Cationic polyglyceryl compositions and compounds
View Patent ↗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 1 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 1 to 10;
wherein the sum of a and b is from 1 to 10 inclusive;
the sum of b and c is 2 to 10 inclusive; and
the sum of a, b, and c is from 2 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;
wherein the compound is 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.
2. 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 1 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 1 to 10;
wherein the sum of a and b is from 1 to 10 inclusive;
the sum of b and c is 2 to 10 inclusive; and
the sum of a, b, and c is from 2 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;
wherein the compound is 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.
3. 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; and
5 percent or less of an electrolyte.
4. The composition of claim 3 wherein said composition is substantially free of ethoxylated materials.
5. A personal care composition comprising:
a solvent,
a compound of claim 2 , 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; and
5 percent or less of an electrolyte.
6. The composition of claim 5 , wherein said composition is substantially free of ethoxylated materials.