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

A technology of benzamido ethyl acrylate and acetamido ethyl acrylate is applied in the field of polymers and their preparation, and achieves the effects of simple preparation method, good temperature-sensitive properties, and excellent temperature-sensitive properties

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(acetamidoethylacrylate-co-benzamidoethylacrylate) and its preparation method
  • A temperature-sensitive poly(acetamidoethylacrylate-co-benzamidoethylacrylate) and its preparation method
  • A temperature-sensitive poly(acetamidoethylacrylate-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 0.6375 g of 2-methyl-2-oxazoline and 0.3675 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.

[0040] (b) Free radical copolymerization reaction

[0041] After the reaction of the acrylic acid monomer is complete, accurately weigh 0.025 g 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 , ...

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 absolute ethanol, and stir for 5 min to make the acrylic acid and ethanol mix evenly. Accurately weigh 0.680 g of 2-methyl-2-oxazoline and 0.294 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 0.030 g 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 methanol, and stir for 5 min to make the acrylic acid and ethanol mix evenly. Accurately weigh 0.723 g of 2-methyl-2-oxazoline and 0.221 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.

[0053] (b) Free radical copolymerization reaction

[0054] After the reaction of the acrylic acid monomer is complete, accurately weigh 0.0250 g of azobisisoheptanonitrile and add it to the reaction flask, extract the air in the flask and fill it with dry high-purity nitrogen, repeat 5 times to eliminate the oxygen in the air and preve...

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Abstract

Theinvention provides thermo-sensitive poly(acetylaminoethyl acrylate-co-benzoyl aminoethyl acrylate ester), the chemical structural formula of which is shown in formula (I); wherein x is equal to 0.22-0.36; y is equal to 0.64-0.78; and the lowest critical solution temperature is 22.8-42.1 DEG C. The thermo-sensitive poly(acetylaminoethyl acrylate-co-benzoyl aminoethyl acrylate ester) is preparedby the following steps: 2-methyl-2-oxazoline, 2-phenyl-2-oxazoline and acroleic acid are taken as raw materials according to a special feed ratio; ring-opening reaction is firstly carried out; and then radical copolymerization is carried out. The polymer provided by the invention not only has excellent thermo-sensitive characteristics, but also possesses high biocompatibility. The preparation method is simple, mild in conditions, rapid in reaction and convenient in operation, thereby being applicable to fields which have higher requirements to biocompatibility of thermo-sensitive materials, such as drug controlled release, bio-separation and immunoassay, , and having important research and development values.

Description

technical field [0001] The present invention relates to a polymer and its preparation method, in particular to a temperature-sensitive poly(acetamidoethylacrylate-co-benzamidoethylacrylate) 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 is...

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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