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Active amino-containing hydantoin derivative copolymeric material and preparation method thereof

A technology of hydantoin derivatives and aminohydantoin, which is applied in the field of polymer synthesis, can solve the problems of inconvenient immobilization of hydantoin derivatives, and achieve excellent broad-spectrum bactericidal performance, mild reaction conditions, and strong bactericidal effect

Active Publication Date: 2017-06-20
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to overcome the defect that the existing hydantoin derivatives are not convenient for subsequent immobilization, and provide a copolymer material containing active amino hydantoin derivatives and its preparation method

Method used

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  • Active amino-containing hydantoin derivative copolymeric material and preparation method thereof
  • Active amino-containing hydantoin derivative copolymeric material and preparation method thereof
  • Active amino-containing hydantoin derivative copolymeric material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Weigh 2.5 mol of 3-allyl-5,5-dimethylhydantoin (ADMH), 0.5 mol of N-vinylformamide (NVF) and 0.008 mol of initiator AIBA in proportion, mix them evenly and add to a stirring device Add 4 mol of deionized water to a 2L reactor, start stirring at 60r / min, and pass in nitrogen as a protective gas; adjust the temperature of the reactor to 40°C by controlling the temperature of the circulating water bath, and react for 6h. Add 0.08 mol of concentrated hydrochloric acid (37.5%) and 5 mol of deionized water into the reactor for acidic hydrolysis for 2 hours. The reaction liquid was taken out and poured into 5L of absolute ethanol to precipitate a precipitate. The precipitate was exchanged with 717 strong basic resin to obtain the final copolymerized material. The structural formula of vinylamine-co-3-allyl-5,5-dimethylhydantoin (p(ADMH-co-VAm)) is as follows:

[0020]

[0021] Wherein: X=60000; Y=40000.

[0022] Such as figure 1 Shown: NMR 1 H NMR (D 2 O): 1.30–2.23pp...

Embodiment 2

[0029] Weigh 0.3 mol of 3-styryl-5,5-dimethylhydantoin (VBDMH), 5.2 mol of acrylamide (AM) and 0.008 mol of initiator AIBA in proportion, mix them evenly and add them to the reaction kettle equipped with a stirring device , add 35 mol of deionized water into a 2L reactor, start stirring at 105r / min, pass nitrogen gas as a protective gas; adjust the temperature of the reactor to 45°C by controlling the temperature of the circulating water bath, and react for 6h. Add 0.50 mol of concentrated hydrochloric acid (37.5%) and 2 mol of deionized water into the reactor for acidic hydrolysis for 1.5 h. The reaction liquid was taken out and poured into 3L of absolute ethanol to precipitate a precipitate. The precipitate was exchanged with 717 strong basic resin to obtain the final copolymerized material. The structural formula of acrylamine-co-3-styryl-5,5-dimethylhydantoin (p(VBDMH-co-Am)) is as follows:

[0030]

[0031] Wherein: X=90000; Y=10000.

[0032] NMR and infrared charac...

Embodiment 3

[0034] Weigh 2.5 mol of 3-allyl-5,5-dimethylhydantoin (ADMH), 4.6 mol of methacrylamide (MAM) and 0.025 mol of initiator AIBA in proportion, mix them evenly and add to the reaction mixture equipped with a stirring device. In the kettle, add 25mol deionized water into the 2L reactor, start stirring at 60r / min, and pass in nitrogen as a protective gas; adjust the temperature of the reactor to 50°C by controlling the temperature of the circulating water bath, and react for 6h. Add 0.50 mol of concentrated hydrochloric acid (37.5%) and 15 mol of deionized water into the reactor for acidic hydrolysis for 2.5 hours. The reaction liquid was taken out and poured into 5L of absolute ethanol to precipitate a precipitate. The precipitate was exchanged with 717 strong basic resin to obtain the final copolymerized material. The structural formula of methacrylamine-copolymerized-3-allyl-5,5-dimethylhydantoin (p(ADMH-co-MAm)) is as follows:

[0035]

[0036] Wherein: X=58000; Y=45000. ...

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Abstract

The invention discloses an active amino-containing hydantoin derivative copolymeric material and a preparation method thereof. Monoalkenyl amine, hydantoin and an initiator 2,2'-Azobis(2-methylpropionamide )dihydrochloride are uniformly mixed and loaded into a reaction kettle with an agitator, deionized water is added into the reaction kettle, agitation is started, and an inert gas is injected as a shielding gas; by controlling the temperature of circulating water bath, the temperature of the reaction kettle is regulated to 40 DEG C to 50 DEG C, and copolymerization reaction takes place; concentrated hydrochloric acid and deionized water are then added into the reaction kettle, so that acidic hydrolysis takes place; the reaction liquid is poured into absolute ethyl alcohol, so that precipitate is separated out; the precipitate undergoes 717 basic resin exchange, and thereby the final copolymeric material is obtained. After being chloridized, the material shows excellent bactericidal property; the reaction conditions are mild, the process is simple, and the active amino-containing hydantoin derivative polymer material is prepared.

Description

technical field [0001] The invention relates to a copolymer material containing active amino hydantoin derivatives and a preparation method thereof, in particular to a monoalkenylamine-copolymerization-monoalkenylhydantoin material and a preparation method thereof, belonging to the field of polymer synthesis. Background technique [0002] Hydantoin fungicide is a very important member of the fungicide family. As a new type of broad-spectrum amine halide disinfectant, it is widely used in swimming pools and domestic water treatment, industrial circulating water, wastewater disinfection and bleaching treatment, aquatic products Farming diseases and insect pest control, sanitation equipment antifouling and disinfection treatment and other fields. In addition, this type of fungicide has the characteristics of easy regeneration, good stability, high efficiency, and broad-spectrum antibacterial. However, the hydantoin-based fungicides currently used lack active groups (such as ami...

Claims

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Application Information

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IPC IPC(8): C08F8/12C08F226/02C08F226/06C08F220/56C08F212/14
CPCC08F8/12C08F220/56C08F226/02C08F226/06C08F212/14
Inventor 王志王耀王纪孝王世昌
Owner TIANJIN UNIV
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