IP Library › Granted Patent US 11,634,757
Granted Patent B2
US 11,634,757 · App. 16/757,295 · Granted Apr 25, 2023

Emulsions with improved stability

Inventors: Nicolas Fernandez (Paris, FR); Étienne Fradet (Arcueil, FR); Rémi Dangla (Paris, FR)
Assignee: STILLA TECHNOLOGIES
C12Q1/6848B01L3/502784C09K23/00C12Q1/686
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Quick Facts
Patent No.
US 11,634,757
App. No.
16/757,295
Granted
Apr 25, 2023
Kind
B2
Abstract

The present invention relates to an emulsion, preferably a water-in-oil emulsion. comprising: a continuous phase comprising a conductivity improving compound, a dispersed phase suspended in the continuous phase, and a surfactant. The present invention also relates to a population of droplets comprising an aqueous phase, dispersed in a continuous oily phase comprising an oil and a conductivity-improving compound. The present invention also relates to a microfluidic chip comprising a hydrophobic composition comprising an oil, a surfactant and a conductivity improving compound in an injection chamber configured so that injecting a hydroplilic composition through said injection means will generate an emulsion in the injection chamber; and to a kit comprising a microfluidic chip and a container comprising an aqueous composition. The present invention also relates to a process for manufacturing an emulsion according to the invention. The present invention also provides methods for analyzing biological material, for example for analyzing biological material within the emulsion of the invention.

Claims (25)

1. An emulsion comprising:

a continuous oily phase which is a solution comprising a fluorinated oil and a conductivity-improving compound, wherein said conductivity-improving compound is an ionic liquid,

a dispersed aqueous phase dispersed in said continuous oily phase, and

a fluorinated surfactant.

2. The emulsion according to claim 1 , wherein said fluorinated surfactant is selected from the group consisting of perfluoro-octanol; 1H,1H,2H,2H-perfluoro-1-octanol; perfluoro-decanol; 1H,1H,2H,2H-perfluoro-1-decanol; perfluoro-tetradecanoic acid; perfluoro-tetradecanoic oligo ethylene glycol; perfluoropolyether; perfluoropolyether-polyethylene glycol; perfluoropolyether-polyethylene glycol-perfluoropolyether; perfluoropolyether-dimorpholinophosphate; polyhexafluoropropylene oxide carboxylate; polyhexafluoropropylene oxide-polyethylene glycol-polyhexafluoropropylene oxide; polyhexafluoropropylene oxide-polyether-polyhexafluoropropylene oxide; polyhexafluoropropylene oxide-polypropylene glycol-polyethylene glycol-polypropylene glycol-polyhexafluoropropylene oxide and mixtures thereof.

3. The emulsion according to claim 1 , wherein said fluorinated oil is selected from the group consisting of perfluoro-hexane; perfluoro-cyclohexane; perfluoro-decaline; perfluoro-perhydrophenantrene; poly-hexafluoropropylene oxide; perfluoro polytrimethylene ether; poly perfluoroalkylene oxide; fluorinated amines, tri(perfluoropentyl)amine, mixture of perfluorooctane amine and perfluoro-1-oxacyclooctane amine, perfluorotripropylamine; fluorinated ethers, 3-ethoxy-1,1,1,2,3,4,4,5,5,6,6,6-dodecafluoro-2-(trifluoromethyl)-hexane, 2,3,3,4,4-pentafluorotetrahydro-5-methoxy-2,5-bis[1,2,2,2-tetrafluoro-1-trifluoromethyl) ethyl]-furan; and mixtures thereof.

4. The emulsion according to claim 1 , wherein said ionic liquid comprises a fluorinated anion, a fluorinated cation, or a mixture thereof.

5. The emulsion according to claim 1 , wherein said ionic liquid is selected from the group consisting of N-trimethyl-N-butylammonium bis(trifluoromethanesulfonyl)imide, 1-butyl-1-methylpyrrolidinium bis(trifluoromethanesulfonyl)imide, 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, 1-hexyl-3-methylimidazolium tris(pentafluoroethyl)trifluorophosphate, 2,3-dimethylimidazolium tetracyanoborate, N-tributyl-N-methylammonium bis(trifluoromethanesulfonyl)imide, and mixtures thereof.

6. The emulsion according to claim 1 , wherein said ionic liquid is N-tributyl-N-methylammonium bis(trifluoromethanesulfonyl)imide.

7. The emulsion according to claim 1 , wherein said aqueous phase comprises biological material, reagents, or a mixture thereof for performing a chemical reaction, a biological reaction, or a chemical and biological reaction.

8. A microfluidic device comprising:

a microchannel,

a droplet generator means, and

the emulsion according to claim 1 in the microchannel.

9. A method for analyzing a biological material, comprising:

forming the emulsion according to claim 1 , the emulsion comprising a biological material;

processing said biological material in said emulsion, and

detecting said biological material in said emulsion.

10. The method according to claim 9 , wherein said biological material is cells or nucleic acids.

11. The method according to claim 9 , wherein the step of processing of the biological material comprises amplifying the biological material.

12. The method according to claim 11 , wherein the step of processing of the biological material comprises amplifying the biological material by PCR.

13. The method according to claim 11 , wherein the step of processing of the biological material comprises amplifying the biological material by droplet digital PCR (ddPCR).

14. The emulsion according to claim 1 , wherein said ionic liquid comprises bis(trifluoromethanesulfonyl)imide.

15. The emulsion according to claim 7 , wherein said biological material is a nucleic acid template.

16. The emulsion according to claim 3 , wherein said poly-hexafluoropropylene oxide is a poly-hexafluoropropylene oxide with carboxylic end group; or said fluorinated amine is N-bis(perfluorobutyl)N-trifluoromethyl amine; or said fluorinated ethers is a mixture of methyl nonafluorobutyl ether and methyl nonafluoroisobutyl ether.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 27, 2020
From: FERNANDEZ, NICOLAS; FRADET, ÉTIENNE; DANGLA, RÉMI
To: STILLA TECHNOLOGIES
Reel/Frame 052766/0667 →
Priority Claims (1)
EP 17306437 · Oct 20, 2017 · regional
Continuity (2)
Provisional Application 62575698 · Oct 23, 2017
Related Publication 20210189476A1 · Jun 24, 2021