HU210123B - Fiber conditioning compositions containing aminosilicone and process for preparing the compositions - Google Patents

Description

The present invention relates to a fiber conditioning composition. More particularly, the present invention relates to a shampoo comprising a certain amino silicone, together with cationic surfactant fiber conditioning agents such as quaternary ammonium salts, and significantly improving the fiber conditioning effect; especially in shampoos containing anionic synthetic organic detergent, it provides an excellent conditioning effect on the cleansed hair.

Commercially available fiber conditioning compositions, such as fiber conditioning laundry compositions or non-detergent conditioning compositions for treating washed fiber materials, condition the fiber materials, soften them, and reduce their static charge ability after drying in an automatic washer dryer. These fiber conditioning agents contain cationic conditioning agents, such as quaternary ammonium salts, and such quaternary ammonium salts are also present in hair rinses. Amino-silicones and aminomethicones as well as various hydrocarbons such as petrolatum and mineral oil have been recommended as hair conditioning components in shampoos. Shampoos use anionic synthetic organic detergents, such as high-carbon fatty alcohol sulfates, high-carbon polyethoxysulfates, and are sometimes used in combination with quaternary ammonium halides. In a supplementary patent application filed on the same day as the above application, entitled Fiber Conditioning Compositions Containing Soluble Poly Carbon Alkene Compounds, described shampoos which contained anionic detergent, cationic fiber conditioning surfactant, polyethylene and soluble liquid hydrocarbon. mineral oil), in which a combination of polyethylene and mineral oil improves the conditioner of the hair. The inventors have found that prior to the present invention, their anionic synthetic organic detergent and cationic hair conditioning surfactant based shampoos and their improved conditioning effects were previously unknown.

The closest literature references to the present invention are U.S. Patent Nos. 4,559,227, 4,563,347, 4,601,902, 4,704,272, 4,710,314, and 4,747,732. U.S. Patent 4,559 discloses aminosilicone polymers having a structure similar to the present invention (see, for example, Example 7). U.S. Patent No. 4,710,314 discloses a hair conditioning shampoo comprising an amidomethicone (an aminosilicone) and a cationic surfactant. However, no description of the preferred amino silicones of the invention is found in any description, nor does it lead to a composition which is a composition of the present invention; containing such amino silicone, and would be a much better hair conditioning effective shampoo than similar formulations based on similar (but different) amino silicones.

The fiber conditioning composition of the present invention having improved fiber conditioning properties comprises an amino silicone of formula (I) wherein:

R ¹ , R ² , R ³ , R ⁵ , R ⁶ and R ⁷ are C 1-6 alkyl, preferably C 1 alkyl,

R ⁴ is -R ⁸ -NH-CH ₂ CH ₂ -NH ₂ ;

R ⁸ is C 3 -C 6 alkylene, and preferably isobutyl, x is an average number of from 100 to 10,000, preferably above 500 and less than 10,000, most preferably 750 to 800, y is an average of from 1 to 10, more preferably less than 5, and most preferably 1, containing from 4,000 to 60,000 amine equivalents and a carrier.

The carrier will normally be in a liquid form and will often contain a detergent composition, preferably a shampoo, and if a shampoo, preferably a cationic fiber conditioning agent such as a quaternary ammonium salt. The presence of the quaternary ammonium salt apparently promotes emulsification of the amino silicone in the aqueous system and thus promotes shampoo stabilization and promotes better activity of the amino silicone in hair conditioning despite the presence of anionic synthetic organic detergent (usually contained in such shampoos) much higher than the conditioner.

The amino silicones of the invention (see formula) are preferably 4000-60,000 amine equivalents, more preferably 10,000 or 20,000-40,000 amine equivalents, wherein x average is 20010,000, more preferably above 500 and below 10,000, most preferably 750- 800 and y have an average value of 1-10, more preferably less than 5, most preferably 1. They may further contain up to 25% by weight of cyclomethicone used as processing aids in their preparation, but desirably contain less than this because the presence of cyclomethicone is undesirable in the present invention. according to the present invention. The amine equivalent is the number of grams of polymer that contains 14 g of amine nitrogen. In the preferred composition of the present invention, the aminosilicone polymer is a product of Dow-Coming Corporation, which is shown below in Part II. In Table II, the name is aminosilicone B. Such an aminosilicone compound has a low charge density and an amine content of 30,000 equivalents. In this polymer of formula I, each of R ¹ , R ² , R ³ , R ⁵ , R ⁶ or R ^{7 has} the meaning methyl, and ^R8 is iso-butyl. The compound has a viscosity of 7500 ± 1000 cps. Another such aminosilicone compound, designated Dow-Corning Aminosilicone A, is shown in Scheme II. Table I, also useful but less potent than amino silicone Compound B,

EN 210 123 Β which has a higher molecular weight and lower charge density. Other amino silicones manufactured by Dow-Corning, which are listed below in Part II. in Table II, silicones are designated C, D and E; Although similar in structure, they have different charge densities (charge density is inversely proportional to the amine equivalent) and are less effective and therefore unacceptable as hair conditioning agents in the composition of the invention.

The carrier for the amino silicone may be any carrier, preferably a liquid and aqueous carrier, which often contains a surfactant or detergent, which helps to keep the aminosilicone in an emulsion, dispersion or suspension in an aqueous medium and prevents separation of the amino silicone and other formulation components. or sedimentation. Particularly preferably, the carrier is a shampoo, and such a shampoo is suitable for washing and conditioning the hair so that after washing (and after removing the hair oils) the treatment of the hair will not be difficult, which is otherwise very common after washing. hair materials that have a conditioning effect are removed. Aminosilicones may also be formulated as carriers in place of shampoos, such as solvents, gels, pastes, creams, solutions, emulsions, sprays, and the like. and the amino silicones can be applied to fibrous materials and hair by conventional means. As such variants of cosmetic materials are well known in the art, they are not listed herein, as one skilled in the art will readily understand what compositions can be obtained from any literature in the field of cosmetics, such as Modern Cosmeticology.

The cationic surfactant fiber conditioning agents that may be considered as secondary conditioning agents in the composition of the present invention are preferably quaternary ammonium salts, other surfactant compounds which have a fiber conditioning effect; may also be used, at least in part. For example, imidazolinium salts and betaines, as well as cationic compounds such as those described in U.S. Patent 4,000,077, may be used to replace at least a portion of the quaternary ammonium salt, which may be a complex of cationic and anionic surfactants.

Preferred quaternary ammonium salts of the ^{R9, R10, R11, R12,} N ^+, X ^- a compound of formula, wherein at least is one of the R groups are lower alkyl groups, and at least one R is a higher alkyl group, such as the one The R groups may be high and / or lower alkyl. Preferably R ⁹ is C 1 -C 4, R ¹⁰ and R ¹¹ are alkyl having 10 to 40 carbon atoms, R ¹² is C 10 -C 40 alkyl and X is a salt-forming anion such as a halide ion, lower alkyl sulfate ion or a lower carboxylic acid ion such as chloride, bromide, methosulfate, ethosulfate, citrate or acetate. The lower alkyl group preferably contains from 1 to 3 carbon atoms, most preferably from 1 to 2 carbon atoms, and is most preferably methyl. The higher alkyl group preferably contains from 10 to 22 carbon atoms, particularly preferably from 12 to 18 or 20 carbon atoms, most preferably from 14 to 18 carbon atoms, for example 16 or about 16 carbon atoms. Preferably the anion is a halogen ion such as chloride ion, bromide ion or iodide ion, of which chloride ion and bromide ion are preferred and chloride ion is most preferred.

Preferably, the number of lower alkyl groups on the quaternary nitrogen atom is preferably 1 or 2 and the number of lower alkyl groups is preferably 2 or 3. It has been found that the quaternary ammonium salt, for example, preferably has at least 30 carbon atoms, most preferably at least 34 carbon atoms. The most preferred lower alkyl group is the cetyl group and the most preferred lower alkyl group is the methyl group. The most preferred quaternary ammonium halide is tricetylmethylammonium chloride. Of course, other quaternary ammonium halides such as distearyldimethylammonium chloride, dilauryldimethylammonium bromide, stearylcetylammonium chloride, trimyristylethylammonium bromide and trilauryl ethylammonium amide are within the scope of the invention. and the use of other fiber or hair conditioning cationic surfactants in at least a portion thereof as a fiber and / or hair conditioning cationic agent in the composition of the present invention.

As described above, the fiber conditioning compositions of the present invention may be in various suitable forms, but preferably in aqueous liquid form. The compositions may be applied directly or dissolved and / or dispersed in water or other aqueous media. Preferred compositions are shampoos which generally contain synthetic anionic organic detergent and water, but preferred aminosilicones may also be used in non-detergent compositions with suitable carriers such as a concentrated aqueous medium, emulsion, microemulsion, stable dispersion, preferably cationic conditioner. If desired, amphoteric alpholytic internal ionic and nonionic detergents and surfactants may be used in place of the anionic detergent or detergents in the above-mentioned shampoos. Various suitable such detergents and surfactants have been described in McCutcheon's Detergents and Emulsifiers, North American Edition, 1984.

Preferred anionic detergents, such as those described in McCutcheon, may be referred to as "Sulf (on) at" formulations. These include water-soluble lipophilic sulfates and / or sulfonates containing from 8 to 12 carbon atoms, preferably from 10 to 16 carbon atoms, most preferably from 10 to 16 or 18 carbon atoms, and most preferably from 12 to 16 or 18 carbon atoms. Examples of such anionic detergents are those having a high C12 to C18

EN 210 123 Β alkyl sulfates, high-carbon paraffin sulfonates, high-carbon olefin sulfonates, high-carbon fatty acid monoglyceride sulfonates, high-carbon fatty alcohols, lower alkoxy (and polyoxy) sulfates, linear carbonates, dialkyl sulfosuccinates. The most preferred such anionic detergents for use in the present shampoos are high alkyl sulfates containing from 12 to 16 carbon atoms and high alkyl (lower alkoxy sulfates containing from 16 to 18 carbon atoms (preferably containing a lower alkyl group and lauryl). However, such alkyl compounds may contain from 12 to 16 carbon atoms in the alkyl group and the alkoxy group content of the molecules may be from 1 to 20, preferably from 2 to 6 ethoxy groups. The most preferred fatty alcohol sulfate is the lauryl sulfate and especially the higher The (poly) lower alkoxysulfate is a di- or triethoxylated lauryl alcohol sulfate, and is preferably a mixture of a high alkyl sulfate and a high alkyl ether sulfate. The above compounds may be present in a ratio of from 10: 1 to 1:10 or from 7: 1 to 1: 7, for example 15 to 5: 1, if they form the anionic detergent.

Anionic detergents are used in the form of their water-soluble salts, which are usually salts with alkali metals (sodium, potassium), ammonium salts, salts with amines (dimethylamine and trimethylamine) or lower alkanolamines (e.g. diethanolamine and triethanol). monoethanolamine). An example of a laundry detergent as ammonium lauryl sulfate, sodium lauryl diethoxy sulfate, ammonium lauryl trietoxiszulfát, sodium is C ₁₆ olefin sulfonate, ₁₄ -paraffin nátriumC sulfonate, sodium coco monogliceridszulfonát , triethanolamine cetyl sulfate and dimethylamine myristyl sulfate. However, for best results, it is preferable to use a lower alkyl sulfate, a lower alkyl (poly) lower alkoxysulfate, or a mixture thereof, such as a lower alkyl sulfate, and such a higher alkyl ether sulfate, for example, the use of lauryl sulfate and lauryl diethoxysulfate or lauryl triethoxysulfate, often using higher amounts of higher alkyl sulfate or its ammonium triethanolamine and / or its sodium salt.

The water used in the compositions of the present invention, including the preferred shampoo compositions, is preferably deionized water having a hardness of less than 10 ppm with respect to calcium carbonate, but other waters may be used as required. Preferably, the components of the invention are irradiated with deionized water and the various mixing vessels, tanks, tubes and containers used in the process are kept very clean in order to be free of microorganisms.

In addition to the ingredients required in the conditioning composition of the invention, which compositions may be shampoos and these are the preferred compositions of the invention, there may be other excipients known in the art that possess desirable properties for the composition of the inventor or practitioner. repair or secure. Such excipients include, for example, paraffins, petrolates, microcrystalline waxes, isoparaffin mineral oils, and polyethylenes, all of which are described in the appended Hungarian Publication No. T / 54,297, and which are useful in improving the conditioning effect of the base formulation. While these substances are not required ingredients of the composition of the invention, they are very useful additives and can significantly improve the conditioning effect of the composition of the invention. When polyethylene is used, it is used in admixture with a solubility hydrocarbon, such as a mineral oil, although other liquid or near-liquid hydrocarbons may be used. Other useful excipients or ingredients not required in the compositions and shampoos of the present invention are, for example, esters of lower fatty acids with lower alcohols, lower alcohols of lower fatty acids, high-carbon fatty acids, low-carbon esters of fatty alcohols, alkylcelluloses and hydroxy (lower alkyl) celluloses, such as methylcellulose, and hydroxypropylmethylcellulose, and gums, such as xanthal gum, which may also act as stabilizing agents in the aqueous medium; foam modifiers and enhancers such as betaines, triglycerides of high fatty acids, and alkanolamides of high fatty acids such as cocoaminopropyl betaine, triglycerides of C18-36 acids, and lauryl monoethanolamide; pearlescent agents such as ethylene glycol mono- and distearates; anti-dandruff agents such as zinc pyrithione; viscosity control agents such as propylene glycol and sodium chloride; preservatives and antioxidants; antifreeze agents such as ethylene glycol; dispersants such as EDTA; pH adjusters such as citric acid and citrates; colorants (paints and water-dispersible pigments); and solvents such as ethanol and isopropanol.

The proportions of the various components of the composition of the invention are such that they achieve and provide the desired fiber conditioning effect or increase in this effect. This improved effect is achieved when the ratio of cationic fiber conditioning surfactant is sufficient to contribute to the conditioning condition of the amino silicone with sufficient conditioning effect and sufficient to repair

EN 210 123 Β dispersion of amino silicone or stabilize this dispersion in aqueous media. The amount of the anionic detergent is sufficient to completely clean the hair or other fibrous material, but also sufficient to allow the amino-silicone and cationic surfactant to be detached to the fiber or hair with a relatively strong aqueous detergent. medium. The ratio of hydrocarbon materials is such that they improve the conditioning effect of the amino silicone and the cationic conditioner. Finally, the ratio of the individual components should be such that the composition can be stored in a stable state without cracking and separation and the amount of water is sufficient to form a continuous aqueous medium in which the other components are distributed in a stable form.

In non-shampoo conditioning compositions, the ratio of aminosilicone to cationic surfactant / water is generally 0.1 to 10%, 0.1 to 10%. and 50-99%, which may be affected by the amount of additive and surfactant, if present in the formulation. If a surfactant is present, the amount of the surfactant will be approx. 0.5-20%.

In the case of shampoo and other cleansing compositions having the desired fiber conditioning effect, the amount of amino silicone is generally 0.3-5%, preferably 0.5-5%, more preferably 1-3%, for example 1, 1.5, 2 or 3%. The amount of cationic surfactant conditioning agent is generally from 0.1 to 5%, preferably from 0.1 to 3%, more preferably from 0.2 to 2% and most preferably from 0.3 to 1%, for example 0.5%. The amount of anionic detergent is generally 5-30%, preferably 8-25%, more preferably 10-20%, and most preferably 12-18%, for example 15%. When mixed alkyl sulfate and alkyl ethoxysulfate anionic detergents are used, the proportions are generally 10-15% alkyl sulfate and 2-5% alkyl ether sulfate, but in some cases these proportions may be reversed. Water content is usually approx. 50-85%, preferably 60-90%, more preferably 65-80%, for example 70-73 or 75%. The amount of additive is 0.1-30%, preferably 0.5-30%, especially 0.5-20%, and most preferably 315%, for example 8 or 9%.

When present in the composition, an additional hydrocarbon conditioning agent is present in an amount of 0.5 to 20%, preferably 1 to 10%, and most preferably 1.5 to 5%. Preferred hydrocarbon components are 0.1-5% microcrystalline wax and 0.1-3% paraffin, more preferably 0.5-3% microcrystalline wax, and 0.5-2% paraffin. If polyethylene and mineral oil are present in the composition due to the additional conditioning effect, their concentration is normally 0.2-5% for polyethylene, 0.1-10% for mineral oil, preferably 0.2-2% for polyethylene and mineral oil. 0.2-8%. Particularly preferred is 0.3-1% for polyethylene and 0.5-5% for mineral oil.

In the case of non-aqueous formulations, the desired dosage and additive component are present in the same proportions as in the aqueous formulations, but the water is removed. The aqueous medium may be omitted or replaced in whole or in part by another solvent or liquid medium such as ethanol or isopropanol.

As described above, the fiber conditioning and hair conditioning compositions of the present invention may be in various physical forms, preferably in liquid form and most preferably in the form of a hair conditioning shampoo. Such formulations need to be chemically stable and physically stable to be commercially acceptable. They must not decompose during storage, even during an undesirable period of storage, and the components must not separate or become phased in during storage. In addition, shampoos must have an appropriate viscosity such that they can be poured but not uncontrolled. The desired viscosity at room temperature (25 ° C) is 1000-15000 mPa.s, preferably 3000-6000 mPa.s. 3500 or 4000 mPa.s at room temperature. The shampoos of the present invention do not settle, decompose or chemically degrade during storage, as demonstrated by accelerated aging test methods at high temperatures. The viscosity of the shampoo may vary slightly during storage, but such an increase will not significantly affect the characteristics of the shampoo. In addition, the desired viscosity for use can be designed and the shampoo can be made to have the desired viscosity which is normally expected by the consumer.

The improved hair conditioning composition of the present invention, which is based on the composition of the invention, compared to control materials from which the aminosilicone is omitted from the cationic conditioning agent or the hydrocarbon conditioning agent, exhibits a significant increase in conditioning effect, even to the user. Conditioning growth can be detected by standard assays which are generally used to evaluate conditioning and conditioner components. This test demonstrates the ease of wet combing, the ease of dry combing, handling, static charge accumulation, and lodging and floating properties. The ordinary consumer will recognize that the treated hair is easier to comb after washing, wet and dry, than the control hair, which was not washed with the shampoo composition of the invention (which lacks one or more components). Scientific test studies have also shown that using standard hair braids after treatment (shampoo washing) for the shampoo of the present invention and after rinsing, the energy required to pull through the comb is much lower than after using similarly applied control formulations. These results were demonstrated by panel test assays employing a number of experienced evaluators using the inventive and control products in the form of a blind assay and combing for ease of use, handling, and static charge characteristics.

HU 210 123 Β

The compositions of the invention, including shampoos, do not require any particular application compared to conventional hair conditioning shampoos and other conditioning compositions.

The conditioning agents of the present invention may be applied to the hair at room temperature or slightly higher than the standard amount applied and applied to the hair for various periods of time depending on the degree of conditioning required. Typically, the conditioner and the hair will have a temperature of approx. 15-50 ° C, preferably 20-40 ° C, and the conditioning composition is kept in contact with the hair for 30 seconds to 10 minutes, preferably 1-5 minutes. The amount of formulation used is about 10% based on the non-aqueous or non-solvent content. 0.1 to 25 g, preferably 0.2 to 10 g, or 0.5 to 2 g or 5 g. This amount will be approx. 0.5 to 50 g, often 2 to 15 g or 20 g, and very often 5 or 10 g each. The composition used is brushed and / or combed in the hair, then left on the hair for a suitable period of time, and then washed, left on the hair or partially removed, for example by rubbing with a towel. If the shampoo is used in a wash for conditioning and washing, it is contacted with the hair in the form of an aqueous foam for a suitable period of time, usually Ιό minutes, followed by a rinse with water to achieve proper hair conditioning, which can then be combed wet, comb or brush the desired style.

It is not necessary to follow a complex process for preparing the compositions of the invention, including shampoos, but to obtain the best stability and appropriate maximum conditioning effect, even after prolonged storage of the compositions of the invention, the following procedure is preferred:

A water-soluble dispersion of water-soluble lipophilic sulfate and / or sulfonate compounds and additives is prepared at elevated temperatures, such as 70-90 ° C, in parallel with a cationic conditioning agent such as quaternary ammonium salt with any lipophilic material such as hydrocarbon, polyethylene, mineral oil including microcrystalline wax, petrolatum, paraffin and isoparaffin - dissolved and / or dispersed as a melt or liquid mixture at high temperature, then the two premixes are mixed at this high temperature and then the heated amino silicone is added to the mixture. mixing involves mixing the appropriate amount of material at about the same temperature. In the process, it is important that the amino silicone is blended after the main premix; otherwise, it may separate or form an unstable composition. If the composition includes additives, additives which are water-soluble and / or dispersible in water-phase materials and substances which are insoluble in water or non-water-dispersible in lipophilic substances may be hydrocarbons or, optionally, hydrocarbons. the substances may be added to the mixture of hydrophilic and lipophilic substances before or after cooling to room temperature. Typically, the fragrances are added to the other blend components after cooling to room temperature, and the amino silicone compounds are added at high temperature before cooling. The fragrance is added to the cooled composition in order to avoid loss of its components by evaporation and to avoid thermal degradation. Failure to follow the procedure described and, for example, mixing the components uniformly and in small particle size may result in unstable compositions which may separate or settle upon storage, and such unstable compositions often exhibit poorer conditioning properties than stable conditioning compositions. shampoos prepared by the process of the invention.

The compositions and methods of the present invention are illustrated in more detail by the following examples. Unless otherwise indicated, all concentration values are given in weight ratio and all temperature values are in C.

Example 1

components Ingredients,% by weight Part 1 THE B C D E deionized water 75.89 75.64 75.14 74.54 73.64 'Natrosol ™ 250 HHR 0.45 0.45 0.45 0.45 0.45 Natrosol 330 CS 0.15 0.15 0.15 0.15 0.15 Ammonium lauryl sulfate 12.50 12.50 12.50 12.50 12.50 Sodium lauryl diethoxy sulfate 2.50 2.50 2.50 2.50 2.50 Part 2 *** C18-36 acid triglyceride 0.75 0.75 0.75 0.75 0.75 ethylene glycol distearate 0.75 0.75 0.75 0.75 0.75 stearyl stearate 0.35 0.35 0.35 0.35 0.35

HU 210 123 Β

components Ingredients,% by weight Part 1 THE B C D E propylene glycol USP 0.50 0.50 0.50 0.50 0.50 lauryl monoethanolamides 3.50 3.50 3.50 3.50 3.50 tricetyl methyl ammonium chloride 0.50 0.50 0.50 0.50 0.50 Other components Preservative “Gemaben II” 0.50 0.50 0.50 0.50 0.50 paint (1% aqueous solution) 0.10 0.10 0.10 0.10 0.10 ⁺ sodium chloride 0.30 0.30 0.30 0.30 0.30 n'citromsav 0.01 0.01 0.01 0.01 0.01 Dow-Corning ™ Silicone "B" 0.75 0.75 0.75 0.75 0.75 fragrance 0.50 0.50 0.50 0.50 0.50 100.0 100.0 100.0 100.0 100.0

* Hydroxyethyl cellulose (Hercules Corp.) Hydroxyethyl cellulose (Hercules Corp.) "" Syncrowax ™ HGC-L (manufactured by Croda Corp.) "" manufactured by Sutton Laboratories, Inc.

⁺ sodium chloride (viscosity regulator up to 0.5% can be used to increase the viscosity of the shampoo) ++ pH adjuster max. 0.1% can be used to lower the pH, or 0.1% sodium citrate can be used to raise the pH).

The preparation of the shampoo composition of the present invention begins by measuring the water required for the composition in the primary mixer. The amount of Natrosol used in the formulation is then slowly added dropwise with stirring. Stirring is continued until Natrosol is completely dissolved while the medium is cooled to ca. Heat to 50 'C. Heating was continued until the temperature reached 80-85 ° C, then the heating was stopped and stirring continued. Ammonium lauryl sulfate and sodium lauryldiethoxysulfate in the composition are added. While the components of each part are mixed together, the elements of component 2 are also mixed. It contains a C13-36 acid triglyceride, ethylene glycol distearate, stearyl stearate, propylene glycol, lauryl monoethanolamide and tricetylammonium chloride. They are weighed together or individually in separate containers and heated with stirring until a uniform melt or solution is obtained at 80-85 ° C. Then, when the components 1 and 2 are approx. heated to the same elevated temperature, component 2 is added to component 1 in the main mixing vessel while being careful not to foam during mixing. After stirring is complete, heating is stopped and stirring is continued for a further 10 minutes. The amino silicone compound (Dow-Corning silicone compound B) was then added and the mixture was stirred for an additional 10 minutes. The mixture is then cooled to 39 'C and the perfume, preservative and dye solution used in the composition are added with stirring, followed by the addition of sodium chloride and citric acid (or sodium citrate) in an amount such that the viscosity is about 4000 mPas at 25 ° C and then add sodium chloride and citric acid (or sodium citrate) if the viscosity is too low and outside of 40006000 cps (which is a Brookfield RVTD viscometer with an axis speed of 20 revolutions) / min), and if the pH is outside the stated range (although in some cases the pH may be up to 5 low or 8 high).

Once the formulations 1 / A, 1 / B, 1 / C, 1 / D and 1 / E have been completed, they are tested for hair conditioning properties using standard dry comb and wet comb evaluation procedures made in parallel with the reconstituted poly (small Fiber Conditioning Compositions Containing C 1 -C 6 Alkylene Compounds. The results of the test assays are shown in Table I below.

/. SPREADSHEET

test test 1 / A 1 / B 1 / C 1 / D 1 / E “Wet comb lightness test 4-5 6-7 7-8 8-9 10-11 “Dry combing lightness test 3-4 5-6 5-6 6-7 7-8

The rating is given by numbers from 1 to 10, where 1 is the lowest conditioning value (maximum comb resistance) and 10 is the maximum available conditioning value (minimum comb resistance).

HU 210 123 Β

A rating of 11 for Formula 1E indicates that the ease of conditioning and wet combing is something we didn't expect at all.

A control shampoo compound having the same composition as the exemplary formulation was prepared except that the amino silicone compound was omitted and replaced with water. In both wet comb and dry comb experiments, control shampoo values are 1-2, showing the extent to which the effect of conditioning is dependent on the presence of the amino silicone compound of the invention. If other amino silicones, such as Dow-Corning silicone compounds C and D, which have the same general formula but have higher charge densities and in some cases lower molecular weights, are substituted for silicone compound B, resulting in significantly lower conditioning scores. In the case where the above formulations are modified and microcrystalline wax (m.p. 82 ° C) and petroleum jelly are added in an amount such that 0.2 to 1% microcrystalline wax, such as 0.5% microcrystalline wax and 0.2% 1.5% petrolatum, such as 0.7% petrolatum, is used, and the water content of the composition is reduced accordingly, and dry combing properties are significantly increased for compositions 1 / C, 1 / D and 1 / E. More importantly, compositions containing such hydrocarbons exhibit much lower hair permeability.

Example 2

components Ingredients,% by weight Part 1 THE B C irradiated deionized water 73.73 73.93 73.23 Natrosol 250 HHR 0.37 0.45 0.45 Natrosized 330 CS 0.13 0.45 0.15 Ammonium lauryl sulfate 12.50 12.50 12.50 sodium lauryl diethoxy-szui- wood 2.50 2.50 2.50 microcrystalline wax (m.p. 82 'C) 1.00 0.20 0.20 C18-36 acid triglyceride 0.75 0.75 0.75 white petrolatum 1.00 0.20 0.20 tricetyl methyl ammonium chloride 0.50 0.50 0.50 ethylene glycol distearate 0.75 0.75 0.75 propylene glycol, USP 0.50 0.50 0.50 lauryl monoethanolamide 3.50 3.50 3.50 stearyl stearate 0.35 0.35 0.35 Other components Dow-Corning Silicone B 1.00 2.00 3.00 NaCI 0.10 0.10 0.10

components Ingredients,% by weight Part 1 THE B C preservative 0.50 0.50 0.50 citric acid 0.01 0.01 0.01 dye solution (0.5% aqueous solution) 0.31 0.31 0.31 fragrance 0.50 0.50 0.50 100.00 100.00 100.00

Compositions 2A, 2B and 2C were prepared according to the procedure of Example 1 and tested according to the procedure described therein. The products are stable shampoo formulations that are stable for at least one year or more under normal storage conditions without degradation or loss of conditioning and without separation or settling of their components. The viscosity of each of the three shampoos is set at 3500-4000 mPa.s (25 ° C) and this is done by the addition of sodium chloride, which thickens the shampoo to the appropriate viscosity. The pH of the formulations is also controlled at about 67; To pH 6.5, which is adjusted by addition of citric acid and / or sodium citrate.

If shampoos are used for simultaneous washing and conditioning of human hair, an evaluation of such hair after washing and rinsing (and, if necessary, drying) shows that the compositions of the present invention are excellent conditioning shampoos. The rating numbers (on the scale used in Example 1) are 9-10 for wet and dry combs, and 10-11 for wet combs and dry combs, and 2-11 for wet combs and dry combs. Thus, these examples demonstrate that the use of the special amino silicones of the invention significantly improves the conditioning effect. Further, it has been shown that when microcrystalline paraffin or petrolatum is present in the composition, a smaller amount of aminosilicone is required and the same conditioning effect is obtained as obtained with the presence of a greater amount of aminosilicone and a smaller amount of microcrystalline paraffin or petrolatum. Thus, we would expect an even better conditioning effect than 10-11 if the microcrystalline paraffin and petrolatum content of the 2 / C formulation were further increased, but care should be taken to avoid excessive greasy touch of the hair, occur.

A further advantage of the compositions of the present invention is that the shampoos of the present invention, although containing a significant amount of a very effective anionic detergent, do not prevent the conditioners from being separated on the hair or other fibers. In addition, while conditioners remain permanently on the hair and are not removed by the anionic detergent during washing, they do not cause excessive detachment of the hair after repeated conditioning.

EN 210 123 Β shampooing and so do not cause excessive greasy hair. In conclusion, conditioners, especially amino silicones, adhere properly to the hair from the aqueous solution that is formed with the present shampoo during the wash, but do not form an excessive detachment to the hair and thus leave the hair greasy, which would otherwise have an unfavorable physical property. .

Example 3

components Parts, crowd%

THE B C D E F G H water (irradiated ion-free) 73.13 68.13 68.13 70.63 73.13 73.13 69.13 71.13 71.13 Natrosol 250 HHR 0.37 0.37 0.37 0.37 0.37 0.37 0.37 0.37 Natrosol 330 CS 0.13 0.13 0.13 0.13 0.13 0.13 0.13 0.13 Ammonium lauryl sulfate 15.00 - - 2.50 - - 12.50 12.50 DEG ammonium lauryl ethoxy sulfate - 20.00 - - - 7.50 - - sodium lauryl ethoxy (2 EtO) sulfate - - - - - 7.50 2.50 2.50 sodium is a C12-16 olefin sulfonate - - - - 15.00 - - - coco amidopropyl betaine - - - - - - 3.50 - sodium decethoxy (3 EtO) sulfate - - 20.00 15.00 - - - - microcrystalline paraffin (m.p. 82 ° C) 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 C18-36 acid triglyceride 0.75 0.75 0.75 0.75 0.75 0.75 .0,75 0.75 petrolatum (white) 0.75 0.75 0.75 0.75 0.75 0.75 0.75 0.75 tricetyl methyl ammonium chloride 0.50 0.50 0.50 0.50 0.50 0.50 0.50 0.50 ethylene glycol distearate 0.75 0.75 0.75 0.75 0.75 0.75 0.75 0.75 propylene glycol USP 0.50 0.50 0.50 0.50 0.50 0.50 0.50 0.50 lauryl monoethanolamide 3.50 3.50 3.50 3.50 3.50 3.50 3.50 3.50 stearyl stearate 0.35 0.35 0.35 0.35 0.35 0.35 0.35 0.35 aminosilicone (Dow-Coming B) 1.50 1.50 1.50 1.50 1.50 1.50 1.50 1.50 "climbazole - - - - - - - 0.50 ° “pyroctone olamin - - - - - - - 0.50 "" Zinc pyrithione - - - - - - - 1.00 NaCI 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.20 preservative (Germaben II) 0.50 0.50 0.50 0.50 0.50 0.50 0.50 0.50 Sodium citrate 0.01 0.01 0.01 0.01 0.01 0.01 0.01 0.01 aqueous dye solution (1% concentration) 0.31 0.31 0.31 0.31 0.31 0.31 0.31 0.31 fragrance 0.75 0.75 0.75 0.75 0.75 0.75 0.75 0.75 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00

⁰ 1-3 ethoxy groups, for example 2 EtO ⁰⁰ anti-dandruff agent, Bayer product ⁰⁰⁰ anti-dandruff agent, Hoechst product known as Octopirox "" anti-dandruff agent, product of Olin Industries.

Exemplary A-H formulations were prepared by the procedures described in Examples 1 and 2. The various formulations, all of which are within the scope of the invention, have an improved hair conditioning effect, result in easier combing, easier handling, reduced bedding (partly due to the presence of microcrystalline paraffin and petrolatum in all formulations) and repeated washing with the formulations. detachment on the hair, such as by the use of cationic rubber-type conditioning agents when used in place of the amino silicones of the invention.

HU 210 123 Β

Example 4

components Ingredients,% by weight THE B C irradiated deionized water 73.63 73.53 73.13 Natrosol 250 HHR 0.37 0.45 0.45 Natrosol 330 CS 0.13 0.15 0.15 ammonium lauryl sulfonate wood 12.50 12.50 12.50 sodium lauryl diethoxy sulfate 2.50 2.50 2.50 microcrystalline paraffin (m.p. 82 ° C) 1.00 - 0.20 C18-36 acid triglyceride 0.75 0.75 0.75 petrolatum (white) 1.00 - 0.20 tricetyl methyl ammóni- um chloride 0.50 0.50 0.50 ethylene glycol distearate 0.75 0.75 0.75 propylene glycol 0.50 0.50 0.50 lauryl monoethanol amide 3.50 3.50 3.50 stearyl stearate 0.35 0.35 0.35 Dow-Coming Silicone B 1.00 3.00 3.00 NaCI 0.20 0.20 0.20 preservative (Germaben 11) 0.50 0.50 0.50 sodium citrate or citric acid 0.01 0.01 0.01 aqueous dye solution (0.6% conc.) 0.31 0.31 0.31 fragrance 0.50 0.50 0.50 100.00 100.00 100.00

The exemplary formulations were prepared according to the methods described in the previous examples and evaluated by the same procedure. The three shampoo formulations produced are effective conditioning shampoos of the desired viscosity (4000 mPa.s at 25 ° C and pH 6.5). They are stable during storage and effectively condition the washed hair. 4 / B and 4 / C shampoos are more effective in wet combing than 4 / A shampoo, but 4 / A shampoo, despite having less amino silicone than other shampoos, is characterized by excellent dry combing results. To make the 4 / A shampoo more acceptable to consumers, the amount of petrolatum in the formulation can be reduced to 0.75% to avoid shampooing all hair on the hair while still maintaining the improved conditioning effect (including the superb dry combing ease).

component Ingredients,% by weight deionized water 73.94 Natrosol 250 HHR 0.45 Natrosol 330 AP 0.15 Ammonium lauryl sulfate 12.50 sodium lauryl diethoxy sulfate 2.50 C18-36 acid triglyceride 0.75 tricetyl methyl ammonium chlorides anhydride 0.50 Ethylene glycol distearate 0.75 propylene glycol 0.50 lauryl monoethanolamide 3.50 stearyl stearate 0.35 aqueous dyeing solution (0.6% conc.) 0.31 Germaben 11 0.30 aminosilicone 3.00 fragrance 0.50 100.00

hydroxyethyl cellulose (Hercules Corp.)

Shampoos made with the above additives were prepared according to the previous procedure, but employing various amino silicone compounds, and labeled with A, B, C, D, and E shampoos and a basic control formulation called F, using silicone (but using 3% more deionized water).

The following Π. Table I shows the amino silicones used in the various formulations and Table a

III. Table 5 provides the wet and dry comb data for such formulations.

//. SPREADSHEET

Formula sign Type of amino silicone Amine equivalent 5 / A THE 4,200 5 / B B 30,000 5 / C C 2,000 5 / D D 2,000 5 / E E 1800 5 / F F

III. SPREADSHEET

specific Evaluation 5 / A 5 / B 5 / C 5 / D 5 / E 5 / F ease of wet combing 4.5 8.5 2 1 1 2.5 ease of dry combing 4.0 8.0 2 2 2 2.0

HU 210123 Β

It appears from the data that some amino silicone compounds exhibit the opposite or barely improved effect in hair conditioning compared to the amino silicones of the present invention, which are used in formulations A and B, and which measurably improve the conditioning effect (wet and dry combing ease). ). Such formulations also improve the handling of the hair.

Example 6

If the various additives are omitted from the formulations described in the previous examples so that the shampoos contain only the desired ingredients, i.e., the anionic surfactant or substances, the cationic surfactant or substances, the amino silicone or silicones and water, Formulated shapes are less viscous than commercial shampoos require, but are also suitable for hair washing and conditioning. When hydrocarbon components such as microcrystalline paraffin and petrolatum or polyethylene and mineral oil are added with paraffin and / or isoparaffin, the conditioning effect in addition to the basic ingredients required is further enhanced as previously described.

In the various formulated forms described in the Examples, the ingredients or ingredients 1 referred to herein may be replaced by other ingredients which are not described in the Example, and yet good growth has been found in hair conditioning and good growth in fiber conditioning. anionic detergent such as triethanolamine lauryl sulfate, sodium myristyl sulfate, potassium cetyl sulfate, triethanolamine myristyl diethoxy sulfate, bátrium -C ₁₄ -paraffin-sulfonate, ammonium _{C] 0} -olefin- sulfonate or triethanolamine coco monoglyceride sulfate or mixtures thereof may be used as cationic surfactant, such as distearyldimethylammonium chloride, trilaurylmethylammonium chloride, stearylcetyldimethylammonium chloride or dilauric acid. chloride, and we continue to experience an improved conditioning effect. Similarly, various amino silicones of formula (I) having the same molecular weight and amine equivalents may be used in place of the specified amino silicones. However, amino silicones in which R ¹ , R ² , R ³ , R ⁵ , R ⁶ and R ⁷ are lower C 1-6 alkyl such as C 2 or less, most preferably C 1 alkyl, are usually preferred. and R ⁸ is C 3 -C 6 alkyl, of which isobutyl is most preferred. It is important to note that the amino silicone compound is selected for its manufacturability and economy so that all R groups have the same meaning except R ⁴ . In addition, various additives, various thickeners, viscosity regulators, foaming agents, foam modifiers, stabilizers, dispersants, preservatives, pH modifiers, and the like. which are described in the Examples, may be replaced by other similar materials described herein without affecting the improved conditioning effect.

In addition, the proportions of the ingredients of the compositions described in the Examples may also be changed and reduced or increased by 10, 20, 30%, so as to remain within the percentages given herein, so as to maintain said improved conditioning effect. Furthermore, instead of being the shampoo compositions of the present invention, all of which are described in the examples, they can be applied to other fibrous materials by cleaning and conditioning, such as cotton, wool and synthetic fibers, and the compositions may be modified so that anionic surfactants are omitted. and thus provides a non-detergent fiber and hair conditioning composition suitable for conditioning the pre-washed fibers (and which can be used as a hair rinse, foam or gel to condition the washed hair).

The various patents, patents and publications cited herein are hereby incorporated by reference.

The compositions and methods of the present invention are described by way of example only, but are not intended to be limiting of the composition and method of the invention, and the compositions and methods made by various modifications made by those skilled in the art are not intended to fall within the scope of the invention.

Claims (19)

PATENT CLAIMS A textile and hair conditioning composition comprising an amino silicone compound, optionally a detergent, and customary additives and carriers, characterized in that the amino silicone compound of the formula (I) is: R ¹ , R ² , R ³ , R ⁵ , R ⁶ and R ⁷ are C 1 -C 6 alkyl, R ⁴ is -R ⁸ -NH-CH ₂ CH ₂ -NH ₂ ; R ⁸ is a C 3 -C 6 alkylene group, x is an average number of 100 to 10,000, and y is an average number of 1 to 10, and has an amine equivalent of 4,000 to 60,000, based on 0.1 -101%. Composition according to Claim 1, characterized in that it contains an amino silicone of the formula I in which x is an average value of 300-10 000, y is an average value of 1-8, R * -R ⁸ are as defined in claim 1 EN 210 123 Β the amine equivalent is between 5000 and 50,000 and the carrier is an aqueous medium. Composition according to claim 2, characterized in that it contains an amino silicone of the formula (I) in which x is an average value of 500 to 10 000, the mean value of y is less than 5 and the amine equivalent is 10 000 or 20 00040 000 and the carrier is a liquid detergent medium in which the amino silicone compound is dispersed, dissolved or emulsified. Composition according to claim 3, which is a liquid solution, emulsion, dispersion of the amino silicone compound in an aqueous liquid detergent medium, characterized in that the composition is a synthetic organic detergent according to any one of the formula I according to claim 1. containing an amino silicone compound, a cationic fiber conditioning surfactant and water. Composition according to claim 2, which is a shampoo for human hair and is in the form of an aqueous liquid solution, emulsion or dispersion, characterized in that it is a synthetic, organic, anionic detergent, an amino silicone compound of the formula I, contains hair conditioner, shampoo additives and water. A hair conditioning shampoo according to claim 5, characterized in that 5-30% by weight of water-soluble synthetic organic anionic detergent, 0.3-5% by weight of an aminosilicone of formula I, 0.1-5% by weight of cationic a surfactant, 0.130% by weight shampoo additive and the remainder in water. The hair conditioning shampoo of claim 6, wherein the synthetic organic lipophilic sulfate and / or sulfate anionic detergent containing from 5 to 30% by weight of water-soluble lipophilic groups having from 8 to 20 carbon atoms, from 0.3 to 5% by weight of amino -szilikont, 0.1-5 wt% of R ⁹ R ^IO RR ^{I2 +} N X 'is a quaternary ammonium salt of formula cationic conditioning agent, wherein R ⁹ is C 1 -C 4 alkyl, R ¹⁰ and R ¹¹ are C 10 -C 40 alkyl, R ¹² is C 1 -C 4 or C 10 -C 40 alkyl, and X 'is a salt-forming anion, 0.1-30% by weight of shampoo additive and the remainder contains water. 8. Hair conditioning shampoo according to claim 7, characterized in that 8-25% by weight of a water-soluble sulfate and / or sulfonate detergent containing from 8 to 18 carbon atoms in the lipophilic group, 0.5 to 5% by weight of an aminosilicon compound, 3% by weight of quaternary ammonium halide according to claim 7, wherein X is a halogen atom, which may be chloride ion, bromide ion or iodide ion, or a mixture thereof, wherein the total number of carbon atoms is at least 30, 0.5-20% by weight of the additive and the remainder is water. The hair conditioning shampoo of claim 8, wherein the water-soluble lipophilic sulfate material or a mixture thereof, 0.8 to 4% by weight of an amino silicone compound, 0.2 to 2% by weight, of claim 7 The quaternary ammonium halide of claim 1, wherein the halogen is chloride, bromide, or a mixture thereof, contains from 3 to 15% by weight of an additive and the remainder of water and has a viscosity of 1500-10,000 mPa.s at 25 ° C. 10. Hair conditioning shampoo according to claim 9, characterized in that it is 12 to 18% by weight of an alcohol ether containing from 10 to 18 carbon atoms in the alkyl group and / or from 10 to 18 carbon atoms in the ether and 1 or 3 ethoxy groups in the ether. sulfate and / or their salts with alkali metal ions, ammonium ions and / or lower alkanolamines having 1 to 3 carbon atoms in the alkanol group, 1-3% by weight of aminosilicone, 0.3-1% by weight 7. The quaternary ammonium chloride of claim 1, wherein R ⁹ -R ¹² are as defined in claim 7, It contains from 3 to 15% by weight of an additive and the remainder of water and has a viscosity of 3000 to 3000 mPa.s at 25 ° C and a pH of from 5 to 8. 11. Hair conditioning shampoo according to claim 10, characterized in that 13% by weight of ammonium lauryl sulfate, 3% by weight of sodium lauryl diethoxysulfate, 3% by weight of aminosilicone of formula I, 0.5% by weight It consists of tricetylmethylammonium chloride, 8% by weight of additive and 73% by weight of water and has a viscosity at 25 ° C of 2500-4000 mPa.s and a pH of 6-7. 12. Hair conditioning shampoo according to claim 6, characterized in that it contains from 0.5 to 20% by weight of a hydrocarbon or hydrocarbon mixture which is normally solid polyethylene, mineral oil, paraffin, isoparaffin, petrolatum, oil-containing amorphous paraffin or microcrystalline wax. . 13. Hair conditioning shampoo according to claim 7, characterized in that it contains from 0.1 to 3% by weight of microcrystalline wax and from 0.1 to 2% by weight of paraffin. 14. Hair conditioning shampoo according to claim 8, characterized in that it contains from 0.5 to 2% by weight of microcrystalline paraffin and from 0.5 to 1.5% by weight of paraffin. 15. Hair conditioning shampoo according to claim 6, characterized in that it contains from 0.2 to 5% by weight of normal polyethylene in solid form and from 0.7% by weight of a normally liquid mineral oil for dispersing, emulsifying or solubilizing polyethylene in water. . A hair conditioning shampoo according to claim 7, characterized in that it contains from 0.2 to 2% by weight of normal polyethylene solid and from 0.28% by weight of liquid mineral oil. 17. A fiber conditioning composition according to claim 3, characterized in that it comprises an amino silicone compound of the formula I in which R ¹ , R ² , R ³ , R ⁵ , R ⁶ and R ⁷ are each methyl, and R ⁸ is isobutylene, and wherein The average value of 750 x is 750-800, the average value of y is 1, the amine equivalent is 30,000 and the carrier is a liquid detergent medium in which the aminosilicone compound is dispersed, dissolved or emulsified. 18. A process for the preparation of a stable hair conditioning shampoo composition comprising combining from 5 to 30% by weight of a water-soluble synthetic organic anionic detergent, from 0.1 to 5% by weight of a cationic surfactant, from 0.1 to 30% by weight of water; heating to a high temperature at which 0.35% by weight of an amino silicone compound of formula I heated to a similar temperature R ¹ , R ² , R ³ , R ⁵ , R ⁶ and R ⁷ are C 1 -C 6 alkyl, R ⁴ is -R ⁸ -NH-CH ₂ CH ₂ -NH ₂ ; R ⁸ is C 3 -C 6 alkylene, X is an average number from 100 to 10,000 and Y is an average number from 1 to 10 and has an amine equivalent of 4,000 to 60,000 in the above mixture for 1 minute to 1 hour and dispersed in the mixture, and then cooled. . 19. A process for the preparation of a stable hair conditioning shampoo composition according to claim 18, wherein the polyethylene used as additive is also dissolved or dispersed in the mineral oil at a temperature of 70-90 ° C, with the exception of the amino silicone compound. At -90 ° C, it is converted into a dispersion, emulsion or solution. HU 210 123 Β Int.Cl. ⁶ : A61 K7 / 075 R ¹ CH, CH, R ⁵ r ² _ Si _ 0 - (Sl-O) _v - (Si-O) - Si - R ⁶ xy R ³ CH ₃ R ⁴ R ⁷ (I)