CZ2000992A3 - Conditioning shampoo preparation containing pentaerythritol ester oil - Google Patents

Abstract

Conditioner Shampoo 1) pentaerythritol ester oil of formula I, 2) surface cleansing an active agent selected from the group consisting of anionic ampholytic surfactants active substances, nonionic surfactants a mixtures thereof, 3) an additional conditioning agent selected from the group consisting of: a group consisting of silicone compounds, cationic polymers, high melting point compounds, and mixtures thereof; 4) an aqueous carrier.

Description

Conditioner containing pentaerythritol ester oil

Technical field

The present invention relates to conditioning shampoo formulations comprising pentaerythritol ester oil, a detersive surfactant and additional conditioning agents.

BACKGROUND OF THE INVENTION

Human hair is stained by its contact with the environment and the skin fat secreted by the scalp. Dirty hair makes hair look dirty or greasy and unattractive. Dirty hair requires regular shampooing.

Shampoo cleans the hair by removing excessive soiling and skin fat. However, shampooing can leave hair wet, tangled, and generally uneditable. When hair is dry, it often remains dry, coarse, matte or curly as a result of removal of natural hair oils and other natural conditioning and moisturizing components. Hair after drying may further remain at elevated levels of static electricity, which may interfere with combing and result in a condition commonly described as rising hair.

Various approaches have been developed to alleviate these problems after shampooing. These approaches range from the use of hair conditioner to shampooing, such as products that remain on or wash out, to hair conditioning shampoos that attempt to both clean and condition the hair in one product.

A wide variety of conditioning active ingredients have been proposed to provide a shampoo cleansing base for hair conditioning. However, many of these active ingredients have the disadvantages of leaving the hair with the appearance of dirt or waxing or interfering with the cleansing effects of the shampoo.

The formation of coacervate in the shampoo formulation is known to be suitable for obtaining hair conditioning effects. The use of cationic polymers for the formation of coacervates is known in the art, for example in PCT publications WO93 / 08787 and WO95 / 01152. However, these shampoo compositions are unable to provide a satisfactory conditioning effect when the hair is wet.

Accordingly, there remains a need for a conditioning composition that can provide an improved conditioning effect when the hair is wet and does not interfere with the cleansing performance, nor does it leave the hair with a negative appearance when dried. Specifically, there is a need to provide gentleness and ease of combing when the hair is wet, as well as providing long-lasting moisturizing, smoothness and control of hair styling when the hair is dry while not leaving it to look greasy.

All the advantages and benefits of the present invention have nothing existing in the art.

SUMMARY OF THE INVENTION

The present invention relates to a conditioning shampoo composition comprising

1) a pentaerythritol ester oil of the following formula I,

R-C-O ₂ C-CH ₂ O-CR ³

O li,

CH ₂ O — CR ² I oo

0) · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · Wherein the groups R ¹ , R ² , R ³ and R ⁴ are independently branched, straight, saturated or unsaturated alkyl, aryl and alkylaryl groups having 1 to 30 carbons,

(2) a detersive surfactant selected from the group consisting of anionic surfactants, ampholytic surfactants, nonionic surfactants, and mixtures thereof;

(3) an additional conditioning agent selected from the group consisting of silicone compounds, cationic polymers, high melting point compounds, and mixtures thereof; and

4) an aqueous carrier.

These and other features, aspects and advantages of the present invention will be evident to those skilled in the art upon reading the present disclosure.

While the exact description ends with the claims that specifically and clearly claim the invention, it is believed that the present invention will be better understood from the following description.

All references cited herein are hereby incorporated by reference in their entirety. Citation of any reference is no more than an admission relating to determining its availability in the prior art in relation to the claimed invention.

The term encompassing herein means that additional steps and other components that do not affect the end result may be added. The term includes terms consisting of and consisting essentially of.

All percentages, parts and ratios are based on the total weight of the shampoo compositions of the present invention, unless otherwise indicated. Since all of these weights relate to said ingredients, they are based on the level of the active ingredient and therefore do not include carriers or by-products that may be included in commercially available materials.

· • β β β β β * * * * * * * * * * * * * * * .. .. .. .. .. ..

The aspects and embodiments of the present invention disclosed herein have many advantages. For example, the conditioning shampoo compositions of the present invention provide gentleness and ease of combing when the hair is wet and provide long-lasting moisturizing, smoothness, and control of hair compliance when the hair dries but does not leave an impression of grease.

Pentaerythritol ester oils

The hair conditioning composition of the present invention comprises pentaerythritol ester oil. Pentaerythritol ester oils useful herein are those which are insoluble in water, have a relative molecular weight of at least 800, and are in liquid form at 25 ° C. The term water-insoluble, as used herein, means that the compound is not significantly soluble in water at 25 ° C when the compound is mixed with water at a concentration above 1.0%, preferably above 0.5%, the compound temporarily scattered to form an unstable colloid in water, then rapidly separated from the water to form two phases.

Here, the pentaerythritol ester oil provides conditioning effects such as moisturizing, smoothness and control of hair conditionability when the hair dries and yet does not leave the hair feeling greasy. It is believed that the water-insoluble oily material is generally capable of retaining on the hair. Without wishing to be bound by theory, it is believed that, due to its bulkiness, the pentaerythritol ester oil covers the hair surface and, as a result, the pentaerythritol ester oil reduces hair friction while imparting fineness and controllability to the hair. It is also believed that because it has some hydrophilic groups, the pentaerythritol ester oil provides moisturization and, although liquid, does not leave the hair feeling greasy. The pentaerythritol ester oil is chemically stable under normal conditions of use and storage.

• 4 · 4 · 4 · 4 · 4 · 4 · 444 · 444 · 444 · 444 · 44 444 4 · 44

The pentaerythritol ester oil is preferably present at a level of 0.1 to 20 wt. %, preferably 0.2 to 10 wt. %, more preferably 0.5 to 5 wt. %.

Suitable pentaerythritol ester oils herein are those having the following formula I,

O

II,

CH ₂ O — CR ² I o

II

R 1 -C-OCH ₂ -C — CH ₂ O — CR ^{3 2 10} H

CH ₂ O-CR ⁴ (D wherein R ¹ , R ² , R ³ and R ⁴ are independently branched, straight, saturated or unsaturated alkyl, aryl and alkylaryl groups having 1 to 30 carbons. Preferably, R ¹ , R 2 are R ² , R ³ and R ^{4 are} independently branched, straight, saturated or unsaturated alkyl groups having 8 to 22 carbons, more preferably R ¹ , R ² , R ³ and R ^{4 are} defined such that the relative molecular weight of the compound is 800 to 1200.

Particularly suitable pentaerythritol oils herein include pentaerythrittetraisostearate, pentaerythrittetraoleate, and mixtures thereof. These compounds are available from Kokyo Alcohol as KAKPTI and Shin Nihon Rika under the trade name PTO.

Cleansing surfactants

The compositions of the present invention comprise a detersive surfactant selected from the group consisting of anionic surfactants, ampholytic surfactants, nonionic surfactants, and mixtures thereof. The level and types of the additional cleansing surfactant are ₄ ""," and " and " and " _And _ select according to their compatibility with other ingredients and desired product characteristics.

In preferred embodiments, the additional detersive surfactant is an anionic surfactant, more preferably the embodiments further comprise an ampholytic surfactant.

The term cleaning surfactant is intended to distinguish these surfactants from surfactants which are primarily emulsifying surfactants, i.e., surfactants which provide an emulsifying effect and which have low cleaning performance. It is clear that most surfactants have both cleansing and emulsifying properties. It is not intended to exclude emulsifying surfactants from the present invention, provided that the surfactant also has sufficient cleaning properties useful herein.

The detersive surfactant is included at a level such that the sum of detersive surfactants is 5 to 75 wt. %, preferably 8 to 50 wt. % and more preferably 10 to 30 wt. % of the preparation.

Anionic surfactants

Suitable anionic surfactants herein include alkyl and alkyl ether sulfates. These materials have their own formulas II and III,

R ⁵¹ OSO ₃ M

R ^5, O (C ₂ H ₄ O) _x SO ₃ M (III) wherein R ⁵¹ is an alkyl or alkenyl group of 8 to 30 carbon atoms, the index x is 1 to 10 and the group M is hydrogen or a cation such as ammonium , alkanolammonium (eg triethanolammonium), monovalent metal cation (eg sodium and potassium) or polyvalent metal cation (eg magnesium and calcium). Group M should be selected such that the anionic surfactant component is water soluble. The anionic surfactant or surfactants should be selected such that their Krafft temperature is 15 ° C or less, preferably 10 ° C or less, and more preferably 0 ° C or less. It is also preferred that the anionic surfactant is soluble in the formulation itself.

The Krafft temperature refers to the point at which the solubility of the ionic surfactant begins to be determined by crystal lattice energy and hydration heat, and corresponds to the temperature at which solubility increases sharply and suddenly with increasing temperature. Each type of ionic surfactant has its characteristic Krafft temperature. The Kraft temperature of the ionic surfactants is generally well known and accepted in the art. See, for example, Myers, Drew, Surfactant Science and Technology, pages 82-85, VCH Publishers, Inc. (New York, New York, USA), 1988 (ISBN 0-89573-399-0).

In the alkyl and alkyl ether sulfates described above, the R ⁵¹ group preferably has 12 to 18 carbon atoms in both the alkyl and alkyl ether sulfates. Alkyl ether sulfates are typically prepared as the condensation products of ethylene oxide and monohydric alcohols having 8 to 24 carbon atoms. The alcohols may be derived from fats, eg coconut oil, palm oil, tallow or the like, or alcohols may be synthetic. Preferred herein are lauryl alcohol and straight chain alcohols derived from coconut oil and palm oil. These alcohols are reacted with 1 to 10 and in particular 3 molar amounts of ethylene oxide, and the resulting mixture of molecular species, for example, has an average of 3 moles of ethylene oxide per mole of alcohol, is sulfated and neutralized.

Specific examples of alkyl ether sulfates that can be used in the present invention are the sodium and ammonium salts of alkyl (coconut alkenyl) triethylene glycol ether sulfate, alkyl (tallow alkenyl) triethylene glycol ether sulfate, and alkyl (tallow) hexaoxyethylene sulfate. Highly preferred alkyl ether sulfates are those containing a mixture of individual compounds, said mixture having an average alkyl chain length of 12 to 12.

and an average degree of ethoxylation of 1 to 4 moles of ethylene oxide. This mixture also contains 0 to 20 wt. % Of compounds C ₂ to _{C] 3,} from 60 to 100 wt. % Compound _{C) 4} to CI6, 0 to 20 wt. % of compounds C ₅₇ to C ₁₉ , 3 to 30 wt. % of the compounds with a degree of ethoxylation equal to 0.45 to 90 wt. % of compounds having an ethoxylation degree of 1 to 4.10 to 25 wt. % of the compounds having a degree of ethoxylation of 4 to 8 and 0 to 15 wt. % of compounds with a degree of ethoxylation greater than 8.

Other suitable anionic surfactants are the water-soluble salts of the organic and sulfuric acid reaction products of the general formula IV, R ⁵² -SO ₃ -M (IV) wherein the R group is selected from the group consisting of straight or branched chain saturated aliphatic hydrocarbons having 8 to 24 carbon atoms, preferably 10 to 18 carbon atoms, and the group M is described above in this section. Examples of such surfactants are the sulfuric acid reaction product salts of an organic material of a series of methane hydrocarbons, including iso-, neo- and n-paraffins having 8 to 24 carbon atoms, preferably 12 to 18 carbon atoms, and sulfonation agents such as SO ₃ , H ₂ SO ₄ , obtained by known sulfonation methods, including bleaching and hydrolysis. Preferred are sulfonated C ₀ to C ₁₈ n-paraffins of alkali metal and ammonium.

Other anionic surfactants include olefin sulfonates having 10 to 24 carbon atoms. Olefinine sulfonates herein refer to compounds that can be produced by sulfonating α-olefins with a non-complex sulfur trioxide followed by neutralization of the acidic reaction mixture under conditions such that all sulfones formed in the reaction are hydrolyzed to yield the corresponding hydroxyalkane sulfonates. Sulfur trioxide may be liquid or gaseous and is usually, but not necessarily, diluted with inert diluents such as liquid SO ₂ , chlorinated hydrocarbons, etc. when used in liquid form or with air, nitrogen, SO ₂ gas, etc. when used in gaseous form. The α-olefins from which olefin sulfonates are derived are monoolefins having 12 to 24 carbon atoms, preferably 14 to 16 carbon atoms. Preferably they are straight chain olefins. In addition to the actual alkene sulfonates and a proportion of the hydroxyalkene sulfonates, olefin sulfonates may contain minor amounts of other materials such as alkene disulfonates, depending on the reaction conditions, the ratio of reactants, the nature of the olefin feedstock and impurities in the olefin feedstock, and the side reactions during the sulfonation process. A specific aolefin sulfonate composition of the above type is described fully in U.S. Patent 3,332,880, Pflaumer and Kessler, issued July 25, 1967.

Still other suitable anionic surfactants are the reaction products of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide where, for example, the fatty acids are derived from coconut or palm oil, or the sodium or potassium salts of methyltauride fatty acid amides, in which the fatty acids are derived of coconut oil. Other similar anionic surfactants are described in U.S. Pat. Nos. 2,486,921, 2,486,922 and 2,396,278.

Another class of anionic surfactants suitable for use in shampoo formulations are β-alkoxyalkane sulfonates. These compounds have the following formula V, pR ⁵⁴

R-CH-CH ₂ -SO ₃ M (V) wherein R is a straight chain alkyl group having 6 to 20 carbon atoms, R ⁵⁴ is a lower alkyl group having preferably 1 to 3 carbon atoms, and M is as described in the foregoing of text in this section. Many other anionic surfactants suitable for use in shampoo formulations are described in Emulsifier's and Detergents, McCutcheon, 444 to 444. 1989 Annual, published by MC Publishing Co. and U.S. Patent 3,929,678.

Another class of suitable anionic surfactants are amino acid surfactants, which are surfactants having the basic chemical structure of an amino acid compound, i.e., containing the structural component of one of the naturally occurring amino acids.

Also suitable herein are N-acyl-L-glutamates such as N-acyl (from coconut) -Lglutamate and N-lauroyl-L-glutamate, sodium laurylaminodiacetic acid, lauriminodipropionate and N-lauryl-β-iminodipropionate, N-acyl- L-aspartate, polyoxyethylene lauryl sulfosuccinic acid, disodium N-octadecylsulfosuccinate, disodium laurylsulfosuccinate, diammonium laurylsulfosuccinate, tetrasodium N- (1,2-dicarboxyethyl) -N-octadecylsulfosuccinate, sodium sulfosuccinic acid sodium sulfosuccinate and sodium di-sulfosuccinate (coconut alkenyl) -N-carboxyethyl-N-carboxyethoxyethylimidazolinium betaine.

Other suitable anionic surfactants include those having the following formulas VI and VII, (HO ₂ CH ₂ Cl ₂ -CH ₂ CH ₂ CH ₂ NH ₂ COOH) 2 (VI)

wherein R ⁵⁵ is an alkyl group of 12 to 18 carbons and _{R 7 is} ^{C 2 C 2 COCO} (VII) ^X CH ₂ CH ₂ NCOOM ² wherein R ⁵⁶ is a straight or branched alkyl or alkenyl group of 5 to 21 carbons; M and M are independently hydrogen, an alkali metal, an alkaline earth metal, an ammonium group, an alkyl- or alkenylammonium group having from 1 to 5 to 10 carbon atoms.

Another class of suitable anionic surfactants are amino acid surfactants, which are surfactants having the basic chemical structure of an amino acid compound, i.e., containing the structural component of one of the naturally occurring amino acids.

Also suitable herein are N-acyl-L-glutamates such as N-acyl (from coconut) -Lglutamate and N-lauroyl-L-glutamate, sodium laurylaminodiacetic acid, lauriminodipropionate and N-lauryl-3-iminodipropionate, N-acyl- L-aspartate, polyoxyethylene lauryl sulfosuccinic acid, disodium N-octadecylsulfosuccinate, disodium laurylsulfosuccinate, diammonium laurylsulfosuccinate, tetrasodium N- (1,2-dicarboxyethyl) -N-octadecylsulfosuccinate, sodium sulfosuccinic acid sodium sulfosuccinate and sodium di-sulfosuccinate (coconut alkenyl) -N-carboxyethyl-N-carboxyethoxyethylimidazolinium betaine.

Other suitable anionic surfactants include those having the following formulas VI and VII, (HO ₂ CH ₂ CN-CH ₂ CH ₂ N (CH ₂ COOH) ₂ (VI)

wherein the group R ⁵⁵ is an alkyl group having 12 to 18 carbons and _R 4 _{-n- 2-} carbon atoms

^X CH ₂ CH ₂ NCOOM ² wherein R ⁵⁶ is a straight or branched C 5 -C 21 alkyl or alkenyl group and M and M are independently hydrogen, an alkali metal, an alkaline earth metal, an ammonium group, an alkyl- or alkenylammonium group having 1 to 2 carbon atoms; C 1 -C 18 alkyl, alkenyl substituted or C 1 -C 18 pyridinium or basic amino acids. Suitable examples of formula VI include the acid salts of N-acyl-N, N'-ethylenediaminetriacetic acids such as the active ingredients include derivatives of aliphatic secondary and tertiary amines in which the aliphatic radical is straight or branched and one of the aliphatic substituents contains 8 to 18 carbon atoms and one comprises an anionic water-solubilizing group, eg, a carboxy group, a sulfonate, sulfate, phosphate or phosphonate group.

Ampholytic surfactants for use herein include derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds wherein the aliphatic radicals are straight or branched and wherein one of the aliphatic substituents contains from 8 to 18 carbon atoms and one contains an anionic group, e.g., carboxy, sulfonate, a sulfate, phosphate or phosphonate group.

These compounds have the general formula VIII, ¹ + R-y- _2- R-Z (VIII) wherein the R group contains an alkyl, alkenyl or hydroxyalkyl radical of 8 to 18 carbon atoms, 0 to 10 ethylene oxide groups and 0 to 1 glyceryl group , Y is selected from the group consisting of nitrogen, phosphorus and sulfur atoms, R is an alkyl or monohydroxyalkyl group containing 1 to 3 carbon atoms, x is 1 when Y is sulfur and x is 2 when Y is atom nitrogen or phosphorus, R ⁵⁹ is C 1 -C 4 alkylene or hydroxyalkylene and Z is a radical selected from the group consisting of carboxylate, sulfonate, sulfate, phosphonate and phosphate groups.

Examples of ampholytic surfactants also include sultains and amidosultains. Sultains, including amidosultains, include, for example, alkyl (coconut alkenyl) dimethylpropylsultaine, stearyldimethylpropylsultaine, lauryl-bis- (2-hydroxyethyl) propylsultaine and the like, and amidosultains such as 4,444,444,444,444-4,4

4444 44

44 4 4 4 4 444 • 4 • 4

44 ·

44

4 4 ·

4 4 4

C44 alkyl (coconut alkenyl) amidodimethylpropylsultain, stearylamidodimethylpropylsultain, laurylamido-bis- (2-hydroxyethyl) propylsultain, and the like. Preferred are such amidohydroxysultainy sultaine Cg to _{C] 8} hydrocarbon chain, especially sultaine having C ₈ to C ₄ hydrocarbon chain, e.g., laurylamidopropyl and alkyl (alkenyl coconut) sultaine. Other suitable sulfains are described in U.S. Patent 3,950,417.

Other suitable ampholytic surfactants are aminoalkanoates of formula IX,

R ⁶⁰ NH (CH ₂ ) _n COO '(IX) iminodialkanoates of formula X

R ⁶⁰ N [(CH ₂ ) _m COO-] ₂ (X) and mixtures thereof, wherein the indices n and _m are numbers 1 to 4, the group R ⁶⁰ is a C 8 to C ₂₂ alkyl or alkenyl group.

Other suitable ampholytic surfactants include those represented by Formula XI,

R-CONR '(CH ₂ ) -N-CH ₂ Z' ⁶⁴ R ⁶² (XI) wherein R ⁶¹ is a C 8 to C 22 alkyl or alkenyl group, preferably a C 8 to C 16 group, the R and R groups are independently selected from the group consisting of hydrogen, -CH ₂ CO _{2 -,} CH ₂ CH ₂ OH, -CH ₂ CH ₂ OCH ₂ CH ₂ COO · or - (CH ₂ CH ₂ O) m H where the index m is an integer from 1 to 25 and R ⁶⁴ is hydrogen, -CH ₂ CH ₂ OH or -CH ₂ CH ₂ OCH ₂ CH ₂ COO ', Z' is CO ₂ or CH ₂ CO ₂ ', y is 2 or 3, preferably 2. This type of surfactant is sometimes classified as an ampholytic surfactant * · 99

9 9

9 9

999 9

9

999 99

9999

9 9

9,999 · 9 9 9

999

99 • 9 9

9 9 9

9 9 9

9 9 9

However, it should be noted that it is not necessarily derived directly or indirectly from the imidazoline intermediate. Suitable materials of this type are traded under the trade name MIRANOL and, depending on the pH, are in protonated or non-protonated form, with respect to types that may have hydrogen as the R group. All of these variants and types are represented by the above formula.

Examples of surfactants of the above formula are monocarboxylates and dicarboxylates. Examples of such materials include alkano (coconut alkene) amphocarboxypropionate, coconut alkane (ammonium coconut) amphocarboxypropionic acid, coconut alkane (amine coconut alkene) amphodiacetate (alternatively referred to as coconut alkane) and coconut alkane (coconut alkene).

Commercial ampholytic surfactants include those sold under the trade names MIRANOL C2M CONC. N.P., MIRANOL C2M CONC. OP, MIRANOL C2M SF, MIRANOL CM SPECIAL (Miranol, Inc.), ALKATERIC 2CIB (Alkaril Chemicals), AMPHOTERGE W-2 (Lonza, Inc.), MONATERIC CDX-38, MONATERIC CSH-32 (Mona Industries), REWOTERIC AM -2C (Rewo Chemical Group); and SCHERCOTERIC MS-2 (Scher Chemicals).

Betaine surfactants, such as zwitterionic surfactants suitable for use in conditioners, are those represented by Formula XII,

(XII) wherein R ⁶⁵ is selected from the group consisting of COO and CH (OH) CH ₂ SO ₃ ', R is lower alkyl or hydroxyalkyl, R is lower • 000

0

000 »0

0 0 0 0 0 0 0 0 • «

0

0 · 0 ·

alkyl or hydroxyalkyl, R is selected from the group consisting of hydrogen and lower alkyl, R ⁶⁹ is higher alkyl or alkenyl, Y 'is lower alkyl, preferably methyl, index x ¹ is an integer from 2 to 7, preferably 2 to 3, the index y ¹ is an integer of 1 or 0. the term lower alkyl or hydroxyalkyl group means a straight or branched chain saturated aliphatic hydrocarbon radicals and substituted hydrocarbon radicals having one to three carbon atoms such as methyl, ethyl, propyl, isopropyl, hydroxypropyl, hydroxyethyl and the like. The term higher alkyl or alkenyl means straight or branched chains of saturated (i.e., higher alkyl) and unsaturated (i.e., higher alkenyl) aliphatic hydrocarbon radicals having 8 to 20 carbon atoms, such as lauryl, cetyl, stearyl, oleyl and the like. alike. It should be understood that the term higher alkyl or alkenyl group includes mixtures of radicals which may contain one or more auxiliary bonds such as ether or polyether bonds or non-functional substituents such as hydroxyl or halogen radicals, where the radical retains a hydrophobic character.

Examples of betaine surfactants of the above formula wherein n is zero are suitable herein and include alkyl betaines such as alkyl (coconut alkenyl) dimethyl carboxymethyl betaine, lauryldimethylcarboxymethyl betaine, lauryldimethyl-α-carboxyethyl betaine, cetyldimethylcarboxymethyl betaine, laurylbis- (2-hydroxyethyl) stearyl betaine -bis- (2-hydroxypropyl) carboxymethyl betaine, oleyldimethyl-γ-carboxypropyl betaine, lauryl-bis- (2-hydroxypropyl) -α-carboxyethyl betaine etc. Sulfobetaines may represent alkyl (coconut alkenyl) dimethylsulfopropyl betaine,

4 0 «• 1 2 3 4

4 4

444

4

4444 44

4409 stearyldimethylsulfopropyl betaine, lauryl-bis- (2-hydroxyethyl) sulfopropyl betaine and the like.

Specific examples of amidobetaine and amidosulfobetaine suitable in conditioning compositions include amidocarboxybetaines such as alkyl (coconut alkenyl) amidodimethylcarboxymethyl betaine, laurylamidodimethylcarboxymethyl betaine, cetylamidodimethylcarboxymethyl betaine, laurylamido-bis- (2-hydroxyethyl) bis- (2-hydroxyethyl) bis- (2-hydroxyethyl) bis- (2-hydroxyethyl) carboxymethyl betaine etc. Amidosulfobetaines may represent alkyl (coconut alkenyl) amidodimethylsulfopropyl betaine, stearylamidodimethylsulfopropyl betaine, laurylamido-bis- (2-hydroxyethyl) sulfopropyl betaine and the like.

Nonionic surfactant

Suitable nonionic surfactants herein include those compounds which are prepared by condensation of alkylene oxide groups having a hydrophilic nature with an organic hydrophobic compound, which may be aliphatic or alkylaroma in nature.

Preferred non-limiting examples of nonionic surfactants for use in shampoo formulations include the following:

(1) polyethylene oxide condensates of alkylphenols, eg ethylene oxide condensation products with alkylphenols having an alkyl group containing 6 to 20 carbon atoms in either a straight or branched chain configuration, wherein said ethylene oxide is present in amounts equal to 10 to 60 moles of ethylene oxide per mole of alkylphenols;

2) substances derived from the condensation of ethylene oxide with the reaction products of propylene oxide and ethylenediamine, <·

(3) condensation products of aliphatic alcohols having 8 to 18 carbon atoms with either straight or branched chain configurations with ethylene oxide, eg coconut alcohol-ethylene oxide condensate having 10 to 30 moles of ethylene oxide per mole of coconut alcohol, with a portion of coconut alcohol has 10 to 14 carbon atoms,

4) long chain tertiary amine oxides of the formula XIII, [R ⁷⁰ R ⁷¹ R ⁷² N -> O] (XIII) wherein the R ™ group contains an alkyl, alkenyl or monohydroxyalkyl radical of 8 to 18 carbon atoms, 0 to 10 ethylene oxide groups and 0 and the R and R groups contain 1 to 3 carbon atoms and 0 to 1 hydroxy, for example methyl, ethyl, propyl, hydroxyethyl or hydroxypropyl radicals.

5) long chain tertiary phosphine oxides of formula XIV, [R ⁷³ R ⁷⁴ R ⁷⁵ P -> O] (XIV) wherein the R ⁷³ group contains an alkyl, alkenyl or monohydroxyalkyl radical of 8 to 18 carbon atoms in the chain length, 0 to 10 ethylene oxide and the 0 to 1 glyceryl group and the R ⁷⁴ and R ⁷⁵ groups are both alkyl or monohydroxyalkyl groups containing 1 to 3 carbon atoms,

6) long chain dialkyl sulfoxides containing one short chain alkyl or hydroxyalkyl radical having 1 to 3 carbon atoms (usually a methyl radical) and one long hydrophobic chain comprising alkyl, alkenyl, hydroxyalkyl or ketoalkyl radicals containing 8 to 20 carbon atoms; up to 10 ethylene oxide groups and 0 to 1 glyceryl group,

7) alkyl-substituted polysaccharide (APS) surfactants (e.g., alkylpolyglycosides), examples of which are described in US Patent 4,565

647, which discloses APS surfactants having a hydrophobic group of 6 to 30 carbon atoms and a polysaccharide (e.g., polyglycoside) as a hydrophilic group, preferably there may be a polyalkylene oxide group linking the hydrophobic and hydrophilic groups and the alkyl group (i.e. the hydrophobic group) may be saturated or unsaturated, branched or unbranched and unsubstituted or substituted (e.g., hydroxy or rings), a preferred material is an alkylpolyglucoside, commercially available from Henkel, ICI Americas and Seppic; and

8) poly oxy ethers such as those having the formula X ^{R 6} O (CH ₂ CH _{2) x 2} H (XV), and poly (ethylene glycol) (PEG) glyceryl esters of fatty acids such as those having the formula XVI,

R ^{76 (} O) OCH ₂ CH (OH) CH ₂ ) (OCH ₂ CH ₂ ) _{x 2} OH (XVI) wherein the index x 2 is 1 to 200, preferably 20 to 100 and R is an alkyl group having 8 to 22 carbon atoms .

Supplementary conditioning agents

The compositions of the present invention comprise an additional conditioning agent. The adjunct conditioning agents herein are selected from the group consisting of silicone compounds, cationic polymers, high melting point compounds, and mixtures thereof. Additional conditioning agents are used herein at levels of 0.01 to 20 wt. %, preferably 0.1 to 15 wt. %, more preferably 1 to 10 wt.

% of the preparation.

Silicone compounds

The silicone compounds are useful herein as adjunct conditioning agents. Suitable silicone compounds herein include a volatile soluble or insoluble or nonvolatile soluble or insoluble silicone silicone solubilizer or a silicone solubilizer. reagents. By solubility is meant that the silicone compound is miscible with the formulation carrier so as to form part of the same phase. By insolubility is meant that the silicone forms a separate, non-carrier phase, such that it is in the form of an emulsion or suspension of silicone droplets. The silicone compounds herein may be made by any suitable method known in the art, including emulsion polymerization. The silicone compounds may further be included in the present composition in the form of an emulsion, wherein the emulsion is produced by mechanical mixing or in a synthesis step by emulsion polymerization with or without the aid of a surfactant selected from anionic surfactants, nonionic surfactants, cationic surfactants. and mixtures thereof.

Preferably, the present invention comprises 0.01 to 20 wt. %, more preferably 0.05 to 10 wt. % silicone compound.

The silicone compounds for use herein preferably have a viscosity of 10 'to 2 m ² . s ^-1 (1000 to 2,000,000 centistokes) at 25 ° C, more preferably from 0.01 to 1.8 m ² .s ^_1 (from 10 000 to 1 800 000) and even more preferably 0.1 to 1.5 m ² .s ^_1 (from 100 000 to 1.5 million centistokes). Viscosity can be measured using a glass capillary viscometer published in the Dow Corning Corporate Test Method CTM0004, July 20, 1970. The high molecular weight silicone compound can be made by emulsion polymerization. Suitable silicone fluids include poly (alkyl siloxanes), poly (arylsiloxanes), poly (alkylarylsiloxanes), poly (ether siloxane) copolymers, and mixtures thereof. Other non-volatile silicone compounds having hair conditioning properties may also be used.

The silicone compounds herein also include poly (alkyl-) or poly (arylsiloxanes) having the following structure (XVII):

U3. ί z? —sí — o .123 .123

T f

Si — o-fsi — Z? Wherein R ¹²³ is an alkyl or aryl group and the index p is an integer from 7 to 8000. The group Z ⁸ represents groups that block the ends of the silicone chains. The alkyl or aryl groups substituted on the siloxane chain (R ¹²³ ) or at the ends of siloxane chains (Z) may have any structure as long as the resulting silicone remains liquid at room temperature, is dispersible, is neither irritant, nor toxic, nor otherwise harmful when applied to the hair, is compatible with the other ingredients of the preparation, is chemically stable under normal conditions of use and storage, and is able to settle on the hair and condition it. Suitable Z ⁸ groups include hydroxy, methyl, methoxy, ethoxy, propoxy and aryloxy. The two R ¹²³ groups on the silicon atom may represent the same group or different groups. The two R ¹²³ groups preferably represent the same group. Suitable R ¹²³ groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl. Preferred silicone compounds are poly (dimethylsiloxane), poly (diethylsiloxane) and poly (methylphenylsiloxane). Poly (dimethylsiloxane), also known as dimethicone, is particularly preferred. Poly (alkylsiloxanes) that can be used include, for example, poly (dimethylsiloxanes). These silicone compounds are available, for example, from General Electric Company in their Viscasil® and SF 96 series and from Dow Corning in their Dow Corning 200 series.

Poly (alkylarylsiloxane) fluids may also be used and include, for example, poly (methylphenylsiloxanes). These siloxanes are available, for example, from General Electric Company as SF 1075 methyl phenyl fluid or from Dow Corning as 556 Cosmetic Grade Fluid.

To · toto «i i i i ** ** ** ** ** ** ** ** ** ** ** ** ** ** ** ** ** ** ** ** **

• ♦ · ♦ * * *

Highly arylsubstituted silicone compounds such as a highly phenyl-substituted poly (ethylsilicone) having a refractive index of 1.46 or greater, particularly 1.52 or greater are particularly preferred for enhancing the radiant hair characteristics. When these high refractive index silicone compounds are used, they should be mixed with a coating agent such as a surfactant or silicone resin as described below to reduce the surface tension and increase the film-forming ability of the material.

Silicone compounds that can be used include, for example, poly (propylene oxide) modified poly (dimethylsiloxane), although ethylene oxide or mixtures of ethylene oxide and propylene oxide can also be used. The levels of ethylene oxide and poly (propylene oxide) should be low enough not to interfere with the dispersing characteristics of the silicone. These materials are known as dimethicone copolyols.

Other silicone compounds include amino substituted materials. Suitable alkylamino-substituted silicone compounds include those represented by the following structure XVIII,

OH-h-i-O-l-H ^P ch ₃ (XVIII)

NH

NH ₂

124 12 1 2 where the group R is H, CH ₃ or OH, the indexes p, p, q and q are integers which depend on the molecular weight, the average relative molecular weight being approximately 5000 to 10 000. This polymer is also known as amodimethicone .

· «44

·· «44ϋ · · · ··· 44

4 4 4

Suitable amino substituted silicone fluids include those represented by the formula XIX, (R ¹²⁵ ), G 3, - Si - (OSiG 2) P ₃ - (OSiGb (R ^'25 ) 2, _b ) p ₄ -O-SiG ₃ . _and ( ^R125 ) _and (XIX) wherein G is selected from the group consisting of hydrogen, phenyl, OH, C1- _C8 alkyl, and preferably methyl, index a denotes zero or an integer from 1 to 3, and is preferably equal to zero, index b denotes zero or 1 and preferably equals 1, the sum of p3 + p4 is from 1 to 2000 and preferably from 50 to 150, index p3 denotes from 0 to 1999 and preferably from 49 to 149 and index p4 denotes an integer from 1 to 2000 2000 and preferably from 1 to 10, R ¹²⁵ is a monovalent radical of formula C _q3 H _2q3 L in which q3 is an index integer from 2 to 8 and L is chosen from the groups -N ^{(R 26)} CH-CH = N (R ¹²⁶ ) 2 - N (R ^{, 26} ) _{2 -} N (R ¹²⁶ ) ₃ X '- N (R ¹²⁶ ) CH 2 - CH 2 -NR ¹²⁶ H ₂ X' wherein R ^{126 is} selected from the group consisting of from hydrogen, phenyl, benzyl, a saturated hydrocarbon radical, preferably an alkyl radical containing 1 to 20 carbon atoms, and X 'denotes a halide ion.

A particularly preferred amino substituted silicone corresponding to formula XIX is a polymer known as trimethylsilylamodimethicone, wherein R ¹²⁴ is CH ₃ .

Other amino-substituted silicone polymers that can be used are represented by Formula XX, 128

128

IN

-Si — O-H11

28 28 ch ₂ -choh-ch ₂ -n 1 -r ¹²⁸

128, ρ 128 R ¹²⁸

128

(XXX) wherein R ¹²⁸ denotes a single bonded hydrocarbon radical having 1 to 18 carbon atoms, preferably an alkyl or alkenyl radical such as a methyl group, R ¹²⁹ denotes a hydrocarbon radical, preferably a C 1 -C 18 alkylene radical or a C 1 -C 18, and more preferably C 1 to C 8 alkyleneoxy radical, group Q 'is a halide ion, preferably chloride, index p ⁵ denotes an average statistical value of 2 to 20, preferably 2 to 8, index p ⁶ denotes an average statistical value of 20 to 200 and preferably 20 to 50. Preferred polymer this class is available from Union Carbide under the name UCAR SILICONE ALE 56.

References describing suitable nonvolatile dispersion silicone compounds include U.S. Patent No. 2,826,551, Geen, U.S. Patent No. 3,964,500, Drakoff, issued June 22, 1976, U.S. Patent No. 4,364,837, Pader, and British Patent No. 849,433. , Woolston. Silicon Compounds, distributed by Petrarch Systems, Inc, 1984, provides a comprehensive, though not the only list of suitable silicone compounds.

Another nonvolatile dispersion silicone which may be particularly suitable is silicone rubber. The term sclerone rubber, as used herein, means a polyorganosiloxane material having a viscosity greater than or equal to 1 m ² · s · s (1 000 000 centistokes) at 25 ° C. It is understood that the silicone rubbers described herein may also overlap with the silicone compounds described above. This overlap is not intended to limit any of these materials. Silicone rubbers are described by Petrarch et al., Including U.S. Patent No. 4,152,416, Spitzer et al, issued May 1, 1979 and Noll, Walter, Chemistry and Technology of Silicones, New York, Academic Press 1968. Silicone rubbers are also SE 30, SE 33, SE 54 and SE 76. Silicone rubbers typically have a relative molecular weight of greater than 200,000, generally 200,000 to 1,000,000. Specific examples include poly (dimethylsiloxane) copolymers. copoly (dimethylsiloxane / methylvinylsiloxane), copoly (dimethylsiloxane / diphenylsiloxane / methylvinylsiloxane) and mixtures thereof.

Silicone resins, which are highly crosslinked polymeric siloxane systems, are also suitable. Crosslinking is accomplished by incorporating trifunctional and tetrafunctional silanes into monofunctional or bifunctional silanes, or both, during the production of the silicone resin. As is well known in the art, the degree of crosslinking that is required to obtain the resulting silicone resin varies according to the particular silane units incorporated into the silicone resin. In general, those silicone materials that have a sufficient level of trifunctional and tetrafunctional siloxane monomer units and hence a sufficient level of crosslinking to dry to a solid or hard film are considered silicone resins. A measure of the level of crosslinking of a particular silicone material is the ratio of oxygen atoms to silicon atoms. Silicone materials having an oxygen atom to silicon atom ratio of at least 1.1 will generally be silicone resins. The ratio of oxygen to silicon atoms is preferably at least 1.2: 1.0. Silanes used in the production of silicone resins include monomethyl-, dimethyl-, trimethyl-, monophenyl-, diphenyl-, methylphenyl-, monovinyl- and methylvinylchlorosilanes and tetrachlorosilane, with methyl-substituted silanes being most commonly used. Preferred resins are offered by General Electric as GE SS4230 and SS4267. Commercially available silicone resins are generally supplied in dissolved form as a low volatile or non-volatile silicone fluid.

• fefefe fefe fefe fefe • fefe • fefefe • fefefe viscosity. The silicone resins for use herein should be supplied and incorporated into the compositions of the present invention in such dissolved form as will be readily apparent to those skilled in the art. Without wishing to be bound by theory, it is believed that silicone resins can increase hair coverage by other silicone compounds and can significantly increase hair shine through high refractive index.

Other suitable silicone resins are silicone resin powders such as the material listed under CTFA designation as polymethylsilsequioxane, which is commercially available as Tospear ™ from Toshiba Silicones.

A method for producing these silicone compounds can be found in Encyclopedia of Polymer Science and Engineering, Volume 15, second edition, pages 204-308, John Wiley & Sons, Inc., 1989.

Silicone materials and especially silicone resins can be conveniently identified by an abbreviated nomenclature system well known to those skilled in the art as MDTQ nomenclature. In this system, silicone is described according to the presence of the various siloxane monomer units that form silicone. Briefly, the symbol M denotes the monofunctional unit (CH3) ₃ SiOo, 5, D denotes the difunctional unit (CH _{3) 2} SiO; T denotes the trifunctional unit _(CH3) SiO _J5 and Q denotes the tetrafunctional unit SiO _second Superscripts of unit symbols, e.g., M ', D', T'and Q ', denote substituents different from the methyl group, and these must be specifically defined for each occurrence thereof. Typical alternative substituents include groups such as vinyl, phenyl, amino, hydroxyl, etc. Molar ratios of different units, whether as subscripts for symbols indicating the total number of each type of unit in silicone or its diameter, or specifically indicated ratios in combination with molecular weight , complete the description of the silicone material in the MDTQ system. Higher relative molar amounts of T, Q, Τ 'and / or Q' to D, D 'M and / or M' in the silicone resin indicate a high level of · 0 ··· · 0 ·· · · · · 0 00 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 . However, as discussed above, the overall level of crosslinking can also be indicated by the ratio of oxygen to silicon.

Preferred silicone resins for use herein are MQ, MT, MTQ, MQ and MDTQ resins. Thus, a preferred silicone substituent is methyl. Particularly preferred are MQ resins wherein the M: Q ratio is 0.5: 1.0 to 1.5: 1.0 and the average relative molecular weight of the resin is 1000 to 10,000.

Commercially available silicone compounds useful herein include Dimethicon under the trade name D-130, cetylDimethicone under the trade name DC2502, stearylDimethicone under the trade name DC2503, emulsified poly (dimethylsiloxanes) under the trade names DC1664 and DC1784, and an alkyl grafted copolymer under the trade name silicone emulsion. DC2-2845, all available from Dow Corning Corporation and emulsion polymerized Dimethiconol available from Toshiba Silicone as described in British Patent Application 2,303,857.

Cationic polymers

Cationic polymers are useful herein as adjunct conditioning agents. The term polymer, as used herein, will include materials made by either polymerizing one kind of monomer or made from two (i.e., copolymers) or more kinds of monomers.

The cationic polymer is preferably a water-soluble cationic polymer. By a cationic, water-soluble polymer is meant a polymer that is sufficiently soluble in water to form a substantially clear solution to the ordinary eye at a concentration of 0.1% in water (distilled or equivalent water) at 25 ° C. The preferred polymer will be sufficiently soluble to form a substantially clear solution at a concentration of 0.5%, more preferably at a concentration of 1.0%.

• · · · · · · · ·

The cationic polymers herein will typically have an average relative molecular weight of at least 5,000, typically at least 10,000 and less than 10,000,000. The relative molecular weight is preferably 100,000 to 2,000,000. The cationic polymers will generally have nitrogen-containing groups such as quaternary ammonium or cationic amino groups and mixtures thereof.

The positive charge density is preferably at least 0.1 milliequivalents / g, more preferably at least 1.5 milliequivalents / g, even more preferably at least 1.1 milliequivalents / g and even more preferably at least 1.2 milliequivalents / g. The positive charge density of the cationic polymer can be determined according to the Kjeldahl method. Those skilled in the art will recognize that the charge density of amino-containing polymers may vary depending on the pH and isoelectric point of the amino groups. The charge density should be within the above limits at the pH of the intended use.

Any anionic counterions may be used for the cationic polymers as long as the water solubility criterion is met. Suitable counterions include halides (e.g., chloride, bromide, iodide or fluoride, preferably chloride, bromide or iodide), sulfate and methylsulfate. Other ions may also be used, as this list is not exclusive.

The nitrogen-containing cationic group will generally be present as a substituent on a fraction of all monomeric units of the cationic hair conditioning polymers. Thus, the cationic polymer may include copolymers, terpolymers, etc. of quaternary ammonium or cationic amino substituted monomer units and other non-cationic units referred to herein as intermittent monomer units. Such polymers are known in the art and various can be found in the CTFA Cosmetic Ingredient Dictionary, 3rd Edition, editors of Estrin, Crosley and Haynes, (The Cosmetic, Toiletry, and Fragrance Association, Inc., Washington, DC, 1982).

Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amino groups or quaternary ammonium functionalities with water-soluble spacer monomers such as acrylamide, methacrylamide, alkyl and dialkyl acrylamides, alkyl and dialkyl methacrylamides, alkyl acrylate, vinyl methacrylate, vinyl methacrylate, vinyl methacrylate. The alkyl and dialkyl substituted monomers preferably have C 1 to C ₇ alkyl groups, more preferably C 1 to C ₃ alkyl groups. Other suitable spacer monomers include vinyl esters, vinyl alcohol (made by hydrolysis of polyvinyl acetate), maleic anhydride, propylene glycol and ethylene glycol.

The cationic amines may be primary, secondary or tertiary amines, depending on the particular type and pH of the formulation. In general, secondary and tertiary amines, particularly tertiary amines, are preferred.

The amino-substituted vinyl monomers can be polymerized in the form of an amine and then converted to ammonium by quaternization reaction. Amines can also be similarly quaternized after polymer formation. For example, tertiary amine functionalities can be quaternized by reaction with a salt of formula R ¹¹⁸ X, wherein R ¹¹⁸ is a short chain alkyl group, preferably a C 1 to C ₇ alkyl group, more preferably a C 1 to C ₃ alkyl group, and X is a salt-forming anion such as is defined above.

Suitable cationic amino and quaternary ammonium monomers include, for example, vinyl compounds substituted with dialkylaminoalkyl acrylate, dialkylaminoalkyl, monoalkylaminoalkylakrylatem, monoalkylaminoalkyl acrylate, monoalkylaminoalkyl trialkylmethakryloxyalkylamoniovou salt, trialkyl salts diallylovými with quaternary ammonium salts, and vinyl with quaternary ammonium monomers having rings containing cyclic nitrogen such as pyridinium, imidazolium and quaternary pyrrolidone, for example, alkyl vinyl imidazolium, alkyl vinyl pyridinium, alkyl vinyl pyrrolidone salts. The alkyl moieties of these monomers are preferably &quot;,&quot; to &quot;,&quot;,&quot;&quot; Lower alkyl groups such as C 1 to C ₃ alkyl groups, more preferably C 1 and C ₂ alkyl groups. Suitable amino substituted vinyl monomers for use herein include dialkylaminoalkylacrylate, dialkylaminoalkylmethacrylate, dialkylaminoalkylacrylamide and dialkylaminoalkylmethacrylamide, wherein the alkyl groups are preferably C 1 to C 7 hydrocarbyl groups, more preferably C 1 to C ₃ alkyl groups.

The cationic polymers herein may include mixtures of monomer units derived from amino substituted and / or quaternary ammonium substituted monomer and / or compatible interstitial monomers.

Suitable cationic hair conditioning polymers include, for example, copolymers of 1-vinyl-2-pyrrolidone and 1-vinyl-3-methylimidazolium salt (e.g., chloride salts) (industry referenced by the Cosmetic, Toiletry, and Fragrance Association, CTFA, such as Polyquatemium-16). ), such as those commercially available from BASF Wyandotte Corp. (Parsippany, NJ, USA) under the trade name LUVIQUAT (e.g. LUVIQUAT FC 370), copolymers of 1-vinyl-2-pyrrolidone and dimethylaminoethyl methacrylate (referred to in the CTFA industry as Polyquatemium-11) such as those commercially available from Gaf Corporation (Wayne, NJ, USA) under the trade name GAFQUAT (eg, GAFQUAT 755N), cationic polymers containing diallyl quaternary ammonium groups, including, for example, a homopolymer of dimethyldiallylammonium chloride and copolymers of acrylamide and dimethyldiallylammonium chloride, referred to in the industry (CTFA) Polyquatemium 6 and Polyquatemium 7 and mineral acid salts of aminoalkyl esters of homopolymers and copolymers of unsaturated carboxylic acids having 3 to 5 carbon atoms, as described in US Patent 4,009,256.

Other suitable cationic polymers are amphoteric terpolymers consisting of acrylic acid, methacrylamidopropyltrimethylammonium chloride, and

4 4 4

445 44 4

Methyl acrylate having the structure shown below and referred to in the industry (CTFA) referred to as Polyquatemium 47. An example of a suitable commercial material is MERQUAT 2001® (XXI), supplied by Calgon Corp., wherein the ratio of n ⁶ : n ⁷ : n ⁸ is 45: 45: 10.

<fH _3'-CH2 - _<pH-F-CH2 - <p ^ Fy-FCH HF-R ° (XXI) R a

NH <p = o

OCH ₃ (CH ₂ ) ₃ ch ₃ —n-ch ₃ ch ₃

Other cationic polymers that can be used include polysaccharide polymers such as cationic cellulose derivatives and cationic starch derivatives.

Cationic polysaccharide polymeric materials useful herein include those having Formula XXII, no

ZO-R-NR ¹²² ) X / (XXII)

121 wherein Z ⁷ is an anhydroglucose residue, such as a starch or cellulose anhydroglucose residue, R ¹¹⁹ is an alkyleneoxyalkylene, poly (oxyalkylene) or hydroxyalkylene group, or combinations thereof,

The groups R, R and R are independently alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl or alkoxyaryl groups, each group containing up to 18 carbon atoms and the total number of carbon atoms for each cationic group (i.e., the sum of the carbon atoms in the groups) R ¹²⁰ , R ¹²¹ and R ¹²² ) are preferably 20 or less and X is as previously described.

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Cationic cellulose is available from Amerchol Corp. &lt; tb &gt; (Edison, NJ, USA) in their polymer series Polymer JR® and LR®, such as trimethyl ammonium-substituted epoxide-reacted hydroxyethylcellulose salts, referred to in the industry (CTFA) as Polyquatemium 10. Another type of cationic cellulose comprises polymerized quaternary ammonium salts , in industry (CTFA) referred to as Polyquatemium 24. These materials are available from Amerchol Corp. &lt; tb &gt; (Edison, NJ, USA) under the tradename Polymer LM200®.

Other cationic polymers that can be used include cationic guar gum derivatives such as guar hydroxypropyltrimonium chloride, commercially available from Celanese Corp. in their Jaguar R series. Other materials include the quaternary nitrogen-containing cellulose ethers described in U.S. Patent 3,962,418 and the etherified cellulose-starch copolymers disclosed in US Patent 3,958,581.

Particularly suitable cationic polymers herein include Polyquatemium-7, Polyquatemium-10, Polyquatemium-24, Polyquatemium-39, Polyquatemium-47, and mixtures thereof.

High melting point compound

High melting point compounds are suitable adjunct conditioning agents herein. A high melting point compound useful herein has a melting point of at least 25 ° C and is selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, hydrocarbons, steroids, and mixtures thereof. Without wishing to be bound by theory, these high melting point compounds are believed to cover the hair surface and reduce friction, resulting in hair smoothness and easy combing. It will be appreciated by those skilled in the art that the compounds described in this section of the disclosure may, in some instances

98 • 9 9 9

9 9

999

9

999 9 9 • 9 9 99 9 9 9 9

9 9 9 9 9

9,999 9 9 9 *

9 9 9 9 9 9

9 9 9 9 9

For example, some fatty alcohol derivatives may also be classified as fatty acid derivatives. However, the classification is not intended to be limiting to the particular compound, but is done for convenience of classification and for nomenclature reasons. Further, it will be appreciated by those skilled in the art that, depending on the number and position of the double bonds and the length and position of the branches, certain compounds with certain carbon atoms required may have a melting point of less than 25 ° C. These low melting point compounds are not included in this section. Non-limiting examples of high melting point compounds are found in the International Cosmetic Ingredient Dictionary, 5th Edition, 1993 and the CTFA Cosmetic Ingredient Handbook, 2nd Edition, 1992.

Suitable fatty alcohols herein are those having 14 to 30 carbon atoms, preferably 16 to 22 carbon atoms. These fatty alcohols may be straight or branched chain alcohols and may be saturated or unsaturated. Non-limiting examples of fatty alcohols include cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.

Suitable fatty acids herein are those having 10 to 30 carbon atoms, preferably 12 to 22 carbon atoms, and more preferably 16 to 22 carbon atoms. These fatty acids may be straight or branched chain acids and may be saturated or unsaturated. Also included are diacids, triacids and other polybasic acids that meet these requirements. Also included are salts of these fatty acids. Non-limiting examples of fatty acids include lauric acid, palmitic acid, stearic acid, behenic acid, sebacic acid, and mixtures thereof.

Suitable fatty alcohol derivatives and fatty acid derivatives herein include fatty alcohol alkyl ethers, alkoxy substituted fatty alcohols, alkoxy substituted fatty alcohol alkyl ethers, fatty acid esters

0 0 ·

0 0 0

0 0 0 0 00

0

0000 0 0 0 0 0 0 0 0 0 0 0 0 0 0 alcohols, fatty acid esters with compounds having esterifiable hydroxy groups, hydroxy-substituted fatty acids and mixtures thereof. Non-limiting examples of fatty alcohol derivatives and fatty acid derivatives include materials such as methyl stearyl ether, ceteth compounds such as ceteth1 to ceteth-45, which are ethylene glycol ethers of cetyl alcohol, where the number designates the number of ethylene glycol groups present, steareth series compounds such as steareth-1 to steareth 10, which are ethylene glycol ethers of stearethalcohol, where the number designates the number of ethylene glycol groups present, ceteareth-1 to ceteareth-10, which are ethylene glycol ethers of cetearethalcohol, i.e. mixtures of fatty alcohols containing predominantly cetyl and stearyl alcohol, C 1 to C ₃₀ alkyl ethers of the compounds ceteth, steareth and ceteareth just described, polyoxyethylene ethers of behenyl alcohol, ethyl stearate, cetyl stearate, cetyl palmitate, stearyl stearate, myristyl myristate, polyoxyethylene acetyl ether stearate, poly oxyethylene stearyl ether stearate, polyoxyethylene lauryl ether stearate, ethylene glycol monostearate, polyoxyethylene monostearate, polyoxyethylene distearearate, propylene glycol monostearate, propylene glycol distearate, trimethylol propane distearate, sorbitan stearate, glycerate stearate stearate, glyceryl stearate stearate, glyceryl stearate stearate.

Suitable hydrocarbons herein include compounds having at least 20 carbons.

Suitable steroids herein include compounds such as cholesterol.

Preference is given to compounds having a high melting point consisting of a single compound of high purity. Highly preferred are single compounds of pure fatty alcohols selected from the group of pure cetyl alcohol, stearyl alcohol and behenyl alcohol. By pure is meant herein the compound has a purity of at least 90%, preferably at least 95%. These individual compounds of this to this totality of this to this to. This high purity provides good washability from the hair when the customer washes the product.

Suitable commercially available high melting compounds herein include: cetyl alcohol, stearyl alcohol and behenyl alcohol having the trade names of the KONOL series available from Shin Nihon Rika (Osaka, Japan) and the NAA series available from NOF (Tokyo, Japan), pure behenyl alcohol under the trade name 1-DOCOSANOL available from WAKO (Osaka, Japan), various fatty acids under the trade names NEO-FAT available from Akzo (Chicago, Illinois, USA), HYSTRENE, available from Witco Corp. (Dublin, Ohio, USA) and DERMA, available from Vevy (Genoa, Italy) and cholesterol under the trade name NIKKOL AGUASOME LA, available from Nikko.

Aqueous carrier

The compositions of the present invention include an aqueous carrier. The level and types of aqueous carrier are selected according to their compatibility with the other ingredients and other desired product characteristics.

Carriers suitable in the present invention include water and aqueous solutions of lower alkyl alcohols and polyalcohols. Suitable lower alkyl alcohols herein are monoalcohols having 1 to 6 carbons, more preferably ethanol and isopropanol. Suitable polyalcohols include propylene glycol, 2-methyl-2,4-pentanediol, glycerin and propanediol.

The aqueous carrier is preferably substantially water. Preferably, deionized water is used. Natural water containing inorganic cations may also be used depending on the desired product characteristics. The compositions of the present invention generally comprise 20 to 95%, preferably 30 to 92%, and more preferably 50 to 90% water.

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Hydrocarbon oil

The compositions of the present invention may further comprise a hydrocarbon oil. Suitable hydrocarbon oils herein include straight chain hydrocarbons, cyclic hydrocarbons and branched chain hydrocarbons, which may be either saturated or unsaturated if they have a melting point of up to 25 ° C. Without wishing to be bound by theory, it is believed that hydrocarbon oils can penetrate the hair and modify the hydroxy bonds of the hair, resulting in the softness and flexibility of the hair. Non-limiting examples of hydrocarbon oils are in the International Cosmetic Ingredient Dictionary, 5th Edition, 1993 and the CTFA Cosmetic Ingredient Handbook, 2nd Edition, 1992.

Preferably, the present invention comprises 0.01 to 10 wt. %, more preferably 0.5 to 10 wt. % hydrocarbon oil.

Suitable hydrocarbon oils herein have 12 to 40 carbon atoms, preferably 12 to 30 carbon atoms, and preferably 12 to 22 carbon atoms. Also included are polymeric hydrocarbon oils of alkenyl monomers such as polymers of C ₂ to C 6 alkenyl monomers. These polymers may be straight or branched polymers. Straight chain polymers will typically be of relatively short length with the total number of carbon atoms as described above. The branched chain polymers may have substantially longer chain lengths. The average relative molecular weight of these materials may vary widely, but will typically be up to 500, preferably 200 to 400, and more preferably 300 to 350. Various classes of mineral oils are also suitable herein. Mineral oils are liquid mixtures of hydrocarbons obtained from petroleum. Specific examples of suitable hydrocarbon materials include paraffin oil, mineral oil, dodecane, isododecane, hexadecane, isohexadecane, eicosene, isoeicosene, tridecane, tetradecane, polybutene, polyisobutene, and mixtures thereof. Preferred for use herein are hydrocarbons selected from the group consisting of mineral oil;

0000 # 00 0 »0 0 00 0 · 0000 0 00

9999 99 00 »00 00» 0 poly (α-olefin) oils such as isododecane, isohexadecane, polybutene, polyisobutene and mixtures thereof.

Commercially available hydrocarbons suitable herein include isododecane, isohexadecane, and isoeicosene under the trade names PERMETHYL 99 A, PERMETHYL 101A and PERMETHYL 1082, available from Presperse (South Plainfield, New Jersey, USA), a copolymer of isobutene and normal butene under the trade name INDOPOL H- 100, available from Amoco Chemicals (Chicago, Illinois, USA), a mineral oil under the trade name BENOL, available from Witco, isoparaffin under the trade name ISOPAR from Exxon Chemical Co. (Houston, Texas, USA) and polydecene with the trade name PURESYN 6 from Mobil Chemical Co.

Secondary supplementary conditioning agents

The compositions of the present invention may further comprise secondary adjunct conditioning agents. The secondary adjunct conditioning agents herein are selected from the group consisting of cationic surfactants, additional oily compounds, non-ionic polymers, and mixtures thereof. The secondary conditioning agents are preferably used at levels of 0.01 to 20 wt. %, more preferably 0.1 to 15 wt. %, even more preferably 1 to 10 wt. % of the preparation.

Cationic surfactant

Suitable cationic surfactants herein are any of those known to those skilled in the art.

Among the suitable cationic surfactants here are those which correspond to the general formula XXIII, * 4 4 4 · 9 <

• · · ··· 4

4

4444 99

444 *

4 4

4 444

4 * 4

4 · «4,444

4 * 44

4 4 4

4 4 ·

4 4 4 «4 44 _R o ° l

R ^{10 —} NR ¹⁰³ (XXIII)

104 wherein at least one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ and R ¹⁰⁴ is selected from an aliphatic group of 8 to 30 carbon atoms or aromatic, alkoxy, oxyalkylene, alkylamide, hydroxyalkyl, aryl or alkylaryl groups having up to 22 carbon atoms and the remaining R ¹⁰¹ , R ¹⁰² , R ¹⁰³ and R ¹⁰⁴ are independently selected from aliphatic of 1 to 22 carbon atoms or aromatic, alkoxy, polyoxyalkylene, alkylamide, hydroxyalkyl, aryl or alkylaryl groups having up to 22 carbon atoms and X ' is a salt-forming anion such as those selected from halogen (e.g., chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, and alkylsulfonate radicals. In addition to the carbon and hydrogen atoms, the aliphatic groups may contain ether linkages and other groups such as amino groups. Long-chain aliphatic groups, e.g., those having 12 or more carbons, may be saturated or unsaturated. It is preferred that the groups R ¹⁰¹ , R ¹⁰² , R ¹⁰³ and R ^{104 are} independently selected from C 1 to C 22 alkyl groups. Non-limiting examples of suitable cationic surfactants herein include materials having the following CTFA designations: quatemium-8, quatemium-14, quatemium-18, quaternium-18 methosulfate, quatemium-24, and mixtures thereof.

Among the cationic surfactants of formula XXIII, those containing at least one alkyl chain having at least 16 carbons are preferred. Non-limiting examples of these preferred cationic surfactants include behenyltrimethylammonium chloride, available, for example, under the tradename INCROQUAT TMC-80 from Croda and ECONOL TM22 from Sanyo.

·

Casein, cetyltrimethylammonium chloride available, for example, under the trade name CA-23 50 from Nikko Chemicals, trimethylammonium chloride with hydrogenated tallow alkyl, dialkyl (14-18) dimethylammonium chloride, dimethylammonium chloride with tallow dialkyl, dimethylammonium chloride with di (hydrogenated) alkyl group , distearyldimethylammonium chloride, dicetyldimethylammonium chloride, di (behenyl / arachidyl) dimethylammonium chloride, dibehenyldimethylammonium chloride, stearyldimethylbenzylammonium chloride, stearylpropyleneglycolphosphatdimethylammonium chloride, stearoylamidopropyldimide chloride), stearoylamidopropyldimide chloride

Also preferred are hydrophilically substituted cationic surfactants wherein at least one of the substituents contains one or more aromatic, ether, ester, amide or amine groups present as substituents or as a radical chain linkage wherein at least one of the R ¹⁰¹ to R ¹⁰⁴ radicals it comprises one or more hydrophilic groups selected from alkoxy groups (preferably C 1 to C ₃ alkoxy groups), oxyalkylene (preferably C 1 to C ₃ polyoxyalkylene) poles, alkylamide, hydroxy alkyl and alkyl ester groups and combinations thereof. The hydrophilically substituted cationic conditioning surfactants herein preferably contain from 2 to 10 nonionic hydrophilic groups located within the above limits. Suitable hydrophilically substituted conditioning cationic surfactants include those having the formulas XXIV to XXX below,

CH ₃ (CH ₂ ) —CH ₂ -N ⁱ -fCH ₂ CH ₂ OR 7 -X (XXIV) n ¹ m (CH ₂ CH ₂ O) - t H III where n is 8 to 28, m + m is 2 to 40, Z is a short chain alkyl group, preferably a C ₁ to C ₃ alkyl group, more preferably a methyl group or a (CH ₂ CH ₂ O) _{m 3} H group, wherein m '+ m ² + m ³ is up to 60 and the group X is a salt-forming anion such as those defined above, "106 _d 108

V T

R ¹ - N - (CH ₂ ) - IN-R (XV) ⁿ Where index n ² is 1 to 5, one or more of R ¹⁰⁵ , R ¹⁰⁶ and R ¹⁰⁷ are independently C 1 to C 30 alkyl, the remainder being CH ₂ CH ₂ OH, one or two of R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ are independently a C 1 to C 30 alkyl group and the remainder are CH ₂ CH ₂ OH, and X is a salt-forming anion as mentioned above,

R ¹ —N — N— (CH ₂ ) -NMCH ₂ ) —N

-R ¹¹² x ~ (XXVI) n ~ '

(XXVII) • wherein, independently of formulas XXVI and XXVII, Z is an alkyl group, preferably a C 1 to C ₃ alkyl group, more preferably a methyl group, and Z ³ is a short chain hydroxyalkyl group, preferably a hydroxymethyl or hydroxyethyl group, indices n ³ and n ⁴ are independently integers from 2 to 4 inclusive, preferably 2 to 3 inclusive, more preferably 2, R ¹¹¹ and R ¹¹² are independently substituted or unsubstituted hydrocarbon groups, C ₂ to C ₂ alkyl or alkenyl groups and the group X is a salt-forming anion as defined above,

R ¹ -IjíM3H ₂ <Pho) ^ - _CH3 HX ^m (XXVIII)

Wherein R is a hydrocarbon group, preferably a C 1 -C ₃ alkyl group, more preferably a methyl group, Z ⁴ and Z ⁵ are independently a short chain hydrocarbon group, preferably a C ₂ -C 4 alkyl or alkenyl group, more preferably an ethyl group , the index m ⁴ is 2 to 40, preferably 7 to 30, and the group X is a salt-forming anion as defined above,

Zr Ijí- _CH2 <PhCH ₂ -XA (XXIX)

R ¹¹⁵ OH wherein R ¹¹⁴ and R ¹¹⁵ are independently C 1 to C 3 alkyl, preferably methyl, Z ⁶ is C ₁₂ to C ₂₂ hydrocarbyl, alkylcarboxy or alkylamido, and A is protein, preferably collagen, keratin, lactic acid protein, silk, soy protein, cereal protein or hydrolyzed forms thereof, and group X is a salt-forming anion as defined above; C

HOCH ₂ -CHOH) ₄ —C- (CH ₂ ) —N-CH ₂ CH ₂ OH X (XXX) ^{11 1} 117

R wherein n ⁵ is 2 or 3, R ¹¹⁶ and R ¹¹⁷ are independently C 1 to C ₃ hydrocarbyl groups, preferably methyl, and X is a salt-forming anion as defined above. Non-limiting examples of hydrophilically substituted cationic surfactants useful in the present invention include materials having the following CTFA designations: quatemium-16, quatemium-26, quatemium-27, quaternium-30, quatemium-33, quatemium-43, ·· ·· ···················· · Quatemium-52, Quatemium-53, Quatemium-56, Quatemium-60, Quatemium-61, Quatemium-62, Quatemium-70, Quatemium- 71, quaemium-72, quatemium-75, quatemium-76 hydrolyzed collagen, quatemium-77, quatemium-78, quatemium-79 hydrolyzed collagen, quatemium-79 hydrolyzed keratin, quatemium-79 hydrolyzed milk protein, quatemium-79 hydrolyzed silk, quatemium -79 hydrolysed soy protein and quatemium-79 hydrolysed cereal protein, quatemium-80, quatemium-81, quatemium-82, quatemium-83, q uatemium-84 and mixtures thereof.

Highly preferred hydrophilically substituted cationic surfactants include dialkylamidoethylhydroxyethylmonium salt, dialkylamidoethyldimmonium salt, dialkyloylethylhydroxyethylmonium salt, dialkyloylethyldimmonium salt and mixtures thereof, for example, commercially available under the following trade names: VARISOFT 110, VARISOAT 22212, VARISOFT 22212, VARISOFT 22212, VARISOFT 22212, VARISOFT 22212 , MACKPRO WLW, MACKPRO NSP, MACKPRO NSP, MACKPRO NLW, MACKPRO WWP, MACKPRO NLP, MACKPRO SLP by Mclntyre, ETHOQUAD 18/25, ETHOQUAD O / 12PG, ETHOQUAD C / 25, ETHOQUUO S / DE SP from Henkel and ATLAS G265 from ICI Americas.

Suitable cationic surfactants are amines. Preferred are primary, secondary and tertiary fatty amines. Particularly preferred are tertiary amido-substituted amines having an alkyl group of 12 to 22 carbons. Examples of tertiary amido-substituted amines include stearamidopropyldimethylamine, stearamidopropyldiethylamine, stearamidoethyldiethylamine, stearamidoethyldimethylamine, palmitamidopropyldimethylamine, palmitamidopropyldiethylamine, palmitamidoethyldiethylamin, palmitamidoethylenediamine;

0 0 0 0 0

I 0 0 00 00

0000 00 «0 • 0 0 · · · 0 0 0 0«

0 0 0 0 0 0 0 0

000 0 · 0 «behenamidoethyldiethylamine, behenamidoethyldimethylamine, arachidamidopropyldimethylamine, arachidamidopropyldiethylamine, arachidamidoethyldiethylamine, arachidamidoethyldimethylamine, diethylaminoethyl stearamide. Also suitable are dimethylstearamine, soybean dimethylamine, soybean amine, myristylamine, tridecylamine, ethylstearylamine, N-substituted tallow propanediamine, ethoxylated (5 mol ethylene oxide) stearylamine, dihydroxyethylstearylamine and arachidylbehenylamine. Suitable amines for the present invention are described in US Patent 4,275,055 to Nachtigal et al.

These amines can also be used in combination with acids such as L-glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, tartaric acid, citric acid, L-glutamic acid hydrochloride, maleic acid and their mixtures, more preferably L-glutamic acid, lactic acid, citric acid. The amines here are preferably partially neutralized with any of these acids in a molar ratio of amine to acid of 1: 0.3 to 1: 2, more preferably 1: 0.4 to 1: 1.

Supplementary oily compound

Suitable additional oily compounds herein include fatty alcohols and derivatives thereof, fatty acids and derivatives thereof. Complementary oily compounds useful herein may be volatile or non-volatile and preferably have a melting point of no greater than 25 ° C. Without wishing to be bound by theory, it is believed that additional oily compounds may penetrate the hair and modify the hydroxyl bonds of the hair, thereby providing the hair with softness and flexibility. The additional oily compounds of this section differ from the high melting point compounds described above. Non-limiting examples of additional oily compounds are found in the International Cosmetic Ingredient Dictionary,

5th edition, 1993 and CTFA Cosmetic Ingredient Handbook, 2nd edition 1992.

• ·

Suitable fatty alcohols herein include those having 10 to 30 carbon atoms, preferably 12 to 22 carbon atoms, and more preferably 16 to 22 carbon atoms. These fatty alcohols may be straight or branched chain alcohols and may be saturated or unsaturated alcohols, preferably unsaturated alcohols. Non-limiting examples of such compounds include oleyl alcohol, palmitooleyl alcohol, isostearyl alcohol, isocetyl alcohol, undecanol, octyldodecanol, octyldecanol, octyl alcohol, caprylalcohol, decyl alcohol and lauryl alcohol.

Suitable fatty acids herein include those having 10 to 30 carbon atoms, preferably 12 to 22 carbon atoms, and more preferably 16 to 22 carbon atoms. These fatty acids may be straight or branched chain acids and may be saturated or unsaturated. Suitable fatty acids include, for example, oleic acid, linoleic acid, isostearic acid, linolenic acid, ethyllinolenic acid, arachidonic acid, and ricinoleic acid.

Fatty acid derivatives and fatty alcohol derivatives are defined herein to include, for example, fatty alcohol esters, alkoxylated fatty alcohols, fatty alcohol alkyl ethers, alkoxylated fatty alcohol alkyl ethers, and bulky ester oils such as pentaerythritol ester oils, trimethylol ester oils, citrate ester oils, glycerol ester oils oils and mixtures thereof. Nonlimiting examples of derivatives of fatty acids and derivatives of fatty alcohols include, for example methyllinoleat, ethyl linoleate, isopropyllinoleat, isodecyl, isopropyloleat, ethyl oleate, oktyldodecyloleat, decyl oleate, butyl oleate, methyl oleate, oktyldodecylstearat, oktyldodecylisostearat, oktyldodecylisopalmitat, oktylisopelargonat, oktylpelargonat, hexylisostearat, isopropyl isostearate, isodecyl, isopropyl isostearate , ethylisostearate, methylisostearate, and Oleth-2. Suitable bulky ester oils, such as pentaerythritol ester oils, trimethylol, to this to this, to this, to, to, to. Ester oils, citrate ester oils and glycerol ester oils are those having a relative molecular weight. a weight of less than 800, preferably less than 500.

Suitable commercially available fatty alcohols and derivatives thereof include oleyl alcohol with the trade name UNJECOL 90BHR, available from Shin Nihon Rika, various liquid esters with the trade names SCHERCEMOL, available from Scher and hexylisostearate with the trade name HIS and isopropylisostearate having the trade name ZPIS , available from Kokyu Alcohol. Suitable commercially available bulky ester oils include trimethylolpropanetriacrylate / tricaprate under the trade name MOBIL ESTER P43 from Mobil Chemical Co.

Non-ionic polymer

Suitable nonionic polymers herein include cellulose derivatives, hydrophobically modified cellulose derivatives, ethylene oxide polymers, and ethylene oxide / propylene oxide based polymers. Suitable nonionic polymers are cellulose derivatives including methylcellulose under the trade name BENECEL, hydroxyethylcellulose under the trade name NATROSOL, hydroxypropylcellulose under the trade name KLUCEL, cetylhydroxyethylcellulose under the trade name POLYSURF 67, all available from Herculus. Other suitable noninogenic polymers are polymers based on ethylene oxide and / or propylene oxide with the trade names CARBOWAX PEGs, POLYOX WASRs and UCON FLUIDS, all available from Amerchol.

Polyalkylene glycols

These compounds are particularly suitable for formulations that are formulated to provide hair softness, moisturization. If present, these polyalkylene glycols are typically used at a level of 0.025 to 1.5%, preferably 0.05 to 1%, and more preferably 0.1 to 0.5% of the compositions.

9 9

Polyalkylene glycols are characterized by the general formula XXXI,

HÍOCH ₂ CHJ.201

H-hr-OH (XXXI) wherein R ²⁰¹ is selected from the group consisting of H, methyl, and mixtures thereof. When the group R ^{201 is} H, these materials are polymers of ethylene oxide, also known as polyethylene oxides, polyoxyethylenes and polyethylene glycols. When R is a methyl group, these materials are propylene oxide polymers, also known as polypropylene oxides, polyoxypropylenes, and polypropylene glycols. When R ^{201 is a} methyl group, it is understood that various positional isomers of the resulting polymers may also exist.

In the above structure, the index x3 has an average value of 1500 to 25,000, preferably 2500 to 20,000, and more preferably 3500 to 15,000.

Suitable polyethylene glycol polymers herein are PEG-2M, wherein the moiety

ΛΛ t

R equals H and the index x3 has an average value of 2000 (PEG-2M is also known as Polyox WSR® N-10, available from Union Carbide and as PEG-2000), PEG-5M, where the group R ²⁰¹ is equal to H and the index x3 has an average value of 5000 (PEG-5M is also known as Polyox WSR® N-35 and Polyox WSR® N-80, both available from Union Carbide and as PEG-5000 and Polyethylene Glycol 300,000), PEG -7M, where R ²⁰¹ is equal to H and the index x3 has an average value of 7000 (PEG-7M is also known as Polyox WSR® N-750, on 1 available from Union Carbide), PEG-9M, where R is equal to H and the index x3 has an average value of 9000 (PEG-9M is also known as Polyox WSR® N-3333, available from Union Carbide) and PEG-14, where R ²⁰¹ is equal to H and the index x3 has an average value of 14,000 ( PEG-14M is also known as Polyox WSR® N-3000, available from Union Carbide).

Toto • • • • to to to ♦ ♦ ♦ ♦ ♦ · · · · · to · toto · to toto toto to to

Other suitable polymers include polypropylene glycols and mixed polyethylene / polypropylene glycols.

Additional components

The shampoo compositions of the present invention may contain a number of additional ingredients which may be selected by one skilled in the art according to the desired characteristics of the finished product. Additional components include, for example, polyvalent metal cations, suspending agents, ethoxylated glucose derivatives, and other additional components.

Multivalent metal cations

Suitable polyvalent metal cations include divalent and trivalent metals, with divalent metals being preferred. Examples of metal cations include alkaline earth metals such as magnesium, calcium, zinc and copper, and trivalent metals such as aluminum and iron. Calcium and magnesium are preferred.

The multivalent metal cation can be added as an inorganic salt, an organic salt or as a hydroxide. The multivalent metal cation can also be added as an anionic surfactant salt as mentioned above.

The multivalent metal cation is preferably introduced as an inorganic salt or an organic salt. Inorganic salts include chloride, bromide, iodide, nitrate or sulfate, more preferably chloride or sulfate. Organic salts include L-glutamate, lactate, malate, i antaran, acetate, fumarate, L-glutamic acid hydrochloride, and tartarate.

It will be appreciated by those skilled in the art that when polyvalent salts of anionic surfactant are used as a method of introducing polyvalent metal cations into these compositions, only a small portion of the anionic surfactant can be in polyvalent form and the remainder of the anionic surfactant can be delivered in monovalent form.

4 »444 · 44 ·

4 4 4 4 ·

4444 · 44 ·

4 4 4 4 4 5

4 · 4 · ·

444 ·· ··

The hardness of conditioning shampoo compositions can be measured by standard methods in the art, such as titration with ethylenediaminetetraacetic acid (EDTA). If the preparation contains dyes or other color materials that interfere with the recorded color change when titrating EDTA, the hardness of the preparation should be determined in the absence of the interfering color or dye.

Suspending agents

A preferred additive component is a suspending agent, especially for formulations containing silicone compounds of high viscosity and / or large particle size. If present, the suspending agent is dispersed in the formulations. Suspending agents will generally comprise from about 0.1 to about 10 wt. % and more typically 0.3 to 5.0 wt. % of the preparation.

Preferred suspending agents include acyl derivatives such as ethylene glycol stearates, both mono- and distearate, long chain amine oxides such as alkyl (C ₁₆ -C ₂₂ ) dimethylamine oxides, eg, stearyl dimethylamine oxide, and mixtures thereof. When used in shampoo formulations, these preferred suspending agents are present in the formulations in crystalline form. Such suspending agents are described in U.S. Patent 4,741,855. Suitable commercially available acyl derivatives herein include ethylene glycol distearate with the trade names Elfacos RGDS available from Akzo, Lexemul EGDS, available from Inolex and Nikkol Estepearl 10, Nikkol PEARL-1222, to available from Nikko, ethylene glycol monostearate with the tradename EGMS-70, available from Nikko, Kemester 5220, available from Witco, Mackester EGMS from McCltyre, and ethylene glycol monopalmitate with the tradename Lanol P, available from Seppic.

Other suitable suspending agents include fatty acid alkanolamides, preferably having 16 to 22 carbon atoms, more preferably 16 to 18 carbon atoms, preferred examples of which include monoethanolamide 9

9 48 9 ·

• 999 999

9 9

9

9 9

9 · ·· 999 »* · ♦

9 9 9

9 · 9 9 9 · · 94 stearic acid, coconut monoethanolamide, stearic acid diethanolamide, stearic monoisopropanolamide and stearic monoethanolamide stearate.

Other suitable suspending agents include Ν, Ν-hydrocarbyl disubstituted substituted amidobenzoic acid and its soluble salts (eg, sodium and potassium salts), especially N, N-di (hydrogenated) C ₆ , C ₈ and the types of this tallow amidobenzoic acid. , which are commercially available from the Stepan Company (Northfield, Illinois, USA).

Other suitable suspending agents include xanthan gums. The use of xanthan gum as a suspending agent in silicone shampoo compositions is described, for example, in US Patent 4,788,006. Combinations of long-chain acyl derivatives and xanthan gum can be used as suspending agent in shampoo compositions. Such combinations are described in U.S. Patent 4,704,272.

Other suitable suspending agents include carboxyvinyl polymers. Among these polymers, polyallyl sucrose crosslinked acrylic acid copolymers are preferred, as described in US Patent 2,798,053. Examples of such polymers include carbomers, which are homopolymers of acrylic acid crosslinked with pentaerythritol allyl ether, sucrose allyl ether or propylene allyl ether. Neutralizing agents such as aminomethylpropanol, triethanolamine or sodium hydroxide may be required.

Other suitable suspending agents may be used in the formulations, including those which can impart gel viscosity to the formulation, such as water-soluble or water-colloid-soluble polymers such as cellulose ethers such as hydroxyethylcellulose, hydroxymethylcellulose, hydroxypropylcellulose, and materials such as guar gum, polyvinyl alcohol. , polyvinylpyrrolidone, hydroxypropyl guar gum, starch and starch derivatives.

• ·

4 · · 4 44 4444 * · • 4 44 444 * *

4 4 4 4 44 444 444 444 444 4

4444 Μ 44 444 · * 44

Ethoxylated glucose derivatives

A preferred additive component is an ethoxylated glucose derivative, particularly for increasing the viscosity of the formulations and for the phase stability of the formulations at high and low temperatures. If present, the ethoxylated glucose derivative is present at a level of 0.1 to 10 wt. % and more typically 0.3 to 5.0 wt. % of the preparation.

Suitable ethoxylated glucose derivatives include methyl gluceth 10, methyl gluceth 20, PEG-120 methylglucoside dioleate, PPG-10 methylglycoside, and PPG-20 methylglycoside. Highly suitable commercially available material here includes methyl gluceth 10 under the trade name GLUCAM E-10, PEG-120 methylglucoside diolea under the trade name Glucamate DOE-120, PPG-10 methylglucoside under the trade name GLUCAM P-10 and PPG-20 methylglucoside with the trade name GLUCAM P-20, all available from Amerchol.

Additional ingredients

A wide variety of additional ingredients can be incorporated into the present compositions. These ingredients include other conditioning agents such as hydrolyzed collagen under the trade name Peptein 2000, available from Hormel, vitamin E under the trade name Emix-d, available from Eisai, panthenol, available from Roche, panthenylethyl ether, available from Roche, hydrolyzed keratin, proteins, plant extracts and nutrients, emulsifying surface-active agents for dispersing in water-insoluble components, hair fixative polymers such as amphoteric fixation polymers, cationic fixation polymers, anionic fixation polymers, non-ionic fixation polymers and silicone graft copolymers, optical brighteners agents such as polystyrylstilbenes, triazinstilbenes, hydroxycoumarins, aminocoumarins, triazoles, pyrazolines, oxazoles, pyrenes, porphyrins and imidazoles, preservatives such as benzyl alcohol, methylparaben, propylparaben and the like;

00 0 0 0

0 ·

000 0 · 0000 00

0000 0 0 0 • 0 0 0 0

0 ·

0 ·

009 • 0 • 9 0 ♦

0 0 0 ·

Imidazolidinylurea, pH adjusting agents such as citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate, generally salts such as potassium acetate and sodium chloride, coloring agents such as any of FD&C or D&C dyes, hair oxidizing (decolorizing) agents such as hydrogen peroxide, peroxyborate and persulfate salts, hair reducing agents such as thioglycolates, perfumes and masking agents such as disodium ethylenediaminetetraacetate, UV and infrared imaging and absorption agents such as octylsalicylate. These additional additive components are usually used individually at levels of 0.01 to 10 wt. %, preferably 0.05 to 5 wt. % of the preparation.

DETAILED DESCRIPTION OF THE INVENTION

The following examples further describe and demonstrate embodiments falling within the scope of the present invention. The examples are given purely by way of illustration and are not to be construed as limiting the present invention, as many variations thereof are possible without departing from the spirit and scope of the invention. The components are described by chemical or CTFA name or otherwise defined below.

The compositions of the present invention are suitable for cleaning hair and are particularly suitable for making products in the form of a homogeneous single phase emulsion.

Examples 1 to 6 are conditioning shampoo compositions of the present invention which are particularly useful for hair cleansing.

Preparations

Folders Ex. 1 Ex.2 Ex.3 Ex.4 Ex. 5 Ex.6 Pentaerythrittetraisostearat * 1 1.0 0.8 0.5

• 99 • 999

Φ Pentaerythrittetraoleat 2 0.2 0.5 0.8 0.75 1.0 Laureth-3 ammonium sulfate 10 10 10 10 10 8 Ammonium lauryl sulphate 2 2 2 2 2 N-alkyl (coconut alkenyl) -Lglutamate * 3 4 4 6 ijt Disodium laurylsulfosuccinate 4 5 N-acyl-L-aspartate * 5 5 Sodium laurylaminohydrogendiacetat * 6 4 Alkyl (alkenyl from coconut) amidopropyl betaine 7 4 5 5 5 Alkyl (alkenyl from coconut) amidohydroxysultain 4 5 Laureth-10 1 1 Dimethicone 8 3.0 Silicone emulsion 19 2,0 Silicone emulsion 2 10 2,0 Silicone emulsion 3 11 2,0 Alkylsilicone * 12 2,0 AND Alkyl silicone emulsion 13 2,0 AND Polyquatemium-10 0.5 0.5 0.5 0.5 1.0 1.5 AND Polyquatemium-24 15 0.25 Polyquatemium-47 * 16 0.5 Cetyl alcohol 0.5 1.0 Stearyl alcohol 0.4 0.4 Behenyl alcohol 0.1

This to this this to this this to this to this this to this • ·· · ·· ··

Behenyltrimethylammonium chloride * 17 0.5 0.25 0.5 0.25 Stearamidopropylbetain 0.5 0.5 Dihydrogenated alkyl (alkenyl of tallow e) amidoethylhydroxyethyl 1- ammonium methosulfate * 18 0.25 0.25 0.25 1.0 0.25 0.25 MEA alkyl (coconut alkenyl) amide 1.5 1.5 1.5 1.5 1.5 3.0 Ethylenglykoldistearat 1.5 3.0 1.5 1.5 1.0 6.0 Perfume 0.5 0.5 0.5 0.5 0.5 0.5 Zinc pyrithion 19 1.0 1.0 Hydrolyzed collagen 20 0.01 0.01 0.01 0.01 0.01 0.01 Panthenol * 21 0,025 0,025 0,025 0,025 0,025 0,025 Panthenylethylether * 22 0.25 0.25 0.25 0.25 0.25 0.25 Vitamin E * 23 0.01 0.01 0.01 0.01 0.01 0.01 DMDM Hydantoin 0.37 0.37 0.37 0.37 0.37 0.37 PEG 120 Methylglucoside dioleate * 24 0.5 1.0 1.5 3.0 Methyl Gluceth-20 * 25 0.5 1.0 it Polya-olefin oil 26 0.35 0.35 MgCl ₂ 0.4 0.3 MgSO 4 0.3 0.3 0.3 0.3 NaCl 0.2 0.1 0.1 0.1 0.1 0.1 Deionized water up to 100%

Ingredient definition * 1 Pentaerythrittetraisostearat, KAK PTI, obtained from Kokyu alcohol. * 2 Pentaerythrittetraoleat, available from Shin Nihon Rika · 9 this · to · 99

999 · · to · 9 · · ♦ * · ··· this ·· · to ·· ·

* 9 N-Alkyl (coconut alkenyl) -L-glutamate, Amisoft CT-12S, available from Ajinomoto.

* 4 Disodium lauryl sulfosuccinate, Emcol 4400-1, available from Witco.

* 5 N-Acyl-L-aspartate, Asparak, available from Mitsubishi.

* 6 Sodium laurylamino hydrogen diacetate, Nissan Anon LA, available from Nippon Oil and Fat.

* 7 Alkyl (coconut alkenyl) amidopropyl betaine, Tego Betaine T, available from TH Goldschmidt.

* 8 Dimethicone, weight ratio 40 (gum) / 60 (liquid) type SE-76 dimethicone gum, available from General Electric Silicone.

Silicone emulsion, emulsion 1,000,000 cp Dimethiconol, particle size about 200 nm, available from Toshiba Silicone.

Silicone emulsion 2, emulsion 500,000 cp Dimethiconol, particle size about 200 nm, available from Toshiba Silicone.

* 11 Silicone emulsion 3, emulsion with 60,000 cps polydimethylsiloxane, particle size about 300 nm, obtained as DC 1664 from Dow Corning.

Alkylsilicone, a silicone alkyl cleaved DC2502 copolymer, available from Dow Corning.

Alkylsilicone emulsion, an alkyl-cleaved copolymer polymeric silicone emulsion DC2-285 from Dow Corning.

«Φ»

Polyquatemium-10, UCare Polymer LR400, available from Amerchol.

Polyquatemium-24, Quatrisoft Polymer LM-200, available from

Amerchol.

*

Polyquatemium-47, Merquat 2001, available from Calgon.

Behenyltrimethylammonium chloride, Econol TM22, available from Sanyo Kasei.

Dihydrogenated alkyl (tallow alkenyl) amidoethylhydroxyethylammonium methosulfate, Varisoft 110, available from Witco.

• Φ 00 00 0000 1 «

0000 000 0

0 0 0 0 000 0

000 00 0 990

000 00000

0000 00 00 000 ·· · * * 19 Zinc pyrithione, available from Olin.

* 20 Hydrolyzed collagen, Peptein 2000, available from Hormel.

* 21 Panthenol, available from Roche.

* 22 Panthenylethylether, available from Roche.

* 23 Vitamin E, Emix-d, available from Eisai.

* 24 PEG 120 Methylglucoside dioleate, GLUCAMATE DOE-120, available from Amerchol.

* 25 Methyl Gluceth-20, GLUCAM E-20, available from Amerchol.

* 26 Polya-olefin oil, Puresyn 6, obtained from Mobil.

Preparation method

The shampoo compositions of Examples 1 to 6, as shown above, can be prepared by any conventional method well known in the art. A preferred method is described below.

Pentaerythritol ester oils, detersive surfactants and, if present, cationic polymers and high melting point compounds are dissolved and dispersed in water to form a homogeneous premix at elevated temperature, e.g., above 70 ° C. If a silicone compound is present, a silicone emulsion is made which comprises a silicone compound, a small amount of a detersive surfactant and a portion of water. The remaining components can be added either to the premix or in the last step of the process. The premix and the remaining ingredients, if present, are thoroughly mixed at elevated temperature and then pumped through a stirring calender and then through a heat exchanger to cool to ambient temperature. To this cooled mixture is added perfume and, if present, inorganic salts and a silicone emulsion. Alternatively, the remaining components may be added at this step.

The embodiments described and represented by the preceding examples have many advantages. For example, they can provide the hair with softness and ease of combing when ··· · 4 «4444 · 4 44

4444 444 4444

4 4 4445 4 4 «4

444 44 4,444 · · ·

4 4 4 44444

4444> 4 44 444 44 44 hair is wet, as well as providing long-lasting moisturizing, softness and control of hair styling when the hair is dry without leaving hair greasy.

It is to be understood that the examples and embodiments described herein are for illustrative purposes only and that various modifications or changes will be proposed by those skilled in the art without departing from the spirit and scope thereof.

Claims (8)

1) a pentaerythritol ester oil of the following formula I, O CH ₂ O — CR ² o I o II I H, R ^ C — OCH ₂ -C — CH ₂ O — C — R ³ (i) θ, CH ₂ O-CR ⁴ wherein the groups R ¹ , R ² , R ³ and R ⁴ are independently branched, straight, saturated or unsaturated alkyl, aryl and alkylaryl groups having 1 to 30 carbons, What is claimed is: 1. A conditioning shampoo composition comprising: A conditioning shampoo composition according to claim 1, wherein the groups R ¹ , R ² , R ³ and R ⁴ are independently branched, straight, saturated or unsaturated alkyl groups having 8 to 22 carbons. (2) a detersive surfactant selected from the group consisting of anionic surfactants, ampholytic surfactants, nonionic surfactants, and mixtures thereof; 3. A shampoo composition according to claim 1, wherein the silicone compounds are selected from the group consisting of poly (dimethylsiloxane, polydiethylsiloxane). 404 · 0 · 0 0 · 0 · 44 9 4 0499 4 ·· » (3) an additional conditioning agent selected from the group consisting of silicone compounds, cationic polymers, high melting point compounds, and mixtures thereof; and The conditioning shampoo composition of claim 1, wherein the cationic polymers are selected from the group consisting of Polyquatemium-7, Polyquatemium-10, Poles quatemium-24, Polyquatemium-39, Polyquatemium-47, and mixtures thereof. 4 44 44 49449 4444 40 Polymethylphenylsiloxane, amodimethicone, dimethiconol, alkylsiloxane and mixtures thereof. 4,944 40 · 444 ·· · 4) an aqueous carrier. The conditioning shampoo composition of claim 1, wherein the high melting point compound is selected from cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof. 6. The conditioning shampoo formulation of claim 1 wherein the formulation forms a homogeneous phase of the emulsion itself. The conditioning shampoo composition of claim 1, wherein the composition further comprises a hydrocarbon oil. The conditioning shampoo composition of any one of claims 1 to 7, further comprising a secondary conditioning agent selected from the group consisting of cationic surfactants, supplemental oily compounds, non-ionic polymers, and mixtures thereof.