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Carboxylic acid betaine zwitterionic composite antibacterial functional coating material and preparation method and application thereof

A technology of carboxybetaine and zwitterions, applied in coatings, antifouling/underwater coatings, biocide-containing paints, etc., can solve lengthy, lack of biocompatibility, superhydrophilic polymer coating fixation And the problems such as cumbersome preparation method, to achieve the effect of enhanced hardness and simple preparation method

Active Publication Date: 2020-01-24
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are currently two common problems in the research of zwitterionic coating materials: one is the cumbersome and lengthy methods for fixing and preparing superhydrophilic polymer coatings, and the insufficient bonding force between coatings and substrates (Polymer Chemistry, 2017, 8 , 2309-2316 / Chemical reviews, 2016, 116:14828-14867); In addition, zwitterionic coating materials lack the consideration of biocompatibility (including cell adhesion and proliferation), and in many implants with antibacterial requirements In areas such as bone replacement and repair materials, the ability of cells to adhere to the material surface is still required and is closely related to the therapeutic effect (Journal of Coatings Technology and Research, 2018, 15, 737-742)

Method used

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  • Carboxylic acid betaine zwitterionic composite antibacterial functional coating material and preparation method and application thereof
  • Carboxylic acid betaine zwitterionic composite antibacterial functional coating material and preparation method and application thereof
  • Carboxylic acid betaine zwitterionic composite antibacterial functional coating material and preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0039] According to the preparation process of step S1, using DMF as a solvent, a certain amount of tert-butyl protected carboxybetaine (CB-tBu), isooctyl acrylate (EHA), dopamine methacrylamide (DOPA-Aa) according to The molar ratio n[CB-tBu]:n[EHA]:n[DOPA-Aa] was 5:3:2, put it into a round bottom flask, and the concentration of the reaction solution was 1.0g / mL; 1.5% added initiator AIBN, pass N 2 After deoxygenation, evacuate and seal, place in a 68°C oil bath with magnetic stirring for 24 hours, after the reaction is completed, cool to room temperature, use anhydrous ether as a precipitant, repeat purification 3 times, and finally vacuum dry to constant weight to obtain Polymer P(CB-tBu-co-EHA-co-DOPA-Aa), abbreviated as P532, was stored in a dry box. Polymer P532 1 HNMR spectrum as figure 1 shown.

[0040] Then prepare a 20 mg / mL ethanol solution of polymer P532, and add isobutanol dropwise to the above polymer ethanol solution at a rate of 20 μL / min under stirring cond...

Embodiment 2

[0047] According to the preparation process of step S1, using DMF as a solvent, a certain amount of tert-butyl protected carboxybetaine (CB-tBu), isooctyl acrylate (EHA), dopamine methacrylamide (DOPA-Aa) according to The molar ratio n[CB-tBu]:n[EHA]:n[DOPA-Aa] is 4:3:3 and put into the round bottom flask, the concentration of the reaction solution is 1.0g / mL; % added initiator AIBN, thru N 2 After deoxygenation, evacuate and seal, place in a 68°C oil bath with magnetic stirring for 24 hours, after the reaction is completed, cool to room temperature, use anhydrous ether as a precipitant, repeat purification 3 times, and finally vacuum dry to constant weight to obtain Polymer P(CB-tBu-co-EHA-co-DOPA-Aa), abbreviated as P433, was stored in a dry box. Polymer P433 1 H NMR spectrum as figure 1 shown.

[0048] Prepare a 20mg / mL polymer P433 ethanol solution, add isobutanol dropwise to the above polymer ethanol solution at a rate of 20 μL / min under stirring conditions, with the ...

Embodiment 3

[0058] According to the preparation process of step S1, using DMF as a solvent, a certain amount of tert-butyl protected carboxybetaine (CB-tBu), isooctyl acrylate (EHA), dopamine methacrylamide (DOPA-Aa) according to The molar ratio n[CB-tBu]:n[EHA]:n[DOPA-Aa] is 5:3:2 and put into the round bottom flask, the concentration of the reaction solution is 1.5g / mL; % added initiator AIBN, thru N 2 After deoxygenation, evacuate and seal, place in a 68°C oil bath with magnetic stirring for 24 hours, after the reaction is completed, cool to room temperature, use anhydrous ether as a precipitant, repeat purification 3 times, and finally vacuum dry to constant weight to obtain Polymer P(CB-tBu-co-EHA-co-DOPA-Aa), abbreviated as P532, was stored in a dry box.

[0059] Prepare a 10 mg / mL polymer ethanol solution, and add AgNO at a concentration of 20 μg / mL to the above polymer ethanol solution with the same volume at a rate of 20 μL / min under stirring conditions. 3 Ethanol solution, aft...

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Abstract

The invention discloses a carboxylic acid betaine zwitterionic composite antibacterial functional coating material and a preparation method and application thereof. The preparation method comprises the following steps: compounding a tert-butyl-protected carboxylic acid betaine polymer containing a quaternary ammonium cation group, an alkyl chain and a catechol group at its side group with metal ions having an antibacterial function to prepare a polymer-metal ion coating liquid; treating different substrates in a coating manner and volatilizing a solution; and after leveling and drying of a coating, treating the coating with a trifluoroacetic acid solution, and performing drying to obtain the carboxylic acid betaine zwitterionic composite antibacterial functional coating diversified in construction manners and good in adaptability to various substrates. The preparation method disclosed by the invention is simple in process, mild in conditions, and friendly to environment; in the preparation process, the proportion of each functional group can be flexibly regulated and controlled; and the prepared coating material is excellent in mechanical property, good in stability, long-acting inbacterial adhesion resistance and capable of regulating and controlling cell adhesion behaviors, and has potential application value in the aspects of bioengineering, medical equipment, diagnosis andtreatment instruments and implants.

Description

technical field [0001] The invention belongs to the technical field of biomedical polymer materials, and in particular relates to a carboxybetaine zwitterionic composite antibacterial functional coating material and its preparation method and application. Background technique [0002] Medical equipment, diagnostic equipment, and implants of various shapes and materials have been widely used clinically because of their superior comprehensive performance. However, because most implant materials are biologically inert materials, their implant safety is limited serious threat of entry-related infections. The surface of the implant material is the preferred location for bacterial adhesion. The attached bacteria and the subsequent biofilm not only limit the service life of the implant device, but may also lead to serious complications and even death. Thorough disinfection and Strict aseptic surgical procedures still cannot effectively avoid the risk of implant infection. At pres...

Claims

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Application Information

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IPC IPC(8): C09D133/14C09D5/14C08F220/34C08F220/18C08F220/58C08F8/42
CPCC09D133/24C09D5/14C08F220/34C08F8/42
Inventor 李小杰罗静孟龙魏玮刘晓亚
Owner JIANGNAN UNIV
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