CN104950034A - Open tubular capillary column with nano-crystalline cellulose derivative modified surface and application of open tubular capillary column with nano-crystalline cellulose derivative modified surface - Google Patents
Open tubular capillary column with nano-crystalline cellulose derivative modified surface and application of open tubular capillary column with nano-crystalline cellulose derivative modified surface Download PDFInfo
- Publication number
- CN104950034A CN104950034A CN201510375386.9A CN201510375386A CN104950034A CN 104950034 A CN104950034 A CN 104950034A CN 201510375386 A CN201510375386 A CN 201510375386A CN 104950034 A CN104950034 A CN 104950034A
- Authority
- CN
- China
- Prior art keywords
- nano
- cellulose
- capillary column
- kapillary
- open tubular
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
The invention discloses an open tubular capillary column with a nano-crystalline cellulose derivative modified surface. The open tubular capillary column is prepared by the step: modifying and deriving nano-crystalline celluloses of 3,5-dimethylphenyl isocyanate on the wall of a bare capillary column subjected to activation by adopting an in-situ hybridization method. The open tubular capillary column has the advantages that the preparation is easy and a coating is stable, and can be used for capillary electrophoresis separation analysis on an amino acid chiral enantiomer.
Description
Technical field
The present invention relates to open tubular capillary column and the application thereof of a kind of surface finish nano cellulose derivative.
Background technology
Chirality is the ubiquitous phenomenon of occurring in nature, and the chiral enantiomer (as toxicity, bad reaction etc.) in pharmacologically active and other that structure is different has huge difference.Cellulose is the inexhaustible renewable natural polymer of nature, is the natural optical living polymer be easy to get most, and easily modifies or derivative, and have special chiral recognition, it as chiral stationary phase development rapidly, is widely used.At present, domestic and international many scientific research institutions have made great progress in the research of cellulose chiral resolving agent, and a collection of cellulose Stationary liquid product has developed into commodity post.
In recent years, along with the deep development of nano material, handle cellulosic molecule and supramolecular aggregation thereof in nano-scale range, design and assemble the new nanometer fine chemical product with excellent function and newly nano material become the Disciplinary Frontiers of Cellulose Science.Compared with powder cellulose and microcrystalline cellulose, nanofiber have many premium properties, as high-purity, high polymerization degree, high-crystallinity, high-hydrophilic, high Young's modulus, high strength, hyperfine structure and high transparent etc.Therefore, the preparation of nano-cellulose, properity and application are the emphasis studied of cellulose chemistry and focus both at home and abroad at present.
Capillary Electrophoresis has the following advantages in chiral separation: the separation efficiency that (1) is higher, makes the enantiomorph with less separation choosing coefficient also can reach satisfied degree of separation; (2) alternative clastotype is many and conversion is simple, and chirality selective reagent directly adds in carrier electrolyte, and the composition easily by selecting different chirality selective reagents and changing background electrolyte improves separation selectivity; (3) consumption of chiral selector is little, and operating cost is lower, and environmental pollution is little.Therefore, Capillary Electrophoresis is widely used in chiral separation.
But, up to now, have no nano-cellulose is applied to chiral resolution relevant report as Capillary Electrophoresis tube wall dressing agent.
Summary of the invention
The object of the invention is the difficulty for existing in existing chiral separation technology, as loaded down with trivial details in preparation process, cost intensive, separation efficiency are low, there is provided one with nano-cellulose derivant for chiral separation matrix, by being coated on capillary tube inner wall, be prepared into nano-cellulose chirality open tubular capillary column.Present invention process is simple, with low cost, separation efficiency is high, is applicable to chiral separation analysis.
For realizing object of the present invention, technical scheme of the present invention comprises the following steps: 1. the preparation of nano-cellulose derivant; 2. the preparation of nano-cellulose derivant open pipe kapillary.Be below concrete steps:
1) by microcrystalline cellulose with 64% the concentrated sulphuric acid hydrolysis, then the non-hydrocellulose of centrifugal removing, obtains nano-cellulose, freeze drying; Adopt 6 methods protected on nano-cellulose, modify 3,5-dimethylphenyl isocyanate and obtain nano-cellulose derivant;
2) kapillary is carried out activation process with the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distilled water successively;
3) kapillary handled well is fixed on pump head, under 0.1 ~ 1.0 mL/min flow velocity, first water phase surfactant mixture is dynamically passed in kapillary, be adsorbed on capillary tube inner wall by electrostatic interaction, then utilize N
2purge out unnecessary surfactant; Being dissolved in pyridine by step 1) gained nano-cellulose derivant joins in the ethanolic solution of ethyl orthosilicate, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, vacuum pump is utilized to be injected in kapillary, rinse with pyridine and remove residual colloidal sol unnecessary in capillary channel, finally kapillary is placed in vacuum drying chamber and makes its gel at 50 ~ 100 DEG C, the open tubular capillary column of nano-cellulose derivant must have been modified.
Described surfactant is cetyl trimethyl ammonium bromide, OTAC, N, N, N-trimethyl-1-Tetra-n-decylammonium bromide or DDAC.
The concentration of described water phase surfactant mixture is 5 ~ 50 mol/L.
In described nano-cellulose derivant colloidal sol, the content of nano-cellulose derivant is 0.05 ~ 0.5 mg/mL.
The application of above-mentioned open tubular capillary column in the capillary electrophoresis separation of amino acid chiral enantiomorph is analyzed.
The present invention compared with prior art has the following advantages:
1, the preparation method of open tubular column of the present invention is simple, cost is low, can be used for scale and prepares kapillary open tubular column.
2, the chiral amino acid of open tubular column of the present invention has satisfied separating effect.
Accompanying drawing explanation
Fig. 1 is the scanning electron microscope (SEM) photograph of naked kapillary open tubular column.
Fig. 2 is the scanning electron microscope (SEM) photograph of the kapillary open tubular column of nano-cellulose Derivatives Modified of the present invention.
Fig. 3 is the electrophoretogram of kapillary open tubular column for phenylalanine, tyrosine, tryptophane chiral separation of nano-cellulose Derivatives Modified of the present invention.Deposition condition is: the 0.2 mol/L borax buffer system of pH 9.48, and 15 kV are separated high pressure, and temperature 25 DEG C, sample injection time is 5 s, determined wavelength 250 nm.
Embodiment
Embodiment 1
By the concentrated sulphuric acid hydrolysis of 64% of 10 g microcrystalline celluloses, after repeatedly centrifugal, remove non-hydrocellulose, obtain nano-cellulose, must about 3 g after freeze drying; 6 methods protected are adopted to modify 3,5-dimethylphenyl isocyanate on nano-cellulose 3 g nano-celluloses.Kapillary is used successively the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distillation water disposal activating.Again the kapillary handled well is fixed on pump head, under the flow velocity of 0.1mL/min, first 10 mol/L cetyl trimethyl ammonium bromides is passed in kapillary, be adsorbed on capillary tube inner wall by electrostatic interaction, then utilize N
2purge to flowing out without solution; Being dissolved in pyridine by the nano-cellulose derivant of above-mentioned preparation joins in the ethanolic solution of ethyl orthosilicate again, nano-cellulose derivatives concentration is 0.1 mg/mL, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, utilized by the colloidal sol of this nano-cellulose derivant vacuum pump to inject in kapillary, form open tubular capillary column; Then rinse the residual colloidal sol removed in capillary channel with pyridine, kapillary is placed on 60 DEG C, vacuum drying chamber inherence by its gel, the obtained chiral capillary open tubular column having modified nano-cellulose derivant.
Embodiment 2
By the concentrated sulphuric acid hydrolysis of 64% of 10 g microcrystalline celluloses, after repeatedly centrifugal, remove non-hydrocellulose, obtain nano-cellulose, must about 3 g after freeze drying; 6 methods protected are adopted to modify 3,5-dimethylphenyl isocyanate on nano-cellulose 3 g nano-celluloses.Kapillary is used successively the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distillation water disposal activating.Again the kapillary handled well is fixed on pump head, under the flow velocity of 0.2 mL/min, first 20 mol/L cetyl trimethyl ammonium bromides is passed in kapillary, be adsorbed on capillary tube inner wall by electrostatic interaction, then utilize N
2purge to flowing out without solution; Being dissolved in pyridine by the nano-cellulose derivant of above-mentioned preparation joins in the ethanolic solution of ethyl orthosilicate again, nano-cellulose derivatives concentration is 0.2 mg/mL, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, utilized by the colloidal sol of this nano-cellulose derivant vacuum pump to inject in kapillary, form open tubular capillary column; Then rinse the residual colloidal sol removed in capillary channel with pyridine, kapillary is placed on 80 DEG C, vacuum drying chamber inherence by its gel, the obtained chiral capillary open tubular column having modified nano-cellulose derivant.
Embodiment 3
By the concentrated sulphuric acid hydrolysis of 64% of 10 g microcrystalline celluloses, after repeatedly centrifugal, remove non-hydrocellulose, obtain nano-cellulose, must about 3 g after freeze drying; 6 methods protected are adopted to modify 3,5-dimethylphenyl isocyanate on nano-cellulose 3 g nano-celluloses.Kapillary is used successively the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distillation water disposal activating.Again the kapillary handled well is fixed on pump head, under the flow velocity of 0.3 mL/min, first 40 mol/L cetyl trimethyl ammonium bromides is passed in kapillary, be adsorbed on capillary tube inner wall by electrostatic interaction, then utilize N
2purge to flowing out without solution; Being dissolved in pyridine by the nano-cellulose derivant of above-mentioned preparation joins in the ethanolic solution of ethyl orthosilicate again, nano-cellulose derivatives concentration is 0.4 mg/mL, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, utilized by the colloidal sol of this nano-cellulose derivant vacuum pump to inject in kapillary, form open tubular capillary column; Then rinse the residual colloidal sol removed in capillary channel with pyridine, kapillary is placed on 100 DEG C, vacuum drying chamber inherence by its gel, the obtained chiral capillary open tubular column having modified nano-cellulose derivant.
Embodiment 4
By the concentrated sulphuric acid hydrolysis of 64% of 10 g microcrystalline celluloses, after repeatedly centrifugal, remove non-hydrocellulose, obtain nano-cellulose, must about 3 g after freeze drying; 6 methods protected are adopted to modify 3,5-dimethylphenyl isocyanate on nano-cellulose 3 g nano-celluloses.Kapillary is used successively the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distillation water disposal activating.Again the kapillary handled well is fixed on pump head, under the flow velocity of 0.1mL/min, first 10 mol/L OTACs is passed in kapillary, be adsorbed on capillary tube inner wall by electrostatic interaction, then utilize N
2purge to flowing out without solution; Being dissolved in pyridine by the nano-cellulose derivant of above-mentioned preparation joins in the ethanolic solution of ethyl orthosilicate again, nano-cellulose derivatives concentration is 0.1 mg/mL, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, utilized by the colloidal sol of this nano-cellulose derivant vacuum pump to inject in kapillary, form open tubular capillary column; Then rinse the residual colloidal sol removed in capillary channel with pyridine, kapillary is placed on 60 DEG C, vacuum drying chamber inherence by its gel, the obtained chiral capillary open tubular column having modified nano-cellulose derivant.
Embodiment 5
By the concentrated sulphuric acid hydrolysis of 64% of 10 g microcrystalline celluloses, after repeatedly centrifugal, remove non-hydrocellulose, obtain nano-cellulose, must about 3 g after freeze drying; 6 methods protected are adopted to modify 3,5-dimethylphenyl isocyanate on nano-cellulose 3 g nano-celluloses.Kapillary is used successively the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distillation water disposal activating.Again the kapillary handled well is fixed on pump head, under the flow velocity of 0.1mL/min, first 20 mol/L OTACs is passed in kapillary, be adsorbed on capillary tube inner wall by electrostatic interaction, then utilize N
2purge to flowing out without solution; Being dissolved in pyridine by the nano-cellulose derivant of above-mentioned preparation joins in the ethanolic solution of ethyl orthosilicate again, nano-cellulose derivatives concentration is 0.2 mg/mL, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, utilized by the colloidal sol of this nano-cellulose derivant vacuum pump to inject in kapillary, form open tubular capillary column; Then rinse the residual colloidal sol removed in capillary channel with pyridine, kapillary is placed on 80 DEG C, vacuum drying chamber inherence by its gel, the obtained chiral capillary open tubular column having modified nano-cellulose derivant.
Embodiment 6
By the concentrated sulphuric acid hydrolysis of 64% of 10 g microcrystalline celluloses, after repeatedly centrifugal, remove non-hydrocellulose, obtain nano-cellulose, must about 3 g after freeze drying; 6 methods protected are adopted to modify 3,5-dimethylphenyl isocyanate on nano-cellulose 3 g nano-celluloses.Kapillary is used successively the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distillation water disposal activating.Again the kapillary handled well is fixed on pump head, under the flow velocity of 0.1mL/min, first 40 mol/L OTACs is passed in kapillary, be adsorbed on capillary tube inner wall by electrostatic interaction, then utilize N
2purge to flowing out without solution; Being dissolved in pyridine by the nano-cellulose derivant of above-mentioned preparation joins in the ethanolic solution of ethyl orthosilicate again, nano-cellulose derivatives concentration is 0.4 mg/mL, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, utilized by the colloidal sol of this nano-cellulose derivant vacuum pump to inject in kapillary, form open tubular capillary column; Then rinse the residual colloidal sol removed in capillary channel with pyridine, kapillary is placed on 100 DEG C, vacuum drying chamber inherence by its gel, the obtained chiral capillary open tubular column having modified nano-cellulose derivant.
Embodiment 7
By the concentrated sulphuric acid hydrolysis of 64% of 10 g microcrystalline celluloses, after repeatedly centrifugal, remove non-hydrocellulose, obtain nano-cellulose, must about 3 g after freeze drying; 6 methods protected are adopted to modify 3,5-dimethylphenyl isocyanate on nano-cellulose 3 g nano-celluloses.Kapillary is used successively the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distillation water disposal activating.Be fixed on pump head by the kapillary handled well again, under the flow velocity of 0.1mL/min, first by 40 mol/LN, N, N-trimethyl-1-Tetra-n-decylammonium bromide is adsorbed on capillary tube inner wall by electrostatic interaction, then utilizes N
2purge to flowing out without solution; Being dissolved in pyridine by the nano-cellulose derivant of above-mentioned preparation joins in the ethanolic solution of ethyl orthosilicate again, nano-cellulose derivatives concentration is 0.4 mg/mL, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, utilized by the colloidal sol of this nano-cellulose derivant vacuum pump to inject in kapillary, form open tubular capillary column; Then rinse the residual colloidal sol removed in capillary channel with pyridine, kapillary is placed on 100 DEG C, vacuum drying chamber inherence by its gel, the obtained chiral capillary open tubular column having modified nano-cellulose derivant.
Embodiment 8
By the concentrated sulphuric acid hydrolysis of 64% of 10 g microcrystalline celluloses, after repeatedly centrifugal, remove non-hydrocellulose, obtain nano-cellulose, must about 3 g after freeze drying; 6 methods protected are adopted to modify 3,5-dimethylphenyl isocyanate on nano-cellulose 3 g nano-celluloses.Kapillary is used successively the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distillation water disposal activating.Again the kapillary handled well is fixed on pump head, under the flow velocity of 0.1mL/min, first 50 mol/L DDACs is adsorbed on capillary tube inner wall by electrostatic interaction, then utilizes N
2purge to flowing out without solution; Being dissolved in pyridine by the nano-cellulose derivant of above-mentioned preparation joins in the ethanolic solution of ethyl orthosilicate again, nano-cellulose derivatives concentration is 0.4 mg/mL, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, utilized by the colloidal sol of this nano-cellulose derivant vacuum pump to inject in kapillary, form open tubular capillary column; Then rinse the residual colloidal sol removed in capillary channel with pyridine, kapillary is placed on 100 DEG C, vacuum drying chamber inherence by its gel, the obtained chiral capillary open tubular column having modified nano-cellulose derivant.
Claims (5)
1. an open tubular capillary column for surface finish nano cellulose derivative, is characterized in that this capillary column prepares by the following method:
1) by microcrystalline cellulose with 64% the concentrated sulphuric acid hydrolysis, then the non-hydrocellulose of centrifugal removing, obtains nano-cellulose, freeze drying; Adopt 6 methods protected on nano-cellulose, modify 3,5-dimethylphenyl isocyanate and obtain nano-cellulose derivant;
2) kapillary is carried out activation process with the NaOH of 0.1mol/L, distilled water, the HCl of 0.1mol/L, distilled water successively;
3) kapillary handled well is fixed on pump head, under 0.1 ~ 1.0 mL/min flow velocity, first water phase surfactant mixture is dynamically passed in kapillary, be adsorbed on capillary tube inner wall by electrostatic interaction, then utilize N
2purge out unnecessary surfactant; Being dissolved in pyridine by step 1) gained nano-cellulose derivant joins in the ethanolic solution of ethyl orthosilicate, under condition of ice bath, stirring reaction is after 4 hours, solution is colloidal sol shape, vacuum pump is utilized to be injected in kapillary, rinse with pyridine and remove residual colloidal sol unnecessary in capillary channel, finally kapillary is placed in vacuum drying chamber and makes its gel at 50 ~ 100 DEG C, the open tubular capillary column of nano-cellulose derivant must have been modified.
2. capillary column as claimed in claim 1, is characterized in that described surfactant is cetyl trimethyl ammonium bromide, OTAC, N, N, N-trimethyl-1-Tetra-n-decylammonium bromide or DDAC.
3. capillary column as claimed in claim 1, is characterized in that the concentration of described water phase surfactant mixture is 5 ~ 50 mol/L.
4. capillary column as claimed in claim 1, is characterized in that the content of nano-cellulose derivant in described nano-cellulose derivant colloidal sol is 0.05 ~ 0.5 mg/mL.
5. the application of open tubular capillary column in the capillary electrophoresis separation of amino acid chiral enantiomorph is analyzed as claimed in claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510375386.9A CN104950034B (en) | 2015-07-01 | 2015-07-01 | Open tubular capillary column with nano-crystalline cellulose derivative modified surface and application of open tubular capillary column with nano-crystalline cellulose derivative modified surface |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510375386.9A CN104950034B (en) | 2015-07-01 | 2015-07-01 | Open tubular capillary column with nano-crystalline cellulose derivative modified surface and application of open tubular capillary column with nano-crystalline cellulose derivative modified surface |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104950034A true CN104950034A (en) | 2015-09-30 |
| CN104950034B CN104950034B (en) | 2017-04-26 |
Family
ID=54164847
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510375386.9A Active CN104950034B (en) | 2015-07-01 | 2015-07-01 | Open tubular capillary column with nano-crystalline cellulose derivative modified surface and application of open tubular capillary column with nano-crystalline cellulose derivative modified surface |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104950034B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106018639A (en) * | 2016-05-18 | 2016-10-12 | 上海通微分析技术有限公司 | Preparation method of open tubular capillary |
| CN106075953A (en) * | 2016-07-04 | 2016-11-09 | 中国科学院兰州化学物理研究所 | A kind of open tubular capillary column of surface finish nano straight chain starch derivative |
| CN107158748A (en) * | 2017-05-08 | 2017-09-15 | 武汉大学 | A kind of open tubular capillary column and its application based on braiding aromatic ring polymer |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030075447A1 (en) * | 2001-01-24 | 2003-04-24 | Abdul Malik | Sol-gel open tubular ODS columns with charged inner surface for capillary electrochromatography |
| CN1970140A (en) * | 2005-11-25 | 2007-05-30 | 中国科学院生态环境研究中心 | Nano metal chiral identification solid phase, chiral separation chromatograph and its preparation method |
| CN102072944A (en) * | 2010-10-09 | 2011-05-25 | 福州大学 | Cation type chitosan bonded and modified capillary electrochromatography open tubular column and manufacturing method thereof |
| CN103191705A (en) * | 2013-04-15 | 2013-07-10 | 武汉大学 | Preparation method of open tubular capillary electrochromatographic column |
-
2015
- 2015-07-01 CN CN201510375386.9A patent/CN104950034B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030075447A1 (en) * | 2001-01-24 | 2003-04-24 | Abdul Malik | Sol-gel open tubular ODS columns with charged inner surface for capillary electrochromatography |
| CN1970140A (en) * | 2005-11-25 | 2007-05-30 | 中国科学院生态环境研究中心 | Nano metal chiral identification solid phase, chiral separation chromatograph and its preparation method |
| CN102072944A (en) * | 2010-10-09 | 2011-05-25 | 福州大学 | Cation type chitosan bonded and modified capillary electrochromatography open tubular column and manufacturing method thereof |
| CN103191705A (en) * | 2013-04-15 | 2013-07-10 | 武汉大学 | Preparation method of open tubular capillary electrochromatographic column |
Non-Patent Citations (1)
| Title |
|---|
| JUN-HUI ZHANG等: "Novel Inorganic Mesoporous Material with Chiral Nematic Structure Derived from Nanocrystalline Cellulose for High-Resolution Gas Chromatographic Separations", 《ANALYTICAL CHEMISTRY》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106018639A (en) * | 2016-05-18 | 2016-10-12 | 上海通微分析技术有限公司 | Preparation method of open tubular capillary |
| CN106075953A (en) * | 2016-07-04 | 2016-11-09 | 中国科学院兰州化学物理研究所 | A kind of open tubular capillary column of surface finish nano straight chain starch derivative |
| CN107158748A (en) * | 2017-05-08 | 2017-09-15 | 武汉大学 | A kind of open tubular capillary column and its application based on braiding aromatic ring polymer |
| CN107158748B (en) * | 2017-05-08 | 2019-02-12 | 武汉大学 | A kind of open tubular capillary column and its application based on braiding aromatic ring polymer |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104950034B (en) | 2017-04-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Kuang et al. | High-performance liquid chromatographic enantioseparation of racemic drugs based on homochiral metal–organic framework | |
| CN104174299B (en) | High flux forward osmosis membrane based on ultra-thin supporting layer and preparation method thereof | |
| Wu et al. | Applications of carbon nanomaterials in chiral separation | |
| CN106905526B (en) | Rigid backbone porous polymer and its preparation method and application with gas absorption performance | |
| CN102391947B (en) | Preparation method for porous monolithic column immobilized enzyme micro-reactor | |
| CN103706341B (en) | Ionic liquid bonding polysiloxane stationary phase and preparation method thereof | |
| CA2563837A1 (en) | Inorganic mesoporous substance having chiral twisted structure and process for producing the same | |
| CN102757437B (en) | Phthalocyanine nano-rod array film and preparation method and application thereof | |
| CN104950034A (en) | Open tubular capillary column with nano-crystalline cellulose derivative modified surface and application of open tubular capillary column with nano-crystalline cellulose derivative modified surface | |
| Nikam et al. | Enantioselective separation using chiral amino acid functionalized polyfluorene coated on mesoporous anodic aluminum oxide membranes | |
| Zhu et al. | Recent progress of membrane technology for chiral separation: a comprehensive review | |
| CN109589937A (en) | A kind of preparation method and applications of the solid-phase micro-extraction fibre of self assembling multilayer porphyrin organic frame compound | |
| Du et al. | Dehydrative Formation of Isosorbide from Sorbitol over Poly (ionic liquid)–Covalent Organic Framework Hybrids | |
| CN103833885A (en) | Micro-extraction monolithic column of ionic liquid polymer capillary tube and preparation method thereof | |
| Zhu et al. | Direct growth of boronate based shikimic acid imprinted polymer on porous substrate surface: A stable membrane for specific molecular separation | |
| CN103203187A (en) | A preparation method for solid film dip-coated with a novel chiral recognition agent | |
| CN102993229B (en) | Amphoteric electrolyte-modified hybrid silica gel material and solid-phase extraction method thereof | |
| CN105131212A (en) | Glass fiber with beta-cyclodextrin grated onto surface | |
| Wang et al. | Incorporation of multiwalled carbon nanotube into a polymethacrylate‐based monolith for ion chromatography | |
| CN110485165B (en) | Preparation and application of functionalized polyhedral oligomeric silsesquioxane modified polymer composite coating with specific enrichment function | |
| CN106075953A (en) | A kind of open tubular capillary column of surface finish nano straight chain starch derivative | |
| CN108927113B (en) | Nano-hydroxyapatite functionalized solid phase extraction monolithic column | |
| Li et al. | Enantioseparation of mandelic acid and α-cyclohexylmandelic acid using an alcohol/salt-based aqueous two-phase system | |
| CN100488668C (en) | Nano gold particle evenly coated carbon nanotube compound in-situ solution preparation method | |
| CN103736469B (en) | A kind of ionic liquid bonding polysiloxane stationary phase and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |