CN110483479A - High stability nicotine salt, preparation method and electronics tobacco tar - Google Patents
High stability nicotine salt, preparation method and electronics tobacco tar Download PDFInfo
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- CN110483479A CN110483479A CN201910838766.XA CN201910838766A CN110483479A CN 110483479 A CN110483479 A CN 110483479A CN 201910838766 A CN201910838766 A CN 201910838766A CN 110483479 A CN110483479 A CN 110483479A
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- Prior art keywords
- nicotine
- tobacco tar
- high stability
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- nicotine salt
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- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical class CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 title claims abstract description 110
- 235000002637 Nicotiana tabacum Nutrition 0.000 title claims abstract description 83
- 241000208125 Nicotiana Species 0.000 title claims abstract description 82
- 238000002360 preparation method Methods 0.000 title claims abstract description 37
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 claims abstract description 54
- 229960002715 nicotine Drugs 0.000 claims abstract description 54
- 238000006243 chemical reaction Methods 0.000 claims abstract description 35
- DNUYOWCKBJFOGS-UHFFFAOYSA-N 2-[[10-(2,2-dicarboxyethyl)anthracen-9-yl]methyl]propanedioic acid Chemical compound C1=CC=C2C(CC(C(=O)O)C(O)=O)=C(C=CC=C3)C3=C(CC(C(O)=O)C(O)=O)C2=C1 DNUYOWCKBJFOGS-UHFFFAOYSA-N 0.000 claims abstract description 27
- IJFXRHURBJZNAO-UHFFFAOYSA-N meta--hydroxybenzoic acid Natural products OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000002994 raw material Substances 0.000 claims abstract description 20
- 239000011343 solid material Substances 0.000 claims abstract 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 36
- 239000007787 solid Substances 0.000 claims description 26
- 239000007788 liquid Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 239000006228 supernatant Substances 0.000 claims description 8
- 230000035484 reaction time Effects 0.000 claims description 7
- 238000000926 separation method Methods 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 238000013517 stratification Methods 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- 239000011265 semifinished product Substances 0.000 claims description 5
- 238000001291 vacuum drying Methods 0.000 claims description 4
- 240000007594 Oryza sativa Species 0.000 claims description 3
- 235000007164 Oryza sativa Nutrition 0.000 claims description 3
- 238000007710 freezing Methods 0.000 claims description 3
- 230000008014 freezing Effects 0.000 claims description 3
- 235000009566 rice Nutrition 0.000 claims description 3
- 238000004108 freeze drying Methods 0.000 claims description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 150000005204 hydroxybenzenes Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 10
- 238000010438 heat treatment Methods 0.000 abstract description 9
- 238000006386 neutralization reaction Methods 0.000 abstract description 3
- 239000000047 product Substances 0.000 description 28
- 230000000052 comparative effect Effects 0.000 description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- 230000000694 effects Effects 0.000 description 11
- 239000003205 fragrance Substances 0.000 description 11
- 230000008569 process Effects 0.000 description 11
- 239000003571 electronic cigarette Substances 0.000 description 10
- 230000007794 irritation Effects 0.000 description 9
- 239000007789 gas Substances 0.000 description 8
- 210000003928 nasal cavity Anatomy 0.000 description 8
- 238000012360 testing method Methods 0.000 description 7
- 239000000796 flavoring agent Substances 0.000 description 6
- 235000019634 flavors Nutrition 0.000 description 6
- RBNPOMFGQQGHHO-UHFFFAOYSA-N -2,3-Dihydroxypropanoic acid Natural products OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 description 5
- RBNPOMFGQQGHHO-UWTATZPHSA-N D-glyceric acid Chemical compound OC[C@@H](O)C(O)=O RBNPOMFGQQGHHO-UWTATZPHSA-N 0.000 description 5
- 206010013911 Dysgeusia Diseases 0.000 description 5
- 235000019504 cigarettes Nutrition 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000002585 base Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000012805 post-processing Methods 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 230000000638 stimulation Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000002699 waste material Substances 0.000 description 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 230000001737 promoting effect Effects 0.000 description 3
- 230000001953 sensory effect Effects 0.000 description 3
- LLQHSBBZNDXTIV-UHFFFAOYSA-N 6-[5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-4,5-dihydro-1,2-oxazol-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC1CC(=NO1)C1=CC2=C(NC(O2)=O)C=C1 LLQHSBBZNDXTIV-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- 240000005373 Panax quinquefolius Species 0.000 description 2
- 235000003140 Panax quinquefolius Nutrition 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 206010043521 Throat irritation Diseases 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 208000014674 injury Diseases 0.000 description 2
- 210000000867 larynx Anatomy 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 230000002093 peripheral effect Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 210000000697 sensory organ Anatomy 0.000 description 2
- 230000014860 sensory perception of taste Effects 0.000 description 2
- 239000000779 smoke Substances 0.000 description 2
- 206010006326 Breath odour Diseases 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 235000016623 Fragaria vesca Nutrition 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 235000011363 Fragaria x ananassa Nutrition 0.000 description 1
- 206010020772 Hypertension Diseases 0.000 description 1
- 235000006679 Mentha X verticillata Nutrition 0.000 description 1
- 235000002899 Mentha suaveolens Nutrition 0.000 description 1
- 235000001636 Mentha x rotundifolia Nutrition 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 240000004922 Vigna radiata Species 0.000 description 1
- 235000010721 Vigna radiata var radiata Nutrition 0.000 description 1
- 235000011469 Vigna radiata var sublobata Nutrition 0.000 description 1
- 235000009754 Vitis X bourquina Nutrition 0.000 description 1
- 235000012333 Vitis X labruscana Nutrition 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- 231100000921 acute inhalation toxicity Toxicity 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 150000003797 alkaloid derivatives Chemical class 0.000 description 1
- 210000001367 artery Anatomy 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 230000000981 bystander Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- 210000005036 nerve Anatomy 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000002893 slag Substances 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 231100000216 vascular lesion Toxicity 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 208000020854 vein disease Diseases 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Classifications
-
- 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
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
-
- 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
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
- A24B15/167—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention relates to electronics tobacco tar field more particularly to high stability nicotine salts, preparation method and electronics tobacco tar.Nicotine salt is beige solid, and raw material includes nicotine and m-hydroxybenzoic acid, and wherein the mass ratio of nicotine and m-hydroxybenzoic acid is (1.8-2.85): 1.Acid-base neutralization reaction can occur under m-hydroxybenzoic acid and nicotine room temperature, generation nicotine salt is not necessarily to heating, and preparation method is very simple, and nicotine does not allow volatile, raw material proportioning more easily control yet, and product made from production is also more stable, and quality is higher.Without heating in production process, the energy is also saved, very big cost is saved；M-hydroxybenzoic acid is excessive, keeps nicotine reaction more abundant, keeps the content of nicotine in electronics tobacco tar less, relatively more safe.
Description
Technical field
The present invention relates to electronics tobacco tar field more particularly to high stability nicotine salts, preparation method and electronics tobacco tar.
Background technique
Electronic cigarette is a kind of electronic product for imitating cigarette, there is appearance, smog, taste and the feeling as cigarette.
It is by the means such as atomization, after nicotine etc. is become steam, a kind of product for allowing user to suck.
Usually used nicotine form is called " free alkali " nicotine in electronics tobacco tar.Traditional " free alkali " Ni Gu
Fourth is unsatisfactory on improving input of the electronic cigarette equipment to blood nicotine, and excessively high nicotine content is only resided within to larynx
The overstimulation of throat, electronic cigarette user are difficult to obtain the same satisfaction of smoking.Meanwhile a small amount of nicotine can excitor nerve,
Excessive nicotine will make blood pressure rise, palpitate quickly and vessel retraction, can also promote platelet aggregation, cause hypertension, move
The cardiovascular disease of arteries and veins hardening and coronal vascular lesion.
Chinese invention application CN108887731A discloses a kind of nicotine salt, electronics tobacco tar and preparation method thereof, Ni Gu
For fourth salt in terms of mass fraction, raw material includes 20 parts~70 parts of organic acid and 5 parts~70 parts of nicotine, the organic acid choosing
From at least one of strawberriff, glyceric acid and fumaric acid.The preparation method of nicotine salt is to delay nicotine and organic acid
After slow mixing, mixed liquor is obtained；At a certain temperature by mixed liquor, insulated and stirred 6.5 hours, are then cooled to room temperature, obtain
Nicotine salt.
Electronics tobacco tar selects the nicotine salt prepared in above-mentioned technical proposal with hitting, and larynx sense is comfortable, strength is moderate, mouthfeel
The advantages that comfortable, but nicotine belongs to pyridine derivate Alkaloid, belongs to weak base, reacts with weak acid, reacts insufficient, obtains
The nicotine salt arrived is also unstable, especially during placement, it is easy to as the change generation of external environment is reverse anti-
It answers, and then influences the various aspects of performance of electronics tobacco tar.
Summary of the invention
The purpose of the present invention one is to provide a kind of high stability nicotine salt, and room temperature is made, and nicotine is not in preparation process
It is readily volatilized, it is safer；And the product stability of preparation is also more preferable.
The purpose of the present invention one has the technical scheme that high stability nicotine salt, nicotine salt
For beige solid, raw material includes nicotine and m-hydroxybenzoic acid, and wherein the mass ratio of nicotine and m-hydroxybenzoic acid is
(1.8-2.85):1。
It is anti-acid-base neutralization can to occur by using above-mentioned technical proposal, under m-hydroxybenzoic acid and nicotine room temperature
Answer, generate nicotine salt, without heating, preparation method is very simple, nicotine do not allow yet it is volatile, raw material proportioning be easier slap
Control, production product obtained is also more stable, and quality is higher.Without heating in production process, the energy is also saved, is saved very
Big cost；M-hydroxybenzoic acid is excessive, keeps nicotine reaction more abundant, keeps the content of nicotine in electronics tobacco tar less,
It is relatively more safe.
The present invention is further arranged to: the mass ratio of nicotine and m-hydroxybenzoic acid is 2.5:1.
It by using above-mentioned technical proposal, finds after tested, when the mass ratio of nicotine and m-hydroxybenzoic acid is 2.5:1
When, reaction it is abundant, and wastage of material is also fewer；It is smaller to the irritation of throat in addition tobacco tar, but also generate
Partial nicotine acid, Nicotinicum Acidum have stronger expansion peripheral vessels effect, there is certain benefit to body.
The present invention is further arranged to: the mass ratio of nicotine and m-hydroxybenzoic acid is 2.35:1.
By using above-mentioned technical proposal, find after tested, when the mass ratio of nicotine and m-hydroxybenzoic acid is 2.35:
When 1, reaction it is abundant, and wastage of material is also fewer；It is smaller to the irritation of throat in addition tobacco tar, but also generate
Partial nicotine acid, Nicotinicum Acidum have stronger expansion peripheral vessels effect, there is certain benefit to body.
The purpose of the present invention two is to provide the preparation method of high stability nicotine salt, and preparation method is simple, convenient for promoting.
The purpose of the present invention two has the technical scheme that the Gu of high stability Buddhist nun described in above scheme
The preparation method of fourth salt, comprising the following steps:
(1) nicotine and m-hydroxybenzoic acid are mixed in proportion, is stirred to react to obtain beige solid；Reaction temperature is 25-
40℃；
(2) it is separated by solid-liquid separation and obtains beige solid.
By using above-mentioned technical proposal, nicotine is transparency liquid, and m-hydroxybenzoic acid is white crystalline powder, the two
It can react after mixing, generate beige solid, without heating, reaction condition is simple, and reacting phenomenon is obvious, is easy to see
Examine judgement extent of reaction.Preparation method is simple, convenient for promoting.
The present invention is further arranged to: revolving speed is 300-450 revs/min, and the reaction time is 32-40 hours.
By using above-mentioned technical proposal, can react more sufficiently, product obtained is faster and better.
The present invention is further arranged to: solid-liquid separating method is filtering or centrifuge separation.
By using above-mentioned technical proposal, the solid-liquid separation effect of filtering or centrifuge separation is more preferable, it is easier to control product
Repetition stability.
The present invention is further arranged to: obtained beige solid being freeze-dried, and is crushed.
By using above-mentioned technical proposal, the effect of freeze-drying is more preferable, and solid viscosity reduces, it is easier to crush.
The present invention is further arranged to: in step (1) after fully reacting, stratification takes out supernatant liquor, passes through vacuum
Drying system vacuumizes, then is passed through liquid nitrogen frozen, crushes after freezing.
By using above-mentioned technical proposal, it is easy to operate, quick to take out supernatant liquor, high production efficiency, and subsequent place
It manages also more convenient；Vacuum drying can be realized solid-liquid and more thoroughly separate.It is viscous that product can be substantially reduced after liquid nitrogen is cooling
Degree, it is also very simple using being dispensed after crushing, and be not easy to glue on the reaction vessel, it is not easy to it causes to waste, yield is more
Height, late phase reaction container are also easier to handle.
The present invention is further arranged to: step is shaking bed reaction in (1)；The beige solid that step (2) obtains is with third
Glycol dissolves to form tobacco tar semi-finished product.
By using above-mentioned technical proposal, the reaction temperature of step (1) is not high, does not need to heat in reaction process, is shaking
On bed not only be conducive to reaction, but also post-processing, packing it is also more convenient.Solid obtained in step (2) is dissolved with propylene glycol
It is more convenient processing afterwards, also more difficult waste product.It is also easier to save after being formed simultaneously tobacco tar semi-finished product.
The purpose of the present invention two is to provide electronic cigarette oil, and the nicotine salt quality of addition is stablized, the quality of electronics tobacco tar
It is more stable.
The purpose of the present invention two has the technical scheme that electronics tobacco tar, includes institute in above scheme
The high stability nicotine salt stated, the quality of nicotine salt are the 1%-10% of total weight.
Nicotine salt quality made from above-mentioned technical proposal is stablized, and the quality of electronics tobacco tar also can be more stable.Nicotine
Salt needs to add according to client, can mix more kinds of products, caters to the taste of more consumers.
In conclusion advantageous effects of the invention are as follows:
1. acid-base neutralization reaction can occur under m-hydroxybenzoic acid and nicotine room temperature, nicotine salt is generated, without adding
Heat, preparation method is very simple, and nicotine is not allowed volatile yet, and raw material proportioning is easier to control, and produces product obtained also more
Add stabilization, quality is higher.Without heating in production process, the energy is also saved, very big cost is saved；M-hydroxybenzoic acid
It is excessive, keep nicotine reaction more abundant, keeps the content of nicotine in electronics tobacco tar less, it is relatively more safe.
2. nicotine is transparency liquid, m-hydroxybenzoic acid is white crystalline powder, can be occurred after the two mixing anti-
It answers, generates beige solid, without heating, reaction condition is simple, and reacting phenomenon is obvious, is easy to observe judgement extent of reaction.
Preparation method is simple, convenient for promoting.
3. it is easy to operate, quick to take out supernatant liquor, high production efficiency, and subsequent processing is also more convenient；It vacuumizes
Drying can be realized solid-liquid and more thoroughly separate.Product viscosity can be substantially reduced after liquid nitrogen is cooling, using dispensing after crushing
Also very simple, and be not easy it is viscous on the reaction vessel, it is not easy to cause to waste, yield is higher, and late phase reaction container is also more
It is easily processed.
4. on shaking table not only be conducive to reaction, but also post-processing, packing it is also more convenient.It is obtained in step (2) solid
Body is more convenient processing after being dissolved with propylene glycol, also more difficult waste product.It is also easier to protect after being formed simultaneously tobacco tar semi-finished product
It deposits.
5. add the stable nicotine salt of quality in tobacco tar, the quality of tobacco tar can be preferably controlled, high production efficiency,
And obtained product is also easier to be liked by consumer.
Specific embodiment
Below in conjunction with table and embodiment, invention is further described in detail.
High stability nicotine salt, the raw material components for including and each component weight proportion see the table below:
The preparation method of high stability nicotine salt in above-described embodiment and comparative example, comprising the following steps:
(1) nicotine and m-hydroxybenzoic acid are mixed in proportion, is stirred to react to obtain beige solid；Wherein reaction temperature is
30 DEG C, revolving speed is 350 revs/min；Reaction time is 36 hours.
(2) in step (1) after fully reacting, stratification takes out supernatant liquor, obtains beige solid.
The yield and loss of product rate of embodiment 1-6 and comparative example 1 see the table below, and wherein yield is to obtain practical rice white
The ratio of solid and theoretical value, and do not include the part of loss in yield.Loss of product rate is the glycerol by the way that m parts by weight are added
Dissolved solid, then obtained mixed liquor is weighed, the weight for obtaining mixed liquor is n parts by weight, and n parts subtract m parts by weight and are
The product amount a parts by weight of loss, if the product that reaction is collected into is b parts by weight, loss of product rate (%)=a/ (a+b) * 100%.
Since nicotine is weak base, m-hydroxybenzoic acid is weak acid, so it is difficult fully reacting, but the yield of embodiment 1-6
65% or more, yield is relatively high.Along with preparation method of the invention, loss of product rate is substantially all on 4% left side
The right side, loss it is also relatively smaller very much, conducive to cost is reduced, post-processing, recycling are all very simple.
Comparative example 2
Nicotine salt, raw material include nicotine and L-TARTARIC ACID, and wherein the mass ratio of nicotine and L-TARTARIC ACID is 1.08:1.
The preparation method of nicotine salt, comprising the following steps:
(1) nicotine and L-TARTARIC ACID are mixed in proportion, 100 DEG C of heating reaction, the stirring of side border ring, with reaction into
Row forms very sticky liquid, can not continue to stir, and scrapes the product in reaction vessel after cooling, reaction container bottom
Be stained with many products on inner wall and stirring rod, generating product prospective damage is more than 30%, and post-processing reaction appearance
Device is also very inconvenient, and cost greatly improves, and is unfavorable for industrialized production.Comparative example 2 is to need there are one very big drawback
Pyroreaction is wanted, needs more thermal energy, and nicotine is readily volatilized at high temperature, in order to which safety and accurate proportioning are reacted
The considerations of, need to seal reaction, and to keep the ventilation of reacting environment, and considerably increase cost.
The present invention is studied and has been optimized to preparation method, and following embodiment is specifically shown in.
Embodiment 7
The preparation method of high stability nicotine salt, includes the following steps in embodiment 4,
(1) nicotine and m-hydroxybenzoic acid are mixed in proportion, is stirred to react to obtain beige solid；Wherein reaction temperature is
25 DEG C, revolving speed is 400 revs/min；Reaction time is 40 hours.
(2) in step (1) after fully reacting, stratification is separated by filtration, and obtains beige solid.Filter process is opposite
It is slow in taking out supernatant liquor, the processing time is extended, loss of product rate also increased, and essentially 6%.
Embodiment 8
The preparation method of high stability nicotine salt, includes the following steps in embodiment 4,
(1) nicotine and m-hydroxybenzoic acid are mixed in proportion, is stirred to react to obtain beige solid；Wherein reaction temperature is
40 DEG C, revolving speed is 300 revs/min；Reaction time is 32 hours.
(2) in step (1) after fully reacting, centrifuge separation obtains beige solid.
It is centrifugated benefit early period reason, it is not easy to it is sticked in reaction vessel, it is shorter than direct filtration time, than drawing liquid body
Time is long, and loss of product rate is essentially 4%.
Embodiment 9
The preparation method of high stability nicotine salt, includes the following steps in embodiment 4,
(1) nicotine and m-hydroxybenzoic acid are mixed in proportion, is shaking bed reaction, is obtaining beige solid；Wherein react
Temperature is 35 DEG C；Reaction time is 34 hours.
(2) in step (1) after fully reacting, stratification takes out supernatant liquor, obtained beige solid is freezed dry
It is dry, and crush.Be freeze-dried fast drying, and the viscosity of product can be reduced, loss it is less, shaking bed reaction, later period
Crushing is also very convenient, is can control substantially 3%.
Embodiment 10
The preparation method of high stability nicotine salt, includes the following steps in embodiment 4,
(1) nicotine and m-hydroxybenzoic acid are mixed in proportion, is stirred to react to obtain beige solid；Wherein reaction temperature is
30 DEG C, revolving speed is 350 revs/min；Reaction time is 36 hours.
(2) in step (1) after fully reacting, stratification takes out supernatant liquor, is vacuumized by vacuum drying system,
It is passed through liquid nitrogen frozen again, is crushed after freezing.Liquid nitrogen frozen easily and fast, will not introduce other impurities, the rice that step (2) obtains
White solid is dissolved to form tobacco tar semi-finished product with propylene glycol, and loss of product rate controls below 2% substantially.Especially in high-volume
It is more obvious when production.
By above-mentioned analysis it can be found that nicotine salt produced by the present invention formula is simple, preparation process is also simple, and
Loss of product rate is very low.Nicotine salt made from embodiment 1-10 is sealed, does not have significant change within preservation 1 year or more.
In order to preferably test the performance of nicotine salt, electricity is made with the obtained nicotine salt of embodiment 3,4,9,10 in the present invention
Sub- tobacco tar.
Embodiment 11
Electronics tobacco tar, raw material contain the following parts by weight:
3.5 parts of nicotine salt made from embodiment 3
35.5 parts of propylene glycol (PG)
50 parts of glycerol (VG)
11 parts of mint flavored flavors and fragrances
Above-mentioned raw materials are mixed to prepare electronics tobacco tar A.
Embodiment 12
Electronics tobacco tar, raw material contain the following parts by weight:
4.2 parts of nicotine salt made from embodiment 4
35.8 parts of propylene glycol (PG)
48 parts of glycerol (VG)
12 parts of strawberry flavor flavors and fragrances
Above-mentioned raw materials are mixed to prepare electronics tobacco tar B.
Embodiment 13
Electronics tobacco tar, raw material contain the following parts by weight:
6 parts of nicotine salt made from embodiment 9
36 parts of propylene glycol (PG)
45 parts of glycerol (VG)
13 parts of mung bean taste flavors and fragrances
Above-mentioned raw materials are mixed to prepare electronics tobacco tar C.
Embodiment 14
Electronics tobacco tar, raw material contain the following parts by weight:
2.8 parts of nicotine salt made from embodiment 10
46 parts of propylene glycol (PG)
43 parts of glycerol (VG)
8.2 parts of grape flavor flavors and fragrances
Above-mentioned raw materials are mixed to prepare electronics tobacco tar D.
Comparative example 3
Electronic cigarette is made the difference is that nicotine salt is replaced with nicotine in electronics tobacco tar, comparative example 3 and embodiment 14
Oily E.
Comparative example 4
Electronics tobacco tar, comparative example 4 and embodiment 14 are the difference is that replace with Buddhist nun made from documents 2 for nicotine salt
Electronics tobacco tar F is made in ancient fourth salt.
Comparative example 5
Using in the Chinese invention patent application file application No. is 201810954555.8 embodiment 3 prepare electronics tobacco tar as
Control, the preparation step of electronics tobacco tar are specific as follows:
(1) 178g nicotine, 216g glyceric acid, 606g propylene glycol are weighed；(2) by glyceric acid and mixed with propylene glycol, stirring is obtained
Glyceric acid mixed with propylene glycol solution；(3) after slowly mixing glyceric acid mixed with propylene glycol solution with nicotine, under the conditions of 65 DEG C
It is reacted 6 hours with 200 revs/min of insulated and stirreds of revolving speed, is then cooled to room temperature, obtains the electronics tobacco tar G of clear yellow.
Comparative example 6
Using in the Chinese invention patent file application No. is 201410030927.X embodiment 1 prepare electronics tobacco tar as pair
According to a kind of electronics tobacco tar, preparation method includes the following steps: (1) selected from dry American Ginseng, first being cleaned and shredded；
(2) fragment in previous step is put into extractor, and 75-95% is added in the ratio that 5-10L is added in the broken American Ginseng of 1kg
Edible alcohol；(3) in extraction vessel in previous step raw material carry out heating and refluxing extraction, extract 8-10 hours, then
It stands, be cooled to room temperature；(4) raw material in previous step is filtered, removed slag, obtain extracting solution；(5) in previous step
Obtained extracting solution filtering, gained concentrating filter liquor tank are concentrated into density 1.0 or more, obtain composition A；(6) by previous step
Resulting composition A is added in ordinary electronic cigarette tobacco tar according to weight percent 0.8-3.5% in rapid, is uniformly mixing to obtain finished product H.
Performance detection test
With reference to standard GB/T 5606.4-2005: the mensuration mode of " the 4th part of cigarette: sense organ technical requirements ", to according to this
The smokeless tobacco tar of invention carries out aesthetic quality's judge, which is incorporated herein by reference.However, in the judge
In, due to the difference of the raw material of electronic cigarette and cigarette, working principle etc., while the judge mode of reference above-mentioned standard,
The characteristics of accordingly based upon electronic cigarette and be made that certain adjustment.Herein, in addition to being commented specifically noted by following present invention
Sentence except project and operating process, part identical with above-mentioned national standard is then omitted in the present invention.
Specifically, it is right using electronic cigarette (model: the small cigarette of spark comes from this Ker Co., Ltd) that 15 technical staff that smoke panel test are set
Tobacco tar A to H made from above-described embodiment 11 to 14 and comparative example 3 to 6 is sucked, and using the side of secret marking
Formula provides sensory judgments.Wherein, everybody technical staff that smokes panel test inhales method using lung and sucks 10 mouthfuls to every kind of tobacco tar, every mouthful of interval 10
Second, and the interval time for sucking different tobacco tar is no less than 20 minutes, to avoid influencing each other.Sensory judgments' project and marking mark
It is quasi- as follows:
(1) appearance: visual state when tobacco tar is stood at room temperature, wherein the limpid glossy 5-4 of distinctness points, transparent not vivid
4-3 points, it is following that muddiness has solid 3 to divide；
(2) fragrance: the fragrance that tobacco tar is realized in sucking process, wherein plentiful exquisiteness 32-28 points, sufficient but slightly coarse
28-24 points, thin rougher 24 points or less；
(3) harmony: tobacco tar fragrance harmony one integrated mass in sucking process will not individually protrude the taste of a certain component, wherein
Very harmony 6-5 points, compared with harmony 5-4 points, still harmony 4 divides following；
(4) miscellaneous gas: the bad breath for the non-tobacco tar itself that tobacco tar generates in sucking process, wherein no miscellaneous gas 12-10 points, micro-
There are miscellaneous gas 10-8 points, there is miscellaneous gas 8 to divide following；
(5) irritation: being divided into throat irritation and nasal cavity irritation, refers to that discomfort that tobacco tar generates in sucking process is received
Degree, wherein the non-stimulated 5-4 of throat irritation points, slightly 4-3 points of stimulation, irritating 3 points or less；Nasal cavity irritation is non-stimulated
5-4 points, slightly 4-3 points of stimulation, irritating 3 points or less.
(6) aftertaste degree: tobacco tar in sucking process after oral cavity, nasal cavity exhalation, the taste perception that carries over, wherein
Pure comfortable 25-22 points, suitable 22-20 points more clean, still clean is suitable for 20 points or less.
(7) top sense: tobacco tar people is sucked in sucking process after effect of refreshing oneself, meet 10-8 point, slightly shortcoming 8-6
Point, hence it is evident that 6-3 points of shortcoming, no satisfaction 3 is divided.
Above sensory judgments' project score value total score is up to 100 points, and the practical judge total score of each tobacco tar is higher, shows sense organ
Quality is better.
Everybody smoke panel test every evaluation result of technical staff is summarized and calculated arithmetic mean of instantaneous value, retains one decimal place
Effective digital, to obtain the evaluation result of tobacco tar A to T made from the embodiment of the present invention 1 to 12 and comparative example 1 to 8, such as
Shown in following table:
By upper table it should be apparent that the limpid distinctness of electronics tobacco tar A-D of nicotine salt produced by the present invention preparation has light
Pool there is no precipitating, is layered, has the phenomenon that impurity.The ingredient of nicotine salt is relatively little higher in embodiment 13, but appearance
Still limpid distinctness is glossy, has no obvious impurity, layering etc.；In addition, the plentiful exquisiteness of the fragrance of electronics tobacco tar A-D, each group
Distribution conjunction is scientific and reasonable, and fragrance harmony one integrated mass in tobacco tar sucking process will not individually protrude the taste of a certain component, harmony
Score is also very high, also without miscellaneous gas in sucking process, electronics tobacco tar D made from comparative example 3 had mature preparation method and
Parameter, the index and electronics tobacco tar A-D produced by the present invention in terms of appearance, fragrance are essentially identical, but the breath of nicotine
Excessively prominent, harmony index is just obvious inferior relative to A-D, and there is also certain miscellaneous gas.Electronics tobacco tar F made from comparative example 4
In joined nicotine salt made from documents 2, the nicotine salt viscosity as made from documents 2 is too high, preparation electricity
Also relatively more long, more troublesome, last electronics tobacco tar F appearance obtained seems just obviously limpid not as good as A-E to the process of sub- tobacco tar
Distinctness, harmony index are also declined, and there is also certain miscellaneous gas；Electronics tobacco tar G-H clear appearance journey made from comparative example 5-6
Degree decline, fragrance is sufficient but slightly coarse, there is obvious miscellaneous gas, and harmony performance is also decreased obviously.Comparative example 5-6 preparation method is relatively more
Add complexity.
Irritation, aftertaste degree and top sense are the very important indexs of electronics tobacco tar, and irritation directly affects electronic cigarette
The acceptable degree of oil, excessively stimulation can throat to people and nasal cavity cause certain injury, most of consumer will be difficult to connect
By, while can also seriously affect the sales volume of electronics tobacco tar.Top sense is primarily to see the effect of refreshing oneself after sucking to people, effect of refreshing oneself
Good, the satisfaction of acquisition is more, also there is certain help to life and work.Aftertaste degree is mainly to carry over after people sucks
Taste perception, aftertaste degree are pure comfortably all beneficial to smoker and bystander.
It should be apparent that electronics tobacco tar A, B, D is nonirritant to throat and nasal cavity from upper table, electronics tobacco tar C Buddhist nun is ancient
Fourth salt component is slightly higher, slightly stimulates, but relative to electronics tobacco tar E-G or obviously more preferable.Stimulation of the electronics tobacco tar E to throat
Property it is bigger, suck for a long time, be easy throat is damaged；Electronics tobacco tar F also compares C more to the irritation of throat and nasal cavity
Strongly；Electronics tobacco tar G is also relatively obvious to the irritation of throat and nasal cavity.Electronics tobacco tar H is non-stimulated to throat, but
It is slightly to stimulate nasal cavity.
The aftertaste degree of electronics tobacco tar A-H be all it is relatively good, suck it is pure comfortable in posterula and throat, it is displeased without feeling relieved
Fast peculiar smell.
The top sense index of electronics tobacco tar A-D is fine, and smoker can be made to have relatively good satisfaction, refresh oneself effect very
It is good, it suitably sucks, is conducive to improve working efficiency.Electronics tobacco tar F-G satisfaction is slightly short of, electronics tobacco tar E and H without satisfaction,
Also without effect of obviously refreshing oneself.
In conclusion the overall target of electronics tobacco tar A-D is higher than electronics tobacco tar E-H, it is easier to be received by smoker, refresh oneself
Effect is more preferable, also smaller to personal injury.
The present invention has also carried out acute inhalation toxicity test to electronics tobacco tar made from embodiment 12, and detection foundation is GBZ/
T 240.4-2011, testing result see the table below.
The above is only a preferred embodiment of the present invention, protection scope of the present invention is not limited merely to above-described embodiment,
All technical solutions belonged under thinking of the present invention all belong to the scope of protection of the present invention.It should be pointed out that for the art
For those of ordinary skill, several improvements and modifications without departing from the principles of the present invention, these improvements and modifications are also answered
It is considered as protection scope of the present invention.
Claims (10)
1. high stability nicotine salt, characterized in that nicotine salt is beige solid, and raw material includes nicotine and hydroxy benzenes
Formic acid, wherein the mass ratio of nicotine and m-hydroxybenzoic acid is (1.8-2.85): 1.
2. high stability nicotine salt according to claim 1, characterized in that the quality of nicotine and m-hydroxybenzoic acid
Than for 2.5:1.
3. high stability nicotine salt according to claim 2, characterized in that the quality of nicotine and m-hydroxybenzoic acid
Than for 2.35:1.
4. the preparation method of high stability nicotine salt described in claim 1-3 any one, characterized in that including following step
It is rapid:
(1) nicotine and m-hydroxybenzoic acid are mixed in proportion, is stirred to react to obtain beige solid；Reaction temperature is 25-
40℃；
(2) it is separated by solid-liquid separation and obtains beige solid.
5. the preparation method of high stability nicotine salt according to claim 4, revolving speed is 300-450 revs/min, reaction
Time is 32-40 hours.
6. the preparation method of high stability nicotine salt according to claim 4, characterized in that solid-liquid separating method was
Filter or centrifuge separation.
7. the preparation method of high stability nicotine salt according to claim 4, characterized in that consolidate obtained rice white
Body freeze-drying, and crush.
8. the preparation method of high stability nicotine salt according to claim 4, characterized in that reacted in step (1)
Quan Hou, stratification take out supernatant liquor, are vacuumized by vacuum drying system, then are passed through liquid nitrogen frozen, crush after freezing.
9. the preparation method of high stability nicotine salt according to claim 4, characterized in that in shaking table in step (1)
Upper reaction；The beige solid that step (2) obtains is dissolved to form tobacco tar semi-finished product with propylene glycol.
10. electronics tobacco tar, characterized in that include high stability nicotine salt described in claim 1-3 any one, nicotine
The quality of salt is the 1%-10% of total weight.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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