Title of Invention

COMPOSITION CONTAINING BIS-QUATERNARY SALTS OF CINAMIDOALKYLAMINES

Abstract

Composition for skin care, hair care and fabric care comprising at least one of cinnamidoalkylamine cationic bis-quaternary compounds of general Formula I, Formula I wherein; R1 is a substitute on benzene ring and can be four substituents such as R1a, R1b, R1c and R1d, same of different, and is selected from groups such as halo, -OH, -NH2, -NO2, -OCH3, -N(CH3)2, alkyl groups containing up to 6 carbon atoms, alkoxy groups containing up to 6 carbon atoms, alkylamino or N,N-dialkylamino groups containing up to 6 carbon atoms, thioalkyl groups containing up to 6 carbon atoms, alkyl sulfonate groups containing up to 6 carbon atoms; R2 is selected from hydrogen, alkyl group containing up to 6 carbon atoms, hydroxyalkyl group containing up to 6 carbon atoms and R5-OH, wherein R5 is polyalkylene oxide containing up to 20 moles of alkylene oxide such as ethylene oxide or propylene oxide and mixtures thereof; R3 and R4 are independently selected from benzyl, alkyl group containing up to 6 carbon atoms, B-hydroxyalkyl group containing up to 6 carbon atoms and R5-OH, wherein R5 is polyalkylene oxide containing up to 20 moles of alkylene oxide such as ethylene oxide or propylene oxide and mixtures thereof; n is an integer from 1 to 18; m is an integer from 1 to 10; X' is a counter anion of quaternary centres selected from halides including chloride, bromide, iodide and methane sulphonate and its derivatives such as trifluoro methane sulphonate, benzene sulphonates including itsp-bromo, nitro and methyl derivatives; 16 and the amount of said cinnamidoalkylamine bis-quaternary salts of Formula I, is from 0.5 to 10 % w/w of the said composition; and one or more ingredients is / are selected from a group of active ingredients consisting of moisturisers, film forming agents, emulsifiers, thickening agents, skin and hair conditioning agents, humectants, other UV-A and UV-B sunscreens, surfactants, herbal extracts, emollients, rheological modifiers and other formulation excepients such as stabilizers, chelating agents, colour, fragrances and medium if any and methods of making these formulations.

Full Text

FORM 2 THE PATENTS ACT, 1970 (39 of 1970) COMPLETE SPECIFICATION (See Section 10 : Rule 13) TITLE Composition containing bis -quaternary salts of cinnamidoalkylamines APPLICANT Galaxy Surfactants Ltd., C-49/2, TTC Industrial Area, Pawne, Navi-Mumbai 400 703, Maharashtra, India. A Public Limited Company Registered under Indian Company's Act - 1956 The following specification particularly describes the nature of this invention and the manner in which it is to be performed :- ORIGINAL 940/MUM/2000 Field of Invention : This invention relates to compositions containing cinnamidoalkylamiine bis-quaternary salts. More particularly this invention relates to compositions containing water-soluble cirmamidoalkylamine bis-quaternary salts of Formula I manufactured by the process described in Indian Patent Appln. No. 903 / Mum / 2000, filed on the same day as the patent application. Compositions of the present invention give protection from UV-radiation to skin, hair and textile because of the substantive nature of said UV-absorbing compounds of Formula I. Background and Prior Art: The harmful effects of solar UV-radiation are well known. The UV-B (290 - 320 nm) portion of solar spectrum is largely responsible for erythema (sunburn) and cancer. [M. M. Rieger, Cosmet. Toiletries, 102 (3), 91, (1987); L. Taylor, Skin Cancer Foundation J., 4, (90) (1986)]. Similarly, photodegradative effect of UV-radiation on human hair is well documented. Continuous exposure to sunrays makes human hair rough and brittle, difficult to comb and lighten hair color. UV rays are reported to damage the proteins of cuticles. Prolonged irradiation results in diminished tensile strength. [R. Beyak et al, J. Soc. Cosmet. Chem. 22, 667 - 668 (1971), E. Hoting et al, J. Soc. Cosmet. Chem 46, 85-99 (1995)] In addition, UV light is also known to fade garments [P. C. Screws, Text. Chem. Color, 11, 21 (1987); B. Milligan et al, Polym Degrad. Stab. 10 (4), 335 (1985)]. A number of UV-absorbing compounds like derivatives of salicylic acid, benzophenones, benzotriazoles, cinnamic acid have been used in personal care products. However, all these molecules suffered from a major disadvantage of lack of substantivity. To make this UV-absorbing moieties more substantive, structural modification have been introduced [US patent 3,879,443 (1975), 3,878,229 (1975), 4,061,730 (1977), 4,069,309 (1978), 4,680,144 (1987), 4,256,664 (1981)]. Two very recent patents [US patent 5,427,773 (1995) and US patent 5,601,811 (1997)] disclose cationic photofilters. The cationic nature of such molecules gives substantivity to skin, hair and fibres of cotton and wool. US patent 5,427,773 (1995) discloses substantive photofilters like dodecyl dimethyl amino benzamido propyl dimethyl ammonium tosylate. The cationic nature of such molecules gives the substantivity to hair surface and are claimed to increase softness of feel by having long alkyl chain. The efficacy of such photoprotective agents have been evaluated and shown to be effective in a variety of formulations for hair care that include, conditioning rinses, shampoos, hair spray, hair styling mousse. However, the sunscreening agents described in this patent are water-insoluble. The US patent 5,601,811 (1997) describes substantive UV-absorbing cinnamidoamine cationic quaternary salts and product compositions for detergents, household cleaners and hair and skin personal care products. 2 Water solubility of such molecules is very important for proper delivery and / or uniform distribution of these molecules on the skin and hair. That would also reduce use of many different compounds in one formulation for imparting each functional property desired. Substantive water-soluble compounds can be formulated in oil-free compositions so that the greasy-feel of cosmetic preparations based on hydrophobic carrier can be avoided. Thus, there is a need to for designing compositions that would effectively deliver / deposit the substantive UV-absorbing molecule on to the surface of skin, hair and fibre. Object of the Invention : The principle object of the present invention is to develop a UV-B protection compositions for personal care and fabric care. A group of new molecules which are capable of providing UV-B protection and which are water-soluble is described in our accompanying Indian Patent Appln. No. 903 / Mum / 2000, the main object of the present invention is to develop UV-B protection compositions particularly for skin, hair and textiles based on substantivity of these molecules. Thus, the object of the present invention is to develop UV-B protection compositions, particularly for skin such as soaps, shampoos, creams and lotions. Another object of the present invention is to develop UV-B protection compositions, particularly for textiles and more particularly for garments, such as detergent powders, liquids, whiteners, blues, rinse solutions, etc. in hand machine wash products. Summary of the Invention : Accordingly, this invention relates to skin care, hair care and fabric care compositions comprising at least one of cinnamidoalkylamine cationic to-quaternary compounds of general Formula I, as, 3 Formula I wherein; R1 is a substitute on benzene ring and can be four substituents such as R1a, R1b, R1c and R1d, same of different, and is selected from groups such as halo, -OH, -NH2, -N02, -OCH3, -N(CH3)2, alkyl groups containing up to 6 carbon atoms, alkoxy groups containing up to 6 carbon atoms, alkylamino or N,N-dialkyl ami no groups containing up to 6 carbon atoms, or, thioalkyl groups containing up to 6 carbon atoms, alkyl sulfonate groups containing up to 6 carbon atoms; R2 is selected from hydrogen, alkyl group containing up to 6 carbon atoms, hydroxyalkyl group containing up to 6 carbon atoms and R5-OH, wherein R5 is polyalkylene oxide containing up to 20 moles of alkylene oxide such as ethylene oxide or propylene oxide or mixtures thereof; R3 and R4 are independently selected from benzyl, alkyl group containing up to 6 carbon atoms, (3-hydroxyalkyl group containing up to 6 carbon atoms and R5-OH, wherein R5 is polyalkylene oxide containing up to 20 moles of alkylene oxide such as ethylene oxide or propylene oxide or mixtures thereof; n is an integer from 1 to 18; m is an integer from 1 to 10; X" is a counter anion of quaternary centres selected from halides including chloride, bromide, iodide and methane sulphonate and its derivatives such as trifluoro methane sulphonate, benzene sulphonates including its p-bromo, nitro and methyl derivatives; which have been prepared for the first time as described in the accompanying Indian Patent Appln. No. 903 / Mum / 2000 and one or more ingredients of the conventional composition. Description of the invention : This invention provides compositions using cinnamidoalkylamines that are water-soluble, UV-absorbing, substantive to skin, hair and textile fibres and anti-microbial in nature. The process for manufacture the same has been reported in the accompanying Indian Patent Appln. No. 903 / 4 Mum / 2000. These compounds in general are represented by Formula I in the accompanying drawing. The substituents R1.R2.R3, R4, X, and integers m and n are listed by numbers in Table A below. The combinations of substituents in the Formula I are given for compounds in general in column I and those in order of preference for the use in this invention in columns I, II, III, IV in Table B. Table A : List of substituents used in the claimed compounds. Table B : Combination of substituents in Formula I in the accompanying drawing : Compounds in General I, and those in order of preference II, III, IV. 5 These compounds are referred as 'bis-quaternaries' hereafter. These few-quaternaries of Formula I are applied to skin and hair in the form of compositions such as sunscreens, tanning lotions, soap bars, shampoos, hair conditioners and the like, in which the UV-absorbing compounds are combined with cosmetically acceptable diluent or carrier. The term 'cosmetically acceptable diluent or carrier' denoted a non-toxic, non-irritating substance which when mixed with UV-absorbing to-quaternary compounds of Formula I makes the compounds more suitable to be applied to the skin and hair. It may be noted that the cosmetically acceptable carriers have to be compatible with the active ingredients themselves. The compositions can thus be solutions, lotions, liquid or solid creams, aerosols, solids and the like. The hair care and skin care compositions may contain one or more ingredients selected from cosmetic agents such as surfactants, sunscreen chemicals, after-sun treatment materials, emollients, humectants, perfumes, anti-perspirants, moisturisers, colour-cosmetic materials, herbal extracts, occlusive oils, therapeutic and essential oils and these ingredients are present up to 25 % w/w in such compositions. Sunscreen and tanning lotion compositions in accordance with the present invention are formed by mixing, dissolving the UV-absorbing compounds into the desired cosmetically acceptable diluent or carrier. The hair care and skin care compositions of the present invention can be aqueous dispersions containing up to 90 % w/w of cinnamidoalkylamino to-quaternary salts and other water-dispersible ingredients. For solutions, the inert solvents that can be employed are water, alcohols, and glycols or mixtures thereof. Other suitable solvent include polyethoxylated triglycerides, polyethoxylated or propoxylated fatty alcohols. Lotions may be formed from an aqueous solution of one of the UV-absorbing compounds of Formula I, with or without one or more of the inert solvents by combining with film forming polymers like proteins, polyvinyl pyrrolidone, polyvinyl alcohols and the like, film-forming starches and resins and the like. Oil-in-water and water-in-oil emulsion can also be employed as vehicle to form lotions. Conventional oil soluble UV-absorbing compound like cinnamates, salicylates, p-aminobenzoates can be dissolved in oily phase of emulsion lotions. Oil-in-water and water-in-oil emulsions may also be employed as the vehicle to form lotions. The water-soluble bis-quaternaries of Formula I are dissolved in an aqueous phase of the emulsion and combined with the oily phase using a suitable cationic emulsifier such as stearylkonium chloride. Vegetable or mineral oils are suitable for use in the oil phase include mineral oil, petroleum, castor oil, sesame oil and the like. 6 Conventional oil-soluble UV-absorbing compounds may be added to the oil-phase of emulsion lotions. Such UV-absorbing compounds include p-aminobenzoates, salicylates, ferrulic acid derivatives, phenylbenzimidazole, benzophenone derivatives, thioctic acid derivatives, oil-soluble cinnamates and the like. Emulsion creams may be prepared in similar manner. Perfumes, fragrances, anti-oxidants, preservatives, dyes colorants, insect repellants, fillers and suspended particulate matter, emollients, humectants, thickners and the like may optionally be included in the sunscreen and tanning lotion compositions of the present invention. The sunscreen and tanning lotion compositions of the present invention contain an effective amount of one or more of UV-absorbing compounds of Formula I to prevent erythema. In general, an amount of about 0.5 % to 10 % w/w and preferably between 2.5 % and 8.0 % w/w of total composition of one or more of UV-absorbing compounds of Formula I. UV-absorbing bis-quaternaries may be formulated with above described cosmetically acceptable diluent or carrier to provide hair protecting composition. Formulations containing cinnamidoalkylamine few-quaternaries can be used in pump or aerosol spray. The hair protecting compositions of the present invention contain an effective amount of one or more of UV-absorbing few-quaternaries of Formula I to prevent UV-radiation damage to hair. The hair protection compositions thus formulated may be applied to hair in the same manner such as lotions, creams, tonics or gels for protection against UV-radiation. In addition, the hair protecting compositions of the present invention may also be formulated as hair care product such as shampoos, cream rinses, hair conditioners, hair dressing preparations, hair relaxers, hair coloring products and the like, capable of protecting hair from UV-B radiation. It may be noted that these bis-quaternaries are compatible with usual anti-dandruff agents like zinc pyrithione, Irgasan, Pyroctone can be incorporated in these anti-dandruff shampoos for additional affect of anti UV-B protection. Acceptable formula variations for the preparation of shampoos with one such compound of Formula I are illustrated in Table I. Table I: Shampoo 7 Acceptable formula variations for the preparation of hair conditioners with one such compound of Formula I are illustrated in Table II. Table II: Hair conditioner Likewise, an amount of UV-absorbing compounds of Formula I effective to prevent erythema may be formulated with skin care such as skin lotions, moisturizers, cleansing agents, liquid hand and body soap, bath additives and the like, lipstick, foundation and shaving compositions can have ability to prevent erythema on inclusion of bis-quaternaries of Formula I. Soap bars, both opaque and transparent / translucent can be formulated with one or more UV-absorbing compounds of Formula I. In soap bars, the bis-quaternaries can be incorporated from 0.5 to 10.0 % w/w, more preferably from 1.0 to 2.0 % w/w of total composition. Thus, the UV-absorbing compounds of Formula I can be incorporated into washing or bathing products for long lasting substantive effect. Acceptable formula variations for the preparation of transparent bathing bar with one such compound of Formula I are illustrated in Table III. Table III: Transparent bathing bar 8 Furthermore, the UV-absorbing compounds of Formula I can be effectively incorporated into typical detergent powder and household cleaning product compositions to impart anti-fading effect to fabric through substantivity. Typical detergent and household cleaning product compositions in accordance with the present invention include one or more surfactants, selected from anionic, cationic, nonionic and amphoteric detergents, alone or in combination, which are present in an amount from about 0.5 % to about 25 % w/w of the composition, on an active basis for each detergent present and preferably about 1.5 % to 20 % w/w. Acceptable formula variations for the preparation of detergent powder with one such compound of Formula I are illustrated in Table IV. 9 Table IV : Detergent powder Water and other additives (nonionic surfactants, chelating agents, bleaching agents, optical brighteners) would constitute around 5.0 %. The hair and skin protecting and detergent and household cleaning composition of the present invention are also formed by admixing, dissolving the UV-absorbing compounds of Formula I into the desired cosmetically acceptable diluent and carrier. The preferred compositions are solutions or dispersions in water. The compositions contain an effective amount of one or more of UV-absorbing compounds of the present invention to prevent erythema. In general, an amount of about 0.5 % to about 10 % w/w and preferably between 2.5 to 8.0 % w/w of total composition of one or more UV-absorbing compounds of the present invention may be used in the detergent, household cleaning products, personal hair and skin care products, sunscreens and tanning lotions. Typically, the ingredients are combined with mixing and addition of heat if necessary until a uniform, homogeneous product is formed. With respect to the emulsion products of the present invention, the water-soluble and water-insoluble ingredients are mixed together separately and combined with suitable emulsifier, preferably a cationic emulsifier, to form an emulsion. The invention will now be illustrated with the help of examples. The examples are by the way of illustrations only, and in no way restrict the scope of the invention. The following non-limiting examples set forth herein below illustrates certain aspects of their invention. They are not to be considered limiting as to the scope and nature of the present invention. The bis-quaternary compound that was used in the following compositions and subsequent experiments as shown in Formula I, wherein Rl = OCH3, R2 = H, R3, R4 = CH3, n = 3, m = 2 and X = CI and hereafter referred to as 'Bis-Quat' is prepared according to the process described in the accompanying Indian Patent Appln. No. 903 / Mum / 2000. Example I Composition of clear shampoo Ingredients % w/w SLES-2, Sodium lauryl ether sulphate - 2 E.O. 50.0 CAPB, Cocoamidopropyl betaine. 8.0 Galsilk 5.0 Bis-Quat 4.0 Chelating agent q.s NaCl q.s Fragrance q.s Colour q.s Preservatives q.s Water q.s to 100 % 10 The clear shampoo was prepared as follows : To stirred SLES-2 (100.0 g), CAPB (16.0 g) and water (56.0 g) were added and the temperature of the reaction mass was raised to 50°C. To this Bis-Quat (8.0 g) and Galsilk (10.0 g) were added and stirring was continued till a clear homogenous mixture was obtained. The resulting mixture was then cooled with continuous stirring. The required disodium EDTA, colour, perfume were added. The viscosity was adjusted with sodium chloride. The total weight of shampoo was adjusted to 200.0 g with water. The cinnamidopropyldimethyl to-quaternary was quite compatible in an anionic surfactant system and the clear shampoo formulation was obtained. SLES-2, Sodium lauryl ether sulphate, an anionic surfactant, 30 % aqueous solution, CAPB, Cocoamidopropylbetaine, an amphoteric surfactant, 30 % aqueous solution and Galsilk, Polyquaternium-7 are available from Galaxy Surfactants Ltd., Mumbai, India. Example II Composition of cream hair conditioner Ingredients % w/w Cetyltrimethylammonium chloride 4.5 Cetostearyl alcohol 5.5 Cocoamidopropylbetaine 0.5 Isopropylmyristate 1.0 Lanoline 1.5 Bis-Quat 2.0 Disodium EDTA q.s Fragrance q.s Preservatives q.s Water q.s to 100 % The cream hair conditioner was prepared as follows : A mixture of cetyltrimethylammonium chloride (9.0 g), cetostearyl alcohol (11.0 g) and cocoamidopropylbetaine (1.0 g) was heated to 70°C. To this a solution of Bis-Quat (4.0 g) in water (160.0 g) was added with continuous stirred in 30 minutes while maintaining the temperature at 70°C. The white cream thus obtained was cooled to 50°C and the other two ingredients lanoline (3.0 g) and isopropylmyristate (2.0 g) were added and stirred for one hour. Finally, it was cooled to room temperature under continuous stirring. The required disodium EDTA, preservatives and perfume were then added and the weight was adjusted to 200.0 g with water. 11 Cetyltrimethylammonium chloride is available from Flame Pharmaceuticals Pvt. Ltd., Mumbai, India, Isopropylmyristate is available from Anusynth Chemical Industries, Mumbai, India, Lanoline is available from Rolex Lanoline Products Ltd., Mumbai, India. Example III Composition of transparent bathing bar Ingredients % w/w SLES-2, Sodium lauryl ether sulphate, 2 E.O. 28.0 CAPB, Cocoamidopropyl betaine. 16.0 Propylene glycol 20.0 Sorbitol 8.0 Cocofatty acid 9.0 Stearic acid 13.8 Bis-Quat 1.0 Sodium hydroxide 3.5 Disodium EDTA q.s Fragrance q.s Colour q.s Water q.s to 100 % The transparent bathing bar was prepared as follows : To a stirred mixture of SLES-2 (56.0 g) and CAPB (32.0 g), propylene glycol (40.0 g), sorbitol (16.0 g), Bis-Quat (2.0 g) were added and the mixture was heated to 70°C. To this mixture sodium hydroxide (7.0 g) was added and continued to stir till its dissolution. At this point, cocofatty acid (18.0 g) and stearic acid (27.6 g) were added and the stirring was continued till the reaction mass became homogenous and transparent. The mixture was cooled to 40°C and the require amounts of disodium EDTA, perfume and colour were added and the weight was adjusted to 200.0 g with water if necessary. The molten mass was cast in moulds of desired shape to yield transparent bathing bar. It could be easily seen that the transparency of bathing bar was unaffected as was judged by simultaneous preparation of a transparent bathing bar without Bis-Quat. Example IV Composition of detergent Powder Ingredient % w/w 12 Soda ash 20.0 Sodium tripolyphosphate 25.0 Sodium chloride 5.0 Sodium sulphate 20.0 LABS - Linear alkyl benzene sulphonic acid 20.0 Sodium carboxy methyl cellulose 1.0 Sodium silicate 2.0 Bis-Quat 2.0 Nonionic surfactants q.s Bleaching agents q.s Optical brighteners q.s Disodium EDT A q.s Colour q.s Fragrance q.s Water q.s to 100 % Linear alkyl benzene suphonic acid is available from Albright and Wilson Chemicals (India) Ltd., Mumbai, India. The detergent powder was prepared as follows : Soda ash (40.0 g), sodium tripolyphosphate (50.0 g), sodium chloride (10.0 g) and sodium sulphate (40.0 g) were mixed well and linear alkyl benzene sulphonic acid (40.0 g) was added to this mixture slowly while being stirred. This mixture was then cooled. Bis-Quat (4.0 g), sodium carboxy methyl cellulose (2.0 g), sodium silicate (4.0 g) were then added to this mixture along with the other additives like nonionic surfactants, bleaching agents, optical brighteners, Disodium EDTA, colour and perfume. Water was added to the mixture if necessary to adjust the weight to 200.0 g and stirring was continued to get uniform detergent powder. Example V Measurement of substantivity (The dye test) A 2 % w/w active solution of Bis-Quat was prepared and was evaluated for hair substantivity. 1) Bleached hair tresses were washed with 10 % sodium lauryl sulphate solution and rinsed with copious amount of water. 2) The washed hair tresses were then immersed for 60 seconds in a solution of 0.5 % w/w Solar Red 5B1 dye p-(p-aminophenylazo)benzenesulphonic acid-N-benzoyl-J-acid from Clariant in water pH adjusted to 2.5 with sulphuric acid. The hair tresses were removed and washed with water. 3) Simultaneously bleached and washed hair were treated with 2.0 % solution of Bis-Quat for 5 minutes. The treated hair tresses were washed with water and then immersed in 0.5 % solution of Solar Red 5B1 dye for 60 seconds and removed and rinsed with water. 13 The control did not pick up the dye whereas the hair tresses treated with Bis-Quat were appreciably red. This is attributable to dye adsorption. The fact that the dye was adsorbed onto Bis-Quat treated hair tresses and not to the control tresses proves that the product is substantive to hair. Example VI Measurement of Substantivity (in shampoos) Virgin hair (5.0 g) were washed with 10 % SLES solution and rinsed with plain water. The tresses were treated for exactly 5.0 minutes with clear shampoo (containing 2 % Bis-Quat) that was diluted five times with water. After the treatment the tresses were washed thoroughly with copious amount of water. The adsorbed quaternary was extracted from the hair surface by immersing each tress in isopropanol at 65°C for 30 minutes. A known volume of this isopropanol / Bis-Quat mixture was analysed by UV-spectroscopy to determine its absorption intensity. The substantivity was found to be 22 mg /100 g of hair. An exactly identical experiment performed on washed hair with 1000 ppm aqueous solution of Bis-Quat showed the substantivity to be 104 mg /100 g of hair. Example VII Measurement of substantivity (in detergent powder) A piece of cotton fabric (5.0 g) was washed with detergent solution and rinsed with water. It was then treated with detergent powder (5.0 g in 200 ml water) of Example IV for 15 minutes. The cotton fabric was then removed and washed thoroughly with water. The adsorbed quaternary was then extracted from the cotton fibres by immersing in isopropanol at 65°C for 30 minutes. A known volume of this isopropanol / bis-quaternary was analysed by UV spectroscopy to determine its absorption. The substantivity on cotton fabric was found to be 21 mg /100 g of cotton fabric. An exactly identical experiment performed on a piece of cotton fabric using 1000 ppm solution of aqueous Bis-Quat showed the substantivity to be 124 mg /100 g of cotton fabric. The soap, detergent, skin care and hair care compositions comprising of one or more active ingredients and a cinnamidoalkylamine to-quaternary salt that is described by the Formula I substantially as described in the text and in the Example I, II, III and IV. 14 Advantages of the invention : 1. Compounds of Formula I, highly substantive and strong UV-absorbing molecules have been incorporated in formulations / compositions which are useful in preventing damaging effect of UV-B radiation on the skin and hair for longer period, even if they are applied in the form of 'rinse-off applications like shampoos and soaps. 2. The molecules of Formula I, have strong UV absorbance with e of 42,726 cm2/mol at Amax 292 nm. High substantivity for compounds of Formula I has been established. The substantivity experiment on hair when performed in a shampoo formulation, bis-quaternaries have keen found to be superior to the molecules from the prior art. This superior substantivity of the compounds of Formula I could be attributed to two cationic centres as against just one in commercially available molecules from the prior art. The surface activity of these molecules may aid in enhancing the adhesion to hair and skin. Unlike the UV-absorbers of the prior art, the compounds" of Formula I, do not have any labile or hydrolyzable linkage and hence are chemically stable molecules. None of the ingredient of personal care or fabric care formulation showed any incompatibility with the bis-quaternaries of Formula I. Despite being cationic molecules they can be formulated in preparations containing anionic surfactants. Being water soluble these molecules offer ease of formulation, obviating the use of hydrophobic bases that result in oily and greasy feel. Additionally, the antimicrobial properties of these molecules help preserve formulations and they can have synergistic effect with other preservatives. 15 We claim 1. Composition for skin care, hair care and fabric care comprising at least one of cinnamidoalkylamine cationic bis-quaternary compounds of general Formula I, Formula I wherein; R1 is a substitute on benzene ring and can be four substituents such as R1a, R1b, R1c and R1d, same of different, and is selected from groups such as halo, -OH, -NH2, -NO2, -OCH3, -N(CH3)2, alkyl groups containing up to 6 carbon atoms, alkoxy groups containing up to 6 carbon atoms, alkylamino or N,N-dialkylamino groups containing up to 6 carbon atoms, thioalkyl groups containing up to 6 carbon atoms, alkyl sulfonate groups containing up to 6 carbon atoms; R2 is selected from hydrogen, alkyl group containing up to 6 carbon atoms, hydroxyalkyl group containing up to 6 carbon atoms and R5-OH, wherein R5 is polyalkylene oxide containing up to 20 moles of alkylene oxide such as ethylene oxide or propylene oxide and mixtures thereof; R3 and R4 are independently selected from benzyl, alkyl group containing up to 6 carbon atoms, B-hydroxyalkyl group containing up to 6 carbon atoms and R5-OH, wherein R5 is polyalkylene oxide containing up to 20 moles of alkylene oxide such as ethylene oxide or propylene oxide and mixtures thereof; n is an integer from 1 to 18; m is an integer from 1 to 10; X' is a counter anion of quaternary centres selected from halides including chloride, bromide, iodide and methane sulphonate and its derivatives such as trifluoro methane sulphonate, benzene sulphonates including itsp-bromo, nitro and methyl derivatives; 16 and the amount of said cinnamidoalkylamine bis-quaternary salts of Formula I, is from 0.5 to 10 % w/w of the said composition; and one or more ingredients is / are selected from a group of active ingredients consisting of moisturisers, film forming agents, emulsifiers, thickening agents, skin and hair conditioning agents, humectants, other UV-A and UV-B sunscreens, surfactants, herbal extracts, emollients, rheological modifiers and other formulation excepients such as stabilizers, chelating agents, colour, fragrances and medium if any and methods of making these formulations. 2. Composition for skin care, hair care and fabric care as claimed in claim 1, wherein said one or more active ingredients are present in an amount up to 25 % w/w of said composition. 3. Composition for skin care, hair care and fabric care as claimed in claim 1, wherein, said one or more active ingredients comprise one or more surfactants selected from the group consisting of anionic, cationic, nonionic and amphoteric surfactants. 4. Composition for skin care, hair care and fabric care as claimed in claim 1, wherein, in the compounds of Formula I cinnamidoalkylamine few-quaternary salts and other ingredients are water-soluble and the said composition is an aqueous solution. 5. Composition for skin care, hair care and fabric care as claimed in claim 1, wherein, in the compounds of Formula I cinnamidoalkylamine few-quaternary salts or any other ingredient is water-dispersible and the said composition is an aqueous dispersion. 6. Composition for skin care, hair care and fabric care as claimed in claim 1, comprising of one or more active ingredients and a cinnamidoalkylamine few-quaternary salt that is described by the Formula I substantially as described in the text and in the Example I, II, III and IV. Dated this 4th day of October, 2000. For GALAXY SURFACTANTS LTD. 17 (Dr. Nirmal Koshti) Galaxy Surfactants Limited. C/49-2,TTC Indl. Area, Pawne, Navi Mumbai - 400 703 Maharashtra, India (Applicant)

Documents:

904-mum-2000-cancelled page(16-06-2004).pdf

904-mum-2000-claim(granted)-(16-06-2004).doc

904-mum-2000-claim(granted)-(16-06-2004).pdf

904-mum-2000-correspondence(30-12-2003).pdf

904-mum-2000-correspondence(ipo)-(13-07-2004).pdf

904-mum-2000-form 1(06-10-2000).pdf

904-mum-2000-form 19(24-06-2003).pdf

904-mum-2000-form 2(granted)-(16-06-2004).doc

904-mum-2000-form 2(granted)-(16-06-2004).pdf

904-mum-2000-form 26(06-10-2000).pdf

904-mum-2000-form 3(04-10-2000).pdf

904-mum-2000-form 3(31-08-2001).pdf

abstract 1.jpg