Cross-linked polymeric resin and methods of use

Patent metadata

Field	Value
Publication number	US-10844156-B2
Application number	US-201815923556-A
Country	US
Kind code	B2
Filing date	Mar 16, 2018
Priority date	Mar 16, 2018
Publication date	Nov 24, 2020
Grant date	Nov 24, 2020

Abstract

wherein R1, R2, R4 and R5 are independently H, an optionally substituted alkyl, an optionally substituted cycloalkyl, or an optionally substituted aryl; X is absent, HC═CH, or C≡C; and n=1, 2, 3, 4, 5, or 6.

First claim

The invention claimed is:

1. A method for producing a cross-linked polymeric resin, comprising:
mixing a phenol compound, an oligomer of the phenol compound, or a polymer of the phenol compound; a diol, an oligomer of the diol, or a polymer of the diol; an aldehyde; an acid; and an organic solvent to produce a reaction mixture;
heating the reaction mixture at 70-200° C. to produce a precipitate; and
washing and drying the precipitate to form the cross-linked polymeric resin;
wherein the phenol compound is of formula I:

wherein R 1 and R 2 are independently H, OR 3 , an optionally substituted alkyl, an optionally substituted cycloalkyl, or an optionally substituted aryl, and R 3 is H, an optionally substituted alkyl, an optionally substituted cycloalkyl, or an optionally substituted aryl;
and wherein the diol is of formula II:

wherein R 4 and R 5 are independently H, an optionally substituted alkyl, an optionally substituted cycloalkyl, or an optionally substituted aryl; X is absent, HC═CH, or C≡C; and n=1, 2, 3, 4, 5, or 6.

2. The method of claim 1 , wherein the diol, the oligomer of the diol, or the polymer of the diol, is selected from the group consisting of ethylene glycol (EG), diethylene glycol (DEG), triethyleneglycol (TEG), polyethylene glycol (PEG), polypropylene glycol (PPG), and polybutylene glycol (PBG).

3. The method of claim 1 , wherein the organic solvent is at least one selected from the group consisting of n-pentane, isopentane, hexane, heptane, and octane.

4. The method of claim 1 , wherein the reaction mixture is heated to 85-95° C. to form the precipitate.

5. The method of claim 1 , wherein the phenol compound is phenol.

6. The method of claim 1 , wherein the aldehyde is formaldehyde.

7. The method of claim 1 , wherein a molar ratio of the aldehyde to the phenol compound, the oligomer of the phenol compound, or the polymer of the phenol compound in the reaction mixture is 4:1 to 8:1.

8. The method of claim 1 , wherein a molar ratio of the diol, the oligomer of the diol, or the polymer of the diol to the phenol compound, the oligomer of the phenol compound, or the polymer of the phenol compound in the reaction mixture is 1:1 to 5:1.

Assignees

• Univ King Fahd Pet & Minerals

Inventors

• Al Hamouz Othman Charles Sadeq

Classifications

• C08G4/00 Primary

  Condensation polymers of aldehydes or ketones with polyalcohols; Addition polymers of heterocyclic oxygen compounds containing in the ring at least once the grouping —O—C—O— (of cyclic oligomers of aldehydes C08G2/00) · CPC title

• B01D15/265 Primary

  Adsorption chromatography · CPC title

• B01J20/285

  based on polymers · CPC title

• B01J20/3092

  Packing of a container, e.g. packing a cartridge or column (of chromatography columns B01D15/206) · CPC title

• B01J20/28052

  Several layers of identical or different sorbents stacked in a housing, e.g. in a column · CPC title