Synthesis method of low-cost long-carbon-chain cationic quaternary ammonium salt

A cationic quaternary ammonium salt, long carbon chain technology, applied in the field of synthesizing cationic quaternary ammonium salts, can solve the problems of high reaction temperature (190-220 ℃, large price fluctuations of raw material fatty alcohols, difficult to control side reactions, etc., to achieve disinfection. The effect of good bactericidal and emulsifying properties, excellent solubility, and short reaction time

Pending Publication Date: 2021-10-15
WANHUA CHEM GRP CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Long carbon chain cationic quaternary ammonium salts are generally obtained by amination of long carbon chain fatty alcohols to obtain fatty tertiary amines, and then quaternized fatty tertiary amines to obtain long carbon chain cationic quaternary ammonium salts. The price of raw material fatty alcohols fluctuates greatly. It can exceed 20,000 yuan / ton, and the production cost is high
And the fatty alcohol amination reaction is characterized by: long reaction time (generally more than 10h), high reaction temperature (190-220°C), high catalyst price (Ni, Cu, Zn and other metal catalysts), and difficult to control side reactions ( Disproportionation, condensation, cracking, etc.) and other shortcomings

Method used

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  • Synthesis method of low-cost long-carbon-chain cationic quaternary ammonium salt
  • Synthesis method of low-cost long-carbon-chain cationic quaternary ammonium salt
  • Synthesis method of low-cost long-carbon-chain cationic quaternary ammonium salt

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Preparation of quaternization catalyst:

[0047] Add 50 g support CuO to 100 mL NiSO 4 solution (which contains 2.37g NiSO 4 ·6H 2 O), after stirring for 2h, add 100mL H 2 PdCl 4 solution (which contains 1.13g H 2 PdCl 4 ), stirred overnight at 60 °C, filtered the solid product and dried at 80 °C for 20 h to obtain a Pd-Ni / CuO catalyst.

[0048] Preparation of cationic quaternary ammonium salt (using ethylene oligomerization process by-product as olefin source):

[0049] (1) Separation of olefins

[0050] The octene-1 refining column waste liquid storage tank of the ethylene oligomerization process of the POE unit is transported to the flash tank through the raw material pump. The operating conditions of the flash tank are: temperature 200°C, pressure 1.0KPa. C10-18 olefins are obtained by separation, and impurities such as oligomerization catalysts and ligands are removed. The C10-18 olefin stream enters the olefin separation tower, collects C10-14 olefins at ...

Embodiment 2

[0062] Preparation of quaternization catalyst:

[0063] Add 50 g of support CuO to 100 mL of FeCl 3 solution (containing 0.51g FeCl 3 ), stirred for 2h and then added 100mLH 2 PdCl 4 solution (containing 3.13g H 2 PdCl 4 ), stirred overnight at 60 °C, filtered the solid product and dried at 80 °C for 20 h to obtain a Pd-Fe / CuO catalyst.

[0064] Preparation of cationic quaternary ammonium salt: (using trimeric isobutene as olefin source)

[0065] (1) Chlorination reaction

[0066] The chlorination reaction adopts a semi-continuous drop reaction process. Triisobutene and sulfonyl chloride enter the chlorination reactor in the form of dropwise addition, the molar ratio of the feed amount is 0.3:1, and the temperature of the reactor is 60°C. After 1 / 2 volume of the kettle, the dropwise addition was stopped, and the reaction was carried out at a constant temperature for 1.5 hours. Normal pressure is maintained during the reaction process, and the tail gas is pumped by the ...

Embodiment 3

[0073] Preparation of quaternization catalyst:

[0074] Add 50 g of support CuO to 100 mL of H 2 PtCl 6 ·6H 2 O solution (containing 1.91g H 2 PtCl 6 ·6H 2 O), after stirring for 2h, add 100mL H 2 PdCl 4 solution (containing 1.84g H 2 PdCl 4 ), stirred overnight at 60 °C, filtered the solid product and dried at 80 °C for 20 h to obtain a Pd-Pt / CuO catalyst.

[0075] Preparation of cationic quaternary ammonium salt: (using tetrapropylene as olefin source)

[0076] (1) Chlorination reaction

[0077] The chlorination reaction adopts a semi-continuous dropwise reaction process. Tetrapropylene and sulfonyl chloride enter the chlorination reactor in the form of dropwise addition, the molar ratio of the feed amount is 0.5:1, and the temperature of the reactor is 50°C. After 1 / 2 volume of the reaction kettle, the dropwise addition was stopped, and the reaction was performed at a constant temperature for 3.0 hours. Normal pressure is maintained during the reaction process, ...

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Abstract

The invention relates to a synthesis method of low-cost long-carbon-chain cationic quaternary ammonium salt, wherein the synthesis method comprises the steps: (1) adding C10-C18 straight-chain or branched-chain olefin into a chlorination reaction kettle, carrying out nitrogen displacement, heating under a stirring condition, dropwise adding sulfonyl chloride, and carrying out constant-temperature reaction to obtain corresponding alkene chloride; (2) adding alkene chloride, a catalyst and a solvent into a quaternization reaction kettle, carrying out nitrogen displacement, heating to a certain temperature while stirring, introducing trimethylamine gas, carrying out a constant-temperature reaction, and cooling to obtain a trimethyl ammonium chloride cationic quaternary ammonium salt crude product; and (3) filtering the cationic quaternary ammonium salt crude product to remove the catalyst, carrying out rotary evaporation to remove the solvent to obtain a colloidal solid, washing, and filtering to finally obtain a white solid product. Compared with an existing cationic quaternary ammonium salt production technology, the method has the advantages that the synthetic raw materials are rich in source and low in price, the process is simple and continuous, and meanwhile, the problem that the utilization efficiency of a byproduct C10-18 olefin of a POE device is low is solved.

Description

technical field [0001] The invention relates to a method for producing low-cost long-carbon-chain cationic quaternary ammonium salts, in particular to a method for synthesizing cationic quaternary ammonium salts by using C10-18 olefin, a by-product of ethylene oligomerization in a POE device, as a raw material. Background technique [0002] Long carbon chain cationic quaternary ammonium salts are generally obtained by amination of long carbon chain fatty alcohols to obtain fatty tertiary amines, and then quaternized fatty tertiary amines to obtain long carbon chain cationic quaternary ammonium salts. The price of raw material fatty alcohols fluctuates greatly. It can exceed 20,000 yuan / ton, and the production cost is high. And the fatty alcohol amination reaction is characterized by: long reaction time (generally more than 10h), high reaction temperature (190-220°C), high catalyst price (Ni, Cu, Zn and other metal catalysts), and difficult to control side reactions ( Dispro...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C209/12C07C211/63
CPCC07C209/12C07C17/093C07C17/10C07C211/63C07C21/04
Inventor 任亚鹏李金明陈来中黄少峰邹成成杨在刚许振成黎源
Owner WANHUA CHEM GRP CO LTD
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