Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Sulfydryl Michael addition reaction-based silica gel matrix chromatography separation material and preparation thereof

A silica gel-based, chromatographic separation technology, applied in the field of silica gel-based chromatographic separation materials, achieves the effects of novel structure, wide application range, and simple and reliable preparation process

Active Publication Date: 2017-05-10
ACCHROM TECH (DALIAN) TECH CO LTD
View PDF6 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the use of mercapto-Michael addition reactions to prepare silica-based HPLC stationary phases has not yet been reported.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Sulfydryl Michael addition reaction-based silica gel matrix chromatography separation material and preparation thereof
  • Sulfydryl Michael addition reaction-based silica gel matrix chromatography separation material and preparation thereof
  • Sulfydryl Michael addition reaction-based silica gel matrix chromatography separation material and preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Weigh 20g spherical mesoporous silica gel (particle size is 5μm, pore size is 10nm, specific surface area is 300m 2 / g) In a 500 mL glass flask, add 200 mL of 10% hydrochloric acid solution by volume, reflux at 110° C. for 24 hours, and cool to room temperature. Filter, wash with water until neutral, and dry at 150°C for 24 hours. Under a nitrogen atmosphere, 150 mL of anhydrous toluene was added to dry silica gel, and after stirring evenly, 10 mL of trimethoxymercaptopropylsilane and 4 mL of pyridine were added, and stirred at reflux at 110°C for 24 hours. After the reaction system was cooled to room temperature, it was washed with toluene, methanol, water, tetrahydrofuran and methanol in sequence, and dried at 80° C. for 12 hours to obtain mercapto silica gel. Under a nitrogen atmosphere, take 13.5 g of [3-(3-acrylamidopropyl) dimethylamine] propanesulfonic acid and place it in a 150 mL three-necked round bottom flask, add 45 mL of water, and stir until the solid is ...

Embodiment 2

[0034] Weigh 10g of spherical mesoporous silica gel (particle size is 5 μm, pore size is 30nm, specific surface area is 75m2 / g) In a 250 mL glass flask, add 100 mL of 10% nitric acid solution by volume, reflux at 100° C. for 24 hours, and cool to room temperature. Filter, wash with water until neutral, and dry at 150°C for 24 hours. Under a nitrogen atmosphere, 80 mL of anhydrous toluene was added to the dry silica gel, and after stirring evenly, 2 mL of trimethoxymercaptopropylsilane and 0.5 mL of pyridine were added, and the mixture was refluxed and stirred at 110° C. for 24 hours. After the reaction system was cooled to room temperature, it was washed with toluene, methanol, water, tetrahydrofuran and methanol in sequence, and dried at 80° C. for 12 hours to obtain mercapto silica gel. Under a nitrogen atmosphere, add 30 mL of water and 1 g of maleimide biotin into a 50 mL three-necked round bottom flask, and stir until completely dissolved. 100 mg of catalyst [tris(2-car...

Embodiment 3

[0036] The difference from Example 1 is that 3-mercaptopropyltriethoxysilane is used instead of 3-mercaptopropyltrimethoxysilane, and the synthesis steps of Example 1 are followed to obtain a zwitterionic hydrophilic interaction chromatography stationary phase.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a silica gel matrix high-performance liquid chromatography separation material. An electron deficient alkene monomer and sulfydryl silica gel are subjected to sulfydryl Michael addition to form a hydrophilic interaction chromatography stationary phase, a reversed phase chromatography stationary phase and an affinity chromatography stationary phase, and the structural formula is as shown in the description, wherein SiO2 is mesoporous silica gel or non-porous silica gel, R-X represents one of formulas as shown in the description, and X represents one of a polar functional group, a non-polar functional group or an affinity functional group. The chromatography separation material provided by the invention has a novel structure, contains a characteristic thioether functional group, also contains an amide, ester, sulfone or succinimide functional group, and can serve as a stationary phase of reversed phase chromatography, hydrophilic interaction chromatography or affinity chromatography to provide different action forces and improve the separation selectivity of the chromatography material. A preparation method provided by the invention is simple and efficient, and the obtained stationary phase has the advantages of large bonding amount, high stability and the like.

Description

technical field [0001] The invention relates to a silica gel matrix chromatographic separation material, in particular to a silica gel matrix high performance liquid chromatography separation material based on mercapto-Michael addition reaction and a preparation method thereof. [0002] technical background [0003] Silica gel-based chromatographic stationary phase is the main body of modern high-performance liquid chromatography separation materials. The high-efficiency and high-selectivity modification of the surface of silica gel is the basis and guarantee for the effective immobilization of different functional groups, which is conducive to reducing the occurrence of side reactions and increasing the bonding amount of functional groups. The "click chemistry" strategy has the advantages of simplicity, high efficiency, high selectivity, and high conversion rate [Sharpless, K.B. et al., Angew. Chem. Int. Ed., 2001, 40, 2004-2021], which is very suitable for the preparation o...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): B01J20/286B01J20/287B01J20/283B01J20/30B01J20/22
CPCB01J20/22B01J20/283B01J20/286B01J20/287B01J2220/4806B01J2220/4812
Inventor 梁鑫淼沈爱金郭志谋俞冬萍闫竞宇
Owner ACCHROM TECH (DALIAN) TECH CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com