IP Library › Granted Patent US 11,135,586
Granted Patent B2
US 11,135,586 · App. 14/922,018 · Granted Oct 5, 2021

Fluorinated pickering emulsion

Inventors: Sindy Tang (Stanford, CA); Ming Pan (Stanford, CA); Fengjiao Lyu (Stanford, CA); Ratmir Derda (Edmonton, CA)
Assignees: The Board of Trustees of the Leland Stanford Junior University; The Governors of the University of Alberta
B01L3/502761B01L3/502769B01L3/502784C01B33/18C07F7/081C12Q1/18G01N15/1404G01N15/1484B01L2200/0615B01L2200/0647B01L2200/0668B01L2200/16B01L2300/165B82Y30/00B82Y40/00C01P2004/62C01P2004/64G01N2015/1006
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,135,586
App. No.
14/922,018
Filed
Oct 23, 2015
Granted
Oct 5, 2021
Kind
B2
Art Unit
1657
USPC
435/32
Abstract

Described here is a composition comprising amphiphilic silica nanoparticles, wherein the silica nanoparticles are partially fluorinated. Also described here is a method for droplet-based assay, comprising dispersing at least one aqueous droplet in a continuous fluorous phase in a microfluidic channel, wherein at least one amphiphilic silica nanoparticle is absorbed to the interface of the continuous fluorous phase and the aqueous droplet, and wherein the silica nanoparticle is partially fluorinated. Further described here is a method for droplet-based assay, comprising dispersing at least one aqueous phase droplet in a continuous fluorous phase in a microfluidic channel, wherein the continuous fluorous phase comprises at least one partially fluorinated amphiphilic particle adsorbed to an interface of the continuous fluorous phase and the aqueous phase droplet, and wherein the aqueous phase droplet comprises at least one hydrophilic polymer adsorbed to the amphiphilic particle at the interface.

Claims (14)

1. A composition comprising (a) a fluorous phase comprising at least one fluorinated solvent, (b) an aqueous phase, and (c) amphiphilic silica nanoparticles that are partially fluorinated such that the silica nanoparticles comprise fluorinated or partially fluorinated alkyl groups covalently bonded on the surface of the silica nanoparticles, wherein at least 50% of all silica nanoparticles in the composition have a contact angle θ of 90° to 135° at an interface of the fluorous phase and the aqueous phase and is absorbed to the interface of the fluorous phase and the aqueous phase, and wherein the contact angle is measured from the aqueous phase, and wherein the fluorous phase comprises at least one of 2-(trifluoromethyl)-3-ethoxydodecafluorohexane, 1,1,2,2,3,3,4,4,4-Nonafluoro-N,N-bis(1,1,2,2,3,3,4,4,4-nonafluorobutyl)butan-1-amine, 1,1,2,2,3,3,4,4,4-nonafluoro-N-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-N-(trifluoromethyl)butan-1-amine, perfluorohexane, or perfluoromethyldecalin.

2. The composition of claim 1 , wherein the silica nanoparticle is partially derivatized with 1H, 1H, 2H, 2H-perfluorooctyltriethoxysilane covalently bonded on the surface.

3. The composition of claim 1 , wherein the aqueous phase comprises at least one fluorescent molecule.

4. The composition of claim 1 , wherein the aqueous phase comprises at least one cell.

5. The composition of claim 1 , wherein the aqueous phase comprises at least one cell anchored to the silica nanoparticle at the interface of the fluorous phase and the aqueous phase.

6. The composition of claim 1 , wherein the contact angle θ is 90° to 120°.

7. The composition of claim 1 , wherein the contact angle θ is 100° to 110°.

8. The composition of claim 1 , wherein the fluorinated or partially fluorinated alkyl groups comprise a partially fluorinated or perfluorinated alkyl-silane covalently bonded on the surface of the silica nanoparticle.

9. The composition of claim 1 , wherein the fluorinated or partially fluorinated alkyl groups comprise 10 to 20 carbon atoms per alkyl group.

10. The composition of claim 1 , wherein the fluorinated or partially fluorinated alkyl groups are substituted with 10 or more fluorine atoms per alkyl group.

11. The composition of claim 1 , wherein at least 70% of all silica nanoparticles in the composition have a contact angle θ of 90° to 135°.

12. The composition of claim 1 , wherein at least 90% of all silica nanoparticles in the composition have a contact angle θ of 90° to 135°.

13. The composition of claim 1 , wherein the amphiphilic silica nanoparticles have at least one dimension in a range from 10 to 950 nm.

14. An emulsion composition comprising (a) a continuous fluorous phase, (b) at least one aqueous phase droplet dispersed in said continuous fluorous phase, and (c) amphiphilic silica nanoparticles that are partially fluorinated such that the silica nanoparticles comprise fluorinated or partially fluorinated alkyl groups covalently bonded on the surface of the silica nanoparticles, wherein at least 50% of all silica nanoparticles in the emulsion composition have a contact angle θ of 90° to 135° at an interface of the continuous fluorous phase and the aqueous phase droplet and is absorbed to the interface of the continuous fluorous phase and the aqueous phase droplet, and wherein the contact angle is measured from the aqueous phase droplet, and wherein the continuous fluorous phase comprises at least one of 2-(trifluoromethyl)-3-ethoxydodecafluorohexane, 1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(1,1,2,2,3,3,4,4,4-nonafluorobutyl)butan-1-amine, 1,1,2,2,3,3,4,4,4-nonafluoro-N-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-N-(trifluoromethyl)butan-1-amine, perfluorohexane, or perfluoromethyldecalin.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2017
From: TANG, SINDY; PAN, MING; LYU, FENGJIAO
To: THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY
Reel/Frame 043176/0217 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2017
From: DERDA, RATMIR
To: THE GOVERNORS OF THE UNIVERSITY OF ALBERTA
Reel/Frame 043176/0415 →
Continuity (3)
Provisional Application 62191880 · Jul 13, 2015
Provisional Application 62068510 · Oct 24, 2014
Related Publication 20160114325A1 · Apr 28, 2016
Cited By (2)
US 12,239,687 US 12,667,603