Crown ether amines and methods of use

Patent metadata

Field	Value
Publication number	US-2024158366-A1
Application number	US-202318242305-A
Country	US
Kind code	A1
Filing date	Sep 5, 2023
Priority date	Nov 4, 2022
Publication date	May 16, 2024
Grant date	—

Abstract

The invention provides a material comprising (i) a crown ether of formula (I) and/or (ii) a crown ether of formula (II), or a salt thereof, wherein each m independently is an integer from 1 to 8, each “” designates an optionally present bond and/or structure, each X independently is —N(R1)2, —N*(R1), —N**, —N*(R1)2+Z−, or —N**(R1)+Z−, provided at least one X is —N*(R1), —N**, —N*(R1)2+Z−, or —N**(R1)+Z−, wherein each R1 independently is hydrogen or C1-6 alkyl, each Z is optionally present and independently is a counterion to balance the charge on nitrogen, and * represents a bond to a remainder of the material, a method of making the material, and a method of using the material.

First claim

1 - 20 (canceled)

21 . A material comprising (i) a crown ether of formula:

or a salt thereof, wherein each m independently is an integer from 1 to 8, each X independently is —N(R 1 ) 2 , —N*(R 1 ), —N**, —N*(R 1 ) 2 + Z − , or —N**(R 1 ) + Z − , provided at least one X is —N*(R 1 ), —N**, —N*(R 1 ) 2 + Z − , or —N**(R 1 ) + Z − , wherein each R 1 independently is hydrogen or C 1-6 alkyl, each Z is optionally present and independently is a counterion to balance the charge on nitrogen, and * represents a bond to a remainder of the material.

22 . The material of claim 21 , wherein each m independently is an integer from 1 to 4.

23 . The material of claim 21 , wherein each m independently is an integer selected from 1 or 2.

24 . The material of claim 21 , wherein each X independently is —N(R 1 ) 2 , —N*(R 1 ), or —N** provided at least one X is —N*(R 1 ) or —N**, wherein each R 1 independently is hydrogen or C 1-6 alkyl, and * represents a bond to a remainder of the material.

25 . The material of claim 21 , wherein the material is of formula (III):

or a salt thereof, wherein each m independently is an integer from 1 to 8, each R 2 is optionally present and independently is hydrogen or C 1-6 alkyl, each “ ” designates an optionally present bond and/or structure, each R 3 is optionally present and independently is hydrogen, C 1-6 alkyl, or MS, each Z is optionally present and independently is a counterion to balance the charge on nitrogen, each Y is R 2 or MS, provided that at least one Y is MS, and each MS independently is a macromolecular support selected from a membrane, a fibrous media, a polymeric coating or material, a metal organic framework, a monolith support, a bead, a filter, or a resin.

26 . The material of claim 25 , wherein the material is of formula (III):

or a salt thereof, wherein each m independently is an integer from 1 to 8, R2 is optionally present and is hydrogen or C 1-6 alkyl, each “ ” designates an optionally present bond and/or structure, R 3 is optionally present and is hydrogen, C 1-6 alkyl, or MS, Z is optionally present and is a counterion to balance the charge on nitrogen, and each MS independently is a macromolecular support selected from a membrane, a fibrous media, a polymeric coating or material, a metal organic framework, a monolith support, a bead, a filter, or a resin.

27 . The material of claim 25 , wherein each m independently is an integer from 1 to 4.

28 . The material of claim 25 , wherein each m independently is an integer selected from 1 or 2.

29 . The material of claim 25 , wherein each R 2 independently is hydrogen or C 1-6 alkyl.

30 . The material of claim 25 , wherein the macromolecular support comprises gelatin, alginate, starch, polyethylene, polypropylene, nylon, polyvinylidene fluoride, polyethylene oxide, polypropylene oxide, polyethylene/polypropylene oxide, polyacrylonitrile, poly(meth)acrylate, poly(meth)acrylamide, polyamide, polyimide, polyester, cellulose, polystyrene, or a combination thereof.

31 . A material comprising (i) a crown ether of formula:

or a salt thereof, wherein each m independently is an integer from 1 to 8, each X independently is —N(R 1 ) 2 , —N*(R 1 ), —N**, —N*(R 1 ) 2 + Z − , or —N**(R 1 ) + Z − , provided at least one X is —N*(R 1 ), —N**, —N*(R 1 ) 2 + Z − , or —N**(R 1 ) + Z − , wherein each R 1 independently is hydrogen or C 1-6 alkyl, each Z is optionally present and independently is a counterion to balance the charge on nitrogen, and * represents a bond to a remainder of the material.

32 . The material of claim 31 , wherein each m independently is an integer from 1 to 4.

33 . The material of claim 31 , wherein each m independently is an integer selected from 1 or 2.

34 . The material of claim 31 , wherein each X independently is —N(R 1 ) 2 , —N*(R 1 ), or —N** provided at least one X is —N*(R 1 ) or —N**, wherein each R 1 independently is hydrogen or C 1-6 alkyl, and * represents a bond to a remainder of the material.

35 . The material of claim 11 , wherein the material is of formula (III):

or a salt thereof, wherein each m independently is an integer from 1 to 8, each R 2 is optionally present and independently is hydrogen or C 1-6 alkyl, each “ ” designates an optionally present bond and/or structure, each R 3 is optionally present and independently is hydrogen, C 1-6 alkyl, or MS, each Z is optionally present and independently is a counterion to balance the charge on nitrogen, each Y is R 2 or MS, provided that at least one Y is MS, and each MS independently is a macromolecular support selected from a membrane, a fibrous media, a polymeric coating or material, a metal organic framework, a monolith support, a bead, a filter, or a resin.

36 . The material of claim 35 , wherein the material is of formula (III):

or a salt thereof, wherein each m independently is an integer from 1 to 8, R 2 is optionally present and is hydrogen or C 1-6 alkyl, each “ ” designates an optionally present bond and/or structure, R 3 is optionally present and is hydrogen, C 1-6 alkyl, or MS, Z is optionally present and is a counterion to balance the charge on nitrogen, and each MS independently is a macromolecular support selected from a membrane, a fibrous media, a polymeric coating or material, a metal organic framework, a monolith support, a bead, a filter, or a resin.

37 . The material of claim 35 , wherein each m independently is an integer from 1 to 4.

38 . The material of claim 35 , wherein each m independently is an integer selected from 1 or 2.

39 . The material of claim 35 , wherein each R 2 independently is hydrogen or C 1-6 alkyl.

40 . The material of claim 35 , wherein the macromolecular support comprises gelatin, alginate, starch, polyethylene, polypropylene, nylon, polyvinylidene fluoride, polyethylene oxide, polypropylene oxide, polyethylene/polypropylene oxide, polyacrylonitrile, poly(meth)acrylate, poly(meth)acrylamide, polyamide, polyimide, polyester, cellulose, polystyrene, or a combination thereof.

Assignees

• Pall Corp

Inventors

• Kocen Andrew
• Sejoubsari Rehanah
• Shams Abadi Ahmad Arabi

Classifications

• B01D69/107

  Organic support material · CPC title

• B01D69/02

  characterised by their properties · CPC title

• B01D71/52

  Polyethers · CPC title

• C07D323/00 Primary

  Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms · CPC title

• B01D53/228

  characterised by specific membranes · CPC title