CN108906009A - A kind of dendroid mixed mode efficient liquid phase chromatographic stuffing and its preparation method and application based on dopamine - Google Patents
A kind of dendroid mixed mode efficient liquid phase chromatographic stuffing and its preparation method and application based on dopamine Download PDFInfo
- Publication number
- CN108906009A CN108906009A CN201810796752.1A CN201810796752A CN108906009A CN 108906009 A CN108906009 A CN 108906009A CN 201810796752 A CN201810796752 A CN 201810796752A CN 108906009 A CN108906009 A CN 108906009A
- Authority
- CN
- China
- Prior art keywords
- dopamine
- liquid phase
- dendroid
- efficient liquid
- silicon ball
- 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.)
- Pending
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/281—Sorbents specially adapted for preparative, analytical or investigative chromatography
- B01J20/282—Porous sorbents
- B01J20/285—Porous sorbents based on polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
Landscapes
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing and its preparation method and application based on dopamine, the filler is prepared by modifying the dendrimer based on dopamine in silicon ball surface, preparation method is first to activate silicon ball, amination processing is carried out in the silicon ball surface of activation, monomer butanediol diglycidyl ether and monomer dopamine are copolymerized in amidized silicon ball surface again, to obtain a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine.Mixed mode efficient liquid phase chromatographic stuffing prepared by the present invention can greatly enhance the separating capacity of chromatography, make up deficiency of the single chromatogram mode in complex sample analysis, have hydrophobic, hydrophilic, ion exchange and electrostatic repulsion after being prepared into performance liquid chromatographic column, has the characteristics that separating rate is fast, separation selectivity is high.
Description
Technical field
The invention belongs to chromatographic packing material technical fields, and in particular to a kind of dendroid mixed mode based on dopamine
Efficient liquid phase chromatographic stuffing and its preparation method and application.
Background technique
Single chromatogram mode often has significant limitation when analyzing complex sample, such as in reverse-phase chromatography,
Sample similar in separating hydrophobicity is a more difficult thing；The chromatography of hydrophilic interaction is usually needed using higher proportion
Organic phase is to greatly limit the solubility of sample, therefore hydrophilic Interaction Chromatography is in the large-scale separation for sample
On be limited by very large.Almost all there is respective limitation in every kind of chromatogram mode under given conditions.
Mixed mode chromatograph packing material can provide multi-acting force simultaneously, may be implemented to be divided according to the different characteristics of sample
From the research of mixed mode has focused largely on the design to chromatograph packing material, two or more mechanism are used in mixed way, and is often separating
Selectivity and chromatographic peak profile etc. can obtain the effect for being different from single-mode operation, isolated selectivity and chromatographic peak profile
Etc. can be greatly improved and improve.The presence of a variety of retention mechanisms will be very beneficial to the mask work of complex sample, will
It is applied to obtain in the related mask works such as metabolism group, proteomics, Chinese medical extract separation divides well
From result.
Therefore, it is necessary to study new chromatograph packing materials and preparation method thereof, to improve the selectivity of separation.
Summary of the invention
In view of this, one of the objects of the present invention is to provide a kind of efficient liquid of dendroid mixed mode based on dopamine
Phase chromatography stuffing；The second object of the present invention is to provide a kind of dendroid mixed mode high performance liquid chromatography based on dopamine
The preparation method of filler；The third object of the present invention is to provide a kind of dendroid mixed mode efficient liquid phase based on dopamine
Application of the chromatograph packing material under positive/reverse phase/ion exchange mode.
For achieving the above object, the present invention provides the following technical solutions：
1, a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine, the filler follow for silicon ball surface
Ring modifies dendrimer.
Further, the dendrimer is a kind of polymer based on dopamine,
Further, the general structure of the dendrimer is as follows：
2, a kind of preparation method of the dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine, the method packet
Include following steps：
(1) silicon ball amination is handled：Again with silylating reagent to silicon ball surface after being activated using acid to silicon ball
Amination processing is carried out, amidized silicon ball is obtained；
(2) silicon ball surface modifies dendrimer：By monomer butanediol diglycidyl ether and monomer dopamine in step (1)
In amidized silicon ball surface obtained be copolymerized, obtain a kind of efficient liquid of dendroid mixed mode based on dopamine
Phase chromatography stuffing.
Further, the step (1) and the step (2) carry out in a solvent, and the solvent includes dry toluene, methanol
One or both of with water.
Further, the partial size of step (1) silicon ball is 2-10 μm, and aperture is
Further, step (1) acid is hydrochloric acid, and the silylating reagent is 3- aminopropyl triethoxysilane.
Preferably：The concrete operation step of step (1) silicon ball amination processing is：
A, by 2.5g silicon ball, ultrasound makes it be uniformly dispersed in the HCl solution that 75mL concentration is 1mol/L, in 90 DEG C of temperature
Under the conditions of degree, it is stirred to react 3h, is filtered after reaction, is washed with water to neutrality, be dried in vacuum overnight to obtain under the conditions of 150 DEG C
The silicon ball (Sil) of activation；
B, the silicon ball by the obtained activation of step a is added in dry toluene, and ultrasound suspending is added under nitrogen protection
1.87mL 3- aminopropyl triethoxysilane, 110 DEG C at a temperature of react 12h, then filter, then successively with water, methanol,
Acetone cleaning, finally vacuum drying obtains amidized silicon ball (Sil-NH under the conditions of 55 DEG C of temperature2)；
Preferably, the concrete operation step of step (2) the silicon ball surface modification dendrimer is：
A, amidized silicon ball made from step (1) is added to the water, ultrasound suspending, 3.45mL monomer butanediol two is added
Glycidol ether is stirred to react 3h under the conditions of 80 DEG C of temperature, then filtering is successively cleaned with water, methanol, finally 55
It is dried in vacuum overnight under the conditions of DEG C temperature；
B, with 1:Water, methanol are mixed to form mixed solvent by 3 volume ratio, will be shunk through step a by butanediol two sweet
The oily processed silicon ball of ether is added in the mixed solvent, ultrasound suspending, and it is mono- that 3.56g is added in nitrogen protection and be protected from light under the conditions of
Then body Dopamine hydrochloride reacts 3h under the conditions of 80 DEG C of temperature, filtering, and successively with water, methanol, rinse well, 55
DEG C temperature under the conditions of be dried in vacuum overnight；
C, successively according to step a, b, repetitive cycling is reacted 3 times under the same conditions, and it is efficient to obtain dendroid mixed mode
Liquid chromatography stuffing.
3, a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine is based in high performance liquid chromatography
The application of hydrophobic effect separating hydrophobicity substance.
4, a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine is based in high performance liquid chromatography
The application of hydrophilic interaction Separation of Hydrophilic substance.
5, a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine is based in high performance liquid chromatography
The application of ion exchange separation acidic materials.
6, a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine is based in high performance liquid chromatography
The application of electrostatic repulsion separation alkaline matter.
The beneficial effects of the present invention are：
1, the invention discloses a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine, both has silicon
The excellent physicals structures such as high mechanical strength, physics and the chemical property of glue filler be good have also combined the object dendrimer tool of modification
Have the characteristics that a large amount of surface functional groups, highly branched, symmetrical, so as to provide it is highdensity it is hydrophobic, it is hydrophilic and it is negative from
Sub- cation exchange groups.
2, the preparation side of the invention discloses a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine
Method, preparation method is simple, strong operability.
3, the invention discloses a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine is in positive/anti-
Application under phase/ion exchange mode has many advantages, such as that separating rate is fast, separation selectivity is high, can greatly enhance chromatography
Separating capacity, make up single chromatogram mode complex sample analysis in deficiency, have hydrophobic effect, hydrophilic interaction, from
Sub- exchange interaction and electrostatic repulsion.
Detailed description of the invention
In order to keep the purpose of the present invention, technical scheme and beneficial effects clearer, the present invention provides following attached drawing：
Fig. 1 is the preparation flow figure of the dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine；
Fig. 2 is the thermogravimetric of each substance in the dendroid mixed mode efficient liquid phase chromatographic stuffing preparation process based on dopamine
Analysis chart；
Fig. 3 is the infrared of each substance in the dendroid mixed mode efficient liquid phase chromatographic stuffing preparation process based on dopamine
Spectrum analysis figure；
Fig. 4 is chromatographic fractionation figure (a) and retention time of the alkyl benzene lyophobic dust in performance liquid chromatographic column
With the trend chart (b) when ethane nitrile content increases in mobile phase；
When Fig. 5 is chromatographic fractionation figure (a) of the multiring aromatic hydrocarbon lyophobic dust in performance liquid chromatographic column and retains
Between in mobile phase ethane nitrile content increase when trend chart (b)；
Fig. 6 be chromatographic fractionation figure (a) of the biphenyl class lyophobic dust in performance liquid chromatographic column and retention time with
The trend chart (b) when ethane nitrile content increases in mobile phase；
Fig. 7 is the chromatographic fractionation figure (a) and reservation of nucleosides and base class hydroaropic substance in performance liquid chromatographic column
Time is with the trend chart (b) when ethane nitrile content increases in mobile phase；
Fig. 8 be chromatographic fractionation figure (a) of the flavonoids hydroaropic substance in performance liquid chromatographic column and retention time with
The trend chart (b) when ethane nitrile content increases in mobile phase；
Fig. 9 be chromatographic fractionation figure (a) of the fragrant acids acidic materials in performance liquid chromatographic column and retention time with
Mobile phase pH variation when trend chart (b)；
Figure 10 be chromatographic fractionation figure (a) of the phenol acidic materials in performance liquid chromatographic column and retention time with
Trend chart (b) when mobile phase pH changes；
Figure 11 be chromatographic fractionation figure (a) of the phenyl amines alkaline matter in performance liquid chromatographic column and retention time with
Trend chart (b) when mobile phase pH changes.
Specific embodiment
Below by a preferred embodiment of the present invention will be described in detail.The experiment of actual conditions is not specified in embodiment
Method, usually according to conventional conditions or according to the manufacturer's recommendations.
Embodiment 1
1, silicon ball amination is handled：(1) silicon ball 2.5g is weighed, is stirred under the conditions of 90 DEG C with 75mL HCl (1mol/L) anti-
3h is answered, filters, with pure water washing to neutrality, is then dried in vacuum overnight under the conditions of 150 DEG C, the silicon ball activated
(Sil), spare；(2) 3- ammonia will be added under nitrogen protection through the processed silicon ball dry toluene ultrasound suspending of step (1)
Propyl-triethoxysilicane (APTES) 1.87mL (0.2M), reacts 12h at 110 DEG C, then filters successively with water, methanol, third
Ketone cleaning, is then dried in vacuum overnight under the conditions of 55 DEG C, obtains the amidized silicon ball (Sil-NH of product2)；
2, Silica Surface modifies dendrimer：(1) butanediol two is added with water ultrasound suspending in the silicon ball after taking amination
Glycidol ether (BDDE) 3.45mL (0.47M), is stirred to react 3h at 80 DEG C, and filtering is successively cleaned, then with water, methanol
It is dried in vacuum overnight to obtain product Sil-BDDE under the conditions of 55 DEG C；(2) silicon ball after answering is negated, with first alcohol and water with volume ratio
1:3 mixing are used as mixed solvent, and in nitrogen protection and dopamine 3.56g (0.47M) is added under the conditions of be protected from light, stirs at 80 DEG C
3h is reacted, filtering is successively cleaned with water, methanol, is then dried in vacuum overnight under the conditions of 55 DEG C, obtains product Sil-G1-
BDDE-DA；(3) reaction 3 times successively is repeated by (1), (2) step, filtering is successively cleaned with water, methanol, then in 55 DEG C of conditions
Under be dried in vacuum overnight, respectively obtain product Sil-G2-BDDE-DA, Sil-G3-BDDE-DA, Sil-G4-BDDE-DA.
A kind of preparation of the dendroid mixed mode efficient liquid phase chromatographic stuffing (Sil-G4-BDDE-DA) based on dopamine
Flow chart is as shown in Figure 1, wherein Sil is the silicon ball of activation, and APTES is 3- aminopropyl triethoxysilane, and BDDE is butanediol
Diglycidyl ether.
Elemental analysis (table 1), thermogravimetric analysis (Fig. 2) and infrared spectrum analysis are carried out to the silicon ball after silicon ball and modification respectively
(Fig. 3), it is provable will to be based on dopamine by preparation method of the invention according to elemental analysis and pattern analysis results
Dendrimer be successfully bonded to silicon ball surface.
Silicon ball elemental analysis result after 1 silicon ball of table and modification
The chromatographic performance of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine is evaluated
The principle of positive phase separation：Using the filler as the stationary phase of performance liquid chromatographic column, when acetonitrile contains in mobile phase
When amount increases, the retention time of hydrophilic substance increases；The principle of inverting function：Using the filler as performance liquid chromatographic column
Stationary phase, when ethane nitrile content increases in mobile phase, the retention time of hydrophobic substance is reduced；The principle of ion exchange：It will
Stationary phase of the filler as performance liquid chromatographic column, when the pH of mobile phase is gradually increased, acidic materials fragrance acids, benzene
The retention time of phenolic substances increases；The principle of electrostatic repulsion：Using the filler as the fixation of performance liquid chromatographic column
Phase, when the pH of mobile phase is gradually increased, the retention time of alkaline matter aniline category matter increases.
Using the mixed mode efficient liquid phase chromatographic stuffing of synthesis as stationary phase, efficient liquid phase is prepared with high-pressure homogenization
The specification of chromatographic column, chromatographic column is：Internal diameter:4.6mm；Column length:150mm；
When investigating retention mechanism of the alkyl benzene lyophobic dust in stationary phase, liquid chromatogram performance such as a institute in Fig. 4
Show；Mobile phase：Acetonitrile：Water volume ratio=30:70；Flow velocity：1.0mL/min；UV Detection wavelength：214nm；Temperature：30℃；Detection
Object：1 toluene, 2 ethylbenzene, 3 cumenes, 4 n-butylbenzenes, 5 penta benzene；When alkyl benzene lyophobic dust retains in stationary phase
Between in mobile phase ethane nitrile content increase when variation tendency as shown in b in Fig. 4.
When investigating retention mechanism of the multiring aromatic hydrocarbon lyophobic dust in stationary phase, a in liquid chromatogram performance such as Fig. 5
It is shown；Mobile phase：Acetonitrile：Water volume ratio=40:60；Flow velocity：1.0mL/min；UV Detection wavelength：254nm；Temperature：30℃；Inspection
Survey object：1 benzene, 2 naphthalenes, 3 fluorenes, 4 anthracenes, 5 benzophenanthrenes；Multiring aromatic hydrocarbon lyophobic dust in stationary phase retention time with flowing
Variation tendency when ethane nitrile content increases in phase is as shown in b in Fig. 5.
When investigating retention mechanism of the position isomer of biphenyl class lyophobic dust in stationary phase, liquid chromatogram performance
As shown in a in Fig. 6；Mobile phase：Acetonitrile：Water volume ratio=30:70；Flow velocity：1.0mL/min；UV Detection wavelength：254nm；Temperature
Degree：30℃；Test object：1 ortho-terphenyl, 2 meta-terphenyls, 3 para-terpheny, 4 benzophenanthrenes；Its in stationary phase retention time with
Variation tendency when ethane nitrile content increases in mobile phase as shown in b in Fig. 6.
When investigating the retention mechanism of nucleosides and base class hydroaropic substance in stationary phase, liquid chromatogram performance such as Fig. 7
Shown in middle a；Mobile phase：Acetonitrile：Water volume ratio=10:90；Flow velocity：1.0mL/min；UV Detection wavelength：260nm；Temperature：30
℃；Test object：1 cytimidine, 2 adenosines, 3 uridines, 4 thiocarbamides, 5 adenines, 6 uracils；Its in stationary phase retention time with
Variation tendency when ethane nitrile content increases in mobile phase as shown in b in Fig. 7.
When investigating retention mechanism of the flavonoids hydroaropic substance in stationary phase, liquid chromatogram performance such as a institute in Fig. 8
Show；Mobile phase：Acetonitrile：0.5% formic acid volume ratio=80:20；Flow velocity：1.0mL/min；UV Detection wavelength：254nm；Temperature：30
℃；Test object：1 phytolaccanine, 2 Quercetins, 3 diosmetins, 4 Isorhamnetins, 5 rutins, 6 Kaempferols, 7 myricetins；It is solid
Retention time in phase is determined as the variation tendency in mobile phase when ethane nitrile content increase is as shown in b in Fig. 8.
When investigating retention mechanism of the fragrant acids acidic materials in stationary phase, a in liquid chromatogram performance such as Fig. 9 at this time
It is shown；Mobile phase：Acetonitrile：80mM ammonium formate volume ratio=80:20；Flowing phase pH value=6；Flow velocity：1.0mL/min；UV detection
Wavelength：240nm；Temperature：30℃；Test object：1 benzoic acid, 2 m-hydroxybenzoic acids, 3 P-hydroxybenzoic acid, 4 p-nitrophenyl first
Acid, the variation tendency that retention time changes with mobile phase pH in stationary phase is as shown in b in Fig. 9.
When investigating retention mechanism of the phenol acidic materials in stationary phase, a in liquid chromatogram performance such as Figure 10 at this time
It is shown；Mobile phase：Acetonitrile：40mM ammonium formate volume ratio=40:60；Flowing phase pH value=5；Flow velocity：1.0mL/min；UV detection
Wavelength：254nm；Temperature：30℃；Test object：1 phenol, 2 resorcinols, 3 pyrogaelols, 4 bisphenol-As, 4 1,3- bis-
Hydroxyl naphthalene, the variation tendency that retention time changes with mobile phase pH in stationary phase is as shown in b in Figure 10.
When investigating retention mechanism of the phenyl amines alkaline matter in stationary phase, a in liquid chromatogram performance such as Figure 11 at this time
It is shown；Mobile phase：Acetonitrile：40mM ammonium formate volume ratio=40:60；Flowing phase pH value=6；Flow velocity：1.0mL/min；UV detection
Wavelength：254nm；Temperature：30℃；Test object：1 benzene methanamine, 2 1,4- phenylenediamines, 3 1,2- phenylenediamines, 4 naphthalidines, 5 two
Aniline；Its variation tendency that retention time changes with mobile phase pH in stationary phase is as shown in b in Figure 11.
By a kind of provable dendroid mixed mode high performance liquid chromatography based on dopamine disclosed by the invention of Fig. 4-11
Filler can play hydrophobic effect, hydrophilic interaction, ion exchange and electrostatic row as the stationary phase of high performance liquid chromatography
Reprimand effect has good separating effect to lyophobic dust, hydroaropic substance and acidity, alkaline matter.
Finally, it is stated that preferred embodiment above is only used to illustrate the technical scheme of the present invention and not to limit it, although logical
It crosses above preferred embodiment the present invention is described in detail, however, those skilled in the art should understand that, can be
Various changes are made to it in form and in details, without departing from claims of the present invention limited range.
Claims (10)
1. a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine, which is characterized in that the filler is silicon
Ball surface circulation modification dendrimer, the dendrimer are a kind of polymer based on dopamine, the dendroid point
The general structure of son is as follows：
2. a kind of preparation method of the dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine described in claim 1,
It is characterized in that, the described method comprises the following steps：
(1) silicon ball amination is handled：Silicon ball surface is carried out with silylating reagent again after being activated using acid to silicon ball
Amination processing, obtains amidized silicon ball；
(2) silicon ball surface modifies dendrimer：Monomer butanediol diglycidyl ether and monomer dopamine are made in step (1)
The amidized silicon ball surface obtained is copolymerized, and obtains a kind of dendroid mixed mode high-efficient liquid phase color based on dopamine
Compose filler.
3. a kind of preparation of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine according to claim 2
Method, it is characterised in that：The step (1) and the step (2) carry out in a solvent, and the solvent includes dry toluene, first
One or both of alcohol and water.
4. a kind of preparation of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine according to claim 2
Method, it is characterised in that：The partial size of step (1) described silicon ball is 2-10 μm, and aperture isThe acid is hydrochloric acid, institute
Stating silylating reagent is 3- aminopropyl triethoxysilane.
5. a kind of preparation of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine according to claim 2
Method, it is characterised in that：The concrete operation step of step (1) silicon ball amination processing is：
A, by 2.5g silicon ball, ultrasound makes it be uniformly dispersed in the HCl solution that 75mL concentration is 1mol/L, in 90 DEG C of temperature strip
Under part, it is stirred to react 3h, is filtered after reaction, is washed with water to neutrality, be dried in vacuum overnight and activated under the conditions of 150 DEG C
Silicon ball；
B, the silicon ball by the obtained activation of step a is added in dry toluene, and 1.87mL is added in ultrasound suspending under nitrogen protection
3- aminopropyl triethoxysilane, 110 DEG C at a temperature of react 12h, then filter, then successively clear with water, methanol, acetone
It washes, finally vacuum drying obtains amidized silicon ball under the conditions of 55 DEG C of temperature.
6. a kind of preparation of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine according to claim 2
Method, it is characterised in that：The concrete operation step of step (2) silicon ball surface modification dendrimer is：
A, amidized silicon ball made from step (1) is added to the water, ultrasound suspending, 3.45mL monomer butanediol two is added and shrinks
Glycerin ether is stirred to react 3h under the conditions of 80 DEG C of temperature, then filtering is successively cleaned with water, methanol, finally in 55 DEG C of temperature
It is dried in vacuum overnight under the conditions of degree；
B, with 1:Water, methanol are mixed to form mixed solvent by 3 volume ratio, will pass through butanediol diglycidyl ether through step a
Processed silicon ball is added in the mixed solvent, ultrasound suspending, and 3.56g monomer salt is added in nitrogen protection and be protected from light under the conditions of
Then sour dopamine reacts 3h under the conditions of 80 DEG C of temperature, filtering, and successively with water, methanol, rinse well, at 55 DEG C
It is dried in vacuum overnight under the conditions of temperature；
C, according to step a, b sequence, repetitive cycling is reacted 3 times under the same conditions, obtains dendroid mixed mode efficient liquid phase
Chromatograph packing material.
7. a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine described in claim 1 is in efficient liquid phase
Application based on hydrophobic effect separating hydrophobicity substance in chromatography.
8. a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine described in claim 1 is in efficient liquid phase
Application based on hydrophilic interaction Separation of Hydrophilic substance in chromatography.
9. a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine described in claim 1 is in efficient liquid phase
Application based on ion exchange separation acidic materials in chromatography.
10. a kind of dendroid mixed mode efficient liquid phase chromatographic stuffing based on dopamine described in claim 1 is in efficient liquid
Application based on electrostatic repulsion separation alkaline matter in phase chromatography.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810796752.1A CN108906009A (en) | 2018-07-19 | 2018-07-19 | A kind of dendroid mixed mode efficient liquid phase chromatographic stuffing and its preparation method and application based on dopamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810796752.1A CN108906009A (en) | 2018-07-19 | 2018-07-19 | A kind of dendroid mixed mode efficient liquid phase chromatographic stuffing and its preparation method and application based on dopamine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108906009A true CN108906009A (en) | 2018-11-30 |
Family
ID=64416409
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810796752.1A Pending CN108906009A (en) | 2018-07-19 | 2018-07-19 | A kind of dendroid mixed mode efficient liquid phase chromatographic stuffing and its preparation method and application based on dopamine |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108906009A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109394558A (en) * | 2018-11-16 | 2019-03-01 | 西南医科大学 | A kind of method of preparation and the hair dyeing of imitative melanin hair dyed agent |
| CN115624960A (en) * | 2022-11-26 | 2023-01-20 | 郑州大学 | Mixed-mode chromatographic stationary phase and preparation method and application thereof |
| CN116037083A (en) * | 2023-01-10 | 2023-05-02 | 中国海洋大学 | Polymer microsphere liquid chromatographic column containing capsaicin functional structure, preparation method and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0651797B2 (en) * | 1985-11-20 | 1994-07-06 | 忠一 平山 | Crosslinked spherical particles of polyamino acid and method for producing the same |
| WO2015109068A1 (en) * | 2014-01-16 | 2015-07-23 | W. R. Grace & Co.-Conn. | Affinity chromatography media and chromatography devices |
| CN107126943A (en) * | 2017-05-25 | 2017-09-05 | 华东理工大学 | Phenyl boric acid modified silica-gel function chromatograph packing material, preparation method and application |
-
2018
- 2018-07-19 CN CN201810796752.1A patent/CN108906009A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0651797B2 (en) * | 1985-11-20 | 1994-07-06 | 忠一 平山 | Crosslinked spherical particles of polyamino acid and method for producing the same |
| WO2015109068A1 (en) * | 2014-01-16 | 2015-07-23 | W. R. Grace & Co.-Conn. | Affinity chromatography media and chromatography devices |
| CN107126943A (en) * | 2017-05-25 | 2017-09-05 | 华东理工大学 | Phenyl boric acid modified silica-gel function chromatograph packing material, preparation method and application |
Non-Patent Citations (4)
| Title |
|---|
| QIAOLI ZHOU ET AL.: "polydopamine-functionalized monolithic silica column for mixed-mode chromatography", 《JOURNAL OF SEPARATION SCIENCE》 * |
| YUN LI ET AL.: "New reversed-phase/anion-exchange/hydrophilic interaction mixed-mode stationary phase based on dendritic polymer-modified porous silica", 《JOURNAL OF CHROMATOGRAPHY A》 * |
| 孔令义: "《天然药物化学（第2版）》", 31 August 2018, 北京：中国医药科技出版社 * |
| 轻工业标准化编辑出版委员会: "《中国轻工业标准汇编. 化妆品卷（第二版）》", 31 May 2012, 北京：中国轻工业出版社 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109394558A (en) * | 2018-11-16 | 2019-03-01 | 西南医科大学 | A kind of method of preparation and the hair dyeing of imitative melanin hair dyed agent |
| CN115624960A (en) * | 2022-11-26 | 2023-01-20 | 郑州大学 | Mixed-mode chromatographic stationary phase and preparation method and application thereof |
| CN115624960B (en) * | 2022-11-26 | 2023-11-21 | 郑州大学 | Mixed mode chromatographic stationary phase and preparation method and application thereof |
| CN116037083A (en) * | 2023-01-10 | 2023-05-02 | 中国海洋大学 | Polymer microsphere liquid chromatographic column containing capsaicin functional structure, preparation method and application thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN108906009A (en) | A kind of dendroid mixed mode efficient liquid phase chromatographic stuffing and its preparation method and application based on dopamine | |
| CN101274272B (en) | Olig-(polyethylene glycol) bonding silica-gel stationary phase and method for preparing the same | |
| CN103028383B (en) | Silica gel chromatography packing and preparation method thereof | |
| CN104084178B (en) | POSS hybridization capillary tube monolithic column fixes phase and preparation method thereof | |
| CN104028007B (en) | A kind of imidazole ion liquid capillary monolithic column and preparation thereof and application | |
| CN102101047B (en) | Amide chromatographic stationary phase and preparation method thereof | |
| CN103285840B (en) | Embedded triazine ring amide silica gel stationary phase for liquid chromatograph and preparation method thereof | |
| CN101864021A (en) | Preparation method of nanometer silicon gel surface gastrodin molecular engram polymers | |
| CN105536747A (en) | Intelligent response liquid chromatogram filling material and preparation method thereof | |
| CN105833849A (en) | Anti-phase-strong cation exchange mixing mechanism chromatographic stationary phase preparation method | |
| CN105675759A (en) | Separation and detection method of BPA (bisphenol A) | |
| Monde et al. | High-performance liquid chromatographic separation of phenols on a fluorocarbon-bonded silica gel column | |
| CN108906008B (en) | Multidentate amino polarity embedded type mixed mode high performance liquid chromatography packing and preparation method and application thereof | |
| CN104289209B (en) | A kind of WCX/HIC for Separation of Proteins difunctional mixed model polymeric matrix chromatographic stationary phases and preparation method thereof | |
| CN106084232B (en) | The preparation and application of fluorescence magnetic graphite oxide alkenyl 4- chlorophenol molecularly imprinted polymer | |
| JP2007064950A (en) | Method and system for analysis of sulfation glycolipid | |
| CN1864852A (en) | A method for preparing chromatogram stationery phase of rhein linked silica gel | |
| CN103316642B (en) | Chitosan-derived calixarene [4] bonded silica gel stationary phase and its preparation method and application thereof | |
| CN102101046A (en) | Carbamido chromatograph stationary phase and preparation method thereof | |
| CN110483803A (en) | The application of supermolecule organic frame and its absorption organic dyestuff of the one kind based on twin columns [5] aromatic hydrocarbons | |
| CN110585758A (en) | Construction method of selectable array type analysis platform based on solid-phase microextraction of various template molecularly imprinted polymers | |
| CN106947038B (en) | Molecular imprinting stirring rod and preparation method thereof | |
| CN105618012A (en) | Organic-inorganic hybrid integrated separation material preparation method | |
| CN106008982A (en) | Preparation method of boric acid silica gel pretreatment material | |
| CN103721690B (en) | The application of N-ferrocenyl (benzoyl group)-phenyalanine methyl ester bonded silica gel stationary phase in the liquid chromatogram of organic compound is separated |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20181130 |
|
| RJ01 | Rejection of invention patent application after publication |