Title: Amidoxime-functionalized materials and their use in extracting metal ions from liquid solutions

Abstract

A method of producing a functionalized material that extracts metal ions from solution, the method comprising: (i) providing a precursor material having nitrile groups appended to its surface; and (ii) reacting said nitrile groups with hydroxylamine or a derivative thereof in the presence of a polar aprotic solvent at a temperature of 60-80° C. for at least 1 hour, to convert at least a portion of said nitrile groups to amidoxime and imide dioxime groups, followed by reaction with a base capable of hydrolyzing any remaining nitrile groups to carboxylic acid groups; wherein said functionalized material has a higher uranium absorption capacity than a functionalized material produced under same conditions except that the nitrile groups are reacted with hydroxylamine in only a protic solvent. The invention is also directed to functionalized materials produced by the above-described method, and methods for using the functionalized material for extracting metal ions from metal-containing solutions.

Inventors:

Janke, Christopher J.; Mayes, Richard T.; Das, Sadananda; Dai, Sheng

Issue Date:

2022-02-15

Research Org.:

Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Org.:

USDOE

OSTI Identifier:

1892605

Patent Number(s):

11247191

Application Number:

16/895,609

Assignee:

UT-Battelle, LLC (Oak Ridge, TN)

Patent Classifications (CPCs):

B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01J - CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY

C - CHEMISTRY C02 - TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE C02F - TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE

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B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01J - CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY

B01J20/265 - {modified or post-treated polymers
B01J20/3085 - {Chemical treatments not covered by groups B01J20/3007 - B01J20/3078}
B01J20/321 - {consisting of a polymer obtained by reactions involving only carbon to carbon unsaturated bonds}
B01J20/3217 - {Resulting in a chemical bond between the coating or impregnating layer and the carrier, support or substrate, e.g. a covalent bond}
B01J20/3265 - {with an organic functional group containing a metal, e.g. a metal affinity ligand}

C - CHEMISTRY C02 - TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE C02F - TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE

C02F1/285 - {using synthetic organic sorbents}
C02F2101/006 - {Radioactive compounds}
C02F2101/20 - Heavy metals or heavy metal compounds
C02F2103/08 - Seawater, e.g. for desalination

C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08F - MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

C08F255/02 - on to polymers of olefins having two or three carbon atoms

D - TEXTILES D01 - NATURAL OR MAN-MADE THREADS OR FIBRES D01D - MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS

D01D5/247 - Discontinuous hollow structure or microporous structure

D - TEXTILES D01 - NATURAL OR MAN-MADE THREADS OR FIBRES D01F - CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS

D01F6/46 - of polyolefins

D - TEXTILES D06 - TREATMENT OF TEXTILES OR THE LIKE D06M - TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS

D06M10/008 - {Treatment with radioactive elements or with neutrons, alpha, beta or gamma rays}
D06M11/38 - Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic System
D06M13/368 - Hydroxyalkylamines
D06M14/10 - of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
D06M14/28 - of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds

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DOE Contract Number:  

AC05-00OR22725

Resource Type:

Patent

Resource Relation:

Patent File Date: 06/08/2020

Country of Publication:

United States

Language:

English