IP Library Granted Patent US 8,525,155
Granted Patent B2
US 8,525,155 · App. 12/502,078 · Granted Sep 3, 2013

Phosphonium ionic liquids, compositions, methods of making and electronic devices formed there from

Inventors: J. Adrian Hawkins (Denver, CO); David A. Hudgins (Englewood, CO); Levi J. Irwin (Denver, CO)
Assignee: eSionic ES, Inc.
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Quick Facts
Patent No.
US 8,525,155
App. No.
12/502,078
Granted
Sep 3, 2013
Kind
B2
Abstract

The invention generally encompasses phosphonium ionic liquids and compositions and their use in many applications, including but not limited to: as electrolytes in electronic devices such as memory devices including static, permanent and dynamic random access memory, as battery electrolytes, as a heat transfer medium, fuel cells and electrochromatic devices, among other applications. In particular, the invention generally relates to phosphonium ionic liquids, compositions and molecules possessing structural features, wherein the molecules exhibit superior combination of thermodynamic stability, low volatility, wide liquidus range and ionic conductivity. The invention further encompasses methods of making such phosphonium ionic liquids, compositions and molecules, and operational devices and systems comprising the same.

Claims (22)

1. A device, comprising:

a first electrode;

a second electrode; and

an electrolyte comprising an ionic liquid composition, the ionic liquid composition comprising: a phosphonium based cation of the formula;

and one or more anions comprised of any one of more of the following anion mixtures; 1NO 3 − /1O 3 SCF 3 , 3NO 3 − /1O 3 SCF 3 , 1NO 3 − /3O 3 SCF 3 , 1NO 3 − /1N(SO 2 CF 3 ) 2 − , 1NO 3 − /1PF 6 − , 1O 3 SCF 3 − /1N(SO 2 CF 3 ) 2 − , 1O 3 SCF 3 − /1O 3 SC 6 H 4 CH 3 − , 3O 3 SCF 3 − /1O 3 SC 6 H 4 CH 3 − , 1O 3 SCF 3 − /1O 3 SCF 2 CF 2 CF 3 − , 1O 3 SC 6 H 4 CH 3 − /3O 3 SCH 3 − , 1O 3 SC 6 H 4 CH 3 − /1O 3 SCF 2 CF 2 CF 3 − , 3O 3 SC 6 H 4 CH 3 − /1O 3 SCF 2 CF 2 CF 3 − , or 1O 3 SC 6 H 4 CH 3 − /3O 3 SCF 2 CF 2 CF 3 − ;

wherein said electrolyte is electrically coupled to at least one of said first and second electrodes.

2. The device of claim 1 wherein the ionic liquid composition exhibits thermodynamic stability up to a temperature of approximately 375° C., ionic conductivity up to 10 mS/cm at room temperature, and a liquidus range greater than 400° C.

3. The device of claim 1 , wherein said first electrode comprises redox active molecules (ReAMs).

4. A device, comprising:

a first electrode;

a second electrode; and

an electrolyte comprising an ionic liquid composition, the ionic liquid composition comprising: a phosphonium based cation of the formula:

and one or more anions comprised of any one or more of the following: − O 2 CCF 3 , − O 2 CCF 2 CF 2 CF 3 , CF 3 BF 3 − , C(CN) 3 − , − SC(O)CH 3 , − O 2 CCF 2 CF 3 , − O 2 CC 6 H 5 , or − OCN;

wherein said electrolyte is electrically coupled to at least one of said first and second electrodes.

5. A memory element, comprising:

a switching device,

a bit line and a word line coupled to the switching device; and

a molecular storage device coupled to the switching device, the molecular storage device comprised of:

a working electrode and a counter electrode configured to afford electrical capacitance; and an ion conducting composition comprising: a phosphonium based cation of the formula;

 and one or more anions comprised of any one of more of the following anion mixtures: 1NO 3 − /1O 3 SCF 3 , 3NO 3 − /1O 3 SCF 3 , 1NO 3 − /3O 3 SCF 3 , 1NO 3 − /1N(SO 2 CF 3 ) 2 − , 1NO 3 − /1PF 6 − , 1O 3 SCF 3 − /1N(SO 2 CF 3 ) 2 − , 1O 3 SCF 3 − /1O 3 SC 6 H 4 CH 3 − , 3O 3 SCF 3 − /1O 3 SC 6 H 4 CH 3 − , 1O 3 SCF 3 − /1O 3 SCF 2 CF 2 CF 3 − , 1O 3 SC 6 H 4 CH 3 − /3O 3 SCH 3 − , 1O 3 SC 6 H 4 CH 3 − /1O 3 SCF 2 CF 2 CF 3 − , 3O 3 SC 6 H 4 CH 3 − /1O 3 SCF 2 CF 2 CF 3 − , or 1O 3 SC 6 H 4 CH 3 − /3O 3 SCF 2 CF 2 CF 3 − ;

wherein said ion conducting composition is electrically coupled to at least the working and counter electrodes.

6. The memory element of claim 5 wherein the ion conducting composition exhibits thermodynamic stability up to a temperature of approximately 375° C., ionic conductivity up to 10 mS/cm at room temperature, and a liquidus range greater than 400° C.

Assignments (5)
MERGER Recorded Apr 27, 2015
From: ESIONIC ES, INC.
To: ESIONIC CORP.
Reel/Frame 035503/0093 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 29, 2013
From: ZETTACORE, INC.
To: ZETTACORE HOLDINGS, LLC
Reel/Frame 030308/0279 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 29, 2013
From: ZETTACORE HOLDINGS, LLC
To: ZETTACORE IONIC LIQUID, INC.
Reel/Frame 030308/0422 →
CHANGE OF NAME Recorded Apr 29, 2013
From: ZETTACORE IONIC LIQUID, INC.
To: ESIONIC ES, INC.
Reel/Frame 030312/0028 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 24, 2009
From: HAWKINS, J. ADRIAN; HUDGINS, DAVID A.; IRWIN, LEVI J.
To: ZETTACORE, INC.
Reel/Frame 023703/0635 →
Continuity (2)
Provisional Application 61080650 · Jul 14, 2008
Related Publication 20100118598A1 · May 13, 2010