Eureka AIR delivers breakthrough ideas for toughest innovation challenges, trusted by R&D personnel around the world.

Water-soluble copolymer immobilized L-proline catalyst and preparation method and application thereof

A technology of water-soluble copolymers and proline, which is applied in the direction of physical/chemical process catalysts, catalytic reactions, organic chemical methods, etc., can solve the problems of improved cycle performance, reduced catalytic activity and selectivity, and achieve excellent cycle Use performance, good catalytic performance, the effect of simple method

Active Publication Date: 2020-01-17
SHAANXI NORMAL UNIV
View PDF4 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The study proves that the use of amphiphilic polymer micelles as a carrier to immobilize L-proline to catalyze the asymmetric aldol reaction in water has become an effective strategy, but the catalytic activity and selectivity are reduced after recycling , its recycling performance needs to be improved

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
  • Water-soluble copolymer immobilized L-proline catalyst and preparation method and application thereof
  • Water-soluble copolymer immobilized L-proline catalyst and preparation method and application thereof
  • Water-soluble copolymer immobilized L-proline catalyst and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044]

[0045] 1. Dissolve CTA (6.552g, 18mmol), dry mPEG (4.0000g, 2mmol) and DMAP (0.2440g, 2mmol) in 60mL CH 2 Cl 2 After being completely dissolved, EDC (1.5336g, 8mmol) was added, reacted at 25°C for three days, and the insoluble matter was removed. The solution was concentrated and precipitated twice in ether, and the obtained solid was dissolved in 80mL CH 2 Cl 2 In, with saturated Na 2 CO 3 The aqueous solution was washed three times, and the obtained organic phase was dried over anhydrous sodium sulfate for 12 hours. Filtration, after rotary evaporation removes most of solvent, precipitate in excess glacial ether, obtain light yellow powder solid, the macromolecular chain transfer agent (mPEG) shown in formula I-1 33 -CTA).

[0046] 2. The mPEG 33 - CTA (0.4668g, 0.2mmol), DMAEMA (1.4444g, 9.2mmol), UPy-HEMA (0.3176g, 0.8mmol) and AIBN (0.0164g, 0.1mmol) were added to a 50mL Shrek tube, and 5mL DMSO was added Make it dissolve, freeze-thaw and degas three ti...

Embodiment 2

[0052]

[0053] 1. Dissolve CTA (7.2800g, 20mmol), dry mPEG (10.0000g, 5mmol) and DMAP (0.2440g, 2mmol) in 60mL CH 2 Cl 2 After being completely dissolved, EDC (1.9170g, 10mmol) was added, reacted at 25°C for three days, and the insoluble matter was removed. The solution was concentrated and precipitated twice in ether, and the obtained solid was dissolved in 80mL CH 2 Cl 2 In, with saturated Na 2 CO 3 The aqueous solution was washed three times, and the obtained organic phase was dried over anhydrous sodium sulfate for 12 hours. Filtration, after rotary evaporation removes most of solvent, precipitate in excess glacial ether, obtain light yellow powder solid, the macromolecular chain transfer agent (mPEG) shown in formula I-2 39 -CTA).

[0054] 2. The mPEG 39 -CTA (0.7002g, 0.3mmol), DMAEMA (1.5700g, 10mmol), UPy-HEMA (0.4367g, 1.1mmol) and AIBN (0.0164g, 0.1mmol) were added to a 50mL Shrek tube, and 5mL DMSO was added to make it Dissolve, freeze-thaw and degas thre...

Embodiment 3

[0058]

[0059] 1. Dissolve CTA (8.008g, 22mmol), dry mPEG (6.0000g, 3mmol) and DMAP (0.2440g, 2mmol) in 60mL CH 2 Cl 2 After being completely dissolved, EDC (2.3004g, 12mmol) was added, reacted at 25°C for three days, and the insoluble matter was removed. The solution was concentrated and precipitated twice in diethyl ether, and the obtained solid was dissolved in 80mL CH 2 Cl 2 In, with saturated Na 2 CO 3 The aqueous solution was washed three times, and the obtained organic phase was dried over anhydrous sodium sulfate for 12 hours. Filtration, after rotary evaporation removes most of solvent, precipitate in excess glacial ether, obtain light yellow powder solid, the macromolecular chain transfer agent (mPEG) shown in formula I-3 35 -CTA).

[0060] 2. The mPEG 35 -CTA (0.2334g, 0.1mmol), DMAEMA (1.4915g, 9.5mmol), UPy-HEMA (0.1985g, 0.5mmol) and AIBN (0.0164g, 0.1mmol) were added to a 50mL Shrek tube, and 5mL DMSO was added to make It was dissolved, degassed three...

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 water-soluble copolymer immobilized L-proline catalyst and a preparation method and an application thereof. A structural formula of the catalyst is as shown in the description; in the formula, x is an integer from 20 to 50, y1 is an integer from 60 to 100, y2 is an integer from 2 to 10, and z is an integer from 1 to 10; and the catalyst is an amphiphilic block copolymer formed by reversible addition-fragmentation chain transfer active free radical polymerization and immobilization of L-proline. The catalyst can be self-assembled in an aqueous solution to form a core-shell structure with a hydrophobic cavity and a hydrophilic shell under the interaction of multi-hydrogen-bond ureidopyrimidone units, and can be used for catalyzing asymmetric hydroxyaldehyde condensation reaction; a result shows that the conversion rate of catalyzing asymmetric aldol condensation reaction of p-nitrobenzaldehyde and cyclohexanone by the catalyst can reach 94%, the Anti / Syn value is 81 / 19, and the ee value is 90%; and the catalyst has the excellent recycling performance.

Description

technical field [0001] The invention belongs to the technical field of catalysts, and in particular relates to a water-soluble copolymer immobilized L-proline catalyst and a preparation method and application thereof. Background technique [0002] With the development of living-controlled polymerization and the design of specific sequence polymer architectures, numerous polymers with complex topologies have been realized. Due to the similarity between natural proteins and polymers, the controllable folding of polymers has attracted strong attention from researchers at home and abroad. The so-called foldable polymers generally refer to polymer nanoparticles formed by the collapse of intramolecular polymers, which are usually prepared from a single high molecular weight polymer precursor. Polymer precursors can be folded to form three-dimensional structures with hydrophobic compartments and hydrophilic shells, and artificial active centers can be constructed by introducing or...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C08F293/00C08F220/34C08F220/36C08F8/00B01J31/06C07C201/12C07C205/45
CPCC08F293/00C08F220/34C08F220/36C08F8/00B01J31/063C07C201/12C07C2601/14C07B2200/07B01J2231/342C07C205/45Y02P20/584Y02P20/55
Inventor 雷忠利周琪杨红
Owner SHAANXI NORMAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
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