Asymmetric anionic copolymerization method of methacrylate chiral polymer

A technology of methacrylic acid and methacrylamide, which is applied in the synthesis field of functional polymer materials, can solve the problems of less research on copolymerization systems, and achieve the effects of simple operation, easy realization and mature technology.

Active Publication Date: 2015-12-02
HARBIN ENG UNIV
View PDF1 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] All of the above studies have explored the bulky methacrylate monomers and their polymerization process through the homopolymerization method, but there are relatively few studies on the copolymerization system of such bulky monomers and other functional monomers (JAmChemSoc, 1995, 117 , 5377; ProcNatlAcadSciUSA, 2004, 101, 5461), and the research on the copolymerization behavior of chiral functional monomers and bulky methacrylates, and the composition and structure of such copolymers for their secondary structure and stereoregularity and optical activity have not been reported so far

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
  • Asymmetric anionic copolymerization method of methacrylate chiral polymer
  • Asymmetric anionic copolymerization method of methacrylate chiral polymer
  • Asymmetric anionic copolymerization method of methacrylate chiral polymer

Examples

Experimental program
Comparison scheme
Effect test

specific Embodiment approach 1

[0029] 1. Take 10.0g trityl chloride and fully dissolve it in toluene at room temperature, then N2 Add methacrylic acid (equal to trityl chloride equivalent) under protection, then drop triethylamine (control the dropping rate at 3 drops / second, 2.3 times the equivalent of trityl chloride), heat up to 80°C, Stir and reflux for 3.5 hours, stop the reaction and lower the temperature, wash with toluene, filter, rotary evaporate, and purify by recrystallization to finally obtain pure trityl methacrylate monomer with a yield of 60%.

[0030] 2. Add 0.5g of trityl methacrylate monomer into the polymerization tube under the protection of argon, and add 5mL of toluene (10 times the volume of the trityl methacrylate monomer) in the polymerization tube under the protection of argon. , 0.3mL chiral oxazoline monomer (the equivalent ratio with trityl methacrylate monomer is 1:1) and 0.3mL n-butyllithium anion initiator (control drop rate is 3 drops / second, two The ratio of the total amoun...

specific Embodiment approach 2

[0034] 1. Take 10.0g trityl chloride and fully dissolve it in toluene at room temperature, then N 2 Add methacrylic acid (equal to trityl chloride equivalent) under protection, then drop triethylamine (control the dropping rate at 2 drops / second, 2.3 times the equivalent of trityl chloride), heat up to 80°C, Stir and reflux for 4 hours, stop the reaction and lower the temperature, wash with toluene, filter, rotary evaporate, and purify by recrystallization to finally obtain pure trityl methacrylate monomer with a yield of 62%.

[0035] 2. Add 0.5g of trityl methacrylate monomer into the polymerization tube under the protection of argon, and add 5mL of toluene (10 times the volume of the trityl methacrylate monomer) in the polymerization tube under the protection of argon. , 0.3mL chiral oxazoline monomer (the equivalent ratio with trityl methacrylate monomer is 1:1) and 0.3mL n-butyllithium anion initiator (the control rate of addition is 1 drop / second, two The ratio of the t...

specific Embodiment approach 3

[0039] 1. Take 10.0g trityl chloride and fully dissolve it in toluene at room temperature, then N 2 Add methacrylic acid (equal to trityl chloride equivalent) under protection, then drop triethylamine (control the dropping rate at 2 drops / second, 2.3 times the equivalent of trityl chloride), heat up to 80°C, Stir and reflux for 4 hours, stop the reaction and lower the temperature, wash with toluene, filter, rotary evaporate, and purify by recrystallization to finally obtain pure trityl methacrylate monomer with a yield of 67%.

[0040] 2. Add 0.5g of trityl methacrylate monomer into the polymerization tube under the protection of argon, and add 5mL of toluene (10 times the volume of the trityl methacrylate monomer) in the polymerization tube under the protection of argon. , 0.3mL chiral oxazoline monomer (the equivalent ratio with trityl methacrylate monomer is 1:1) and 0.3mL n-butyllithium anion initiator (the control rate of addition is 1 drop / second, two The ratio of the t...

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 provides an asymmetric anionic copolymerization method of a methacrylate chiral polymer. The method comprises the following steps: reacting methacrylic acid with trityl chloride to generate a large-volume triphenylmethyl acrylate monomer, carrying out an asymmetric anionic copolymerization reaction on the large-volume triphenylmethyl acrylate monomer and a self-made chiral function monomer under specific anion conditions to obtain a large-volume methacrylate chiral polymer; and purifying the polymer to finally obtain a target product. The structural characterization and analysis of the obtained polymer are carried out by using nuclear magnetic resonance hydrogen spectrum (<1>H-NMR) and an element analysis technology to determine that the molecular structure of the polymer and proportions of all components of the polymer accord with design requirements. Performances of the synthesized copolymer are deeply analyzed through using a gel permeation chromatograph and a polarimeter to obtain the molecular weight of the novel chiral copolymer and the distribution thereof, and the optical active characteristics of the copolymer. The method has the advantages of clear and feasible synthesis route, manure process, simple operation, easy realization, and large-scale batch production.

Description

technical field [0001] The invention relates to a synthesis method of a functional polymer material, in particular to an asymmetric anion copolymerization method of a methacrylate chiral polymer. Background technique [0002] Due to the great potential in the fields of formation mechanism, stereoregularity, and asymmetric functionalization, the asymmetric synthesis of optically active polymers has become a research hotspot that polymer scientists have paid much attention to in recent years. Some unique bulky monomers, such as trityl methacrylate (TrMA) and its homologues, can not only form highly isotactic polymers through the initiation of butyllithium in anionic polymerization systems, but also can be synthesized by All kinds of chiral anionic initiators directly form optically active polymers in asymmetric synthesis systems. The chirality of the formed polytrityl methacrylate mainly comes from its stable one-handed helical conformation, and the helical conformation forme...

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): C08F226/06C08F220/18C08F4/48
Inventor 沈军李庚
Owner HARBIN ENG 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
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap