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Preparation method for chain extender used for structurally antibacterial polyurethane

A technology of polyurethane and chain extender is applied in the field of preparation of chain extender for structural antibacterial polyurethane, which can solve the problems of tissue cell toxicity, lack of biological selectivity, lack of long-term effect, etc. Reduced toxicity, wide application effect

Inactive Publication Date: 2016-11-09
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these antibacterial agents will be continuously released during the use of polyurethane products and lack long-term effect; in addition, many antibacterial agent molecules lack bioselectivity. When they are dissolved from polyurethane products, they can effectively kill harmful microorganisms such as bacteria. At the same time, it also has a toxic effect on normal human tissue cells, threatening the health and safety of consumers
Finally, affected by the dissolved sub-lethal concentration of antibacterial agents, bacteria are prone to drug resistance, which will damage the original efficacy of antibacterial agents and increase the difficulty and cost of antibacterial and antiseptic properties of polyurethane products

Method used

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  • Preparation method for chain extender used for structurally antibacterial polyurethane

Examples

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Effect test

Embodiment 1

[0024] (1) Vinylation of ciprofloxacin: Mix 10 parts of ciprofloxacin, 4 parts of triethylamine and 300 parts of dichloromethane evenly, stir at 0°C for 30 minutes, then add dropwise under continuous stirring and nitrogen protection 4 parts of acryloyl chloride, after the dropwise addition, the temperature was raised to 20°C for 1 hour reaction; after the reaction, the above mixture was poured into n-hexane, and the precipitate was repeatedly washed with water and dried to obtain vinylated ciprofloxacin;

[0025] (2) Dihydroxy functional modification of vinylated ciprofloxacin: Dissolve 3 parts of vinylated ciprofloxacin, 1 part of diethanolamine and 0.5 part of triethylamine in 200 parts of methanol, and react at 40°C for 6 hours; after the reaction, methanol was distilled off under reduced pressure to obtain a yellow sticky solid, washed with anhydrous acetone, and the remaining solid was dried to obtain a dihydroxy chain extender containing ciprofloxacin side groups.

[002...

Embodiment 2

[0028] (1) Enoxacin vinylation: Mix 12 parts of enoxacin, 5 parts of pyridine and 360 parts of tetrahydrofuran evenly, stir at 2°C for 40 minutes, then add 5 parts of acryloyl chloride dropwise under constant stirring and nitrogen protection , after the dropwise addition was completed, the temperature was raised to 25°C to react for 1.5 hours; after the reaction was completed, the above mixture was poured into cyclohexane, and the precipitate was repeatedly washed with water and dried to obtain vinylated enoxacin;

[0029] (2) Dihydroxy functional modification of vinylated enoxacin: Dissolve 30 parts of vinylated enoxacin, 10 parts of dibutanolamine and 6 parts of pyridine in 300 parts of ethanol, react at 45 °C for 8 Hours; after the reaction, ethanol was distilled off under reduced pressure to obtain a yellow sticky solid, washed with anhydrous acetone, and the remaining solid was dried to obtain a dihydroxyl chain extender containing enoxacin side groups.

[0030] The above...

Embodiment 3

[0032] (1) Norfloxacin vinylation: 20 parts of norfloxacin, N,N -Mix 8 parts of diisopropylethylamine and 500 parts of ethyl acetate evenly, stir at 5°C for 60 minutes, then add 8 parts of acryloyl chloride dropwise under continuous stirring and nitrogen protection, and raise the temperature to 35°C to react for 2.5 hours; after the reaction is completed, the above mixture is poured into n-heptane, and the precipitate is repeatedly washed with water and dried to obtain vinylated norfloxacin;

[0033] (2) Dihydroxyl functional modification of vinylated norfloxacin: 300 parts of vinylated norfloxacin, 100 parts of diisopropanolamine and 18 parts of potassium carbonate were dissolved in 800 parts of chloroform, at 60°C React for 24 hours; after the reaction, chloroform was distilled off under reduced pressure to obtain a yellow sticky solid, washed with anhydrous acetone, and the remaining solid was dried to obtain a dihydroxyl chain extender containing norfloxacin side groups. ...

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Abstract

The invention discloses a preparation method for a chain extender used for structurally antibacterial polyurethane. The preparation method comprises the following steps: subjecting fluoroquinolone to vinylation modification by using an acylation reaction; and then introducing a dihydroxyl group into vinylated fluoroquinolone molecules according to the principles of the Michael addition reaction so as to obtain the dihydroxyl chain extender with an antibacterial fluoroquinolone group in its side chain. The chain extender is applicable to synthesis of solvent type or waterborne polyurethane for preparation of structurally antibacterial polyurethane, endows a polyurethane product with lasting and long-acting antibacterial and mildew-resistant performance without influence the main chain structure of polyurethane, and has application prospects in the fields of leather / synthetic leather coatings, bio-medical instruments, etc.

Description

technical field [0001] The invention relates to a preparation method of a chain extender for structural antibacterial polyurethane, which belongs to the field of antibacterial materials. Background technique [0002] Polyurethane is a kind of synthetic material with a wide range of uses. Its industrial production is based on polyvalent isocyanate and various hydrogen donor compounds (such as polyether and polyester with terminal hydroxyl groups) as basic raw materials, and is produced through gradual addition polymerization. have to. By selecting different types of monomer raw materials, controlling the number and proportion of functional groups and adopting different synthesis processes, polyurethane products with different structures, properties, processing methods, appearance and application forms can be prepared, which have been widely used. It is used in various industries and fields such as agriculture, electronics, textiles, medical treatment, construction, transport...

Claims

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Application Information

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IPC IPC(8): C08G18/32C07D215/56C07D471/04
CPCC08G18/3848C07D215/56C07D471/04
Inventor 陈意常金明范浩军严孙贤杨高夫王忠辉
Owner SICHUAN UNIV
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