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Polymer-immobilized quaternary ammonium salt, and preparation method and application thereof

A technology for immobilizing quaternary ammonium salts and polymers, which is applied in the fields of botany equipment and methods, preparation of organic compounds, carboxylate preparation, etc. Deliquescence, long-term vacuum drying and other problems, to achieve outstanding ecological benefits and economic value, good recycling effect, and good thermal stability

Active Publication Date: 2019-12-31
KENTE CATALYSTS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above methods all first synthesize the quaternary ammonium salt with a low specific surface area, and the synthetic intermediate quaternary ammonium salt is easy to deliquescence, difficult to purify, further synthesis requires a long time of vacuum drying, the operation is also relatively complicated, and the production cost is high.

Method used

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  • Polymer-immobilized quaternary ammonium salt, and preparation method and application thereof
  • Polymer-immobilized quaternary ammonium salt, and preparation method and application thereof
  • Polymer-immobilized quaternary ammonium salt, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Add 1.5622g (0.012mol) 1,4-divinylbenzene, 1.2098g (0.01mol) allyl bromide into a 50ml Erlenmeyer flask, then add 25ml ethanol solvent, 0.050g azobisisobutyronitrile, room temperature Stir for 2 hours, transfer to a reactor, and react at 110°C. After reacting for 12 hours, turn off heating and stirring, cool to room temperature, filter to obtain a solid powdery polymer, rinse with ethyl acetate three times and then dry to obtain 1.9631 g of product with a yield of 85.8%. Take 0.1g of the above polymer and 0.1g of diisopropylethylamine in a 50mL Erlenmeyer flask and stir at room temperature for 2h, then transfer to the reactor, react at 120℃ for 12h, stop the reaction, filter, and rinse with ethyl acetate three times After drying, 0.124 g of the polymer supported quaternary ammonium salt was obtained, and the yield was 65.6%.

[0031] Compound structure confirmation:

[0032]

[0033] The organic element analysis of the polymer-supported quaternary ammonium salt prepared in...

Embodiment 2

[0046] Add a certain amount of 1,4-divinylbenzene and allyl bromide into a 50ml Erlenmeyer flask, then add 25ml ethanol, 0.050g azobisisobutyronitrile, stir at room temperature for 2 hours, and transfer to the reactor, 110 Reaction at ℃. After reacting for 12 hours, turn off heating and stirring, cool to room temperature, filter to obtain a solid powder polymer, rinse with ethyl acetate three times and then dry to obtain 1.9631 g of product with a yield of 85.8%.

[0047] Replacement example 2-16:

[0048] The preparation method is the same as in Example 2. The difference lies in adjusting the reaction temperature, reaction time, the amount of solvent (ethanol), the reaction ratio of allyl bromide and 1,4-divinylbenzene, etc., and test the reaction to the polymer. The results are shown in Table 3.

[0049] table 3,

[0050]

[0051] As shown in Table 3: In the synthesis of the polymer, the reaction temperature, the reaction time, and the reaction ratio of 1,4-divinylbenzene allyl b...

Embodiment 3

[0053] Example 3: Synthesis of mandelic acid catalyzed by polymer-supported quaternary ammonium salt

[0054] The polymer-immobilized quaternary ammonium salt prepared in the above example 1 was evaluated for the performance of phase transfer catalysis.

[0055] The evaluation method is: add 10.1ml (0.1mol) of benzaldehyde, 16ml (0.2mol) of chloroform and a certain amount of catalyst into a 250ml four-necked flask equipped with a stirrer, reflux tube, dropping funnel and thermometer, and start stirring , Heat reflux, catalyze the synthesis of mandelic acid. When the temperature of the reaction solution rises to 56 ℃, start to add 50% NaOH solution 38g. Control the dropping rate, so that the reaction temperature is controlled at 60-65 ℃, after the addition is complete, continue to stir the reaction at this temperature to a predetermined time. When the reaction mixture is cooled to room temperature, stop stirring and pour into 200ml of water, extract twice with ether, and separate t...

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Abstract

The invention discloses a polymer-immobilized quaternary ammonium salt, and a preparation method and application thereof. Allyl bromide and 1,4-divinylbenzene are used as starting raw materials, a polymer is obtained by copolymerization, and then a reaction of the polymer with diisopropylethylamine is carried out to obtain the high-yield supported quaternary ammonium salt product. The synthetic process is green and environment-friendly, is convenient to operate, has cheap and easily-available raw materials, and is suitable for large-scale industrial production. The prepared polymer-immobilizedquaternary ammonium salt is insoluble in organic solvents and water, is convenient to recycle, has good phase transfer catalysis ability, has good reuse effects, has good bactericidal properties, andhas good industrial application as a bactericide.

Description

Technical field: [0001] The invention belongs to the technical field of chemical synthesis, and specifically relates to a polymer-immobilized quaternary ammonium salt and a preparation method and application thereof. Background technique: [0002] Quaternary ammonium compounds are well-known phase transfer catalysts and antibacterial agents. However, the water-soluble quaternary ammonium salt has poor catalytic effect, difficult to recover, difficult to separate after sterilization, residual toxicity, harsh storage conditions and other problems. Fixing it on a carrier to prepare a heterogeneous phase transfer catalyst can solve this problem Effective means. The conventional inorganic carrier is mainly supported by adsorption, and the catalytic performance is drastically reduced due to the loss of quaternary ammonium salt when the catalyst is reused. However, loading through chemical bonds can effectively avoid this problem. The best carrier is polymer materials. Compared with s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F8/44C08F212/36C08F214/16B01J31/06B01J35/10A01N33/12A01P1/00C07C51/00C07C51/093C07C59/50
CPCC08F8/44B01J31/063A01N33/12C07C51/00C07C51/093C07C59/50B01J35/617C08F212/36C08F214/16
Inventor 吴尖平冯传威王新伟李青山施旭升董柱永吴勤明沈永淼
Owner KENTE CATALYSTS INC
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