Porous catalytic matrices for elimination of toxicants found in tobacco combustion products

Patent metadata

Field	Value
Publication number	US-9307790-B2
Application number	US-201113195378-A
Country	US
Kind code	B2
Filing date	Aug 1, 2011
Priority date	Aug 1, 2011
Publication date	Apr 12, 2016
Grant date	Apr 12, 2016

Abstract

Described herein are compositions and methods for capturing carbonylic or phenolic toxicants, or converting these toxicants into less volatile compounds. The toxicants, which may be a component of cigarette smoke, may be captured by physical or chemical adsorption, absorption, or entrapment.

First claim

We claim:

1. A method of reducing the quantity of a toxicant in a fluid, comprising:
contacting the fluid with a hybrid MOF matrix,
wherein:
the hybrid MOF matrix comprises (i) an MOF matrix, wherein the MOF matrix comprises metal ions or clusters coordinated to polydentate organic ligands, and the metal ions or clusters comprise Cr, Fe, Zn, Al, Ni, or Cu, and (ii) a dopant, wherein the dopant is a supernucleophilic amine;
the fluid is a gas; and
the toxicant is a carbonylic compound or a phenolic compound.

2. The method of claim 1 , wherein the fluid is tobacco smoke.

3. The method of claim 1 , wherein the fluid is mainstream cigarette smoke or sidestream cigarette smoke.

4. The method of claim 1 , wherein the toxicant is a carbonylic compound selected from the group consisting of acetaldehyde, acrolein, formaldehyde, butyraldehyde, crotonaldehyde, benzyl aldehyde, and propionaldehyde.

5. The method of claim 1 , wherein the toxicant is a phenolic compound selected from the group consisting of phenol, m-cresol, p-cresol, o-cresol, α-naphthol, and β-naphthol.

6. The method of claim 1 , wherein the toxicant is adsorbed onto or absorbed into the MOF matrix.

7. The method of claim 1 , wherein the toxicant is chemically converted into a less volatile substance.

8. The method of claim 7 , wherein the less volatile substance is a ketal, an acetal, a polyketal, a polyacetal, a polymer, or an organic heterocycle.

9. The method of claim 1 , wherein the organic ligand is terephthalic acid, isophthalic acid, 2-aminoterephthalic acid, 2,5-dihydroxyterephthalic acid, 1,2,3-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid, or 2,2′-bipyridine-5,5′-dicarboxylic acid.

10. The method of claim 1 , wherein the dopant is dimethylaminopyridine.

11. The method of claim 1 , wherein the metal ions or clusters comprise Cr.

12. The method of claim 1 , wherein the metal ions or clusters comprise Al.

13. The method of claim 1 , wherein the metal ions or clusters comprise Fe.

14. The method of claim 1 , wherein the dopant is dimethylaminopyridine; and the metal ions or clusters comprise Al.

15. The method of claim 1 , wherein the dopant is dimethylaminopyridine; and the metal ions or clusters comprise Fe.

16. A method of adsorbing or absorbing a carbonylic compound or a phenolic compound, comprising
contacting the carbonylic compound or phenolic compound with a hybrid MOF matrix, wherein the hybrid MOF matrix comprises (i) an MOF matrix, wherein the MOF matrix comprises metal ions or clusters coordinated to polydentate organic ligands, and the metal ions or clusters comprise Cr, Fe, Zn, Al, Ni, or Cu, and (ii) a dopant, wherein the dopant is a supernucleophilic amine.

17. A method of catalyzing the conversion of a carbonylic compound to a non-carbonylic product, comprising
contacting the carbonylic compound with a hybrid MOF matrix for an amount of time, wherein the hybrid MOF matrix comprises (i) an MOF matrix, wherein the MOF matrix comprises metal ions or clusters coordinated to polydentate organic ligands, and the metal ions or clusters comprise Cr, Fe, Zn, Al, Ni, or Cu, and (ii) a dopant, wherein the dopant is a supernucleophilic amine, thereby forming the non-carbonylic product.

18. A method of catalyzing the conversion of a phenolic compound to a non-phenolic product or a polymeric product, comprising
contacting the phenolic compound with a hybrid MOF matrix for an amount of time, wherein the hybrid MOF matrix comprises (i) an MOF matrix, wherein the MOF matrix comprises metal ions or clusters coordinated to polydentate organic ligands, and the metal ions or clusters comprise Cr, Fe, Zn, Al, Ni, or Cu, and (ii) a dopant, wherein the dopant is a supernucleophilic amine, thereby forming the non-phenolic product or the polymeric product.

19. A method of reducing the quantity of a toxicant in a fluid, comprising: contacting the fluid with a hybrid MOF matrix, wherein:
the hybrid MOF matrix comprises (i) an MOF matrix, wherein the MOF matrix comprises metal ions or clusters coordinated to polydentate organic ligands, and the metal ions or clusters comprise Cr, Fe, Zn, Al, Ni, or Cu, and (ii) a dopant, wherein the dopant is phosphotungstic acid;
the fluid is a gas; and
the toxicant is a carbonylic compound or a phenolic compound.

20. The method of claim 19 , wherein the metal ions or clusters comprise Cr.

21. The method of claim 19 , wherein the fluid is tobacco smoke.

22. The method of claim 19 , wherein the fluid is mainstream cigarette smoke or sidestream cigarette smoke.

23. The method of claim 19 , wherein the toxicant is a carbonylic compound selected from the group consisting of acetaldehyde, acrolein, formaldehyde, butyraldehyde, crotonaldehyde, benzyl aldehyde, and propionaldehyde.

24. The method of claim 19 , wherein the toxicant is a phenolic compound selected from the group consisting of phenol, m-cresol, p-cresol, o-cresol, α-naphthol, and β-naphthol.

25. The method of claim 19 , wherein the toxicant is adsorbed onto or absorbed into the MOF matrix.

26. The method of claim 19 , wherein the toxicant is chemically converted into a less volatile substance.

27. The method of claim 26 , wherein the less volatile substance is a ketal, an acetal, a polyketal, a polyacetal, a polymer, or an organic heterocycle.

28. The method of claim 19 , wherein the organic ligand is terephthalic acid, isophthalic acid, 2-aminoterephthalic acid, 2,5-dihydroxyterephthalic acid, 1,2,3-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid, or 2,2′-bipyridine-5,5′-dicarboxylic acid.

29. The method of claim 19 , wherein the metal ions or clusters comprise Al.

30. The method of claim 19 , wherein the metal ions or clusters comprise Fe.

31. A method of reducing the quantity of a toxicant in a fluid, comprising contacting the fluid with MIL-101, strongly acidic MIL-101, or MIL101/PTA, wherein
the fluid is a gas; and
the toxicant is a carbonylic compound or a phenolic compound.

32. The method of claim 31 , wherein the fluid is contacted with MIL-101 or strongly acidic MIL-101; the MIL-101 or strongly acidic MIL-101 further comprises a dopant; and the dopant is a polyoxometalate or a supernucleophilic amine.

Assignees

• Bromberg Lev E
• Hatton Trevor Alan
• Massachusetts Inst Technology

Inventors

• Bromberg Lev E
• Hatton Trevor Alan

Classifications

• A23V2200/00

  Function of food ingredients · CPC title

• B01J31/1691

  Coordination polymers, e.g. metal-organic frameworks [MOF] (preparation of metal complexes containing carboxylic acid moieties C07C51/418; MOF's per se C07F) · CPC title

• A24D3/16 Primary

  of inorganic materials · CPC title

• B01J20/226

  Coordination polymers, e.g. metal-organic frameworks [MOF], zeolitic imidazolate frameworks [ZIF] (preparation of metal complexes containing carboxylic acid moieties C07C51/418; MOF's per se C07F) · CPC title

• A23V2002/00

  Food compositions, function of food ingredients or processes for food or foodstuffs · CPC title