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Mussel adhesion and cell membrane antifouling double biomimetic multi-armed PEG and preparation method thereof

A kind of polymer and general formula technology, which is applied in paints containing biocide, antifouling/underwater coatings, coatings, etc., and can solve the problem of low coating density

Active Publication Date: 2018-01-23
NORTHWEST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The main purpose of the present invention is to provide a mussel adhesion and cell membrane anti-fouling double bionic multi-arm PEG that can spontaneously adhere to the surface of various materials. The branched structure of the multi-arm PEG can effectively solve the problem of low coating density ; The catechol group at the end of the PEG part can spontaneously combine with the surface of almost various substrates through hydrophobic interaction, coordination, oxidative polymerization, etc., so that the highly hydrophilic polymer coating is fixed on the surface of the material; The zwitterionic groups grafted at the end of the arm can spontaneously migrate and enrich on the surface of the coating due to its super hydratability in a water environment, forming a surface similar to the structure of the outer membrane of the cell. Form the second layer of resistance barrier against biological pollutants on the basis of Zwitterion and polyethylene glycol to form a double anti-biological pollution surface; some arm ends can also be grafted with folic acid functional groups to make it more functional

Method used

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  • Mussel adhesion and cell membrane antifouling double biomimetic multi-armed PEG and preparation method thereof
  • Mussel adhesion and cell membrane antifouling double biomimetic multi-armed PEG and preparation method thereof
  • Mussel adhesion and cell membrane antifouling double biomimetic multi-armed PEG and preparation method thereof

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Effect test

Embodiment 1

[0037] The oligomer preparation method containing p-nitrophenoxyformyl active ester group and phosphorylcholine group is as follows: prepare with reference to literature method (K.Ishihara, et al . Polym. J. 1990, 22 , 355; T. Konno, et al . Biomacromolecules 2004, 5 , 342.) 2-methacryloyloxyethylphosphorylcholine (MPC) and p-nitrophenoxyformyl (poly)ethylene glycol methacrylate (NPEM). Through the "starvation method" reported in the literature (A.L. Lewis, et al . Biomaterials 2000, 21 , 1847.) synthesized free radical random copolymer p(MPC-co-NPEM), referred to as PMN. The specific process is as follows: add 15 mL of ethanol and 0.006 g of azobisisoheptanonitrile (ABVN) to a 250 mL three-neck flask, install a condenser tube, heat to 65°C and turn on N 2 Oxygen was removed from the system for 30 min. Weigh 5.113 g MPC, 1.271 g NPEM and 0.058 g initiator azobisisoheptanonitrile (ABVN) into a 500 mL round bottom flask, add 200 mL of dry ethanol and 6 mL of tetrah...

Embodiment 2

[0039] The oligomers containing p-nitrophenoxyformyl active ester groups and sulfobetaine groups were prepared as follows: 2-methacryloyloxyethylsulfobetaine (SBMA) was synthesized by the "starvation method" and p-nitrophenoxyformyl (poly)ethylene glycol methacrylate (NPEM) free radical random copolymer p(SBMA-co-NPEM), referred to as PSN. The specific process is as follows: add 10 mL of ethanol and 0.003 g of azobisisoheptanonitrile (ABVN) to a 250 mL three-necked flask, install a condenser tube, heat to 65°C and turn on N 2 Oxygen was removed from the system for 30 min. Weigh 2.295 g of SBMA, 0.636 g of NPEM and 0.029 g of initiator ABVN into a 500 mL round bottom flask, add 100 mL of dry ethanol and 6 mL of tetrahydrofuran to fully dissolve them and transfer them to a constant pressure dropping funnel. Electromagnetic stirring, N 2 Under protection, the mixed solution of the monomer and the initiator was added dropwise into the three-necked bottle, and after the dropwise ...

Embodiment 3

[0041] The preparation method of the grafted phosphorylcholine oligomer at the end of the eight-arm PEG part arm: Weigh 0.500 g PEG-(NH 2 ) 8 Dissolve it in a 50 mL round bottom flask with 40 mL of ethanol / TEA and 3 mL of distilled water mixed solution (pH 6.5-7.0), immerse in an oil bath preheated to 60 °C under magnetic stirring, and use 0.376 g of PMN polymer with After 20 mL of ethanol was dissolved, it was added dropwise to the three-necked flask, and after the addition was completed, the reaction was continued for 22 h. After stopping the reaction, remove the small molecules and ungrafted low molecular weight (M w ~5000 g / mol) polymer PMN, use NaOH aqueous solution with a pH of about 9 as the dialyzed external fluid until the yellow color fades (to hydrolyze the unreacted active ester group), and then transition to distilled water to reach the conductivity of the dialyzed external fluid The conductivity is basically the same as that of distilled water. The eight-armed...

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Abstract

The invention discloses a bi-biomimetic modified multi-arm PEG represented by the general structural formula (I), in which catechol imitates mussel adhesion and zwitterionic imitates cell outer membrane structure and its preparation method. Through simple direct coating methods such as drop coating, spray coating, dip coating or spin coating, multi-arm polyethylene glycol flexible chains and zwitterionic imitation cell outer membrane structures are constructed on the surface of various substrates mediated by polydopamine. Double anti-biofouling surface. The biomimetic modified multi-arm PEG provided by the invention provides the possibility to prepare functional polymers containing a variety of functional groups with adjustable proportions due to its branched structure and multiple modifiable terminals; As a mediating layer, polydopamine can form a dense and stable dual anti-biofouling coating on the surface of almost any substrate even when the catechol content in multifunctional multi-arm PEG is limited.

Description

technical field [0001] The invention relates to a preparation method of mussel adhesion and cell membrane antifouling double bionic multi-arm PEG and its application to construct anti-biological pollution coatings on the surface of various substrates, belonging to the surface modification of biomedical polymer materials technology field. Background technique [0002] In recent years, a series of problems such as thrombus, inflammation, and infection caused by biological pollutants such as proteins, cells, and bacteria have severely limited the clinical application of various biological materials. Therefore, it is imperative to effectively solve the problem of biological contamination on the surface of biological materials. important. At present, the commonly used simple and easy anti-biological contamination surface construction is mainly to modify the surface of existing biomedical materials, that is, to coat the surface of the base material with a coating with anti-foulin...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/02C08G65/00C09D187/00C09D5/16
Inventor 党媛权苗宫永宽
Owner NORTHWEST UNIV
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