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Preparation method of novel ester group organic silicon quaternary ammonium salt

An organosilicon quaternary ammonium salt and ester-based technology is applied in the field of preparation of ester-based organosilicon quaternary ammonium salts, and can solve the problems of difficult biodegradation, low conversion rate of ester amines, environmental pollution and the like

Active Publication Date: 2018-10-23
WEST ANHUI UNIV
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Problems solved by technology

But the disadvantage is that it is difficult to biodegrade, which brings certain pollution to the environment.
Most of the ester group organosilicon quaternary ammonium salts reported in the literature are the preparation process of stearic acid triethanolamine ester group (or diethanolamine ester group) organosilicon quaternary ammonium salt. High temperature and low conversion of ester amine

Method used

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  • Preparation method of novel ester group organic silicon quaternary ammonium salt
  • Preparation method of novel ester group organic silicon quaternary ammonium salt
  • Preparation method of novel ester group organic silicon quaternary ammonium salt

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[0011] The present invention provides novel ester group organosilicon quaternary ammonium salt: the synthetic method of methyldiethanolamine laurate mono(bis) ester group propyl trialkoxysilyl ammonium chloride, the method comprises two steps:

[0012] 1) Synthesis of methyldiethanolamine laurate mono(double) ester

[0013] Carry out esterification reaction by N-methyldiethanolamine and lauric acid, take p-toluenesulfonic acid as catalyst;

[0014] 2) Synthesis of methyldiethanolamine laurate mono(bis)esteryl propyl trialkoxysilyl ammonium chloride:

[0015] Methyldiethanolamine laurate (double) ester and γ-chloropropyltrialkoxysilane were subjected to quaternization reaction, and methyldiethanolamine laurate was synthesized by microwave method with DMF as solvent and potassium iodide as catalyst. Bis) Ethoxypropyltrialkoxysilyl Ammonium Chloride.

[0016] The γ-chloropropyl trialkoxysilane is γ-chloropropyl trimethoxysilane or γ-chloropropyl triethoxysilane, and the lauric ...

Embodiment 1

[0023] 1. Synthesis of methyldiethanolamine laurate

[0024] Weigh the lauric acid (C 12 h 24 o 2 ), N-methyldiethanolamine (C 5 h 13 NO 2 ), the catalyst p-toluenesulfonic acid (C 7 h 8 o 3 S·H 2 O), join in the there-necked flask. Of which: lauric acid (C 12 h 24 o 2 ) and N-methyldiethanolamine (C 5 h 13 NO 2 ) in a molar ratio of 1.6:1, p-toluenesulfonic acid (C 7 h 8 o 3 S·H 2 O) and lauric acid (C 12 h 24 o 2 ) in a mol ratio of 0.008:1, magnetic stirring, and passing N 2 Protection, oil bath heating reaction, reaction temperature 170 ° C, reaction time 6 hours, the conversion rate of lauric acid reaches 99%; the esterification reaction equation is as follows:

[0025]

[0026] R=C in the above formula 11 h 23 ;

[0027] 2. The synthesis of lauric acid methyldiethanolamine mono(double) ester group propyl trimethoxysilyl ammonium chloride will react the product that obtains in the first step, add solvent N successively, N-dimethyl formamide, c...

Embodiment 2

[0032] 1. Synthesis of methyldiethanolamine laurate

[0033] Weigh the lauric acid (C 12 h 24 o 2 ), N-methyldiethanolamine (C 5 h 13 NO 2 ), the catalyst p-toluenesulfonic acid (C 7 h 8 o 3 S·H 2 O), join in the there-necked flask. Of which: lauric acid (C 12 h 24 o 2 ) and N-methyldiethanolamine (C 5 h 13 NO 2 ) in a molar ratio of 1.6:1, p-toluenesulfonic acid (C 7 h 8 o 3 S·H 2 O) and lauric acid (C 12 h 24 o 2 ) in a mol ratio of 0.008:1, magnetic stirring, and passing N 2 Protection, oil bath heating reaction, reaction temperature 170 ° C, reaction time 6 hours, the conversion rate of lauric acid reaches 99%; the esterification reaction equation is as follows:

[0034]

[0035] R=C in the above formula 11 h 23 ;

[0036] 2. Synthesis of methyldiethanolamine laurate mono(double) ester group propyl triethoxysilyl ammonium chloride

[0037] The product obtained in the first step reaction is sequentially added into solvent N, N-dimethylformamide...

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Abstract

The invention discloses a preparation method of novel ester organosilicon quaternary ammonium salt: methyl diethanolamine laurate mono(bis) ester group propyl trialkoxyl silyl ammonium chloride. The preparation method is characterized by comprising two steps: (1) synthesis of methyl diethanolamine laurate mono(bis) ester: carrying out esterification reactions between N-methyl diethanolamine and lauric acid in the presence of a catalyst namely p-toluenesulfonic acid; (2) synthesis of methyl diethanolamine laurate mono(bis) ester group propyl trialkoxyl silyl ammonium chloride: carrying out quaternization reactions between methyl diethanolamine laurate mono(bis) ester and gamma-chloropropyl trialkoxyl silane in a DMF solvent in the presence of a catalyst namely potassium iodide, wherein methyl diethanolamine laurate mono(bis) ester group propyl trialkoxyl silyl ammonium chloride is synthesized through a microwave method. The invention also provides a cotton fabric finishing agent, which comprises 800 mg / L of the ester organosilicon quaternary ammonium salt: methyl diethanolamine laurate mono(bis) ester group propyl trialkoxyl silyl ammonium chloride.

Description

technical field [0001] The invention relates to a preparation method of an ester group organosilicon quaternary ammonium salt. Background technique [0002] As we all know, the currently widely used fabric softeners are mostly methyl quaternary ammonium salts, mainly octadecylmethyltrimethylammonium chloride or dioctadecylmethyltrimethylammonium chloride. However, studies in recent years have found that ordinary methyl quaternary ammonium salts have disadvantages such as dissolution, easy wash-off, and easy accumulation on the surface of human skin when used on fabrics, and are prone to pathological changes after long-term use. If the silaneoxy group is introduced into the molecule, the above disadvantages can be changed, because the silanol can be hydrolyzed to form silanol and methanol, and the silanol can undergo dehydration condensation reaction with the hydroxyl group in the fiber through a covalent bond, so that the quaternary ammonium salt is closely connected with th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18D06M13/513D06M101/06
CPCC07F7/1804C07F7/1892D06M13/513D06M2101/06
Inventor 徐光年金俊成冯儒高迎春李刚
Owner WEST ANHUI UNIV
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