Quaternary ammonium salt type hyperbranched polythioether modified polymer microspheres and preparation method thereof

A technology of polysulfide and quaternary ammonium salt, which is applied in the field of synthesis of porous polymer beads, can solve problems such as water source pollution, organism health damage, loss of bactericidal groups, etc., and achieve high bactericidal efficiency, no toxicity, no pollution, and Strong antibacterial effect

Active Publication Date: 2020-03-27
YANTAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the fungicide molecules will be lost due to dissolving in water, which not only shortens the service life of the fungicide, but also causes different degrees of pollution to the water source; after contacting with humans and animals, it will penetrate into the skin of humans

Method used

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  • Quaternary ammonium salt type hyperbranched polythioether modified polymer microspheres and preparation method thereof
  • Quaternary ammonium salt type hyperbranched polythioether modified polymer microspheres and preparation method thereof
  • Quaternary ammonium salt type hyperbranched polythioether modified polymer microspheres and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] A kind of synthetic method of the polymer microsphere of quaternary ammonium salt type hyperbranched polysulfide modification, comprises the following steps:

[0058] S1: Under nitrogen protection conditions, add allyl glycidyl ether (313.5mg, 2.746mmol), cysteamine hydrochloride (312.5mg, 2.750mmol), benzoin dimethyl ether (27.8mg, 0.11mmol) and 2.027g of methanol were added to the rotor and sealed with a rubber stopper, then placed in an ice-water bath at 0°C, and irradiated with ultraviolet light with a wavelength of 365nm for continuous reaction for 10 hours. Precipitate the obtained product in a mixed solution of anhydrous ether and petroleum ether (volume ratio 3:2), and obtain an α-epoxy-ω-ammonium intermediate after drying;

[0059] S2: Add epoxy-based porous polymer microspheres (200mg), the α-epoxy-ω-ammonium-based intermediate (200.3mg) obtained in step S1, 1.53g methanol, a stirring magnet, and rubber Plug and seal, and stir and mix evenly with a magnetic s...

Embodiment 2

[0066] A kind of synthetic method of the polymer microsphere of quaternary ammonium salt type hyperbranched polysulfide modification, comprises the following steps:

[0067] S1: Under nitrogen protection conditions, add allyl glycidyl ether (792.9mg, 6.945mmol), cysteamine hydrochloride (790.5mg, 6.954mmol), 2-hydroxy-2- Methyl-1-phenyl-1-propanone (51.1mg, 0.30mmol) and 7.42g methanol were added to the rotor and sealed with a rubber stopper, then placed in an ice-water bath at 0°C, and irradiated with ultraviolet light with a wavelength of 365nm for continuous reaction 10 hours. Precipitate the obtained product in a mixed solution of anhydrous ether and petroleum ether (volume ratio 3:2), and obtain an α-epoxy-ω-ammonium intermediate after drying;

[0068] S2: Add epoxy-based porous polymer microspheres (7.2mg), the α-epoxy-ω-ammonium-based intermediate (720.6mg) obtained in the S1 step, 7.53g methyl alcohol, and a stirring magnet in a round-bottomed flask, and use The rubb...

Embodiment 3

[0074] A kind of synthetic method of the polymer microsphere of quaternary ammonium salt type hyperbranched polysulfide modification, comprises the following steps:

[0075] S1: Add allyl glycidyl ether (242.0mg, 2.125mmol), cysteamine hydrochloride (241.3mg, 2.123mmol), 2,4,6- Trimethylbenzoyldiphenylphosphine oxide (29.1mg, 0.09mmol) and 5.59g methanol were added to the rotor and sealed with a rubber stopper, then placed in an ice-water bath at 0°C, and irradiated with ultraviolet light with a wavelength of 365nm for continuous reaction 10 hours. Precipitate the obtained product in a mixed solution of anhydrous ether and petroleum ether (volume ratio 3:2), and obtain an α-epoxy-ω-ammonium intermediate after drying;

[0076] S2: Add epoxy-based porous polymer microspheres (40.0mg), the α-epoxy-ω-ammonium-based intermediate (200.6mg) obtained in the S1 step, 3.71g methanol, and a stirring magnet in a round-bottomed flask, and use The rubber stopper was sealed, and the mixtur...

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Abstract

The invention discloses quaternary ammonium salt type hyperbranched polythioether modified polymer microspheres and a preparation method thereof. The preparation method comprises the following steps of: under a photo-initiation condition, taking polyethylene glycol as a pore-foaming agent, taking alkyl dithiol, propargyl glycidyl ether and 1,7-octadiyne as raw materials, and preparing epoxy groupmicroporous polymer spheres by using a sulfydryl-alkyne addition suspension polymerization method; then, under the condition of 0 DEG C, taking methanol as a solvent, and initiating allyl glycidyl ether and a cysteamine compound by ultraviolet light to react to synthesize an [alpha]-epoxy-[omega]-ammonium-based intermediate; and, in a solvent and under the condition of 60 DEG C, synthesizing the hyperbranched ammonium polythioether modified polymer microspheres from the epoxy group microporous polymer spheres, the [alpha]-epoxy-[omega]-ammonium-based intermediate and sodium methoxide in one step. The obtained product has a good killing effect on escherichia coli, and the modified polymer microspheres can be recycled through simple filtration.

Description

technical field [0001] The invention relates to a reusable polysulfide bactericide, which belongs to the field of functional polymer materials, and in particular to a synthesis method of porous polymer beads with a surface-grafted hyperbranched polysulfide structure and an application of the bactericide. Background technique [0002] Hyperbranched polymers are a class of macromolecules with a special three-dimensional structure, with small hydrodynamic radius, low viscosity, and reactive functional groups located at the ends of the molecules, so hyperbranched molecules have high reactivity. Compared with the synthesis process of dendrimers, the synthesis process of hyperbranched polymers is simple, does not require complicated purification steps, and can be synthesized in large quantities by "one-pot method". Therefore, hyperbranched polymers have been widely used as pigment dispersants for paints, tougheners for brittle plastics, enhancers for adhesives, slow-release carrie...

Claims

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Application Information

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IPC IPC(8): B01J13/02A01N33/12A01P3/00A01P1/00C08G75/045
CPCA01N33/12B01J13/02C08G75/045
Inventor 郑耀臣张谦刘健陈浩高璇巩攀
Owner YANTAI UNIV
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