Polyglyceryl compounds and compositions
View Patent ↗Provided are compositions comprising one or more compounds having a structure comprising a node structure with from four to twelve carbon atoms, one or more (poly)glyceryl groups, and one or more hydrophobic moieties, wherein each of the one or more (poly)glyceryl groups is linked to the node structure by a first primary linking group, the one or more hydrophobic moieties are each independently linked either to the node structure by a primary linking group or to one of the (poly)glyceryl groups by a secondary linking group, and wherein the polyglyceryl thickener has an average degree of glyceryl polymerization of from greater than 3 to less than about 11 and an average number of hydrophobic groups per primary linking group of about 0.35 or greater. Also provided are polyglyceryl compounds, compositions comprising water, a surfactant, and a polyglyceryl thickener, as well as, methods of making polyglyceryl compounds and compositions of the present invention.
1. A method of making a polyglyceryl composition comprising reacting one or more glyceryl monomers with a polymerization initiator of the formula:
(Nu) b -Z L′-(Hphob)] h
where:
Z is a node structure that is not a polynucleophile remnant derived from sorbitan;
each Nu is a nucleophilic group;
each Hphob is a hydrophobic moiety;
each L′ is a primary linking group;
h is 1 to 12; b is 1 to 11; h+b is at least 4; and h/h+b is greater than 0.35.
2. The method of claim 1 wherein the polymerization initiator is a polyol ester selected from the group consisting of glucoside diesters, diglyceryl diesters, triglyceryl diesters, and combinations of two or more thereof.
3. The method of claim 2 wherein said one or more glyceryl monomers are selected from the group consisting of: glycerol carbonate, glycidol, glycerol carbonate C 1 -C 4 monoester, glycidol C 1 -C 4 monoesters, and combinations of two or more thereof.
4. The method of claim 3 wherein said one or more glyceryl monomers are selected from the group consisting of: glycerol carbonate, acetylated glyceryl carbonate, and combinations of two or more thereof.
5. The method of claim 4 wherein said one or more glyceryl monomers comprise glycerol carbonate and acetylated glyceryl carbonate.
6. The method of claim 5 wherein said glyceryl carbonate monomer and said acetylated glyceryl carbonate monomer are added simultaneously.
7. The method of claim 5 wherein said glyceryl carbonate monomer and said acetylated glyceryl carbonate monomer are added sequentially.
8. The method of claim 7 wherein said acetylated glyceryl carbonate monomer is added first and then said glyceryl carbonate monomer is added.
9. The method of claim 1 wherein said reacting step further comprises reacting said one or more glyceryl monomers and said polymerization initiator with one or more comonomers selected from the group consisting of ethylene carbonate, 1,2-propylene carbonate,1,3-propylene carbonate, and combinations of two or more thereof.
10. The method of claim 1 wherein said reacting step results in a reaction product having two phases.
11. The method of claim 9 wherein said reacting step results in a reaction product having one phase.
12. A method of making a polyglyceryl composition comprising reacting two or more glyceryl monomers comprising glyceryl carbonate monomer and acetylated glyceryl carbonate monomer with a polymerization initiator of the formula:
(Nu) b -Z L′-(Hphob)] h
where:
Z is a node structure;
each Nu is a nucleophilic group;
each Hphob is a hydrophobic moiety;
each L′ is a primary linking group;
h is 1 to 12; b is 1 to 11; h+b is at least 4; and h/h+b is greater than 0.35.
13. The method of claim 12 wherein the polymerization initiator is a polyol ester selected from the group consisting of glucoside diesters, sorbitan diesters, diglyceryl diesters, triglyceryl diesters, and combinations of two or more thereof.
14. The method of claim 12 wherein said glyceryl carbonate monomer and said acetylated glyceryl carbonate monomer are added simultaneously.
15. The method of claim 12 wherein said glyceryl carbonate monomer and said acetylated glyceryl carbonate monomer are added sequentially.
16. The method of claim 15 wherein said acetylated glyceryl carbonate monomer is added first and then said glyceryl carbonate monomer is added.
17. The method of claim 12 wherein said reacting step further comprises reacting said two or more glyceryl monomers and said polymerization initiator with one or more comonomers selected from the group consisting of ethylene carbonate, 1,2-propylene carbonate,1,3-propylene carbonate, and combinations of two or more thereof.