CN105669396A - Method for industrial preparing chromatographic separation and purification of Z6148 liquid crystal molecules - Google Patents
Method for industrial preparing chromatographic separation and purification of Z6148 liquid crystal molecules Download PDFInfo
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- CN105669396A CN105669396A CN201610091994.1A CN201610091994A CN105669396A CN 105669396 A CN105669396 A CN 105669396A CN 201610091994 A CN201610091994 A CN 201610091994A CN 105669396 A CN105669396 A CN 105669396A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 44
- 238000000034 method Methods 0.000 title claims abstract description 26
- 238000013375 chromatographic separation Methods 0.000 title claims abstract description 13
- 238000011097 chromatography purification Methods 0.000 title claims abstract description 13
- 230000006835 compression Effects 0.000 claims abstract description 17
- 238000007906 compression Methods 0.000 claims abstract description 17
- 238000000746 purification Methods 0.000 claims abstract description 17
- 238000010828 elution Methods 0.000 claims abstract description 16
- 238000001514 detection method Methods 0.000 claims abstract description 10
- 230000014759 maintenance of location Effects 0.000 claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 7
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 claims description 30
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 27
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 21
- 239000000243 solution Substances 0.000 claims description 21
- 239000000741 silica gel Substances 0.000 claims description 17
- 229910002027 silica gel Inorganic materials 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 238000002360 preparation method Methods 0.000 claims description 12
- 238000004587 chromatography analysis Methods 0.000 claims description 11
- 239000000945 filler Substances 0.000 claims description 9
- 239000003960 organic solvent Substances 0.000 claims description 9
- 238000001953 recrystallisation Methods 0.000 claims description 5
- 239000000377 silicon dioxide Substances 0.000 claims description 5
- 239000000499 gel Substances 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 239000003480 eluent Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 238000003786 synthesis reaction Methods 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 238000000605 extraction Methods 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- 238000000926 separation method Methods 0.000 abstract description 16
- 239000000463 material Substances 0.000 abstract description 13
- 239000000126 substance Substances 0.000 abstract description 3
- 238000009776 industrial production Methods 0.000 abstract description 2
- 238000012544 monitoring process Methods 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 238000001914 filtration Methods 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 42
- 238000004128 high performance liquid chromatography Methods 0.000 description 9
- 239000012043 crude product Substances 0.000 description 8
- 238000003556 assay Methods 0.000 description 7
- 238000012856 packing Methods 0.000 description 6
- 239000012535 impurity Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- -1 biphenyl nitriles Chemical class 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- JRXXLCKWQFKACW-UHFFFAOYSA-N biphenylacetylene Chemical group C1=CC=CC=C1C#CC1=CC=CC=C1 JRXXLCKWQFKACW-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 230000005622 photoelectricity Effects 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
- C07C41/36—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
- C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
- C09K2019/123—Ph-Ph-Ph
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
Abstract
The invention relates to a method for industrially preparing chromatographic separation and purification of Z6148 liquid crystal molecules, and belongs to the technical field of liquid crystal materials. The method comprises the following steps that 1, the Z6148 liquid crystal molecules are synthesized a reaction solution for preliminary purification; 2, the preliminarily-purified Z6148 liquid crystals are dissolved into a solvent to form a solution, and filtering is performed to remove insoluble substances; 3, the Z6148 liquid crystal solution is pumped into a dynamic axial compression column to prepare a chromatographic system, mobile phase gradient elution is performed, and an ultraviolet luminosity detector with the detection wavelength being 254 nm is used for collecting a distillate with the retention time being 30-50 min. The adopted solvent is low in cost and safe, the separation and purification process is completed in one step, online real-time monitoring can be performed, safety is greatly improved, raw materials and time cost are saved, and the method is applicable to large-scale industrial production.
Description
Technical field
The invention belongs to liquid crystal material technical field, relate generally to the purification of liquid crystal material, the present invention relates to the preparation of industrialization chromatographic separation and purification method of a kind of fluorine-containing phenyl ring class Z6148 liquid crystal molecule especially.
Background technology
Liquid crystal is between solid-state and liquid having the organic substance of certain ordered, has photoelectricity dynamic scattering characteristic; It has plurality of liquid crystals phase, such as cholesteric phase, various smectic phases, nematic phase etc. Wherein develop the most successfully, market share amount maximum, with fastest developing speed be nematic liquid crystal. Display liquid crystal material is made up of multiple small molecular organic compounds, and these micromolecular key structural feature are bar-like molecular structure. Now have evolved into many types, such as various biphenyl nitriles, esters, cyclohexyl (connection) benzene class, oxygen heterocycle benzene class, pyrimidine lopps, diphenyl acetylene class, ethyl bridged bond class and alkene end group class and various fluorine-containing phenyl ring class etc. China's liquid crystal material produces the effort through more than ten years, grows out of nothing, has gradually formed the industry of considerable scale. Within 2013, the novel display professional income of China breaks through 100,000,000,000 yuan, within 2014, continues to keep the rate of increase of about 50%, close to 150,000,000,000 yuan.
Application number be 201110417782.5 Chinese patent " manufacture method of liquid crystal material " describe the method for liquid crystal molecule of purifying with multistep recrystallization method, major part impurity molecule can be removed after recrystallization, but for the comparatively similar impurity molecule of some structure and liquid crystal molecule itself, then it is very difficult to by recrystallization method remove, and multistep recrystallizing technology is totally unfavorable to yield and cost; Application number be 200810155843.3 Chinese patent " purification process of liquid crystal monomer or liquid-crystal composition " describe the method with macroporous resin adsorption remove impurity, the method can substantially remove the polar impurity contained in liquid crystal, but still the content being difficult to control in liquid crystal molecule other impurity of part.
Summary of the invention
For solving above-mentioned technical problem, present invention aim at for purification step existing in current Z6148 liquid crystal molecule subtractive process many, the cycle is long, single assorted content is difficult to control to, organic solvent consumption is big, and product separation amount is limited, and is difficult to monitor in real time the problems such as separation progress;Thering is provided the isolation and purification method of the preparation of industrialization chromatograph of a kind of Z6148 liquid crystal molecule, the method controlled separation quick, a large amount of, real-time can obtain highly purified Z6148 liquid crystal molecule.
In order to solve the technical scheme of above-mentioned technical problem it is: the preparation of industrialization chromatographic separation and purification method of a kind of Z6148 liquid crystal molecule, described purification process, comprises the following steps:
The molecular formula of described Z6148 liquid crystal molecule is as follows:
(1) by Z6148 liquid crystal molecule synthesis reaction solution preliminary purification;
(2) the Z6148 liquid crystal after preliminary purification is dissolved in solvent, is configured to solution, is filtered to remove insoluble matter;
(3) above-mentioned Z6148 liquid crystal solution is pumped into dynamic axial compression column preparing chromatography system, through eluent gradient eluting, with the New UV Spectrophotometric detector that detection wavelength is 254nm, collect the retention time distillate at 30～50min;
Wherein dynamic axial compression column preparing chromatography system described in step (3), column dimension isFiller is 10～50 μm of anti-phase spherical silica gels, and mobile phase is the aqueous solution of organic solvent, and concentration is 5～95wt%.
Preferably, mobile phase described in step (3) is acetonitrile and water, and gradient is 90:10, and flow velocity is 100mL/min, and elution time is 55min.
Preferably, mobile phase described in step (3) is first alcohol and water, and gradient is 80:20, and flow velocity is 80mL/min, and elution time is 40min.
Preferably, mobile phase described in step (3) is acetonitrile and water, and a gradient is 90:10, and flow velocity is 80mL/min, and elution time is 40min; Secondary gradient is 95:5, and flow velocity is 100mL/min, and elution time is 10min.
Preferably, anti-phase spherical silica gel described in step (3) is anti-phase n-octadecane base silica gel.
Preferably, described in step (3), anti-phase n-octadecane base silica gel particle diameter is 10 μm or 22 μm.
Preferably, solvent described in step (2) is the mixture of water, organic solvent or water and organic solvent.
Preferably, preliminary purification described in step (1) is distillation or extraction and recrystallization.
The invention has the beneficial effects as follows that the thick product solution of Z6148 liquid crystal after directly adopting preliminary purification is to prepare high-purity Z6148, without the pretreatment process that large amount of complex is loaded down with trivial details, solvent for use is cheap, safety, separate purge process one step to complete, and can on-line real time monitoring, substantially increase safety, save raw material and time cost, it is adaptable to large-scale industrial production. High performance liquid chromatography finally measures display, and Z6148 purity is more than 99.5%, always assorted less than 0.3%.
Accompanying drawing explanation
Below in conjunction with accompanying drawing being described further the present invention.
Fig. 1 is Z6148 liquid crystal molecule formula.
Fig. 2 is Z6148 synthesis of liquid crystal chemical formula. Wherein R is straight chained alkyl or the alkoxyl of 1-5 carbon atom; Ring A and B is identical or different, be each independently selected from byM and n is identical or different, each represents 0 or 1 independently of one another;
Fig. 3 is the high-performance liquid chromatogram determination collection of illustrative plates of Z6148 crude product.
Fig. 4 purifies the collection of illustrative plates of preparing of Z6148 with the dynamic axial compression column separation being filled with 10 μm of n-octadecane base reverse phase silica gel fillers, sample introduction 400mg.
Fig. 5 purifies the collection of illustrative plates of preparing of Z6148 with the dynamic axial compression column separation being filled with 10 μm of n-octadecane base reverse phase silica gel fillers, sample introduction 1g.
Fig. 6 purifies the collection of illustrative plates of preparing of Z6148 with the dynamic axial compression column separation being filled with 10 μm of n-octadecane base reverse phase silica gel fillers, sample introduction 2g.
Fig. 7 purifies the collection of illustrative plates of preparing of Z6148 with the dynamic axial compression column separation being filled with 10 μm of n-octadecane base reverse phase silica gel fillers, sample introduction 3g.
Detailed description of the invention
Below by specific embodiment, the present invention will be further described.
Adopt high performance liquid chromatography (HPLC) research and optimize the optimal separation purification condition of Z6148. Thereafter its equal proportion being amplified, be easily separated in the dynamic axial compression column (DAC) being filled with anti-phase n-octadecane base silica filler, the online eluent collecting Z6148 correspondence chromatographic peak, yield is between 60%～80%. Low-purity component can be incorporated to material liquid purification again again, and final total recovery is up to more than 95%.
Adopt filler 10-50 micron reverse phase spherical silica gel, it is preferable that 10 or 22 microns of anti-phase spherical silica gels of C18.
Mobile phase is the aqueous solution of organic solvent, and organic solvent includes but not limited to methanol, acetonitrile etc., and concentration is between 10-90wt%, for cost consideration, it is preferable that methanol.
Embodiment 1
1. take 400mgZ6148 crude product and be configured to solution, be filtered to remove insoluble matter;
2. Z6148 solution being pumped into dynamic axial compression column preparing chromatography system, column dimension is Φ 50 × 250mm, and n-octadecane base reverse phase silica gel packing material size is 10 μm, applied sample amount is 400mg, and mobile phase is methanol and water, and gradient is 80:20, flow velocity is 80ml/min, and elution time is 40min. Continuing eluting 10min with 100% methanol afterwards, a separation cycle terminates. The detection wavelength of the New UV Spectrophotometric detector adopted is 254nm, collects the retention time distillate at 30～40min. As it is shown on figure 3, through HPLC purity assay be 99.8%.
Embodiment 2
1. take 1gZ6148 crude product and be configured to solution, be filtered to remove insoluble matter;
2. Z6148 solution being pumped into dynamic axial compression column preparing chromatography system, column dimension is Φ 50 × 250mm, and n-octadecane base reverse phase silica gel packing material size is 10 μm, applied sample amount is 1g, and mobile phase is methanol and water, and gradient is 80:20, flow velocity is 80ml/min, and elution time is 40min. Continuing eluting 10min with 100% methanol afterwards, a separation cycle terminates. The detection wavelength of the New UV Spectrophotometric detector adopted is 254nm, collects the retention time distillate at 30～40min. As it is shown on figure 3, through HPLC purity assay be 99.7%.
Embodiment 3
1. take 2gZ6148 crude product and be configured to solution, be filtered to remove insoluble matter;
2. Z6148 solution being pumped into dynamic axial compression column preparing chromatography system, column dimension is Φ 50 × 250mm, and n-octadecane base reverse phase silica gel packing material size is 10 μm, applied sample amount is 2g, and mobile phase is methanol and water, and gradient is 80:20, flow velocity is 80ml/min, and elution time is 40min. Continuing eluting 10min with 100% methanol afterwards, a separation cycle terminates. The detection wavelength of the New UV Spectrophotometric detector adopted is 254nm, collects the retention time distillate at 30～40min. As it is shown on figure 3, through HPLC purity assay be 99.5%.
Embodiment 4
1. take 2gZ6148 crude product and be configured to solution, be filtered to remove insoluble matter;
2. Z6148 solution being pumped into dynamic axial compression column preparing chromatography system, column dimension is Φ 50 × 250mm, and n-octadecane base reverse phase silica gel packing material size is 10 μm, applied sample amount is 2g, and mobile phase is acetonitrile and water, and gradient is 90:10, flow velocity is 80ml/min, and elution time is 40min. Continuing eluting 10min with 100% acetonitrile afterwards, a separation cycle terminates. The detection wavelength of the New UV Spectrophotometric detector adopted is 254nm, collects the retention time distillate at 35～45min. As it is shown on figure 3, through HPLC purity assay be 99.8%.
Embodiment 5
1. take 3gZ6148 crude product and be configured to solution, be filtered to remove insoluble matter;
2. Z6148 solution being pumped into dynamic axial compression column preparing chromatography system, column dimension is Φ 50 × 250mm, and n-octadecane base reverse phase silica gel packing material size is 10 μm, applied sample amount is 3g, and mobile phase is methanol and water, and gradient is 80:20, flow velocity is 80ml/min, and elution time is 40min. Continuing eluting 10min with 100% methanol afterwards, a separation cycle terminates. The detection wavelength of the New UV Spectrophotometric detector adopted is 254nm, collects the retention time distillate at 30～40min. As it is shown on figure 3, through HPLC purity assay be 99.6%.
Embodiment 6
1. take 3gZ6148 crude product and be configured to solution, be filtered to remove insoluble matter;
2. Z6148 solution being pumped into dynamic axial compression column preparing chromatography system, column dimension is Φ 50 × 250mm, and filler adopts 22 micron reverse phase spherical silica gels, applied sample amount is 3g, and mobile phase is methanol and water, and gradient is 80:20, flow velocity is 80ml/min, and elution time is 40min. Continuing eluting 10min with 100% methanol afterwards, a separation cycle terminates. The detection wavelength of the New UV Spectrophotometric detector adopted is 254nm, collects the retention time distillate at 30～40min. As it is shown on figure 3, through HPLC purity assay be 99.5%.
Embodiment 7
1. take 108gZ6148 crude product and be configured to solution, be filtered to remove insoluble matter;
2. Z6148 solution being pumped into dynamic axial compression column preparing chromatography system, column dimension is Φ 300 × 250mm, and n-octadecane base reverse phase silica gel packing material size is 10 μm, applied sample amount is 3g, and mobile phase is methanol and water, and gradient is 80:20, flow velocity is 2880ml/min, and elution time is 40min. Continuing eluting 10min with 100% methanol afterwards, a separation cycle terminates. The detection wavelength of the New UV Spectrophotometric detector adopted is 254nm, collects the retention time distillate at 30～40min. As it is shown on figure 3, through HPLC purity assay be 99.5%.
The concrete technical scheme being not limited to described in above-described embodiment of the present invention, all employings are equal to the technical scheme replacing formation and are the protection domain of application claims.
Claims (8)
1. the preparation of industrialization chromatographic separation and purification method of a Z6148 liquid crystal molecule, it is characterised in that: described purification process, comprise the following steps:
The molecular formula of described Z6148 liquid crystal molecule is as follows:
(1) by Z6148 liquid crystal molecule synthesis reaction solution preliminary purification;
(2) the Z6148 liquid crystal after preliminary purification is dissolved in solvent, is configured to solution, is filtered to remove insoluble matter;
(3) above-mentioned Z6148 liquid crystal solution is pumped into dynamic axial compression column preparing chromatography system, through eluent gradient eluting, with the New UV Spectrophotometric detector that detection wavelength is 254mm, collect the retention time distillate at 30～50min;
Wherein dynamic axial compression column preparing chromatography system described in step (3), column dimension isFiller is 10～50 μm of anti-phase spherical silica gels, and mobile phase is the aqueous solution of organic solvent, and concentration is 5～95wt%.
2. the preparation of industrialization chromatographic separation and purification method of Z6148 liquid crystal molecule according to claim 1, it is characterised in that: mobile phase described in step (3) is acetonitrile and water, and gradient is 90:10, and flow velocity is 100mL/min, and elution time is 55min.
3. the preparation of industrialization chromatographic separation and purification method of Z6148 liquid crystal molecule according to claim 1, it is characterised in that: mobile phase described in step (3) is first alcohol and water, and gradient is 80:20, and flow velocity is 80mL/min, and elution time is 40min.
4. the preparation of industrialization chromatographic separation and purification method of Z6148 liquid crystal molecule according to claim 1, it is characterized in that: mobile phase described in step (3) is acetonitrile and water, gradient is 90:10, and flow velocity is 80mL/min, and elution time is 40min; Secondary gradient is 95:5, and flow velocity is 100mL/min, and elution time is 10min.
5. the preparation of industrialization chromatographic separation and purification method of Z6148 liquid crystal molecule according to claim 1, it is characterised in that: anti-phase spherical silica gel described in step (3) is anti-phase n-octadecane base silica gel.
6. the preparation of industrialization chromatographic separation and purification method of Z6148 liquid crystal molecule according to claim 6, it is characterised in that: described in step (3), anti-phase n-octadecane base silica gel particle diameter is 10 μm or 22 μm.
7. the preparation of industrialization chromatographic separation and purification method of Z6148 liquid crystal molecule according to claim 1, it is characterised in that: solvent described in step (2) is the mixture of water, organic solvent or water and organic solvent.
8. the preparation of industrialization chromatographic separation and purification method of Z6148 liquid crystal molecule according to claim 1, it is characterised in that: preliminary purification described in step (1) is distillation or extraction and recrystallization.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110922308A (en) * | 2018-09-20 | 2020-03-27 | 江苏和成新材料有限公司 | Industrial preparation chromatographic separation and purification method of liquid crystal molecules containing methylenedioxy bridge group |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101565343A (en) * | 2009-05-14 | 2009-10-28 | 浙江永太科技股份有限公司 | Preparation method of difluoro methoxy bridge bond compound |
| CN102675062A (en) * | 2012-04-27 | 2012-09-19 | 石家庄诚志永华显示材料有限公司 | Method for preparing difluoromethoxy bridge type liquid crystal |
| CN104513115A (en) * | 2013-09-30 | 2015-04-15 | 大金工业株式会社 | Process for producing fluorine-containing biaryl compound |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101565343A (en) * | 2009-05-14 | 2009-10-28 | 浙江永太科技股份有限公司 | Preparation method of difluoro methoxy bridge bond compound |
| CN102675062A (en) * | 2012-04-27 | 2012-09-19 | 石家庄诚志永华显示材料有限公司 | Method for preparing difluoromethoxy bridge type liquid crystal |
| CN104513115A (en) * | 2013-09-30 | 2015-04-15 | 大金工业株式会社 | Process for producing fluorine-containing biaryl compound |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110922308A (en) * | 2018-09-20 | 2020-03-27 | 江苏和成新材料有限公司 | Industrial preparation chromatographic separation and purification method of liquid crystal molecules containing methylenedioxy bridge group |
| CN110922308B (en) * | 2018-09-20 | 2023-10-20 | 江苏和成新材料有限公司 | Industrial preparation chromatographic separation and purification method of liquid crystal molecules containing methylenedioxy bridging group |
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