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

Perylene diimide bridged bis-beta-cyclodextrin stationary phase and preparation method and application thereof

A technology of perylene diimide-based bridge and cyclodextrin, which is applied in the field of chiral separation materials, can solve the problem of small improvement in stationary phase selectivity, unfavorable cyclodextrin inclusion effect, difficult to control quantity and site, etc. problem, to achieve good separation effect, improve synergistic inclusion and chiral separation ability, and good application prospects.

Active Publication Date: 2021-08-17
NANCHANG UNIV
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, if there are too few mono-derivatization groups, the effect of improving the selectivity of the stationary phase is small; partial derivatization is not easy to control the number and sites of participating reactive groups, and the chromatographic reproducibility is poor; full derivatization makes the original hydroxyl groups almost completely covered. Replacement, resulting in damage to the hydrogen bond, congestion of the cyclodextrin port, etc., which is not conducive to fully exerting the inclusion effect of the cyclodextrin

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
  • Perylene diimide bridged bis-beta-cyclodextrin stationary phase and preparation method and application thereof
  • Perylene diimide bridged bis-beta-cyclodextrin stationary phase and preparation method and application thereof
  • Perylene diimide bridged bis-beta-cyclodextrin stationary phase and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] A preparation method of perylene diimide bridged double β-cyclodextrin stationary phase, comprising the following steps:

[0027] (1) Mix 1.7mmol 6-monoethylenediamine-β-cyclodextrin, 0.7mmol perylenetetracarboxylic dianhydride, 1.0mmol anhydrous zinc acetate and 120mL pyridine, stir to form a homogeneous solution, and under nitrogen protection, React in an oil bath at 100°C for 48 hours, then distill off the solvent under reduced pressure, add 100mL of water to dissolve the solid residue, filter, collect the filtrate, concentrate the filtrate to 1 / 3 of the original volume, add methanol to produce a large amount of precipitation, suction filter, vacuum the solid After drying, a purple-red product (perylene diimide bridged bis-cyclodextrin) was obtained;

[0028] (2) Dissolve the bridged bis-β-cyclodextrin synthesized above in 40 mL of anhydrous N,N-dimethylformamide (DMF) under magnetic stirring, and slowly add 3-isocyanato group at room temperature Propyltriethoxysila...

Embodiment 2

[0034] A preparation method of perylene diimide bridged double β-cyclodextrin stationary phase, comprising the following steps:

[0035] (1) Mix 2.0mmol 6-monoethylenediamine-β-cyclodextrin, 1.0mmol perylenetetracarboxylic dianhydride, 1.0mmol anhydrous zinc acetate and 120mL pyridine, stir to form a homogeneous solution, and under nitrogen protection, React in an oil bath at 100°C for 48 hours, then distill off the solvent under reduced pressure, add 100mL of water to dissolve the solid residue, filter, collect the filtrate, concentrate the filtrate to 1 / 3 of the original volume, add methanol to produce a large amount of precipitation, suction filter, vacuum the solid After drying, a purple-red product (perylene diimide bridged bis-cyclodextrin) was obtained;

[0036] (2) Dissolve the bridged bis-β-cyclodextrin synthesized above in 40 mL of anhydrous N,N-dimethylformamide (DMF) under magnetic stirring, and slowly add 3-isocyanato group at room temperature Propyltriethoxysila...

Embodiment 3

[0042] A preparation method of perylene diimide bridged double β-cyclodextrin stationary phase, comprising the following steps:

[0043] (1) Mix 2.3mmol 6-monoethylenediamine-β-cyclodextrin, 1.3mmol perylenetetracarboxylic dianhydride, 1.0mmol anhydrous zinc acetate and 120mL pyridine, stir to form a homogeneous solution, and under nitrogen protection, React in an oil bath at 100°C for 48 hours, then distill off the solvent under reduced pressure, add 100mL of water to dissolve the solid residue, filter, collect the filtrate, concentrate the filtrate to 1 / 3 of the original volume, add methanol to produce a large amount of precipitation, suction filter, vacuum the solid After drying, a purple-red product (perylene diimide bridged bis-cyclodextrin) was obtained;

[0044] (2) Dissolve the bridged bis-β-cyclodextrin synthesized above in 40 mL of anhydrous N,N-dimethylformamide (DMF) under magnetic stirring, and slowly add 3-isocyanato group at room temperature Propyltriethoxysila...

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 discloses a perylene diimide bridged bis-beta-cyclodextrin stationary phase and a preparation method and application thereof.The perylene diimide bridged bis-beta-cyclodextrin stationary phase is prepared with perylene diimide bridged bis-beta-cyclodextrin as a ligand and SBA-15 as a silica gel matrix, and the preparation method is simple in process, mild in condition, green, non-toxic and good in reproducibility; and the prepared perylene diimide bridged bis-beta-cyclodextrin stationary phase has better enantioselectivity, more stable chromatographic performance and better synergistic inclusion and chiral separation capability, can simultaneously split acidic, alkaline, neutral and amphoteric chiral compounds, can be suitable for various chromatographic modes, is a high-efficiency multifunctional chiral separation material, and has a good application prospect in the field of separation of chiral drugs and pesticides.

Description

technical field [0001] The invention belongs to the field of chiral separation materials, and in particular relates to a perylene diimide bridging double β-cyclodextrin stationary phase and a preparation method and application thereof. Background technique [0002] Chirality is a common phenomenon in nature, and chiral substances also widely exist in nature, which have a wide range of applications in chemistry, medicine, food, pesticides, etc. Although the enantiomers of chiral substances are similar in structure, they show obvious differences in physiological activity, biological toxicity and pharmacokinetics. Often only one of the enantiomers has the corresponding activity, while the other enantiomers have the corresponding activity. Enantiomers are not only inactive, but may even exhibit toxic side effects. [0003] In 1992, the US FDA implemented strict standards for the declaration and production of chiral drugs, and then Canada, Japan and the European Union implemente...

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): B01J20/26B01J20/29B01J20/30C08B37/16
CPCB01J20/29C08B37/0012B01J20/262
Inventor 李来生钟慧张天赐曾庆丽双亚洲李良
Owner NANCHANG UNIV
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