Cationic polyglyceryl compositions and compounds

Abstract

Provided are polyglyceryl compositions comprising one or more polyglyceryl compounds having: (a) a node structure comprising at least three contiguous glyceryl remnant units; (b) one or more cationic groups each linked to the node structure by an independently selected linking group; and (c) one or more hydrophobic moieties each independently (i) linked to the node structure by a linking group, or (ii) constituting a portion of one of the one or more cationic groups, wherein the composition has an average degree of polymerization determined by hydroxyl value testing (DP OH ) of from about 3 to about 20. Also provided are polyglyceryl compounds which may compose such compositions, and uses of the polyglyceryl compositions and compounds.

1 . A compound of Formula I: 
       
         
           
           
               
               
           
         
       
       wherein,
 Z is a polyglyceryl node structure that comprises at least 3 contiguous glyceryl remnant units; 
 Nu are independently selected nucleophilic groups which are directly linked to Z; 
 d is the number of nucleophilic groups directly bonded to Z, and is from 2 to 21; 
 L 1  is an independently selected linking group which links Z to Hphob 1    
 Hphob 1  is an independently selected hydrophobic moiety comprising 6 to 30 carbons; 
 a is the number of Hphob 1  linked to the node structure Z, each via an L 1 , and is from zero to 10; 
 L 2  is an independently selected linking group which links Z to a cationic group —R 1 —N—[(R 2 )(R 3 )(Hphob 2 )]; 
 R 1  is an independently selected linear or branched alkylene (—CH— to —C 6 -H 12 —) or monohydroxyalkylene (—CH(OH)— to —C 6 -H 11 (OH)—); 
 N is a nitrogen atom; 
 R 2  is an independently selected alkyl or group containing 1 to 4 carbons (CH 3  to C 4 H 9 ) or a hydrogen atom; 
 R 3  is an independently selected alkyl group containing 1 to 4 carbons (CH 3  to C 4 H 9 ) or a hydrogen atom, or an independently selected hydrophobic moiety; 
 Hphob 2  is an independently selected hydrophobic moiety comprising 6 to 30 carbons; 
 X 1  is an anionic counterion or absent; 
 b is the number of (R 1 —N—[(R 2 )(R 3 )(Hphob 2 )]) linked to the node structure, Z, each via an L 2 , and is from zero to 10; 
 L 3  is an independently selected linking group which links Z to cationic group —R 4 —N—[(R 5 )(R 6 )(R 7 )]; 
 R 4  is an independently selected linear or branched alkylene (—CH— to —C 6 H 12 —) or monohydroxylalkylene (—CH(OH)— to —C 6 (OH)H 11 (OH)—); 
 R 5 , R 6 , R 7  are each an independently selected alkyl or group containing 1 to 4 carbons (CH 3  to C 4 H 9 ); 
 X 2  is a anionic counterion or absent; 
 c is the number of (R 4 —N—[(R 5 )(R 6 )(R 7 )]) linked to the node structure, Z, each via an L 3 , and is from zero to 10; 
 wherein the sum of a and b is from 1 to 10 inclusive; 
 the sum of b and c is from 1 to 10 inclusive; and 
 the sum of a, b, and c is from 1 to 10 inclusive; 
 provided that: if a+b+c+d is less than or equal to 5, then a+b+c/a+b+c+d is greater than 0.33, or if a+b+c+d is greater than 5, then a+b+c/a+b+c+d is from 0.04 to 0.9. 
 
     
     
         2 . The compound of  claim 1  wherein b=1, the sum of a and b is from 1 to 2, and the sum of b and c is from 1 to 2. 
     
     
         3 . The compound of  claim 1  selected from the group consisting of N-(2-hydroxypropyl)-N,N-dimethyllauryl-1-ammonium chloride decaglyceryl ether; N-(2-hydroxypropyl)-N,N-dimethylcocoalkyl-1-ammonium chloride decaglyceryl ether; and N-(2-hydroxypropyl)-N,N-dimethylcocoalkyl-2-ammonium chloride decaglyceryl ether. 
     
     
         4 . The compound of  claim 1  selected from the group consisting of (N-(2-hydroxypropyl)-N,N-dimethylcocoalkyl-1-ammonium) decaglyceryl monooleate ether; (N-(2-hydroxypropyl)-N,N-dimethyllauryl-1-ammonium) decaglyceryl monolauryl ether; (N-(2-hydroxypropyl)-N,N-dimethylcocoalkyl-1-ammonium) decaglyceryl monolaurate ether; (N-(2-hydroxypropyl)-N,N-dimethyllauryl-1-ammonium) decaglyceryl monolaurate ether; and (N-(2-hydroxypropyl)-N,N-dimethyllauryl-1-ammonium) decaglyceryl monooleate ether. 
     
     
         5 . The compound of  claim 1  selected from the group consisting of (N-(2-hydroxypropyl)-N,N-dimethyllauryl-1-ammonium) (N-(2-hydroxypropyl)-N,N,N-trimethylpropan-1-ammonium) octaglyceryl ether, and (N-(2-hydroxypropyl)-N,N-dimethyllauryl-1-ammonium) (N-(2-hydroxypropyl)-N,N,N-trimethylpropan-2-ammonium) decaglyceryl ether. 
     
     
         6 . The compound of  claim 1  selected from the group consisting of (N-(2-hydroxypropyl)-N,N-dimethyllauryl-1-ammonium) (N-(2-hydroxypropyl)-N,N,N-trimethylpropan-1-ammonium) decaglyceryl monooleate ether; and (N-(2-hydroxypropyl)-N,N-dimethyllauryl-1-ammonium) (N-(2-hydroxypropyl)-N,N,N-trimethylpropan-2-ammonium) decaglyceryl monooleate ether. 
     
     
         7 . The compound of  claim 1  selected from the group consisting of (N-(2-hydroxypropyl)-N,N,N-trimethylpropan-1-ammonium) decaglyceryl monooleate ether; (N-(2-hydroxypropyl)-N,N,N-trimethylpropan-1-ammonium) decaglyceryl monolaurate ether; (N-(2-hydroxypropyl)-N,N,N-trimethylpropan-3-ammonium) decaglyceryl monolaurate ether; and (N-(2-hydroxypropyl)-N,N,N-trimethylpropan-2-ammonium) decaglyceryl monolaurate ether. 
     
     
         8 . A personal care composition comprising:
 a solvent,   a compound of  claim 1 , and   at least one material selected from the group consisting of surfactants, chelating agents, emollients, humectants, conditioners, preservatives, opacifiers, fragrances, and combinations of two or more thereof.   
     
     
         9 . The composition of  claim 8  wherein said composition is substantially free of ethoxylated materials. 
     
     
         10 . A method of moisturizing or conditioning the skin or hair comprising applying to hair or skin a composition of  claim 8 .