CN108285441A - A kind of nicotine-mandelate compound crystal, preparation method and the tobacco product comprising it - Google Patents
A kind of nicotine-mandelate compound crystal, preparation method and the tobacco product comprising it Download PDFInfo
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- CN108285441A CN108285441A CN201810003809.8A CN201810003809A CN108285441A CN 108285441 A CN108285441 A CN 108285441A CN 201810003809 A CN201810003809 A CN 201810003809A CN 108285441 A CN108285441 A CN 108285441A
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- nicotine
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- crystal
- mandelate
- tobacco
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Classifications
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- 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
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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
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
Abstract
The present invention discloses a kind of nicotine mandelate compound crystal, and crystal molecule formula is：C26H30N2O6；The crystal belongs to rhombic system, space group P212121, cell parameter： α=β=γ=90.00 °.The invention also discloses preparation methods, including：A, nicotine and mandelic acid are measured, saturated solution is made with solvent dissolving mandelic acid, mandelic acid saturated solution is placed in water bath, stirs and nicotine is added dropwise；B, the reaction liquid in step a is transferred in light resistant container, is ultrasonically treated, then reaction product is protected from light and is placed under room temperature environment, solvent flashing, you can obtain nicotine mandelate crystal.The compound crystal shows apparent slow releasing function in manual simulation's saliva.The invention also discloses the tobacco product for including nicotine mandelate compound crystal, the tobacco product is gum base type chewing tobacco, packed buccal cigarette, tobacco juice for electronic smoke or heating not burning type Cigarette.
Description
Technical field
The invention belongs to organic crystal fields, and in particular to a kind of nicotine-mandelate compound crystal and its preparation
Method.
Background technology
Nicotine is the main chemical compositions of natural alkaloid in tobacco leaf, and molecular structure is made of two azacyclo-s, pyrrole
Cough up ring pKa=7.87, pyridine ring pKa=3.15.Pyridine ring nitrogen is due to the influence of aromatization, and alkalinity is very weak, with virtue
The alkalinity of amine is close.Pyrrolidines ring nitrogen belongs to tertiary amine, since this ring does not have aromatization, alkalinity and aliphatic tertiary amine
Alkalinity is close, so, nicotine is easy and acid is chemically reacted.Rose,J.E.,et al.,Pulmonary delivery
of nicotine pyruvate:Sensory and pharmacokinetic characteristics.Experimental
and Clinical Psychopharmacology,2010.18(5):385-394 reports nicotine acetonate, and carries out
Research in terms of relevant pharmacokinetic.Hwa Jung,B.,et al.,Different pharmacokinetics of
nicotine following intravenous administration of nicotine base and nicotine
hydrogen tartarate in rats.Journal of Controlled Release,2001.77(3):183-190 is reported
Road pharmacokinetics of the nicotine tartrate in rat body, but in this study, do not obtain nicotine-tartrate
Solid product and crystal structure.Using the unique chemical property of nicotine, organic or inorganic acid small molecule is reasonably selected, acid is passed through
Alkali reacts, the nicotine salt compound of synthesis.Although nicotine exists with another chemical form, nicotine is had no effect on
Effect is sucked, is had some improvement instead to mouthfeel, by way of at salt, by nicotine solid state, moreover it is possible to promote Buddhist nun
It the slow release effect of Gu Ding and can reduce to gastral irritation.Therefore, nicotine complexes show latent in tobacco business
Application value.
At present on the market other than traditional end points lit cigarettes, also gum base type chewing tobacco, packed buccal cigarette, electronics
Cigarette heats not burning type cigarette etc., these are generally novel tobacco product.Or these novel tobacco products are made using tobacco
For direct material or it is direct addition nicotine, this can make product in consumption, and nicotine release is too fast too quickly, some Buddhist nuns
The ancient higher product of fourth content causes uncomfortable even to that can bring certain oral cavity, stomach and intestine or respiratory tract irritation.
Therefore, it is necessary to improve the absorption mode of nicotine.
Invention content
First aspect present invention provides a kind of nicotine-mandelate compound crystal, this compound crystal is various
The tobacco product of form, such as traditional cigarette, cigar, electronic cigarette, heating are not burnt cigarette and smoke-free tobacco product
Nicotine introducing form provides more multi-form.
The purpose of the present invention is achieved by the following technical programs：
A kind of nicotine-mandelate compound crystal, crystal molecule formula are：C26H30N2O6。
Above-mentioned compound crystal molecule is by one plus the nicotine cation (monovalence) and an almond acid ion (one of hydrogen
Valence) and a mandelic acid molecular composition.
Crystal described above is calculated through Advances in crystal X-ray diffraction experiment and crystal structure to be confirmed, crystal belongs to rhombic system,
Space group P212121, cell parameter：Cell parameter： α=β
=γ=90.00 °.
The unit cell volume of crystal described aboveAsymmetry unit number Z=4, R in structure cell1=
0.0608, wR2=0.0949, crystal structure is as shown in Figure 2.
Crystalline density described above is 1.255g/cm3, relative molecular mass 466.52.
The second aspect of the present invention provides a kind of nicotine-mandelate compound crystal preparation method, including makes as follows
Standby step：
A, nicotine and mandelic acid are measured, saturated solution is made with solvent dissolving mandelic acid, mandelic acid saturated solution is set
In water bath, stirs and nicotine is added dropwise；
B, the reaction liquid in step a is transferred in light resistant container, then reaction product is protected from light and is placed in room temperature by ultrasound
Under environment, solvent flashing, you can obtain nicotine mandelate crystal.
Wherein, the mandelic acid be selected from D- mandelic acids, L- mandelic acids, DL- mandelic acids it is one or more.
Preferably, the solvent in step a be selected from water, acetone, ethyl acetate, ether, methanol, ethyl alcohol, isopropanol, butanol,
It is one or more in dichloromethane, chloroform, dimethyl sulfoxide.
Preferably, the molar ratio of nicotine and mandelic acid described in step a is 1:2, the mandelic acid water bath temperature
It is 15 DEG C -50 DEG C, the pH of the reaction solution<7.0.
Preferably, ultrasonic temperature described in step b is 15 DEG C -50 DEG C；The supersonic frequency is 20KHz-120KHz；It is described
Ultrasonic time is 1-10h.
Third aspect present invention is related to comprising nicotine-mandelate compound crystal described in first aspect present invention
Tobacco product, wherein the tobacco product is gum base type chewing tobacco, packed buccal cigarette, tobacco juice for electronic smoke or heating not burning type cigarette
Cigarette.
Wherein, further include matrix, sweetener, acid-base modifier, fragrance when the tobacco product is gum base type chewing tobacco
Agent, food coloring, humectant；The wherein described matrix includes one or more in rubber, esters, paraffin, fixed oil, weight
Percentage is 10~30%；The sweetener includes one kind or more in monosaccharide, disaccharides, trisaccharide, polysaccharide, polyalcohol, sweetener
Kind, weight percent is 20~70%；The acid-base modifier is selected as one or both of sodium bicarbonate, sodium carbonate,
Weight percent is 1~10%；The flavouring agent is selected from lemon, peppermint, coffee, strawberry, blueberry, pineapple, peach, apple, tangerine
One or more in son, watermelon, jujube, dark plum, Yunnan olive extract flavouring agent fragrance, weight percent is 1~10%；
The food coloring is one or more in red yeast rice, chlorophyll, curcumin, carrotene, three-coloured amaranth, fried sugar, weight percent
Than being 0.1%~10%；The humectant is propylene glycol, one or both of glycerine, weight percent is 1~
10%, the weight percent of the nicotine-mandelate compound crystal is 1~10%.
Further include cellulose, water, sodium chloride, flavouring agent, acid-base accommodation when the tobacco product is packed buccal cigarette
Agent, corrigent, humectant and antioxidant；Wherein, the cellulose is selected from natural fiber, microcrystalline cellulose, cellulose and derives
One or more in object, weight percent is 45~60%；The weight percent of the water is 10~30%；The chlorination
The weight percent of sodium is 3~5%；The flavouring agent be selected from lemon, peppermint, coffee, strawberry, blueberry, pineapple, peach, apple,
One or more in orange, watermelon, jujube, dark plum, olive taste essence and flavoring agent, weight percent is 5~20%；The acid
Alkali conditioning agent is selected from one or both of sodium bicarbonate, sodium carbonate, and weight percent is 1~5%；The corrigent is selected from
One or more in monosaccharide, disaccharides, trisaccharide, polysaccharide, polyalcohol, sweetener, weight percent is 1~15%；The guarantor
Moisten agent and be selected from one or both of propylene glycol, glycerine, weight percent is 1~5%；The antioxidant is selected from dimension and gives birth to
One or more in plain A, vitamin C, vitamin E, tea polyphenols, weight percent is 1~5%；Nicotine-the almond
The weight percent of hydrochlorate compound crystal is 1~20%.
Further include propylene glycol, glycerine, humectant and essence and flavoring agent when the tobacco product is tobacco juice for electronic smoke；
Wherein, the weight percent of the propylene glycol and glycerine is 65~95%；The humectant be selected from butanediol, polyethylene glycol,
One or more in triethylene glycol, glyceryl triacetate, diacetine, weight percent is 1~20%；The essence
The weight percent 0.1~10% of fragrance；The weight percent of the nicotine-mandelate compound crystal is 1~10%.
Further include that fiber, smoke agent, noninflammability are inorganic when the tobacco product is heating not burning type Cigarette
Filler, adhesive, combustion adjuvant and essence and flavoring agent；Wherein, the fiber is selected from plant fiber, staple fibre, synthetic fibers, mineral
One or more in fiber, weight percent is 30~70%；The smoke agent be selected from polyalcohol, propylene glycol, glycerine,
One or more in triethylene glycol, sorbierite, xylitol, ethylene glycol, ester, alkane, weight percent is 10~30%；It is described
It is inorganic that noninflammability inorganic filler is selected from calcium carbonate, magnesia, magnesium sulfate, silica, chalk, perlite, diatomite, noninflammability
One or more in filler, weight percent is 10~50%；Described adhesive, which is organic bond, noninflammability is inorganic glues
One or both of mixture, weight percent are 5~20%；The combustion adjuvant be sylvite, weight percent be 1~
3%；The essence and flavoring agent is selected from licorice, coffee-extract, vanillic aldehyde, Megastigmatrienone, solanone, Radix Glycyrrhizae, coffee, β-
One or more in damascenone, tobacco extract, weight percent is 1~20%；Nicotine-the mandelate is compound
The weight percent of object crystal is 1~20%.
Beneficial effects of the present invention：
The present invention combines nicotine and mandelic acid by way of at salt and first passage finely controls crystallization condition shape
At monocrystal, which shows apparent slow releasing function in manual simulation's saliva, so that the solid product is can apply to various
The tobacco product of form such as traditional cigarette, cigar, electronic cigarette, heating are not burnt the matching of cigarette and smoke-free tobacco product
In side's design, quality controling research, more possibilities are provided for the introducing form of nicotine.It was found that, using Buddhist nun's Gu
Fourth mandelate composite crystal, is decreased obviously the oral cavity of smoker, stomach and respiratory tract irritation.
In addition, passing through nicotine incorporated in the present invention-mandelate compound crystal into tobacco product, moreover it is possible to user
Mandelic acid is delivered, mandelic acid can help cell turnover, make the smooth exquisiteness of skin, have certain healthcare function.
Description of the drawings
Fig. 1 is nicotine-mandelate complex crystal structure figure；
Fig. 2 is nicotine-mandelate compound crystal hydrogen bond figure；
Fig. 3 is nicotine-mandelate complex crystal structure accumulation graph；
Fig. 4 is nicotine-mandelate compound crystal pictorial diagram.
Fig. 5 is gum base type chewing tobacco (product 3) containing nicotine-mandelate compound crystal, containing the matrix of pure nicotine
The nicotine In Vitro Dissolution comparison diagram of type chewing tobacco (product 1) and gum base type chewing tobacco (product 2) containing pipe tobacco.
Fig. 6 is packed buccal cigarette (product 3A) containing nicotine-mandelate compound crystal, containing the packed of pure nicotine
The nicotine In Vitro Dissolution comparison diagram of buccal cigarette (product 1A) and packed buccal cigarette (product 2A) containing pipe tobacco.
Specific implementation mode
Following embodiment is intended to illustrate the content of invention, rather than is further limited to the scope of the present invention.
Embodiment 1
1, the preparation of nicotine-mandelate compound crystal
It is accurate to measure the nicotine (purity >=99%) and mandelic acid (purity >=98%) that molar ratio is 1 ︰ 2.With suitable
Ethyl alcohol dissolves mandelic acid and saturated solution is made, and mandelic acid saturated solution is placed in 30 DEG C of water baths, is sufficiently stirred and slow
Nicotine is added dropwise, controls pH=5.5.After being added dropwise, reaction liquid is transferred in light resistant container, in 30 DEG C of environment, with
The frequency ultrasound 5h of 80KHz.Reaction product is protected from light and is placed under room temperature environment, slow solvent flashing can be obtained Buddhist nun after 20 days
Ancient butyl- mandelic acid compound crystal.
2, nicotine-mandelate compound crystal mono-crystalline structures characterization
The sizeable flat crystal of acquisition is cultivated in selection at room temperature, and carrying out X- using Xcalibur Eos diffractometers penetrates
Line single crystal diffraction is tested.
Test condition is：MoKαRadiation, λ=0.71073,293K, 3.13-26.37 ° of θ scanning ranges, Olex2-1.1
(SHELX-97) software package is used for structure elucidation and refine.
X-ray single crystal diffraction (SXRD) structural analysis shows that nicotine mandelic acid compound crystal is a nicotine sun
Ion (monovalence) and an almond acid ion (monovalence) and a mandelic acid molecular composition, crystal structure are as shown in Figure 2.This is multiple
The stoichiometric equation for closing object is C26H30N2O6, individual molecule relative molecular mass is 466.52, and calculating crystalline density is 1.255g/
cm3.Meanwhile SXRD is the result shows that the compound category rhombic system, P212121 space groups.Cell parameter is： α=β=γ=90.00 °,Z=4,
The analysis result R1=0.0608, wR2=0.0949.
Nicotine-mandelate compound crystal with electrostatic interaction (ionic bond) other than being combined closely, and hydrogen bond is in its sky
Between structure formation in also play key player.Hydrogen bond action is as shown in figure 3, hydrogen bond in nicotine mandelic acid compound crystal
Data are listed in Table 1 below.
1 nicotine of table-mandelate compound crystal hydrogen bond data
Nitrogen (N on nicotine molecule pyrrole ring2) combine mandelic acid carboxyl (- CO4O5H) the H supplied+Become-NH+- ,-
O5H, which loses H+, becomes O5-, therefore O5- has larger electronegativity, passes through N2-H2O5 and O6-H6AO5 hydrogen
The key almond acid molecule neutral with another in nicotine ion and lattice is connect.In addition to this, the mandelate ion containing O5-
Also by C6-H6O3 and C8-H8BO3, another nicotine ion is connected, its own is also by intramolecular
Hydrogen bond O3-H3AO4 forms S (5) plane of a loop structure.Neutral almond acid molecule in compound mainly passes through hydrogen bond action
Power is incorporated in lattice, and the molecule as described above connects an almond acid ion by O6-H6AO5 hydrogen bonds, and also
Two different nicotine ions are connected with C9-H9AO6 by O8-H8N1.By crystal structure accumulation graph, such as
Fig. 3 can significantly find out that nicotine ion combines closely with almond acid ion and rhombus net trellis knot is integrally formed two-by-two
Structure has been all inserted into a neutral almond acid molecule in each diamond-plaid.
Embodiment 2
1, the preparation containing nicotine-mandelate compound crystal gum base type chewing tobacco
A, take SBR styrene butadiene rubbers 30%, cyclamate 56%, propylene glycol 1%, glycerine 2%, coffee fragrant
Taste agent 1%, Yunnan olive extract flavouring agent 4%, sodium carbonate 2%, carrotene 1%, nicotine-mandelate compound 3%；
B, first matrix is toasted, after material mixing, stirred at 60 DEG C 60 minutes, molding squeeze out, roller prolong pressure,
It cuts, aging, packing is finished product.
2, nicotine In Vitro Dissolution is tested
By product and the gum base type chewing tobacco containing pure nicotine, the gum base type chewing tobacco containing pipe tobacco obtained by step 1 respectively into
Row nicotine In Vitro Dissolution test experiments.
The present invention carries out above-mentioned three kinds of gum base types chewing tobacco product using oral cavity chewing simulating instrument the In Vitro Dissolution of nicotine
Test.
Test method：The artificial saliva prepared by table 2 is added in liquid storage bottle, is placed in thermostat water bath constant temperature to 37
℃.Booting, set temperature are 37 DEG C, set simulation dissolving device parameter according to table 3, gum base type chewing tobacco sample is taken to be put into solution ware
Interior, the opening and closing left and right rotary components chewed under the drive of motor in manipulator and Mouthsimulator are started to work, and arrival system is set
After the Masticatory frequency set, motor is stopped, and and then goes out liquid, and the extract liquor in wriggling pumped solution ware measures extract liquor
In nicotine content, acquired results are as shown in Figure 5.
2 artificial saliva formula of table
3 chewing simulating parameter of table
The result shows that in the form of being introduced using nicotine-mandelate compound crystal as nicotine (product 3), Ke Yiming
It is aobvious to slow down product nicotine release rate, reach sustained release effect, especially before consumption 10 minutes, rate of release was slowly gentle,
Well below the product (product 2) of directly addition nicotine (product 1) and addition tobacco-containing material.It smokes panel test, adds by related personnel
Add the product of nicotine-mandelate compound, lasting mouthfeel and satisfaction can be provided, and apparent to gastral irritation
Less than other two kinds of products.
Embodiment 3
1, the preparation containing nicotine-packed buccal cigarette of mandelate compound crystal
A, microcrystalline cellulose 45%, lemon extract 5%, propylene glycol 5%, nicotine-mandelate compound 15% are taken；
B, it after material mixing being sieved, takes the powder of 20 mesh of granularity to be uniformly mixed, passes through baking and pasteurization pot respectively
After heat treatment, water 15% is added, sodium chloride 3%, sodium carbonate 2%, mixes with uniformly, refrigerates 12 hours, sprays honey 4%, Portugal
Grape sugar 4%, Abbas's sweet tea 1%, vitamin e1 %, sealing refrigeration 24 hours, through ultraviolet-sterilization 3 hours, packing was finished product.
2, nicotine In Vitro Dissolution is tested
By product and the packed buccal cigarette containing pure nicotine, the packed buccal cigarette containing pipe tobacco obtained by step 1 respectively into
Row nicotine In Vitro Dissolution test experiments.
The present invention carries out the In Vitro Dissolution of nicotine using oral cavity chewing simulating instrument mouth containing smoke product packed to above-mentioned three kinds
Test.
Test method：The artificial saliva prepared by table 4 is added in liquid storage bottle, is placed in thermostat water bath constant temperature to 37
℃.Booting, set temperature are 37 DEG C, set simulation dissolving device parameter according to table 5, gum base type chewing tobacco sample is taken to be put into solution ware
Interior, the opening and closing left and right rotary components chewed under the drive of motor in manipulator and Mouthsimulator are started to work, and arrival system is set
After the Masticatory frequency set, motor is stopped, and and then goes out liquid, and the extract liquor in wriggling pumped solution ware measures extract liquor
In nicotine content, acquired results are as shown in Figure 1.
4 artificial saliva formula of table
5 chewing simulating parameter of table
The result shows that in the form of being introduced using nicotine-mandelate compound crystal as nicotine (product 3), Ke Yiming
It is aobvious to slow down product nicotine release rate, reach sustained release effect, especially before consumption 10 minutes, rate of release was slowly gentle,
Well below the product (product 2) of directly addition nicotine (product 1) and addition tobacco-containing material.It smokes panel test, adds by related personnel
Add the product of nicotine-mandelate compound, lasting mouthfeel and satisfaction can be provided, and apparent to gastral irritation
Less than other two kinds of products
Embodiment 4
A kind of tobacco juice for electronic smoke containing nicotine-mandelate compound crystal, by following components in percentage by weight group
At：Propylene glycol 25%, glycerine 55%, vanilla 1.5%, coffee flavour 0.5%, nicotine-mandelate compound
5%, polyethylene glycol 6%, cacao flavor 1%, cookies fragrance 1%, tobacco extract fragrance 5%.
Comparative example 4
A kind of tobacco juice for electronic smoke of normal conventional consists of the following components in percentage by weight：Propylene glycol 25%, glycerine
55%, vanilla 1.5%, coffee flavour 0.5%, nicotine 5%, cacao essence 1%, polyethylene glycol 6%, cookies fragrance 1%,
Tobacco extract fragrance 5%.
Tissue correlation is smoked panel test expert, and comparison has been smoked panel test embodiment 4 and comparative example 4, and is given a mark, table such as following table of giving a mark
Shown (the more high corresponding index of score is better).Add nicotine-mandelate compound crystal tobacco juice for electronic smoke coordinate,
It is all more excellent than directly adding the tobacco juice of nicotine in irritation and pleasant impression, it is significantly better than comparative example 4 especially on fragrance, and whole
Continue satisfaction and mouthfeel is all more preferable.
6 electronic cigarette aesthetic quality of table examines original record
Embodiment 5
A kind of heating containing nicotine-mandelate compound does not burn Cigarette by following components in percentage by weight
Composition：Plant fiber 60%, nicotine-mandelate compound 5%, calcium carbonate 20%, propylene glycol 2.5%, glycerine 2.5%,
Vanillic aldehyde 1%, Megastigmatrienone 2%, sylvite 1%, carboxymethyl cellulose 6%.
Comparative example 5
A kind of heating of the reconstituted tobacco containing the tobacco Cigarette that do not burn consists of the following components in percentage by weight：Reconstruction
Tobacco leaf 65%, calcium carbonate 20%, propylene glycol 2.5%, glycerine 2.5%, sylvite 1%, Megastigmatrienone 2%, vanillic aldehyde 1%, carboxylic
Methylcellulose 6%.
Tissue correlation is smoked panel test expert, and comparison has been smoked panel test embodiment 5 and comparative example 5, and is given a mark that (score value is higher, comments
It is better to inhale effect), marking table is as shown in table 7.The heating Cigarette that do not burn of addition nicotine-mandelate compound is being assisted
It adjusts, is all more excellent than using the heating of the conventional reconstituted tobacco Cigarette that do not burn in irritation and mouthfeel, and whole continuing
Satisfaction and mouthfeel are all more preferable.
Table 7 heats the Sensory Quality of Cigarette that do not burn and examines original record
Claims (10)
1. a kind of nicotine-mandelate compound crystal, which is characterized in that its crystal molecule formula is C26H30N2O6；The crystalline substance
Body belongs to rhombic system, space group P212121, cell parameter：
α=β=γ=90.00 °.
2. crystal according to claim 1, which is characterized in that the crystalline density is 1.255g/cm3, relative molecular mass
It is 466.52.
3. crystal according to claim 1, which is characterized in that asymmetry unit number Z=4 in the structure cell of the crystal, it is brilliant
Cell space accumulatesR1=0.0608, wR2=0.0949.
4. the preparation method of nicotine according to claim 1-mandelate compound crystal, which is characterized in that including
Following preparation process：
A, nicotine and mandelic acid are measured, saturated solution is made with solvent dissolving mandelic acid, mandelic acid saturated solution is placed in water
It bathes in environment, stirs and nicotine is added dropwise；
B, the reaction liquid in step a is transferred in light resistant container, is ultrasonically treated, then reaction product is protected from light and is placed in room temperature
Under environment, solvent flashing, you can obtain nicotine mandelate crystal.
5. nicotine according to claim 4-mandelate compound crystal preparation method, which is characterized in that described flat
Peach acid be selected from D- mandelic acids, L- mandelic acids, DL- mandelic acids it is one or more.
6. nicotine according to claim 4-mandelate compound crystal preparation method, which is characterized in that in step a
Solvent be selected from water, acetone, ethyl acetate, ether, methanol, ethyl alcohol, isopropanol, butanol, dichloromethane, chloroform, diformazan
It is one or more in sulfoxide.
7. nicotine according to claim 4-mandelate compound crystal preparation method, which is characterized in that in step a
The molar ratio of the nicotine and mandelic acid is 1:2, the mandelic acid water bath temperature is 15 DEG C -50 DEG C, the reaction solution
PH<7.0.
8. nicotine according to claim 1-mandelate compound crystal preparation method, which is characterized in that in step b
The ultrasonic temperature is 15 DEG C -50 DEG C；The supersonic frequency is 20KHz-120KHz；The ultrasonic time is 1-10h.
9. including the tobacco product of nicotine described in claim 1-mandelate compound crystal, wherein the tobacco product
For gum base type chewing tobacco, packed buccal cigarette, tobacco juice for electronic smoke or heat not burning type Cigarette.
10. tobacco product according to claim 9, it is characterised in that：
Further include matrix, sweetener, acid-base modifier, flavouring agent, edible color when the tobacco product is gum base type chewing tobacco
Element, humectant；The wherein described matrix includes one or more in rubber, esters, paraffin, fixed oil, and weight percent is
10~30%；The sweetener includes one or more in monosaccharide, disaccharides, trisaccharide, polysaccharide, polyalcohol, sweetener, weight
Percentage is 20~70%；The acid-base modifier is selected as one or both of sodium bicarbonate, sodium carbonate, weight percent
It is 1~10%；The flavouring agent is selected from lemon, peppermint, coffee, strawberry, blueberry, pineapple, peach, apple, orange, watermelon, red
One or more in jujube, dark plum, Yunnan olive extract flavouring agent fragrance, weight percent is 1~10%；The edible color
Element is one or more in red yeast rice, chlorophyll, curcumin, carrotene, three-coloured amaranth, fried sugar, weight percent 0.1%
~10%；The humectant is one or both of propylene glycol, glycerine, and weight percent is 1~10%, and the Buddhist nun is ancient
The weight percent of butyl- mandelate compound crystal is 1~10%；
When the tobacco product be packed buccal cigarette when, further include cellulose, water, sodium chloride, flavouring agent, acid-base modifier,
Corrigent, humectant and antioxidant；Wherein, the cellulose is in natural fiber, microcrystalline cellulose, cellulose derivative
It is one or more, weight percent be 45~60%；The weight percent of the water is 10~30%；The sodium chloride
Weight percent is 3~5%；The flavouring agent is selected from lemon, peppermint, coffee, strawberry, blueberry, pineapple, peach, apple, tangerine
One or more in son, watermelon, jujube, dark plum, olive taste essence and flavoring agent, weight percent is 5~20%；The soda acid
Conditioning agent is selected from one or both of sodium bicarbonate, sodium carbonate, and weight percent is 1~5%；The corrigent is selected from single
One or more in sugar, disaccharides, trisaccharide, polysaccharide, polyalcohol, sweetener, weight percent is 1~15%；The humectation
Agent is selected from one or both of propylene glycol, glycerine, and weight percent is 1~5%；The antioxidant is selected from vitamin
A, one or more in vitamin C, vitamin E, tea polyphenols, weight percent is 1~5%；Nicotine-the mandelic acid
The weight percent of salt composite crystal is 1~20%；
Further include propylene glycol, glycerine, humectant and essence and flavoring agent when the tobacco product is tobacco juice for electronic smoke；Wherein,
The weight percent of the propylene glycol and glycerine is 65~95%；The humectant is selected from butanediol, polyethylene glycol, three sweet
One or more in alcohol, glyceryl triacetate, diacetine, weight percent is 1~20%；The essence and flavoring agent
Weight percent 0.1~10%；The weight percent of the nicotine-mandelate compound crystal is 1~10%；
Further include fiber, smoke agent, noninflammability is inorganic fills out when the tobacco product is heating not burning type Cigarette
Material, adhesive, combustion adjuvant and essence and flavoring agent；Wherein, it is fine to be selected from plant fiber, staple fibre, synthetic fibers, mineral for the fiber
One or more in dimension, weight percent is 30~70%；The smoke agent is selected from polyalcohol, propylene glycol, glycerine, three
One or more in glycol, sorbierite, xylitol, ethylene glycol, ester, alkane, weight percent is 10~30%；It is described not
The inorganic filler of combustion property is selected from that calcium carbonate, magnesia, magnesium sulfate, silica, chalk, perlite, diatomite, noninflammability is inorganic fills out
One or more in material, weight percent is 10~50%；Described adhesive is organic bond, noninflammability inorganic bond
One or both of agent, weight percent are 5~20%；The combustion adjuvant is sylvite, and weight percent is 1~3%；
The essence and flavoring agent is selected from licorice, coffee-extract, vanillic aldehyde, Megastigmatrienone, solanone, Radix Glycyrrhizae, coffee, the big horses of β-
One or more in ketone, tobacco extract, weight percent is 1~20%；The nicotine-mandelate compound is brilliant
The weight percent of body is 1~20%.
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Application publication date: 20180717 |