A temperature-sensitive poly(propionylaminoethylacrylate-co-benzamidoethylacrylate) and its preparation method

A technology of benzamidoethyl acrylate and propionylaminoethyl acrylate, applied in the field of polymers and their preparation, to achieve good biocompatibility, rapid response, and easy operation

Inactive Publication Date: 2020-11-24
HEBEI UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the design and synthesis of temperature-responsive polymer materials based on polyacrylic acid through modification or group modification still face certain challenges.

Method used

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  • A temperature-sensitive poly(propionylaminoethylacrylate-co-benzamidoethylacrylate) and its preparation method
  • A temperature-sensitive poly(propionylaminoethylacrylate-co-benzamidoethylacrylate) and its preparation method
  • A temperature-sensitive poly(propionylaminoethylacrylate-co-benzamidoethylacrylate) and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] (a) Typical small molecule ring-opening reaction

[0039] In a 25 mL flask equipped with a magnet, add accurately weighed 0.720 g of acrylic acid monomer and 6 mL of absolute ethanol, and stir for 5 min to make the acrylic acid and ethanol mix evenly. Accurately weigh 0.891 g of 2-ethyl-2-oxazoline and 0.147 g of 2-phenyl-2-oxazoline, add them into the flask, and stir at room temperature for 8 h to ensure that the ring-opening reaction is complete. Thin-layer chromatography (TLC) was used to observe whether the ring-opening reaction of oxazoline and acrylic acid monomer was complete or not with anhydrous ether as developing solvent.

[0040] (b) Free radical copolymerization reaction

[0041] After the reaction of the acrylic acid monomer is complete, accurately weigh 0.026g of azobisisobutyronitrile (AIBN) and add it to the reaction flask, pump out the air in the flask and fill it with dry high-purity nitrogen, repeat 5 times to eliminate the oxygen in the air , to p...

Embodiment 2

[0046] (a) Typical small molecule ring-opening reaction

[0047] In a 25 mL flask equipped with a magnet, add accurately weighed 0.720 g of acrylic acid monomer and 6 mL of anhydrous methanol, and stir for 5 min to make the acrylic acid and ethanol mix evenly. Accurately weigh 0.951 g of 2-ethyl-2-oxazoline and 0.074 g of 2-phenyl-2-oxazoline, add them into the flask, and stir at room temperature for 10 h to ensure that the ring-opening reaction is complete. Thin-layer chromatography (TLC) was used to observe whether the ring-opening reaction of oxazoline and acrylic acid monomer was complete or not with anhydrous ether as developing solvent.

[0048] (b) Free radical copolymerization reaction

[0049] After the reaction of the acrylic acid monomer is complete, accurately weigh 0.034g of azobisisobutyronitrile (AIBN) and add it to the reaction flask, pump out the air in the flask and fill it with dry high-purity nitrogen, repeat 5 times to eliminate the oxygen in the air , t...

Embodiment 3

[0051] (a) Typical small molecule ring-opening reaction

[0052] In a 25 mL flask equipped with a magnet, add accurately weighed 0.720 g of acrylic acid monomer and 6 mL of anhydrous ethyl acetate, and stir for 6 min to make the acrylic acid and ethanol mix evenly. Accurately weigh 0.916 g of 2-ethyl-2-oxazoline and 0.110 g of 2-phenyl-2-oxazoline, add them into the flask, and stir at room temperature for 6 h to ensure that the ring-opening reaction is complete. Thin-layer chromatography (TLC) was used to observe whether the ring-opening reaction of oxazoline and acrylic acid monomer was complete or not with anhydrous ether as developing solvent.

[0053] (b) Free radical copolymerization reaction

[0054] After the reaction of the acrylic acid monomer is complete, accurately weigh 0.020 g of azobisisobutyronitrile and add it to the reaction flask, take out the air in the flask and fill it with dry high-purity nitrogen, and repeat 5 times to eliminate the oxygen in the air an...

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Abstract

The invention provides temperature-sensitive poly(propionylaminoethyl acrylate-co-benzoylaminoethyl acrylate) and a preparation method thereof. A chemical structural formula is shown as a formula (I)wherein x is equal to 0.10 to 0.28 and y is equal to 0.72 to 0.90; the lowest critical solution temperature is 22.6 to 39.2 DEG C; 2-phenyl-2-oxazoline, 2-ethyl-2-oxazoline and acrylic acid, which have a specific feeding ratio, are used as raw materials; and the raw materials are subjected to ring-opening reaction and then are subjected to free radical copolymerization reaction to prepare the temperature-sensitive poly(propionylaminoethyl acrylate-co-benzoylaminoethyl acrylate). The polymer provided by the invention not only has an excellent temperature-sensitive property, but also has good biocompatibility; the preparation method is simple and has moderate conditions, the reaction is rapid and the operation is simple; and the polymer can be used for the application field with relatively high requirements of drug controlled release, biological separation, immunoassay and the like on the biocompatibility of temperature-sensitive materials and has important research and development value.

Description

technical field [0001] The present invention relates to a polymer and its preparation method, in particular to a thermosensitive poly(propionylamino ethyl acrylate-co-benzamido ethyl acrylate) and its preparation method. Background technique [0002] Thermosensitive polymers refer to macromolecules with reversible response characteristics to changes in external environment temperature. They are important smart materials and have been widely used in biomedical fields such as controlled drug release, bioseparation, enzyme immobilization, and immunoassays. . One of the most important physical parameters of temperature-sensitive polymers is the lowest critical solution temperature (LCST) or the highest critical solution temperature (UCST), that is, the corresponding temperature when the polymer aqueous solution reversibly changes its physical or chemical properties with temperature changes. [0003] The prerequisite for polymer materials to have temperature-sensitive properties...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F220/36
CPCC08F220/36
Inventor 邓奎林邓文晶丁斓毛永旺刘娜付聪聪
Owner HEBEI UNIVERSITY
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