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Preparation method of monomenthyl ester, and mint cigarette paper and preparation method thereof

A monomenthyl ester and cigarette paper technology, which is applied in the preparation of carboxylate esters, the preparation of organic compounds, and the manufacture of cigars, etc., can solve the problems of aroma loss, high boiling point of menthyl ester, and low volatility, and achieve the reduction of non-target substances. Generate, reduce the generation of harmful components, and release uniform and stable effects

Inactive Publication Date: 2019-12-06
CHINA TOBACCO HENAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, relevant scholars have found through research that through the above-mentioned adding methods, it is easy to cause serious aroma loss or unsustainable serious consequences, and it will lead to cigarette burning speed, ventilation, number of puffs, main sidestream smoke migration rate and cigarette paper. A series of problems such as difficulty in controlling air permeability
In addition, domestic researchers found that the menthyl ester formed by the combination of L-menthol and non-volatile organic acid has a high boiling point and is not volatile, and can be cracked at about 300°C to release L-menthol, and the transfer rate can reach 60-80. %, and in the temperature range of 450-900 ° C, the cracking release of L-menthol is less, and the transfer rate is only 9-18% (synthesis and thermal cracking of menthyl nylon acid, Fine Chemical Industry, 2016, 33 (10 ), 1118-1124)

Method used

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  • Preparation method of monomenthyl ester, and mint cigarette paper and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] 15.6 g (0.1 mol) of menthol, 26.1 g (0.07 mol) of isovaleric anhydride, 2.6 g of catalyst DMAP (10% of the mass of isovaleric anhydride) and 150 mL of solvent cyclohexane were successively added into a 250 mL three-necked flask. Magnetic stirring, water bath heating to reflux temperature, reaction 8h. After the reaction was over, the precipitate was removed by filtration, and the filtrate was washed with 5% Na 2 CO 3 Solution extraction, separate the water phase, adjust to pH = 3 with dilute hydrochloric acid, then extract with ethyl acetate, concentrate to remove the solvent, distill under reduced pressure at 1kPa, collect a light yellow viscous liquid at a temperature range of 110-130°C, which is Menthyl Isovalerate.

[0030] The application provides a preparation method of mint cigarette paper:

[0031] Weigh 0.5 kg of menthyl isovalerate and dissolve it in 5 kg of ethanol, so that the concentration percentage of menthyl isovalerate is 10%.

[0032] Cigarette pap...

Embodiment 2

[0034] 15.6 g (0.1 mol) of menthol, 14.0 g (0.14 mol) of succinic anhydride, 1.4 g of catalyst DMAP (10% of the mass of succinic anhydride) and 150 mL of solvent cyclohexane were successively added into a 250 mL three-necked flask. Magnetic stirring, the water bath was heated to reflux temperature, and reacted for 10h. After the reaction was finished, the precipitate was removed by filtration, and the filtrate was washed with 5% Na 2 CO 3 Solution extraction, separate the water phase, adjust to pH = 3 with dilute hydrochloric acid, then extract with ethyl acetate, concentrate to remove the solvent, distill under reduced pressure at 1kPa, collect a light yellow viscous liquid at a temperature range of 110-130°C, which is Monomenthyl Succinate.

[0035] A kind of preparation of mint type cigarette paper:

[0036] Weigh 1.0 kg of monomenthyl succinate and dissolve it in 10 kg of ethanol, so that the concentration percentage of monomenthyl succinate is 10%.

[0037] Cigarette p...

Embodiment 3

[0040] 15.6g (0.1mol) of menthol, 13.7g (0.12mol) of glutaric anhydride, 1.4g of catalyst DMAP (10% of the mass of succinic anhydride) and 150mL of solvent cyclohexane were successively added into a 250mL three-necked flask. Magnetic stirring, the water bath was heated to reflux temperature, and reacted for 10h. After the reaction was finished, the precipitate was removed by filtration, and the filtrate was washed with 5% Na 2 CO 3 Solution extraction, separate the water phase, adjust to pH = 3 with dilute hydrochloric acid, extract with ethyl acetate, concentrate to remove the solvent, distill under reduced pressure at 1kPa, collect a light yellow viscous liquid at a temperature range of 110-130°C, which is pentadiene Monomenthyl Acid.

[0041] A kind of preparation of mint type cigarette paper:

[0042] Weigh 0.5 kg of monomenthyl glutarate and dissolve it in 10 kg of ethanol, so that the concentration percentage of monomenthyl glutarate is 5%.

[0043] Cigarette paper is p...

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Abstract

The invention provides a preparation method of monomenthyl ester, and mint cigarette paper and a preparation method thereof. The preparation method of monomenthyl ester comprises the following steps:dispersing menthol, non-volatile organic acid anhydride and 4-dimethylaminopyridine in an organic solvent, performing reflux, cooling, filtering and extraction via an aqueous sodium carbonate solutionsuccessively, then carrying out separating, and successively performing extraction via ethyl acetate, concentrating and reduced-pressure distillation to obtain the monomenthyl ester. During production of cigarette paper, an ethanol solution of the monomenthyl ester is used for uniformly dip-coating of the cigarette paper via a coating machine, and then the cigarette paper is dried by a low-temperature drying cylinder, so the monomenthyl ester and the cigarette paper can be tightly combined together, the monomenthyl ester is uniform in distribution and stable in properties. Menthyl ester compounds can be cracked to generate menthol at a low combustion temperature, so that the generation of non-target substances caused by high temperature is reduced, and the mobility of menthol into mainstream smoke is improved; and the generation of harmful components can be reduced under an oxygen-enriched combustion condition, and the release of the menthol is relatively uniform and stable, so the cooling feeling of the mint is consistent all the time when a prepared cigarette is smoked.

Description

technical field [0001] The invention belongs to the technical field of cigarette paper, in particular to a preparation method of monomenthyl ester, mint-type cigarette paper and a preparation method thereof. Background technique [0002] Since the appearance of the menthol cigarette in the 1930s, it has been loved by consumers for its unique cool breath when burning and smoking, and its output has gradually increased. [0003] There are three main methods of adding menthol in cigarettes: spraying menthol directly on the shredded tobacco of cigarettes; After the material is loaded, it is added to the cigarette filter in the form of particles. [0004] Due to the strong volatility of menthol, it will not only pollute the working environment and the production line, but also the storage period of menthol cigarettes is short. It is thin, and it is impossible to obtain the smoking feeling of evenly releasing the cool flavor of mint. Therefore, in recent years, domestic research...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): D21H19/14A24D1/02C07C67/08C07C69/24C07C69/40C07C69/44
CPCA24D1/02C07C67/08C07C2601/14D21H19/14C07C69/24C07C69/40C07C69/42C07C69/44
Inventor 楚文娟田海英陈芝飞高明奇王高杰鲁平张婷婷韩路
Owner CHINA TOBACCO HENAN IND
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