Propargyl alcohol type quaternary ammonium salt surfactant and preparation method thereof

A surfactant and quaternary ammonium salt technology, applied in the field of preparation of this type of surfactant, can solve the problems of high environmental hazards, high toxicity, decomposition, etc., and achieve strong performance, high temperature resistance and high acidity, slow good corrosion performance

Inactive Publication Date: 2011-05-11
CHINA WEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] It has been found in research and application practice that inorganic corrosion inhibitors containing arsenic and chromium are more resistant to high temperatures, but are highly toxic and harmful to the environment; commonly used organic corrosion inhibitors have good corrosion inhibition effects at room temperature, but these inhibitors Most of the corrosion inhibitors are adsorption-type corrosion inhibitors, which are often based on physical adsorption. They are very sensiti...

Method used

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  • Propargyl alcohol type quaternary ammonium salt surfactant and preparation method thereof
  • Propargyl alcohol type quaternary ammonium salt surfactant and preparation method thereof
  • Propargyl alcohol type quaternary ammonium salt surfactant and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The preparation of embodiment 1 propargyl alcohol quaternary ammonium salt surfactant

[0033] (1), preparation of bromide-2-(4-hydroxyl-2-butynyl)-N-hexadecylpyridine (abbreviation o-16)

[0034] Add NaH (3.6g) to the 250ml three-necked flask, add newly distilled THF (70ml) after 20 minutes of blowing nitrogen, stir at room temperature for 30 minutes, add newly distilled propynyl alcohol (5.6g), and stir for 2 hours. O-chloromethylpyridine (12.75 g) was added, and stirring was continued for 24 hours after the addition was complete. Slowly add 60ml H 2 O, separate the aqueous phase and the organic phase, extract the aqueous phase 3 times with a small amount of ether, and combine the organic phases. Wash with saturated NaCl aqueous solution to neutral, anhydrous NaCl 2 SO 4 After drying overnight, the solvent was evaporated and column chromatography with petroleum ether and ethyl acetate (20:1) gave an oily liquid.

[0035]Add 4-(2-pyridyl)-2-butynol (2.94g) to a 10...

Embodiment 2

[0043] The structural characterization of embodiment 2 propargyl alcohol quaternary ammonium salt surfactants

[0044] figure 1 is the infrared spectrum of P16, for figure 1 Analyze and get the results in Table 1.

[0045] Infrared Spectrum Analysis of Table 1P-16

[0046] cm -1 .

attribution

cm -1 .

attribution

cm -1 .

attribution

3433，

h 2 o

3043

Oh

2917，2850

CH 3 , CH 2

2101，

C≡C

1639

C=N

1570，1513

pyridine ring

1464，1384

CH 3 , CH 2

1345

CH 3

1113，914，

pyridine ring

[0047] figure 2 is P16 1 HNMR spectrum, for figure 2 Analyzed to get the results in Table 2.

[0048] Analysis of the hydrogen spectrum of Table 2P-16

[0049]

[0050] image 3 is P16 13 CNM R map, right image 3 Analyzed to get the results in Table 3.

[0051] Carbon Spectrum Analysis of Table 3P-16

[0052]

[0053] As can be seen from the analy...

Embodiment 3

[0054] The surface tension measurement of embodiment 3 propargyl alcohols quaternary ammonium salt surfactant

[0055] Prepare the measured surfactant with double distilled water to make a series of aqueous solutions with a certain concentration. At 20°C, use the ring method to measure the surface tension of the surfactant aqueous solution. Measurement results such as Figure 4 , Figure 5 , Image 6 and shown in Table 4.

[0056] Depend on Figure 4-6 As can be seen from Table 4, this series of compounds has a good ability to reduce the surface tension of water. As the alkyl chain grows, the surface tension of the solution decreases. When the number of carbon atoms in the side chain is 12, the surface tension drops to the lowest level. As the alkyl chain grows further, the surface tension rises again. For example: the surface tension of p-12 is 29.4mN / m, which is 43mN / m lower than that of pure water, indicating that p-12 has the strongest ability to reduce the surface te...

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Abstract

The invention relates to a propargyl alcohol type quaternary ammonium salt surfactant and a preparation method thereof, and the structural formula of quaternary ammonium salt is as follows: n is equal to 8, 10, 12, 14 or 16, and X is Cl or Br; and a substituent is positioned in the ortho-position, interposition or para-position. The preparation method is as follows: (1) adding 3-5g of NaH into a reactor, introducing nitrogen, adding 60-90ml of THF (tetrahydrofuran), stirring at room temperature, dropping 4-6g of propiolic alcohol, further slowly dropping 10-15g of chloromethylpyridine, stirring for 15-30h, separating water phase from organic phase, washing, drying, performing column chromatography, and then getting pyridyl-2-butynol; and (2) adding the pyridyl-2-butynol and alkyl halide into the reactor according to the molar ratio of 1: 1.5-1: 4, further adding 10ml-15ml of acetonitrile, refluxing and stirring for 20-30h at the temperature of 50-80 DEG C, washing, performing the column chromatography, and then getting the alkynol type quaternary ammonium salt surfactant. The series of the propargyl alcohol type quaternary ammonium salt surfactants have very high surface activity and very strong corrosion inhibition performance, the preparation method is simple and feasible, the operation is easy, the yield is higher, and the environmental pollution can be avoided.

Description

technical field [0001] The invention relates to a propargyl alcohol quaternary ammonium salt surfactant, and also relates to a preparation method of the surfactant. Background technique [0002] The harm of metal corrosion is very huge. According to reports, about 10%-20% of the total tonnage of metal produced in the world is completely scrapped due to corrosion, and about 30% of metal equipment is damaged as a result. The loss caused by corrosion of metal machinery and equipment far exceeds the price of the metal itself. Metal corrosion not only wastes materials, but also often causes accidents such as production stoppage, personal safety and environmental pollution. According to relevant experts, one ton of steel is corroded into rust every minute and a half in the world. At present, the corrosion loss caused by chemical or electrochemical reactions between metal materials and the surrounding environment in my country is about 500 billion yuan per year, accounting for abo...

Claims

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Application Information

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IPC IPC(8): B01F17/38C07D213/30C23F11/04B01F17/32B01F17/18C09K23/38C09K23/18C09K23/32
Inventor 蒋晓慧涂胜周丽梅段明
Owner CHINA WEST NORMAL UNIVERSITY
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