Carboxylation method of polyoxyethylene-poly-oxypropylene polyoxyethylene copolymer

A polyoxyethylene and polyoxypropylene technology, applied in the field of polymer materials, can solve the problems of ether bond breakage, violent reaction, inconvenient cost, etc., and achieve the effects of mild conditions, simple operation and low price

Inactive Publication Date: 2008-10-29
SHANGHAI JIAO TONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the terminal hydroxyl activity of the PEO-PPO-PEO copolymer itself is very small, which limits its further application in many fields. It is necessary, and one of the important methods is to carboxylate PEO-PPO-PEO. Common hydroxyl carboxylation methods can be divided into two categories: the first category is to introduce carboxyl groups on hydroxyl groups through chemical reactions. The more common method is through The disadvantage of the reaction between hydroxyl and acid anhydride is that the reaction product contains ester bonds, and the ester bonds are easily decomposed in the human body, which will reduce the half-life of the drug-carrying system in the human body, and this method requires an

Method used

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  • Carboxylation method of polyoxyethylene-poly-oxypropylene polyoxyethylene copolymer

Examples

Experimental program
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Effect test

Embodiment 1

[0041]Weigh 2g P123 type PEO-PPO-PEO block copolymer, stir and dissolve with 30mL pure water, then add an appropriate amount of 40% potassium hydroxide solution while stirring, keep the temperature of the reaction solution at 2±0.5°C, add 5mL dropwise while stirring Acrylonitrile, continue to stir (200rpm) to react for 24h, adjust the pH value to neutral with concentrated hydrochloric acid after the reaction is completed, use an equal volume of dichloromethane to extract the addition reaction product solution, add anhydrous sodium sulfate and let it stand overnight to absorb all the impurities in the extract. Contain water, filter, and the filtrate is evaporated in a water bath at 50°C to remove the solvent, and dried in vacuum overnight to remove the solvent to obtain the addition product;

[0042] Dissolve the addition product in 20mL of 2M sodium hydroxide solution, reflux in an oil bath at 105°C for 6 hours, adjust the pH of the reaction product solution to 2 with concentra...

Embodiment 2

[0046] Weigh 2g of F127 type PEO-PPO-PEO block copolymer, dissolve it with 20mL of pure water ultrasonically, add an appropriate amount of 50% potassium hydroxide solution while stirring, keep the temperature of the reaction solution at 0±0.5℃, add 2mL dropwise while stirring Acrylonitrile, continue to stir (100rpm) to react for 48h, after the reaction, adjust the pH value to neutral with concentrated hydrochloric acid, use an equal volume of dichloromethane to extract the addition reaction product solution, add anhydrous sodium sulfate and let it stand overnight to absorb all the impurities in the extract. Contain water, filter, and the filtrate is evaporated in a water bath at 40°C to remove the solvent, and dried in vacuum overnight to remove the solvent to obtain the addition product;

[0047] Dissolve the addition product in 40mL of 1M potassium hydroxide solution, reflux in an oil bath at 105°C for 7 hours, adjust the pH value of the reaction product solution to 4 with co...

Embodiment 3

[0050] Weigh 2g of P123 type PEO-PPO-PEO block copolymer, stir and dissolve with 20mL of pure water, then add an appropriate amount of 20% potassium hydroxide solution while stirring, keep the temperature of the reaction solution at 4±0.5°C, add 5mL dropwise while stirring Acrylonitrile, continue to stir (200rpm) to react for 24 hours, after the reaction, adjust the pH value to neutral with concentrated hydrochloric acid, 60 ° C water bath rotary evaporation to dry the solvent, 40 ° C vacuum drying overnight, add chloroform to extract the residue, filter, the filtrate Evaporate in a water bath at 50°C to dry the solvent, dry it in vacuum overnight to remove the solvent, and obtain the addition product;

[0051] Dissolve the addition product in 20 mL of 2M sodium hydroxide solution, stir and react at 200 rpm for 7 days, adjust the pH value of the reaction product solution to 3 with concentrated hydrochloric acid, evaporate the solvent in a water bath at 60°C, and dry it under va...

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Abstract

The invention discloses a method for the carboxylation of a polyoxyethylene-polyoxypropylene-polyoxyethylene copolymer. The method comprises the following steps: allowing the addition reaction of an unsaturated nitrile compound and PEO-PPO-PEO block polymer in an aqueous solution in the presence of alkaline catalysts, hydrolyzing nitrile groups contained in the addition reaction product under alkaline or acidic conditions, extracting the crude product of carboxyl PEO-PPO-PEO block polymer from the hydrolysate by using organic solvents, and purifying by ether precipitation method to obtain a purified carboxyl PEO-PPO-PEO block polymer. The method has mild conditions and avoids the cleavage of ether bonds in PEO-PPO-PEO block polymer. Corresponding chemical bonds can be introduced to the original polymer structure during the carboxylation process as required so as to produce a modified product with uniform structure and stable performance. Furthermore, the method is suitable for mass preparation and industrial production.

Description

technical field [0001] The invention relates to a synthesis method in the technical field of polymer materials, in particular to a method for carboxylation of polyoxyethylene-polyoxypropylene-polyoxyethylene block copolymers. Background technique [0002] Polyoxyethylene-polyoxypropylene-polyoxyethylene (PEO-PPO-PEO) block copolymer is a polymer compound in which the hydrophilic PEO segment and the hydrophobic PPO segment are linked together by covalent bonds. A class of nonionic polymer surfactants, trade name Pluronic (BASF Company) or Poloxamer (ICI Company), as polymer nonionic surfactants, can be used as defoamers, emulsifiers, demulsifiers, lubricants Compared with low molecular surfactants, PEO-PPO-PEO copolymers have more superior properties, such as extremely low critical micelle concentration, The diversification of molecular chemical composition and the resulting diversification of amphiphilic properties, extremely low toxicity, good biocompatibility and protein ...

Claims

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Application Information

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IPC IPC(8): C08G65/333
Inventor 宋华崔大祥贺蓉高峰
Owner SHANGHAI JIAO TONG UNIV
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