Copolymers for stabilizing emulsions and/or forming interfacial films, and methods thereof

Patent metadata

Field	Value
Publication number	US-12296045-B2
Application number	US-202017613023-A
Country	US
Kind code	B2
Filing date	May 22, 2020
Priority date	May 24, 2019
Publication date	May 13, 2025
Grant date	May 13, 2025

Abstract

The present invention generally relates to polymers and, in particular, to copolymers for stabilizing, e.g., emulsions or droplets. In certain aspects, the copolymers may comprise a relatively hydrophobic monomer and a relatively hydrophilic monomer polymerized together (e.g., randomly) to form the copolymer. Examples of hydrophobic monomers include methacrylates and vinylphenyls; examples of hydrophilic monomers include boronic acids or acid derivatives. Surprisingly, such random copolymers may act as surfactants, e.g., stabilizing droplets within the emulsion. In addition, in some cases, an interfacial film may be produced by exposing the copolymer to a complexing molecule, such as a polyol, that can complex with the copolymer to form the film. In some cases, the film may at least partially surround a droplet, and in certain embodiments, the film may be sufficiently sturdy such that the droplet can be removed from the emulsion. Other aspects include methods of making or using such copolymers (for example, for containing cells in droplets), kits involving such copolymers, or the like.

First claim

What is claimed is:

1. A composition, comprising:
an oil droplet encapsulated within a polymer film contained within an aqueous fluid, wherein the polymer film comprises a complex of a random amphiphilic copolymer and a hydrophilic complexing molecule;
wherein the random amphiphilic copolymer comprises poly (hexylacrylate-co-3-(acrylamido) phenylboronic acid) (PHA-APBA).

2. The composition of claim 1 , wherein the random amphiphilic copolymer is present in the oil droplet.

3. The composition of claim 1 , wherein the oil droplet comprises a hydrocarbon.

4. The composition of claim 1 , wherein the oil droplet comprises a fluorocarbon.

5. The composition of claim 1 , wherein the hydrophilic complexing molecule comprises a hydrophilic polyol.

6. The composition of claim 1 , wherein the hydrophilic complexing molecule comprises polyvinyl alcohol (PVA).

7. The composition of claim 1 , wherein the aqueous fluid comprises Dulbecco's Modified Eagle Medium (DMEM).

8. The composition of claim 1 , wherein the oil droplet has an average diameter of less than 1 cm.

9. The composition of claim 1 , wherein the hydrophilic complexing molecule comprises a polysaccharide.

10. The composition of claim 1 , wherein the hydrophilic complexing molecule comprises iodixanol.

11. The composition of claim 1 , wherein the hydrophilic complexing molecule is present in the aqueous fluid.

12. The composition of claim 1 , wherein the oil droplet comprises a fluorinated oil.

13. The composition of claim 12 , wherein the fluorinated oil comprises methoxyperfluorobutane.

14. The composition of claim 1 , wherein the oil droplet has an average diameter of less than 1 mm.

Assignees

• Harvard College

Inventors

• Weitz David A
• Werner Joerg G
• Brouchon Julie V
• Heyman John
• Deveney Brendan

Classifications

• C08F230/06

  containing boron · CPC title

• C08F220/56

  Acrylamide; Methacrylamide · CPC title

• C08F220/24

  containing perhaloalkyl radicals · CPC title

• C08F220/14

  Methyl esters {, e.g. methyl (meth)acrylate} · CPC title

• A61K9/5089

  Processes · CPC title