# US 5,350,572 A · Permanent waving composition > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,350,572 A - Document ID: US5350572A - Status: Granted - Kind: A - Application number: 08/019,207 - Filed: 1993-02-18 - Granted: 1994-09-27 - Earliest claimed: 1993-02-18 - Assignees: Shiseido Company, Ltd. - Inventors: Andrew Savaides; Ludwig Salce - Web page: https://patentgrep.com/patent/US5350572A ## CPC - A61K 8/46: containing sulfur (A61K8/44 takes precedence) - A61Q 5/04: Preparations for permanent waving or straightening the hair - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS ## Abstract An entirely new class of reducing agents with substantially enhanced beneficial results is attained by employing polyoxyethyleneglycol dimercaptoalkylester compounds in a permanent waving lotion. This new class of reducing agents are water soluble, non-volatile and provide a substantially reduced malodor effect. Furthermore, by employing the dithiol compounds of the present invention as the reducing agent, long lasting hair conditioning and enhanced physical attributes, such as shine, luster, softness, manageability, and hair thickness, are also realized. ## Claims ### Claim 1 A hair reducing or permanent waving lotion for use in the permanent waving of hair, said lotion comprising A. between about 5% and 40% by weight of the total composition of a reducing agent comprising at least one polyoxyethyleneglycol dimercaptoalkyl-ester having the formula R--OCH.sub.2 CH.sub.2 (--OCH.sub.2 CH.sub.2).sub.n --OCH.sub.2 CH.sub.2 CO--R' where n is 2 to 33, and ##STR6## B. between about 2% and 6% by weight of an ionic or non-ionic detergent; C. between about 1% and 2% by weight of ammonium chloride; D. between about 2% and 6% by weight of a penetrating agent; and E. the balance comprising one or more agents selected from the group consisting of protein hydrolyzates, chelating agents, wetting agents, fragrances, conditioning agents and water. ### Claim 2 (depends on 1) The permanent waving lotion defined in claim 1, wherein said lotion is further defined as comprising an alkaline agent selected from the group consisting of ammonium, monoethanolamine, diethanolamine, triethanolamine, ammonium carbonate, and bicarbonate in sufficient amount to adjust the pH of the lotion to range between about 6.5 and 10. ### Claim 3 (depends on 2) The permanent waving lotion defined in claim 2, wherein the penetrating agent is further defined as comprising one selected from the group consisting of urea, pyrrolidone and phytantriol. ### Claim 4 (depends on 3) The permanent waving lotion defined in claim 3, wherein the reducing agent is further defined as comprising between about 20% and 30% by weight of the lotion composition. ### Claim 5 A process for providing enhanced permanent waving of hair with substantially less malodor being produced, said process comprising the steps of A. forming a permanent waving lotion comprising a. between about 5% and 40% by weight of a polyoxyethyleneglycol dimercaptoalkylester compound having the formula [R--OCH.sub.2 CH.sub.2 (--OCH.sub.2 CH.sub.2 O--).sub.n --CH.sub.2 CH.sub.2 CO--R'] R--OCH.sub.2 CH.sub.2 (--OCH.sub.2 CH.sub.2).sub.n --OCH.sub.2 CH.sub.2 CO--R' where n is 2 to 33, and ##STR7## b. between about 2% and 6% by weight of an ionic or non-ionic detergent, c. between about 1% and 2% by weight of ammonium chloride, d. between about 2% and 6% by weight of a penetrating agent and c. water forming the balance; B. moistening hair to be permanently waved; C. rolling the moistened hair fibers onto curlers for securement thereto; D. applying the permanent waving lotion to the rolled hair fibers; E. allowing the permanent waving lotion to remain on the hair for between about 10 and 60 minutes; F. rinsing the hair with water and blotting to remove excess moisture; and G. neutralizing or oxidizing the hair by employing a solution comprising one or more agents selected from the group consisting of acidic hydrogen peroxide, alkaline bromate, and sodium chloride. ### Claim 6 (depends on 5) The process defined in claim 5, wherein said permanent waving lotion is further defined as comprising an alkaline agent selected from the group consisting of ammonium, monoethanolamine, diethanolamine, triethanolamine, ammonium carbonate, and bicarbonate in sufficient amount to adjust the pH of the permanent waving lotion to range between about 6.5 and 10. ### Claim 7 (depends on 5) The process defined in claim 5, comprising the additional step of H. heating the hair during the processing of the permanent waving lotion. ### Claim 8 (depends on 7) The process defined in claim 7, wherein said hair is further defined as being heated to a temperature ranging between about 35.degree. C. and 75.degree. C. ### Claim 9 (depends on 5) The process defined in claim 5; wherein the permanent waving lotion is further defined as being prepared by intermixing all of the components therefor except the "polyoxyethyleneglycol dimercaptoalkylester" reducing agent and intermixing the polyoxyethyleneglycol dimercaptoalkylester reducing agent with the previously prepared additives immediately prior to applying the permanent waving lotion to the head of hair to be permanently waved. ### Claim 10 (depends on 5) The process defined in claim 5, wherein said permanent waving lotion is further defined as comprising c. at least one reducing booster selected from the group consisting of ammonium thioglycolate, ammonium thiolactate, glycerol monothioglycolate, glycerol monothiolactate, cysteamine, and cysteine. ### Claim 11 (depends on 10) The process defined in claim 10, wherein said reducing booster is further defined as comprising between about 1% and 6% by weight of the permanent waving lotion. ### Claim 12 A hair reducing or permanent waving lotion for use in the permanent waving of hair, said lotion comprising A. between about 5% and 40% by weight of the total composition of a reducing agent comprising at least one polyoxyethyleneglycol dimercaptoalkyl-ester having the formula R--OCH.sub.2 CH.sub.2 (--OCH.sub.2 CH.sub.2).sub.n --OCH.sub.2 CH.sub.2 CO--R' where n is 2 to 33, and ##STR8## B. between about 2% and 6% by weight of an ionic or non-ionic detergent; C. between about 1% and 2% by weight of ammonium chloride; D. between about 2% and 6% by weight of a penetrating agent; and E. an alkaline agent selected from the group consisting of ammonium, monoethanolamine, diethanolamine, triethanolamine, ammonium carbonate, and bicarbonate in sufficient amount to adjust the pH of the lotion to range between about 6.5 and 10; and F. the balance comprising one or more agents selected from the group consisting of penetrating agents, protein hydrolyzates, chelating agents wetting agents, fragrances, conditioning agents, and water.