IP Library Granted Patent US 8,992,798
Granted Patent B2
US 8,992,798 · App. 13/170,686 · Granted Mar 31, 2015

Liquids

Inventor: Adam John Walker (Lincolnshire, GB)
Assignee: Innovia Films Limited
C08K5/3415B01J31/003B01J31/0278C07C215/08C07C215/12C07C215/40C07C217/30C08K5/19C10N2220/04
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Quick Facts
Patent No.
US 8,992,798
App. No.
13/170,686
Granted
Mar 31, 2015
Kind
B2
Abstract

The present invention relates to an ionic liquid comprising an anion and a cation, wherein the cation is a primary, secondary or tertiary ammonium ion containing a protonated nitrogen atom.

Claims (17)

1. A process for dissolving an organic, inorganic, or biological material, the process comprising contacting the organic, inorganic, or biological material with an ionic liquid, the ionic liquid comprising an anion and a cation characterised in that the cation is a tertiary nitrogen-containing cation of the formula (I)

N + HRR′R″  (I)

wherein:

R is a hydrocarbyl group optionally interrupted by one or more ether or thioether linkages, and substituted with one or more substituents selected from nitrogen-containing functional groups, alkenyl, alkoxy, carbonyl and carboxyl groups; or from thiol, alkythio, sulphonyl, thiocyanate, isothiocyanate, azido, hydrazino, halogen, boronate and silyl groups;

R′ and R″, which may be the same or different, each represent H or a hydrocarbyl group optionally interrupted by one or more ether or thioether linkages, and optionally substituted with one or more substituents selected from nitrogen-containing functional groups, alkyl, alkenyl, alkoxy, hydroxy, carbonyl and carboxyl groups; or from thiol, alkythio, sulphonyl, thiocyanate, isothiocyanate, azido, hydrazino, halogen, boronate and silyl groups; and

any two or three of R, R′ and R″ may be joined together with the N to form a cyclic group.

2. The process of claim 1 , wherein at least one of R, R′ or R″ is substituted with a nitrogen-containing functional group, and wherein one or more such nitrogen-containing functional group is a basic nitrogen-containing functional group.

3. The process of claim 1 , wherein at least one of R, R′ or R″ is substituted with a nitrogen-containing functional group, and wherein one or more such nitrogen-containing functional group is selected from nitrile, nitro, amino and substituted amino.

4. The process of claim 3 , wherein one or more substituted amino group is selected from mono- or di-alkylamino and alkyamido.

5. The process of claim 4 , wherein one or more dialkylamino group is a dimethylamino group.

6. The process of claim 1 , wherein one or more of R, R′ or R″ is substituted with an alkoxy group.

7. The process of claim 6 , wherein one or more alkoxy group is a methoxy group.

8. The process of claim 6 , wherein one or more of R, R′ or R″ is interrupted by an ether linkage.

9. The process of claim 1 , wherein one or both of R′ or R″ is an unsubstituted hydrocarbyl group.

10. The process of claim 1 , wherein the anion is selected from the group consisting of halogenated inorganic anions, nitrates, sulphates, phosphates, carbonates, sulphonates, alkylsulphonates, carboxylates, and alkylcarboxylates.

11. The process of claim 10 , wherein the alkyl substituent of the alkylsulphonates or the alkylcarboxylates is substituted at any position with alkenyl, alkoxy, alkeneoxy, aryl, arylalkyl, aryloxy, amino, aminoalkyl, thio, thioalkyl, hydroxyl, hydroxyalkyl, carbonyl, oxoalkyl, carboxyl, carboxyalkyl or halide.

12. The process of claim 10 , wherein the anion is chosen from bis(trifluoromethylsulphonyl)imide, carbonate, hydrogen carbonate, sulphate, hydrogen sulphate, silicate, phosphate, hydrogen phosphate, dihydrogen phosphate, metaphosphate, methanesulphonate, trifluoromethanesulphonate, ethylenediaminetetraacetate, chloride, bromide, iodide, hexafluorophosphate, tetrafluoroborate, trifluoroacetate, pentafluoropropanoate, heptafluorobutanoate, oxalate, formate, acetate, propanoate, butanoate, pentanoate, hexanoate, heptanoate, octanoate, nonanoate, decanoate, benzoate, benezenedicarboxylate, benzenetricarboxylate, benzenetetracarboxylate, chlorobenzoate, fluorobenzoate, pentachlorobenzoate, pentafluorobenzoate, salicylate, glycolate, lactate, pantothenate, tartrate, hydrogen tartrate, mandelate, crotonate, malate, pyruvate, succinate, citrate, fumarate, phenylacetate, and an organic carboxylate.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2019
From: INNOVIA FILMS LIMITED
To: FUTAMURA CHEMICAL UK LIMITED
Reel/Frame 049952/0027 →
CHANGE OF NAME Recorded Aug 4, 2019
From: WORN AGAIN FOOTWEAR AND ACCESSORIES LIMITED
To: WORN AGAIN TECHNOLOGIES LIMITED
Reel/Frame 049952/0297 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2019
From: INNOVIA FILMS LTD; FUTAMURA CHEMICAL UK LTD.
To: WORN AGAIN FOOTWEAR AND ACCESSORIES LTD.
Reel/Frame 049952/0302 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 17, 2013
From: THE UNIVERSITY OF YORK
To: INNOVIA FILMS LIMITED
Reel/Frame 031423/0399 →
Priority Claims (2)
GB 0407908.3 · Apr 7, 2004 · national
WO PCT/GB2005/001364 · Apr 7, 2005 · international
Continuity (2)
Division 10599694 · Jan 19, 2007
Related Publication 20110257433A1 · Oct 20, 2011