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Temperature-sensitive microgel containing chiral side group and preparation method thereof

A temperature-sensitive, micro-gel technology, applied in the field of polymer materials, to achieve the effect of large adsorption capacity, strong reproducibility, and controllable reaction

Inactive Publication Date: 2012-10-17
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This thermosensitive microgel with chiral structure and its preparation method have not been reported yet.

Method used

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  • Temperature-sensitive microgel containing chiral side group and preparation method thereof
  • Temperature-sensitive microgel containing chiral side group and preparation method thereof
  • Temperature-sensitive microgel containing chiral side group and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] At 20°C, add 1.80g of S-(-)-α-phenylethylamine and 1.20g of triethylamine into 80mL of tetrahydrofuran in turn, stir magnetically for 20min to form a transparent solution, lower the temperature to -4°C within 10min, and add 1.4 mL of methacryloyl chloride, stirred for 3 hours, then naturally heated to 20°C and continued to stir, and after 2 hours, cooled down to -4°C again, added 230mL of ethyl acetate, washed and extracted with ice-cold 1mol / L hydrochloric acid, water, and saturated saline in sequence, Drying over anhydrous sodium sulfate, and obtaining S-(-)-α-phenethyl-methacrylamide after vacuum distillation;

[0040] At room temperature, under nitrogen protection and stirring, 0.06g of S-(-)-α-phenylethyl-methacrylamide, 0.1g of methylenebisacrylamide, and 1.34g of isopropylacrylamide were sequentially added to tetrahydrofuran, Stir at 20°C for 50 minutes until completely dispersed to form a homogeneous solution;

[0041] Put the above mixed solution into a four-n...

Embodiment 2

[0044] At 25°C, add 1.65g of S-(-)-α-phenylethylamine and 1.45g of triethylamine into 60mL of tetrahydrofuran in turn, stir magnetically for 30min to form a transparent solution, lower the temperature to -5°C within 10min, and add 1.2 mL of acryloyl chloride, stirred for 2 hours, then naturally heated to 25°C and continued to stir, and after 2 hours, cooled down to -5°C again, added 180mL of ethyl acetate, washed and extracted with ice-cold 1mol / L hydrochloric acid, water, and saturated saline in sequence, and anhydrous Drying over sodium sulfate and distillation under reduced pressure to obtain S-(-)-α-phenethyl-acrylamide;

[0045] At room temperature, under nitrogen protection and stirring, add 0.10g of S-(-)-α-phenylethyl-acrylamide, 0.12g of methylenebisacrylamide, and 1.28g of isopropylacrylamide into tetrahydrofuran in sequence, at 25°C Stir for 40 minutes until completely dispersed to form a homogeneous solution;

[0046] Put the above mixed solution into a four-necke...

Embodiment 3

[0049] At 22°C, add 3.30g of S-(-)-α-phenylethylamine and 2.80g of triethylamine into 120mL of tetrahydrofuran in turn, stir magnetically for 30min to form a transparent solution, lower the temperature to -3°C within 10min, and add 2.0 mL of undecylenoyl chloride, stirred for 2 hours, then naturally heated to 22°C and continued to stir, after 2 hours, cooled down to -3°C again, added 200mL of ethyl acetate, washed and extracted with ice-cold 1mol / L hydrochloric acid, water, and saturated saline in sequence, Drying over anhydrous sodium sulfate, and obtaining S-(-)-α-phenethyl-undecylenamide after vacuum distillation;

[0050] At room temperature, under nitrogen protection and stirring, 0.02g of S-(-)-α-phenylethyl-undecylenamide, 0.10g of methylenebisacrylamide, and 1.38g of isopropylacrylamide were added to chloroform in sequence, Stir at 25°C for 40 minutes until completely dispersed to form a homogeneous solution;

[0051] Put the above mixed solution into a four-neck flas...

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Abstract

The invention discloses a temperature-sensitive microgel containing a chiral side group and a preparation method thereof. The microgel contains the following components in percentage by weight: 1-18 percent of amide monomer M1 with a chiral side group, 2-15 percent of chemical cross-linking agent and 97-80 percent of alkyl acrylamide M3 with temperature sensitivity. In the preparation method, thechiral monomer M1 is prepared; then, the M1, the M2 and the M3 are dissolved into an organic solvent to carry out free-radical copolymerization reaction under the anaerobic condition; after the product is deposited and rotatably evaporated by using diethyl ether, the microgel with temperature sensitivity and chiral molecule recognition capability is obtained. The preparation method is simple, is easy for control, can be recycled and is environmental-friendly; and the temperature sensitivity and the chiral separating efficiency of the microgel can be adjusted by changing temperature, a material charge ratio, cross-linking agent dosage and raw materials, and the microgel can be used for the fields of biological separation, and the like.

Description

technical field [0001] The invention relates to the field of chiral and environment-sensitive polymer materials, in particular to a temperature-sensitive microgel containing chiral side groups and a preparation method thereof. The obtained microgel is mainly used in the fields of drug separation and the like. Background technique [0002] Chirality is one of the essential attributes of nature. Due to the asymmetry of the long-term cosmic force, there are a large number of chiral molecules in organisms, such as proteins, sugars, nucleic acids and enzymes, almost all of which are chiral. , these molecules have important physiological functions in the body. For example, the vast majority of insect pheromones are chiral molecules that have been used to trap and kill insects. [0003] The vast majority of drugs are composed of chiral molecules. More than 1,045 of the more than 1,850 commonly used clinical drugs are chiral drugs, such as paclitaxel, artemisinin, albuterol, and n...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F220/54C08F222/38
Inventor 张青松陈坤赵义平陈莉
Owner TIANJIN POLYTECHNIC UNIV
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