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Polyquaternary ammonium salt, and preparation method and application thereof

A technology of polyquaternium and structural formula, applied in the direction of botany equipment and methods, applications, herbicides and algicides, etc., to achieve the effect of simple operation, good water solubility and mild reaction conditions

Active Publication Date: 2015-01-14
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing polyquaternium salts are all linear structures, and polyquaternium salts with highly branched structures have not been reported

Method used

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  • Polyquaternary ammonium salt, and preparation method and application thereof
  • Polyquaternary ammonium salt, and preparation method and application thereof
  • Polyquaternary ammonium salt, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Polyquaternium salts were prepared using tris(2-chloroethyl)phosphate and bis(2-dimethylaminoethyl)ether.

[0033] Add 28.6g (0.1mol) tris(2-chloroethyl) phosphate and 24.0g (0.15mol) bis(2-dimethylaminoethyl)ether into a 250ml reaction flask, add 100g absolute ethanol, and nitrogen protection , heated to 80° C. to react for 30 h, cooled, and removed ethanol under reduced pressure. The obtained compound was recrystallized with ethanol-ethyl acetate mixed solvent to obtain 42.7 g of solid (yield 81.2%).

[0034] Product's 13 The C NMR analysis results show that the N-CH with a chemical shift of 45.32 in the raw material bis(2-dimethylaminoethyl) ether 3 The peak disappears and a quaternary ammonium N with a chemical shift of 52.32 is generated + -CH 3 Peak, raw material tris (2-chloroethyl) phosphate chemical shift is that the C-Cl peak of 42.34 disappears, and generation chemical shift is the quaternary ammonium N of 64.58 + -CH 2 -peak.

Embodiment 2

[0036] Polyquaternium salts were prepared using tris(3-chloropropyl)phosphine oxide and diethylaminoethyldimethylaminopropyl ether.

[0037] 28.0g (0.1mol) tris(3-chloropropyl) phosphine oxide and 30.4g (0.15mol) diethylaminoethyl dimethylaminopropyl ether were added to a 250ml reaction flask, 100g ethylene glycol was added, nitrogen protection , heated to 120° C. to react for 30 h, cooled, and removed ethanol under reduced pressure. The obtained compound was recrystallized with ethanol-ethyl acetate mixed solvent to obtain 49.9 g of solid (yield 85.4%).

[0038] Product's 13 C NMR analysis results show that the chemical shift of 45.32 in the raw material diethylaminoethyl dimethylaminopropyl ether 3 The peak disappears and a quaternary ammonium N with a chemical shift of 52.32 is generated + -CH 3 Peak, raw material three (3-chloropropyl) phosphine oxide chemical shift is that the C-Cl peak of 43.12 disappears, and generation chemical shift is the quaternary ammonium N of ...

Embodiment 3

[0040] Polyquaternium salts were prepared using tris(3-chloro-2-hydroxypropyl)phosphine oxide and dimethylaminoethyl dimethylaminopropyl ether.

[0041]32.8g (0.1mol) tris (3-chloro-2-hydroxypropyl) phosphine oxide, and 26.1g (0.15mol) dimethylaminoethyl dimethylaminopropyl ether were added to a 250ml reaction flask, and 150g N , N-dimethylformamide, nitrogen protection, warming up to 150 ° C for 30 h, cooling, and removing ethanol under reduced pressure, the obtained compound was recrystallized with ethanol-ethyl acetate mixed solvent to obtain 51.4 g of solid (yield 87.2% ).

[0042] Product's 13 C NMR analysis results show that the chemical shift of 45.33 in the raw material dimethylaminoethyl dimethylaminopropyl ether 3 The peak disappears and a quaternary ammonium N with a chemical shift of 52.91 is generated + -CH 3 Peak, raw material three (3-chloro-2-hydroxypropyl) phosphine oxide chemical shift is that the C-Cl peak of 46.88 disappears, and generation chemical shi...

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Abstract

The invention relates to a polyquaternary ammonium salt, and a preparation method and an application thereof. The polyquaternary ammonium salt has a dendritic structure formed by alternate connection of the following two structural units. A is oxygen atom or vacancy; R1, R2, R3, R8, and R9 are independently one selected from C6-C8 arylene, C1-C8 straight-chain alkylene, branched-chain alkylene, and a substituent of C1-C8 straight-chain alkylene or branched-chain alkylene; R4, R5, R6, and R7 are independently one selected from C1-C2 alkyl; X<-> is anion. The polyquaternary ammonium salt provided by the invention can be used in sterilization and algae eliminating of oilfield-produced reinjection water or refinery circulating cooling water, and can be used in pipeline slime stripping. The polyquaternary ammonium salt can also be used as a crude oil demulsification auxiliary agent.

Description

technical field [0001] The invention relates to a polyquaternary ammonium salt and its preparation method and application. Background technique [0002] Quaternary ammonium fungicides are one of the most widely used fungicides, which can be divided into single quaternary ammonium fungicides, double quaternary ammonium fungicides and polyquaternium fungicides. The single quaternary ammonium fungicide has the advantages of low price, fast sterilization speed, strong slime stripping ability and wide application range of pH value. Diquaternary ammonium salt fungicides are mainly Gemini-type quaternary ammonium salts, which have the advantages of high surface activity and strong adsorption performance, and also have special aggregation behavior and aggregate structure. Although single quaternary ammonium fungicides and double quaternary ammonium fungicides have certain advantages and have been widely used, there are still some shortcomings, such as greater toxicity and irritatio...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/00A01N57/12A01P1/00A01P13/00
Inventor 余伟发李本高
Owner CHINA PETROLEUM & CHEM CORP
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