PT94420A - METHOD FOR PREPARING COMPOSITIONS FOR CONDITIONING FIBERS CONTAINING A BASE CONDITIONING AGENT - Google Patents

Description

This application is a continuation, exhaustion, of U.S. patent application 07 / 369,361, which was filed on June 21, 1989.

This invention relates to fiber conditioning compositions. More particularly, it relates to compositions which are " shampoos " which contain certain aminosilicones which, together with conditioning agents for fibers based on cationic surface active agents, in particular quaternary ammonium salts, significantly improve the conditioning of fibers and, especially in the case of " shampoos " anionic synthetic organic detergents, result in excellent conditioning of human hair while cleaning.

The fiber conditioning compositions, in particular detergent fabric conditioning compositions and non-detergent conditioning compositions, for treatment of washed fibrous materials, which condition washed fabrics, rendering them softer and less stable to the accumulation of electricity loads after being dried in an automatic tumble dryer, have been marketed containing cationic conditioning agents, in particular quaternary ammonium salts, and such quaternary ammonium compounds have also been included in hair rinse lotions.

The aminosilicones and the amodime-ticones have been suggested for hair conditioning components in " shampoos " and also various hydrocarbons, such as petrolatum and mineral oils. Anionic synthetic organic detergents, namely higher fatty alcohol sulphates and higher alcohol polyethoxysulphate, have been used in " shampoos ", sometimes together with quaternary ammonium halides. In a patent application filed by the present inventors on the same day as the present application and which is entitled " Fiber Conditionig Composition Containing Solubilized Poly- 4 -Lower Alkylene " shampoos " which contain anionic detergents, cationic surfactants for conditioning fibers, polyethylene and solubilizing liquid hydrocarbon (mineral oil), wherein the combination of polyethylene and mineral oil enhances the hair conditioning action of " shampoo " . However, it is the applicants' belief that prior to their present invention, their " shampoos " conditioner based on anionic synthetic organic detergents and cationic tansioactive activator for hair conditioning, and that the unexpectedly better conditioning effects resulting from that combination had not been previously noticed or obtained by others. From a prior art of the art known to applicants, the closest patents appear to be those of U.S. 4,559,227; 4,563,347; 4,601,902; 4,704,272; 4,710,314 and 4,747,732. U.S. Patent 4,559,227 discloses aminosilicone polymers of the structure of the present invention (see Example 7 of the patent, for example) and U.S. Patent 4,710,314 describes " shampoos " conditioning compositions containing amodimethicone (an aminosilicone) and conditioned with the cationic surfactant. However, none describes the applicants' preferred aminosilicones and none would suggest that the applicant's compositions containing such an aminosilicone would be " shampoos " for hair conditioning significantly better than similar (but different) aminosilicone-like compositions.

According to the present invention, a fiber conditioning composition having improved fiber conditioning characteristics contains an aminosilicone of the formula " Process for the preparation of a conditioning composition containing lower solubilized polyalkylene " (1)

R1 CH3 CH3 R5

I I I I R2

Si - O - (Si -O) x - (Si - O) v - Si - R6 R3 CH3 r4 wherein R4, R8, R5 and R4 are alkyls of 1 to 6 carbon atoms and preferably of one carbon atom each, R4 is -R8 -NH2 CH2 NH2, NH2, R8 is alkylene of 3 to 6 carbon atoms, and most preferably is an isobutyl group, x is a number average in the range of 200 to 10000 , and more preferably more than 500 and less than 10,000, and most preferably 750-800, and y is a number average in the range of 1 to 10, and most preferably less than 5, and most preferably 1, whose araina equivalent is in the range of 4000 to 60000, and a vehicle for the aminosilicone. The carrier is usually liquid and is often a detergent composition, preferably a " shampoo " , and when it is a " shampoo, " a cationic fiber conditioning agent, in particular a quaternary ammonium salt. The presence of the quaternary ammonium salt seems to contribute to the emulsification of the aminosilicone in the aqueous system, thereby helping to stabilize the " shampoo " and also helps to make the aminosilicone more effective in its hair conditioning function, despite the presence of the detergent anionic synthetic organic, which is normally present in such a "shampoo " in a much larger proportion than the conditioning agents. r τ

-β-

The aminosilicones of this invention (see the above chemical formula) are preferably of amine equivalents in the range of 4000 to 60000 and more preferably such amine equivalent is 10,000 or 20,000 to 40,000, with the average x in the range of 200 to 10000 and more preferably above 500 and below 10,000, and most preferably between 750-800, and with the average ions in the range of 1 to 10 and most preferably below 5, and still more preferably 1. They may also contain up to 25% cyclomethicone, which is used as a processing aid in their manufacture, although they may desirably contain less than this amount, since cyclomethicone is not desirable in the formulations of this invention. The amine equivalent is numerically equal to the weight in grams of the polymer, which contains 14 grams of amine nitrogen. In the preferred compositions of the present invention, the ammonio silicone polymer will be sold by Dow-Corning Corporation, which is termed aminosilicone B in table 2 below. Such aminosilicone is of low charge density and amine content, the amine equivalent equipment being 30000. In this polymer, the structure of which is illustrated above, R 1, R 2, R 3, R 4 and R 5 are all methyl groups and R 4 is an isobutyl group. The viscosity of this material is 7500 - 1000 cps. A further aminosilicone of this type, designated herein as Dow-Corning aminosilicone A in Table 2 below is also useful, although not as effective as aminosilicone B, which has a higher molecular weight and lower charge density. Other aminosilicones made by Dow-Corning, identified as " Silicones " C, D and E in Table 2 below, although having similar formulas have different charge densities (the charge density is inversely related to the amine equivalent), are less effective and unacceptable as hair conditioning agents in the applicants' compositions. The carrier for the aminosilicone may be any suitable carrier, preferably liquid and aqueous, and will often include a surfactant: (surfactant) or a detergent, which will help to maintain the aminosilicone!

silicone emulsified, dispersed or suspended in the aqueous medium and will help to prevent phase separation and sedimentation of the aminosilicone and other components of the composition. Most preferably, the carrier will be a " shampoo " and one such " sham-poo " will be useful for washing hair and conditioning so that after washing (and removing hair oils) it is not difficult to comb the hair, which is often observed after washing with "shampoo", given this hair removal substances that have conditioning properties. Instead of " sham-poos " as carriers for the aminosilicones, other compositions, such as solvents, gels, pastes, creams, lotions, emulsions, " sprays ", etc., and the aminosilicones can also be applied to fibrous materials and hair in the manners normal. Since the bases for these various forms of cosmetic materials are well known, they will not be specifically mentioned herein, which would be considered unnecessary because those skilled in the art will readily know their compositions or may obtain the respective formulas of any of the various texts in the art. field of cosmetics namely Modern Cosmeticology.

Cationic surfactants for fiber conditioning, which may be considered as secondary conditioning agents in the fiber conditioning compositions of the invention, are preferably quaternary ammonium salts, although other surface active compounds may also be used with fiber conditioning properties, at least in part.

Thus, salts of imidazolium and betaines, and those cationic materials described in U.S. Patent 4,000,077 may be substituted for at least some of the quaternary ammonium salt, such as cationic and anionic surfactant complexes, such as described in U.S. Patent Publication No. SN 06 / 916,067, and in EUSN patent applications 06 / 916,068 and 06 / 916,069.

Preferred quaternary ammonium salts are those of formula R " in which at least one of the R groups is lower alkyl and at least one is higher alkyl, the others being higher and / or lower alkyl. 9

Preferably R 1 is lower alkyl, in particular 1 to 4 10 10 carbon atoms, R 2 and R 3 are higher alkyls of 10 to 12 carbon atoms, R 2 is one of those lower alkyl or lower alkyl, and X is salt-forming anion, for example halide, lower carboxylic acid radical or inoserum alkoxide, eg chloride, benzoate, methosulfate, ethosulfate, citrate or acetate. The lower alkyl preferably has 1 to 3 carbon atoms, more preferably 1 or 2 carbon atoms, and still more preferably, in most cases, it will be methyl and the higher alkyl will preferably have 10 to 22 carbon atoms, more preferably 12 to 13 or 20 carbon atoms, more preferably 14 to 18 carbon atoms, e.g. e.g., 16 or about 16 carbon atoms. The anion is preferably a halogen, in particular chlorine, bromine or iodine, with chlorine and bromine being preferred, of which chlorine is more preferred. The number of lower alkyls in the quaternary nitrogen will preferably be 1 or 2 and the number of higher alkyls will usually be 2 or 3. It has been found desirable to have at least 30 carbon atoms in the quaternary ammonium salt, and preferably at least The more preferred higher alkyl is cetyl, the most preferred lower alkyl is methyl, and the most preferred quaternary ammonium halide is tricetylmethylammonium chloride. However, it is within the scope of the invention to use other quaternary ammonium halides, such as distearyl dimethyl ammonium chloride, dilauryl dimethyl ammonium bromide, stearyl cetyl dimethyl ammonium chloride, trimiryl dimethyl ammonium bromide, ethyl ammonium chloride and trilauryl ethyl ammonium chloride and other cationic surfactants to condition the hair and fibers. As at least part of the cationic surfactant content for fiber and / or hair conditioning (surfactant is the synthetic form for surfactant) of the present compositions

As indicated above, the fiber conditioning compositions of the invention may be in various suitable forms, although they preferably have the aqueous liquid form. The compositions may be used directly or may be dissolved and / or dispersed in water or other aqueous medium. Preferred compositions are " shampoos " which will usually include a synthetic anionic organic detergent and water, but the preferred aminosilicones may also be included in non-detersive formulations with suitable carriers, in particular in thickened aqueous media, emulsions, microemulsions and stable dispersions, preferably also with cationic conditioning agent. It may optionally be used in said shampoos " instead of or with the amphoteric, amphoteric, zwitterionic and nonionic anionic detergents, detergents and surfactants. A number of such suitable detergents and surfactants are listed and described in McCutche's Detergents and Emulsifiers, North American Edition, 1984.

Preferred anionic detergents, which are also described in McCutcheon's book, may be termed " sulfated " or " sulfonates ". Such are water-soluble lipophilic sulfates and / or sulfonates of 8 to 22 carbon atoms, preferably 10 to 20 carbon atoms, more preferably 10 to 16 or 18 carbon atoms, and most preferably 12 to 16 carbon atoms or more. 18 carbon atoms. Among such anionic detergents there may be mentioned, as examples, C ^ ^ galkyl sulphates, higher paraffin sulfonates, higher olefin sulphonates, higher fatty acid monoglyceride sulphates, higher fatty alcohol -lower alkoxy (and polyoxy) sulfates, higher alkyl linear benzene sulfonates, dialkylsulfosuccinaphos.

Most preferred of these anionic detergents for the present " shampoos " are the higher alkyl sulfates of 12 to 16 carbon atoms and the higher alkyl-lower alkoxy sulfates of Ϊ)

16 to 18 carbon atoms (preferably being its higher alkyl salt lauryl and having 2 or 3 ethoxy groups per mole). However, such alkyls may be from 12 to 16 carbon atoms and the alkoxy content may be from 1 to 20 per ml, in particular 2 to 6 ethoxies per mole. A more preferred higher fatty alcohol sulfate is lauryl sulfate and a preferred higher fatty alcohol poly-alkoxy sulfate is di- or triethoxylated lauryl alcohol sulfate. In the most preferred form of all, the anionic detergent will be a mixture of alkyl sulfate and higher alkyl ether sulfate, any of them being present in greater or equal proportions and the ratio of amounts of such components being in the range of 10: 1 to 1:10 or 7: 1 to 1: 7, e.g. eg 1: 5 to 5: 1, when both of those anionic detergents are present.

Anionic detergents will be used in the form of their water soluble salts, which will normally be salts of alkali metal (sodium, potassium), ammonium, amines (namely dimethylamine and trimethylamine) or lower alkanolamines (namely triethanolamine , diethanolamine to monoethanolamine). Examples of useful detergents are ammonium lauryl sulfate, sodium lauryl diethoxysulfate, ammonium lauroyl triethoxysulfate, sodium alpha olefin sulfonate, sodium paraffin sulfonate, sodium coconut monoglyceride sulfate, cetyl triethanolamine sulfate and dimethylamine myristyl sulfate. However, to obtain the best results, it is preferred to use the higher alkyl sulphate, the higher alkyl poly-alkoxy-lower sulphate or a mixture of that higher alkyl sulphate and that higher alkyl ether sulphate, namely lauryl sulphate and lauryl-diethoxy-sulphate or lauryl-triethoxysulphate and lauryl-diethoxysulphate, the alkyl sulphate being frequently present in a higher proportion and in the form of ammonium salt, triethanolamine and / or sodium. Water used in the aqueous compositions of the invention, including " shampoos " Preferred water is preferably deionized water having a hardness of less than 10 parts per million in the form of CaCO 3, although other waters may also be used where circumstances require. To ensure that the compositions of the invention are free of microorganisms, it is preferred to use irradiated deionized water, and the various mixing vessels, tanks and mixing tubes used will be kept clean.

In addition to the components required by the conditioning compositions of the invention, including the " shampoos " which are the preferred embodiments thereof, there may also be present in such compositions various adjuvants which are known in the art because of their desirable properties or which have been determined by the present inventors and their research partners because they have the desired effects when incorporated into the compositions of the invention. Among such adjuvants there may be mentioned: paraffins, petrolates, microcrystalline waxes, iso-paraffins, mineral oils and polyethylenes, all of which have been described in copending application SN 07 / 369,361 and our concurrent application, useful to further improve the conditioning effects of the basic compositions of the present invention. Those emotive materials are not components required by the basic compositions of this invention, are very useful adjuvants and significantly improve the conditioning activities of the compositions of the invention. When the polyethylene is being used, it will be accompanied by a solubilizing hydrocarbon, namely a mineral oil, although other liquid or near-liquid hydrocarbons may also be used for this purpose. Other useful adjuvants or components not required of the conditioning compositions and compositions include higher fatty acid esters of lower alcohols, lower fatty acid esters of higher alcohols and higher fatty acid esters of higher fatty alcohols and mixtures thereof, as described in U.S. Patent Application 07 / 369,361; thickeners such as lower alkyl cellulose and hydroxy lower alkyl cellulose, e.g. hydroxyethyl cellulose and hydroxypropyl methylcellulose, and gums, such as xanthan gum, which may also act as stabilizers for the aqueous compositions; foam modifiers and agents for improving in particular betaines, triglycerides of higher fatty acids, and higher fatty acid alkanolamines, e.g. coconut-amidopropyl-betaine, triglycerides of α-acids and lauric monoethanolamide; pearlescent agents namely mono and ethylene glycol distearates; anti-dandruff agents, in particular zinc pyrithione, viscosity control agents, namely propylene glycol and sodium chloride; preservatives and anti-oxidants; antifreezes such as ethylene glycol; sequestrants, such as EDTA; pH adjusters, such as citric acid and citrates; dyes (dye substances and dispersible pigments were water); and solvents such as ethanol and isopropanol.

The proportions of the various components of the compositions of the invention are such as to produce the desired fiber conditioning effects and to enhance such effects. Such improvements are achieved when the proportion of cationic surfactant for fiber conditioning is sufficient to give additional conditioning to the conditioning effect of the aminosilicone, and is also sufficient to improve the dispersion of the aminosilicone so as to stabilize in the aqueous medium. The proportion of anionic amino detergent is such as to clean the hair or other uniform and deep fiber, but also acts so that the aminosilicone and cationic surfactant for conditioning can deposit in the fiber or hair, from the detergent medium The proportion of hydrocarbon-based materials is such as to improve the conditioning effects of the aminosilicone and the cationic conditioning agent.

Finally, such ratios are those which will give the composition the characteristics of storage stabilities, non-settling and non-separation, and the water content will be sufficient to form continuous stable aqueous aqueous metal, wherein the other components will be held in a stable form.

For the conditioning compositions, which are not " shampoos ", the ratios of aminosilicon-cationic surfactant to water will usually lie in the ranges of 0.1 to 10%, 0.1 to 10% and 50 to 99%, respectively, any difference being filled with adjuvant (s) and surfactant, if present. When the surfactant is present in such compositions, it will be in a proportion in the range of 0.5 to 20%.

For "shampoos " and other cleaning compositions which are desirably fiber conditioning, the proportion of aminosilicone will normally be in the range of 0.3 to 5%, preferably 0.5 to 5%, more preferably 1 to 3%, w. e.g., about 1, 1.5, 2 or 3%. Percent ranges for cationic surfactant based conditioning will normally be 0.1 to 5%, preferably 0.1 to 3%, more preferably 0.2 to 2%, and most preferably still 0.3 to 1% %, P. 0.5%. The percentage of anionic detergent is usually 5 to 30%, preferably 3 to 25%, more preferably 10 to 20% and most preferably 12 to 18%, e.g. 15%. When mixed anionic alkyl sulphate and alkyl ethoxy sulphate detergents are present, the proportions will normally be in the range of 10 to 15% of the alkyl sulphate and 2 to 5% of the alkyl ether sulphate, although , in some cases, the proportions may also be inverted. The water content will normally be in the range of 50 to 85%, preferably 60 to 90% and most preferably 65 to 80%, e.g. e.g., about 70, 73 or 75%. The adjuvant content will normally be from 0.1 to 30%, preferably from 0.5 to 30%, more preferably from 0.5 to 20%, and most preferably from 3 to 15%, e.g. e.g., about 8 or 9%.

When a hydrocarbon-based supplemental conditioning agent is present, its hydrocarbon-

percentage will be in the range of 0.5 to 20%, preferably 1 to 10% and most preferably 1.5 to 5%. Preferred levels of hydrocarbon components are from 0.1 to 5% microcrystalline wax with 0.1 to 3% paraffin, more preferably 0.5 to 3% and 0.5 to 2%, respectively. When polyethylene and mineral oil are present to increase the conditioning effect, the proportions will normally be in the range of 0.2 to 5% of the polyethylene and 0.1 to 10% of the mineral oil, 2 to 2%, and 0.2 to 8%, respectively, and most preferably 0.3 to 1% and 0.5 to 5%, respectively.

For the non-aqueous compositions, optional and adjacent non-required components will normally be in the same ranges of proportions of the aqueous compositions, with the water removed. The aqueous medium may be omitted or replaced, in whole or in part, by another liquid medium or solvent, e.g. ethanol, or isopropanol.

As has been indicated above, while the hair conditioning and fiber conditioning compositions of this invention may be in various physical forms, preferably they will have the liquid form and a preferred reclaiming form of the invention is a " shampoo ", hair conditioning. Such compositions should be chemically and physically stable to be acceptable in the market. They should not deteriorate to an unacceptable level in storage, and should not exhibit component sediments or phase separation during storage. &Quot; sharnpoos " should also have desirable viscosities so as to be pourable, yet not so fine that they can flow in an uncontrollable manner. The desired range of viscosities is from 1000 to 15,000 centipoises at room temperature (25øC), preferably 3000 to 6000 centipoises, and more preferably the viscosity will be about 3500 or 4000 centipoise at room temperature.

&Quot; sharnpoos " of the invention do not exhibit sedimentation and phase separation and do not deteriorate chemically in storage, as has been seen in tests of accelerated aging at elevated

temperatures. The viscosity of " shampoo " may change slightly in storage, but such an increase will not significantly affect the properties of "shampoo" 1. The desired viscosity of use can also be planned and " shampoo " can be designed to have the desired viscosity at the intended time at which it will be used by the consumer. The improved hair conditioning obtained with the compositions of the invention, in comparison with those of control, of which aminosilicone, or cationic conditioning or hydrocarbon conditioner was omitted, is quite visible to the casual user of " shampoo " or other conditioning composition of the invention, and is measurable in standard tests which are used to assess the conditioning and its components, including the ease of wet hair styling, ease of dry combing, handleability and retention of the load of static electricity, which avoids " fluttering " of hair. The casual user of " shampoo " it will be found that the hair is easier to comb after washing with it, both in the wet and dry states, as compared to control hair washed with a "shampoo" which does not meet the conditions of the invention (with one or more components a lacking). Scientific tests prove that the force required to move a comb by a standard hair braid after treatment ("shampooing") the hair with a "shampoo" of the invention, and rinsing, is much less than when the hair is used. under the same conditions. Such results are confirmed by panel tests, whereby several experts, using both the blind and experimental test products, evaluate them for ease of combing, mienability, and static characteristics and effects. The use of the compositions of the invention including the "shampoos" does not require a procedure other than the normal use of " shampoos " hair conditioning and other conditioning compositions. The conditioning agents may be applied at ambient temperature or at somewhat elevated temperatures in amounts

normal and can be left in the hair for different periods of time, depending on the degree of conditioning desired. Usually the conditioning agent and hair will be at room temperature in the range of 15 to 50 ° C, preferably 20 to 40 ° C, and the conditioning composition will be in contact with the hair for periods ranging from 30 seconds to ten minutes, preferably from one to five minutes. The amount of composition applied will normally be in the range of 0.1 to 25 g, often being from 0.2 to 10 g or 0.5 to 2 or 5 g, based on the non-aqueous and non-solvent components of the compositions. compositions. Based on " shampoo " which can be used, such application rates may be in the range of 0.5 to 50 g, often 2 to 15 or 20 g and often five or ten grams per use. The hair with the applied composition can be brushed and / or combed and it is then washed away or left in the hair or partially removed, for example with the towel. When " shampoo " is used to wash and condition the hair, it will be removed by rinsing with water, after remaining in the hair, as an aqueous foam, for a sufficient period of time, usually 1 to 5 minutes, to condition the hair satisfactorily and this can then be wet, dry, particularly dry hair with dry hair and styling or dry brushed in the desired style.

In order to make the present compositions, including "shampoos", complex procedures do not have to be followed, but in order to obtain the best stability and the greatest conditioning activity, after storage of the compositions of the invention, it will be desirable to form a sulfate water dispersion and / or lipophilic sulfonate and water-soluble adjuvants at a high temperature, particularly 70 to 90 ° C, dissolve and / or disperse cationic conditioning agent, such as quaternary ammonium salt, with any lipophilic materials, in particular hydrocarbons, including polyethylene, mineral, microcrystalline wax, petrolatum, paraffin and isoparaffin as a liquid or molten mixture at an elevated temperature, and mix the two premixtures, that high temperature, after which the heated aminosilicone can be added, with mixing, to the The resulting mixtures were then mixed with the portions to be mixed at room temperature. the approximately equal. It is important that ώ aminosilicone be mixed after the main premix or otherwise it may separate or form an unstable composition. When the adjuvants are present, those which are soluble and / or dispersible in water may be mixed with the materials of the aqueous phase and those which are not soluble or dispersible in water in the aqueous medium may be mixed with the lipophilic materials, namely hydrocarbons or, in some cases, may be added to the mixture of the hydrophilic and lipophilic materials either before or after cooling to room temperature. Usually the perfume will be added to other mixed components upon cooling to room temperature and the aminosilicone will be added at elevated temperature and prior to such cooling. The perfume is added to the cooled composition to avoid its losses due to volatilization of components and to prevent their degradation by heat. When the described procedure is not followed, particularly as when the various components of the compositions are mixed indiscriminately, unstable products may result which may have separation or sedimentation in storage and such unstable compositions have weaker conditioning properties than the compositions "; shampoos " stable conditions of conditioning which are made in accordance with the process of the invention.

The following examples illustrate but do not limit the invention. Unless otherwise noted, all parts are by weight and all temperatures are in degrees Celsius.

t t t t t t t t t t t t t t t t t t t t t t t t t t t t%

(0 α &gt; α ε n <tn tn O o tn tn m o o o 0) Q | m * r r r r r r r »m m m m m m m m m m m m m m m m m» »» »» »» »» »» »» »» »» »». cr 3 μ d ** Lfl in O O m tn m o o o d) υ | HH * H tn tn tn tn tn tn tn tn tn tn tn tn tn tn tn tn tn tn tn tn tn tn tn Γ- Γ- cn tn tn tn • l V *. * ·> &Gt; * tn O OI CM O o o o cn o r- H

EXAMPLE &lt; tn tn t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t t * μ ε tn 1 φ 3 00 υ 1 <DH • Η ιΗ 0 3 υ Η • • Η -H θ 'I as μ c 0 0 0 0 • ud)' 0 μ 3 d γΗ to • H ε ε cd • Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η H Η Η Η Η Η Η Η Η Η Η Η Η Η Η Λ Λ Λ Λ Λ Λ Λ Λ Λ Λ Λ Λ. d) μ Η α &gt; Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό μ Ό 0 Ό σ &gt; 3-P or s cn H d) Ή μ Η φ d • H Eh 3 • H μ. cd Ο ο 0 * 0 <υ tn rH H tn Ό CM tu μ d d d d gt; 0 0 1 cd cd c &gt; 3 0 0 d) TJ ca ca HH d) -H 0) μRH μ a + J o 0 • H • H μRH μ 3 Η 0) Ο) ε 3 μ μ μ θ 'CQ d) a Ο μ 0 rd 3 μ μ 3 3 3 • H 0 μ 0 d 0 Ό Qj cr a> ca cd cd Λ μ Η to μ ο ιΗ * c Z z j J l · α Η cu S Ο * * * * * *

EXAMPLE 1 (CONTINUED) The compound of formula (I) 0 o o o o o o o <0 H 0 α e o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o o. (1) and (2) and (3) and (4) and (4) and (4). 0 -> O O H O O O O O O O O O O O H O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O! 1 H-NMR (DMSO-d6) δ: 0.8 (m, 1H) 0 0 0 ca 3 oo σ o Λ 0 • H 0 i-1 H 0 0 • rl 0 <0 • H 03 σ υ> T3 3 Ό O S ιΗ M 0 Ir »0 0 0 -H CP P P cn 0 P C c β · -> 3 • P • rl 0 0 Ή C a m &gt; 0 OOP 0 0 as P P • P 0 ε ap 0 c 0 0 u 3 ε -p ca 0 P Ό 1 <P 0 3 c P 0 • H £ P υ O oo iH O o Φ o υ D Ω & * * * 20-

Hydroxyethyl cellulose (Hercules Corp.) hydroxyethyl cellulose (Hercules Corp.) *** Syncrowax ™ HGC-L (manufactured by Croda Corp.)

Fabric. by Sutton Laboratories, Inc. + Sodium chloride (viscosity regulator, can be used up to 0.516, to increase the viscosity of &quot; shampoo &quot;). ++ pH regulator, can be used up to 0.1% to reduce pH, or sodium citrate up to 0.1% can be used to raise the pH. &Quot; shampoo &quot; of the invention is made by introducing the amount of water of the formula into a primary mixing vessel, initiating the mixing, and slowly and slowly spreading the amounts of the Natrosols of the formula. The mixing proceeds until the Natrosols are dissolved, while the medium is being heated to about 50 ° C. The heating proceeds until the temperature is in the range of 80 to 85 ° C, after which the heating is reduced and mixing is continued. Amounts of the formula of sodium lauryl sulfate and sodium lauryl diethoxy sulfate are then added. During the time that the components of Part 1 are being prepared, the components of Part 2, including triglyceride of acid, ethylene glycol distearate, stearyl stearate, propylene glycol, lauric monoethanolamide and tricecyl ammonium chloride are added either separately or together in a separate vessel and are heated with mixing in that vessel until a uniform solution or melting at a temperature in the range of 80 to 85 ° C is obtained. With both Parts 1 and 2 at about the same elevated temperature, Part 2 is added to Part 1 in the main mixing vessel, care being taken to avoid foaming during mixing. After complete mixing, the heating is stopped and the blending proceeds for another ten minutes, after which the aminosilicone (Dow-Corning Silicone &quot; B &quot;) is introduced with mixing and continues for another ten minutes. When the mixture is cooled to 39 DEG C., the amounts of the perfume formula, preservative and coloring solution are added with mixing, and sodium chloride and citric acid (or sodium citrate) are added in quantities sufficient to cause viscosity values close to 4000 centipoises at 25 ° C, and sodium chloride and citric acid (or sodium citrate) are then added if the viscosity is too low, outside the range of 4000 to 6000 centipoise (as measured on a Brookfield viscometer RVTD "with spindle # 4, running at 20 rpm) and if the pH is out of specification (although in some cases the pH may be as low as 5 or as high as 8).

After the manufacture of the products 1 / A, 1 / B, 1 / C, 1 / D and 1 / E, they are evaluated for their hair conditioning properties using standard assessment techniques, which consist of combing wet hair and dry hair styling, as described in our jointly filed application entitled &quot; Fiber Conditioning Com-positions Containing Solubilized Poly-Lower Alkylene '*. The results of these tests are shown in Table 1. TABLE 1

Test 1 / A 1 / B 1 / C 1 / D 1 / E *** Assessment for ease of wet hair combing 4-5 6-7 7-8 8-9 10-11 M »% the ease of combing dry hair 3-4 5-6 5-6 6-7 7-8

The evaluations are on a scale of 1-10, with 1 being the minimum amount of conditioning (maximum resistance when combing) and 10 being the maximum conditioning value (minimum resistance when combing). The rating of 11 for Composition 1 / E indicates a conditioning and ease in combing wet hair better than previously thought to be possible.

Prepare a &quot; shampoo &quot; by the same formula as in this example, except that the aminosilicone is omitted and replaced with water. Both ratings for combing wet hair and combing dry hair for that control shampoo were 1-2, which illustrates the large increase in the conditioning effect obtained and its dependence on the presence of the specific aminosilicone described. When the silicone &quot; B &quot; is replaced by other ami-nosilicones, namely Silicones &quot; C &quot; and &quot; D &quot; of Dow Corning with a similar general formula, but with a higher charge density, and in some cases lower molecular weight, result in conditioning evaluations with significant values.

significantly lower. Likewise, when the formulas are modified with the addition of microcrystalline wax (mp = 82 ° C) and petrolatum using 0.2 to 1% microcrystalline wax, not more than 0.5%, and 0.2 to 1 , 5% petrolatum, in particular 0.7%, the water content being reduced to compensate for dry hair styling increases significantly in compositions 1 / C, 1 / D and 1 / E thus modified.

More importantly, a significantly lower "flutter" (caused by static electricity) is observed for all these hydrocarbon-containing compositions. EXAMPLE 2

Component Percent (by weight)

Irradiated deionized water A 73.73 B 73.93 Å 73.23 &quot; Natrosol 250 HHR &quot; 0.37 0.45 0.45 &quot; Natrosol 330 CS &quot; 0.13 0.45 0.15 Ammonium Lauryl Sulfate 12.50 12.50 12.50 Sodium Lauryl-Diethoxy Sodium 2.50 2.50 2.50 Microcrystalline Wax 1.00 0.20 0.20 (mp = 822) C 25 H 0.75 0.75 0.75 0.75 0.75 White petrolate 0.1 0.20 0.20 Trichyl 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 Monoethanolamide lauric 3.50 3.50 3.50 Stearyl stearate 0.35 0.35 0.35 Other Dow-Corning Silicone &quot; B &quot; 1.00 2.00 3.00 Sodium chloride 0.10 0.10 0.10 Preservative 0.50 0.50 0.50 Citric acid 0.01 0.01 0.01 Dye solution 0.31 0.31 0.31 (5% aqueous solution) Perfume 0.50 0.50 0.50 100.00 100.00 100.00

The compositions 2 / A, 2 / B and 2 / C are made according to the procedures described in Example 1 and are tested according to the procedures also described therein. The products are &quot; shampoos &quot; stable, which may last for a year or more under normal conditions without deterioration or loss of power of conditioning and without separation or settling. materials. The three &quot; shampoos &quot; are all adjusted to have a viscosity in the range of 3500 to 4000 centipoises at 25 ° C, such adjustment being made by the addition of sodium chloride, which thickens the &quot; shampoo &quot; to the desired viscosity. The respective pHs are also in the range of 6 to 7, usually about 6.5, the adjustment of the pH effected by the addition of citric acid and / or sodium citrate, as advisable.

When &quot; shampoos &quot; are used to wash and simultaneously condition human hair, assessments of such hair after washing and rinsing (and drying when desirable) reveal that the products made are excellent &quot; shampoos &quot; of conditioning. The classifications (on the same basis as described in Example 1) for combing wet hair and combing dry hair for both 2 / A and 2 / B are 9-10 and to comb the hair wet and comb the hair Dry hair for 2 / C are both 10-11. These examples thus illustrate that the more use is made of the particular aminosilicones of this invention, the better the conditioning will be.

It will further be appreciated that where microcrystalline wax and petrolatum are present, a minor portion of the aminosilicone may be used and a conditioning corresponding to that obtained with the composition containing more aminosilicone and less microcrystalline wax and petrolatum may be achieved. Thus, it would be expected that a better conditioning than 10-11 would be obtained if the content of microcrystalline wax and petrolatum of Formula 2 / C were further increased, however, care should be taken to avoid an over-variant appearance hair conditioner.

A further advantage of the present invention is that &quot; shampoos &quot; of the invention, while containing significant portions of very effective anionic detergent (s), do not prevent the deposition of the conditioning agents containing the hair or other fibers to be conditioned. Also, although the conditioning agents are fixed to the hair and are not removed therefrom by the anionic detergents during the shampooing, they do not tend to form excessive deposits in the hair due to repeated washes of hair with &quot; shampoos &quot; of conditioning, not tending to form inconveniently greasy hair.

In summary, conditioning agents, in particular aminosilicones, adhere sufficiently to the hair, from aqueous solutions of the components of the present shampoos, during washing, but do not form inconvenient hair deposits which would tend to render it non- fat or otherwise adversely affect their physical properties.

EXAMPLE ΓΟ Ρ ΓΟ η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η Η Η 12 η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η. 1 1 1 1 1 2 3 4 5 6 7 8 9 10 11 11 12 13 14 15 16 17 18 19 20 ΓΟ Η Λ η η η η η η η η η η η η η η Ι η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η 00 Η Η Ρ Ρ Ρ Ρ Ρ Ρ Η Η Η ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ιη ο ο Ρ Ρ ιη Ρ ιη ιη 00 * &gt; II 1 1 •. ρ | ο ο ο 04 Γ Γ Γ Γ Γ 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 ο Η Ρ Ρ η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η Η Η Η Η Η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ ΙΟ Ρ 00 ο ιη ιη ο ιη ο Ο tr Η ΓΟ Η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 0 Φ • Η 0 υ τ &gt; Φ Ή ι Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Ν Ν 0 0 Η Η Η Η Η Η Η Η Η Η Η Ο Ο Ο Ο • μ σ &gt; • ri r r r r Η Η Η Η Η Η Η Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο rt * »Μ φ I φ • μ μ φ rt Ό Φ 0 μ 3 β ο Ό Γ-ί fH D 3 μ 13 α β φ Φ -μ 'rt Ή • ri' rt 1ϊ XS ο 0 • Η Λ Η 0 Η Η Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ Τ :ο r Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ν Ν Ν Ν Ν Ν Ν Ν Ν Ν Ν Ν ΙΗ ΙΗ ΙΗ ΙΗ ΙΗ ΙΗ ο Τ Τ Τ Τ Τ Τ Η Η Η Η Η Η Η Η Η Η Η Η Η 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 Ή 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 04 Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η r r r r r r r r ϋ ϋ ϋ ϋ & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & & Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η R Φ V VC: J Ρ Ρ Q Q Ο Ο Ο Ο Ο Ο Ο Ο Ο *

EXAMPLE 3 (CONTINUED) η Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ * eur-lex.europa.eu eur-lex.europa.eu eur-lex.europa.eu eur-lex.europa.eu eur-lex.europa.eu eur-lex.europa.eu eur-lex.europa.eu eur-lex.europa.eu eur-lex.europa.eu eur-lex.europa.eu * Η Η Η Η Η * * * * * * * * * * * * * * * * * * * * * * * * -η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η η Φ ο S Η Η Η Η Η Η Η Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο μ μ μ μ μ μ μ μ μ μ μ μ μ μ ιη Ο ζ ΙΟ Μ 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 00 Ό Η Η Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο ((((((((((((((((((((((((((((((((((((((( 8 μ Η β <0 Η Ο ο ο Η Η ιη Ο »Ρ V m CN3 ιη Ο C0 Ο μ β * ί» I% ». Η Ο Ο Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Η Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο. σ &gt; &quot; &gt; Φ Ζ Ζ Ζ Ζ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ * ϊ 8 Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Γ Η Η • Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό μ Φ Φ Φ Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό Ό β β β β β β β Φ 10 Φ Φ Φ «« «« «« «« «« «« «« «« «« «« «« «« Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ Φ φ (Ο Η Η Η Η Η Η Η Η Η Η & & & ι ι ι ι ι ι ι ι ι ι ι ι ι ι ι ι ι ι ι ι ι • μ Η ο • μ Ο φ υ <υ Ο Οι υ U υ CQ ο <0 0 0 0 0 0 0 0 0 0 ο 0 ο ο Ο 0 0 0 0 -29-

The HA compositions of this example are made according to the process previously described in Examples 1 and 2. The various compositions made, which are all within the present invention, exhibit all the best hair conditioning properties, including greater ease in combing, better handleability, minor flutter (which is in part attributed to the presence of microcrystalline wax and petrolatum in all formulas), and repeated washing with &quot; shampoos &quot; of the compositions do not leave undesirable hair deposits in hair, as can occur when cationic gum conditioners are used instead of the described aminosyllithiums. EXAMPLE 4

Component Percent (by weight) A B Ç Irradiated deionized water 73.63 73.53 73.13 &quot; Natrosol 250 HHR &quot; 0.37 0.45 0.45 &quot; Natrosol 330 CS &quot; 0.13 0.15 0.15 Ammonium Lauryl Sulfate 12.05 12.50 12.50 Sodium Lauryl Diethoxy Sodium 2.50 2.50 2.50 Microcrystalline Wax (mp = 82c) 1.00 - 0T2G Clg 36 Triglyceride 0.75 0.75 0.75 Petrolate (white) 1.00 - 0.20 Tricehtylmethyl ammonium chloride 0.50 0.50 0.50 Ethylene glycol distearate 0.75 0 , 75 0.75 Propylene glycol 0.50 0.50 0.50 Monoethanolamide lauric 3.50 3.50 Stearyl stearate 0.35 0.35 0.35 Dow-Corning Silicone &quot; B &quot; 1.00 3.00 3.00 Sodium chloride 0.20 0.20 0.20 Preservative (&quot; Germaben II &quot;) 0.50 0.50 50.50 Sodium citrate or citric acid 0.01, 01 0.01 Aqueous dye solution (conc. To 9.6%) 0.31 0.31 0.31 Perfume 0.50u 0.50 0.50 100.00 100.00 100.00

The compositions of this example are made according to the method described in the previous examples and are evaluated in the same manner. The three &quot; shampoos &quot; made, are &quot; shampoos &quot; conditioning compositions of desired viscosity (4000 centipoise at 25 ° C) and pH (6.3). They are stable in storage and effectively condition the hair that is washed with them. &Quot; shampoos &quot; 4 / B and 4 / C are more effective at increasing the ease of combing wet hair than the &quot; shampoo &quot; 4 / A, but the &quot; shampoo &quot; 4 / A, despite the fact that it contains less aminossicone than the other &quot; shampoos &quot;, characterized by better (excellent) properties of combing dry hair. To make &quot; shampoo &quot; 4 / A even more acceptable to consumers; the amount of petrolatum in the formula is reduced to 0.75% to avoid any trace of grease in the washed hair, still obtaining a better and satisfactory conditioning (including a superior ease of combing dry hair).

EXAMPLE 5

Component Percent (by weight)

Deionized water 73.94 &quot; Natrasol 250 HHR &quot; 0.45 Natrasol 330 AP &quot; 0.15

12, ammonium lauryl sulfate.

Sodium lauryl diethoxy sulfate 2.50

0.75 Triglyceride

Trichloromethyl ammonium chloride 0.11

Ethylene glycol di-stearate 0.75

Propylene glycol 0.50

Monoethanolamine lauric 3.50

Stearyl stearate 0.35

Aqueous dye solution (0.6% conc.) 0.31 &quot; Germaben II &quot; 0.30

Aminosilicone 3.00

Perfume 0,50 100,00

I

Hydroxyethylcellulose (Hercules Corp.)

The shampoos of the foregoing formula are made according to the procedure described above using different aminosilicones, which are identified as A, B, C, D and E, and a basic control formula, F, is also made, not containing silicone (but with 3% more deionized water). -33-

Table 2 below identifies the aminosilicones in the various formulas, when present, and Table 3 indicates data from wet hair styling assessments and dry hair styling data for those formulations. TABLE 2

Identification Equivalent Identification of the Aminosilicone Amine Formula 5 / A A 4,200 5 / B B 30,000 5 / C C 2,000 5 / D D 2,000 5 / F F 1,800 TABLE 3

Evaluation 5 / A 4.5 5 / B 8.5 5 / C 2 5 / D 1 5 / E 1 5 / F 2,5 4,0 8,0 2 2 2 2,0

Feature

Ease of combing wet hair

Ease of combing dry hair

From the foregoing data it is found that some aminosilicones have an adverse effect on hair conditioning or hardly affect it, whereas those of the present invention, which are components of compositions A and B, greatly improve conditioning (as measured by the ease of combing hair damp and dry). Such compositions also improve hair manageability. EXAMPLE 6

Where, in variations of the formulations of the preceding examples, the various adjuvants are omitted from the formulas, so that the shampoos made contain only the required constituents thereof, anionic surfactant (s), conditioner (s) cationic surfactant, aminosilicone (s) and water, the preparations made are less viscous than is desirable for &quot; shampoos &quot; but are usable in a useful way for washing and conditioning the hair. When hydrocarbon-based component formulations, namely microcrystalline wax and petrolatum, or polyethylene and mineral oil are included, it being also possible to add paraffin and / or isoparaffin, with the required basic components, the better conditioning further, as was previously mentioned.

In the various formulations of the examples the materials indicated in the examples may be partially replaced by other materials required in the specification and improvements in hair conditioning (and fiber conditioning) will be useful. Thus, triethanolamine lauryl sulfate, sodium myristyl sulfate, potassium cetyl sulfate, triethanolamine myristyl-diethoxysulfate, paraffin,

sulfonate, ammonium olefin or triethanolamine coco monoglyceride sulfate, or mixtures thereof, may be used as the anionic detergent component and the cationic surfactant conditioning agent may be substituted diestiaryl dimethyl ammonium chloride, trilauryl methyl ammonium chloride, stearyl cetyl dimethyl ammonium chloride or dilauryl diethyl ammonium chloride, and a better conditioning will also result. Similarly, various aminosilicones of the indicated formula and with said molecular weights and amine equivalents, which define such polymers, may be used in place of the specific preferred materials mentioned herein. Typically, however, it will be preferred to use those wherein R, R, R, R, R and R are alkyls in the lower portion of the range of 1 to 6 carbon atoms, in particular two carbon atoms or less and more preferably still 1 carbon atoms, and R is an alkyl group having 3 to 6 carbon atoms, with iso-butyl being the preferred group. An important consideration when selecting the aminosilicone based formulation is the cost effectiveness and economy of its manufacture, so R and other alkyl substituents on the silicone atoms will often be identical except for R. As for the adjuvants, those of the examples, as described in the specification, may be replaced by different thickeners, viscosity controllers, foaming agents, foam modifiers, stabilizers, dispersing agents, preservatives, pH modifiers, etc., without that there is interference in the best conditioning obtainable.

In addition, the proportions of the components of the compositions of the examples may also be altered by increasing or reducing by 10%, 20%, 30%, provided such proportions are maintained within the ranges indicated in the specification, it is possible to obtain the said best conditioning effects.

Finally, instead of the compositions of the examples being all &quot; shampoos &quot;, they may be used to clean and condition other fibrous materials, namely cotton, wool and synthetic fibers, and the formulas can be modified by omission of surfactants anionic compositions to produce non-detersive preparations for conditioning fibers and hair, which are useful for conditioning previously washed fibers (and which can be used as hair rinsing lotions, &quot; mousses &quot; or gels to condition washed hair).

The various patent applications, patents and publications mentioned hereinbefore are incorporated by reference. The invention has been described with respect to its illustrations and examples, but is not intended to be limited thereto, since it is evident that one skilled in the art will, to the present disclosure, be able to use substitutes and the like without departing from the invention.

Claims (2)

-37- CLAIMS: li. A process for the preparation of a fiber conditioning composition having improved conditioning characteristics characterized in that an aminosilicone of the formula R1 CH is included in said composition. CH3 R5 Si - R6 1 R ' (Si - 0) and R4 R2 - Si - 0 - (Si - 0) χ < Wherein R 1, R 2, R 2, R 2, R 3, R 4 and R 6 are independently selected from the group consisting of hydrogen, halogen, C 1 -C 6 -alkyl, carbon, x is a number average in the range of 100 to 10000 and y is a number average in the range of 1 to 10, the amine equivalent of which is in the range of 4000 to 60000, and a vehicle for the aminosilicone. 2â. A process according to claim 1, characterized in that the average amine of the formula of the aminosilicone is in the range of 300 to 10,000, and in the range of 1 to 8, the amine equivalent is in the range of 5000 to 50,000 and the carrier is an aqueous medium. 3ã. A process according to claim 2, characterized in that the average ox is in the range of 500 to 10000, the mean is less than 5, the amine equivalent is 10,000 or 20,000 to 40,000 and the carrier is a liquid detersive medium in which the aminosilicone it is dispersed, dissolved or emulsified. 4â. A process according to claim 3, characterized in that a detersive ratio of a synthetic organic detergent, a proportion for conditioning is included in said aqueous solution, emulsion or dispersion of the aminosilicone in an aqueous liquid medium for the detergent composition. of fibers of said aminosilicone, a proportion of cationic surfactant to improve the conditioning of fibers, and water. 5â. 2. A composition according to claim 2, wherein the composition is a &quot; shampoo &quot; for human hair in the form of aqueous liquid solution, emulsion or dispersion, a detersive ratio of synthetic organic anionic detergent, a hair conditioning ratio of said aminosilicone, a proportion of cationic surfactant to improve hair conditioning, adjuvants for &quot; shampoo &quot;, and water. 6â. 5. A composition as claimed in claim 5, wherein said shampoo comprises &quot; shampoo &quot; 5 to 3056 of water-soluble synthetic organic anionic detergent, 0.3 to 556 of said aminosilicone, 0.1 to 5% hair conditioning agent based on cationic surfactant, 0.1 to 3056 of adjuvants for &quot; sham-poo &quot; and 50 to 95% water. 7§. 6. A process according to claim 6, wherein the shampoo is included in said &quot; shampoo &quot; 5 to 30% of water-soluble synthetic organic hypophil sulfonate and / or sulfonate based anionic detergent of 8 to 20 carbon atoms in the respective lipophilic group, 0.3 to 5% of the aminosilicone, 0.1 to 5% of the active agent quaternary ammonium salt of the formula wherein R1 is lower alkyl of 1 to 4 carbon atoms, R2 and R3 are higher alkyls of 10 to 10 carbon atoms, 40 is a such lower alkyl or such a higher alkyl, and X- is an anion forming a salt, 0.1 to 30% of adjuvants for shampoo, and 50 to 95% of water. 8ã. 6. A process according to claim 7, wherein the shampoo is included in said shampoo; 8 to 25% water-soluble sulfate and / or sulfonate detergent having 8 to 18 carbon atoms in the respective lipophilic group (s), 0.5 to 5% of the aminosilicone, 0.1 to 3% quaternary ammonium halide, wherein x in the indicated formula is a halogen which is chlorine, bromine or iodine or a mixture thereof, and the sum of the carbon numbers is at least 30, 0.5 to 20% adjuvants and 60 to 90% water. 9a. A process according to claim 8, characterized in that 10 to 20% water-soluble lipophilic sulfate or a mixture thereof is included in said shampoo, 9.8 to 4% of said aminosilicone, 0.2 to 2% quaternary ammonium halide, wherein the halogen is chlorine or bromine or a mixture thereof, 3 to 15% adjuvants and 65 to 80% water, and the "shampoo" has a viscosity in the range of 1500 to 10,000 centipoises at 25 ° C. 10. A process according to claim 9, characterized in that in said sham poo is included 12 to 18% of anionic detergent, which is an alcohol sulfate of 10 to 18 carbon atoms in its alkyl and / or 10 to 18 carbon atoms, containing 1 to 3 ethoxy groups in their ether moiety, the cations of which are alkali metal, ammonium and / or lower alkanoylamine salts of 1 to 3 aminosilicone atoms, 0.3 to 1% quaternary ammonium in which, in the formula, R 4 is higher alkyl 3 to 15% adjuvants and 65 to 80% water, and &quot; shampoo &quot; have a viscosity in the range of 3,000 to 6,000 contipoises at 25 ° C, and a pH in the range of 5 to 8,000. 10. A composition according to claim 10, wherein said shampoo is included in said &quot; shampoo &quot; about 13% ammonium lauryl sulfate, about 3% sodium lauryl diethoxysulfate, about 3% of said aminosilicone, about 0.5% tritylmethyl ammonium chloride, about 8% of adjuvants and about 73% water, since the viscosity is about 3500 or 4000 centipoises at 25 ° C and the pH is in the range of 6 to 7. A method according to claim 6, characterized in that it is included in said &quot; shampoo &quot; 0.5 to 20% of a hydrocarbon or a mixture of hydrocarbons selected from the group consisting of normally solid polyethylene, mineral oil, paraffin, isoparaffin, petrolatum and microcrystalline wax. 13ã. 6. A composition according to claim 7, wherein the medicament is included in said &quot; shampoo &quot; 0.1 to 3% microcrystalline wax and 0.1 to 2% paraffin. 14ã. 5. A composition according to claim 8, wherein said shampoo is included in said &quot; shampoo &quot; 0.5 to 2% microcrystalline wax and 0.5 to 1.5% paraffin. 15ã. A process as claimed in claim 6, characterized in that the shampoo is comprised of 0.2 to 5% of normally solid polyethylene and 0.1 to 10% of a normally liquid mineral oil which renders the polyethylene dispersible, emulsifiable or water soluble and enhances the effects of hair conditioning. 16ã. 6. A composition according to claim 7, wherein the medicament is included in said &quot; shampoo &quot; 0.2 to 2% of a normally solid polyethylene and 0.2 to 8% of a normally liquid mineral oil, which renders the polyethylene dispersible, emulsifiable or water soluble. 17ã. A method for conditioning fibers, characterized in that the application, was such fibers, of a proportion for conditioning of a composition prepared according to claim 1, said composition being distributed over those fibers. 18ã. A method according to claim 17, wherein the fibers to be conditioned are human hair, the conditioning composition is a &quot; shampoo &quot; containing a detersive ratio of synthetic organic anionic detergent, a hair conditioning ratio of an aminosilicone of formula 4 (Si - 0) χ - (Si - - O) y - Si - R6> 1 R3 CH3 R4 r7 3 9 3 5 6 7 where R, R 1, R 2, R 3, R 4, R 5 and R 6 are alkyls of 1 to 6 carbon atoms, R is -R -NHCH 2 CH 2 -NR 3, R is alkylene of 1 to 6 carbon atoms, x is a number average in the range of 300 to 5000, y is a number average in the range of 1 to 8, the amine equivalent of which is in the range of 10000 to 50000 in a proportion of hair conditioning agent based on cationic surfactants to improve conditioning, and a aqueous medium for the shampoo, consisting of water and shampoo adjuvant, being applied to the hair by washing thereof with the shampoo followed by rinsing and drying the hair which is wet or dry hair. A process according to claim 18, characterized in that it comprises in the shampoo &quot; 5 to 30% of the anionic detergent based on sulfonate and / or lipophilic sulphate of 8 to 20 carbon atoms in the the respective lipophilic group, 0.3 to 5% aminosilicone, wherein x is in the range of 500 to 5000, and is less than 5, the amine equivalent is in the range of 20,000 to 40,000, 0.1 to 5% quaternary ammonium salt cationic conditioning agent of the formula R 2, R 3 -, R 3 - 3, R 3 &quot; 3 N + X &quot;, wherein R 1 is lower alkyl of 1 to 4 carbon atoms, R10 and R11 are alkyls of 10 to 40 carbon atoms, R is one such lower alkyl or one such higher alkyl, and X4 is a salt-forming anion, 0.1 to 30% adjuvants for shampoo and 50 to 95% water, by the &quot; shampoo &quot; conditioning agent is applied to the hair at a rate of 2 to 15 g per wash, is held in contact with the hair as an aqueous foam as an aqueous foam for 1 to 5 minutes and is removed by rinsing after that the hair is dyed hairstyle damp, dry with dryer and dry hairstyle. 20. A composition as claimed in claim 18 for including in said &quot; shampoo &quot; 0.5 to 20% of a hydrocarbon or a mixture of hydrocarbons selected from the group consisting of normally solid polyethylene, mineral oil, paraffin, isoparaffin, petetate and microcrystalline wax. 21ã. A method according to claim 19, characterized in that it is included in said &quot; shampoo &quot; 0.5 to 2% of microcrystalline wax and 0.5 to 1.5% of paraffin. 22â. A process for the manufacture of a &quot; shampoo &quot; stable hair conditioning composition of claim 6 which comprises mixing the components with the exception of aminosilicon and heating to an elevated temperature where the silicone amines, when heated, form an emulsion, solution or dispersion when mixed with that composition and then cooled by heating the aminosilicone and mixing the aminosilicone and the less aminosilicone composition for one minute to an hour to disperse the aminosilicone in the composition, and cool the composition to to obtain a form stable dispersion or ammonia. 23a. A process for the manufacture of a &quot; shampoo &quot; stable hair conditioning composition of the composition prepared according to claim 16, characterized in that the polyethylene and the mineral oil are heated together to a temperature in the range of 70 to 90Â ° C to melt and / or dissolve and / or disperse the polyethylene The remainder of the components of the composition, with the exception of the ammonio silicone, is processed into the dispersion, emulsion or solution form by mixing the components thereof with each other and heating to a temperature in the range range from 70 to 90Â ° C, those two premixes are mixed at such a high temperature, and the aminosilicone, at a temperature in the range of 70 to 90Â ° C, is mixed with the premixture combination, and the mixture is cooled to room temperature , to produce a stable shampoo for hair conditioning, which does not deteriorate, separate or settle in storage prior to use. 24¾. The process according to claim 19, wherein R 1, R 2, R 3, R 4, R 5 and R 8 are each methyl groups, R is an isobutyl group and is in the range of 750 to 800, y being 1 and the amine equivalent being 30,000. R 2, R 3, R 4, R 5, R 7 and R 7 are each methyl, R 2 is an isobutyl group and, for the average ox, in the range of 750 to 800, the mean is 1, the amine equivalent is 30000 and the carrier is a liquid detersive medium in which the aminosilicone is in the dispersed, dissolved or emulsified state. Lisbon, June 19, 1990 J. PEREIRA DA CRUZ Prosecutor's Office for Industry and Industry VICTGIF COROON, 10-A, 1/1200 LfôãOÂ