IP Library Granted Patent US 8,741,491
Granted Patent B2
US 8,741,491 · App. 13/448,923 · Granted Jun 3, 2014

Ionic liquid containing sulfonate ions

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Quick Facts
Patent No.
US 8,741,491
App. No.
13/448,923
Granted
Jun 3, 2014
Kind
B2
Abstract

Embodiments are related to ionic liquids and more specifically to ionic liquids used in electrochemical metal-air cells in which the ionic liquid includes sulfonate ions as the anion.

Claims (12)

1. A room temperature ionic liquid having a melting point at or below 100° C. at 1 atmosphere comprising an isethionate ion and a cation selected from the group consisting of 1-methyl-1,4-diazabicyclo[2.2.2]octanium, 1-ethyl-2,3-dimethylimidazolium, N-ethyl-N-methylmorpholinium, 1-methylimimdazo[1,2-a]pyridinium, tetramethylammonium, and mixtures thereof.

2. The room temperature ionic liquid of claim 1 , wherein the cation is 1-methyl-1,4-diazabicyclo[2.2.2]octanium.

3. The room temperature ionic liquid of claim 1 , wherein the cation is tetramethylammonium.

4. The room temperature ionic liquid of claim 1 , wherein the cation is 1-ethyl-2,3-dimethylimidazolium.

5. A metal-air cell comprising a fuel electrode for oxidizing a fuel, an air electrode configured to absorb and reduce gaseous oxygen, and a room temperature ionic liquid comprising a sulfonate ion selected from the group consisting of isethionate ([ise]), taurinate ([tau]), 3-morpholinopropanesulfonate (MOPS), 4-(2-hydroxyethyl)-1-piperazinepropanesulfonate (HEPPS, EPPS), 1,4-piperazinediethanesulfonate (PIPES), N-(2-acetamido)-2-aminoethanesulfonate (ACES), N-cyclohexyl-3-aminopropanesulfonate (CAPS), 4-(2-hydroxyethyl)-1-piperazineethanesulfonate (HEPES), 2-[(2-hydroxy-1,1-bis(hydroxymethyl)ethyl)amino]ethanesulfonate (TES), N-[tris(hydroxymethyl)methyl]-3-aminopropanesulfonate (TAPS), 3-(N-tris[hydroxymethyl]methylamino)-2-hydroxypropanesulfonate (TAPSO), and mixtures thereof, and a cation selected from the group consisting of 1-methyl-1,4-diazabicyclo[2.2.2]octanium, 1-ethyl-2,3-dimethylimidazolium, N-ethyl-N-methylmorpholinium, 1-methylimimdazo[1,2-a]pyridinium, tetramethylammonium, and mixtures thereof.

6. The metal-air cell of claim 5 , wherein the sulfonate ion is isethionate.

7. The metal-air cell of claim 5 , wherein the sulfonate ion is taurinate.

8. The metal-air cell of claim 5 , wherein the cation is 1-methyl-1,4-diazabicyclo [2.2.2]octanium.

9. The metal-air cell of claim 5 , wherein the cation is tetramethylammonium.

10. The metal-air cell of claim 5 , wherein the cation is 1-ethyl-2,3-dimethylimidazolium.

11. An ionically conductive medium for use in an electrochemical cell comprising a room temperature ionic liquid having a melting point at or below 100° C. at 1 atmosphere comprising an isethionate ion and a cation selected from the group consisting of 1-methyl-1,4-diazabicyclo[2.2.2]octanium, 1-ethyl-2,3-dimethylimidazolium, N-ethyl-N-methylmorpholinium, 1-methylimimdazo[1,2-a]pyridinium, tetramethylammonium, and mixtures thereof.

12. The ionically conductive medium of claim 11 , wherein the cation is 1-methyl-1,4-diazabicyclo[2.2.2]octanium.

Assignments (8)
AFFIDAVIT OF ADDRESS CHANGE Recorded Jul 9, 2025
From: FORM ENERGY, INC.
To: FORM ENERGY, INC.
Reel/Frame 072357/0777 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 21, 2023
From: NANTENERGY, INC.; NANTENERGY, LLC; FLUIDIC, INC.,; NANT HOLDINGS IP, LLC
To: FORM ENERGY, INC.,
Reel/Frame 063264/0171 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 7, 2020
From: NANTENERGY, INC.; NANTENEGY, LLC; FLUIDIC, INC.; NANT HOLDINGS IP, LLC
To: FORM ENERGY, INC.
Reel/Frame 053430/0590 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE NAME PREVIOUSLY RECORDED ON REEL 046392 FRAME 0101. ASSIGNOR(S) HEREBY CONFIRMS THE RELEASE OF SECURITY INTEREST. Recorded Dec 18, 2018
From: NANT CAPITAL, LLC
To: FLUIDIC, INC. (NKA NANTENERGY, INC.)
Reel/Frame 049609/0442 →
CHANGE OF NAME Recorded Aug 21, 2018
From: FLUIDIC, INC.
To: NANTENERGY, INC.
Reel/Frame 046882/0671 →
RELEASE OF SECURITY INTEREST Recorded Jun 19, 2018
From: NANT CAPITAL, LLC
To: NANTENERGY, INC.
Reel/Frame 046392/0101 →
SECURITY INTEREST Recorded Jan 12, 2018
From: FLUIDIC, INC.
To: NANT CAPITAL, LLC
Reel/Frame 045060/0240 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2012
From: WOLFE, DEREK; FRIESEN, CODY A.; JOHNSON, PAUL BRYAN
To: FLUIDIC, INC.
Reel/Frame 028331/0099 →