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

Preparation method and application of free nitroxide radical polymer brush polymerization inhibitor

A nitroxide free radical, polymer brush technology, applied in fatty acid esterification, organic chemistry, chemical recycling and other directions, can solve problems such as difficult recycling and reuse, prevent self-polymerization reaction, light color, avoid gel phenomenon Effect

Active Publication Date: 2014-12-17
廊坊市安次区调河头振达生物技术推广中心
View PDF1 Cites 16 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention aims to solve the technical problem that the existing small molecule polymerization inhibitors are difficult to recycle and reuse when used in the synthesis of epoxy soybean oil acrylate, and provides: (1) A method of loading TEMPO on a polymer brush to prepare nitrogen and oxygen free (2) a method of applying the nitroxide free radical polymer brush inhibitor prepared above to the synthesis of epoxy soybean oil acrylate

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
  • Preparation method and application of free nitroxide radical polymer brush polymerization inhibitor
  • Preparation method and application of free nitroxide radical polymer brush polymerization inhibitor
  • Preparation method and application of free nitroxide radical polymer brush polymerization inhibitor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] (1) Disperse 5 g of PS-OH (containing 1.5 mmol of hydroxyl groups on the surface) in 35 ml of N,N-dimethylformamide (DMF), perform ultrasonic vibration to disperse the two evenly, and place in the Add the above mixture and 1.65mmol triethylamine into the 50ml three-neck flask with a constant pressure separatory funnel, and continuously feed N 2 protection, and then 8ml of DMF and 1.65mmol of 2-bromoisobutyryl bromide were mixed and slowly added through a constant pressure dropping funnel. Under ice-water bath, react for 2h, and continue to react for 24h at room temperature. Pour it into 150ml of absolute ethanol for centrifugation, and dry at 60°C to obtain PS-Br. The loading amount of the initiator is 0.25 mmol / g microspheres.

[0033] (2) After mixing copper bromide and 30ml solvent anisole, perform ultrasonic vibration to disperse the two evenly, then add it to a 50ml three-necked flask for stirring, and continuously feed N 2For protection, add the monomer GMA, add...

Embodiment 2

[0036] (1) Disperse 5g of PS-OH (with 1.5 mmol of hydroxyl groups on the surface) in 35ml of DMF, conduct ultrasonic vibration to disperse the two evenly, and add The above mixture and 3mmol triethylamine were continuously fed into N 2 protection, and then 8ml of DMF and 3mmol of 2-bromoisobutyryl bromide were mixed and slowly added through a constant pressure dropping funnel. Under ice-water bath, react for 1 h, and continue to react for 12 h at room temperature to end. Pour it into 150ml of absolute ethanol for centrifugation, and dry at 60°C to obtain PS-Br, with an initiator loading of 0.29 mmol / g microspheres.

[0037] (2) After mixing copper bromide and 30ml solvent anisole, perform ultrasonic vibration to disperse the two evenly, then add it to a 50ml three-necked flask for stirring, and continuously feed N 2 For protection, add the monomer GMA, add the ligand pentamethyldiethylenetriamine after 15 minutes, add 1.5g of PS-Br prepared in step (1) after 15 minutes, cont...

Embodiment 3

[0043] Add 120g of epoxidized soybean oil and PS-PGMA-TEMPO loaded with 0.15% TEMPO into a 500ml three-neck flask, heat the oil bath to 110°C under mechanical stirring, and then feed 28g of acrylic acid steadily at a feeding rate of 10.67ml / h with a peristaltic pump And a mixture of 1.5% triphenylphosphine, the feeding time is 2.5h. After the feed was completed, the reaction was continued at a constant temperature of 120° C. for 6 h. During the reaction process, the acid value of the system was measured, and the acid value was less than or equal to 5 mgKOH / g when the heating was stopped. The reaction product was naturally cooled to room temperature to obtain light yellow transparent viscous oily epoxy soybean oil acrylate. Filter to recover PS-PGMA-TEMPO. The performance test results of epoxy soybean oil acrylate are shown in Table 1.

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 preparation method of a free nitroxide radical polymer brush polymerization inhibitor, and application of the free nitroxide radical polymer brush polymerization inhibitor in synthesis of epoxy soybean oil acrylic ester. The preparation method comprises the following steps: firstly, grafting a polyglycidyl methacrylate polymer brush on the surfaces of cross-linked polystyrene microspheres by using an electron transfer regenerated catalyst atom transfer free radical polymerization technique, and secondly, bonding tetramethyl piperidine free nitroxide radical onto the polyglycidyl methacrylate polymer brush, thereby obtaining the free nitroxide radical polymer brush. The application comprises: taking the free nitroxide radical polymer brush as a main polymerization inhibitor and a small molecule polymerization inhibitor as a polymerization inhibitor aid, thereby forming a composite polymerization inhibition system for preparing epoxy soybean oil acrylic ester. The composite polymerization inhibition system not only has a high-efficiency polymerization inhibition function in the epoxy soybean oil acrylic ester preparation, but also is easy in recycling the main polymerization inhibitor, namely the free nitroxide radical polymer brush, so that the free nitroxide radical polymer brush can be recycled, and a product can be prevented from self-polymerization when being preserved when a small amount of the polymerization inhibitor is retained in the system.

Description

technical field [0001] The invention belongs to the technical field of nitroxide radical polymerization inhibitors, and in particular relates to a preparation method of a nitroxide radical polymer brush and its application in the synthesis of epoxy soybean oil acrylate. Background technique [0002] Sustainable development is still an important issue in the world today. With the decreasing oil resources, various countries are actively researching and developing new materials and new energy sources. Finding and developing the utilization of renewable resources has become a development trend in future material research, among which the development and utilization of vegetable oil is an important direction. Vegetable oil has many advantages: such as low cost, large output, rich chemical active points in structure, etc. Epoxy soybean oil acrylate is an epoxy acrylate resin synthesized based on epoxy soybean oil and acrylic acid. Acrylated epoxy soybean oil has low viscosity, l...

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): C08F257/02C08F220/32C08F8/30C07D303/42C11C3/08
CPCY02P20/584
Inventor 刘少杰褚晓萌赵风清胡倩倩刘洪杰张志国李配欣
Owner 廊坊市安次区调河头振达生物技术推广中心
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