Cationic chain transfer agent and application thereof

A technology of chain transfer agent and chain transfer reagent, which is applied in the field of organic catalysis and polymer materials, can solve the problems of low raw material cost, low degree of polymerization, low molecular weight, and inability to prepare block copolymers, and achieve controllable process and molecular weight distribution. Narrow, Molecular Weight Controlled Effects

Active Publication Date: 2019-08-06
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This method has low raw material cost, pure product, and no need for media separation; however, the degree of po

Method used

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  • Cationic chain transfer agent and application thereof
  • Cationic chain transfer agent and application thereof
  • Cationic chain transfer agent and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] To DMF (30 mL) containing 2.2 equivalents of imidazole (1.513 g, 0.022 mmol) was added 1.1 equivalents of tert-butyldiphenylchlorosilane (2.92 mL, 0.011 mmol) and ethylene glycol monovinyl ether (0.92 mL, 0.01 mmol). Under the condition of 25°C, the reaction was stirred for 4 hours. The completion of the reaction was detected by spotting the plate, and purification was carried out by column chromatography. At -78°C, 1.0M HCl ether solution (88mL, 88mmol) was added dropwise to the purified substance (19.0mL, 80mmol) in ether solution (250mL), reacted for one hour, and the solvent was evaporated off. To a solution of the amino-substituted sodium dithiocarbamate (9.80 g, 40 mmol) in ether was added a solution of the halogenated product (30 mmol) in a slight excess of hydrogen chloride dropwise over 30 minutes at 0°C. After stirring at 0°C for 1 hour and at room temperature for 1.5 hours, the reaction was diluted with ether to quench the reaction. Then, the solution was ...

Embodiment 2

[0067] Under a nitrogen atmosphere, add a cationic chain transfer agent (0.03mM, the synthesis steps are the same as in Example 1) with a structure as shown in No. 1, and an isobutyl vinyl ether with a structure as shown in No. 35 into the baked polymerization tube (1.53mM), toluene (0.05mL) in n-hexane, dichloromethane (8:1 volume ratio) mixed solution (2.7mL), the molar ratio of monomer and cationic chain transfer agent is 50:1, and then through the dry syringe A solution of trifluoromethanesulfonic acid in ether (0.50 mM, 0.30 mL) was added. Perform three freeze-pump-thaw cycles to remove the oxygen in the reaction system, seal the nitrogen atmosphere, react at -40°C for 90 minutes, and the conversion rate is greater than 99%. The number average molecular weight Mn of the obtained polymer is 4.9kg / mol, and the molecular weight distribution PDI is 1.26. Then, tetra-n-butylammonium fluoride was added and reacted at room temperature for 5 hours to release the terminal hydroxy...

Embodiment 3

[0069] Under a nitrogen atmosphere, add a cationic chain transfer agent (0.03mM, the synthesis steps are the same as in Example 1) with a structure as shown in No. 1, and an isobutyl vinyl ether with a structure as shown in No. 35 into the baked polymerization tube (1.53mM), toluene (0.05mL) in n-hexane, dichloromethane (8:1 volume ratio) mixed solution (2.7mL), the molar ratio of monomer and cationic chain transfer agent is 50:1, and then through the dry syringe A solution of trifluoromethanesulfonic acid in ether (0.50 mM, 0.30 mL) was added. Perform three freezing-pumping-thawing cycles to remove the oxygen in the reaction system, seal the nitrogen atmosphere, react at -40°C for 90 minutes, and the conversion rate is greater than 99%. The number average molecular weight Mn of the obtained polymer is 5.0kg / mol, and the molecular weight distribution PDI is 1.19. Then, tetra-n-butylammonium fluoride was added and reacted at room temperature for 5 hours to release the terminal...

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Abstract

The invention belongs to the technical field of organic catalysis and polymer materials, and particularly relates to a cationic chain transfer agent and application thereof. The chain transfer reagentcan be used for continuous reaction to prepare a polyvinyl ether polyester block copolymer, and the chain transfer reagent has the advantages of simple and convenient process, low cost, controllableprocess, high reaction rate, narrow molecular weight distribution and large-scale application.

Description

technical field [0001] The invention belongs to the technical field of organic catalysis and polymer materials, in particular to a cationic chain transfer agent and its application. Background technique [0002] The main chain of polyolefin is a carbon-carbon bond, and its material properties are the most in-depth research, and the material properties change with the change of the side chain group. Olefin polymers are used in large-scale industrial production due to their stability, rich variety of side groups and easy preparation, and their output accounts for more than 80% of the total polymer output. Due to the characteristics of polyester such as hydrophobicity, good biodegradability and good biocompatibility, polyester has received extensive and great attention in the field of materials. The advantage and potential of block copolymers is that two or more products with the desired properties of homopolymers can be obtained. The combination of polyester materials and po...

Claims

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Application Information

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IPC IPC(8): C08F2/38C08F116/18C08F116/14
CPCC08F2/38C08F116/14C08F116/18
Inventor 郭凯李振江朱玥嘉张磊姚志威罗子堃
Owner NANJING UNIV OF TECH
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