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Degradable photosensitive phosphate copolymers

A phosphate-based, photosensitive technology, applied in the field of functional polymer materials, can solve the problems of low melting temperature and glass transition temperature, less phosphate polymer, poor hydrophilicity, etc., and achieve good biodegradability and biocompatibility capacitive effect

Active Publication Date: 2016-03-09
JIANGNAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the melting temperature and glass transition temperature of polyphosphate ester itself are low, and the operability of simply using it as a polymer material is low. Usually, the copolymer of phosphate ester is prepared into micelles, membrane materials, etc.
In addition, most of the current reports on the preparation of phosphate polymers use the method of ring-opening polymerization, and there are relatively few studies on the preparation of phosphate polymers by condensation polymerization.
[0003] Polycaprolactone is one of the earliest researched and most widely used degradable materials. It has the advantages of good biocompatibility, complete degradation and easy processing, but it has strong crystallinity, long degradation cycle and poor hydrophilicity. , limiting its scope of application in the field of biomedicine

Method used

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Experimental program
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Effect test

Embodiment 1

[0012] Embodiment 1, poly (ε-caprolactone) (PCL)

[0013] According to the feeding ratio of 1:6, the initiator EG (0.6206, 10mmol), the monomer ε-CL (6.8412, 60mmol) and the solvent toluene (50mL) were added to a 100mL three-necked flask respectively, at 100 ° C, N 2 After stirring for 30 minutes under the atmosphere, add a certain amount of catalyst stannous octoate (Sn(Oct) 2 ), continue to react with stirring at 100°C for 24 hours. After the reaction, the toluene solution of the product was added dropwise into anhydrous ether at a certain rate, precipitated, filtered with suction, and then dried in a vacuum oven at 30°C until constant weight.

Embodiment 2

[0014] Embodiment 2, phosphate ester polymer (PPE-PCL)

[0015] The pre-synthesized molecular weight is 1.70×10 3 The two-terminal hydroxyl PCL (11.2g, 10mmol) was placed in a three-necked flask, heated to 80°C to melt, and nitrogen gas was passed to remove the oxygen in the system. The equivalent of EDP (1.63g, 10mmol) was added dropwise, the system was sealed, vacuumized again and the temperature was gradually raised to 160°C, and the reaction was kept for 24h under a certain degree of vacuum, and then cooled to room temperature, and the product was dissolved with dichloromethane and used without Precipitate with diethyl ether, filter, and dry in a vacuum oven at 40°C.

Embodiment 3

[0016] Embodiment 3, photosensitive phosphate ester polymer (PPE-PCL-C)

[0017] PPE-PCL (4.11g, 1mmol), 25mL of dichloromethane and 1mL of pyridine were added to a 50mL round-bottomed flask, stirred at 0°C for 0.5 hours, 10 equivalents of cinnamoyl chloride (1.665g, 10mmol) was added, and After stirring and reacting for 1.5 h, the stirring reaction was continued at room temperature for 24 h. After the reaction, precipitate and filter with anhydrous ether for 3 times, wash the precipitate with ether until the filtrate has a completely transparent color, then wash with deionized water to remove pyridine hydrochloride and excess pyridine, and finally place it in a vacuum oven for 40 The final product was obtained by drying at °C.

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Abstract

The invention provides degradable photosensitive phosphate copolymers, belonging to the technical field of functional polymer materials. According to the invention, ethyl dichlorophosphate (EDP), caprolactone (CL) and lactide (LA) are used as monomers, bishydroxyl-terminated polycaprolactone (PCL) and polylactide (PLA) are used as raw materials, and melt-phase polycondensation are carried out to prepare a series of phosphate copolymers PPE-PCL and PPE-PLA; then through further chemical modification, a cinnamoyl group is introduced to the tail end of a polymer chain so as to prepare the photosensitive phosphate copolymers PPE-PCL-C and PPE-PLA-C. A micelle prepared by self-assembling of the phosphate polymers in a mixed medium has certain degradability and photosensitivity. The polymers prepared in the invention have good biodegradability and biocompatibility and can be applied to biomedical fields like drug delivery and tissue engineering.

Description

technical field [0001] A degradable photosensitive phosphate-based copolymer belongs to the field of functional polymer materials. Background technique [0002] Among many degradable polymer materials, polyphosphate has attracted widespread attention because of its structure similar to that of phosphoric acid in living organisms and its excellent biocompatibility and biodegradability. However, the melting temperature and glass transition temperature of polyphosphate ester itself are low, and the operability of simply using it as a polymer material is low. Usually, the copolymer of phosphate ester is prepared into micelles, membrane materials, etc. In addition, most of the current reports on the preparation of phosphate polymers use the method of ring-opening polymerization, and there are relatively few studies on the preparation of phosphate polymers by condensation polymerization. [0003] Polycaprolactone is one of the earliest researched and most widely used degradable m...

Claims

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Application Information

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IPC IPC(8): C08G79/04C08G63/91C08G63/08C08J3/07
CPCC08G63/08C08G63/912C08G79/04C08J3/07C08J2385/02
Inventor 陈明清张藜施冬健
Owner JIANGNAN UNIV
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