Temperature-sensitive block copolymers and their hydrogels and uses thereof

A technology of block copolymer and hydrogel, which is applied in the field of temperature-sensitive block copolymer and hydrogel to achieve the effects of controllable properties, high purity and high product yield

Inactive Publication Date: 2016-04-13
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, block copolymers with poly(2-alkyl-2-oxazoline) (PAOz), such as poly(2-ethyl-2-oxazoline) (PEOz) as hydrophilic segments, are thermosensitive in situ gels. Material not yet reported

Method used

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  • Temperature-sensitive block copolymers and their hydrogels and uses thereof
  • Temperature-sensitive block copolymers and their hydrogels and uses thereof
  • Temperature-sensitive block copolymers and their hydrogels and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1: Synthesis of poly(2-ethyl-2-oxazoline)-polylactic acid-poly(2-ethyl-2-oxazoline) (PEOz1000-PLA2300-PEOz1000)

[0033] In a three-necked flask equipped with a stirrer, 2-ethyl-2-oxazoline (10g, 150mmol), acetonitrile (40mL), methyl p-toluenesulfonate (0.47g) were added, and at an oil bath temperature of 80°C Under a nitrogen atmosphere, the reaction was stirred for 30 h. After cooling, after adding KOH in methanol solution, the reaction was continued for 4h. The solvent was removed, the residue was dissolved in THF, passed through a silica gel column, the effluent was poured into excess cold ether for precipitation, suction filtered, and vacuum-dried for 12 hours. The obtained PEOz-OH powder (4g) was dissolved in chlorobenzene (80mL), D, L-lactide (6.3g) and stannous octoate (0.63g) were added under a nitrogen atmosphere, and reacted at 140°C for 24h. The reaction solution was poured into excess diethyl ether for precipitation, filtered, and vacuum-dried at ...

Embodiment 2

[0034] Embodiment 2: the synthesis of poly(2-methyl-2-oxazoline)-polycaprolactone-poly(2-methyl-2-oxazoline) (PMOz1200-PCL2000-PMOz1200)

[0035] In a three-necked flask equipped with a stirrer, add 2-methyl-2-oxazoline (15g), acetonitrile (40mL), methyl p-toluenesulfonate (0.47g), and at an oil bath temperature of 80°C, The reaction was stirred under nitrogen atmosphere for 30h. After cooling, after adding KOH in methanol solution, the reaction was continued for 4h. The solvent was removed, the residue was dissolved in THF, passed through a silica gel column, the effluent was poured into excess cold ether for precipitation, suction filtered, and vacuum-dried for 12 hours. The obtained PMOz-OH powder (0.47g) was dissolved in chlorobenzene (40mL), caprolactone (0.47g) and stannous octoate (0.47g) were added under a nitrogen atmosphere, and reacted at 140°C for 24h. The reaction solution was poured into excess diethyl ether for precipitation, filtered, and vacuum-dried at room...

Embodiment 3

[0036] Embodiment 3: the synthesis of polylactic acid-poly(2-ethyl-2-oxazoline)-polylactic acid (PLA900-PEOz3000-PLA900)

[0037] 2-Ethyl-2-oxazoline (9.9g) and 1,4-dibromo-2-butene (420mg) were dissolved in acetone (40mL), under a nitrogen atmosphere at 100°C (stirred and refluxed for 20h. Cooled After reaching room temperature, after adding 0.1mol / LKOH methanol solution (40mL) to the reaction flask, the reaction was continued for 4h. Passed through a silica gel column, the effluent was poured into excess cold ether for precipitation, suction filtration, and vacuum-dried for 24h. HO will be obtained -PEOz-OH powder (2g) was dissolved in chlorobenzene (20mL), and D, L-lactide (0.58g) and stannous octoate (30mg) were added under a nitrogen atmosphere, and reacted at a temperature of 140°C for 24h. The reaction The solution was poured into excess diethyl ether to precipitate, filtered, and vacuum-dried at room temperature for 12 hours to obtain the triblock copolymer PLA900-PEOz...

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Abstract

The invention relates to a block copolymer and its hydrogel as well as application. The block copolymer of the invention is a temperature-sensitive block copolymer with a solution-gel transition characteristic. Specifically, the block copolymer of the invention is a BAB or ABA-type triblock copolymer composed of a poly(2-alkyl-2-oxazoline) (PAOz) block B and a polyester (PE) block A, or a copolymer containing the triblock copolymers. The aqueous solution of the block copolymer undergoes solution-gel phase transition along with temperature rise, and the phase transition temperature is 20-80DEG C. The block copolymer has good biocompatibility and biodegradability. The copolymer provided in the invention can provide a suitable drug delivery system for controlled release of stereotactic injection preparations and drugs, and also can provide a gel matrix and an effective means for enzyme immobilization, cell culture, tissue engineering, and vascular thrombosis, etc., as well as provides an appropriate material and technique for gelation of various aqueous solutions or aqueous humor systems in food, health care products and other fields. The method involved in the invention has the advantages of simple operation, high product yield, high purity, controllable property, and suitability for large-scale production application.

Description

technical field [0001] The present invention relates to a temperature-sensitive block copolymer, its hydrogel and its use. Background technique [0002] The aqueous solution of some polymer materials undergoes a phase transition as the temperature increases, from a free-flowing liquid state at room temperature to a non-flowing solid or semi-solid state at a higher temperature (such as physiological temperature), forming a so-called polymer Hydrogel - temperature sensitive in situ gel. In recent years, thermosensitive gels have attracted much attention in the fields of biology, medicine, and pharmacy due to their good biocompatibility, strong affinity with the drug site, especially mucosal tissue, long residence time, and good controlled release performance. The gelation process does not involve any organic solvent, and the curing molding is not limited by the geometric shape of the diseased part. The temperature-sensitive polymer hydrogel is an ideal drug controlled release...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/00C08G73/06C08G63/685C08J3/075C08L87/00A61K47/34A61L27/18A61L31/06C12N11/08C12N5/071A23L33/10
Inventor 刘艳李馨儒王小宁周艳霞
Owner PEKING UNIV
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