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Method for synthesizing star type ATRP evocating agent with design priming site

A synthesis method and initiator technology are applied in the field of preparation of star-shaped ATRP initiators, which can solve the problems that the polymer structure and performance cannot be precisely controlled, and it is difficult to control the position and quantity of the initiation sites of the star-shaped ATRP initiator. Precise control of structure and performance, widening variety of effects

Inactive Publication Date: 2009-08-12
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, the existing ATRP initiator preparation method is difficult to control the position and quantity of the initiation site of the star ATRP initiator, so the structure and properties of the further synthesized polymer cannot be precisely controlled

Method used

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  • Method for synthesizing star type ATRP evocating agent with design priming site
  • Method for synthesizing star type ATRP evocating agent with design priming site
  • Method for synthesizing star type ATRP evocating agent with design priming site

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] In this example, a star-shaped ATRP initiator with 21 initiation sites with initiation sites at the sixth, second and third positions of β-cyclodextrin was prepared. The process steps are as follows figure 1 As shown, in order as follows:

[0055] (1) Acylation reaction

[0056] The raw materials include β-cyclodextrin and chloroacetyl chloride. β-cyclodextrin is 1.0 mmol and chloroacetyl chloride is 37.8 molar equivalents. Add the measured cyclodextrin into a reaction vessel containing 10ml of anhydrous N,N-dimethylformamide at room temperature and normal pressure. When the cyclodextrin is completely dissolved, transfer the reaction vessel to an ice bath. Under stirring, the measured chloroacetyl chloride was dropped into the reaction vessel at a constant rate of 1 drop at an interval of 5 seconds. After the chloroacetyl chloride was added, it was kept in an ice bath for 2 hours, and then the reaction solution was transferred to The reaction is carried out in an oil bath ...

Embodiment 2

[0060] In this example, a star-shaped ATRP initiator with 3 initiation sites at the initiation site of α-cyclodextrin is prepared, and the process steps are as follows:

[0061] (1) Acylation reaction

[0062] The raw materials include α-cyclodextrin and chloroacetic anhydride, α-cyclodextrin is 1.0 mmol, and chloroacetic anhydride is 2.7 molar equivalents. Add the measured cyclodextrin into a reaction vessel containing 10ml of anhydrous N,N-dimethylformamide at room temperature and normal pressure. When the cyclodextrin is completely dissolved, transfer the reaction vessel to an ice bath. Under stirring, the measured chloroacetic anhydride was dropped into the reaction vessel at a constant rate of 1 drop at an interval of 5 seconds. After the chloroacetic anhydride was dripped, it was kept in an ice bath for 2 hours, and then the reaction solution was transferred to the temperature The reaction is carried out in an oil bath at 70°C under nitrogen protection and stirring, and the ...

Embodiment 3

[0066] In this example, a star-shaped ATRP initiator with 21 initiation sites at the initiation sites of γ-cyclodextrin No. 6, 2, and 3 was prepared, and the process steps are as follows:

[0067] (1) Acylation reaction

[0068] The raw materials include γ-cyclodextrin and bromoacetyl bromide, γ-cyclodextrin is 1.0 mmol, and bromoacetyl bromide is 43.2 molar equivalents. Add the measured cyclodextrin into a reaction vessel containing 20ml of anhydrous N,N-dimethylformamide at room temperature and normal pressure. When the cyclodextrin is completely dissolved, transfer the reaction vessel to an ice bath. Under stirring, the measured bromoacetyl bromide was dropped into the reaction vessel uniformly at a rate of 1 drop at 5 seconds intervals. After the bromoacetyl bromide was added, it was kept in an ice bath for 1 hour, and then the reaction solution was transferred to At room temperature, the reaction is carried out under nitrogen protection and stirring, and the reaction time is ...

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Abstract

The invention relates to a synthetic method of star ATRP evocating agent with evocating sites, which comprises three process flows: in the first process flow, cyclodextrin and acylating agent are mainly taken as raw materials, the dosage of the acylating agent is controlled in the acylating reaction to obtain the star ATRP evocating agent with 3-21 evocating sites (6th, 2nd and 3rd positions); in the second process flow and the third process flow, cyclodextrin, protective agent, acylating agent and de-protective agent are mainly taken as raw materials, the process steps comprise protective reaction, acylating reaction and de-protective reaction, wherein the cyclodextrin protected by 6th position and the cyclodextrin protected by 6th and 2nd positions are respectively obtained by the protection action, acylate protected by 6th position and acylate protected by 6th position and 2nd position are respectively obtained by the acylating reaction, and the star ATRP evocating agents which take the cyclodextrin as a core and have 3-14 evocating sites (2nd and 3rd positions) and 3-7 evocating sites (3rd position) are respectively obtained by the de-protective reaction.

Description

Technical field [0001] The invention belongs to the field of star ATRP initiators, and particularly relates to a preparation method of star ATRP initiators. Background technique [0002] The atom transfer radical polymerization reaction (ATRP reaction for short) can realize the real living radical polymerization, which has aroused great interest of polymer scientists from all over the world, and is widely used in scientific research and industrial production. In the ATRP reaction system, the synthesis and characterization of the initiator is very important. Among them, the star ATRP initiator with cyclodextrin with good biological safety as the core has broad application prospects in the fields of chemical industry, medicine, biomedicine and so on. However, there are few types of star ATRP initiators that use cyclodextrin as the core. For example, a foreign research group used bromoisobutyl to synthesize a 21-arm cationic star polymer when making non-viral gene vectors. Acyl brom...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/16C08F4/00
Inventor 李建树郭执章辛剑宇张晓李佳慧黄岚
Owner SICHUAN UNIV
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