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

Activity-controllable catalysis system for catalyzing inner ester ring opening polymerization

A ring-opening polymerization and catalytic system technology, applied in the field of active controllable polymerization catalytic system, can solve the problems of low polymer molecular weight, large amount of catalyst, wide molecular weight distribution, etc., and achieve wide substrate applicability, narrow molecular weight distribution, The effect of using less

Active Publication Date: 2017-05-31
JILIN UNIV
View PDF3 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The current technical status is that the reaction conditions are harsh, such as the reaction requires heating, the amount of catalyst used is large (the molar ratio of monomer to catalyst is generally about 100:1), and the use of precious metal catalysis is often accompanied by side reactions of transesterification. Not high, mostly between 2 and 100,000 g / mol, and the molecular weight distribution is wide (Robert M. Waymouth et al., Angew. Chem. Int. Ed. 2011, 50, 6388–6391; Didier Bourissou et al. Soc.2013,135,13306-13309; Andrew P.Dove et al., J.Am.Chem.Soc.,2015,137,14439–14445; Lang Jianping CN201510488607.3)

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
  • Activity-controllable catalysis system for catalyzing inner ester ring opening polymerization
  • Activity-controllable catalysis system for catalyzing inner ester ring opening polymerization
  • Activity-controllable catalysis system for catalyzing inner ester ring opening polymerization

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] A kind of specific synthetic method of Lewis base described in embodiment 1 present invention

[0053] Synthesis of 1,3-Dimethyl-4,5-diphenyl-2-(2-propenyl)-2,3-dihydro-1H-imidazole.

[0054] 1) Synthesis of 2-isopropyl-4,5-diphenyl-1H-imidazole

[0055]

[0056] Take ammonium acetate (7.7g, 99.9mmol) in a 250mL pressure-resistant reaction flask, add methanol (150mL) and cool to 0°C, add isobutyraldehyde (3.6g, 49.9mmol) and dibenzoyl (10.5g, 49.9mmol) . Seal the reaction bottle, put it into an oil bath at 120°C and stir for 3h. Cool, concentrate methanol in vacuo, filter, wash with ether (3 x 30 mL), collect an off-white solid and dry in vacuo (8.0 g, 61.0%). 1 H NMR (300MHz, DMSO-d 6 )δ11.92(s,1H,NH),7.48–7.16(m,10H,Ph),3.01(sept,J=7.1Hz,1H,CHMe 2 ), 1.31 (d, J=7.1Hz, 6H, CHMe 2 ).

[0057] 2) Synthesis of 1,3-dimethyl-2-isopropyl-4,5-diphenylimidazolium iodide salt

[0058]

[0059] Take 2-isopropyl-4,5-diphenylimidazole (8.0g, 30.5mmol) in a 250mL roun...

Embodiment 2

[0063] The ring-opening polymerization of embodiment 2 δ-valerolactone (δ-VL)

[0064] There are three feeding methods in the polymerization process: 1. Pre-mixing Lewis acid and Lewis base for 10 minutes, and then adding monomer; 2. Pre-mixing Lewis acid and monomer, and then adding Lewis base; 3. Pre-mixing Lewis base and monomer, and then Add Lewis acid. Regardless of the feeding method, the ring-opening polymerization of lactone can be well realized.

[0065] The polymerization reaction was carried out in a glove box, weighed δ-valerolactone (4.0g, 40mmol), put an appropriate amount of solvent in a 30ml reaction bottle (the total volume of the solution was 10mL), added Lewis base and Lewis acid respectively, and started timing , and stirred for a period of time until the monomer was completely converted, the reaction bottle was taken out of the glove box, and 5% HCl / methanol solution was added to terminate the polymerization reaction. The polymer was filtered off, washed...

Embodiment 3

[0072] The ring-opening polymerization of embodiment 3ε-caprolactone (ε-CL)

[0073] The polymerization reaction was carried out in a glove box, and an appropriate amount of solvent was weighed in a 30 milliliter reaction bottle (keeping the total solution volume at 10 mL), adding Lewis base and Lewis acid, stirring for 10 minutes, and then adding ε-caprolactone (4.56 g, 40mmol), and start timing, stirring for a period of time until the monomer is completely converted, the reaction bottle is taken out from the glove box, and 5% HCl / methanol solution is added to terminate the polymerization reaction. The polymer was filtered off, washed thoroughly with methanol, and dried under vacuum at 60°C to constant weight. The resulting polymer was 1 H / 13 CNMR identification, molecular weight and molecular weight distribution of the polymer were measured by gel permeation chromatography and laser light scattering. 1 HNMR (500MHz, Chloroform-d) δ4.06 (t, J = 6.7Hz, 2H), 2.30 (t, J = 7....

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 an activity-controllable catalysis system for catalyzing inner ester ring opening polymerization, and belongs to the technical field of macromolecular synthesis. Inner ester serving as a monomer raw material is subjected to ring opening polymerization under the synergetic catalysis of Lewis acid and Lewis alkali under a condition of no use of a solvent or use of an organic solvent. The activity-controllable catalysis system has the advantages of readily available raw material, convenience for operation, mild reaction condition, quickness, high conversion rate and the like; furthermore, the use amount of a catalyst is small; the molecular weight of an obtained polymer is controllable, and the molecular weight distribution is narrow; the activity-controllable catalysis system realizes activity-controllable polymerization, and can realize copolymerization among different inner esters.

Description

technical field [0001] The invention belongs to the technical field of polymer synthesis, and in particular relates to an activity-controllable polymerization catalyst system, which can be applied to the activity-controllable ring-opening polymerization of lactones and the copolymerization between different lactones. Background technique [0002] Aliphatic polyester is a kind of polymer with good biocompatibility and biodegradability. Because of its structural repeating unit, there are multiple repeating non-polar methylene groups and a polar ester group, so the material is also It has good flexibility and processability, exhibits good mechanical properties, and is widely used in food packaging, plastic films, medical materials and other fields, so it has attracted more and more attention. Therefore, aliphatic polyester has always been a research hotspot in related fields such as chemistry and medical polymer materials. [0003] At present, the synthesis of aliphatic polyes...

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): C08G63/87C08G63/84C08G63/83C08G63/08
CPCC08G63/08C08G63/823C08G63/87
Inventor 张越涛何江华王前义
Owner JILIN 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