US2019315928A1PendingUtilityA1

Organopolysiloxane Polymers

Assignee: PROCTER & GAMBLEPriority: Jul 29, 2013Filed: Jun 27, 2019Published: Oct 17, 2019
Est. expiryJul 29, 2033(~7 yrs left)· nominal 20-yr term from priority
A61Q 19/00A61Q 5/02C08L 83/08A61K 2800/10C11D 3/3742C08G 77/385A61Q 5/12A61K 2800/5426A61K 8/898C08G 77/388
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Claims

Abstract

Inventive organopolysiloxanes and consumer product compositions comprising such organopolysiloxanes. Such compositions can deposit effectively onto target substrates to deliver consumer-desired benefits such as conditioning, anti-wrinkle, softness, and anti-static.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A cationic organopolysiloxane having the formula:
   M w D x T y Q z      wherein:   M=[SiR 1 R 2 R 3 O 1/2 ], [SiR 1 R 2 G 1 O 1/2 ], [SiR 1 G 1 G 2 O 1/2 ], [SiG 1 G 2 G 3 O 1/2 ], or combinations thereof;   D=[SiR 1 R 2 O 2/2 ], [SiR 1 G 1 O 2/2 ], [SiG 1 G 2 O 2/2 ] or combinations thereof;   T=[SiR 1 O 3/2 ], [SiG 1 O 3/2 ] or combinations thereof;   Q=[SiO 4/2 ];   w=is an integer from 1 to (2+y+2z);   x=is an integer from 5 to 15,000;   y=is an integer from 0 to 98;   z=is an integer from 0 to 98;   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  aryl, C 5 -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, C 1 -C 32  alkylamino, and C 1 -C 32  substituted alkylamino;   at least one of M, D, or T incorporates at least one moiety G 1 , G 2 , or G 3 ; and   G 1 , G 2 , and G 3  are each independently selected from the formula:   
       
         
           
           
               
               
           
         
         wherein: 
         X comprises a divalent radical selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, C 1 -C 32  substituted alkyleneamino, with the proviso that if X does not comprise a repeating alkylene oxide moiety then X can further comprise a heteroatom selected from the group consisting of P, N, and O; 
         N=a nitrogen atom; 
         each R 4  comprises identical or different monovalent radicals independently selected from the group consisting of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  aryl, C 5 -C 32  substituted aryl, C 6 -C 32  alkylaryl, and C 6 -C 32  substituted alkylaryl; 
         E comprises a divalent radical selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, C 1 -C 32  substituted alkyleneamino, with the proviso that if E does not comprise a repeating alkylene oxide moiety then E can further comprise a heteroatom selected from the group consisting of P, N, and O; 
         m is an integer independently selected from 2 to 100; 
         n is an integer independently selected from 1 or 2; and
 when at least one of G 1 , G 2 , or G 3  is positively charged, A −t  is a suitable charge balancing anion or anions such that the total charge, k, of the charge-balancing anion or anions is equal to and opposite from the net charge on the moiety G 1 , G 2  or G 3 , and further wherein at least one E does not comprise an ethylene moiety; 
 wherein t is an integer independently selected from 1, 2, or 3; and k<(m/t)+1; 
 such that the total number of cationic charges balances the total number of anionic charges in the organopolysiloxane molecule; and 
 
         wherein the organopolysiloxane has a charge density of from 0.04 meq/g to 12 meq/g. 
       
     
     
         2 . The organopolysiloxane according to  claim 1  wherein w is an integer from 2 to 50. 
     
     
         3 . The organopolysiloxane according to  claim 1 , wherein each E is independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, and C 1 -C 32  substituted alkyleneamino. 
     
     
         4 . The organopolysiloxane according to  claim 1  having a charge density of from 0.04 meq/g to 4 meq/g. 
     
     
         5 . The organopolysiloxane according to  claim 1 , wherein w is equal to 2. 
     
     
         6 . The organopolysiloxane according to  claim 1 , wherein x is an integer from 10 to 4,000. 
     
     
         7 . The organopolysiloxane according to  claim 1 , wherein x is an integer from 40 to 2,000. 
     
     
         8 . The organopolysiloxane according to  claim 1 , wherein w is equal to 2, x is an integer from 20 to 1,000, and y and z are 0. 
     
     
         9 . The organopolysiloxane according to  claim 1 , wherein each X is a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, and C 1 -C 32  substituted alkyleneamino. 
     
     
         10 . The organopolysiloxane according to  claim 1 , wherein each X is a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, and C 6 -C 32  substituted arylalkylene. 
     
     
         11 . The organopolysiloxane according to  claim 1 , wherein A −t  is selected from the group consisting of Cl − , Br − , I − , methylsulfate, toluene sulfonate, carboxylate, phosphate, hydroxide, acetate, formate, carbonate, nitrate, and combinations thereof. 
     
     
         12 . The organopolysiloxane according to  claim 1 , wherein A −t  is selected from the group consisting of Cl − , Br − , I − , methylsulfate, toluene sulfonate, carboxylate, phosphate and combinations thereof. 
     
     
         13 . The organopolysiloxane according to  claim 1 , wherein each E is a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene C 1 -C 32  alkyleneamino, and C 1 -C 32  substituted alkyleneamino. 
     
     
         14 . The organopolysiloxane according to  claim 1 , wherein each E is a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, and C 6 -C 32  substituted arylalkylene. 
     
     
         15 . The organopolysiloxane according to  claim 1 , wherein each E comprises more than 3 carbon atoms. 
     
     
         16 . The organopolysiloxane according to  claim 1 , wherein at least one E is selected from the group consisting of: 
       
         
           
           
               
               
           
         
         wherein: 
         each R 6  comprises a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, and C 1 -C 32  substituted alkyleneamino, with the proviso that if R 6  does not comprise a repeating alkylene oxide moiety then R 6  can further comprise a heteroatom selected from the group consisting of P, N, and O; 
         each R 9  comprises an identical or different monovalent radical independently selected from the group consisting of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  aryl, C 5 -C 32  substituted aryl, C 6 -C 32  alkylaryl, and C 6 -C 32  substituted alkylaryl; and 
         u is an integer independently selected from 3 to 32. 
       
     
     
         17 . The organopolysiloxane according to  claim 1 , wherein at least one E radical is an ethylene radical. 
     
     
         18 . The organopolysiloxane according to  claim 1 , wherein each R 4  is independently selected from the group consisting of H and CH 3 . 
     
     
         19 . The organopolysiloxane according to  claim 1 , wherein at least one R 4  is a methyl radical. 
     
     
         20 . The organopolysiloxane according to  claim 1 , wherein for at least one G 1 , G 2 , or G 3 , m is an integer independently selected from 2 to 50. 
     
     
         21 . The organopolysiloxane according to  claim 1 , wherein for at least one G 1 , G 2 , or G 3 , m is an integer independently selected from 2 to 25. 
     
     
         22 . The organopolysiloxane according to  claim 1 , wherein for at least one G 1 , G 2 , or G 3 , m is an integer independently selected from 2 to 10. 
     
     
         23 . The organopolysiloxane according to  claim 1 , wherein for at least one G 1 , G 2 , or G 3 , k is an integer independently selected from 0 to 101. 
     
     
         24 . The organopolysiloxane according to  claim 1 , wherein for at least one G 1 , G 2 , or G 3 , k is an integer independently selected from 2 to 50. 
     
     
         25 . The organopolysiloxane according to  claim 1 , wherein y=z=0. 
     
     
         26 . The organopolysiloxane according to  claim 1 , wherein from 50% to 100% of the amines present in the molecule are quaternized. 
     
     
         27 . The organopolysiloxane according to  claim 1 , wherein from 70% to 100% of the amines present in the molecule are quaternized. 
     
     
         28 . The organopolysiloxane according to  claim 1 , having a charge density of from 1 meq/g to 12 meq/g. 
     
     
         29 . A cationic organopolysiloxane having the formula:
   M w D x T y Q z      wherein:   M=[SiR 1 R 2 R 3 O 1/2 ], [SiR 1 R 2 G 1 O 1/2 ], [SiR 1 G 1 G 2 O 1/2 ], [SiG 1 G 2 G 3 O 1/2 ], or combinations thereof;   D=[SiR 1 R 2 O 2/2 ], [SiR 1 G 1 O 2/2 ], [SiG 1 G 2 O 2/2 ] or combinations thereof;   T=[SiR 1 O 3/2 ], [SiG 1 O 3/2 ] or combinations thereof;   Q=[SiO 4/2 ];   w=is an integer from 1 to (2+y+2z);   x=is an integer from 5 to 15,000;   y=is an integer from 0 to 98;   z=is an integer from 0 to 98;   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  aryl, C 5 -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, C 1 -C 32  alkylamino, and C 1 -C 32  substituted alkylamino;   at least one of M, D, or T incorporates at least one moiety G 1 , G 2 , or G 3 ; and   G 1 , G 2 , and G 3  are each independently selected from the formula:   
       
         
           
           
               
               
           
         
         wherein: 
         X comprises a divalent radical selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, C 1 -C 32  substituted alkyleneamino, with the proviso that if X does not comprise a repeating alkylene oxide moiety then X can further comprise a heteroatom selected from the group consisting of P, N, and O; 
         N=a nitrogen atom; 
         each R 4  comprises identical or different monovalent radicals independently selected from the group consisting of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  aryl, C 5 -C 32  substituted aryl, C 6 -C 32  alkylaryl, and C 6 -C 32  substituted alkylaryl; 
         E comprises a divalent radical selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 1 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, C 1 -C 32  substituted alkyleneamino, with the proviso that if E does not comprise a repeating alkylene oxide moiety then E can further comprise a heteroatom selected from the group consisting of P, N, and O; 
         m is an integer independently selected from 2 to 100; 
         n is an integer independently selected from 1 or 2; and
 when at least one of G 1 , G 2 , or G 3  is positively charged, A −t  is a suitable charge balancing anion or anions such that the total charge, k, of the charge-balancing anion or anions is equal to and opposite from the net charge on the moiety G 1 , G 2  or G 3 , and further wherein at least one E does not comprise an ethylene moiety; 
 wherein t is an integer independently selected from 1, 2, or 3; and k≤(m/t)+1; 
 such that the total number of cationic charges balances the total number of anionic charges in the organopolysiloxane molecule; and 
 wherein from 50% to 100% of the amines present in the molecule are quaternized. 
 
       
     
     
         30 . The organopolysiloxane according to  claim 29 , wherein from 70% to 100% of the amines present in the molecule are quaternized. 
     
     
         31 . The organopolysiloxane according to  claim 29  wherein w is an integer from 2 to 50. 
     
     
         32 . The organopolysiloxane according to  claim 29 , wherein each E is independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, and C 1 -C 32  substituted alkyleneamino. 
     
     
         33 . The organopolysiloxane according to  claim 29  having a charge density of from 0.04 meq/g to 12 meq/g. 
     
     
         34 . The organopolysiloxane according to  claim 29  having a charge density of from 0.04 meq/g to 4 meq/g. 
     
     
         35 . The organopolysiloxane according to  claim 29  having a charge density of from 1 meq/g to 12 meq/g. 
     
     
         36 . The organopolysiloxane according to  claim 29 , wherein w is equal to 2. 
     
     
         37 . The organopolysiloxane according to  claim 29 , wherein x is an integer from 10 to 4,000. 
     
     
         38 . The organopolysiloxane according to  claim 29 , wherein x is an integer from 40 to 2,000. 
     
     
         39 . The organopolysiloxane according to  claim 29 , wherein w is equal to 2, x is an integer from 20 to 1,000, and y and z are 0. 
     
     
         40 . The organopolysiloxane according to  claim 29 , wherein each X is a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, and C 1 -C 32  substituted alkyleneamino. 
     
     
         41 . The organopolysiloxane according to  claim 29 , wherein each X is a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, and C 6 -C 32  substituted arylalkylene. 
     
     
         42 . The organopolysiloxane according to  claim 29 , wherein A −t  is selected from the group consisting of Cl − , Br − , I − , methylsulfate, toluene sulfonate, carboxylate, phosphate, hydroxide, acetate, formate, carbonate, nitrate, and combinations thereof. 
     
     
         43 . The organopolysiloxane according to  claim 29 , wherein A −t  is selected from the group consisting of Cl − , Br − , I − , methylsulfate, toluene sulfonate, carboxylate, phosphate and combinations thereof. 
     
     
         44 . The organopolysiloxane according to  claim 29 , wherein each E is a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, and C 1 -C 32  substituted alkyleneamino. 
     
     
         45 . The organopolysiloxane according to  claim 29 , wherein each E is a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, and C 6 -C 32  substituted arylalkylene. 
     
     
         46 . The organopolysiloxane according to  claim 29 , wherein each E comprises more than 3 carbon atoms. 
     
     
         47 . The organopolysiloxane according to  claim 29 , wherein at least one E is selected from the group consisting of: 
       
         
           
           
               
               
           
         
         wherein: 
         each R 6  comprises a divalent radical independently selected from the group consisting of C 1 -C 32  alkylene, C 1 -C 32  substituted alkylene, C 5 -C 32  arylene, C 5 -C 32  substituted arylene, C 6 -C 32  arylalkylene, C 6 -C 32  substituted arylalkylene, C 1 -C 32  alkyleneamino, and C 1 -C 32  substituted alkyleneamino, with the proviso that if R 6  does not comprise a repeating alkylene oxide moiety then R 6  can further comprise a heteroatom selected from the group consisting of P, N, and O; 
         each R 9  comprises an identical or different monovalent radical independently selected from the group consisting of H, C 1 -C 32  alkyl, C 1 -C 32  substituted alkyl, C 5 -C 32  aryl, C 5 -C 32  substituted aryl, C 6 -C 32  alkylaryl, and C 6 -C 32  substituted alkylaryl; and 
         u is an integer independently selected from 3 to 32. 
       
     
     
         48 . The organopolysiloxane according to  claim 29 , wherein at least one E radical is an ethylene radical. 
     
     
         49 . The organopolysiloxane according to  claim 29 , wherein each R 4  is independently selected from the group consisting of H and CH 3 . 
     
     
         50 . The organopolysiloxane according to  claim 29 , wherein at least one R 4  is a methyl radical. 
     
     
         51 . The organopolysiloxane according to  claim 29 , wherein for at least one G 1 , G 2 , or G 3 , m is an integer independently selected from 2 to 50. 
     
     
         52 . The organopolysiloxane according to  claim 29 , wherein for at least one G 1 , G 2 , or G 3 , m is an integer independently selected from 2 to 25. 
     
     
         53 . The organopolysiloxane according to  claim 29 , wherein for at least one G 1 , G 2 , or G 3 , m is an integer independently selected from 2 to 10. 
     
     
         54 . The organopolysiloxane according to  claim 29 , wherein for at least one G 1 , G 2 , or G 3 , k is an integer independently selected from 0 to 101. 
     
     
         55 . The organopolysiloxane according to  claim 29 , wherein for at least one G 1 , G 2 , or G 3 , k is an integer independently selected from 2 to 50. 
     
     
         56 . The organopolysiloxane according to  claim 29 , wherein y=z=0.

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