Supercharge Your Innovation With Domain-Expert AI Agents!

Alpha, omega-type chain transfer agent for reversible addition-fragmentation chain transfer RAFT polymerization and preparation method and application thereof

A technology of fragmentation chain transfer and chain transfer agent, which is applied in the field of α, and can solve the problems of many steps and poor stability of trithioesters, etc.

Inactive Publication Date: 2021-03-16
北京吉乃尔科技有限公司
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis of α, ω-type chain transfer agents requires many steps and the stability of the trithioester itself is not good, all of which make the preparation of α, ω-type chain transfer agents extremely challenging.

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
  • Alpha, omega-type chain transfer agent for reversible addition-fragmentation chain transfer RAFT polymerization and preparation method and application thereof
  • Alpha, omega-type chain transfer agent for reversible addition-fragmentation chain transfer RAFT polymerization and preparation method and application thereof
  • Alpha, omega-type chain transfer agent for reversible addition-fragmentation chain transfer RAFT polymerization and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0050]The preparation method of α, ω-type chain transfer agent for reversible addition-breaking chain transfer RAFT polymerization, including the following steps:

[0051](1) With 2- (2- (2-chloroethoxy) ethoxy) ethanol, hydroxybenzaldehyde is used in the use of raw materials, 2- (2- (2- (2-) under the action of potassium carbonate and sodium iodide. (4-formylphenoxy) ethoxy) ethoxy) ethanol;

[0052](2) 2- (2- (2- (4-formylphenoxy) ethoxy) ethoxy) ethanol reacts with 2-bromopropyl bromide under triethylamine, 2- (2- (2- (4-formylphenoxy) ethoxy) ethoxy) ethyl 2-bromopropane;

[0053](3) 2- (2- (2- (4-formylphenoxy) ethoxy) ethoxy) ethyl 2-bromopropane with mercaptohydrol, mercaptoacetic acid, mercaptoacid, And the product reacted in the sulfide solution is reacted in the sodium hydroxide solution, and finally obtains a chain transfer agent containing an aldehyde group and the end containing a hydroxyl group or a carboxyl group.

[0054]Next, the present invention will be further described with...

Embodiment 1

[0055]Example 1, a RAFT reagent for having one end is a hydroxyl structure of one end of an aldehyde group:

[0056]according tofigure 1 The synthetic roadmap is prepared to have an aldehyde group and the end is the specific steps of the RAFT reagent of the hydroxyl group as follows:

[0057]1) 2 - (2 - (2-chloroethoxy) ethoxy) ethanol (0.2 mol), hydroxybenzaldehyde (0.2 mol), potassium carbonate (0.2 mol) (0.2 mol) dissolved in 200 ml DMF (dimethylformamide) was reacted at 100 ° C for 24 hours. After cooling to room temperature, deionized water was added and extracted with ethyl acetate. The organic phase was collected. After drying over magnesium sulfate, the evaporation was evaporated to remove ethyl acetate, followed by separation by silica gel column chromatography (ethyl acetate / petroleum ether, volume ratio: 1 / 4), a light yellow liquid 30.6 g, yield 60% .

[0058]2) 2- (2- (2- (4-formylphenoxy) ethoxy) ethoxy) ethanol (0.12 mol) and triethylamine (0.12 mol) were dissolved in 100 ml ...

Embodiment 2

[0061]Example 2, a RAFT reagent for having one end is a fatty acid structure: one end is a fatty acid structure:

[0062]according tofigure 2 The synthetic road map is prepared by the RAFT reagent containing the aldehyde end of the carboxyl structure. The specific steps are as follows: Steps (1) and (2) in Example 1, step (3), mercaptoacid (10 mmol) and sodium hydroxide (10 mmol) was dissolved in a mixture of 10 ml of acetone / water (V / V, 1 / 1), and at room temperature (25 ° C) reaction for 10 minutes. Then, diulfide (15 mmol) was added. When carbon sulfur is added, the color of the solution is rapidly changed from colorless. The reaction was carried out after 2 h and then drip 2- (2- (2- (4-formylphenoxy) ethoxy) ethoxy) ethyl 2-bromopropane (10 mmol). Then 6 hours of reaction, then remove the acetone in the reaction with a rotary evaporation, and then extracted with ethyl acetate. The organic phase was dried with magnesium sulfate. After purification of column chromatography (ethyl...

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 alpha, omega-type chain transfer agent for reversible addition fragmentation chain transfer (RAFT) polymerization and a preparation method and application thereof. The methodcomprises the following steps: taking 2-(2-(2-chloroethoxy) ethyoxyl) ethanol and p-hydroxybenzaldehyde as raw materials, and obtaining 2-(2-(4-formylphenoxyl) ethyoxyl) ethyoxyl) ethanol under the action of potassium carbonate and sodium iodide; reacting the 2-(2-(2-(4-formyl phenoxy) ethoxy) ethoxy) ethanol with 2-bromopropionyl bromide under the action of triethylamine to obtain 2-(2-(2-(4-formyl phenoxy) ethoxy) ethoxy) ethyl 2-bromopropane; and finally, reacting with a product of reaction of mercaptohexanol, mercaptoacetic acid or mercaptopropionic acid and carbon disulfide in a sodium hydroxide solution to finally obtain the chain transfer agent containing aldehyde groups and hydroxyl or carboxyl at the tail end.

Description

Technical field[0001]The present invention relates to the field of polymer synthesis, and more particularly to an α, ω-type chain transfer agent and preparation method thereof for reversible addition-fracture chain transfer RAFT polymerization.Background technique[0002]Since the 1990s, based on the in-depth understanding of free radical polymerization, a variety of types of "active" / controllable free radical polymerization system is invented. There are three most widely used: a) Stable radical polymerization (SFRP); B) atom transfer radical polymerization (ATRP); C) reversible into-fracture chain transfer (RAFT) free radical polymerization. These three controllable radical polymerizations are established by establishing reversible dynamic balance between the active species and sleep types of the polymer chain, so that the free radicals in the polymerization system are maintained at a lower concentration, thereby achieving the polymerization reaction. Effective control. Since RAF i...

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): C07C329/00C07C45/64C07C47/575C07C67/14C07C69/63C08F2/38
CPCC07C45/64C07C67/14C07C329/00C08F2/38C08F2438/03C07C47/575C07C69/63Y02P20/55
Inventor 吴海波高贺成
Owner 北京吉乃尔科技有限公司
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com