CN109975438A - One kind containing-NH based on liquid chromatograph detection2Or/and the method for-NH group fluorene kind derivative content - Google Patents
One kind containing-NH based on liquid chromatograph detection2Or/and the method for-NH group fluorene kind derivative content Download PDFInfo
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- CN109975438A CN109975438A CN201711454916.4A CN201711454916A CN109975438A CN 109975438 A CN109975438 A CN 109975438A CN 201711454916 A CN201711454916 A CN 201711454916A CN 109975438 A CN109975438 A CN 109975438A
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- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 239000007788 liquid Substances 0.000 title claims abstract description 16
- 238000000034 method Methods 0.000 title claims abstract description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 48
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims abstract description 42
- 238000001514 detection method Methods 0.000 claims abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 150000002500 ions Chemical class 0.000 claims description 46
- 239000007921 spray Substances 0.000 claims description 16
- GUTJITRKAMCHSD-UHFFFAOYSA-N 9,9-dimethylfluoren-2-amine Chemical group C1=C(N)C=C2C(C)(C)C3=CC=CC=C3C2=C1 GUTJITRKAMCHSD-UHFFFAOYSA-N 0.000 claims description 14
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- 238000000889 atomisation Methods 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 12
- 239000001257 hydrogen Substances 0.000 abstract description 12
- 238000004458 analytical method Methods 0.000 abstract description 7
- 239000012535 impurity Substances 0.000 abstract description 4
- 239000000654 additive Substances 0.000 abstract description 2
- 239000012491 analyte Substances 0.000 abstract description 2
- 238000012790 confirmation Methods 0.000 abstract description 2
- 238000001819 mass spectrum Methods 0.000 abstract description 2
- 206010019133 Hangover Diseases 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000012071 phase Substances 0.000 description 23
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 15
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 15
- 239000007789 gas Substances 0.000 description 14
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 12
- 238000004128 high performance liquid chromatography Methods 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- 150000001793 charged compounds Chemical class 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 239000007791 liquid phase Substances 0.000 description 7
- 150000004982 aromatic amines Chemical class 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- PBCJIPOGFJYBJE-UHFFFAOYSA-N acetonitrile;hydrate Chemical compound O.CC#N PBCJIPOGFJYBJE-UHFFFAOYSA-N 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 238000010494 dissociation reaction Methods 0.000 description 4
- 230000005593 dissociations Effects 0.000 description 4
- 238000011160 research Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000004587 chromatography analysis Methods 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- CRXBTDWNHVBEIC-UHFFFAOYSA-N 1,2-dimethyl-9h-fluorene Chemical compound C1=CC=C2CC3=C(C)C(C)=CC=C3C2=C1 CRXBTDWNHVBEIC-UHFFFAOYSA-N 0.000 description 1
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 150000002220 fluorenes Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 230000005622 photoelectricity Effects 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
Abstract
The present invention relates to one kind to contain-NH based on liquid chromatograph detection2Or/and the method for-NH group fluorene kind derivative content, it is characterised in that: mobile phase are as follows: volume ratio is methanol: water=80:20 adds the triethylamine that volume ratio is 0.1%；Chromatographic column: Venusil XBP C18, specification be 4.6mm × 150mm, 5 μm；Liquid chromatographic detection wavelength: 254nm；Column temperature: 40 DEG C.Key of the invention is effectively to inhibit hangover by adding amines additives in mobile phase, avoid analysans from ionizing, and identified with mass spectrum to analyte, forms the structure for the impurity that hydrogen bond action generates after the ionization of confirmation analysis object with mobile phase.
Description
Technical field
The present invention relates to efficient liquid phase detection methods, and in particular to a kind of photoelectric material intermediate of fluorene kind derivative containing amino
The liquid-phase chromatography method of content detection.
Background technique
Electroluminescent organic material is always one of the research hotspot in photoelectric information functional material field.It has passed through decades
Development, electroluminescent organic material has been achieved for breakthrough progress, and the efficiency of material, stability etc. have very big
It improves.But blue light material is since the performances such as energy gap is wider, luminous efficiency and service life are poor, is always the difficulty of OLED material research
Point.Fluorene kind derivative has rigid plane biphenyl structural energy gap wider, and has and be easy to modify, high luminous efficiency and other features,
It is one of the research hotspot of OLED blue light material.2- amino -9,9- dimethyl fluorene is a kind of important fluorene kind derivative photoelectricity material
Expect intermediate, product quality directly affects the stability and luminous efficiency of fluorenes class blue light material.At present for amino -9 2-,
The content analysis of the such aromatic amine of 9- dimethyl fluorene adopts high performance liquid chromatography (HPLC) more.Therefore, a kind of more quick, high
Effect, accurate content detection liquid-phase chromatography method are just particularly important.
When carrying out content analysis, aromatic amine photoelectric material is due to containing-NH2Or/and-NH group, after ionization not only
Peak shape can be caused to trail with chromatographic column residual silicone hydroxyl effect, and hydrogen bond can be formed with mobile phases such as common methanol, acetonitriles and made
With the new impurity effect testing result of generation.
Summary of the invention
The purpose of the present invention is to provide a kind of working efficiencies for improving sensing chamber, reduce to containing-NH2Or/and-NH group
Aromatic amine photoelectric material when carrying out content analysis because trailing caused by ionization and the possible flowing such as with methanol, acetonitrile
It mutually forms hydrogen bond action and generates new impurity, to influence the accuracy of testing result.Main peak is identified with mass spectrum simultaneously, really
Recognize the structure of new impurity.
One kind containing-NH based on liquid chromatograph detection2Or/and the method for-NH group fluorene kind derivative content, feature exist
In:
Mobile phase are as follows: volume ratio is methanol: water=80:20 adds the triethylamine that volume ratio is 0.1%；Chromatographic column:
Venusil XBP C18, specification be 4.6mm × 150mm, 5 μm；Liquid chromatographic detection wavelength: 254nm；Column temperature: 40 DEG C.
The flow control is in 1.0ml/min, sample volume: 5ul.
It is described to contain-NH2Or/and-NH group fluorene kind derivative is dissolved in methylene chloride, compound concentration 1mg/ml.
It is described to contain-NH2Or/and-NH group fluorene kind derivative is 2- amino -9,9- dimethyl fluorene.
The liquid chromatograph is connected with mass spectrograph, the mass spectrometric setting Parameter Conditions are as follows:
Ion source: electric spray ion source (ESI)；Ion mode: negative ions mode；Dry temperature degree: 350 DEG C；It is dry
Gas velocity: 15L/min；Atomization gas flow velocity: 1.5L/min；Electron spray voltage: 4.5KV；Ion source temperature: 250 DEG C.
At present for the detection of aromatic amine substance commonly use Mobile Phase Additives have acetic acid, trifluoroacetic acid, phosphate-buffered salt,
Triethylamine etc., cardinal principle are to influence the sample effect alternate with two by adjusting mobile phase pH value, and reaching improves peak shape
Purpose.It therefore include: 1. additive-free, neutral flow visualizing for the HPLC analysis method of aromatic amine；2. adding trifluoro second
Acid etc., acid flow visualizing；3. adding triethylamine etc., alkaline flow visualizing.The present invention by add volume ratio be
0.10% triethylamine adjusts mobile phase pH, can inhibit-NH2The dissociation of group avoids acting on the methanol in organic phase, with
And the remaining silicone hydroxyl of possible and chromatographic column acts on, and avoids spectrogram and the peak that trails or retain extremely occurs.
Existing aromatic amine detection scheme only passes through UV detector testing result and assesses detection method, but for sample
Existing forms of the product in mobile phase can not be distinguished.The present invention passes through presence of the LC-MS to analyte in mobile phase
Form is identified, and confirmation analysis object forms the knot for the substance that hydrogen bond action generates with mobile phase after whether ionizing and ionizing
Structure.
Detailed description of the invention
Fig. 1 is the HPLC spectrogram of flow visualizing with acetonitrile water (80:20v/v)
Fig. 2 is the MS spectrogram of flow visualizing with acetonitrile water (80:20v/v)
Fig. 3 is the HPLC spectrogram of flow visualizing with methanol-water (80:20v/v)
Fig. 4 is the MS spectrogram of flow visualizing with methanol-water (80:20v/v)
Fig. 5 is using methanol-water (80:20v/v) plus 0.1% triethylamine as the HPLC spectrogram of flow visualizing
Fig. 6 is using methanol-water (80:20v/v) plus 0.1% triethylamine as the MS spectrogram of flow visualizing
Fig. 7 is using methanol-water (80:20v/v) plus 0.1% trifluoroacetic acid as the HPLC spectrogram of flow visualizing
Fig. 8 is using methanol-water (80:20v/v) plus 0.1% trifluoroacetic acid as the MS spectrogram of flow visualizing
Specific embodiment
The present invention is further illustrated below in conjunction with Figure of description and specific embodiment, unless stated otherwise, the present invention
The reagent that uses, method and apparatus is the art conventional reagents, method and apparatus.Unless stated otherwise, used in the present invention
Kit material is commercially available.
1 detection method of embodiment
1, sample pre-treatments
It takes 15mg sample in 50ml polytetrafluoroethylsample sample pipe, 15ml methylene chloride is added, 1ml is taken to cross 0.22um filter membrane
In sample injection bottle, analyzed for upper machine.
2, high performance liquid chromatography detection is carried out
Chromatographic column: Capcellpak C18 (4.6mm I.D.x 50mm L, 3um, Shiseido)
Mobile phase: methanol :+0.1% triethylamine of water (80:20) (v/v)
Liquid chromatographic detection wavelength: 254nm
Column temperature: 40 DEG C
3, it is analyzed by mass spectrometry
Ion source: electric spray ion source (ESI)
Ion mode: negative ions mode
Dry temperature degree: 350 DEG C
Dry gas stream speed: 15L/min
Atomization gas flow velocity: 1.5L/min
Electron spray voltage: 4.5KV
Ion source temperature: 250 DEG C
The optimization of 2 determination condition of embodiment
The selection of mobile phase
I, acetonitrile water (80:20v/v) is flow visualizing
Chromatographic column: Capcellpak C18 (4.6mm I.D.x 50mm L, 3um, Shiseido)
Mobile phase: acetonitrile: water (80:20) (v/v)
Liquid chromatographic detection wavelength: 254nm
Column temperature: 40 DEG C
Ion source: electric spray ion source (ESI)
Ion mode: negative ions mode
Dry temperature degree: 350 DEG C
Dry gas stream speed: 15L/min
Atomization gas flow velocity: 1.5L/min
Electron spray voltage: 4.5KV
Ion source temperature: 250 DEG C
When using acetonitrile-water as mobile phase, HPLC spectrogram (Fig. 1) is sharp symmetrical peak in R.T.3.736min, but is deposited
In more miscellaneous peak.Under ESI positive ion mode, Fig. 2 is the mass spectrogram of 2- amino -9,9- dimethyl fluorene, it can be seen that chromatogram
The corresponding molecular ion peak of R.T.3.736min be 251/292,251/292 be in 2- amino -9,9- dimethyl fluorene structure -
NH2After dissociation, the molecular weight for the molecular ion that hydrogen bond action is formed is formed with-the CN on acetonitrile, it should by multiple authentication discovery
The unfixed rule of hydrogen bond action, R.T.3.736min is sharp symmetrical peak to liquid phase as the result is shown, but cannot really reflect sample
Product purity itself.
II, with methanol-water (80:20v/v) for flow visualizing
Chromatographic column: Capcellpak C18 (4.6mm I.D.x 50mm L, 3um, Shiseido)
Mobile phase: methanol: water (80:20) (v/v)
Liquid chromatographic detection wavelength: 254nm
Column temperature: 40 DEG C
Ion source: electric spray ion source (ESI)
Ion mode: negative ions mode
Dry temperature degree: 350 DEG C
Dry gas stream speed: 15L/min
Atomization gas flow velocity: 1.5L/min
Electron spray voltage: 4.5KV
Ion source temperature: 250 DEG C
When using methanol-water as mobile phase, HPLC spectrogram (Fig. 3) is sharp symmetrical peak in R.T.4.114min, but is deposited
In more miscellaneous peak.Under ESI positive ion mode, Fig. 4 is the mass spectrogram of 2- amino -9,9- dimethyl fluorene, it can be seen that chromatogram
It is-NH in 2- amino -9,9- dimethyl fluorene structure that the corresponding molecular ion peak of R.T.4.114min, which is 210/242,242,2Solution
From rear, with the molecular ion of-OH formation hydrogen bond action formation on methanol molecular weight, find that the hydrogen bond is made by multiple authentication
With no fixed rule, R.T.4.114min is sharp symmetrical peak to liquid phase as the result is shown, but cannot really reflect sample itself
Purity.
It is examined as obtained by comparison acetonitrile water (80:20v/v) flow visualizing and methanol-water (80:20v/v) flow visualizing
Survey known to result: the hydrogen bond action that 2- amino -9,9- dimethyl fluorene occurs in acetonitrile aqueous systems is significantly stronger than in methanol-water
Hydrogen bond action.Furthermore the factors such as solvent price, toxicity are combined, it is subsequent to carry out testing conditions optimization using methanol aqueous systems.
Advanced optimize chromatographic column:
Research compares SHIMDZU ODS-SP, Inersustain C18, Venusil XBP C18, Capcellpak
C18, has found Venusil XBP C18 bis- times sealing ends and carbon content is high, and dissociate the relatively little of effect of silicone hydroxyl, contains-NH2 in analysis
Substance has a clear superiority, thus Venusil XBP C18 column is selected to be advanced optimized.
| Column model | Partial size | Aperture | Carbon carrying capacity | Whether sealing | PH tolerance range | Feature |
| ShimadzuODS-SP | 5μm | 100A | 8.5% | It is | 2~7.5 | Reservation degree is low, and appearance is fast |
| InertSustain C18 | 5μm | 100A | 14% | It is | 1~10 | Reservation degree is lower |
| Venusil XBP C18 | 5μm | 100A | 22% | Secondary sealing end | 1.5~10 | Reservation degree, separating degree are high |
| Capcellpak C18 | 5μm | 120A | 15% | It is | 2~10 | Analysis speed is fast, column pressure is high |
III, methanol-water (80:20v/v) plus 0.1% triethylamine are flow visualizing
Chromatographic column: Venusil XBP C18 (4.6mm I.D.x 250mm L, 5um)
Mobile phase: methanol :+0.1% triethylamine of water (80:20) (v/v)
Liquid chromatographic detection wavelength: 254nm
Column temperature: 40 DEG C
Ion source: electric spray ion source (ESI)
Ion mode: negative ions mode
Dry temperature degree: 350 DEG C
Dry gas stream speed: 15L/min
Atomization gas flow velocity: 1.5L/min
Electron spray voltage: 4.5KV
Ion source temperature: 250 DEG C
With the flow visualizing of methanol-water, chromatographic column using Venusil XBP C18 (4.6mm I.D.x 250mm L,
5um), 0.1% triethylamine of ion-pairing agent is added in mobile phase, HPLC spectrogram (Fig. 5) is sharp pair in R.T.6.102min
Claim peak, miscellaneous peak is few.Under ESI negative ion mode, Fig. 6 is the mass spectrogram of 2- amino -9,9- dimethyl fluorene, it can be seen that chromatography
Scheming the corresponding molecular ion peak of R.T.6.102min is 208, without other molecular ion peaks.Illustrate by being added in mobile phase
Competitive ion triethylamine, can inhibit-NH2The dissociation of group avoids and the effect of the methanol of organic phase and possible and color
The remaining silicone hydroxyl effect of column is composed, spectrogram occurs trailing or exception retains peak.Liquid phase result can really reflect sample itself
Purity.
IV, methanol-water (80:20v/v) plus 0.1% trifluoroacetic acid are flow visualizing
Chromatographic column: Venusil XBP C18 (4.6mm I.D.x 250mm L, 5um)
Mobile phase: methanol :+0.1% trifluoroacetic acid of water (80:20) (v/v)
Liquid chromatographic detection wavelength: 254nm
Column temperature: 40 DEG C
Ion source: electric spray ion source (ESI)
Ion mode: negative ions mode
Dry temperature degree: 350 DEG C
Dry gas stream speed: 15L/min
Atomization gas flow velocity: 1.5L/min
Electron spray voltage: 4.5KV
Ion source temperature: 250 DEG C
For testing result as shown, with the flow visualizing of methanol-water, chromatographic column uses Venusil XBP C18
(4.6mm I.D.x250mm L, 5um), 0.1% trifluoroacetic acid of ion-pairing agent is added in mobile phase, and HPLC spectrogram (Fig. 7) exists
R.T.4.459min is sharp symmetrical peak, and miscellaneous peak is few.Under ESI positive ion mode, Fig. 8 is 2- amino -9,9- dimethyl fluorene
Mass spectrogram, it can be seen that the corresponding molecular ion peak of chromatogram R.T.4.114min is 210/242, and molecular ion peak
Height compares H210/H2424/1 under from methanol-water solution has become 1/2.The experimental results showed that 2- amino -9,9- under acid condition
Dimethyl fluorene protonation aggravation, promotes the hydrogen bond action of sample and methanol.R.T.4.459min is sharp to liquid phase as the result is shown
Symmetrical peak, but cannot really reflect sample itself purity.
In conclusion 2- amino -9,9- dimethyl fluorene is in the form of molecular forms and two kinds of ionic species in neutral mobile phase
In the presence of hydrogen bond action can occur with methanol, acetonitrile, generate ion exchange work with chromatographic column residual silicone hydroxyl for the sample after dissociation
With；2- amino -9,9- dimethyl fluorene exists in the form of molecular forms and two kinds of ionic species in acid mobile phase, and ion aspect
Product proportion significantly increases；2- amino -9,9- dimethyl fluorene exists in alkaline mobile phase with single molecular conformation.
Therefore for 2- amino -9,9- dimethyl fluorene LC-MS testing conditions optimum results are as follows:
Chromatographic column: Venusil XBP C18 (4.6mm I.D.x 250mm L, 5um)
Mobile phase: methanol :+0.1% triethylamine of water (80:20) (v/v)
Liquid chromatographic detection wavelength: 254nm
Column temperature: 40 DEG C
Ion source: electric spray ion source (ESI)
Ion mode: negative ions mode
Dry temperature degree: 350 DEG C
Dry gas stream speed: 15L/min
Atomization gas flow velocity: 1.5L/min
Electron spray voltage: 4.5KV
Ion source temperature: 250 DEG C.
Claims (5)
1. one kind contains-NH based on liquid chromatograph detection2Or/and the method for-NH group fluorene kind derivative content, it is characterised in that:
Mobile phase are as follows: volume ratio is methanol: water=80:20 adds the triethylamine that volume ratio is 0.1%；Chromatographic column:
Venusil XBP C18, specification be 4.6mm × 150mm, 5 μm；Liquid chromatographic detection wavelength: 254nm；Column temperature: 40 DEG C.
2. according to the method described in claim 1, wherein flow velocity is 1.0ml/min, sample volume: 5ul.
3. according to the method described in claim 1, described contain-NH2Or/and-NH group fluorene kind derivative is dissolved in methylene chloride, matches
Concentration processed is 1mg/ml.
4. according to the method described in claim 1, described contain-NH2Or/and-NH group fluorene kind derivative is 2- amino -9,9- bis-
Methyl fluorenes.
5. according to the method described in claim 1, the liquid chromatograph is connected with mass spectrograph, the mass spectrometric setting parameter
Condition are as follows: ion source: electric spray ion source ESI；Ion mode: negative ions mode；Dry temperature degree: 350 DEG C；Dry gas stream
Speed: 15L/min；Atomization gas flow velocity: 1.5L/min；Electron spray voltage: 4.5KV；Ion source temperature: 250 DEG C.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111983119A (en) * | 2020-08-27 | 2020-11-24 | 宁波卢米蓝新材料有限公司 | Detection method of organic electroluminescent material |
| CN116550006A (en) * | 2023-07-07 | 2023-08-08 | 上海奥浦迈生物科技股份有限公司 | Formula, preparation method and application of chromatographic combination liquid |
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| CN111983119A (en) * | 2020-08-27 | 2020-11-24 | 宁波卢米蓝新材料有限公司 | Detection method of organic electroluminescent material |
| CN111983119B (en) * | 2020-08-27 | 2022-09-06 | 宁波卢米蓝新材料有限公司 | Detection method of organic electroluminescent material |
| CN116550006A (en) * | 2023-07-07 | 2023-08-08 | 上海奥浦迈生物科技股份有限公司 | Formula, preparation method and application of chromatographic combination liquid |
| CN116550006B (en) * | 2023-07-07 | 2023-11-10 | 上海奥浦迈生物科技股份有限公司 | Formula, preparation method and application of chromatographic combination liquid |
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