foam wetness is determined by a measure of the foam drainage time, that is, the time it takes for a predetermined amount of the surfactant solution to drain out of the foam into a separate liquid phase.
- the storage stability of the shampoo is evaluated by observing the liquid shampoo composition after prolonged standing for precipitation or a cloudy appearance.
- a good salable shampoo must have appreciable viscosity which is designated as body to those working in the shampoo art.
- a thin, watery shampoo possesses poor body and is virtually non-salable according to present standards regardless of its shampoo qualities.
- a viscous shampoo when poured out into the hand is easier to apply to the hair than a water-thin shampoo.
- the higher primary alkanols having from 10 to 15 carbon atoms possess the additional advantage of substantially increasing the viscosity of the alpha-olefin sulfonate-water solution such that a rich shampoo solution can be formulated therefrom.
- EXAMPLE 1 In an experimental program a series of determinations were made according to procedures standardized 40 produced by various alpha-olefin sulfonates as well as the foam wetness as determined by the foam drainage time. Three grams of synthetic sebum, a defoaming agent used to simulate hair oils, were added to 100 mil. of an alpha-olefin sulfonate-water solution. In each instance the sodium salt of the alpha-olefin sulfonate was used. a
- This solution contained sufficient calcium and magnesium salts to constitute 250 p.p.m. of hardness expressed as CaCO
- Various higher alcohols (5 percent based on the sodium salt of the alpha-olefin sulfonate) were added to many of the solutions. Each solution was heated to 100 F. and placed in a 500 ml. graduated cylinder. The solution was agitated for seconds by rotating the cylinder 180 per second after which the volume of foam produced by this agitation was noted. The foam was then permitted to stand until 85 ml. of liquid solution collected at the bottom of the graduated cylinder. The time that was required for this liquid to collect was designated the foam drainage time (F.D.T.). The results of these determinations are set out in Table l.
- EXAMPLE 2 Two aqueous shampoo compositions were made up, each one containing 25 weight percent of the sodium salt of an alpha-olefin sulfonate made from an equimolar mixture of l-tetradecene and l-hexadecene.
- the first composition contained no other component while the second also contained five weight percent based on the sulfonate of Lorol 5, a mixture of higher primary alkanols with l-dodecanol and l-tetradecanol predominating and made by E. l. duPont de Nemours & Co.
- Each shampoo was used in the cleansing of hair in a conventional manner as will now be described.
- the first composition was used in the cleansing of dirty hair by adding a sufficient amount of shampoo composition Table I Surfactant, Weight Percent 2.5 6.5
- the hair and scalp were gently manipulated in a manner which is conventional in shampooing hair to produce a foam and to thoroughly work it into and through the hair. After the hair was thoroughly shampooed, it was rinsed, partially dried and then allowed to air dry.
- the second composition was used in shampooing the same hair in the same manner as with the first shampoo composition.
- the foam produced by the second composition was more voluminous, more creamy and of smaller bubble size than the foam produced with the first composition.
- the dried hair after the second shampooing was very manageable and had a good feel to the hand.
- the dried hair after the first shampooing was much less manageable and did not have as good a feel as was obtained with the second shampooing.
- EXAMPLE 3 The storage stability of a 25 weight percent aqueous solution of the sodium salt of an olefin sulfonate prepared from a ll] molar mixture of n-a-tetradecene and n-a-hcxadecene was tested with the higher alcohol additive. With no higher alcohol a clear solution was initially produced which slowly formed a precipitate that settled out upon standing. A series of solutions were made up identical to this solution and additionally containing 2.5, 5.0 and 10.0 weight percent n-decanol or n-dodecanol based on the olefin sulfonate. These six solutions were initially clear and were clear without precipitate after standing for one month at room tem perature.
- a commercial shampoo incorporating the advantages described herein can include additional constituents as described which are conventional and well known to those of ordinary skill in theshampoo formulating art and do not interfere with the advantageous shampoo properties.
- a mild perfume in shampoos and a buffering agent.
- a hair softening material such as lanolin, a hydrolyzed protein or an anti-dandruff agent can be added to the formulation pro vided that they do not substantially interfere with the desired properties of the finished product.
- a method of cleansing hair which comprises adding to the hair sufficient water and a shampoo composition consisting essentially of an aqueous solution of from about five to about 40 weight percent of an alkali metal, ammonium, or mono, di, or triethanolamine alpha-olefin sulfonate prepared from at least one normal alpha-olefin in having from 14 to 18 carbon atoms and about two to about 15 weight percent based on the alpha-olefin sulfonate salt of a primary normal of 2- methyl alkanol having from 10 to 15 carbon atoms to result in a wet, creamy, stable lather upon manipulation; manipulating said hair containing the shampoo composition and water to produce a wet, creamy, stable lather and cleanse the hair of foreign matter; and water rinsing said foam and foreign matter from said hair.
- a shampoo composition consisting essentially of an aqueous solution of from about five to about 40 weight percent of an alkali metal, ammonium, or mono, di, or triethanolamine al
Abstract
Hair cleansing with a 14 to 18 carbon olefin sulfonate and a 10 to 15 carbon primary alkanol composition.
Description
United States Patent [191 [451 Mar. 11, 1975 Paviak METHOD OF CLEANING HAIR 252/DlG. I3 [75] Inventor: Stanley C. Paviak, Pittsburgh, Pa. A G If R h & D I [56] References Cited ssignee: u esearc eve opmen Company, Pittsburgh Pa. UNITED STATES PATENTS 3,565,809 2/l97l Sharman 252/555 X Filed: 20, 1972 3,738,935 6/1973 Woo 252/555 x [21] AppL No: 307,960 3,776,861 12/1973 Mausner et 252/555 X Related Application Primary ExaminerStephen J. Lechert, Jr. [63] Continuation-impart of Ser. No. 90,835, Nov. 18,
I970, abandoned. [57] ABSTRACT Hair cleansing with a 14 to 18 carbon olefin sulfonate [52] US. Cl 252/545, 252/555, 252/DIG. l3 [51] Int. Cl Clld U18 and a 10 to 15 carbon pnmary alkanol composmon' [58] Field of Search 252/555, 554, I73, 545, 6 Claims, No Drawings METHOD OF CLEANING HAIR This application is a continuation-in-part of Ser. No. 90,835, filed Nov. 18, 1970, now abandoned.
This invention relates to the cleansing of hair commonly called shampooing in which a composition containing a 14 to 18 carbon alpha-olefin sulfonate and a to carbon primary alkanol is used to produce a rich, stable and creamy wet lather.
A suitable shampoo is different from most commonly used household detergents and must fulfill special requirements, and therefore, information regarding a surfactants properties in dilute solutions is not generally applicable with regard to its potential as a shampoo. Thus, a shampoo detergent in use must be effective as a rather concentrated solution in water while an ordinary cleansing detergent is used as a very dilute solution in water. Furthermore, the user requires a shampoo which produces a rich, stable foam in copious quantities. Also, although not directly observable, a good shampoo foam must be wet, that is, it must hold a substantial amount of surfactant solution in the foam, since a relatively dry foam has low cleansing properties and poor workability. This is indicated by a creamy lather having small bubbles.
When the composition containing the 14 to 18 carbon alpha-olefin sulfonate and the 10 to 15 carbon primary alkanol composition is used in hair cleansing according to this invention, it produces a creamy wet lather which is stable during the shampooing operation to effectuate good cleansing of the hair. The user is esthetically pleased as he shampoos his hair. Hair which is cleansed in this manner is very manageable and has a good feel to the hand after it has dried in contrast with an alpha-olefin sulfonate composition which does not contain the primary alkanol. Thus the composition containing the higher primary alkanol makes a larger volume of more stable foam, containing a larger amount of entrained surfactant solution. The shampoo composition also is storage stabilized by the addition of the higher primary alkanol to the alpha-olefin sulfonate, which tends to precipitate from solution on standing in the absence of the higher primary alkanol. This storage stability improves its salability and therefore increases the likelihood that this highly effective shampoo will be used to the ultimate benefit of the public.
The alpha-olefin sulfonate surfactant which is used is produced from a straight chain alpha-olefin having 14 to 18 carbon atoms or a mixture of these. The alphaolefins that are produced by Ziegler telomerization of ethylene are preferred but other alpha-olefins can be used such as those produced by the cracking of paraffin wax. The alpha-olefin should have a purity of at least about 85 percent and preferably at least about 90 percent. Primary impurities are generally internal olefins and vinylidenes. The sulfonation is carried out in a continuous manner in a tube reactor using gaseous sulfur trioxide. A thin, flowing film of alpha-olefin flows down the interior wall of the tube into which the gaseous sulfur trioxide is injected. This gaseous sulfur trioxide is diluted with an inert gas, such as air, to provide a concentration of about two to eight volume percent sulfur trioxide. The sulfur trioxide to alpha-olef|n molar ratio is advantageously between about 1:1 and about 1.1:1. The reaction temperature is moderated by passing a coolant at about 40 F. to about 140 F. through cooling jackets appropriately placed about the tube reactor.
A coolant temperature is selected which permits a minimum sulfonation temperature but which allows the sulfonation product to remain in a fluid condition.
The sulfonation product is separated from the gaseous effluent and is generally allowed to age at about 50 F. to about F. This aging is carried out for a sufficient time, usually about 15 minutes to an hour, to permit an undesirable sulfonation species to isomerize to a more desirable species. The sulfonation product is then neutralized by combining it with a potassium, sodium, ammonium or mono, di, or triethanolamine caustic solution in about a 5 to 10 percent excess over that amount which would stoichiometrically be needed to neutralize the S0 fed to the tube reactor. This serves to neutralize the free sulfonic acid present and provides sufficient alkali for the subsequent s'aponification of the sultone co-produc t. The saponification is effected by heating the aqueous caustic mixture to a temperature of about 285 F. to about 340 F. under autogenous pressure for a period of about 10 to 30 minutes. The aqueous product is cooled and adjusted to a pH of about 8 with aqueous sulfuric acid. The resulting product is an aqueous solution containing about 25 to about 40 weight percent of the alpha-olefin sulfonate. This alpha-olefin sulfonate product is a mixture of the alkali metal, ammonium or ethanolamine salts of alkene sulfonates and hydroxyalkane sulfonates. The alpha-clef in surfactants that were used and are described in the following examples were prepared by this procedure. Alpha-olefin sulfonate as used herein means the product resulting from the above-described procedure.
The primary alkanol which is an essential component of the shampoo composition contains 10 to 15 carbon atoms and has the normal or Z-methyl configuration. Mixtures of two or more of this class of alkanols can also be used. These primary alkanols include 1- decanol, l-undecanol, l-dodecanol, l-tridecanol, l tetradecanol, l-pentadecanol, Z-methyl-l-nonanol, 2- methyl- 1 -decanol, Z-methyll -undecanol, 2-methyl-1 dodecanol, 2-methyll -tridecanol, Z-methyll tetradecanol, and the like.
The shampoo composition comprises, as its major components, an aqueous solution of the alpha-olefin sulfonate and the primary alkanol. The amount of the alpha-olefin sulfonate used is from about five to about 40 weight percent and preferably from about 10 to about 35 percent of the solution. The primary alkanol having from 10 to 15 carbon atoms is added as a minor constituent in an amount from about two to about 15 percent based on the alpha-olefin sulfonate, more preferably about 5 to about 10 percent. The primary alkanols having less than 10 carbon atoms are not satisfactory, while the use of primary alkanols having greater than 15 carbon atoms does not exhibit any improvement in foam volume or foam wetness.
Shampoos are a mixture of a suitable surfactant, water and various additives. In using the shampoo solution on the hair it is mixed with an additional amount of water, usually at least in part by prewetting the hair, such that the concentration of the surfactant is generally from about one to about seven percent of the total amount of water present, usually about two to about six percent. Thus, the nature of a shampoo is significantly different from a general cleansing surfactant which is used in solutions many times more dilute. Users of shampoos expect a good shampoo to produce a large quantity of foam which does not break down before the volume that is produced according to standardized pro- 5 cedures together with a measure of the foam wetness. The foam wetness is determined by a measure of the foam drainage time, that is, the time it takes for a predetermined amount of the surfactant solution to drain out of the foam into a separate liquid phase.
The storage stability of the shampoo is evaluated by observing the liquid shampoo composition after prolonged standing for precipitation or a cloudy appearance. In addition to the above characteristics, a good salable shampoo must have appreciable viscosity which is designated as body to those working in the shampoo art. A thin, watery shampoo possesses poor body and is virtually non-salable according to present standards regardless of its shampoo qualities. A viscous shampoo when poured out into the hand is easier to apply to the hair than a water-thin shampoo. The higher primary alkanols having from 10 to 15 carbon atoms possess the additional advantage of substantially increasing the viscosity of the alpha-olefin sulfonate-water solution such that a rich shampoo solution can be formulated therefrom. Unexpectedly, I have discovered that the lower the molecular weight of the primary alkanol, the greater the effect on the viscosity of the shampoo solu-' tion, that is, a given quantity of n-decanol will increase the viscosity of the shampoo solution more than the same quantity of n-dodecanol.
The following examples are set out to illustrate the novel shampoo compositions of my invention and to provide a better understanding of its details and advantages.
EXAMPLE 1 In an experimental program a series of determinations were made according to procedures standardized 40 produced by various alpha-olefin sulfonates as well as the foam wetness as determined by the foam drainage time. Three grams of synthetic sebum, a defoaming agent used to simulate hair oils, were added to 100 mil. of an alpha-olefin sulfonate-water solution. In each instance the sodium salt of the alpha-olefin sulfonate was used. a
This solution contained sufficient calcium and magnesium salts to constitute 250 p.p.m. of hardness expressed as CaCO Various higher alcohols (5 percent based on the sodium salt of the alpha-olefin sulfonate) were added to many of the solutions. Each solution was heated to 100 F. and placed in a 500 ml. graduated cylinder. The solution was agitated for seconds by rotating the cylinder 180 per second after which the volume of foam produced by this agitation was noted. The foam was then permitted to stand until 85 ml. of liquid solution collected at the bottom of the graduated cylinder. The time that was required for this liquid to collect was designated the foam drainage time (F.D.T.). The results of these determinations are set out in Table l. The various alpha-Olefin sulfonate formulations were also compared with formulations of a triethanolamine salt of lauryl sulfate (TLS) which is commonly used in shampoos. The data for the three solutions which do not contain any primary alkanol are the average of two runs.
EXAMPLE 2 Two aqueous shampoo compositions were made up, each one containing 25 weight percent of the sodium salt of an alpha-olefin sulfonate made from an equimolar mixture of l-tetradecene and l-hexadecene. The first composition contained no other component while the second also contained five weight percent based on the sulfonate of Lorol 5, a mixture of higher primary alkanols with l-dodecanol and l-tetradecanol predominating and made by E. l. duPont de Nemours & Co. Each shampoo was used in the cleansing of hair in a conventional manner as will now be described. The first composition was used in the cleansing of dirty hair by adding a sufficient amount of shampoo composition Table I Surfactant, Weight Percent 2.5 6.5
F.D.T., F.D.T., Surfactant Alcohol Foam,ml sec. Foam,ml sec.
C .,C 335 35 418 57 C,.,C n-Decanol 485 85 C, C n-Undecanol 510 93 C -C n-Dodecanol 460 94 ,.,C Oxo-undecanol 390 40 510 86 M n-Decanol- 495 106 dodecanol C, C Lauryl 350 37 458 92 C,.,C Oxo-dodecanol- 375 42 500 84 tridecanol C C Cetyl 450 60 C,.,C -C 323 40 428 60 ,g-C Lauryl 395 69 525 96 S 290 23 340 C C Olefin sulfonate from a 1/1 molar mixture of n-a-tetradecene and n-a-hexadecene. C,.,C C Olefin sulfonate from a 1.6/ 1.4/ 1 mixture of n-a-tetradecene, n-a-hexadecene and n-a-octadecene. Oxo-undecanol percent l-undecanol and 40 percent 2-methyl-ldecanol. TLS Triethanolamine salt of lauryl sulfate.
to the prewetted hair to produce a foam with gentle manipulation of the hair. The hair and scalp were gently manipulated in a manner which is conventional in shampooing hair to produce a foam and to thoroughly work it into and through the hair. After the hair was thoroughly shampooed, it was rinsed, partially dried and then allowed to air dry.
After the same hair had again become dirty, the second composition was used in shampooing the same hair in the same manner as with the first shampoo composition. The foam produced by the second composition was more voluminous, more creamy and of smaller bubble size than the foam produced with the first composition. The dried hair after the second shampooing was very manageable and had a good feel to the hand. The dried hair after the first shampooing was much less manageable and did not have as good a feel as was obtained with the second shampooing.
EXAMPLE 3 The storage stability of a 25 weight percent aqueous solution of the sodium salt of an olefin sulfonate prepared from a ll] molar mixture of n-a-tetradecene and n-a-hcxadecene was tested with the higher alcohol additive. With no higher alcohol a clear solution was initially produced which slowly formed a precipitate that settled out upon standing. A series of solutions were made up identical to this solution and additionally containing 2.5, 5.0 and 10.0 weight percent n-decanol or n-dodecanol based on the olefin sulfonate. These six solutions were initially clear and were clear without precipitate after standing for one month at room tem perature.
EXAMPLE 4 Table 11 Viscosity, CS. at 25 C. Alcohol, Wt.% 2.5 5.0 10.0
n-Decanol 14 32 240 8,100 Oxo-undecanol 14 32 165 6,340 Oxo-undecanol" 3,160 14,800 n-Dodecanol 14 32 65 204 "30 wt.% aqueous concentration of olefin sulfonate.
These results show that the viscosity of the shampoo product can be readily controlled by means of the amount of the olefin sulfonate and the type and amount of the higher alcohol. Additional experiments show that the higher the molecular weight of the alpha-olefin sulfonate, the greater the viscosity of the solution, other things being equal.
In addition to the olefin sulfonate, higher primary alkanol and water described above, a commercial shampoo incorporating the advantages described herein can include additional constituents as described which are conventional and well known to those of ordinary skill in theshampoo formulating art and do not interfere with the advantageous shampoo properties. For example, it is conventional to incorporate a mild perfume in shampoos and a buffering agent. Also a hair softening material such as lanolin, a hydrolyzed protein or an anti-dandruff agent can be added to the formulation pro vided that they do not substantially interfere with the desired properties of the finished product.
It is to be understood that the above disclosure is by way of specific example and that numerous modifications and variations are available to those of ordinary skill in the art without departing from the true spirit and scope of the invention.
We claim:
1. A method of cleansing hair which comprises adding to the hair sufficient water and a shampoo composition consisting essentially of an aqueous solution of from about five to about 40 weight percent of an alkali metal, ammonium, or mono, di, or triethanolamine alpha-olefin sulfonate prepared from at least one normal alpha-olefin in having from 14 to 18 carbon atoms and about two to about 15 weight percent based on the alpha-olefin sulfonate salt of a primary normal of 2- methyl alkanol having from 10 to 15 carbon atoms to result in a wet, creamy, stable lather upon manipulation; manipulating said hair containing the shampoo composition and water to produce a wet, creamy, stable lather and cleanse the hair of foreign matter; and water rinsing said foam and foreign matter from said hair.
2. A method of cleansing hair in accordance with claim 1 in which the alpha-olefin sulfonate is about 10 to about 35 weight percent of the shampoo composition.
3. A method of cleansing hair in accordance with claim 2 in which the alkanol is from about 5 to about 10 weight percent based on the alpha-olefin sulfonate.
4. A method of cleansing hair in accordance with claim 1 in which the alkanol is predominately lundecyl alcohol.
5. A method of cleansing hair in accordance with claim 1 in which the alkanol is l-dodecyl alcohol.
6. A method of cleansing hair in accordance with claim 1 in which the alkanol is lauryl alcohol.
Claims (6)
1. A method of cleansing hair which comprises adding to the hair sufficient water and a shampoo composition consisting essentially of an aqueous solution of from about five to about 40 weight percent of an alkali metal, ammonium, or mono, di, or triethanolamine alpha-olefin sulfonate prepared from at least one normal alpha-olefin in having from 14 to 18 carbon atoms and about two to about 15 weight percent based on the alpha-olefin sulfonate salt of a primary normal of 2-methyl alkanol having from 10 to 15 carbon atoms to result in a wet, creamy, stable lather upon manipulation; manipulating said hair containing the shampoo composition and water to produce a wet, creamy, stable lather and cleanse the hair of foreign matter; and water rinsing said foam and foreign matter from said hair.
1. A METHOD OF CLEANSING HAIR WHICH COMPRISES ADDING TO THE HAIR SUFFICIENT WATER AND A SHAMPOO COMPOSITION CONSISTING ESSENTIALLY OF AN AQUEOUS SOLUTION OF FROM ABOUT FIVE TO ABOUT 40 WEIGHT PERCENT OF AN ALKALI METAL, AMMONIUM, OR MONO, DI, OR TRIETHANOLAMINE ALPHA-OLEFIN SULFONATE PREPARED FROM AT LEAST ONE NORMAL ALPHA-OLEFIN IN HAVING FROM 14 TO 18 CARBON ATOMS AND ABOUT TWO TO ABOUT 15 WEIGHT PERCENT BASED ON THE ALPHA-OLEFIN SULFONATE SALT OF A PRIMARY NORMAL OF 2METHYL ALKANOL HAVING FROM 10 TO 15 CARBON ATOMS TO RESULT IN A WET, CREAMY, STABLE LATHER UPON MANIPULATION; MANIPULATING SAID HAIR CONTAINING THE SHAMPOO COMPOSITIN AND WATER TO PRODUCE A WET, CREAMY, STABLE LATHER AND CLEANSE THE HAIR OF FOREIGN MATTER; AND WATER RINSING SAID FOAM AND FOREIGN MATTER FROM SAID HAIR.
2. A method of cleansing hair in accordance with claim 1 in which the alpha-olefin sulfonate is about 10 to about 35 weight percent of the shampoo composition.
3. A method of cleansing hair in accordance with claim 2 in which the alkanol is from about 5 to about 10 weight percent based on the alpha-olefin sulfonate.
4. A method of cleansing hair in accordance with claim 1 in which the alkanol is predominately 1-undecyl alcohol.
5. A method of cleansing hair in accordance with claim 1 in which the alkanol is 1-dodecyl alcohol.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US307960A US3870660A (en) | 1970-11-18 | 1972-11-20 | Method of cleaning hair |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US9083570A | 1970-11-18 | 1970-11-18 | |
US307960A US3870660A (en) | 1970-11-18 | 1972-11-20 | Method of cleaning hair |
Publications (1)
Publication Number | Publication Date |
---|---|
US3870660A true US3870660A (en) | 1975-03-11 |
Family
ID=26782690
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US307960A Expired - Lifetime US3870660A (en) | 1970-11-18 | 1972-11-20 | Method of cleaning hair |
Country Status (1)
Country | Link |
---|---|
US (1) | US3870660A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3959160A (en) * | 1973-05-16 | 1976-05-25 | Wilkinson Sword Limited | Aerosol shaving foam compositions |
US4097305A (en) * | 1975-03-14 | 1978-06-27 | Bickmore, Inc. | Method for removing bot eggs from animal hair |
US4330438A (en) * | 1980-12-29 | 1982-05-18 | Hoffmann-La Roche Inc. | Powdered shampoo concentrate |
US4565647A (en) * | 1982-04-26 | 1986-01-21 | The Procter & Gamble Company | Foaming surfactant compositions |
US4663069A (en) * | 1982-04-26 | 1987-05-05 | The Procter & Gamble Company | Light-duty liquid detergent and shampoo compositions |
US5710114A (en) * | 1993-05-17 | 1998-01-20 | Helene Curtis, Inc. | Stable conditioning shampoo containing an anionic surfactant, a fatty alcohol, and polyethyleneimine |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3565809A (en) * | 1967-11-27 | 1971-02-23 | Chevron Res | Alpha olefin sulfonate detergent compositions |
US3738935A (en) * | 1971-05-27 | 1973-06-12 | Chevron Res | Hydrogenated olefin sulfonate-soap combination toilet bars containingalkanolamines |
US3776861A (en) * | 1972-06-07 | 1973-12-04 | Witco Chemical Corp | Dry powder bubblebath composition |
-
1972
- 1972-11-20 US US307960A patent/US3870660A/en not_active Expired - Lifetime
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3565809A (en) * | 1967-11-27 | 1971-02-23 | Chevron Res | Alpha olefin sulfonate detergent compositions |
US3738935A (en) * | 1971-05-27 | 1973-06-12 | Chevron Res | Hydrogenated olefin sulfonate-soap combination toilet bars containingalkanolamines |
US3776861A (en) * | 1972-06-07 | 1973-12-04 | Witco Chemical Corp | Dry powder bubblebath composition |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3959160A (en) * | 1973-05-16 | 1976-05-25 | Wilkinson Sword Limited | Aerosol shaving foam compositions |
US4097305A (en) * | 1975-03-14 | 1978-06-27 | Bickmore, Inc. | Method for removing bot eggs from animal hair |
US4330438A (en) * | 1980-12-29 | 1982-05-18 | Hoffmann-La Roche Inc. | Powdered shampoo concentrate |
US4565647A (en) * | 1982-04-26 | 1986-01-21 | The Procter & Gamble Company | Foaming surfactant compositions |
US4663069A (en) * | 1982-04-26 | 1987-05-05 | The Procter & Gamble Company | Light-duty liquid detergent and shampoo compositions |
US5710114A (en) * | 1993-05-17 | 1998-01-20 | Helene Curtis, Inc. | Stable conditioning shampoo containing an anionic surfactant, a fatty alcohol, and polyethyleneimine |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0044582B1 (en) | Liquid skin cleanser composition | |
JP2536800B2 (en) | Detergent composition | |
US5130056A (en) | Cleaning agent and process for its preparation | |
US2999068A (en) | Personal use detergent lotion | |
US4040989A (en) | Liquid detergent | |
JPS6044600A (en) | Transparent liquid shower soap | |
US3870660A (en) | Method of cleaning hair | |
JPS609695B2 (en) | Shampoo - Composition | |
US3226329A (en) | Germicidal cleansing composition | |
JPH07108999B2 (en) | Cream-like cleaning composition | |
JPH0377240B2 (en) | ||
CA1201952A (en) | Surfactant compositions | |
US3666857A (en) | Aqueous compositions containing lanolin oil | |
HU218346B (en) | Process for the preparation of tenside mixtures | |
US3291692A (en) | Germicidal compositions containing complexes of iodine | |
JPH0440400B2 (en) | ||
JPS6023156B2 (en) | Creamy cleaning composition | |
JPS62127396A (en) | Low irritant detergent composition | |
JPS58138799A (en) | Detergent composition | |
EP0207642A2 (en) | Composition based on anionic and nonionic surfactants, their preparation and uses thereof | |
JPS6258399B2 (en) | ||
JP3444572B2 (en) | Detergent composition | |
JPS6058203B2 (en) | Shampoo - Composition | |
JPS62132811A (en) | Shampoo composition | |
JP2558703B2 (en) | Shamp-composition |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: CHEVRON RESEARCH COMPANY, SAN FRANCISCO, CA. A COR Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNOR:GULF RESEARCH AND DEVELOPMENT COMPANY, A CORP. OF DE.;REEL/FRAME:004610/0801 Effective date: 19860423 Owner name: CHEVRON RESEARCH COMPANY, SAN FRANCISCO, CA. A COR Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:GULF RESEARCH AND DEVELOPMENT COMPANY, A CORP. OF DE.;REEL/FRAME:004610/0801 Effective date: 19860423 |