CN109776491A - A kind of chiral resolution separation method of nicotine - Google Patents
A kind of chiral resolution separation method of nicotine Download PDFInfo
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- CN109776491A CN109776491A CN201910120029.6A CN201910120029A CN109776491A CN 109776491 A CN109776491 A CN 109776491A CN 201910120029 A CN201910120029 A CN 201910120029A CN 109776491 A CN109776491 A CN 109776491A
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Abstract
The invention discloses a kind of chiral resolution separation methods of nicotine, specifically includes the following steps: S1, sorting: choosing the nicotine extracting solution extracted from tobacco or flue gas first, and the nicotine extracting solution of selection is divided into 3-5 parts, it is packed into reagent bottle, then the reagent bottle equipped with nicotine extracting solution is put into insulating box, the present invention relates to nicotine separation technology fields.The chiral resolution separation method of the nicotine, it can be achieved to select different current limiting tubes constant current mode different with setting according to the amount that nicotine extracting solution is added, it realizes and nicotine extracting solution is first carried out to packet type carries out multidimensional gas chromatographic separating treatment again, come improve nicotine chiral structure fractionation separation it is comprehensive, the current limiting tube for selecting different size is reached according to the amount of nicotine extracting solution well, the purpose for the blindness for avoiding current limiting tube from selecting, it realizes and shortens test period and reduce material consumption, so that the nicotine for greatly facilitating people splits mask work.
Description
Technical field
The present invention relates to nicotine separation technology field, the chiral resolution separation method of specially a kind of nicotine.
Background technique
Chipal compounds are split, and classical method is fractionation crystallization, and enantiomer generates non-in conjunction with a kind of optically-active reagent
The shortcomings that enantiomter reaches separation purpose using the difference of diastereoisomer physical property, this method is that reagent is high
Expensive, when operating cost, post-processing trouble, limitation is big, and sample must have reactive group, the measurement of polarimetry purity, common method
It is specific rotatory power measuring method, this method, which requires the content of a certain configuration in sample to must be over the 2% of its enantiomer, to be differentiated,
Sensitivity is low, and nuclear magnetic resonance can also be used for the measurement of chiral purity, but instrument and equipment is expensive, and method is complicated, and sensitivity is lower,
It is unsuitable for complex system, with the development of chromatographic technique, chromatography shows huge in terms of the separation of optical isomer and measurement
Big superiority, it is currently used to have high performance liquid chromatography (HPLC), capillary gas chromatography (cGC), supercritical fluid chromatography
(SFC) and Capillary Electrophoresis (HPCE), chromatography integrate separation and measurement, good separating effect, high sensitivity, operation letter
Just, speed is fast, and qualitative, quantitative is accurate, and in the purifying and preparation of chipal compounds, chromatographic application is also increase trend, closely
Nian Lai, packed column supercritical fluid chromatography (packed SFC) are a dark horse, and are shown in chiral separation and preparation huge latent
Power, speed is fast, and separating degree is high, and product fraction post-processes simple (solvent is mainly carbon dioxide), in chiral drug preparation or even
In industrialized production using more and more, have the gesture for surmounting liquid chromatogram greatly.
The separation of existing nicotine be mostly using monoblock type separation method, while cannot be according to the amount that nicotine extracting solution is added
To select different current limiting tubes constant current mode different with setting, can not achieve nicotine extracting solution is first carried out packet type carry out again it is more
Gas-chromatography separating treatment is tieed up, Lai Tigao nicotine chiral structure splits the comprehensive of separation, is unable to reach and extracts according to nicotine
The amount of liquid selects the current limiting tube of different size, the purpose for the blindness for avoiding current limiting tube from selecting, when cannot achieve shortening test
Between and reduce material consumption, thus to people nicotine split mask work bring great inconvenience.
Summary of the invention
(1) the technical issues of solving
In view of the deficiencies of the prior art, the present invention provides a kind of chiral resolution separation method of nicotine, solving cannot
Different current limiting tubes constant current mode different with setting is selected according to the amount that nicotine extracting solution is added, can not achieve and extract nicotine
Liquid first carries out packet type and carries out multidimensional gas chromatographic separating treatment again, and the fractionation of Lai Tigao nicotine chiral structure separates comprehensive
Property, it is unable to reach according to the amount of nicotine extracting solution and selects the current limiting tube of different size, the blindness for avoiding current limiting tube from selecting
Purpose cannot achieve the problem of shortening test period and reducing material consumption.
(2) technical solution
In order to achieve the above object, the present invention is achieved by the following technical programs: a kind of chiral resolution separation of nicotine
Method, specifically includes the following steps:
S1, sorting: the nicotine extracting solution extracted from tobacco or flue gas is chosen first, and the nicotine extracting solution of selection is divided
It at 3-5 parts, is packed into reagent bottle, then the reagent bottle equipped with nicotine extracting solution is put into insulating box, control temperature in 25-27
DEG C carry out constant temperature preservation, wait separating treatment;
S2, nicotine racemization processing: S1 is taken out out of insulating box equipped with the reagent bottle of nicotine extracting solution, is separately added into 5-
6mL optically-active reagent, and reagent bottle is put into rocking evenly machine, it is that 50-70r/min rocks 30-40min with revolving speed, is then allowed to stand 10-
The racemization derivatization to nicotine can be completed in 20min, generates diastereoisomer;
The selection of current limiting tube specification in S3, multidimensional gas chromatographic: first with capillary column pressure flow software, according to two dimension
The specification of chiral column, the principle according to " uniform pressure same traffic ", it is convenient to calculate the internal diameter and length of current limiting tube, so
One section of current limiting tube slightly longer than calculated value is selected afterwards, measures the carrier gas flux of current limiting tube and two-dimentional chiral column respectively with flowmeter,
The length for gradually cutting out short current limiting tube, until current limiting tube is equal with two-dimentional chiral column flow;
The setting of S4, chromatographic column carrier gas constant current mode: first according to the constant current flow of two-dimentional chiral column, two-dimensional columns are calculated
Inlet pressure calculates the inlet pressure of one-dimensional column further according to the outlet pressure and carrier gas flux of one-dimensional column, in GC work station,
Assuming that the outlet pressure of one-dimensional column is identical with two-dimentional chiral column, the one-dimensional column flow under hypothesis state is obtained, by the flow
Value input GC work station, and it is set as constant current mode;
The chromatographic isolation of S5, nicotine: the S2 diastereoisomer generated is successively injected into the multidimensional gas phase color that S4 is set
In spectrum, baseline separation can be realized on common low pole capillary column by two diastereoisomers.
Preferably, the optically-active reagent in the step S2 be alkaline racemization agent, tartaric acid, camphoric acid, camphor -10- sulfonic acid,
One of glycine, strychnia, brucine, ephedrine and α-phenylethylamine or a variety of combinations.
Preferably, the resistance of current limiting tube must be identical as two-dimentional chiral column in the step S3, it is ensured that in cutting process
In one-dimensional column carrier gas flux it is constant, to guarantee target components -- dimension chromatographic retention is unaffected, final to guarantee
The accuracy of heart cut coverage.
Preferably, the outlet of one-dimensional column is assumed to be 1 atmospheric pressure in the step S4, and constant current flow is set as 7.3m/
Min deducts midpoint pressure influence, and actual flow should be 1.9m/min, while in Temperature Programmed Processes, two column nebulizer gas pressures are all
It is rising with temperature rise, but the flow of two root chromatogram columns can keep constant state, software calculated result is shown, in difference
At a temperature of, the actual flow of one-dimensional column is 1.9ml/min always, and the flow of two-dimentional chiral column is 2.7ml/min always.
(3) beneficial effect
The present invention provides a kind of chiral resolution separation methods of nicotine.Have compared with prior art following beneficial to effect
Fruit: the chiral resolution separation method of the nicotine, by specifically includes the following steps: S1, sorting: chosen first from tobacco or cigarette
The nicotine extracting solution extracted in gas, and the nicotine extracting solution of selection is divided into 3-5 parts, it is packed into reagent bottle, then cigarette will be housed
The reagent bottle of alkali extracting solution is put into insulating box, and control temperature waits separating treatment, S2, cigarette in 25-27 DEG C of progress constant temperature preservation
Alkali racemization processing: S1 being taken out out of insulating box equipped with the reagent bottle of nicotine extracting solution, is separately added into 5-6mL optically-active reagent, and
Reagent bottle is put into rocking evenly machine, is that 50-70r/min rocks 30-40min with revolving speed, being then allowed to stand 10-20min can be completed
To the racemization derivatization of nicotine, diastereoisomer is generated, the selection of current limiting tube specification in S3, multidimensional gas chromatographic: sharp first
With capillary column pressure flow software, can be facilitated according to the specification of two-dimentional chiral column according to the principle of " uniform pressure same traffic "
Ground calculates the internal diameter and length of current limiting tube, then selects one section of current limiting tube slightly longer than calculated value, is measured respectively with flowmeter
The carrier gas flux of current limiting tube and two-dimentional chiral column, gradually cuts out the length of short current limiting tube, until current limiting tube and the chiral column flow of two dimension
Until equal, the setting of S4, chromatographic column carrier gas constant current mode: first according to the constant current flow of two-dimentional chiral column, two-dimensional columns are calculated
Inlet pressure calculate the inlet pressure of one-dimensional column further according to the outlet pressure and carrier gas flux of one-dimensional column, in GC work station
In, it is assumed that the outlet pressure of one-dimensional column is identical with two-dimentional chiral column, the one-dimensional column flow under hypothesis state is obtained, by the stream
Magnitude inputs GC work station, and is set as constant current mode, the chromatographic isolation of S5, nicotine: the diastereoisomer that S2 is generated is first
It, can be by two diastereoisomers on common low pole capillary column in the multidimensional gas chromatographic that injection S4 is set afterwards
Baseline separation is realized, it can be achieved that selecting different current limiting tubes constant current mould different with setting according to the amount that nicotine extracting solution is added
Formula realizes and nicotine extracting solution is first carried out to packet type carries out multidimensional gas chromatographic separating treatment, Lai Tigao nicotine chirality knot again
Structure splits the comprehensive of separation, has reached well according to the amount of nicotine extracting solution and has selected the current limiting tube of different size, has kept away
The purpose for exempting from the blindness of current limiting tube selection, realizes and shortens test period and reduce material consumption, to greatly facilitate
The nicotine of people splits mask work.
Specific embodiment
The technical scheme in the embodiments of the invention will be clearly and completely described below, it is clear that described implementation
Example is only a part of the embodiment of the present invention, instead of all the embodiments.Based on the embodiments of the present invention, this field is common
Technical staff's every other embodiment obtained without making creative work belongs to the model that the present invention protects
It encloses.
The embodiment of the present invention provides three kinds of technical solutions: a kind of chiral resolution separation method of nicotine specifically includes following
Embodiment:
Embodiment 1
S1, sorting: the nicotine extracting solution extracted from tobacco or flue gas is chosen first, and the nicotine extracting solution of selection is divided
At 4 parts, be packed into reagent bottle, then will be put into insulating box equipped with the reagent bottle of nicotine extracting solution, control temperature 26 DEG C into
Row constant temperature saves, and waits separating treatment;
S2, nicotine racemization processing: S1 is taken out out of insulating box equipped with the reagent bottle of nicotine extracting solution, is separately added into
5.5mL optically-active reagent, and reagent bottle is put into rocking evenly machine, it is that 60r/min rocks 35min with revolving speed, is then allowed to stand 15min i.e.
The achievable racemization derivatization to nicotine, generates diastereoisomer, optically-active reagent be alkaline racemization agent, tartaric acid, camphoric acid,
One of camphor -10- sulfonic acid, glycine, strychnia, brucine, ephedrine and α-phenylethylamine or a variety of combinations;
The selection of current limiting tube specification in S3, multidimensional gas chromatographic: first with capillary column pressure flow software, according to two dimension
The specification of chiral column, the principle according to " uniform pressure same traffic ", it is convenient to calculate the internal diameter and length of current limiting tube, so
One section of current limiting tube slightly longer than calculated value is selected afterwards, measures the carrier gas flux of current limiting tube and two-dimentional chiral column respectively with flowmeter,
The length for gradually cutting out short current limiting tube, until current limiting tube is equal with two-dimentional chiral column flow, the resistance of current limiting tube must be with
Two-dimentional chiral column is identical, it is ensured that the carrier gas flux of one-dimensional column is constant in cutting process, to guarantee target components -- dimension color
Spectrum retention time is unaffected, the final accuracy for guaranteeing heartcut range;
The setting of S4, chromatographic column carrier gas constant current mode: first according to the constant current flow of two-dimentional chiral column, two-dimensional columns are calculated
Inlet pressure calculates the inlet pressure of one-dimensional column further according to the outlet pressure and carrier gas flux of one-dimensional column, in GC work station,
Assuming that the outlet pressure of one-dimensional column is identical with two-dimentional chiral column, the one-dimensional column flow under hypothesis state is obtained, by the flow
Value input GC work station, and it is set as constant current mode, the outlet of one-dimensional column is assumed to be 1 atmospheric pressure, and constant current flow is set as
7.3m/min deducts midpoint pressure influence, and actual flow should be 1.9m/min, while in Temperature Programmed Processes, two column carrier gas
Pressure is all rising with temperature rise, but the flow of two root chromatogram columns can keep constant state, and software calculated result is shown,
At different temperatures, the actual flow of one-dimensional column is 1.9ml/min always, and the flow of two-dimentional chiral column is 2.7ml/min always;
The chromatographic isolation of S5, nicotine: the S2 diastereoisomer generated is successively injected into the multidimensional gas phase color that S4 is set
In spectrum, baseline separation can be realized on common low pole capillary column by two diastereoisomers.
Embodiment 2
S1, sorting: the nicotine extracting solution extracted from tobacco or flue gas is chosen first, and the nicotine extracting solution of selection is divided
At 3 parts, be packed into reagent bottle, then will be put into insulating box equipped with the reagent bottle of nicotine extracting solution, control temperature 25 DEG C into
Row constant temperature saves, and waits separating treatment;
S2, nicotine racemization processing: S1 is taken out out of insulating box equipped with the reagent bottle of nicotine extracting solution, is separately added into 5mL
Optically-active reagent, and reagent bottle is put into rocking evenly machine, it is that 50r/min rocks 30min with revolving speed, being then allowed to stand 10min can be complete
The racemization derivatization of pairs of nicotine, generates diastereoisomer, and optically-active reagent is alkaline racemization agent, tartaric acid, camphoric acid, camphor tree
One of brain -10- sulfonic acid, glycine, strychnia, brucine, ephedrine and α-phenylethylamine or a variety of combinations;
The selection of current limiting tube specification in S3, multidimensional gas chromatographic: first with capillary column pressure flow software, according to two dimension
The specification of chiral column, the principle according to " uniform pressure same traffic ", it is convenient to calculate the internal diameter and length of current limiting tube, so
One section of current limiting tube slightly longer than calculated value is selected afterwards, measures the carrier gas flux of current limiting tube and two-dimentional chiral column respectively with flowmeter,
The length for gradually cutting out short current limiting tube, until current limiting tube is equal with two-dimentional chiral column flow, the resistance of current limiting tube must be with
Two-dimentional chiral column is identical, it is ensured that the carrier gas flux of one-dimensional column is constant in cutting process, to guarantee target components -- dimension color
Spectrum retention time is unaffected, the final accuracy for guaranteeing heartcut range;
The setting of S4, chromatographic column carrier gas constant current mode: first according to the constant current flow of two-dimentional chiral column, two-dimensional columns are calculated
Inlet pressure calculates the inlet pressure of one-dimensional column further according to the outlet pressure and carrier gas flux of one-dimensional column, in GC work station,
Assuming that the outlet pressure of one-dimensional column is identical with two-dimentional chiral column, the one-dimensional column flow under hypothesis state is obtained, by the flow
Value input GC work station, and it is set as constant current mode, the outlet of one-dimensional column is assumed to be 1 atmospheric pressure, and constant current flow is set as
7.3m/min deducts midpoint pressure influence, and actual flow should be 1.9m/min, while in Temperature Programmed Processes, two column carrier gas
Pressure is all rising with temperature rise, but the flow of two root chromatogram columns can keep constant state, and software calculated result is shown,
At different temperatures, the actual flow of one-dimensional column is 1.9ml/min always, and the flow of two-dimentional chiral column is 2.7ml/min always;
The chromatographic isolation of S5, nicotine: the S2 diastereoisomer generated is successively injected into the multidimensional gas phase color that S4 is set
In spectrum, baseline separation can be realized on common low pole capillary column by two diastereoisomers.
Embodiment 3
S1, sorting: the nicotine extracting solution extracted from tobacco or flue gas is chosen first, and the nicotine extracting solution of selection is divided
At 5 parts, be packed into reagent bottle, then will be put into insulating box equipped with the reagent bottle of nicotine extracting solution, control temperature 27 DEG C into
Row constant temperature saves, and waits separating treatment;
S2, nicotine racemization processing: S1 is taken out out of insulating box equipped with the reagent bottle of nicotine extracting solution, is separately added into 6mL
Optically-active reagent, and reagent bottle is put into rocking evenly machine, it is that 70r/min rocks 40min with revolving speed, being then allowed to stand 20min can be complete
The racemization derivatization of pairs of nicotine, generates diastereoisomer, and optically-active reagent is alkaline racemization agent, tartaric acid, camphoric acid, camphor tree
One of brain -10- sulfonic acid, glycine, strychnia, brucine, ephedrine and α-phenylethylamine or a variety of combinations;
The selection of current limiting tube specification in S3, multidimensional gas chromatographic: first with capillary column pressure flow software, according to two dimension
The specification of chiral column, the principle according to " uniform pressure same traffic ", it is convenient to calculate the internal diameter and length of current limiting tube, so
One section of current limiting tube slightly longer than calculated value is selected afterwards, measures the carrier gas flux of current limiting tube and two-dimentional chiral column respectively with flowmeter,
The length for gradually cutting out short current limiting tube, until current limiting tube is equal with two-dimentional chiral column flow, the resistance of current limiting tube must be with
Two-dimentional chiral column is identical, it is ensured that the carrier gas flux of one-dimensional column is constant in cutting process, to guarantee target components -- dimension color
Spectrum retention time is unaffected, the final accuracy for guaranteeing heartcut range;
The setting of S4, chromatographic column carrier gas constant current mode: first according to the constant current flow of two-dimentional chiral column, two-dimensional columns are calculated
Inlet pressure calculates the inlet pressure of one-dimensional column further according to the outlet pressure and carrier gas flux of one-dimensional column, in GC work station,
Assuming that the outlet pressure of one-dimensional column is identical with two-dimentional chiral column, the one-dimensional column flow under hypothesis state is obtained, by the flow
Value input GC work station, and it is set as constant current mode, the outlet of one-dimensional column is assumed to be 1 atmospheric pressure, and constant current flow is set as
7.3m/min deducts midpoint pressure influence, and actual flow should be 1.9m/min, while in Temperature Programmed Processes, two column carrier gas
Pressure is all rising with temperature rise, but the flow of two root chromatogram columns can keep constant state, and software calculated result is shown,
At different temperatures, the actual flow of one-dimensional column is 1.9ml/min always, and the flow of two-dimentional chiral column is 2.7ml/min always;
The chromatographic isolation of S5, nicotine: the S2 diastereoisomer generated is successively injected into the multidimensional gas phase color that S4 is set
In spectrum, baseline separation can be realized on common low pole capillary column by two diastereoisomers.
It should be noted that, in this document, relational terms such as first and second and the like are used merely to a reality
Body or operation are distinguished with another entity or operation, are deposited without necessarily requiring or implying between these entities or operation
In any actual relationship or order or sequence.Moreover, the terms "include", "comprise" or its any other variant are intended to
Non-exclusive inclusion, so that the process, method, article or equipment including a series of elements is not only wanted including those
Element, but also including other elements that are not explicitly listed, or further include for this process, method, article or equipment
Intrinsic element.
It although an embodiment of the present invention has been shown and described, for the ordinary skill in the art, can be with
A variety of variations, modification, replacement can be carried out to these embodiments without departing from the principles and spirit of the present invention by understanding
And modification, the scope of the present invention is defined by the appended.
Claims (4)
1. a kind of chiral resolution separation method of nicotine, it is characterised in that: specifically includes the following steps:
S1, sorting: the nicotine extracting solution extracted from tobacco or flue gas is chosen first, and the nicotine extracting solution of selection is divided into 3-
5 parts, be packed into reagent bottle, then will be put into insulating box equipped with the reagent bottle of nicotine extracting solution, control temperature 25-27 DEG C into
Row constant temperature saves, and waits separating treatment;
S2, nicotine racemization processing: S1 is taken out out of insulating box equipped with the reagent bottle of nicotine extracting solution, is separately added into 5-6mL rotation
Light reagent, and reagent bottle is put into rocking evenly machine, it is that 50-70r/min rocks 30-40min with revolving speed, is then allowed to stand 10-20min
The racemization derivatization to nicotine can be completed, generate diastereoisomer;
The selection of current limiting tube specification in S3, multidimensional gas chromatographic: first with capillary column pressure flow software, according to two-dimentional chiral
The specification of column, the principle according to " uniform pressure same traffic ", it is convenient to which the then internal diameter and length for calculating current limiting tube select
One section of current limiting tube slightly longer than calculated value is selected, measures the carrier gas flux of current limiting tube and two-dimentional chiral column respectively with flowmeter, gradually
The length for cutting out short current limiting tube, until current limiting tube is equal with two-dimentional chiral column flow;
The setting of S4, chromatographic column carrier gas constant current mode: first according to the constant current flow of two-dimentional chiral column, the entrance of two-dimensional columns is calculated
Pressure calculates the inlet pressure of one-dimensional column further according to the outlet pressure and carrier gas flux of one-dimensional column, in GC work station, it is assumed that
The outlet pressure of one-dimensional column is identical with two-dimentional chiral column, obtains the one-dimensional column flow under hypothesis state, and the flow value is defeated
Enter GC work station, and is set as constant current mode;
The chromatographic isolation of S5, nicotine: the S2 diastereoisomer generated is successively injected in the multidimensional gas chromatographic that S4 is set,
Baseline separation can be realized on common low pole capillary column by two diastereoisomers.
2. a kind of chiral resolution separation method of nicotine according to claim 1, it is characterised in that: in the step S2
Optically-active reagent is alkaline racemization agent, tartaric acid, camphoric acid, camphor -10- sulfonic acid, glycine, strychnia, brucine, Chinese ephedra
One of alkali and α-phenylethylamine or a variety of combinations.
3. a kind of chiral resolution separation method of nicotine according to claim 1, it is characterised in that: limited in the step S3
The resistance of flow tube must be identical as two-dimentional chiral column, it is ensured that the carrier gas flux of one-dimensional column is constant in cutting process, to protect
Demonstrate,prove target components -- dimension chromatographic retention is unaffected, the final accuracy for guaranteeing heartcut range.
4. a kind of chiral resolution separation method of nicotine according to claim 1, it is characterised in that: one in the step S4
The outlet of dimension column is assumed to be 1 atmospheric pressure, and constant current flow is set as 7.3m/min, deducts midpoint pressure influence, and actual flow is answered
For 1.9m/min, while in Temperature Programmed Processes, two column nebulizer gas pressures are all rising with temperature rise, but two root chromatogram columns
Flow can keep constant state, and software calculated result is shown, at different temperatures, the actual flow of one-dimensional column is always
1.9ml/min, the flow of two-dimentional chiral column are 2.7ml/min always.
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