Preparation of trihalide anion exchange resins, reversible adsorption and chlorination reactions using ion exchange resins

Patent metadata

Field	Value
Publication number	US-9393558-B2
Application number	US-201314420784-A
Country	US
Kind code	B2
Filing date	Aug 13, 2013
Priority date	Aug 13, 2012
Publication date	Jul 19, 2016
Grant date	Jul 19, 2016

Abstract

A method of preparing a trihalide resin, where a trihalide ion solution is contacted with a styrene divinylbenzene polymer resin having polymer bonded -ER 3 + X − groups where E is N, P, or As, R is a hydrocarbon group and X is Cl, Br, or I. The trihalide ion can be Cl 3 − , Br 3 − or I 3 − . A trichloride resin and a method of preparing the trichloride resin, where a styrene divinylbenzene polymer resin having polymer bonded -ER 3 + Cl − groups is contacted with chlorine. The trichloride resin can be used as a solid equivalent of chlorine gas. Formation of the styrene divinylbenzene resin comprising -ER 3 + Cl − units can be used to scavenge chlorine from a gas or liquid to form the styrene divinylbenzene resin comprising -ER 3 + Cl 3 − units.

First claim

I claim:

1. A trichloride resin, comprising a styrene divinylbenzene polymer resin having polymer bonded -ER 3 + Cl 3 − groups, wherein E is N, P, or As, and R is a methyl or larger alkyl group.

2. A method of performing a reaction with chlorine, comprising:
providing a trichloride resin according to claim 1 ;
providing a reactive compound; and
contacting the styrene trichloride resin or chlorine released from the trichloride resin with the reactive species, wherein the reactive compound undergoes reaction with chlorine or an oxidized chlorine comprising compound.

3. The method of claim 2 , wherein the trichloride resin comprises trialkylammonium trichloride units with alkyl units that are ethyl units or larger.

4. The method of claim 3 , wherein the reactive compound is in a fluid comprising water.

5. The method of claim 2 , wherein the chlorine is released into a fluid from the trichloride resin and the fluid is contacted with the reactive compound.

6. The method of claim 5 , wherein the fluid is a gas.

7. The method of claim 5 , wherein the fluid is a liquid.

8. The method of claim 2 , wherein the reactive compound is in a fluid comprising an organic solvent.

9. The method of claim 2 , wherein contacting comprises passing the reactive species and a fluid through the trichloride resin, wherein the trichloride resin, the reactive compound, and the fluid are anhydrous, and wherein the trialkylammonium trichloride units have alkyl units that are methyl units or larger.

10. The method of claim 2 , wherein the reactive compound is an organic compound.

11. The method of claim 10 , wherein the organic compound is an alkane, aldehyde, amine, ketone, alkene, alkyne, ester, ether, aromatic, or alcohol.

12. The method of claim 2 , wherein the reactive compound is an inorganic compound.

13. The method of claim 12 , wherein the inorganic compound is a transition metal compound, main group metal compound, ammonia, bromide, iodide, cyanide, nitrite, sulfite, and sulfide.

14. The method of claim 2 , wherein the reactive compound is a biomolecule.

15. The method of claim 14 , wherein the biomolecule is a protein, lipid, carbohydrate, or nucleic acid.

16. A method of preparing the trichloride resin according to claim 1 , comprising:
providing a solution comprising trichloride ion;
providing a styrene divinylbenzene polymer resin having polymer bonded -ER 3 + X − groups where R is a hydrocarbon group, E=N, P, or As, and X is Cl; and
contacting the styrene divinylbenzene polymer resin with the solution comprising trichloride ion to form a trichloride resin.

17. The method according to claim 16 , wherein the solution comprises trichloride ion and water.

18. The method according to claim 16 , wherein the solution comprises trichloride ion and an organic solvent.

19. The method according to claim 18 , wherein the organic solvent comprises a halogenated solvent or acetonitrile.

20. The method of claim 16 , further comprising washing the trichloride resin.

21. The method of claim 20 , wherein washing is washing with water.

22. The method of claim 16 , further comprising drying the trichloride resin.

23. The method of claim 16 , wherein R is a C 2 or larger alkyl group.

24. A method of preparing the trichloride resin according to claim 1 , comprising:
providing a styrene divinylbenzene resin having polymer bonded -ER 3 + Cl − groups wherein E is N, P, or As, and R is a methyl or larger alkyl group;
providing a chlorine comprising gas; and
contacting the chlorine gas with the styrene divinylbenzene resin.

25. The method according to claim 24 , wherein the E is N and the R an ethyl or larger alkyl group.

26. The method according to claim 25 , wherein the styrene divinylbenzene polymer resin is provided in a dilute hydrochloric acid solution.

27. The method according to claim 24 , wherein R is an ethyl or larger alkyl group.

28. The method according to claim 24 , wherein the styrene divinylbenzene resin and the chlorine gas are anhydrous.

29. The method of claim 24 , wherein the chlorine comprising gas is provided in an organic solvent.

30. The method of claim 24 , wherein the styrene divinylbenzene resin having polymer bonded -ER 3 + Cl − groups is swollen with an organic solvent.

Assignees

• Univ Florida

Inventors

• Richardson David Ernest

Classifications

• B01J41/14 Primary

  obtained by reactions only involving unsaturated carbon-to-carbon bonds · CPC title

• C08L27/00

  Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers · CPC title

• C02F1/76

  with halogens or compounds of halogens {(C02F1/4674 takes precedence)} · CPC title

• B01J47/12

  characterised by the use of ion-exchange material in the form of ribbons, filaments, fibres or sheets, e.g. membranes (electrodialysis or electro-osmosis B01D61/42) · CPC title

• C08F8/18 Primary

  Introducing halogen atoms or halogen-containing groups · CPC title