Classifications

• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/16—Organic compounds
  • C11D3/37—Polymers
  • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
  • C11D3/3742—Nitrogen containing silicones
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
  • C11D17/0047—Detergents in the form of bars or tablets
  • C11D17/006—Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/16—Organic compounds
  • C11D3/20—Organic compounds containing oxygen
  • C11D3/22—Carbohydrates or derivatives thereof
  • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
  • C11D3/227—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/16—Organic compounds
  • C11D3/37—Polymers
  • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/16—Organic compounds
  • C11D3/37—Polymers
  • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
  • C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions

Definitions

• compositions for personal washing which compositions comprise quaternary amine polymers.
• Liquid and solid bar compositions based on soap and/or synthetic surfactants are commonly used for cleansing the human body.
• a wide variety of additives have been suggested for inclu­sion in said compositions. Some enhance the physical properties, e.g., bar hardness, wear rate, resistance to water. Others enhance the in-use properties such as lather characteristics and some impact on the impression the composition has on the skin both during washing (bar feel) and afterwards.
• the useful polymers should be soluble or dispersible in water to a level of at least 1% by weight, preferably at least 5% by weight at 25°C.
• Suitable polymers are high molecular weight materials (mass-average molecu­lar weight determined, for instance, by light scattering, being generally from about 20,000 to about 5,000,000, preferably from about 50,000 to about 4,000,000, and more preferably from about 500,000 to about 3,000,000) and preferably have a thickening ability such that a 1% dispersion of the polymer in water at 20°C exceeds about 1 PaS(10 poise) at a shear rate of 10 ⁇ 2 sec ⁇ 1.
• Useful polymers are the cationic, nonionic, amphoteric, and anionic polymers useful in the cosmetic field. Preferred are cationic and nonionic resins and mixtures thereof. Highly pre­ferred are the cationic resins.
• the preferred cationic polymers include cationic guar gums such as hydroxyproxyltrimethylammonium guar gum.
• Odoriferous labile amines are detectable at levels as low as 2 ppb.
• Personal cleansing products containing odoriferous quat­ernary amine polymers are disclosed in one or more of the follow­ing patents: Pat. No. Date Inventor(s) US 3,761,418 9/1973 Parran, Jr.; US 4,234,464 11/1980 Morshauser; US 4,061,602 12/1977 Oberstar et al.; US 4,472,297 9/1984 Bolich et al.; US 4,491,539 1/1985 Hoskins et al.; US 4,540,507 9/1985 Grollier; US 4,673,525 6/1987 Small et al.; US 4,704,224 11/1987 Saud; and Jap. J57105 6/30/82 Pola.
• the present invention relates to a personal cleansing product made with a selected quaternized cationic polymer wherein each quaternary ammonium moiety is derived from a bulky amine.
• the preferred product is a toilet bar.
• An object of the present invention is to provide an improved toilet bar, preferably a soap bar, comprising a cationic polymeric skin conditioning agent which does not comprise a potential odoriferous amine moiety.
• the present invention comprises basic personal cleansing compositions comprising from about 0.2% to about 5% by weight selected cationic polymer wherein each cationic group is derived from a "bulky” amine.
• each cationic group is derived from a "bulky” amine.
• the compositions of this invention consistently exhibit superior odor stability due to the selected "bulky amine" cationic polymers.
• basic personal cleansing compositions as used herein means that the composition has a pH of at least about 7.5, preferably at least about 8.5.
• illustrations A and B show the theoretical degradation of labile amine containing cationic polymers in a basic environment.
• Bulky amine polymers are defined herein as POLYMERS with the following non-labile cationic functional group: (I) (POLYMER)-CR1H-CR2R3-NR4R5R6 wherein R1-R3 is H or any other substituent and R4, R5 and R6 combine with N to form an amine with less odor impact than trimethylamine, preferably at least one of R4, R5 and R6 is alkyl having a chain length of from about 2 to about 24 carbon atoms, or an alkoxy alkyl group con­taining from about 2 to about 12 carbon atoms.
• cationic guar gums having the following structures:
• HEC bulky amine hydroxyethyl cellulose
• the composition of this invention preferably comprises from about 0.2% to about 5%, preferably from about 0.5% to about 2%, of the cationic polymer.
• the average molecular weight of the pre­ferred cationic guar gum is from about 50,000 to about 1,000,000, preferably from about 100,000 to about 500,000, and more preferively from about 250,000 to about 400,000 and the degree of sub­stitution is from about 0.5 to about 4, preferably from about 1 to about 2.5.
• Some preferred cationic guars (galactomannans) are disclosed in U.S. Pat. No. 4,758,282, Stober et al., issued July 19, 1988, incorporated herein by reference.
• bulky amine cationic polymeric skin conditioning agents useful in the present invention have molecular weights of from 1,000 to 3,000,000.
• Useful polymers are selected from the group consisting of:
• members of the bulky amine cationic polysaccharide class include the cationic hydroxyethyl cellulose, e.g., LM-200 made by Union Carbide Corporation.
• the cationic copolymers of saccharides and synthetic cationic monomers useful in the present invention encompass those con­taining the following saccharides: glucose, galactose, mannose, arabinose, xylose, fucose, fructose, glucosamine, galactosamine, glucuronic acid, galacturonic acid, and 5 or 6 membered ring polyalcohols. Also included are hydroxymethyl, hydroxyethyl and hydroxypropyl derivatives of the above sugars.
• the surfactant component of the present compositions com­prises alkali metal soap or synthetic surfactant or mixtures thereof.
• Alkali metal soaps can be made by direct saponification of the fats and oils or by the neutralization of the free fatty acids which are prepared in a separate manufacturing process.
• Par­ticularly useful are the sodium and potassium salts of the mix­tures of fatty acids derived from coconut oil and tallow, i.e., sodium and potassium tallow and coconut soaps.
• tallow is used herein in connection with fatty acid mixtures which typically have an approximate carbon chain length distribution of 2.5% C14, 29% C16, 23% C18, 2% palmitoleic, 41.5% oleic and 3% linoleic. (The first three fatty acids listed are saturated.) Other mixtures with similar distribution, such as the fatty acids derived from various animal tallows. The tallow can also be hardened (i.e., hydrogenated) to convert part or all of the unsaturated fatty acid moieties to saturated fatty acid moieties.
• coconut oil and “coconut fatty acid” (CNFA) are used herein, they refer to fatty acid mixtures which typically have an approximate carbon chain length distribution of about 8% C7, 7% C10, 48% C12, 17% C14, 9% C16, 2% C18, 7% oleic, and 2% linoleic. (The first six fatty acids listed are saturated.) Other sources having similar carbon chain length distribution such as palm kernel oil and babassu kernel oil are included with the terms coconut oil and coconut fatty acid.
• a preferred soap bar of this invention comprises soap as its primary or sole surfactant It also contains as an essential ingredient a skin conditioning amount of a hydrated, cationic guar gum provided by a cationic guar gum polymer. This polymer is uniformly distributed in the soap bar matrix without affecting the smooth feel of the dry or wet bar.
• Another preferred toilet bar is based on mild synthetic surfactants as disclosed in commonly assigned U.S. Pat. No. 4,673,525, Small et al., issued June 16, 1987, incorporated herein by reference.
• Synthetic detergents can also be present in compositions herein.
• Preferred types of synthetic detergents are of the anionic or nonionic type.
• anionic synthetic deter­gents are the salts of organic sulfuric reaction products such as alkyl sulfates having the formula R24OSO3M; alkyl sulfonates having the formula R24SO3M; alkyl ether sulfates having the formula R24(OC2H4) x OSO3M; alkyl mono glyceride sulfonates having the formula and alkyl benzene sulfonates having the formula
• R24 is a straight or branched chain alkyl of from about 8 to about 24 carbon atoms; M is an alkali metal or ammonium ion; x is a number of from 1 to about 10; y is a number of from 1 to 4; and X is selected from the group consisting of chlorine, hydroxyl, and -SO3M, at least one X in each molecule being -SO3M.
• nonionic synthetic detergents are ethoxylated fatty alcohols (e.g., the reaction product of one mole of coconut fatty alcohol with from about 3 to about 30 moles of ethylene oxide) and fatty acid amides such as coconut fatty acid monoethanolamide and stearic acid diethanolamide.
• compositions herein can be free of synthetic detergents.
• synthetic detergents include the mild synthetic surfactants disclosed in U.S. Pat. No. 4,673,525, Small et al., issued June 16, 1987, incorporated herein by ref­erence.
• Insoluble alkaline earth metal soaps such as calcium stearate and magnesium stearate can also be incorporated into compositions of the present invention at levels up to about 30%. These materi­als are particularly useful in toilet bars in which synthetic detergents are present in that they tend to reduce the relatively high solubility which such bars normally have. These alkaline earth metal soaps are not included within the term “soap” as otherwise used in this specification. The term “soap” as used herein refers to the alkali metal soaps.
• compositions of the present invention can contain optional components such as those conventionally found in personal cleansing products.
• Conventional antibacterial agents can be included in the present compositions at levels of from about 0.5% to about 4%.
• Typical antibacterial agents which are suitable for use herein are 3,4-di and 3,4′,5-tribromosalicyla-anildes; 4,4′-­dichloro-3-(trifluoromethyl)carbanilide; 3,4,4′-trichlorocarbanil­ide and mixtures of these materials.
• Conventional nonionic emollients can be included as additional skin conditioning agents in the compositions of the present invention at levels up to about 40%, preferably at levels of from about 1% to about 25%.
• Such materials include, for example, mineral oils, paraffin wax having a melting point of from about 100°F., fatty sorbitan esters (see U.S. Pat. No. 3,988,255, Seiden, issued Oct. 26, 1976, incor­porated by reference herein), lanolin and lanolin derivatives, esters such as isopropyl myristate and triglycerides such as coconut oil or hydrogenated tallow.
• Free fatty acid such as coconut fatty acid can be added to the compositions herein to improve the volume and quality (creami­ness) of the lather produced by the compositions herein.
• perfumes, dyes and pigments can also be incor­porated into compositions of the invention at levels up to about 5%.
• Perfumes are preferably used at levels of from about 0.5% to 3% and dyes and pigments are preferably used at levels of from about 0.001% to about 0.5%.
• Toilet bars of the present invention can be prepared in any conventional manner.
• the bulky amine cationic polymer can be added to noodles of the base soap mixture containing from about 10% to about 22% moisture in an amalgamator.
• Any optional ingre­dients such as perfumes, dyes, etc., are also added to the amal­gamator.
• the mixture is processed in the amalgamator and milled in the conventional manner under conventional conditions. It is then extruded (plodded) into logs for cutting and stamping into toilet bars.
• the bulky amine cationic polymer is added to soap noodle and mixed in the soap mixing steps of the soap bar making process.
• the soap bars of this invention preferably contain up to 20% of a synthetic surfactant. If a synthetic surfactant is included, a mild one is preferred.
• a mild synthetic surfactant is defined herein as one which does relatively little damage to the barrier function of the stratum corneum.
• the mild surfactant is preferivelyably used at a level of 0-20%, preferably about 2-15%.
• the fatty acid soap and mild surfactant mixture preferably has a ratio of 2.5:1 to 37:1, preferably from 2.5:1 to 14:1, and most preferably from 6.5:1 to 14:1, soap:synthetic.
• a preferred soap bar of this invention also contains from about 2% to about 17% moisturizer, preferably one selected from glycerin and free fatty acid or mixtures thereof.
• the more preferred bar of this invention contains at least 4% moisturizer.
• Some preferred mild synthetic surfactants useful in this invention include alkyl glyceryl ether sulfonate (AGS), anionic acyl sarcosinates, methyl acyl taurates, N-acyl glutamates, alkyl glucosides, acyl isethionates, alkyl sulfosuccinate, alkyl phos­phate esters, ethoxylated alkyl phosphate esters, alkyl ether sulfates, methyl glucose esters, protein condensates, mixtures of alkyl ether sulfates and alkyl amine oxides, betaines, sultaines, and mixtures thereof.
• AGS alkyl glyceryl ether sulfonate
• anionic acyl sarcosinates methyl acyl taurates
• N-acyl glutamates alkyl glucosides
• acyl isethionates alkyl
• alkyl ether sulfates with 1 to 12 ethoxy groups especially ammonium and sodium lauryl ether sulfates.
• Alkyl chain lengths for these surfactants are C8-C22, preferably C10-C18.
• the most preferred mild surfactant is sodium CN AGS.
• LM-200 is a cationic cellulosic polymer comprising a bulky cocoyl amine.
• Guar HPTC is guar hydroxypropyltriammonium chloride is Jaguar C-15 (Hi-Tek). Molecular weight is about 200,000 ⁇ 75,000.
• BHT is included in the respective perfume formulas to impart preservative/antioxidant properties both to the perfume and to the finished bar formula.
• "Miscellaneous" includes a low level of sodium sulfate and unsulfonated alcohol which come in, e.g., as a by-product of the AGS stream.
• Plodded soap noodles are conveyed to a continuous mixer (CM) where approximately 1.0 part of cationic polymer is introduced, mixed, and plodded with the soap noodles. Uniform distribution during this addition and mixing step is important for acceptable bar feel performance.
• the polymer/soap noodles (generic noodles) are conveyed to milling.
• Two four-roll soap mills feed, stationary, middle, and top rolls are used in this step. This is a split milling (two set of mills are used in parallel) process to obtain a homogeneous mix. Efficient milling is needed in this intimate mixing step.
• CM continuous mixer
• CM wet mixing
• the mixture is milled using a four-roll mill, plodded, and then stamped into toilet bars of any convenient size and shape.
• the resulting bars are tested for odor.
• the bars have a pH of 9.5 in a 1% aqueous solution.
• the pH buffers are commercially available buffers: pH 7 - KH2PO4-NaOH pH 10 - H3BO3-KOH pH 14 - 1N NaOH. TABLE 3 Odor Evaluation of Polymers and Products Under Induced Alkaline Conditions (pH ⁇ 10-14) Polymer/Product Odor Evaluation JR-400 Strong amine odor Jaguar C-15 Strong amine odor LM-200 No amine odor Product of Ex. 1 No amine odor Product of Ex. 2 Strong amine odor Note: Ex. 1 product produced with LM-200 Ex. 2 product produced with Jaguar

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• Chemical & Material Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Wood Science & Technology (AREA)
• Engineering & Computer Science (AREA)
• Health & Medical Sciences (AREA)
• Molecular Biology (AREA)
• Emergency Medicine (AREA)
• Detergent Compositions (AREA)
• Cosmetics (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

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• 1990
  • 1990-06-19 CA CA002019264A patent/CA2019264C/en not_active Expired - Fee Related
  • 1990-06-22 DK DK90201638.5T patent/DK0405664T3/da active
  • 1990-06-22 AT AT90201638T patent/ATE137260T1/de not_active IP Right Cessation
  • 1990-06-22 EP EP90201638A patent/EP0405664B1/de not_active Expired - Lifetime
  • 1990-06-22 DE DE69026651T patent/DE69026651T2/de not_active Expired - Fee Related
  • 1990-06-22 ES ES90201638T patent/ES2086362T3/es not_active Expired - Lifetime
  • 1990-06-25 TR TR90/0575A patent/TR24531A/xx unknown
  • 1990-06-26 PE PE1990171296A patent/PE13191A1/es unknown
  • 1990-06-27 AR AR90317240A patent/AR243596A1/es active
  • 1990-06-28 MY MYPI90001099A patent/MY107250A/en unknown
  • 1990-06-28 EG EG40090A patent/EG19777A/xx active
  • 1990-06-28 NZ NZ234293A patent/NZ234293A/en unknown
  • 1990-06-29 MX MX021383A patent/MX173483B/es unknown
  • 1990-06-29 BR BR909003038A patent/BR9003038A/pt not_active IP Right Cessation
  • 1990-06-29 AU AU58055/90A patent/AU620999B2/en not_active Ceased
  • 1990-06-30 JP JP2174349A patent/JP2930671B2/ja not_active Expired - Lifetime
  • 1990-07-02 MA MA22166A patent/MA21897A1/fr unknown
• 1996
  • 1996-04-25 GR GR950403556T patent/GR3019754T3/el unknown

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