Process of preparing nicotine N'-oxide and smoking products containing it
AssigneeB.A.T. Cigarettenfabriken GmbH
InventorsGerald Schmekel, Gert Rudolph
Life of this patent
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Abstract
Smoking products, for example cigarettes, cut tobacco, pipe tobacco, cigarillos and the like, give an increased yield of nicotine in the tobacco smoke without impairment of the taste of the smoke, when trans-nicotine N'-oxide, which is free or substantially free of cis-nicotine N'-oxide or contains at most 10% by weight of the cis-isomer, is added thereto in a quantity of up to 5% by weight, relative to the dry weight of the tobacco. The nicotine N-oxide is prepared by oxidizing nicotine with an aqueous H.sub.2 O.sub.2 solution in the presence of a catalytic amount of non-oxidizing acid having a pk value of less than 5 to produce an oxidation mixture containing trans and cis-nicotine N'-oxide.
Claims27
A smoking product comprising tobacco and a quantity of up to 5% by weight relative to the dry weight of the smoking product of nicotine N'-oxide, said nicotine N'-oxide consisting of at least 90% of the trans-isomer and at most 10% of the cis-isomer of nicotine N'-oxide.
A process for the preparation of trans-nicotine N'-oxide comprising oxidizing nicotine with an aqueous H.sub.2 O.sub.2 solution in the presence of a catalytic amount of non-oxidizing acid having a pK value of less than 5 to produce an oxidation mixture containing trans and cis-nicotine N'-oxide.
A process for the preparation of trans-nicotine N'-oxide comprising:
- oxidizing nicotine with an aqueous H.sub.2 O.sub.2 solution in the presence of about 10 to about 150 mmol per mol nicotine of a non-oxidizing carboxylic, dicarboxylic or polycarboxylic acid naturally occurring in tobacco and having a pK value of less than 5 to produce an oxidation mixture containing trans and cis-nicotine N'-oxide,
- dehydrating said oxidation mixture;
- and
- separating trans-nicotine N'-oxide from said dehydrated oxidation mixture.
A smoking product comprising tobacco and a quantity of up to 5% by weight relative to the dry weight of the smoking product of trans-nicotine N'-oxide, said trans-nicotine N'-oxide being substantially free of the cis-isomer of nicotine N'-oxide.
Dependencies are inferred from the claim text.