CN105324041A - Tobacco product containing natural (L)-menthol purified product - Google Patents
Tobacco product containing natural (L)-menthol purified product Download PDFInfo
- Publication number
- CN105324041A CN105324041A CN201480034871.3A CN201480034871A CN105324041A CN 105324041 A CN105324041 A CN 105324041A CN 201480034871 A CN201480034871 A CN 201480034871A CN 105324041 A CN105324041 A CN 105324041A
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- Prior art keywords
- menthol
- natural
- thing
- tobacco
- filter tip
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
- A24D3/06—Use of materials for tobacco smoke filters
- A24D3/14—Use of materials for tobacco smoke filters of organic materials as additive
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B13/00—Tobacco for pipes, for cigars, e.g. cigar inserts, or for cigarettes; Chewing tobacco; Snuff
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/301—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by aromatic compounds
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/302—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by natural substances obtained from animals or plants
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D1/00—Cigars; Cigarettes
- A24D1/002—Cigars; Cigarettes with additives, e.g. for flavouring
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
- A24D3/04—Tobacco smoke filters characterised by their shape or structure
- A24D3/048—Tobacco smoke filters characterised by their shape or structure containing additives
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
- A24D3/06—Use of materials for tobacco smoke filters
- A24D3/061—Use of materials for tobacco smoke filters containing additives entrapped within capsules, sponge-like material or the like, for further release upon smoking
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Toxicology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Botany (AREA)
- Life Sciences & Earth Sciences (AREA)
- Manufacture Of Tobacco Products (AREA)
- Fats And Perfumes (AREA)
- Cigarettes, Filters, And Manufacturing Of Filters (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Spectrometry And Color Measurement (AREA)
Abstract
[Problem] To provide a tobacco product characterized by containing a natural (L)-menthol purified product that eliminates unpleasant tastes and combines a cool sensation and a mint-like aroma. [Solution] A tobacco product characterized by containing a natural (L)-menthol purified product that combines a cool sensation and a mint-like aroma and that has a color saturation of 1 or below as measured by the method of (1)-(3) below. (1) A step for vacuum distilling the purified natural (L)-menthol purified product while the purified product is in a heat-melted state and obtaining a vacuum distillation residue. (2) A step for adding ethanol to the vacuum distillation residue obtained in step (1) and obtaining an ethanol solution. (3) A step for making a color difference measurement sample of the ethanol solution obtained in step (2) and assessing the color saturation using a color difference meter that conforms to ISO 7742 (JIS Z 8722).
Description
Technical field
The present invention relates to the tobacco product refining thing containing natural (L)-menthol, more specifically, relating to containing by adding active carbon in thick menthol, removing peculiar smell and the smoking article with refrigerant sense refines the tobacco product of thing with natural (L)-menthol.
Background technology
Menthol is the monoterpene of ring type, a kind of organic compound of ethanol, is volatile colourless crystallization with mint smell.Menthol has some diastereoisomers, enantiomter, wherein, natural (L)-menthol except being used for toothpaste, snack categories, oral cavity freshener etc., in addition, because there are local vessel expansion effect, skin irritation etc., so also for pharmaceuticals.
In addition, all the time, menthol uses as the spices of tobacco.If light raw tobacco, then disperse himself distinctive perfume and inhale taste, the disagreeable taste of the peculiar smell, astringent taste, bitter taste and so on of distinctive stimulation in addition, grass smell or fishy smell and so on simultaneously.In contrast, Radix Glycyrrhizae, granulated sugar, honey, Rum, fruit juice, vanilla etc. rule of thumb can be used to relax peculiar smell, disagreeable taste.
In recent years, the taste of tobacco manifests diversified trend, starts requirement salubrious and have the goods that taste inhaled by strong perfume (or spice).Improvement perfume as spices is inhaled in composition contained in the fragrant odor-absorbing modifying agent of so-called tobacco of taste, and natural (L)-menthol has king-sized contribution.
In addition, the major part of the tobacco product of current circulation is cigarette (cigarette), but other is well known that, not paper using and with tobacco leaf parcel cigar around, misfire and enjoy fragrance snuff goods and by directly chewing the mixture containing tobacco leaf, enjoy the chewing tobacco goods of taste.Such as, Northern Europe widely uses and is called nasopharynx (ス ヌ ー ス) the snuff goods pouch of powder loading tobacco is clipped between gums and upper lip, fan in baseballer is many for chewing tobacco goods.Also natural (L)-menthol is used as fragrant odor-absorbing modifying agent in these tobacco products.
As menthol, use natural (L)-menthol and synthesis (L)-menthol.Synthesis (L)-menthol and natural (L)-menthol compare, (L)-menthol purity is high, but due to the fragrance component field trash that the peppermint oil not containing raw material causes, so on the point of taste, be bad as natural (L)-menthol.Natural (L)-menthol because extracting from the plants such as dried peppermint leaf, so containing field trash, the content of this field trash affects quality and the taste of natural (L)-menthol.Therefore, for the process for purification of natural (L)-menthol, various research is had.One of them, there are and thick menthol is contacted with supercritical carbon dioxide, distinguishes the method (for example, referring to patent document 1) extracting removal of inclusions.By the method, bad smell (taste), bitter principle, weeds fragrance, the heavy composition such as smell substance, resinoid can be removed.But the method, because utilizing supercritical carbon dioxide, so need high-priced apparatus, is difficult to easily industrialization.
As other method, have dissolve thick menthol in acetonitrile after, cool this solution, make the method (for example, referring to patent document 2) of menthol crystallization.Thus, obtain natural (the L)-menthol of chemical purity more than 99%, more than optical purity 99%ee, but owing to dissolving menthol in organic solvent (acetonitrile), so define the operating environment that can implement.
As mentioned above, use patent document 1 or patent document 2 to open the technology shown, be also difficult to easily and the cheap tobacco product supplying natural (the L)-menthol having both refrigerant sense and peppermint fragrance and refine thing and refine thing containing this natural (L)-menthol.
Prior art document
Patent document
Patent document 1:(Japan) patent No. 3935987 publication
Patent document 2:(Japan) patent No. 5014846 publication
Summary of the invention
Invent problem to be solved
The present invention invents to solve above-mentioned prior art problem points, provides containing removing peculiar smell, has both refrigerant sense and refines the tobacco product of thing from natural (the L)-menthol of the peppermint fragrance of natural goods.
For solving the technical scheme of problem
The invention of first aspect relates to tobacco product, it is characterized in that, it contains: measured by the method for following (1) ~ (3) and its colourity is less than 1, and natural (the L)-menthol having both refrigerant sense and peppermint fragrance refines thing.
(1) under heating for dissolving state, refine thing decompression distillation to through refining natural (L)-menthol, obtain the operation of decompression distillation residue.
(2) in the residue obtained by above-mentioned operation (1), ethanol is added, the operation of modulation ethanolic solution.
(3) ethanolic solution that will be obtained by above-mentioned operation (2) is as color difference measurement sample, and the colour difference meter that to use with ISO7724 (JISZ8722) be standard, obtains the operation of colourity.
The invention of second aspect relates to the tobacco product described in invention of first aspect, it is characterized in that, described colourity is in the scope of 0.4 ~ 0.6.
The invention of the third aspect relates to the tobacco product described in first aspect or second aspect of the invention, it is characterized in that, a kind of cigarette, it possess the volume portion be made up of pipe tobacco and the coil paper of surrounding that wraps up this pipe tobacco, the filter tip portion be made up of filter tip and the roll web of surrounding that wraps up this filter tip, by the described volume portion of parcel at least partially and the surrounding in filter tip portion connect the joint paper in described volume portion and described filter tip portion.
The invention of fourth aspect relates to the tobacco product described in third aspect of the invention, it is characterized in that, described natural (L)-menthol is refined thing and is contained in described pipe tobacco.
The invention of the 5th aspect relates to the tobacco product described in first aspect of the invention, it is characterized in that, described natural (L)-menthol refines the decompression distillation residue of thing lower than 0.1 % by weight.
Invention effect
According to the invention of first aspect, by utilize with ISO7742 be the colour difference meter of standard be determined at natural (L)-menthol refine the decompression distillation of thing after residue with the addition of the ethanolic solution of ethanol, the existence of the field trash its palatability being brought to large impact can be confirmed.Now, can be using colourity less than 1 natural (L)-menthol refine thing and refine thing as natural (the L)-menthol having both refrigerant sense and peppermint fragrance.By refining thing containing above-mentioned natural (L)-menthol in tobacco product, the tobacco product having both refrigerant sense and peppermint fragrance can be obtained.
According to the invention of second aspect, by the method same with first aspect of the invention, utilize colour difference meter to evaluate natural (L)-menthol when refining thing, the tobacco product refining thing containing natural (the L)-menthol of colourity in the scope of 0.4 ~ 0.6 can as the tobacco product (reference table 1) refining thing containing natural (the L)-menthol having the strong refrigerant sense of the tobacco product of refining thing than natural (the L)-menthol recorded containing first aspect of the invention and peppermint fragrance concurrently.
According to the invention of the third aspect, natural (the L)-menthol recorded by containing first aspect of the invention in a part for cigarette refines thing, can obtain the cigarette of having both refrigerant sense and peppermint fragrance.
According to the invention of fourth aspect, natural (the L)-menthol recorded by containing first aspect of the invention at pipe tobacco refines thing, the fragrance easily natural (L) menthol can being refined thing when smoking moves in cigarette, can obtain the cigarette of having both refrigerant sense and peppermint fragrance.
According to the invention of the 5th aspect, because above-mentioned natural (L)-menthol refines the decompression distillation residue of thing lower than 0.1 % by weight, it is made to contact this easier operation with active carbon so utilize, natural (the L)-menthol that can obtain having both the few refrigerant sense of field trash and peppermint fragrance refines thing, can obtain the tobacco product by having both refrigerant sense and peppermint fragrance containing these.
Accompanying drawing explanation
Fig. 1 is the skeleton diagram of the cigarette with a kind of filter tip;
Fig. 2 is the skeleton diagram of the cigarette with two kinds of filter tips;
Fig. 3 (A) possesses at the central part of filter tip the sectional elevation refining the cigarette of the cord of thing containing natural (L)-menthol, and (B) is its A-A sectional view;
Fig. 4 (A) is the sectional elevation that the gap in filter tip possesses the cigarette of refining the destructive capsule of thing containing natural (L)-menthol, and (B) is the sectional elevation of the gap destroyed in filter tip when possessing the above-mentioned capsule of the cigarette of destructive capsule;
Fig. 5 (A) is the skeleton diagram of cigar, and (B) is the sectional elevation of cigar;
Fig. 6 (A) is the skeleton diagram of fragrance suction tube, and (B) is the sectional elevation of fragrance suction tube;
Fig. 7 (A) is the skeleton diagram of moist smokeless tobacco articles, and (B) is its A-A sectional view, and (C) is the figure of the using method representing moist smokeless tobacco articles;
Fig. 8 is the figure of the using method representing chewing tobacco goods.
Detailed description of the invention
Below, be described in detail to refining the tobacco product of thing and manufacture method and evaluation method thereof containing natural (L)-menthol of the present invention.
First, with reference to accompanying drawing, the tobacco product refining thing containing natural (L)-menthol of the present invention is below described.
1. the tobacco product of thing is refined containing natural (L)-menthol
Tobacco product of the present invention contains: measured by following evaluation method and its colourity is less than 1, and natural (the L)-menthol having both refrigerant sense and peppermint fragrance preferably in the scope of 0.4 ~ 0.6 refines thing.For being suitable for the cigarette of refining thing containing natural (L)-menthol of the present invention, be described with reference to Fig. 1 ~ Fig. 4.
Fig. 1 is the skeleton diagram of the cigarette with a kind of filter tip.
The volume portion (2) that cigarette tool is standby to be made up of the coil paper (5) of the surrounding of pipe tobacco (6) and parcel pipe tobacco (6), the filter tip portion (1) be made up of the roll web (3) of the surrounding of filter tip (7) and parcel filter tip (7), by parcel volume portion (2) at least partially and the surrounding of filter tip portion (1) and connect the joint paper (4) of volume portion (2) and filter tip portion (1).
The pipe tobacco of the pipe tobacco of pipe tobacco (6) mixing tobacco leaf (yellow kind, burley tobaccos etc.), middle bone silk, sheet tobacco, relax silk and forming.Coil paper (5) contains flax, wood pulp as raw material, and the smell lighted to suppress paper also makes burning velocity consistent with pipe tobacco, also can contain calcium carbonate, also can contain citrate as combustion adjuvant.In addition, in order to regulate air influx, coil paper (5) also can use the paper having fine hole.Filter tip (7) is generally take acetate fiber as the acetate fiber filter tip of raw material, also can use the new scraps of paper (ネ オ シ ー ト neosheet) or staple fibre, paper etc.As the material of roll web (3), generally use common paper, be not particularly limited.As the material of joint paper (4), general use wood pulp or calcium carbonate, titanium oxide, in order to regulate air influx, also can use the paper having fine hole.
In this situation, natural (L)-menthol is refined thing and can be contained in pipe tobacco (6) and/or filter tip (7).
Fig. 2 is the skeleton diagram of the cigarette with two kinds of filter tips.
Form the structure substantially same with the cigarette with a kind of filter tip of Fig. 1, but filter tip portion (1) is made up of acetate fiber filter tip (9) and charcoal filter tip (10) two kinds of filter tips.In addition, possess the raw material paper (8) of the surrounding of parcel acetate fiber filter tip (9) and charcoal filter tip (10), connect the roll web (3) of acetate fiber filter tip (9) and charcoal filter tip (10).
Charcoal filter tip (10) is the filter tip adding active carbon in double, the triple structures being combined with acetate fiber, the new scraps of paper, staple fibre and paper etc.Raw material paper (8) is same with roll web (3), generally using common paper as materials'use, be not particularly limited.
This situation is also same with the cigarette with a kind of filter tip, and natural (L)-menthol is refined thing and can be contained in pipe tobacco (6) and/or acetate fiber filter tip (9) and/or charcoal filter tip (10).
Fig. 3 (A) possesses at the central part of filter tip to refine the sectional elevation of the cigarette of the cord of thing containing natural (L)-menthol and (B) is its A-A sectional view.Form the structure substantially same with the cigarette with a kind of filter tip of Fig. 1, possess the cord (11) in the general center portion being positioned at filter tip.
Cord (11) generally makes of cotton, is not particularly limited, is coated with natural (L) menthol thereon and refines thing and use.
In this situation, natural (L)-menthol refines thing except cord (11), also can be contained in filter tip (7) and/or pipe tobacco (6).
Fig. 4 (A) be the gap in filter tip possess containing natural (L)-menthol refine the sectional elevation of the cigarette of the destructive capsule of thing and (B) be the gap destroyed in filter tip possess the above-mentioned capsule of the cigarette of destructive capsule time sectional elevation.Form the structure substantially same with the cigarette with a kind of filter tip of Fig. 1, the gap in filter tip possesses destructive capsule (12).
In destructive capsule (12), be filled with natural (L)-menthol refine thing, compression failure is applied by using to point before smoking or in smoking, thus, natural (the L)-menthol of releasing in destructive capsule (12) to filter tip (7) refines thing.The film of destructive capsule (12) is by making such as gels, and natural (the L)-menthol containing 1 ~ 10mg in capsule refines thing.
In this situation, natural (L)-menthol refines thing except destructive capsule (12), can also be contained in filter tip (7) and/or pipe tobacco (6).In addition, not shown in Fig. 4, but as Fig. 3, possess cord at the central part of filter tip, this cord also can refine thing containing natural (L)-menthol.
In addition, in the situation of cigarette, also thing can be refined at the inner side of cigarette pack container natural (the L)-menthol of coating.The method of coating is not particularly limited, and can refining in the aluminium paster inserted into cigarette packing container of thing by scribbling natural (L)-menthol, also can directly be coated with natural (L)-menthol in the inner side of packing container and refining thing.
Thing is refined by inner side natural (the L)-menthol of coating of the packing container cigarette, in the process of keeping, in the pipe tobacco (6) that the fragrance that natural (L)-menthol refines thing can be moved on to cigarette and/or filter tip (7).
With reference to Fig. 5 to being described refining preferred cigar in the tobacco product of thing containing natural (L)-menthol of the present invention.
Fig. 5 is cigar (A) skeleton diagram and (B) sectional elevation.Cigar possesses filler (13) containing tobacco leaf or pipe tobacco, arbitrarily with the adhesive (14) of the surrounding of tobacco leaf parcel filler, packing material (15) with the surrounding of tobacco leaf parcel filler or adhesive.
In this situation, natural (L)-menthol can be made to refine thing and to be contained in tobacco leaf or pipe tobacco.
With reference to Fig. 6 and Fig. 7 to being described refining preferred snuff goods in the tobacco product of thing containing natural (L)-menthol of the present invention.
Containing snuff, fragrance suction tube, moist smokeless tobacco articles etc. in snuff goods.Fig. 6 represents structure and the using method of fragrance suction tube, and Fig. 7 represents structure and the using method of moist smokeless tobacco articles.
Snuff is the powder of dry or wet tobacco, puts into dry tobacco powder, aspirate from nose in the recess minute quantity of the thumb of the back of the hand, the root of forefinger.In addition, the using method of the snuff that wet tobacco powder is general is coated on gums.
In this situation, natural (L)-menthol is refined thing and can be contained in tobacco powder.
Fig. 6 is snuff goods and fragrance suction tube (A) skeleton diagram and (B) sectional elevation.Fragrance suction tube possesses the body (16) of tube shape, the cigarette holder mouth (18) that can insert one end of body (16) with taking, the cap (17) covering cigarette holder mouth (18), the removable fragrance that is contained in body (16) produce cylinder (19) and is filled in the pipe tobacco (6) that fragrance produces cylinder (19).
In this situation, natural (L)-menthol is refined in the pipe tobacco (6) that thing can be contained in cylinder (19).
Fig. 7 is that (A) of the moist smokeless tobacco articles of snuff goods represents skeleton diagram, and (B) represents that A-A sectional view and (C) are the figure of the using method representing moist smokeless tobacco articles (22).Moist smokeless tobacco articles (22) possesses pipe tobacco (6), the water permeability packaging material (21) of parcel pipe tobacco (6) and the sealing (20) of airtight water permeability packaging material (21) containing moisture.
Pipe tobacco (6) as long as amount of moisture 20-70% between, generally use the ulotrichy fabric of non-woven fabrics as packaging material, but be not particularly limited, as long as through the raw material of moisture.The material of sealing is also not particularly limited.Moist smokeless tobacco articles (22), as shown in Fig. 7 (C), is sandwiched between upper lip and gums and uses.
In this situation, natural (L)-menthol is refined thing and can be contained in the pipe tobacco (6) comprising moisture.
With reference to Fig. 8 to being described refining preferred chewing tobacco goods in the tobacco product of thing containing natural (L)-menthol of the present invention.
Fig. 8 is the figure of the using method representing chewing tobacco goods (23).
Chewing tobacco goods (23) comprise plume, turn round colored bar, fragment, chewing gum type etc.Chewing tobacco goods (23) as shown in Figure 8, are directly put into mouth and are chewed use.
Plume tobacco leaf or pipe tobacco is compressed into around the goods of sheet with packing leaf parcel, then carry out the goods that compress.Above-mentioned pipe tobacco sheet is generally quadrangle, and shape is not particularly limited.This situation, natural (L)-menthol is refined thing and can be contained in above-mentioned tobacco leaf, pipe tobacco and/or upper leaf roll.
Turning round colored bar is that tobacco leaf is turned round volume, wraps up with leaf roll, then after turning round, the goods of plus-pressure.In this situation, natural (L)-menthol is refined thing and can be contained in above-mentioned tobacco leaf and/or packaging leaf.
Fragment pipe tobacco self is directly put into the goods that mouth chews.In this situation, natural (L)-menthol is refined thing and can be contained in above-mentioned pipe tobacco.
Chewing gum does not use tobacco leaf or pipe tobacco, and tobacco component is processed into the goods of chewing gum.In this situation, natural (L)-menthol is refined thing and can be contained in chewing gum together with tobacco component.
2. natural (L)-menthol refines the manufacture method of thing
Then, the manufacture method that natural (L)-menthol refines thing is described.
Menthaaquatica, Menthaarvensis, Menthalongifolia, Menthapulegium, Menthaspicata, Menthapiperita etc. that thick menthol of the present invention is subordinated to purple perilla section Mentha are extracted by steam distillation etc. and obtain.In addition, their place of production and kind are not particularly limited.Use the thick menthol by being obtained from hay leaf and the aerial part of these Menthas by the essential oil that steam distillation etc. is extracted in the present invention.
As long as thick menthol (L)-menthol content is more The more the better, be preferably more than 90%, its extracting method is not particularly limited.Such as, thick menthol can be make essential oil crystallization, centrifugation and natural (the L)-menthol obtained, and also can be the goods re-refined by distillation, cylindricality chromatography etc.
< heating for dissolving operation >
The thick menthol extracted heating before interpolation active carbon makes it dissolve, and becomes aqueous thick menthol.The melting point of menthol is near 42 DEG C, so heating-up temperature is 45 ~ 100 DEG C, is preferably 55 ~ 60 DEG C, is not particularly limited.
< active carbon adds operation >
Active carbon is added in this aqueous thick menthol.As long as be now added to the amount of 0.1 ~ 10 % by weight of thick menthol, be preferably 1 ~ 4 % by weight.Active carbon addition lower than 0.1 % by weight, then fully can not remove the field trash in thick menthol, and its result can not remove peculiar smell and not preferred.In addition, active carbon addition more than 10 % by weight, is then needing the above field trash removing thick menthol, damages peppermint fragrance and not preferred.Namely peppermint fragrance refer to the perfume (or spice) of natural peppermint.
< agitating procedure >
Afterwards, heat to prevent thick menthol from solidifying and stir, field trash is adsorbed in active carbon.Now, the temperature heating thick menthol is 50 DEG C ~ 80 DEG C, and be preferably in the scope of 55 DEG C ~ 65 DEG C, in addition, mixing time is 30 points ~ 24 hours, is preferably in the scope of 2 ~ 5 hours.Heat preserving method and stirring means are not particularly limited.
< active carbon removing step >
Then, by filtering the aqueous menthol after stirring, active carbon is removed.Now, the method for filtration and the device of use are not particularly limited, and can use pressing filter or attract filter.In addition, pressing filter is used in the present embodiment.
< recrystallization operation >
It is made to recrystallize by the filtrate cooling gained.Cooling velocity is not particularly limited, preferably gradually cold, places dissolution vessel etc. at normal temperatures, and reducing the liquid temperature etc. of menthol solvent soln, such as, is that the temperature of about 1 ~ 5 DEG C/minute declines.
3. natural (L)-menthol refines the evaluation method of thing
Then, the evaluation method that natural (L)-menthol refines thing is described.
In order to natural (the L)-menthol carrying out recrystallizing refines the smoke evaluation of thing, in tobacco, add natural (L)-menthol refine thing.In order to carry out the comparison of sample room, in each sample, adding a certain amount of menthol refine thing.In smoke is evaluated, using refrigerant sense and peppermint fragrance two as assessment item.The cooling sensation in mouth is stayed in refrigerant sense after namely referring to smoking, as mentioned above, namely peppermint fragrance refer to the fragrance of natural peppermint.In tobacco, coordinate natural (the L)-menthol having both this refrigerant sense and peppermint fragrance to refine thing, then become the menthol tobacco that palatability is high.
Be contained in measure the amount that above-mentioned natural (L)-menthol refines the field trash of thing, heating for dissolving refines thing through refining menthol, under reduced pressure distills.Heating-up temperature is 80 DEG C, distills at below 2kPa.In addition, heating-up temperature is the scope of 75 ~ 95 DEG C.Ethanol 10 ~ 30ml is added in the residue obtained therefrom.Be more preferably 20ml.Using this ethanolic solution as color difference measurement sample.
Measured the L*a*b* value of color difference measurement sample by use with the colour difference meter that ISO7742 (JISZ8722) is standard, obtain colourity, evaluate refining degree.Smoke is relevant with colourity, and the evaluation of smoke is higher, and colourity is lower.Use in tobacco product of the present invention colourity be less than 1 natural (L)-menthol refine thing.
In addition, menthol is refined the situation of thing as color difference measurement sample, almost there is no difference, so be difficult to find the relevant of smoke and colourity.Inventor finds these further investigations, and under heating for dissolving state, decompression distillation refines thing through refining menthol, obtains decompression distillation residue.Thereafter, by using adding the ethanolic solution of ethanol as color difference measurement sample in decompression distillation residue, find, in smoke and colourity, there is correlation.
4. natural (L)-menthol refines thing
Finally, natural (L)-menthol of the present invention is refined thing and is described.
Natural (the L)-menthol being contained in tobacco product of the present invention is refined thing and be it is characterized in that, colourity when being measured by above-mentioned evaluation method is less than 1.Colourity be less than 1 natural (L)-menthol refine thing and can refine thing as natural (the L)-menthol having both refrigerant sense and peppermint fragrance, in tobacco product, coordinate this natural (L)-menthol to refine thing, then become the menthol tobacco product that palatability is high.
Natural (the L)-menthol being contained in tobacco product of the present invention refines thing not by about (L)-menthol content, preferred active carbon with more than 90% thick menthol contact, by filter can effectively obtain.By utilizing active carbon to remove appropriate field trash, easily can refine natural (the L)-menthol having both refrigerant sense and peppermint fragrance and refining thing.After filtering the removal of the active carbon carried out, by recrystallizing, finally can obtain natural (L)-menthol and refining thing.Preferably (L)-menthol content is more than 97%, and preferably (L)-menthol content is more than 99% further.
In addition, preferred above-mentioned natural (L)-menthol refines the decompression distillation residue of thing lower than 0.1 % by weight.Thus, to contact with active carbon by making it and be thisly relatively easy to operation, natural (the L)-menthol that can obtain having both the few refrigerant sense of field trash and peppermint fragrance refines thing.
Embodiment
Below, by representing about the embodiment of refining the tobacco product of thing containing natural (L)-menthol of the present invention, effect more clearly of the present invention.But the present invention is not limited to following embodiment.
Heating for dissolving, from natural thick menthol, is added active carbon and is stirred.Afterwards, remove active carbon, from filtrate, make menthol recrystallize, obtain natural (L)-menthol and refine thing.Now, the sensory evaluation of the refining thing of gained is carried out.In addition, thing is refined to menthol and distills, in residue, add ethanol.Using these as color difference measurement sample, measure L*a*b* value, obtain colourity.
(Production Example 1)
Make thick menthol 500g heating for dissolving, add active carbon (0 % by weight, 1 % by weight, 2 % by weight, 4 % by weight).Afterwards, by under 60 DEG C of temperature baths, stir 0,2.5,5,15 hour, dross inclusion adsorption.Afterwards, utilize 0.5 μm of film filter, attract to filter, remove active carbon.Its result, by placing the filtrate obtained at normal temperatures, making it cool, recrystallizing.In addition, as the active carbon in the present embodiment, use the refining egression (brewageing use) of JapanEnviroChemicals, Ltd..
Then, the production order using natural (L)-menthol to refine the band filter tipped cigarette of thing is described.First, make natural (the L)-menthol of gained refine thing and dissolve in solvent liquid, make annex solution.As solvent liquid, use ethanol.In addition, annex solution is except natural (L)-menthol, and can contain other spices, solvent liquid is also not limited to ethanol.In addition, be not particularly limited spy, the compounding ratio of natural (L)-peppermint alcohol and solvent liquid is 9:1 ~ 5:5.Afterwards, in pipe tobacco (U.S.'s mixture, two perfume (or spice) do not add (ア メ リ カ Application Block レ Application De, the non-Economic of 2 Xiang)), add 10, the 000ppm annex solutions made by methods such as sprayer spraying, nozzle interpolations, be rolled into band filter tipped cigarette.In addition, position is added for the menthol in cigarette, except pipe tobacco, can be also filter tip, be not particularly limited.For Production Example 2 and 3 also with same sequentially built cigarette.
Then, the sensory evaluation of smoke is described.Evaluate and undertaken by 14 housebroken special appraisers' smokings.In smoke is evaluated, this binomial of superior strength of the intensity of refrigerant sense and peppermint sample fragrance is set to assessment item.When coordinating natural (the L)-menthol having both refrigerant sense and peppermint fragrance to refine thing in tobacco product, the tobacco product of good palatability can be called.
In addition, 80 DEG C, below 2kPa refines thing 250g to natural (L)-menthol and distills.Its result, adds 95% ethanol 20ml in the residue produced.In addition, as ethanol, use 95% ethanol, but be not limited thereto.Using these as color difference measurement sample, to use with ISO7742 (JISZ8722) be standard, and colour difference meter ZE-2000 (Japanese electric look industry society system) measures L*a*b* value, obtains colourity.As assay method, use penetrant method.Table 1 represents result.Using the example of colourity more than 1 as comparative example 1,2, using the example of less than 1 as embodiment 1,2,3,4.
In addition, colourity is obtained by the L*a*b* calculated by following formula with measuring colour difference meter mensuration.L*, a*, b* (add up to this three values, be called L*a*b* value) (L=0 is black with the lightness of color respectively, L=100 is white diffusion look), red and green between (the negative value of a is for partially green in position, positive value is partially red), position (the negative value of b is partially blue, and positive value is partially yellow) between yellow and blueness is corresponding.
(Production Example 2)
80 DEG C, below 2kPa distills thick menthol 6,000g.Weight is concentrated into the concentrate of 3,000g as field trash 2 times of concentrates.In addition, a part for distillate uses in Production Example 3.
Make this field trash 2 times of concentrate 500g heating for dissolving, add active carbon (0 % by weight, 1 % by weight, 2 % by weight, 4 % by weight).Afterwards 60 DEG C temperature bath under by stirring 0,2.5,5,15 hour, dross inclusion adsorption.Attract to filter with 0.5 μm of film filter afterwards, remove active carbon.Its result, by placing the filtrate obtained at normal temperature, makes it cool, recrystallizes.
Same with Production Example 1, in pipe tobacco, add natural (the L)-menthol obtained refine thing 10,000ppm, twists in band filter tipped cigarette (U.S.'s mixture, two perfume (or spice) do not add (ア メ リ カ Application Block レ Application De, the non-Economic of 2 Xiang)).Afterwards, the sensory evaluation of smoke is carried out.During smoke is evaluated, using strong and weak for the quality of the power of refrigerant sense and peppermint fragrance two as assessment item.Natural (the L)-menthol of refrigerant sense and peppermint fragrance is had both in cooperation in tobacco, the tobacco product of good palatability can be called.
In addition, 80 DEG C, below 2kPa refines thing 250g to natural (L)-menthol and distills.Its result, adds 95% ethanol 20ml in the residue produced.Using these as color difference measurement sample, to use with ISO7742 (JISZ8722) be standard, and colour difference meter ZE2000 (Japanese electric look industry society system) measures L*a*b* value, obtains colourity.Table 1 represents result.Using the example of colourity more than 1 as comparative example 3,4,5,6,7, using the example of less than 1 as embodiment 5.
(Production Example 3)
Be blended in a part for the distillate obtained in Production Example 2 and the concentrate of 1500g and thick menthol 1,500g as field trash 1/2 times of concentrate.
Make this field trash 1/2 times of concentrate 500g heating for dissolving, add active carbon (0 % by weight, 1 % by weight, 2 % by weight, 4 % by weight).Stirring 0,2.5,5,15 hours is passed through, dross inclusion adsorption afterwards under 60 DEG C of temperature baths.Attract to filter with 0.5 μm of membrane type filter tip afterwards, remove active carbon.Its result, by placing the filtrate obtained at normal temperature, makes it cool, recrystallizes.
With Production Example 1,2 same, in pipe tobacco, add natural (the L)-menthol obtained refine thing 10,000ppm adds, and twists in band filter tipped cigarette (U.S.'s mixture, two perfume (or spice) do not add (ア メ リ カ Application Block レ Application De, the non-Economic of 2 Xiang)).Afterwards, the sensory evaluation of smoke is carried out.During smoke is evaluated, using good and bad to the power of refrigerant sense and peppermint fragrance strong and weak two as assessment item.When natural (the L)-menthol of refrigerant sense and peppermint fragrance is had both in tobacco cooperation, the tobacco product of good palatability can be called.
In addition, 80 DEG C, below 2kPa refines thing 250g to natural (L)-menthol and distills.Its result, adds 95% ethanol 20ml at the residue produced.Using these as colour difference meter working sample, use and measure L*a*b* value with the colour difference meter ZE2000 of ISO7724 (JISZ8722) standard (Japanese electric look industry society system), obtain colourity.Table 1 represents result.Be that the example of less than 1 is as embodiment 6,7,8,9,10,11 using colourity.
[table 1]
< evaluates >
By housebroken 14 panelists, refrigerant sense, the test of minty note airway dysfunction are carried out to cigarette during smoking, works to the last minute with 10 and evaluate, as they average of following evaluation.
Punctuate and annotate more than 8.0: A to evaluate (refrigerant sense is very strong, or peppermint fragrance is very excellent and strong),
Punctuate and annotate more than 7.0 to evaluate (refrigerant sense is strong, or peppermint fragrance is excellent and strong) lower than 8.0:B,
Punctuate and annotate more than 6.0 and evaluate (refrigerant sense or peppermint fragrance slightly weak) lower than 7.0:C,
Punctuate and annotate and evaluate (refrigerant sense or peppermint fragrance weak) lower than 6.0:D.
After namely " mixing time " of table 1 represent that natural (the L)-menthol of heating for dissolving refines thing, after adding active carbon, the time of stirring under 60 DEG C of temperature baths.
As known from Table 1, general active carbon addition is more, and smoke evaluates refrigerant sense, peppermint fragrance is all high.But addition is too much relative to the amount of field trash, then the evaluation indicating peppermint fragrance declines (with reference to embodiment 11).
In addition, in Production Example 1, mixing time is longer, and refrigerant sense increases, but can not confirm the difference that the smoke that mixing time causes is evaluated in Production Example 2 and 3.
All represent in any embodiment that colourity is lower, the trend that smoke evaluation is higher.But colourity was less than 0.31 (with reference to embodiment 11), then damage peppermint fragrance.In addition, as long as colourity is less than 1, then the having higher rating of refrigerant sense and peppermint fragrance, colourity is in the scope of 0.4 ~ 0.6, then the evaluation of refrigerant sense and peppermint fragrance is according to A, all very high.
In Production Example 1 and 2, active carbon addition is more, and L* value is higher, and its difference is very little.Find the uncorrelated of active carbon addition and L* value in Production Example 3.
Represent the trend similar with above-mentioned colourity, which Production Example is all that b value is lower, and smoke evaluation is higher.Namely known, it is many that natural (L)-menthol refines field trash in thing, then, during the evaluation of colour difference meter, present yellow.
According to above situation, colourity is relevant to smoke evaluation, so use this evaluation method, using colourity as index, then not only carries out sense evaluation to smoke, but also can evaluate with numerical value.In addition, generally obtain adding active carbon more in a large number, higher natural (the L)-menthol of smoke evaluation refines thing.Namely can be described as field trash fewer, natural (L)-menthol that palatability is higher refines thing, and known, field trash is very few, then damage smoke evaluation, particularly peppermint fragrance on the contrary.Therefore, think that the existence of to refine in thing the field trash of trace at natural (the L)-menthol having both refrigerant sense and peppermint fragrance is necessary.And can be described as the tobacco product of the present invention refining thing containing this natural (L)-menthol is the tobacco product can experiencing refrigerant sense and peppermint fragrance both sides.
< is contained in the analysis of the metallic element in residue and measures >
Then, due to by charcoal treatment, confirm whether field trash reduces removal, so carry out by following method analysis and the mensuration that the menthol after being contained in the thick menthol before charcoal treatment and charcoal treatment refines the metallic element in the residue of thing.
Thick menthol respectively before each preparation 5000g charcoal treatment refines thing with the menthol after the charcoal treatment of the condition modulated identical with the embodiment 4 of Production Example 1,60 DEG C of heating for dissolving these.Afterwards 80 DEG C, below 2kPa distills, and obtains residue 0.396g, 0.829g respectively.For this sample, use following reagent and checkout facility, carry out elementary analysis by ICPMS.
[table 2]
| Reagent name | Grade |
| Nitric acid | Suprapur (Merck & Co., Inc.'s system) |
| Hydrogen peroxide | Ultrapur (Merck & Co., Inc.'s system) |
| Multielement standard liquid | Certipur (Merck & Co., Inc.'s system) |
[table 3]
< analyzes the modulator approach > of sample
0.1g ~ 0.2g within the residue of gained is transferred to the container that polytetrafluoroethylene (PTFE) (registration mark) is made, adds the salpeter solution of 5ml.
Add the H of 1ml again
2o
2, closed container.This container is arranged at microwave sample decomposer, at 150 DEG C, carries out 20 minutes resolution process.
Afterwards, cooled containers, takes out from microwave sample decomposer.Residue in container is moved in 100ml measuring bottle, ultra-pure water is filled to 100ml, fully vibrate.
This sample solution is used for analysis and the mensuration of metallic element.
The blank not adding residue is also modulated by said method.
In addition, multielement standard liquid XVI and the titer of salpeter solution modulation for making calibration curve is used.
Specifically, first, add 0.2% salpeter solution at multielement standard liquid 1ml, be filled to 100ml, the standard stock solution of modulation 1000ppb.
Use this standard stock solution and 1.0% salpeter solution, the titer of modulation 1ppb, 3ppb, 5ppb, 10ppb, 15ppb, 20ppb.
Measurement result uses following formula to be scaled concentration (ppm).
{ volume of (sample is plumbous-blank plumbous) × sample solution }/(weight g × 1000 of residue)
Table 4 represents result.
[table 4]
| Masurium | Detect boundary | Before charcoal treatment | After charcoal treatment | |
| 1 | Iron | 0.05 | 3670.92 | 38.74 |
| 2 | Zinc | 0.05 | 5773.62 | 154.12 |
| 3 | Sodium | 0.05 | 2640.91 | 91.08 |
| 4 | Magnesium | 0.05 | 840.48 | 13.28 |
| 5 | Aluminium | 0.05 | 1893.18 | 16.45 |
Unit: ppm
As shown in Table 4, when carrying out charcoal treatment, the amount of metallic element reduces to 1/29 ~ 1/118 of the situation of not carrying out.
That is, known by charcoal treatment, the significantly minimizing of the amount of field trash.
Therefore, refining by adding active carbon, the major part of the field trash containing metallic elements such as above-mentioned iron, zinc, sodium, magnesium, aluminium can be removed from menthol.
Therefore, can say that the tobacco product refining thing containing natural (L)-menthol of the present invention is by adding active carbon, can easily and cheap supply contains the tobacco product that few natural (the L)-menthol of field trash refines thing.
Utilizability in industry
The tobacco product refining thing containing natural (L)-menthol of the present invention is suitable for cigarette, cigar, snuff goods and chewing tobacco goods.
Description of symbols
1 filter tip portion
2 volume portions
3 roll webs
4 joint paper
5 coil papers
6 pipe tobaccos
7 filter tips
8 raw material paper
9 acetate fiber filter tips
10 charcoal filter tips
11 cords
12 destructive capsules
13 fillers
14 adhesives
15 packing materials
16 bodys
17 caps
18 cigarette holder mouths
19 fragrance produce cylinder
20 sealings
21 water permeability packing timbers
22 moist tobacco products
23 chewing tobacco goods
Claims (amendment according to treaty the 19th article)
1. a tobacco articles, is characterized in that,
It contains: measured by the method for following (1) ~ (3) and its colourity is less than 1, and natural (the L)-menthol having both refrigerant sense and peppermint fragrance refines thing,
(1) under heating for dissolving state, carrying out decompression distillation to refining thing through refining natural (L)-menthol, obtaining the operation of decompression distillation residue;
(2) in the decompression distillation residue obtained by above-mentioned operation (1), add ethanol, obtain the operation of ethanolic solution;
(3) ethanolic solution that will be obtained by above-mentioned operation (2) is as color difference measurement sample, and the colour difference meter that to use with ISO7742 (JISZ8722) be standard, obtains the operation of colourity.
2. tobacco product as claimed in claim 1, is characterized in that,
Described colourity is in the scope of 0.4 ~ 0.6.
3. tobacco product as claimed in claim 1 or 2, is characterized in that,
It is a kind of cigarette, and it possesses: the volume portion be made up of pipe tobacco and the coil paper of surrounding that wraps up this pipe tobacco, the filter tip portion be made up of filter tip and the roll web of surrounding that wraps up this filter tip, by the described volume portion of parcel at least partially and the surrounding in filter tip portion connect the joint paper in described volume portion and described filter tip portion.
4. tobacco product as claimed in claim 3, is characterized in that,
Described natural (L)-menthol is refined thing and is contained in described pipe tobacco.
5. tobacco product as claimed in claim 1, wherein,
Described natural (L)-menthol refines the decompression distillation residue of thing lower than 0.1 % by weight.
Claims (5)
1. a tobacco articles, is characterized in that,
It contains: measured by the method for following (1) ~ (3) and its colourity is less than 1, and natural (the L)-menthol having both refrigerant sense and peppermint fragrance refines thing,
Under heating for dissolving state, carrying out decompression distillation to refining thing through refining natural (L)-menthol, obtaining the operation of decompression distillation residue;
In the decompression distillation residue obtained by above-mentioned operation (1), add ethanol, obtain the operation of ethanolic solution;
The ethanolic solution that will be obtained by above-mentioned operation (2) is as color difference measurement sample, and the colour difference meter that to use with ISO7742 (JISZ8722) be standard, obtains the operation of colourity.
2. tobacco product as claimed in claim 1, is characterized in that,
Described colourity is in the scope of 0.4 ~ 0.6.
3. tobacco product as claimed in claim 1 or 2, is characterized in that,
It is a kind of cigarette, and it possesses: the volume portion be made up of pipe tobacco and the coil paper of surrounding that wraps up this pipe tobacco, the filter tip portion be made up of filter tip and the roll web of surrounding that wraps up this filter tip, by the described volume portion of parcel at least partially and the surrounding in filter tip portion connect the joint paper in described volume portion and described filter tip portion.
4. tobacco product as claimed in claim 3, is characterized in that,
Described natural (L)-menthol is refined thing and is contained in described pipe tobacco.
5. tobacco product as claimed in claim 1, wherein,
Described natural (L)-menthol refines the decompression distillation residue of thing lower than 0.1 % by weight.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013-127965 | 2013-06-18 | ||
| JP2013127965 | 2013-06-18 | ||
| PCT/JP2014/058642 WO2014203581A1 (en) | 2013-06-18 | 2014-03-26 | Tobacco product containing natural (l)-menthol purified product |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105324041A true CN105324041A (en) | 2016-02-10 |
| CN105324041B CN105324041B (en) | 2018-12-04 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201480034871.3A Active CN105324041B (en) | 2013-06-18 | 2014-03-26 | Tobacco product containing natural (L)-menthol refined substance |
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|---|---|
| JP (1) | JP6027680B2 (en) |
| CN (1) | CN105324041B (en) |
| HK (1) | HK1215359A1 (en) |
| MY (1) | MY173599A (en) |
| PH (1) | PH12015502810B1 (en) |
| SG (1) | SG11201510174TA (en) |
| WO (1) | WO2014203581A1 (en) |
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| RU2590117C1 (en) * | 2015-03-27 | 2016-07-10 | Олег Иванович Квасенков | Method for production of hookah smoking composition |
| US10869497B2 (en) * | 2015-09-08 | 2020-12-22 | R.J. Reynolds Tobacco Company | High-pressure cold pasteurization of tobacco material |
| CN106868926A (en) * | 2017-03-09 | 2017-06-20 | 广东中烟工业有限责任公司 | Application and cigarette paper and preparation method of a kind of Chinese medicine composition in cigarette paper is prepared |
| CN107328718A (en) * | 2017-05-31 | 2017-11-07 | 广东中烟工业有限责任公司 | A kind of quality Quick method using glyceryl triacetate as the flavouring essence for tobacco of solvent |
| US20210122995A1 (en) * | 2017-08-01 | 2021-04-29 | Symrise Ag | Cold treatment |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN85100159A (en) * | 1985-04-01 | 1986-07-30 | 山东省食品发酵工业研究所 | Cool odor precursor spice---menthol, glucose mixed carbonate manufacturing process and equipment |
| CN1038204A (en) * | 1988-06-04 | 1989-12-27 | 黄祥贤 | The deodour method of garlic working substance |
| CN1060773A (en) * | 1990-10-22 | 1992-05-06 | 金伯利-克拉克公司 | Flavor release material |
| CN1193901A (en) * | 1995-08-29 | 1998-09-23 | 威·曼父子有限公司 | Refreshing compositions |
| CN101265162A (en) * | 2007-03-16 | 2008-09-17 | 高砂香料工业株式会社 | Process for purifying menthol |
| CN101277920A (en) * | 2005-10-26 | 2008-10-01 | 三井化学株式会社 | Process for producing glycolic acid |
| CN101296627A (en) * | 2005-09-30 | 2008-10-29 | 菲利普莫里斯生产公司 | Menthol cigarette |
| CN101450968A (en) * | 2008-12-17 | 2009-06-10 | 华宝食用香精香料（上海）有限公司 | Cellulose mint derivates, preparation method and use thereof |
| CN101475522A (en) * | 2009-01-16 | 2009-07-08 | 江苏大康实业有限公司 | Preparation of menthyl pyroglutamate |
| CN101781327A (en) * | 2009-11-11 | 2010-07-21 | 湖南中烟工业有限责任公司 | Silicate ester compound, preparation method and application thereof |
| CN101849706A (en) * | 2010-02-26 | 2010-10-06 | 湖北中烟工业有限责任公司 | Cool sweetening agent, preparation method thereof, and application thereof to tobacco |
| CN102036575A (en) * | 2008-05-19 | 2011-04-27 | 日本烟草产业株式会社 | Material containing flavoring agent for cigarette, method for production thereof, and cigarette |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8157918B2 (en) * | 2005-09-30 | 2012-04-17 | Philip Morris Usa Inc. | Menthol cigarette |
| US10051884B2 (en) * | 2010-03-26 | 2018-08-21 | Philip Morris Usa Inc. | Controlled release mentholated tobacco beads |
| JP2012029637A (en) * | 2010-07-30 | 2012-02-16 | Japan Tobacco Inc | Smoking article |
-
2014
- 2014-03-26 MY MYPI2015704550A patent/MY173599A/en unknown
- 2014-03-26 WO PCT/JP2014/058642 patent/WO2014203581A1/en active Application Filing
- 2014-03-26 CN CN201480034871.3A patent/CN105324041B/en active Active
- 2014-03-26 JP JP2015522602A patent/JP6027680B2/en active Active
- 2014-03-26 SG SG11201510174TA patent/SG11201510174TA/en unknown
-
2015
- 2015-12-17 PH PH12015502810A patent/PH12015502810B1/en unknown
-
2016
- 2016-03-24 HK HK16103479.6A patent/HK1215359A1/en unknown
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN85100159A (en) * | 1985-04-01 | 1986-07-30 | 山东省食品发酵工业研究所 | Cool odor precursor spice---menthol, glucose mixed carbonate manufacturing process and equipment |
| CN1038204A (en) * | 1988-06-04 | 1989-12-27 | 黄祥贤 | The deodour method of garlic working substance |
| CN1060773A (en) * | 1990-10-22 | 1992-05-06 | 金伯利-克拉克公司 | Flavor release material |
| CN1193901A (en) * | 1995-08-29 | 1998-09-23 | 威·曼父子有限公司 | Refreshing compositions |
| CN101296627A (en) * | 2005-09-30 | 2008-10-29 | 菲利普莫里斯生产公司 | Menthol cigarette |
| CN101277920A (en) * | 2005-10-26 | 2008-10-01 | 三井化学株式会社 | Process for producing glycolic acid |
| CN101265162A (en) * | 2007-03-16 | 2008-09-17 | 高砂香料工业株式会社 | Process for purifying menthol |
| CN102036575A (en) * | 2008-05-19 | 2011-04-27 | 日本烟草产业株式会社 | Material containing flavoring agent for cigarette, method for production thereof, and cigarette |
| CN101450968A (en) * | 2008-12-17 | 2009-06-10 | 华宝食用香精香料（上海）有限公司 | Cellulose mint derivates, preparation method and use thereof |
| CN101475522A (en) * | 2009-01-16 | 2009-07-08 | 江苏大康实业有限公司 | Preparation of menthyl pyroglutamate |
| CN101781327A (en) * | 2009-11-11 | 2010-07-21 | 湖南中烟工业有限责任公司 | Silicate ester compound, preparation method and application thereof |
| CN101849706A (en) * | 2010-02-26 | 2010-10-06 | 湖北中烟工业有限责任公司 | Cool sweetening agent, preparation method thereof, and application thereof to tobacco |
Also Published As
| Publication number | Publication date |
|---|---|
| SG11201510174TA (en) | 2016-01-28 |
| PH12015502810A1 (en) | 2016-03-14 |
| PH12015502810B1 (en) | 2016-03-14 |
| HK1215359A1 (en) | 2016-08-26 |
| JP6027680B2 (en) | 2016-11-16 |
| CN105324041B (en) | 2018-12-04 |
| WO2014203581A1 (en) | 2014-12-24 |
| JPWO2014203581A1 (en) | 2017-02-23 |
| MY173599A (en) | 2020-02-07 |
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