DK166991B1 - HAIR CONDITIONING CONTAINER CONTAINING A STATIC CHARGE REDUCTION AND PROCEDURE FOR USING THIS CONDITIONING MEDIUM - Google Patents

Description

DK 166991 B1 'o

The present invention relates to a conditioner for human hair containing a static charge reducing agent, and the invention also relates to the use of the conditioner, i.e. a method 5 for conditioning human hair.

Hair conditioners which contain a quaternary nitrogen compound as the main conditioning agent are well known in the cosmetics. Such conditioning agents may be relatively low molecular weight monomeric, non-polymeric molecules containing one or two quaternized nitrogen atoms together with a C 1-8 alkyl group or two C quaternary nitrogen atom.

Human hair is usually anionic and has a pure negative charge in walkers at neutral pH values.

The cationic conditioning agents are believed to be deposited on the hair via a cation / anion interaction.

Although relatively low molecular weight conditioning agents can provide sufficient conditioning effects, such as in the investigation of wet hair and filtered hair, and can reduce or eliminate static charge that occurs when drying hair, they generally leave dry hair slack with little also fills and diminishes the ability of the conditioning hair 25 to keep the hairstyle longer than is the case with similar hair that has not been treated with such a conditioner.

Polymeric conditioning agents containing several quaternary nitrogen atoms are also well known. A problem that has long been associated with conditioning agents containing such polymeric quaternary nitrogen compounds is that the conditioned hair is in a dry state, ie. after normal drying in air or with a hairdryer, as a rule it becomes static charged, 35 o 2 DK 166991 B1 when nested.

The reason for this induced static electric charge in hair conditioned with quaternary nitrogen-containing polymers is believed to be the very high substantivity of the polymers to the hair, making the initially anionic hair cationic. The presence of static charge on the hair fibers causes fiber / fiber repulsions which give the hair an undesirable "blasted" appearance.

Polymeric quaternary nitrogen-containing conditioning agents, which are film-forming polymers, may also cause dry conditioning treated hair to some extent to maintain the hairstyle. However, in many cases, the favorable characteristics of the hairstyle's durability are outweighed by the greater static charge's detrimental effect on the hair and the resulting "colorless" appearance.

It would therefore be beneficial if a quaternary nitrogen-containing hair conditioner could be found which reduces the static charge, which is usually associated with red, dried hair conditioned with a cationic polymer. It would also be beneficial if one could take advantage of the hairstyle e-properties obtained by using film-forming polymeric quaternary nitrogen-containing conditioning agents without the usually accompanying greater static charge and "blast" which occurs when drying conditioned hair and as such conditioners usually provide.

Thus, the present invention relates to a conditioner for human hair which provides diminished static charge in straightened, conditioned hair, and this agent is characterized in that it contains an aqueous composition containing from ca.

0.25 to approx. 4% by weight of a static charge reducing agent in the form of caprylic acid / capric acid triglyceride or DK 166991 ΒΊ 3 c12-15 "alcohol benzoate" from about 0.05 to about 1.0% by weight of a cationic film-forming polymer containing several quaternary nitrogen atoms, and from about 0.25 to about 4% by weight of a di-stearyl dimethylammonium salt, the weight ratio of the static charge reducing agent to the cationic polymer being from about 2: 1 to about 20: first

In practice, it is preferred that the hair conditioner is an aqueous emulsion in which the constituents are stably dispersed to form a substantially homogeneous composition.

The invention also relates, as mentioned, to a method of conditioning human hair in the presence of a cationic polymer which improves the shelf life of the hairstyle and which results in diminished static charge on the hair when the conditioned hair is dried in the dry state. Here, the above-mentioned human hair conditioner is provided and applied in a substantially homogeneous form to human hair. Thus, the conditioning agent itself need not be substantially homogeneous at ambient temperature, but when applied to the hair it is in a substantially homogeneous form, i.e. the conditioner can separate at room temperature, but can be rendered essentially homogeneous by shaking, as when shaken immediately before use. The applied conditioner remains on the hair for a period of time sufficient for the conditioner to come into contact with the hair fibers. The treated hair fibers are then rinsed with water and the water rinsed hair is dried. Accordingly, the process according to the invention is characterized by the characterizing part of claim 6.

The agent and method of the invention confer several advantages.

One advantage is that hair conditioned with an agent of the invention, when dried in dry condition, has relatively reduced static charge.

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4 DK 166991 B1

An advantage of the present invention is that a cationic, quaternary nitrogen-containing film-forming polymer can be used in an amount sufficient to improve conditioned hair properties with respect to hairstyle durability without the accompanying static charge. , which usually occurs when such polymeric conditioning agents are used in an amount that provides hair shelf life.

Another advantage of the present invention is that a minimal amount of relatively low molecular weight non-polymeric conditioning agent is deposited on the hair, thereby supporting the condition of the conditioned hair with regard to hairstyle durability rather than increasing hair's laxity.

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Other advantages of the present invention will become apparent to those skilled in the art from the following detailed explanation and the following examples.

The hair conditioners of the invention are aqueous compositions and, in addition to water, consist essentially of specific amounts of each of three components, two of which occur in a particular weight ratio to each other. These three constituents are (a) a salt of the dis-aryldimethylammonium ion, (b) a cationic film-forming polymer containing several quaternary nitrogen atoms and PC (c) a static charge reducing agent consisting of the mixed benzoate esters of C12-15. alcohols or the mixed triglyceride reaction product of capric and caprylic acids with glycerol.

The term "distearyl dimethylammonium salt" is intended to include the pure or substantially pure cationic compound as well as materials such as dimethyl-di (hydrogenated tallow) ammonium salts which contain ca.

60 to approx. 70% by weight of C ^ g alkyl alkyl groups in their sebum-derived fat chains. The distearyl dimethylammonium salt can thus also be referred to as a dialkyldimethylammonium salt, two alkyl groups each predominantly having at least about

60 to approx. 70% by weight is composed of chains containing 18 C atoms (C Cg chains).

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The distearyl dimethylammonium salt gives the agents of the invention a conditioning effect in addition to that provided by the cationic, quaternary nitrogen-containing polymer, substantially without detracting from the hair-preserving effect of the agent as a whole as would be expected from a commonly used non-polymer. relatively low molecular weight, quaternary nitrogen-containing conditioning agent. As already mentioned, such commonly used conditioners of relatively low molecular weight (less than 10,100 daltons) which contain one or two quaternary nitro gene atoms and one C C g g alkyl alkyl group or to 12-16-31¾ groups per. quaternary nitrogen atom, as a rule, treated hair relatively slack compared to untreated hair, thereby reducing hair shelf life.

The anion of the distearyl dimethylammonium salt can be selected from a large group of anions. Included in this group are the halides, such as fluoride, chloride, bromide and iodicL; monovalent and divalent inorganic anions such as nitrate, nitrite, sulfate, bisulfate, carbonate and bicarbonate; organic carboxylic acids containing up to approx. 4 carbon atoms such as formate, acetate and fumarate; and organic sulfates and sulfonates containing up to approx. 8 carbon atoms such as ethyl sulfate, methyl sulfate, benzenesulfonate and toluene sulfonate. Monovalent anions and the halides, especially chloride, are particularly preferred.

The distearyl dimethylammonium salt may be present in the composition of the invention in an amount of from about 0.25 to approx. 4% by weight of the total composition. Preferably, the distearyl dimethylammonium salt is present in an amount of from about 30 to about 30%. 0.5 to approx. 2.5% by weight of the total composition.

The distearyl dimethylammonium salt appears to be unique among the relatively low molecular weight monomeric (non-polymeric) nitrogen containing materials. In particular, when increasing the amount of this material used as a hair conditioner present in a conditioning composition as above, the relatively small amount does not increase the amount of

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6 DK 166991 B1 stearyl dimethyl ammonium salt which is deposited on the hair. This relationship is illustrated in Example 2 below.

In the said example, it is shown that with 1.0 wt.% Calculated on the composition of distearyl dimethyl ammonium chloride used herein as an example of a distearyl dimethyl ammonium salt, one finds essentially the same amount of cationic conditioning agent on the hair, although 2 wt. % caprylic acid / capric acid triglyceride or not. In addition, about 10 or no change in the deposition of distearyl dimethyl ammonium chloride occurs when 2% caprylic acid / capric acid triglyceride occurs when distearyl dimethyl ammonium chloride is present within a range of 0.5 to 2% by weight / based on the composition .

These results are comparable to the results obtained using the other commonly used conditioning agents illustrated in the above example. It is shown here that a different amount of conditioning agent is deposited on the hair when no caprylic acid / capric acid triglyceride is present, compared to that deposited when triglyceride occurs.

It is also illustrated that increasing amounts of the other quaternary nitrogen-containing compounds are deposited with increasing concentrations of these compounds when ca-25-peryl acid / capric acid triglyceride is kept constant at a level of 2% by weight.

In addition, the data in Example 2 shows that less distearyl dimethyl ammonium salt is deposited on the hair than deposited by the other so far used 30 quaternary nitrogen-containing conditioning agents according to the example, when all relatively low molecular weight materials initially occur at the same concentration. It is believed that the relatively minimal deposition of the distearyl dimethyl ammonium salt plays an important role in the hair preserving properties seen in hair conditioned by this conditioning agent.

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Thus, the use of a conditioning amount of a distearyl dimethylammonium salt, as discussed herein, in an aqueous medium provides an improved conditioner for human hair. An improved conditioning composition may also contain additional cationic hair conditioning agents, such as the polymeric materials herein and / or the commonly used non-polymeric, low molecular weight hair conditioners containing one or two quaternary nitrogen atoms per . molecule and one C 2 to 18 alkyl group or two C molecule.

Such multi-cationic conditioning agents preferably contain the distearyl dimethyl ammonium salt as the major hair conditioning agent, i.e.

The salt is at least approx. 60% by weight of the relatively low molecular weight cationic quaternary nitrogen-containing conditioning agent present. In each case, the improved conditioner of the invention for human hair contains water and a hair conditioning amount of a cationic, quaternary, nitrogen-containing conditioning agent, which is the distearyl dimethylammonium salt described herein. Such improved conditioning agents are used to condition hair and to reduce the laxity of the hair, which is usually associated with a non-polymeric cationic conditioning agent, according to the methods described herein.

A useful distearyl dimethyl ammonium salt is the distearyl dimethyl ammonium chloride sold under the trademark "Arosurf" ® TA-100 by Sherex Chemical Co., Inc., 30 Dublin, Ohio. The material is marketed as a white powder and, according to the supplier's publications, is generally said to be 95% active and contain 2% of the free amine and its hydrochloride salt. The supplier's publications state that it is used as a fabric softener to make fabrics 35 and down and to give better antistatic properties to cotton, rayon and nylon and other synthetic fibers.

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The supplier's publications also state that a possible mechanism for the material's use as a fabric softener is the material's substantivity to negatively charged surfaces, its ability to be utilized in dilute aqueous dispersions, and to "evenly" distribute on these substrates. The publications state that a typical preparation should contain 15-35% by weight of product along with diluent extenders.

The supplier proposes a particular composition, 10 containing 30% by weight quaternary fabric softener and 70% by weight diluent. The use of 43-113 g of the dry preparation for 45 kg of dry matter is recommended.

When the supplier's above-mentioned fabric softener preparations are used, it can be calculated that the fabric softener is used in an amount of 0.028-0.075% by weight of the fabric to be softened. By similar calculations and assuming that 1 ml of the composition of the invention and as set forth in Example 2 weighs 1 gram, it is apparent that distearyl dimethyl ammonium chloride, when used herein in an amount of 0, 25 to 4% by weight of a conditioner for human hair is used in an amount of approx. 0.14 to approx.

2.2% by weight of treated hair.

25 Thus, in the above-mentioned compositions, approx. 5 and up to approx. 30 times as much distilleryl dimethyl ammonium chloride as suggested by the supplier for use as a fabric softener. When similar calculations are used for the more preferred amounts of distearyl dimethylammonium chloride used herein, the concentration is found to be approx. 10 to approx. 20 times greater than suggested for use in fabric softening.

The amount of distearyl dimethylammonium salt used according to the invention, viz. 0.25 to approx.

35 4% by weight is considered to be a dilute aqueous dispersion. Nevertheless, the results in Example 9 DK 166991 Bl

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Column 2 and Example 7 that distearyl dimethyl ammonium chloride is not utilized in the composition as stated by the manufacturer with respect to its use as a fabric softener.

In addition, increasing amounts of this conditioner do not cause an increased sales volume, as is the case with the other conventional conditioning agents investigated. Further, the distearyl dimethylammonium salt amount used in the human hair conditioners herein is approx. 5 to approx. 30 times greater than that suggested for use as a fabric softener. It should also be noted that distearyl dimethyl ammonium salts do not make hair soft or down (flaccid) in comparison with 15 other commonly used hair conditioners.

Therefore, it is believed that the use of distearyl-dimethylammonium salt as a conditioning ingredient in a human hair conditioner differs from the use of the same material as fabric softener.

20 CTFA Cosmetic Ingredient Dictionary (hereafter referred to as CTFA Dictionary), 3rd ed., Published by Cosmetic, Toiletry and Fragrance Association, Inc., Washington, D.C., 1982, calls distearyl dimethyl ammonium chloride distearyl dimonium chloride and lists two other sources that have the material. These sources are American Hoechst Corporation, Industrial Chemicals Division, Somerville, NJ, which trades the material under the "Bena-min DSAC" trademark and the Humko Chemical Division of Witco Chemical Corporation, Memphis, TN, which trades the material under the trademark "Kemamine Q-9902C" ® Here distearyl dimethyl ammonium chloride can be used from any of the three suppliers, preferably under adjustment for the percentage content of active material present in the products.

35 A dimethyldi (hydrogenated tallow) ammonium salt is mentioned in the CTFA Dictionary as quaternium-18 and is stated to be available in two places. These are Sherex Chemical Company, Dublin, OH, a subsidiary of Schering AG, which sells the material under the trademarks "Ado-gene-442, -442-100P" and "Varisoft 100" , and the Humko Chemical Division of Witco Chemical Corporation, which sells the material under the trademark "Kemamine Q-9702C,".

A similar material described and listed as bis (hydrogenated tallow alkyl) dimethylammonium sulfate, termed as quaternium-18-methosulfate in CTFA Dictionary, and available from Lonza, Inc., Fairlawn, NJ, under the trademark "Carosoft V-100" '.

Each of the above materials can also be used here, again preferably with adjustments as to the percentage content of active materials present.

The second component of the conditioner according to the invention is a means of reducing static charge 15 of the kind mentioned above. The static charge reduction agents used according to the invention are liquid at 20 ° C.

A further characteristic of the means of reducing static charge is that at 25 ° C they have refractive indices of approx. 1.4 to approx. 1.5. In addition to lowering the static charge on dry, straightened hair conditioned with a cationic polymer-containing conditioning agent for human hair, the static charge reducing agent is also deposited to a certain extent on the hair fibers.

25 As this material is deposited on the hair, it is important that the deposition does not make the hair look dull. Accordingly, an important additional feature of the static charge reducing agent is that it has a relatively high refractive index combined with the ability to reduce the static charge that occurs when nailing hair treated with a cationic polymer as well as the properties previously mentioned.

As mentioned, two means of reducing static charge have proved to be useful. These materials are both esters.

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One which is particularly preferred is the reaction product of a mixture of caprylic and capric acid with glycerol, i.e. a glycerol-mixed C Cg g fatty acid ether ester. This material is sold under the trademarks 5 "Lexol" ® GT 865 and 855 by Inolex Chemicals, Philadelphia, PA. Similar materials are sold under the trademarks "My-ritol 318" ® and "Standamul 318" ® by the Chemical Specialty division of Henkel Corporation, Hoboken, NJ, "Liponate GC" ® by Lipo Chemicals, Inc., Paterson, NJ, " Miglyol-810 "® Neutral 10 oil and -812" ® Neutral oil by Dynamit Nobel AG (Kay-Fties,

Inc. wholesaler) and "Vegetable Oil 1400", "Neobee M-5" ®, and "Neobee 0" ® by PVO International, Inc., New York, NY.

All of these materials are referred to in the CTFA Dictionary as caprylic acid / capric acid triglyceride and will be called the same herein in the specification. Typical physical e properties of caprylic acid / capric acid triglyceride include a saponification value of about 335-355, an acid value of 0.1 maximum, an iodine value of 0.5 to 1.0 maximum, solidification point of approx. -8 ° C or less, density at 25 ° C 2o of 0.945-0.95 and a refractive index at 25 ° C of approx.

1.43 to approx. 1.45.

The suppliers' publications on caprylic acid / capric acid triglyceride suggest that it be used as emollient in creams and lotions, which carry 25 for bath oils and for electric pre-shave lotions and as a carrier for medicines, antibiotics and vitamins. Use as a stabilizer for emulsions and in cosmetic wax is also stated.

The other useful means of reducing:

30 static charge is an ester reaction product of mixed C2-215 alcohols and benzoic acid. This has in CTFA

The dictionary designation C12-15 alcohol benzoate and (3) is traded under the trademark "Finsolv TN" W by Finetex, Inc., Elmwood Park, NJ. This material is cited in the US. U.S. Patent Nos. 4,275,222, 4,278,655, 4,293,544, 4,322,545, and 4,323,694.

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Typical physical properties of ^ 2-15-3 ^ 0 ^ 0 ^ benzoate, according to the supplier's publications, include a boiling point of 300 ° C, a freezing point range of -3 to -12 ° C, a density of 0.923, a refractive index of 5 1.481, a Brookfield viscosity at 21 ° C, RVI spindle and 100 rpm. at 40-45 cps and a saponification value of 170-177.

The supplier describes in its publications "Fine-solv TN'® as a non-oily skin lubricant as well as 10 emollients for use in body oils, bath oils and skin creams without the oily sensation that mineral oil or isopropyl myristate gives, which latter material can also be replaced" Fine Solvents TN1 "Fine (3) Solvents TN" are also said to be particularly suitable for giving the above compositions as well as conditioning shampoos and hair conditioners a dry feel like talc.

The static charge reduction agent is used in an amount of approx. 0.25 to approx. 4% by weight of the conditioning composition, in particular approx. 1.5 to approx.

2.5% by weight.

As can be seen from the data in Examples 5 and 8, the static charge reduction agent cooperates when, in the above-mentioned amount-to-weight ratio, the cationic film-forming polymer, which will be discussed below, interacts with the polymer so that the static charge arising from dry hair treated with the conditioner, which also comprises a suitable amount of a distearyl dimethyl ammonium

Of) # salt, is reduced to a level below one obtained by a similar composition which does not contain the static charge reducing agent.

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For bleached permanent curly hair, the static charge of the hair can be further reduced to a level achieved when either the polymer or the static charge reducing agent is used alone without the other component. These results are quite surprising and the reasons for this are unknown.

The. third component of the conditioner of the invention is a cationic film-forming polymer having multiple quaternary nitrogen atoms, i.e. a polymeric, quaternary-nitrogen-containing conditioning agent. The quaternary nitrogen atoms in such polymers preferably have at least two methyl substituents.

Applicable polymers are "cationic" because they have a pure positive ionic charge in aqueous solution. The term "film-forming" is intended to mean that the polymers provide a film when a polymer-containing aqueous solution or dispersion is spread over a substrate and allowed to dry. Quaternary nitrogen atoms in these 20 polymers are each covalently bonded to four carbon atoms and are therefore positively charged and cationic since the usual valence of the nitrogen is three.

Examples of cationic film-forming polymers include (a) the materials sold under the trademarks "Polymer JR-30M, JR-125 and JR-400" ® by Union

Carbide Corp., Danbury, CT, which in the CTFA Dictionary is designated as polyquaternium-10 and is said to be a polymeric quaternary ammonium salt reaction product of hydroxyethyl cellulose interchanged with a trimethylammonium-substituted epoxide and subject to U.S. Patent No. 3,472,840; (b) the material marketed under the trademarks "Celquat H60 and L200" ® by National Starch and Chemical Corp., Bridgewater, NJ, which in the CTFA Dictionary is designated as polyquaternium-4 and is said to be copolymers of hydroxyethyl cellulose and diallyldimethylammonium chloride, with the supplier's publications stating that the

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14 DK 166991 B1 niche polymer is seeded onto the cellulose backbone; (c) and (d) the materials marketed under the trademarks "Mer-quat-100 and -550" (as well as a material very similar in description to "Mer qua t-5 00" ®, but referred to as "Merquat- S ") 5 of the Merck Chemical Division of Merck & Co., Inc., Rahway, NJ, designated polyquaternium 6 and -7 in the CTFA Dictionary and said to be a homopolymer of diallyl-dimethylammonium chloride and a copolymer, respectively. (e) the materials marketed under the trademarks "Gafquat-734 and -755" by GAF Corp., Wayne, NJ, and designated as polyquaternium-11 in the CTFA Dictionary and said to be a polyethylene ammonium chloride and acrylamide monomer. be quaternary ammonium polymer reaction products of dimethyl sulfate and a copolymer of vinyl pyrrolidone and dimethylaminoethyl methacrylate; (f) the material sold under the trademark "BINA'® QAT P-100 by Ciba-Geigy Corporation Dyestuff & Chemicals Division, Greensboro, NC, and which is claimed by suppliers to have the name polyquaternium-15 used by CTFA; a 20 copolymer of acrylamide and methacryloyl-oxyethyl trimethylammonium chloride and having a quaternization rate of 2.2 mmol per gram of polymer; and (g) the material sold under the trademarks "Luviquat FC-905, -550 and _37 ' iv ^ by b ^ sf Aktiengesellschaft, Ludwigshafen, West Germany (also available from the Armac Industrial Chemicals Division, Philadelphia, PA), which in the supplier's publications is said to be copolymers of methyl vinylimidazolium chloride and vinyl pyrrolidone, the copolymer being made from the monomers respectively. in weight ratios 95: 5, 50:50 30 and 30:70. The cationic film-forming polymer sold under the trademark "Polymer JR-3OM" ®; polyquaternium-10, is particularly preferred.

All of the above cationic polymers are stated by their supplier or known by those skilled in the art to be useful as a hair conditioner. Everyone is also known or stated to have film-forming properties and

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Thus, it is optionally suitable to improve the properties of a conditioner for human hair in maintaining the hairstyle. However, when each of the above mentioned materials is used in an amount sufficient to provide the desired degree of hairstyle durability and conditioning, it is also so substantial against the hair that the normally anionic hair becomes cationic and readily becomes static when charged. it is nestled in the dry state. The preferred combination of ingredients in the conditioner for human hair according to the invention provides desired levels of conditioning and hairstyle durability and also minimizes the static charge which occurs when the hair is nested and which would otherwise occur due to the use of a cationic agent. Polymeric polymer.

The quaternary nitrogen-containing film-forming polymer may be present in an amount of approx. 0.05 to approx.

1% by weight of the conditioning agent and preferably from about 0.1 to approx. 0.5% by weight of the conditioner.

The weight ratio of the static charge reducing agent to the cationic quaternary nitrogen containing polymer is also important for the conditioning agent of the invention. This weight ratio is preferably approx. 2: 1 to approx. 20: 1. Particularly preferred is the weight ratio 25 of approx. 5: 1 to 20: 1.

As previously stated, the use of the static charge reducing agent in the conditioner provides the cationic polymer conditioned hair with less static charge 30 provided by its elimination. dry hair than a similar composition which is without the means of reducing static charge. The data of Example 5 illustrates the effect on static charge produced by investigation and generated by the cationic polymer, and the beneficial effect of the static charge reducing agent by

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16 DK 166991 B1 is used when the agent is used in the various weight ratios given above.

The data of Example 8 illustrates the effect on static charge obtained by investigation and produced individually by the cationic polymer and static charge reducing agent and their synergistic effect when used together in the various weight ratios listed above .

The conditioning agents of the invention are substantially homogeneous when applied to the hair. In a preferred embodiment, the agent is a stable aqueous emulsion which does not form a precipitate and does not separate, i.e. an emulsion from which the components are neither precipitated nor separated in various phases upon standing at a temperature of ca. 20 ° C for a period of at least one month.

Thus, the agent may contain one or more emulsifiers which provide the above-described stable emulsion without substantially affecting the agent's basic and novel characteristics, such as presenting a risk of the desired effect of making conditioned hair less statically charged than otherwise. obtained with the agent of the invention.

Examples of emulsifying and thickening agents which may be used in the conditioning agent of the invention include cetyl and stearyl alcohols and mixtures thereof; polyoxyethyl glycol ethers of C14_1g alcohols containing on average about 1 to approx. 7 polymerized ethylene oxide units per molecule, as well as mixtures thereof, such as the materials called pareth-45-7, ceteth-1, ceteth-5, oleth-3, 30 steareth-2 and steareth-6 in the CTFA Dictionary; and polyoxy-propylene-C C₂ _ 2 alcoholic ethers containing an average of approx. 10 to approx. 30 polymerized propylene oxide units per molecule, and mixtures thereof, such as the materials designated PPG-11 stearyl ether, PPG-15 stearyl ether, PPG-35

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17 DK 166991 B1 30-cetyl ether and PPG-23 oleyl ether in the CTFA Dictionary. Nonionic hydroxyalkylcellulose ether derivatives such as hydroxyethylcellulose and hydroxypropylmethylcellulose and the like are well known in the art as useful thickeners.

As already noted, it is only necessary that the compositions of the invention be substantially homogeneous at the time of application to the hair fibers, and consequently their occurrence in a stable emulsion which does not form and does not separate is not necessary, although is preferred. It should also be noted that the static charge reducing agent is water insoluble.

A simple composition can also be prepared in which the static charge reducing agent, when present, is made dispersible and the dispersion of the distearyl dimethylammonium salt is enhanced by a cosmetically acceptable, organic, water miscible solvent such as propylene glycol, ethanol, glycerol. 20 roles and the like, as is known to those skilled in the art. Thus, a useful composition may be prepared which contains water in which 2% by weight of propylene glycol, 2% by weight caprylic acid / capric acid triglyceride, 0.5-2% by weight distearyl dimethylammonium chloride and 0.15% by weight polyquaternium 10 are dispersed. containing approx. 5% by weight ethanol can also be used. Other compositions containing approx. 2% by weight of propylene glycol or approx. 5% by weight ethanol and approx. 0.25 to approx. 4% by weight of a distearyl-dimethylammonium salt can also be prepared and used. Such compositions are made essentially homogeneous by movement, such as shaking immediately before use, to form compositions which can then be applied to the hair.

In addition to emulsifiers, other ingredients which do not adversely affect the basic and novel effects of static charge reduction of a conditioner according to the invention may also be included. Examples of such materials are viscosity-regulating salts, such as alkali metal or ammonium halides, including sodium chloride, potassium chloride, ammonium bromide and the like; agents for adjusting the pH, such as hydrochloric acid, citric acid, sodium hydroxide and the like; preservatives, dyes and sun-filtering agents which absorb ultraviolet light, as is well known in the art.

The invention relates, as mentioned, to a method 10 for conditioning human hair. This method provides a human hair conditioner, (a) which is the hair conditioner of the invention containing water and a conditioning amount of a distearyl dimethyl ammonium salt, or (b) for conditioning in the presence of a cationic polymer which enhances the hair shelf life. Provided reduced static electric charge in the hair when the conditioned hair is dried in a dry state consists mainly of an aqueous composition of approx. 0.25 to approx.

20% by weight of a static charge reducing agent as previously described, ca. 0.05 to approx. 1.0% by weight of a quaternary nitrogen-containing conditioning film-forming polymer and approx. 0.25 to approx. 4% by weight of a disearthly dimethy lammonium salt, the weight ratio of the static charge reducing agent to the quaternary nitrogen-containing polymer in such a composition being approx. 2: 1 to approx. 20: 1.

The conditioning composition thus obtained is applied in a substantially homogeneous form, preferably as a stable emulsion, to human hair. The applied conditioner is kept on the hair for a sufficient period of time for the conditioner to come into contact with the hair fibers. Preferably, the conditioner is physically spread throughout the hair with the fingers or with a comb 35 or otherwise to ensure this contact. The contacted hair fibers are then rinsed with water and the water

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19 DK 166991 B1 rinsed conditioned hair is dried.

Hair treated according to this method is less static electric when nested in dry condition than hair treated with a similar composition without the static charge reducing agent. In addition, the use of the above method usually also makes newly washed chemically treated hair, such as bleached and / or permanently wavy hair, easier to compare with the known conditioning agents, especially such conditioning agents having similar conditioning effects and low static charge occurred.

The invention will now be explained in more detail by way of example 15

Example 1 Hair Conditioners

This example describes the preparation of hair conditioners of the invention containing a static charge reducing agent combined with a cationic film-forming polymer having multiple quaternary nitrogen atoms and a distearyl dimethyl ammonium salt. The ingredients and amounts thereof are listed in Table I below, followed by a process for preparing the agents.

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Table I

Component

Oil phase I A B C D E

Distaiyl diethylannonium chloride 0.5 1.0 1.5 2.0 2.0 5 Agent for red. of static solution A * 0.5--1.0 2.0

Means for red. of static solution B ^ - 0.5 1.5 -

Steajyl alcohol 1.0 2.0 2.0 2.0 2.0

Polyoxyethylene (2) stearyl ether 1.0 1.0 1.0 1.0 1.0

Polyoxypropylene (30) cetyl ether 0.5 0.5 0.5 0.5 0.5 10 Ultraviolet absorbent q.s q.s q.s q.s q.s

Water phase II

Hydroxyethyl cellulose 0.25 0.25 0.25 0.25 0.25

Kvatn. nitrogenous polymer 0.10 0.10 0.05 0.30 0.15 Preservative 0.05 0.05 0.05 0.05 0.05

Citric acid (50% in water) to pH 4-5 q.s q.s q.s q.s q.s Sodium hydroxide (25% in water), to pH 4-5 q.s q.s q.s q.s q.s

Potassium chloride 0.05 0.05 0.05 0.05 0.05 2o Water, soft, up to 100% q.s q.s q.s q.s q.s

Phase III

Fragrance q.s q.s q.s q.s q.s

Color q.s q.s q.s q.s q.s 25 in Caprylic acid / capric acid triglyceride, such as the mixed triester of glycerol and caprylic acid and capric acid supplied by Inolex Chemicals under the trademark "Lexol GT865" ®.

30 ** A C12-15 alcohol benzoate such as the ester of benzoic acid and C10 1 (.- alcohols supplied by Finetex Inc. under the trademark "Finsolv TN").

A polymeric quaternary ammonium salt of hydroxyethyl cellulose reacted with a trimethylammonium substituted epoxide provided by Union Carbide Corp. under the brand name "Polymer JR-3OM" ®.

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The agents are prepared by methods well known in the preparation of emulsions.

Briefly, the components of oil phase I are heated together in a first container to a temperature of approx. 80-85 ° C.

5 The components of aqueous phase II are heated together in another container to a temperature of approx. 77-80 ° C. The contents of the second container are then added to the heated contents of the first container with stirring to mix until a substantially homogeneous emulsion is formed.

The emulsion is cooled to ca. 35 ° C and the ingredients of phase III are added and mixed until homogeneity is substantially achieved.

Example 2 Cationic deposition of hair

This example illustrates the beneficial effects obtained by using a distearyl dimethyl ammonium salt in conditioners of the invention for human hair when cationic material is deposited on the hair without consequent excessive deposition of the cationic conditioning agent on the hair.

Natural white micro hairs of human hair (DeMeo Brothers, New York) with a length of approx. 10 cm and a weight of approx. 0.1 g is embedded in standard lids with a length of approx. 15 cm and a weight of approx. 1.75 g to form composite lids. Each composite cap is washed with a regular shampoo on the market in the usual way and excess water is squeezed by the hair with your fingers.

The water-free composite lids are then conditioned individually by applying 1 ml of an aqueous conditioner containing 2 wt.% Propylene glycol, 2 wt.% Caprylic acid / capric acid triglyceride (Agent A for static charge reduction of Example 1) and a quaternary ammonium

OC

compound of the type and quantity indicated below.

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22 DK 166991 B1

The conditioner is rubbed into the composite lids for one minute, after which the lids are rinsed with a jet of hot water of approx. 30 ° C for approx. 30 seconds. The embedded micro-locks are then removed from the treated lids and further processed according to the well-known ruby color sample as follows.

The microlocks are immersed separately for approx. 5 minutes in aqueous solutions containing 0.5% ruby dye with a pH of 3.5 and a temperature of approx.

40 ° C. The micro-locks are then rinsed with water at a temperature of approx. 25 ° C for approx. 15 seconds. The color of the treated lids is compared to a color intensity scale ranging from 1 (very pale pink) to 5 (deep bluish red).

Four cationic materials are examined in amounts from 0.5 to 2.0% by weight with and without the carpic acid / capric acid triglyceride agent to reduce static charge.

Separate color intensity standard samples are prepared for each cationic material without means for reducing static charge. The color intensity standard test for each cationic material is prepared by applying a known amount of the cationic material without agent to reduce static charge on a clean dry microlock. The cationic material is rubbed into the hair until it is completely absorbed and the lid is allowed to dry. Each treated microlock is then treated with the ruby dye solution in the manner described above. The dye standard microloids prepared are treated with amounts of the individual cationic materials in the range of 0.3 to 2.5 mg of cationic. material per grams of hair (mg / g).

A panel is requested to evaluate lures treated with the conditioning agents containing the four relatively low molecular weight non-polymeric cationic materials, as compared to the special color intensity standard test for the cation present.

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23 material and the points are converted to a predetermined amount of cationic material present per grams of hair.

In comparison, a conditioner containing 1% cationic material and no static charge reduction agent is used as a control. · The results are shown below and are based on duplicate locks rated by a panel of 6.

two Cation, material m. Weight% of Cationic deposit • f * in 2% st.- ooladn. agent composition. (mq / q hair) - st. dev.

A. Stearyl dimethylbenz 0.5 0.7340 + 0.1538 zylammonium chloride 1.0 0.6318 + 0.1669 1.5 0.6619 + 0.2077 15 2.0 1.0033 + 0.2286 B. Cetyltrimethylammo-0, 0.5404 + 0.0294 Nium Chloride 1.0 0.5417 + 0.0347 1.5 0.7801 + 0.1515 2.0 0.7369 + 0.1316 C. Dicetyldimonium 0.5 0.9196 + 0.2737 chloride ** 1.0 1.1181 + 0.3171 1.5 1.3358 + 0.1955 2.0 1.5275 + 0.5580 D. Distearyl dimethyl 0.5 0.5306 + 0.0365 ammonium chloride 1.0 0. 5276 + 0.0445 1.5 0.5625 + 0.0549 2.0 0.5500 + 0.0280

Cation, material without st. Charge, reduce. medium 30 A. (above) 1.0 0.8787 + 0.1973 B. (above) 1.0 0.6195 + 0.0630 C. (above) 1.0 0.7854 + 0.2132 D. ( above) 1.0 0.5620 + 0.0387 35

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24 DK 166991 B1 * St.afv. = standard deviation ** CTFA assumed name for a 1-hexade canaminium, N-hexa-decyl-N, N-dimethyl chloride, as defined in the CTFA Dictionary.

5

The above data shows that conditioners containing distearyl dimethyl ammonium chloride give the smallest amount of cationic deposition to the hair and that this amount is essentially the same within a range of 0.5 to 2.0% by weight of cationic material in the composition tested with or without means of reducing static charge. The results further show that, with the exception of the composition containing dicetyl diammonium chloride, compositions containing the static charge reducing agent give less cationic deposition to the hair than the same composition without the static charge reducing agent.

Example 3

Better hair shelf life for permanent curly hair

These examples illustrate advantages of better hair shelf life in permanently curly hair, in which there is not as much curl left after many times washing and conditioning treatment prior to conditioning with an agent of the invention.

A series of 16 lures of approx. 15 cm in length and weighing approx. 2 grams are made from normal, natural brown human hair (DeMeo Brothers, New York).

30 Each locomotive gets a permanent curl, using a commercially available permanent liquid product for salon use for "normal" hair according to the manufacturer's information.

The permanently curled lids are dried for 15 minutes under a commercially available hairdryer set to "normal" heat setting with an air temperature of approx. 31 ° C. The dry lids are suspended vertically and curl DK 166991 Bl

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25 is easily allowed to straighten naturally at ambient temperature and humidity for 48 hours.

Kits on every 4 lids are subjected to a schedule of washing and conditioning with shampoo and conditioner 5 commercially available products that match according to the manufacturer's information. The schedule for washing and conditioning the hair is described below.

The hair washing procedure includes the following steps: moisturizing the hair with water, applying pr. lid of 1 ml of 10 shampoos rubbed and massaged for approx. 1 minute, then rinse the hair with warm water (30 ° C) for 1 minute at a flow rate of approx. 1800 ml per minute. Excess water is removed by wiping the water off the hair with your fingers.

The hair conditioning procedure comprises the following steps: lid 1 ml of conditioning product that is infused and massaged for approx. 1 minute, then rinse the hair with warm water as described above for 30 seconds. Excess water is removed from the hair 20 by wiping it off the hair with your fingers. · The lid is dried under a salon dryer with "normal" heat setting as described above for a period of approx. 15 minutes. The dry treated onion is then nested with 5 coats of a hard rubber comb.

A complete treatment schedule includes the above-mentioned steps of hair washing and hair conditioning. Each schedule is repeated in its entirety a total of 9 times. A 10th washing and conditioning scheme is carried out in the same way, except that the wet washed hair is wound up on a 30 threaded plastic hair roll with an outside diameter of approx. 1.2 cm and allowed to dry in a rolled state overnight at room temperature of approx. 20-22 ° C at ambient humidity conditions.

The hair shelf life of the 10 times treated 35 locks is examined as follows. The dry coiled lid is equilibrated in a chamber for one hour at a relative

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26 DK 166991 B1 humidity of 85-90% at ambient temperature of approx. 20-22 ° C, the lid is removed from the chamber and the roller is removed from the hair. The lid without roll is suspended vertically (beginning length). The length of the hanging lid is measured again every 5 hours for a period of 6 hours. The shape retained by the hair after the curl is relaxed over a certain period of time is calculated from the following formula in a well known manner.

10% retained shape = yy * x 100 LL (o) where L is the length of the fully extended hair cap, L (o) the initial length of the curl and L (t) the length of the hair curl at the time (t) 15% retained shape is plotted as a function of time , using the least squares method as described by Diaz and Wong in "Set Relaxation of Human Hair", J. Soc. Cosmet. Chem. 34, 205-212 (1983). The retention strength is calculated from the average area under the curve obtained as a retention force according to Diaz and Wong's method.

After the hairstyle (retained form) has been measured on the lids treated 10 times, the same lids are washed an 11th time with shampoo as described above, followed by a conditioning treatment with conditioner D in Example 1 instead of the the conditioner used previously. The hair shelf life 30 is examined in a different way and the retention strength function of each locomotive is calculated in the manner previously described.

The shelf life obtained after the 10th treatment is compared with that obtained after the 11th.

35 treatment by statistically comparing the individual retention strength functions calculated from the curves

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27 DK 166991 B1 for each treatment. The results are shown below.

B content's Turkish function (calculates area based on% 5 retained form as function.

of time in hours) - I II% increase. 10. eft. 11. pose

Lokbehandl. skema_behandl._behandl. II-I

10 1. Commercial Shampoo A 534.4

commercia. kond.mid. A

2. Commercial. shampoo A 575.1 5 cond. D, Example 1 3. Commercial. shampoo B 544.0

15 commercial. kond.mid. B

4. Commercial. shampoo B 577.5 5 cond.mid. D, Example 1 5. Commercial. shampoo C 530.5

commercia. Cond. mid. C

2o -6. Commercia. shampoo C 558.4 5 cond.mid. D, Example 1 7. Commercial. shampoo D 507.0

commercia. kond.mid. D

8. Commercial. shampoo D 555.3 10 25 cond.mid. D, Example 1 * Commercial = · In the market

The above data shows that a conditioner according to the invention (conditioner D according to Example 1) improves the retention strength of each of the permanently curled lids by a factor of approx. 5 to approx. 10%. The improvement is determined to be statistically significant with a 95% confidence level based on Student's t-test for the Series 2, 4, and 8 series that receive treatment according to a commercially available sham.

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28 DK 166991 B1 poo and the conditioning products respectively. A # B and D.

The active conditioner (s) present in accordance with the ingredients on the label of the commercially available conditioning products are as follows: Product A contains dicetyldimethylammonium chloride (previously identified in Example 2); product B contains a mixture of dicetyldimethylammonium chloride and cetyltrimethylammonium chloride; product C contains cetyltrimethylammonium chloride and product D contains dicetyldimethylammonium chloride.

The results show the beneficial conditioning effect of the conditioner of the invention, which proves to be a better retention strength for permanently curled hair after many times washing. Permanently curled 15 hair retention strength is weakened, as you know, after so many times washing. Thus, a beneficial increase in the retention strength of permanently curled hair over a period of time from a conditioning treatment would be extremely advantageous for the duration of the curl obtained by permanent curling.

20

Example 4

Improved hair shelf life for permanent curly hair

The method of Example 3 is followed except for # 25 that the total number of treatments is doubled. Thus, the retention strength function is calculated from the average area # obtained from curves # where retained shape is plotted as a function of time in hours, after a 20th treatment in column I and 21st treatment in column 30 in the table below.

35

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29 DK 166991 B1

Bibehold.styrkefunkt.

(calculating area based on% retained shape as a function of time in hours) - 5 I II% before. 20. after 21. pardon

Lokbehandl. skema_behandl. behandl._Il-I

1. Commercial shampoo A 550.6

commercia. kond.mid. A

10 2. Commercial. shampoo A 575.1 4 cond. mid. D, Example 1 3. Commercial. shampoo B 549.1

comm cond. B

4. Commercial. shampoo B 571.2 4 15 cond.mid. D, Example 1 5. Commercial. shampoo C 545.8

commercia. kond.mid. C

6. Commercial. shampoo C 572.5 4 cond. mid. D, Example 1 20 7. Commercial. shampoo D 547.3

Commercia. Cond. mid. D

8. Commercial. shampoo D 583.0 7 cond.mid. D, Example 1 The data above shows that conditioner D according to Example 1 improves each permanently curled lid retention strength by a factor of approx. 4 to approx. 7%. The improvement is determined to be statistically significant at a confidence level of 90% for the luck series # 2 and 8, and at an 80% confidence level for the luck series # 6 based on a Student's t-test analysis.

It should also be noted that the data in Example 3 and in the present example show no reversal of the improvement in hair retention, although not all of the results are statistically significant at high confidence levels. That there is no improvement

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30 DK 166991 B1 covers believe that the lack of statistically significant differences at high confidence levels is a function of the relatively small number of lures used for each conditioning and the relatively large spread 5 of data obtained using human hair as substrate, and the curl relaxation as the method of analysis. Thus, it is believed that the differences in retained form are factual and that the conditioning agents of the present invention provide better retention effects over the known other conditioning agents.

Example 5

Static Reduction Reduction This example demonstrates the beneficial effect obtained when using the static charge reduction agent in the conditioning agents of the invention to minimize the static charge arising from cationic polymers when conditioned. dry hair nests.

20

A series of curls of natural brown hair (DeMeo Brothers, New York) are produced approx. 15 cm long and weighing approx. 2 grams. The lids are carefully washed in the usual manner with a commercially available shampoo product which is known not to contain cationic film-forming polymer having several quaternary nitrogen atoms. Excess water is ironed by the hair with the fingers.

The shampoo-washed lids are individually conditioned with a conditioning solution, which will be identified below, by applying 0.5 g of solution per day. lid and allow conditioner to stay in contact with hair fibers for approx. 30 seconds. Each treated onion is then rinsed for approx. 30 seconds of tap water with a temperature of approx. 38 ° C. Each conditioned lid is dried in a towel and then further dried with a conventional electric hair dryer.

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31 DK 166991 B1

Each dried onion is prepared to remove filtration. It is then placed in a constant humidity chamber with a humidity of approx. 43% for a period of 24 hours at ambient temperature. The hair that has been equilibrated is given static charge, which is measured as follows.

The equilibrated treated hair cap is nested 50 times with a hard rubber comb mounted on a motor driven device. The electric field strength of the rescue-induced static charge on the hair is immediately measured by the electrostatic field detected by a sensor located approx. 12 cm from the lid surface. The electrostatic field measurement is performed with a "Model 354A ESD" monitor provided by Trek, Inc., 15, with a measurement range of 0 to 100 kW / m. An average is taken off. two readings per investigated conditioning treatment.

The conditioning solutions contain 5 wt.% Ethanol, 0.05-0.5 wt. Cationic polymer with several quaternary nitrogen atoms, 0.0-4.0 wt.% Static charge reduction agent, and soft water in an amount. big enough to give 100% by weight. Three cationic polymers and two static charge reduction agents are identified as identified below.

25 Static Charge Reduction Means.

A. Caprylic acid / capric acid triglyceride supplied under the trademark "Lexol GT 88δ" - by Inolex Chemicals.

B. C, C, Alcohols Benzoate delivered under the 12-15 (r) mark "Finsolv TN" by Finetex Inc.

30 Cationic Polymers A. A polymeric quaternary ammonium salt of hydroxyethyl cellulose reacted with a trimethylammonium substituted epoxide supplied under the trademark "Polymer JR-30M" ® by Union Carbide Corp.

35 B. A copolymer of hydroxyethyl cellulose and dialysdimethylammonium chloride supplied under the trade mark

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32 DK 166991 B1 "Celquat L200" by National Starch and Chemical Corp.

C. A copolymeric reaction product of diallyl-dimethylammonium chloride and acrylamide monomers supplied under the trademark "Merquat 550" ® by Merck Chemical Division at Merck & Co.

Series I_kv / m measured static load_ Weight% stat.

charg. reduc. Weight% Cationic Polymer A_10 Agent A_0 / 05 0.1, 0.2 0.3 0.4 0.5 0.0 60 74 88 105 110 120 0.5 - - 77 --- --- 97 1.0 47 59 66 79 86 95 2.0 - 53 -. 78 --- 91 15 4.0 - - 60 89

Series II Weight Cationic Polymer A_ Agent B 0.05 0.1 0.2 0.3 0.4 0.5 0.0 60 74 88 105 110 120 1.0 52 74 78 85 85 86 20 2.0 - 68 - · 76 --- 78

SeyAe Weight% Cationic Polymer B_ Agent A 0.05 0.1 0.2 0.3 0.4 0.5 0.0 70 75 78 86 90 98 0.5 - 66 - - 82 25 1, 0 41 52 60 70 74 80 2.0 - 49 - 66 - 74 4.0 - - 51 --- - 69

Se.ri. ^ .- IY Weight% cationic '; polymer B_ agent B 0.05 0.1 0.2 0.3 0.4 0.5 30 0.0 70 75 78 86 90 98 1.0 67 68 75 83 84 89 2.0 - 62 - 76 - 85 35 DK 166991 Bl 33 o

Series V kv / m measured static charge_ Weight% stat.- charge. reduc. Weight% Cationic Polymer C_ Agent A_0.05 0/1 0.2 0.3 0.4 0.5_ 5 - 0.0 39 42 48 52 55 55 0.5 - - 48 - - 48 1.0 26 30 36 43 47 53 2.0 · - 28 34 - - 49 4.0 - - 23 - ~ 29 10 ^ is ^ ev · * · Weight% of cationic polymer C_ agent B_ 0.05 0.1 0.2 0.3 0.4 0, 5 0.0 39 42 48 52 55 55 1.0 22 23 25 31 35 42 2.0 - 21 - 25 - 37 15

The above data shows that the static charge generated by the rescue of hair increases as the amount of cationic polymer increases even when there is a means of reducing static charge.

However, the data also show that the static charge reducing agent actually decreases the static charge on the hair caused by the cationic polymer below the levels induced by a similar composition 25 without static charge reducing agent.

Example 6

Cationic deposition on hair

The method of Example 2 is performed except that the aqueous conditioning agent contains 2% by weight propylene glycol, 2% by weight distearyl dimethylammonium chloride, and from 0.5 to 3.0% by weight for static charge reduction as shown below.

The amount of cationic deposition on the hair is calculated from panel assessments based on particular cationic color standard samples for distearyl dimethyl ammonium chloride.

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34 DK 166991 B1 riding as discussed in Example 2. The results are shown below.

5 Stat. reduc. Cationic Deposition (SRA) Weight% SRA_ (mg / g hair) _- SD * A, from Example 5 0.5 0.3977 +0.03 1.0 0.4648 + 0.04 2.0 0.5053 + 0, 03 10 3.0 0.5097 + 0.03 B, from Example 5 0.5 0.4719 + 0.04 1.0 0.4018 + 0.05 2.0 0.5235 + 0.02 3.0 0.4822 + 0 , 03 15 * SD = standard deviation

The above data shows the beneficial effect of the static charge reducing agent, maintaining a substantially similar or reduced charge. 20 cationic deposition on the hair compared to that obtained by the distearyl dimethyl ammonium chloride as shown in Example 2.

Example 7

Cationic deposition on hair

The method of Example 2 is followed except that the aqueous conditioning agent contains 2% by weight of Agent B to reduce static charge from Example 5, 2% by weight of propylene glycol and from 0.5 to 2.0% by weight of distearyl dimethylammonium chloride (cationic) as shown. below. The amount of cationic deposition is calculated from panel rating points based on the particular cationic color standard for distearyl dimethyl ammonium chloride. The results are shown below.

35 35 UIS. In OOZfCJ s u «O Cation, outlet $

Cationic in composition, wt% (mg / g hair) - S.D.

0.5. 0.4103 + 0.05 1.0 0.4367 + 0.04 1.5 0.4905 + 0.04 5 2.0 0.4305 + 0.04 k S.D. = standard deviation

The above data shows the beneficial effect of the static charge reducing agent in maintaining substantially the same amount of cationic deposition provided by distearyl dimethyl ammonium chloride over the entire range used (as shown in Example 2). The data further shows that distearyl dimethyl ammonium chloride is not used up from the composition nor does it increase cationic deposition with increasing concentration combined with the static charge reducing agent.

Example 8

Reduction of static charge in the hair occurred 20 by rescue

This example shows the synergistic effect of the static charge reducing agent and the cationic polymer used together in a weight ratio of 5: 1 to 20: 1.

The conditioner E of Example 1 is used for this study except with respect to the ultraviolet absorbent and polyoxypropylene (30) cetyl ether which does not appear to eliminate any softening effect that may occur due to the latter material. Variable amounts of caprylic acid / capric acid triglyceride are included as a means of reducing static charge and quaternary nitrogen-containing polymers; as seen below. It should be noted that 2% by weight distearyl dimethyl ammonium; 35 chloride in each composition.

j; i i

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36 DK 166991 B1

A series of normal natural brown lures (DeMeo Brothers, New York) approx. 15 cm long and weighing approx.

2g is shampooed with a regular shampoo in which there is no means of reducing static charge. The shampooed lids are individually conditioned with 0.5 g of one of the conditioning agents produced. The conditioner is applied to the wet hair cap and allowed to stay in contact with the hair fibers for 1 minute. Then the lid is rinsed with water at a temperature of approx. 38 ° C for approx. 30 seconds.

Each conditioned lid is placed in a drying cabinet to dry overnight at a humidity of 20% and at ambient temperature. The dry onion is then rinsed 50 times with 84 coats of the comb. a minute, by the aid of 15, a hard rubber comb attached to an automatic combustion apparatus. The electric field strength of the static charge on the hair at the rescue is measured in kilovolts per; meters (kv / m)? with a Kethly Static Meter.

Another series of curls is made in a similar manner except that the hair before it is treated in the manner described above. is bleached once with a male bleaching product followed by one permanent curl with a commercially available salon product in accordance with the manufacturer's instructions. This series of lures is then identified as bleached / curly hair.

The ratios of the static charge reduction agent (SRA) to the cationic polymer (CP) present in the conditioning agents used and the results obtained are shown below.

35 - 37

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DK 166991 B1

When rescue occurred static charge on Weight hair (kilovolt / m) _

S

ratio normal hair bleached / curly Composition_ (SRA: CP) _ series_let hair series A 0.0: 0.0 1.9 1.7 B 2: 0.0 1.9 1.2 C 0.0: 0, 2 2.1 2.2 D 1: 0.2 1.5 1.8 E 2: 0.2 1.6 1.5 F 3: 0.2 1.6 1.4 G 4: 0.2 2.1 1.5 * Weight ratio SRA: CP in compositions D, E, F 15 and G represent the weight ratios respectively. 5: 1, 10: 1, 15: 1 and 20: 1

The data shows that the static charge reducing agent and the cationic polymer separately 20 produce more static charge on the dry hair when nested than the combination of the two components. The data also show that the combination of static charge reducing agent and cationic polymer has a synergistic effect in that it reduces the static charge caused by rescue on the hair.

The invention has been described in the form of preferred embodiments.

30 35

Claims (8)

Conditioning agent for human hair, characterized in that it contains an aqueous composition containing from ca. 0.25 to approx. 4% by weight of an agent 5 for reducing static charge in the form of caprylic acid / capric acid triglyceride or C12-15 alcohol benzoate, from ca. 0.05 to approx. 1.0% by weight of a cationic film-forming polymer containing several quaternary nitrogen atoms, and from ca. 0.25 to approx. About 4% by weight of a distearyl dimethylammonium salt, the weight ratio of the static charge reducing agent to the cationic polymer being from about 2: 1 to approx. 20: 1. Conditioning agent according to claim 1, characterized in that the means for reducing static charge is present in an amount of from approx. 1.5 to approx. 2.5% by weight of the composition. Conditioning agent according to claim 1, characterized in that the cationic polymer is selected from (a) a polymeric quaternary ammonium salt which is the reaction product of hydroxyethyl cellulose and a trimethyl ammonium substituted epoxide, (b) a copolymer of hydroxyethyl cellulose and diallyldimethyl ammonium chloride (C) a homopolymer of diallyldimethylammonium chloride; (d) a polymeric reaction product of diallyldimethylammonium chloride and acrylamide monomer; acrylamide and methacryloyl-oxyethyltrimethylammonium chloride and (g) a copolymeric reaction product of methylvinylimidazolium chloride and vinylpyrrolidone. Conditioner according to claim 1, characterized in that the distearyl dimethyl ammonium salt is distearyl dimethyl ammonium chloride. Human hair conditioner according to claim 1, characterized in that it is in the form of an aqueous emulsion in which a static charge reducing agent is dispersed, which is caprylic acid / capric acid triglyceride or C12-15. Alkolol benzoic acid present in an amount of from approx. 1.5 to approx. 2.5% by weight, a cationic film-forming polymer containing several 10 quaternary nitrogen atoms, which is a reaction product of hydroxyethyl cellulose and a trimethylammonium-substituted epoxide and present in an amount of from 0.1 to approx. 0.5% by weight, and from approx. 0.5 to approx. 2% by weight distearyl dimethyl ammonium chloride, the weight ratio of the static charge reducing agent to the cationic polymer being from about 5: 1 to approx. 20: 1. A method of conditioning human hair in the presence of a hair-retaining cationic polymer to provide a reduced amount of static charge caused by rescue when the conditioned hair is dried, characterized by the following steps: (i) providing a conditioning agent for human hair according to claim 1, (ii) applying the conditioner in substantially homogeneous form to human hair, (iii) maintaining the application for a period sufficient for the conditioner to contact the hair fibers, (iv) the contacted hair fibers are rinsed with water and 30 (v) the water rinsed hair is dried. Process according to claim 6, characterized in that the cationic polymer is a polymer according to claim 3. Process according to claim 6, characterized in that the distearyl dimethyl ammonium salt is distearyl dimethyl ammonium chloride.