Patent GB-1440975-A (GB)
Title: Method and compositions for treating hair
IPC: A61Q5/00
Filed: 1973-07-10
Abstract: 1440975 Anti-dandruff shampoos HOECHSTAG 10 July 1973 [11 July 1972] 32853/73 Heading C5D [Also in Division A5] A composition for the treatment of hair comprises a 1-hydroxy-2-pyridone of the formula in which R 1  denotes hydrogen, an alkyl group having up to 17 carbon atoms, an alkenyl group having up to 17 carbon atoms, a cycloalkyl group having from 5 to 8 carbon atoms, a bicycloalkyl group having from 7 to 9 carbon atoms, a (C 5 -C 8 ) cycloalkyl (C 1 -C 4 ) alkyl group, an aryl group, an aralkyl group having up to 4 carbon atoms in the alkyl moiety, an aralkenyl group having up to 4 carbon atoms in the alkenyl moiety, an aryloxy-alkyl group having up to 4 carbon atoms in the alkyl moiety, an arylthio-alkyl group having up to 4 carbon atoms in the alkyl moiety, a diphenylmethyl group, a phenylsulphonyl-alkyl group having up to 4 carbon atoms in the alkyl moiety, a furyl group or a furylalkenyl group having up to 4 carbon atoms in the alkenyl moiety, said cycloalkyl groups and moieties being either unsubstituted or substituted by one or more identical or different alkyl groups having up to 4 carbon atoms, and said aryl groups and moieties being either unsubstituted or substituted by one or more identical or different substitutents selected from alkyl groups having up to 4 carbon atoms, alkoxy groups having up to 4 carbon atoms, nitro groups, cyano groups and halogen groups; R 2  denotes a hydrogen atom, a halogen atom, an alkyl group having up to 4 carbon atoms, an alkenyl group having up to 4 carbon atoms, an alkynyl group having up to 4 carbon atoms, or a benzyl group ; R 3  denotes a hydrogen atom, an alkyl group having up to 4 carbon atoms, or a phenyl group; and R 4  denotes a hydrogen atom, a halogen atom, an alkyl group having up to 4 carbon atoms, an alkenyl group having up to 4 carbon atoms, a methoxymethyl group, or a benzyl group in admixture or conjunction with a carrier suitable for application to human hair. The pyridone may be used in the form of a salt, e.g. a salt of a sparingly volatile organic base, or a sodium, potassium or ammonium salt. The pyridone may be used in a shampoo, hair rinse, hair lotion, hair spray or hair dressing. The following compositions are exemplified (1) a cream shampoo consisting of the sodium salt of the condensation product of saturated fatty acids of medium chain length and methyl taurine, the sodium salt of the condensation product of high molecular weight saturated fatty acids and methyl taurine, fatty acid polyglycol ester sodium salt of the condensation product of saturated fatty acids of medium chain length and sarcosine, water and the ethanolomine salt of (a) 1 - hydroxy - 4 - methyl - 6 - cyclohexyl- 2 - pyridone, (b) 1 - hydroxy - 4 - methyl - 6 - benzyl - 2 - pyridone, and (c) 1 - hydroxy - 4- methyl - 6 (2 - bicyclo[2,2,1]heptyl- 2 - pyridone, the morpholine salt of 1-hydroxy-4-methyl-6-(4- chlorobenzyl)-2-pyridone or the sodium salt of 1 - hydroxy - 3,4 - dimethyl - 6 - (2 - cyclohexylethyl)-2-pyridone, (2) a shampoo in aerosol form consisting of sodium lauryl ether sulphate, coco fatty acid diethanol amide, and (a) the ethanolamine salt of 1 - hydroxy - 4,6 - dimethyl- 2-pyridone, (b) the diethanolamine salt of 1- hydroxy-3,4,6-trimethyl-2-pyridone or (c) the triethanolamine salt of 1-hydroxy-2-pyridone, (3) a shampoo in tablet form and consisting of sodium lauryl sulphate, sodium sulphate, magnesium stearate and (a) the ethanolamine salt of 1-hydroxy-4-methyl-6-isopropyl-2-pyridone, (b) aminopropanol salt of 1-hydroxy-3,4-dimethyl - 6 - propenyl - 2 - pyridone and (c) the ethanolamino salt of 1-hydroxy-4,6-dimethyl- 3,5-dichloro-2-pyridone, (4) a shampoo in powder form consisting of sodium olyl methyl tauride, sodium tripolyphosphate or sodium hexametaphosphate, sodium sulphate, anticaking agent and (a) calcium salt of 1-hydroxy- 4 - methyl - 6 - (4 - tolyl) - 2 - pyridone, (b) magnesium salt of 1-hydroxy-4-methyl-6-(3- chloro - phenyl) - 2 - pyridone, (c) aluminium salt of 1-hydroxy-4-methyl-6-(2-naphthyl)-2- pyridone, (d) tetramethyl-ammonium salt of 1- hydroxy - 3 - benzyl - 4,6 - dimethyl - 2 - pyridone and (e) tetraethyl ammonium salt of 1- hydroxy - 4,6 - dimethyl - 5 - benzyl - 2 - pyridone, (5) a liquid shampoo consisting of coco fatty alcohol polyglycol ethers, coco fatty acid monoethanol amide, water and the sodium salt of 1 - hydroxy - 4,6 - dimethyl - 2 - pyridone, (6) a shampoo with an amphoteric surfactant consisting of sodium lauryl polyglycol ether sulpho-succinate, sodium lauryl ether sulphate, an amphoteric surfactant, coco fatty acid monoisopropanol amide, sodium-undecylenoic acid monoethanol amido-sulpho-succinate, and (a) the ethanolamine salt of 1-hydroxy-4- methyl - 6 - cyclohexyl - 2 - pyridone, (b) 2 - amino - 2 - methyl - propane - diol salts of 1 - hydroxy - 4 - methyl - 6 - heptyl - 3,5- dichloro-2-pyridone, (c) morpholine salt or ethanolamine salt of 1-hydroxy-4-methyl-6- phenyl - thio - methyl - 2 - pyridone, (d) triethanol amine salt of 1-hydroxy-4,6-diphenyl- 2-pyridone and (e) the dodecylamine salt of 1- hydroxy - 3,4,6 - trimethyl - 5 - chloro - 2 - pyridone, (7) a hair rinse containing (a) the potassium salt of 1-hydroxy-4,4-dimethyl-2- pyridone, or (b) the ethanol amine salt of either 1 - hydroxy - 4 - methyl - 6 - (2,4,4- trimethyl pentyl) - 2 - pyridone or of 1 - hydroxy- 4 - methyl - 6 - (4 - chlorophenoxy methyl)- 2-pyridone, (8) a hair lotion containing (a) 1- hydroxy - 4 - methyl - 6 - cyclohexyl - 2 - pyridone or the ethanolamine salt thereof or (b) the 2 - amino - 2 - methyl propanol salt or the 2 - amino - 2 - ethyl - propanol salt of 1- hydroxy - 4 - methyl - 6 - benzhydryl - 2 - pyridone, (9) a hair setting lotion containing (a) the morpholine salt of 1-hydroxy-4-methyl-6-(4- methyl - cyclohexyl) - 2 - pyridone, (b) the N - ethyl - ethanolamine salt of 1- hydroxy- 4 - methyl - 6 - (1 - ethyl - pentyl) - 2 - pyridone or (c) the ethanolamine salt of 1-hydroxy-4- methyl - 6 - (2,4 - dimethyl - benzyl) - 2 - pyridone, (10) a hair spray containing (a) 1-hydroxy- 4 - methyl - 6 - undecyl - 2 - pyridone, (b) 1 - hydroxy - 3,4 - dimethyl - 6 - octenyl - 2 - pyridone, (c) 1 - hydroxy - 4 - methyl - 6 - stearyl - 2 - pyridone, (d) 1 - hydroxy - 4 - methyl - 6 - (4 - methoxyl - styryl) - 2 - pyridone or (e) 1 - hydroxy - 4 - methyl - 6 - (4 - chlorophenyl - thiomethyl) - 2 - pyridone, (11) a hair dressing cream containing (a) the ethanol amine salt of 1 - hydroxy - 4 - methyl - 6 - cyclohexyl- 2-pyridone, (b) the cyclohexylamine salt of 1 - hydroxy - 4,6 - dimethyl -5 - allyl - 2 - pyridone or (c) the N,N - dimethyl stearylamine salt of 1 - hydroxy - 4 - methyl - 6 - (2 - furylvinyl) - 2 - pyridone and (12) a hair dressing gel containing (a) the sodium salt of 1-hydroxy-4- methyl - 6 - (4 - methyl - cyclohexyl) - 2 - pyridone or (b) the ethanolamine salt of 1-hydroxy- 4 - methyl - 6 - (4 - tolyl - thio methyl) - 2 - pyridone.