Amphiphile-modified sorbents in smoking articles and filters

Patent metadata

Field	Value
Publication number	US-10188142-B2
Application number	US-201514982875-A
Country	US
Kind code	B2
Filing date	Dec 29, 2015
Priority date	Dec 22, 2003
Publication date	Jan 29, 2019
Grant date	Jan 29, 2019

Abstract

Smoking articles which involve the use of amphiphile-modified sorbents are disclosed. The amphiphile-modified sorbent has at least one amphiphilic compound bound to an inorganic molecular sieve substrate. The amphiphile-modified sorbent selectively removes certain constituents from cigarette smoke, while maintaining other constituents, such as those that contribute to flavor. Methods for making cigarette filters and smoking articles using amphiphile-modified sorbents, as well as methods for smoking a cigarette containing an amphiphile-modified sorbent, are also provided.

First claim

What is claimed is:

1. A smoking article comprising an amphiphile-modified sorbent having at least one amphiphilic compound selected from the group consisting of an imidazoline, an ethoxylated amine, and a quaternary phospholipid bound to an inorganic molecular sieve substrate.

2. The smoking article of claim 1 , wherein: (a) the smoking article is selected from the group consisting of a cigarette, a pipe, a cigar and a non-traditional cigarette; (b) the amphiphile-modified sorbent is located in a filter; (c) the amphiphile-modified sorbent is capable of removing at least some of at least one selected constituent of mainstream smoke by molecular sieving, ion exchange, hydrophobic interactions, chelation, chemical binding, or combinations thereof; (d) the amphiphile-modified sorbent selectively removes at least some of at least one selected constituent of mainstream smoke; (e) the amphiphile-modified sorbent is capable of removing at least some of a hydrocarbon compound constituent of mainstream smoke or a polar organic compound constituent of mainstream smoke; (f) the amphiphile-modified sorbent is capable of removing at least some of an organic compound constituent of mainstream smoke; (g) the amphiphile-modified sorbent is capable of removing at least one selected constituent of mainstream smoke selected from the group consisting of aldehyde, carbon monoxide, 1,3-butadiene, isoprene, acrolein, acrylonitrile, hydrogen cyanide, o-toluidine, 2 naphtylamine, nitrogen oxide, benzene, N-nitrosonornicotine, phenol, catechol, benz(a)anthracene, and benzo(a)pyrene; (h) the amphiphile-modified sorbent is capable of removing at least some of an aldehyde constituent of mainstream smoke; (i) the amphiphilic compound comprises from about 4 to about 24 carbon; or (j) the amphiphilic compound comprises from about 6 to about 18 carbons.

3. The smoking article of claim 2 , wherein the smoking article is a cigarette.

4. The smoking article of claim 2 , wherein the filter is a mono filter, a dual filter, a triple filter, a cavity filter, a recessed filter or a free-flow filter.

5. The smoking article of claim 1 , wherein: (a) the inorganic molecular sieve substrate is selected from the group consisting of zeolite, aluminophosphate, silicate, aluminosilicates, and mixtures thereof; (b) the inorganic molecular sieve substrate is a zeolite selected from the group consisting of zeolite ZSM-5, zeolite A, zeolite X, zeolite Y, zeolite K-G, zeolite ZK-5, zeolite Beta, zeolite ZK-4, and mixtures thereof; (c) the amphiphilic compound is covalently bound to the surface of the inorganic molecular sieve substrate; (d) the amphiphilic compound is electrostatically bound to the surface of the inorganic molecular sieve substrate; (e) the amphiphile-modified sorbent is in particle form having an average mesh size from about 20 mesh to about 60 mesh; (f) the smoking article is a cigarette including from about 50 mg to about 300 mg of the amphiphile-modified sorbent; (g) the smoking article is a cigarette including from about 100 mg to about 200 mg of the amphiphile-modified sorbent; or (h) the molecular sieve comprises a mesoporous molecular sieve.

6. A cigarette filter comprising an amphiphile-modified sorbent having at least one amphiphilic compound, selected from the group consisting of an imidazoline, an ethoxylated amine, and a quaternary phospholipid bound to an inorganic molecular sieve substrate.

7. The cigarette filter of claim 6 , wherein: (a) the amphiphile-modified sorbent is capable of removing at least some of at least one selected constituent of mainstream smoke by molecular sieving, ion exchange, hydrophobic interactions, chelation, chemical binding, or combinations thereof; (b) the amphiphile-modified sorbent selectively removes at least some of at least one selected constituent of mainstream smoke; (c) the amphiphile-modified sorbent is capable of removing at least some of a hydrocarbon compound constituent of mainstream smoke, or a polar organic compound constituent of mainstream smoke; (d) the amphiphile-modified sorbent is capable of removing at least some of an organic compound constituent of mainstream smoke; (e) the amphiphile-modified sorbent is capable of removing at least one selected constituent of mainstream smoke selected from the group consisting of aldehyde, carbon monoxide, 1,3-butadiene, isoprene, acrolein, acrylonitrile, hydrogen cyanide, o-toluidine, 2-naphtylamine, nitrogen oxide, benzene, N-nitrosonornicotine, phenol, catechol, benz(a)anthracene, and benzo(a)pyrene; (f) the amphiphile-modified sorbent is capable of removing at least some of an aldehyde constituent of mainstream smoke; (g) the amphiphilic compound comprises from about 4 to about 24 carbons; or (h) the amphiphilic compound comprises from about 6 to about 18 carbons.

8. The cigarette filter of claim 6 , wherein: (a) the inorganic molecular sieve substrate is selected from the group consisting of zeolite, aluminophosphate, silicate, aluminosilicates, and mixtures thereof; (b) the inorganic molecular sieve substrate is a zeolite selected from the group consisting of zeolite ZSM-5, zeolite A, zeolite X, zeolite Y, zeolite K-G, zeolite ZK-5, zeolite Beta, zeolite ZK-4, and mixtures thereof; (c) the amphiphilic compound is covalently bound to the surface of the inorganic molecular sieve substrate; (d) the amphiphilic compound is electrostatically bound to the surface of the inorganic molecular sieve substrate; or (e) the amphiphile-modified sorbent is in particle form having an average mesh size from about 20 mesh to about 60 mesh.

9. The cigarette filter of claim 6 , wherein: (a) the smoking article is a cigarette including from about 50 mg to about 300 mg of the amphiphile-modified sorbent; (b) the smoking article is a cigarette including from about 100 mg to about 200 mg of the amphiphile-modified sorbent; (c) the filter is selected from the group consisting of a mono filter, a dual filter, a triple filter, a cavity filter, a recessed filter, and a free-flow filter; (d) the filter comprises at least one material selected from the group consisting of cellulose acetate tow, cellulose paper, mono cellulose, mono acetate, and combinations thereof; (e) the amphiphile-modified sorbent is incorporated into one or more cigarette filter parts selected from the group consisting of shaped paper insert, a plug, a space, cigarette filter paper, and a free-flow sleeve; (f) the amphiphile-modified sorbent is incorporated with cellulose acetate fibers forming a plug or a free-flow filter element; (g) the amphiphile-modified sorbent is incorporated with polypropylene fibers forming a plug or free-flow filter element; (h) the amphiphile-modified sorbent is incorporated in at least one of a mouthpiece filter plug, a first tubular filter element adjacent to the mouthpiece filter plug, and a second tubular filter element adjacent to the first tubular element; or (i) the amphiphile-modified sorbent is incorporated in at least one part of a three-piece filter including a mouthpiece filter plug, a first filter plug adjacent to the mouthpiece filter plug, and a second filter plug adjacent to the first filter plug.

10. A method of making a cigarette filter, the method comprising incorporating an amphiphile-modified sorbent having at least one amphiphilic compound, selected from the group consisting of an imidazoline, an ethoxylated amine and a quaternary phospholipid bound to an inorganic molecular sieve substrate into a cigarette filter.

11. The method of claim 10 , wherein the filter is a mono filter, a dual filter, a triple filter, a cavity filter, a recessed filter or a free-flow filter.

12. A method of making a cigarette, the method comprising:
(i) providing a cut f

Assignees

• Philip Morris Usa Inc

Inventors

• Fournier Jay A
• Zhaohua Luan

Classifications

• A24D3/12 Primary

  of ion exchange materials · CPC title

• A24D3/08

  of organic materials as carrier or major constituent (of ion exchange materials A24D3/12) · CPC title

• A24D3/166

  Silicic acid or silicates · CPC title

• A24D3/10

  of cellulose or cellulose derivatives · CPC title

• A24D3/14

  of organic materials as additive (of ion exchange materials A24D3/12) · CPC title