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Biodegradable supramolecular block copolymer and preparation method of copolymer micelle

A technology of block copolymers and supramolecules, applied in the field of preparation of biodegradable supramolecular block copolymers and copolymer micelles, can solve the problems of poor stability of block copolymers and micelles, weak hydrogen bonding, etc. , to achieve the effects of strong triple hydrogen bond force, high stability, and easy adjustment of structure and performance

Inactive Publication Date: 2017-06-16
ZHEJIANG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, because the interaction between adenine-uracil is a double hydrogen bond, its hydrogen bond is weak, which may lead to poor stability of its block copolymers and micelles

Method used

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  • Biodegradable supramolecular block copolymer and preparation method of copolymer micelle
  • Biodegradable supramolecular block copolymer and preparation method of copolymer micelle
  • Biodegradable supramolecular block copolymer and preparation method of copolymer micelle

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Embodiment Construction

[0024] Below in conjunction with accompanying drawing and specific embodiment the present invention is described in further detail:

[0025] PEG monomethyl ether and stannous octoate were purchased from Sigma-Aldrich; lactide (LA) was purchased from Praque; GA, VL, εCL, and γCL were purchased from Bailingwei; LA and GA were recrystallized and purified in ethyl acetate , VL, εCL, γCL were purified by vacuum distillation; DMF and DMSO were dried with calcium hydride for 48 hours and then used after vacuum distillation.

[0026] 1-(2-hydroxyethyl)thymine is prepared by literature (Ueda et al., Makromol.Chem.1968,120,13-20), and 1-(2-hydroxyethyl)uracil is prepared by literature (Gi etc., J .Org.Chem.1997,62,88-92) method preparation.

[0027] Step 1: Preparation of PEG-DAT

[0028] PEG-DAT was prepared according to the literature (Bayer F et al., Langmuir 2011, 27, 12851-12858). PEG (10g, 2mmol), cyanoacetic acid (0.2g, 2.4mmol), DMAP (9.8mg, 0.08mmol), DCC (0.49g, 2.4mmol) we...

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Abstract

The invention relates to the field of encapsulation and targeted release of hydrophobic drugs, and aims to provide a preparation method of biodegradable supramolecular block copolymers and copolymer micelles. The supramolecular block copolymer consists of component A and component B: component A is polyethylene glycol functionalized with a single-terminal diaminotriazine, with a molecular weight between 1 and 10 kDa; component B is a single-terminal thymus Polylactone of pyrimidine or uracil, the molecular weight is between 0.7 and 8kDa; the blocks of A and B components are connected by triple hydrogen bonds between diaminotriazine and thymine or uracil groups. The supramolecular block copolymer prepared by the present invention will have higher stability. Sensitive to temperature, salt ions, pH value and other external environments, its structure and properties are easy to adjust, and it is expected to be used in controlled release and other fields. The method has good versatility, and can also be used to prepare pyrimidine-end-functionalized polycyclic carbonates in addition to pyrimidine-end-functionalized polylactones.

Description

technical field [0001] The invention relates to the field of encapsulation and targeted release of hydrophobic drugs, in particular to a method for preparing environmentally sensitive, biodegradable supramolecular block copolymers and copolymer micelles. Background technique [0002] Amphiphilic block copolymers refer to block copolymers that contain both hydrophilic blocks and hydrophobic blocks in the same macromolecule. The different blocks of amphiphilic block copolymers are usually thermodynamically incompatible and microphase separation can occur, but due to the covalent bond interactions between the blocks, the phase separation is restricted to the microscopic size range. In selective solvents, due to the difference in solubility between different blocks, when the copolymer concentration exceeds the critical micelle concentration (CMC), amphiphilic block copolymers can form self-assembled structures such as core-shell micelles, due to their It can solubilize and entr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/00C08G63/685C08G63/08A61K47/34A61K9/107A61K47/10
Inventor 潘鹏举马陈雷常晓华单国荣包永忠
Owner ZHEJIANG UNIV
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