WO2009154524A1

WO2009154524A1 - Cigarette tipping paper

Info

Publication number: WO2009154524A1
Application number: PCT/SE2008/050726
Authority: WO
Inventors: Mahmood Valadi
Original assignee: Individual
Current assignee: Individual
Priority date: 2008-06-17
Filing date: 2008-06-17
Publication date: 2009-12-23
Anticipated expiration: 2010-12-17

Abstract

There is disclosed a cigarette tipping paper at least partly coated with a mixture comprising nicotine and at least one binder. Moreover there is disclosed a cigarette comprising such a tipping paper as well as a method for the manufacture of the tipping paper.

Description

Cigarette tipping paper

Technical field

The present invention relates to a cigarette tipping paper.

Background

WO 2006/052177 discloses a smokeless cigarette wherein at least a surface layer of the cigarette is impregnated with nicotine, so that the nicotine can be transferred to the skin of the user when handling and using the cigarette.

Summary

A coating comprising nicotine on a cigarette tipping paper has to fulfil a number of requirements relating to for instance but not limited to release of nicotine, stability, and taste in order to be suitable.

It is an object of the present invention to provide an improved cigarette tipping paper comprising nicotine.

The present inventor has found coating compositions which are particularly suitable for manufacturing a nicotine coating on a cigarette tipping paper.

In a first aspect there is provided a cigarette tipping paper at least partly coated with a mixture comprising nicotine and at least one binder

In a second aspect there is provided a cigarette comprising a cigarette tipping paper according to the present invention. In a third aspect there is provided a method for manufacturing a cigarette tipping paper comprising the steps: a) preparing a solution comprising nicotine and at least one polymer selected from the group consisting of PVP, chitosan, alginate, gelatine, methylcellulose, carboxymethylcellulose, hydroxycellulose, dextran, and polygalacturonic acid, b) contacting the solution with a least a part of a cigarette tipping paper, and c) drying the cigarette tipping paper.

Further aspects and embodiments are defined in the appended claims, which are specifically incorporated herein by reference.

One advantage is that nicotine can be applied in a coating on a cigarette tipping paper in a coating composition which is non-toxic and which releases the nicotine a suitable manner.

Another advantage is that the coating comprising nicotine is stable over time so that it can be stored.

Another advantage is that cigarette tipping paper can be coated easily and after coating the tipping paper can be used to manufacture a cigarette in ordinary cigarette machines .

Definitions

Before the invention is disclosed and described in detail, it is to be understood that this invention is not limited to particular compounds, configurations, method steps, substrates, and materials disclosed herein as such compounds, configurations, method steps, substrates, and materials may vary somewhat. It is also to be understood that the terminology employed herein is used for the purpose of describing particular embodiments only and is not intended to be limiting since the scope of the present invention is limited only by the appended claims and equivalents thereof.

It must be noted that, as used in this specification and the appended claims, the singular forms "a", "an" and "the" include plural referents unless the context clearly dictates otherwise.

If nothing else is defined, any terms and scientific terminology used herein are intended to have the meanings commonly understood by those of skill in the art to which this invention pertains.

The term "about" as used in connection with a numerical value throughout the description and the claims denotes an interval of accuracy, familiar and acceptable to a person skilled in the art. Said interval is ± 10 %.

"Binder" is used herein to denote a molecule, a substance, a particle or similar which is able to bind to another substance .

"Cigarette tipping paper" is used herein to denote a paper used in tipping the cigarette and forming the mouthpiece. In a filter cigarette the tipping paper typically surrounds the filter in radial direction. The tipping paper can stabilise the mouthpiece from saliva and moderate the burning of the cigarette as well as the delivery of smoke. "Coating" is used herein to denote at least one layer of a substance which is applied to an object.

Detailed description In a first aspect there is provided a cigarette tipping paper at least partly coated with a mixture comprising nicotine and at least one binder.

In one embodiment there is provided a cigarette tipping paper at least partly coated with a mixture comprising nicotine and at least one polymer.

Preferably the cigarette tipping paper is at least partly coated with a mixture comprising nicotine and at least one polymer which is water soluble, biocompatible, non-toxic and has relatively weak interaction with nicotine.

The polymer should be water soluble, biocompatible and non toxic since it is in contact with the skin of the user during use. Moreover the polymer should have a suitable interaction with nicotine so that a suitable amount of nicotine is released during use.

In one embodiment the cigarette tipping paper is at least partly coated with a mixture comprising nicotine and at least one polymer selected from the group consisting of PVP, a gelatine, an alginate, a carboxymethyl cellulose, a dextran, a cellulose ether, and a starch.

In one embodiment the cigarette tipping paper is at least partly coated with a mixture comprising nicotine and at least one polymer selected from the group consisting of PVP, chitosan, alginate, gelatine, methylcellulose, carboxymethylcellulose, hydroxycellulose, dextran, and polygalacturonic acid.

In one embodiment the cigarette tipping paper is at least partly coated with a mixture comprising nicotine and at least one polymer selected from the group consisting of PVP, chitosan, and sodium alginate.

In one embodiment the cigarette tipping paper is at least partly coated with a mixture comprising nicotine, PVP, and at least one further polymer selected from the group consisting of chitosan and sodium alginate.

It has turned out that a mixture of PVP with at least one of the polymers chitosan and sodium alginate gives a more stable and endurable coating. In one embodiment the ratio calculated by weight of PVP to chitosan and/or sodium alginate (PVP/ (chitosan + alginate) ) is from about 40 to about 10.

In one embodiment the cigarette tipping paper further comprises at least one additive selected from the group consisting of a flavor agent, a sweetening agent, and a vitamin. In one embodiment the cigarette tipping paper further comprises at least one additive selected from the group consisting of a flavor agent and a sweetening agent. It has turned out that a flavor agent or a sweetening agent can reduce the strong taste of nicotine.

In one embodiment the cigarette tipping paper further comprises at least one additive selected from the group consisting of menthol, sorbitol, xylitol, mannitol, and beta-cyclodextran . In one embodiment the cigarette tipping paper further comprises at least one additive selected from the group consisting of sorbitol and xylitol. It has turned out that an addition of sorbitol and/or xylitol significantly reduces the nicotine taste of the coating.

In one embodiment the ratio as calculated by weight of nicotine to additive (nicotine/additive) is from about 10 to about 100.

In one embodiment the polymer has a weight average molecular weight from about 4000 to about 20000, preferably from about 6000 to about 16000, most preferably from about 7000 to about 13000.

In one embodiment the dried coating on the cigarette tipping paper comprises from about 30 wt% to about 70 wt% of nicotine.

In a second aspect there is provided a cigarette comprising a cigarette tipping paper as described above.

Such a cigarette will provide nicotine to the user when handling the cigarette, even if the cigarette is not burnt. In particular the cigarette provides nicotine to the fingers, lips and tongue of the user. It is an advantage that the cigarette does not create smoke and smoke particles during release of nicotine. The cigarette does not give rise to passive smoking. The cigarette gives the user oral stimulation.

In one embodiment the cigarette is at least partly covered by a protective film. This has the advantage of providing a protection against evaporation of nicotine and other additives in the coating. The protective film is removed before use.

In a third aspect there is provided a method for manufacturing a cigarette tipping paper comprising the steps : a) preparing a solution comprising nicotine and at least one polymer selected from the group consisting of PVP, chitosan, alginate, gelatine, methylcellulose, carboxymethylcellulose, hydroxycellulose, dextran, and polygalacturonic acid, b) contacting the solution with a least a part of a cigarette tipping paper, and c) drying the cigarette tipping paper.

In one embodiment the ratio in the aqueous solution between the nicotine concentration and the total polymer concentration calculated by weight is from about 1 to about 5.

In one embodiment the nicotine concentration in the dried coating is from about 30 wt% to about 70 wt%.

Other features and uses of the invention and their associated advantages will be evident to a person skilled in the art upon reading the description and the examples.

It is to be understood that this invention is not limited to the particular embodiments shown here. The following examples are provided for illustrative purposes and are not intended to limit the scope of the invention since the scope of the present invention is limited only by the appended claims and equivalents thereof. Example s

Methodology

Preparation of paper samples Paper was cut in pieces 25x30 mm and fixed with clamps on two sides.

Preparation of working solutions

Working aqueous solutions were prepared by dissolution of of polymers in an aqueous solution of nicotine. In the case of the use of additives to the nicotine/polymer coatings the additives were added to dry polymer samples, and then 5% solution of nicotine was added to prepare the mixtures. The solutions were well agitated and then equilibrated for 1 hour for complete dissolution of components at room temperature.

Deposition of coatings on paper

Paper samples were fixed by clamps. Then the aqueous solution with nicotine/polymer was spread on paper by means of single plastic batchers. The deposition was single. Then samples were dried for 24 h at room temperature. The loss of moisture was monitored gravimetrically with the utilization of analytical balance.

Example 1

An aqueous solution containing nicotine (5 wt% in the aqueous solution) + PVP (2 wt% in the aqueous solution, weight average molecular weight 8000) was made and was coated on a paper and dried according to the description above. The coating formed on the paper was uniform and transparent . Exampl e 2

Example 1 was repeated but instead the weight average molecular weight was 12000. The coating formed on the paper was uniform and transparent.

Example 3

Example 1 was repeated but the aqueous solution further comprised 0.5 wt% of mannitol. The dried coating formed on the paper was uniform and transparent and had a strong nicotine taste.

Example 4

Example 1 was repeated but the aqueous solution further comprised 0.5 wt% of sorbitol. The dried coating formed on the paper was uniform and transparent but was without a strong nicotine taste. The nicotine desorption was studied preliminary by immersing the paper into water and measuring the nicotine concentration in water by a spectrophotometer. It was found that the release of nicotine was highest initially within the first minutes.

Example 5

Example 1 was repeated but the aqueous solution further comprised 0.5 wt% of xylitol. The dried coating formed on the paper was uniform and transparent. A strong nicotine taste was not practically felt, but there was a tingling feeling on the tongue. The nicotine desorption was studied preliminary by immersing the paper into water and measuring the nicotine concentration in water by a spectrophotometer. It was found that the release of nicotine was highest initially within the first minutes.

Example 6 Example 1 was repeated but the aqueous solution further comprised 0.05 wt% of menthol. The dried coating formed on the paper was uniform and transparent. The nicotine desorption was studied preliminary by immersing the paper into water and measuring the nicotine concentration in water by a spectrophotometer. It was found that the release of nicotine was highest initially within the first minutes .

Example 7

Example 1 was repeated but the aqueous solution further comprised 0.35 wt% of beta-cyclodextran . The dried coating formed on the paper was uniform and transparent. The dried coating had a strong nicotine taste.

Example 8

Example 1 was repeated but the aqueous solution further comprised 0.05 wt% of mint oil. The dried coating formed on the paper was uniform and transparent. A strong nicotine taste was not practically felt, but there was a slight tingling feeling on the tongue.

Example 9

An aqueous solution containing nicotine (5 wt% in the aqueous solution) + sodium alginate (2 wt% in the aqueous solution) was made and was coated on a paper and dried according to the description above.

Example 10 An aqueous solution containing nicotine (5 wt% in the aqueous solution) + chitosan (2 wt% in the aqueous solution) was made and was coated on a paper and dried according to the description above. Exampl e 11

An aqueous solution containing nicotine (5 wt% in the aqueous solution) + polygalacturonic acid (2 wt% in the aqueous solution, ) was made and was coated on a paper and dried according to the description above.

Example 12

An aqueous solution containing nicotine (5 wt% in the aqueous solution) + dextran (2 wt% in the aqueous solution) was made and was coated on a paper and dried according to the description above.

Example 13

An aqueous solution containing nicotine (5 wt% in the aqueous solution) + carboxymethyl cellulose (2 wt% in the aqueous solution) was made and was coated on a paper and dried according to the description above.

Example 14 An aqueous solution containing nicotine (5 wt% in the aqueous solution) + gelatin (2 wt% in the aqueous solution) was made and was coated on a paper and dried according to the description above.

Claims

Cl aims

1. A cigarette tipping paper at least partly coated with a mixture comprising nicotine and at least one binder.

2. The cigarette tipping paper according to claim 1, wherein said cigarette tipping paper is at least partly coated with a mixture comprising nicotine and at least one polymer .

3. The cigarette tipping paper according to claim 1, wherein said cigarette tipping paper is at least partly coated with a mixture comprising nicotine and at least one polymer which is water soluble, biocompatible, non-toxic and has relatively weak interaction with nicotine.

4. The cigarette tipping paper according to claim 1, wherein said cigarette tipping paper is at least partly coated with a mixture comprising nicotine and at least one polymer selected from the group consisting of PVP, a gelatine, an alginate, a carboxymethyl cellulose, a dextran, a cellulose ether, and a starch.

5. The cigarette tipping paper according to any one of claim 1, wherein said cigarette tipping paper is at least partly coated with a mixture comprising nicotine and at least one polymer selected from the group consisting of PVP, chitosan, alginate, gelatine, methylcellulose, carboxymethylcellulose, hydroxycellulose, dextran, and polygalacturonic acid.

6. The cigarette tipping paper according to claim 1, wherein said cigarette tipping paper is at least partly coated with a mixture comprising nicotine and at least one polymer selected from the group consisting of PVP, chitosan, and sodium alginate.

7. The cigarette tipping paper according to claim 1, wherein said cigarette tipping paper is at least partly coated with a mixture comprising nicotine, PVP, and at least one further polymer selected from the group consisting of chitosan and sodium alginate.

8. The cigarette tipping paper according to any one of claims 1-7, wherein said cigarette tipping paper further comprises at least one additive selected from the group consisting of a flavor agent, a sweetening agent, and a vitamin .

9. The cigarette tipping paper according to any one of claims 1-8, wherein said cigarette tipping paper further comprises at least one additive selected from the group consisting of menthol, sorbitol, xylitol, mannitol, and beta-cyclodextran .

10. The cigarette tipping paper according to any one of claims 1-9, wherein said polymer has a weight average molecular weight from about 4000 to about 20000.

11. The cigarette tipping paper according to any one of claims 1-10, wherein said polymer has a weight average molecular weight from about 6000 to about 16000.

12. The cigarette tipping paper according to any one of claims 1-11, wherein the coating on the cigarette tipping paper comprises from about 30 wt% to about 70 wt% of nicotine .

13. A cigarette comprising a cigarette tipping paper according to any one of claims 1-12.

14. The cigarette according to claim 13, wherein said cigarette is at least partly covered by a protective film.

15. A method for manufacturing a cigarette tipping paper comprising the steps: a) preparing a solution comprising nicotine and at least one polymer selected from the group consisting of

PVP, chitosan, alginate, gelatine, methylcellulose, carboxymethylcellulose, hydroxycellulose, dextran, and polygalacturonic acid, b) contacting the solution with a least a part of a cigarette tipping paper, c) drying the cigarette tipping paper.

16. The method according to claim 15, wherein the ratio between the nicotine concentration calculated by weight and the total polymer concentration calculated by weight is from about 1 to about 5.

17. The method according to any one of claims 15-16 wherein the nicotine concentration in the dried coating is from about 30 wt% to about 70 wt%.