Chelating compounds and immobilized tethered chelators

Patent metadata

Field	Value
Publication number	US-9139456-B2
Application number	US-201113278498-A
Country	US
Kind code	B2
Filing date	Oct 21, 2011
Priority date	Apr 16, 2008
Publication date	Sep 22, 2015
Grant date	Sep 22, 2015

Abstract

Novel compounds useful as chelators, intermediates for their production and methods for removing trivalent and tetravalent metal ions from solution are presented.

First claim

What is claimed:

1. A compound of the formula:

wherein R 1 =hydrogen, sulfonamide, carbamoyl, carboxamide or benzyl, R 2 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl
and R 3 =

wherein x, y, and z vary independently from 1 to 4, X=CH 2 and O, and R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl;

wherein x, y, and z vary independently from 1 to 4, and R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl;

wherein x and y vary independently from 1 to 4, X=CH 2 and O, and R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl;

wherein x and y vary independently from 1 to 4, X=CH 2 and O, and R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl;

wherein x varies from 1-4, y varies from 1-2, and z varies independently from 2 to 8, R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or similar alkyl substituent, and R 5 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl; or

wherein x varies from 1-4, y varies from 1-2, and z varies independently from 2 to 8, R 5 =hydrogen, methyl, ethyl, n-propyl, isopropyl or similar alkyl substituent, and R 6 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl, or Ph or aryl.

2. The compound of claim 1 wherein R 3 =

wherein x=1, y=1, z=1 and R 4 =H.

3. A compound of the formula:

wherein R 1 =hydrogen, sulfonamide, carbamoyl, carboxamide or benzyl, R 2 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl and R 7 =

wherein x, y, and z vary independently from 1 to 4, X=CH 2 and O, and R 8 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl and Ph or aryl; or

wherein x, y, and z vary independently from 1 to 4, X=CH 2 and O, and R 8 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl and Ph or aryl.

4. A compound of the formula:

where R 1 =

R 2 =hydrogen, methyl, ethyl; n-propyl or isopropyl and
R 3 =

wherein x, y, and z vary independently from 1 to 4, X=CH 2 and O, and R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl;

wherein x, y, and z vary independently from 1 to 4, and R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl;

wherein x and y vary independently from 1 to 4, X=CH 2 and O, and R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl;

wherein x and y vary independently from 1 to 4, X=CH 2 and O, and R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl;

wherein x varies from 1-4, y varies from 1-2, and z varies independently from 2 to 8, R 4 =hydrogen, methyl, ethyl, n-propyl, isopropyl or similar alkyl substituent, and R 5 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl; or

wherein x varies from 1-4, y varies from 1-2, and z varies independently from 2 to 8, R 5 =hydrogen, methyl, ethyl, n-propyl, isopropyl or similar alkyl substituent, and R 6 =hydrogen, methyl, ethyl, n-propyl, isopropyl or alkyl, or Ph or aryl.

5. A compound of the formula:

wherein R 6 =

and
R 2 =hydrogen, methyl, ethyl; n-propyl or isopropyl and
R 3 =

wherein x, y, and z vary independently from 2 to 4 and R 4 =hydrogen or C 1 -C 10 straight or branched alkyl;

wherein x, y, and z vary independently from 2 to 4, and R 4 =hydrogen or C 1 -C 10 straight or branched alkyl;

wherein R 4 =hydrogen or C 1 -C 10 straight or branched alkyl;

wherein R 4 =hydrogen or C 1 -C 10 straight or branched alkyl;

wherein n=2 or 3, R 5 =hydrogen or methyl, and R 4 =hydrogen or C 1 -C 10 straight or branched alkyl;

wherein R 4 =hydrogen or C 1 -C 10 straight or branched alkyl;

wherein R 4 =hydrogen or C 1 -C 10 straight or branched alkyl; or

wherein R 5 =hydrogen or methyl and R 4 =hydrogen or C 1 -C 10 straight or branched alkyl.

Assignees

• Yokel Robert A
• Harris Wesley R
• Spilling Christopher D
• Kuhn Robert Joseph
• Dawadi Surendra
• Univ Missouri

Inventors

• Yokel Robert A
• Harris Wesley R
• Spilling Christopher D
• Kuhn Robert Joseph
• Dawadi Surendra

Classifications

• B01J45/00

  Ion-exchange in which a complex or a chelate is formed; Use of material as complex or chelate forming ion-exchangers; Treatment of material for improving the complex or chelate forming ion-exchange properties (ion-exchange chromatography processes B01D15/36) · CPC title

• C07C255/13

  containing cyano groups and etherified hydroxy groups bound to the carbon skeleton · CPC title

• C02F1/683 Primary

  by addition of complex-forming compounds · CPC title

• B01J20/3251

  comprising at least two different types of heteroatoms selected from nitrogen, oxygen or sulphur · CPC title

• B01J20/3253

  comprising a cyclic structure not containing any of the heteroatoms nitrogen, oxygen or sulfur, e.g. aromatic structures · CPC title