US2017183452A1PendingUtilityA1

Organosilicones

Assignee: PROCTER & GAMBLEPriority: Apr 1, 2010Filed: Mar 16, 2017Published: Jun 29, 2017
Est. expiryApr 1, 2030(~3.7 yrs left)· nominal 20-yr term from priority
C08L 83/08C11D 3/18A61Q 5/02A61Q 19/00C08G 77/30C11D 3/373C11D 17/0017C11D 3/3742C11D 3/3738C08G 77/452C08G 77/388C08G 77/26A61K 2800/74C08L 83/10C08K 5/00D06M 15/643A61Q 15/00C08G 77/38A61Q 19/10C08L 83/12A61K 2800/10A61K 2800/54C11D 3/0015C11D 3/001D06M 13/02A61K 8/898C11D 11/0017C08G 77/46C11D 3/37C11D 2111/12
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Claims

Abstract

The present application relates to organosilicones and compositions such as consumer products comprising such organosilicones, as well as processes for making and using such organosilicones and such compositions. Such compositions comprising such organosilicones are easier to formulate, and provide more economical and superior care benefits when compared to current silicone containing compositions.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A composition comprising, based on total composition weight:
 a) from about 0.1% to about 50% of a surfactant selected from the group consisting of anionic, cationic, amphoteric, zwitterionic, nonionic surfactants, and combinations thereof; and   b) from about 0.01% to about 20% of a random or blocky organosilicone polymer having the following formula:
   [R 1 R 2 R 3 SiO 1/2 ] (j+2) [(R 4 Si(X—Z)O 2/2 ] k [R 4 R 4 SiO 2/2 ] m [R 4 SiO 3/2 ] j  
 
 wherein:
 j is an integer from 0 to about 98; 
 k is an integer from 0 to about 200; when k=0, at least one of R 1 , R 2  or R 3  is —X—Z; 
 m is an integer from 4 to about 5,000; 
 R 1 , R 2  and R 3  are each independently selected from the group consisting of H, OH, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl, C 1 -C 32  alkoxy, C 1 -C 32  substituted alkoxy and X—Z; 
 each R 4  is independently selected from the group consisting of H, OH, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl, C 1 -C 32  alkoxy and C 1 -C 32  substituted alkoxy; 
 each X comprises a substituted or unsubstituted divalent alkylene radical comprising 2-12 carbon atoms; each Z is selected independently from the group consisting of 
 
   
       
         
           
           
               
               
           
         
         
           
              with the proviso that when Z is a quat, Q cannot be an amide, imine, or urea moiety and if Q is an amide, imine, or urea moiety, then any additional Q bonded to the same nitrogen as said amide, imine, or urea moiety must be H or a C 1 -C 6  alkyl;
 A n−  is a suitable charge balancing anion and at least one Q in said organosilicone is independently selected from 
 —CH 2 —CH(OH)—CH 2 —R 5 ; 
 
           
         
       
       
         
           
           
               
               
           
         
         
           
             
               each additional Q in said organosilicone is independently selected from the group comprising of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl, —CH 2 —CH(OH)—CH 2 —R 5 ; 
             
           
         
       
       
         
           
           
               
               
           
         
         
           
             
               wherein each R 5  is independently selected from the group consisting of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl, —(CHR 6 —CHR 6 —O—) w -L and a siloxyl residue; 
               each R 6  is independently selected from H, C 1 -C 18  alkyl; 
               each L is independently selected from —C(O)—R 7  or R 7 ; 
               w is an integer from 0 to about 500; 
               each R 7  is selected independently from the group consisting of H; C 1 -C 32  alkyl; C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl; C 6 -C 32  substituted alkylaryl and a siloxyl residue; 
               each T is independently selected from H, and 
             
           
         
       
       
         
           
           
               
               
           
         
         
           
             
               wherein each v in said organosilicone is an integer from 1 to about 10, and the sum of all v indices in each Q in the said organosilicone is an integer from 1 to about 30. 
             
           
         
       
     
     
         2 . A composition according to  claim 1  wherein for the organosilicone polymer is defined by the following formula
   [R 1 R 2 R 3 SiO 1/2 ] (j+2) [R 4 R 4 SiO 2/2 ] m [R 4 SiO 3/2 ] j    
 R 1  and R 2  are each independently selected from the group consisting of H, OH, C 1 -C 32  alkyl, C 1 -C 32  alkoxy, preferably R 1  and R 2  are each independently selected from the group consisting of methyl, —OCH 3  or —OC 2 H 5 , more preferably R 1  and R 2  are methyl; and R 3  is —X—Z, j is an integer selected from 0 to about 48, and all other indices and moieties are as described in  claim 1 . 
 
     
     
         3 . A composition according to  claim 2  wherein said organosilicone polymer has a structure selected from: 
       
         
           
           
               
               
           
         
         R 1  and R 2  are each independently selected from C 1 -C 32  alkyl and C 1 -C 32  alkoxy; and all other indices and moieties are as described in  claim 2 . 
       
     
     
         4 . A composition according to  claim 3  wherein for said organosilicone polymer at least one Q in said organosilicone polymer is independently selected from the group consisting of —CH 2 —CH(OH)—CH 2 —R 5 ; 
       
         
           
           
               
               
           
         
         each additional Q in said organosilicone is independently selected from the group comprising of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl; —CH 2 —CH(OH)—CH 2 —R 5 ; 
       
       
         
           
           
               
               
           
         
          and all other indices and moieties are as described in  claim 3 . 
       
     
     
         5 . A composition according to  claim 4  wherein said organosilicone polymer has a structure selected from: 
       
         
           
           
               
               
           
         
         wherein least one Q in said organosilicone polymer is independently selected from the group consisting of —CH 2 —CH(OH)—CH 2 —R 5 ; 
       
       
         
           
           
               
               
           
         
          and each additional Q in said organosilicone is independently selected from the group comprising of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl; —CH 2 —CH(OH)—CH 2 —R 5 ; 
       
       
         
           
           
               
               
           
         
          and all other indices and moieties are as described in  claim 4 . 
       
     
     
         6 . The composition of  claim 1 , said composition comprising a material selected from a perfume, a perfume delivery system, brightener, enzyme, deposition aid, structurant, fabric softener active, organosilicone and mixtures thereof. 
     
     
         7 . A composition according to  claim 1  comprising an anionic surfactant. 
     
     
         8 . A composition according to  claim 7  wherein said anionic surfactant is sleeted from the group consisting of a C 11 -C 18  alkyl benzene sulfonate surfactant; a C 10 -C 20  alkyl sulfate surfactant; a C 10 -C 18  alkyl alkoxy sulfate surfactant, said C 10 -C 18  alkyl alkoxy sulfate surfactant having an average degree of alkoxylation of from 1 to 30 and the alkoxy comprises a C 1 -C 4  chain, and mixtures thereof. 
     
     
         9 . The composition of  claim 6 , wherein said fabric softener active is selected from the group consisting of polyglycerol esters, oily sugar derivatives, wax emulsions, N,N-bis(stearoyl-oxy-ethyl) N,N-dimethyl ammonium chloride, N,N-bis(tallowoyl-oxy-ethyl) N,N-dimethyl ammonium chloride, N,N-bis(stearoyl-oxy-ethyl)N-(2 hydroxyethyl)N-methyl ammonium methylsulfate and mixtures thereof. 
     
     
         10 . The composition of  claim 6 , wherein said deposition aid polymer comprises a cationic polymer having a cationic charge from about 0.005 meq/g to about 23 meq/g, from about 0.01 meq/g to about 12 meq/g, from about 0.1 meq/g to about 7 meq/g at the pH of said composition. 
     
     
         11 . A composition comprising, based on total composition weight:
 a) from about 0.1% to about 50% of a surfactant selected from the group consisting of anionic, cationic, amphoteric, zwitterionic, nonionic surfactants, and combinations thereof; and   b) from about 0.2% to 8% of a random or blocky organosilicone polymer having the following formula:
   [R 1 R 2 R 3 SiO 1/2 ] (j+2) [(R 4 Si(X—Z)O 2/2 ] k [R 4 R 4 SiO 2/2 ] m [R 4 SiO 3/2 ] j  
 
 wherein:
 j j is 0; 
 k k is an integer from 0 to about 50; when k=0, at least one of R 1 , R 2  or R 3  is —X—Z; 
 m is an integer from about 50 to about 2,000; 
 R 1 , R 2  and R 3  are each independently selected from the group consisting of H, OH, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl, C 1 -C 32  alkoxy, C 1 -C 32  substituted alkoxy and X—Z; 
 each R 4  is independently selected from the group consisting of H, OH, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl, C 1 -C 32  alkoxy and C 1 -C 32  substituted alkoxy; 
 each X comprises a substituted divalent alkylene radical independently selected from the group consisting of; —CH 2 —CH(OH)—CH 2 —; —CH 2 —CH 2 —CH(OH)—; and 
 
   
       
         
           
           
               
               
           
         
         
           
             each Z is selected independently from the group consisting of 
           
         
       
       
         
           
           
               
               
           
         
         
           
              with the proviso that when Z is a quat, Q cannot be an amide, imine, or urea moiety and if Q is an amide, imine, or urea moiety, then any additional Q bonded to the same nitrogen as said amide, imine, or urea moiety must be H;
 A n−  is a suitable charge balancing anion selected from the group consisting of Cl − , Br − , I − , methylsulfate, toluene sulfonate, carboxylate and phosphate; and at least one Q in said organosilicone is independently selected from 
 —CH 2 —CH(OH)—CH 2 —R 5 ; 
 
           
         
       
       
         
           
           
               
               
           
         
         
           
             
               each additional Q in said organosilicone is independently selected from the group comprising of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl, —CH 2 —CH(OH)—CH 2 —R 5 ; 
             
           
         
       
       
         
           
           
               
               
           
         
         
           
             
               wherein each R 5  is independently selected from the group consisting of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl, C 6 -C 32  substituted alkylaryl, —(CHR 6 —CHR 6 —O—) w -L and a siloxyl residue; 
               each R 6  is independently selected from H, C 1 -C 18  alkyl 
               each L is independently selected from —C(O)—R 7  or R 7 ; 
               w is an integer from about 1 to about 50; 
               each R 7  is selected independently from the group consisting of H; C 1 -C 32  alkyl; C 1 -C 32  substituted alkyl, C 5 -C 32  or C 6 -C 32  aryl, C 5 -C 32  or C 6 -C 32  substituted aryl, C 6 -C 32  alkylaryl; C 6 -C 32  substituted alkylaryl and a siloxyl residue; 
               each T is independently selected from H, and 
             
           
         
       
       
         
           
           
               
               
           
         
         
           
             
                and 
             
           
         
         wherein each v in said organosilicone is an integer from 1 to about 5 and the sum of all v indices in each Q in the said organosilicone is an integer from 1 to about 10. 
       
     
     
         12 . A composition according to  claim 1 , wherein said organosilicone polymer, when in the form of an emulsion, has a Tau Value of about 10 or less. 
     
     
         13 . A composition according to  claim 12 , wherein said organosilicone polymer, when in the form of an emulsion, has a Tau Value of from below 5 to about 0.5. 
     
     
         14 . A composition comprising an organosilicone polymer in the form of an emulsion having a Tau Value of about 10 or less, said organosilicone polymer having a primary and secondary amine content of about 0.6 mmol per gram or less. 
     
     
         15 . A composition comprising an organosilicone polymer in the form of an emulsion having a Tau Value of from below 5 to about 0.5, said organosilicone polymer having a primary and secondary amine content of from about 0.2 mmol/g to about 0.01 mmol/g. 
     
     
         16 . A method of treating and/or cleaning a situs, said method comprising
 a.) optionally washing and/or rinsing said situs;   b.) contacting said situs with a composition according to  claim 1 ; and   c.) optionally washing and/or rinsing said situs.   
     
     
         17 . A process of making an organomodified silicone comprising:
 a) combining an amino silicone, with an epoxide and a catalyst comprising a protic solvent, to form a first mixture;   b) heating said first mixture to a temperature of from about 20° C. to about 200° C., and maintaining said temperature for a time of from about 1 hours to about 48 hours, to form a organo modified silicone that may optionally comprise impurities; and   c) optionally purifying said first mixture.   
     
     
         18 . A process of making an organomodified silicone comprising:
 a) combining an amino silicone comprising an aminopropylmethylsiloxane-dimethylsiloxane copolymer with an epoxide and a catalyst comprising a protic solvent, to form a first mixture;   b) heating said first mixture to a temperature of from about 40° C. to about 60° C., and maintaining said temperature for a time of from about 2 hours to about 10 hours, to form a organo modified silicone that may optionally comprise impurities; and   c) optionally purifying said first mixture said purification comprising extraction with a fluid that comprises a material selected from the group consisting of water, methanol and mixtures thereof.   
     
     
         19 . A process of making an organomodified silicone comprising:
 a) combining an amino silicone with an epoxide comprising glycidol, to form a first mixture;   b) heating said first mixture to a temperature of from about 20° C. to about 100° C., and maintaining said temperature for a time of from about 1 hours to about 48 hours to form a organo modified silicone that may optionally comprise impurities; and   c) optionally purifying said first mixture.   
     
     
         20 . A process of making an organomodified silicone comprising:
 a) combining an amino silicone that comprises aminopropylmethylsiloxane-dimethylsiloxane copolymer with an epoxide comprising glycidol, to form a first mixture;   b) heating said first mixture to a temperature from about 40° C. to about 60° C., and maintaining said temperature for a time of from about 2 hours to about 10 hours, to form a organo modified silicone that may optionally comprise impurities; and   c) optionally purifying said first mixture, said purification comprising extraction with a fluid that comprises a material selected from the group consisting of water, methanol and mixtures thereof.

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