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Preparation method of 2-undecylimidazoline

A technology of alkyl imidazoline and dodecyl aldehyde, applied in organic chemistry and other directions, can solve the problems of poor low-temperature baking and leveling, high melting point, poor yellowing resistance, etc., and achieve outstanding yellowing resistance. , Excellent storage performance, and the effect of increasing compatibility

Pending Publication Date: 2021-06-22
HUBEI JIANGDA CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, 2-methylimidazole and 2-phenylimidazole are the most used in powder coatings. The disadvantages of these two imidazoles are that they are too active, relatively strong, and have a high melting point. The consequence is poor storage performance. Very good, high temperature baking machinery is not very good, low temperature baking leveling is not very good, and the yellowing resistance is poor

Method used

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  • Preparation method of 2-undecylimidazoline

Examples

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Comparison scheme
Effect test

Embodiment 1

[0023] A preparation method of 2-undecyl imidazoline, comprising the following steps:

[0024] 1) Put 1 part of ethylenediamine and 0.01 part of N-bromosuccinimide in a 500ml flask, set the temperature in an ice-water bath to 5°C, start stirring for 30 minutes, then add 1 part of dodecylaldehyde dropwise, The dropwise addition is completed within 2 hours, and the resulting precipitate is poured into 1-2 parts of ethanol, 1-2 parts of ethyl acetate, 10-15 parts of acetone, and 1-2 parts of butyl acetate for stirring, and then filtered to obtain the intermediate product;

[0025] 2) Put the synthesized intermediate product into a single-necked flask, raise the temperature of the heat-conducting oil around the single-necked flask to 190°C, add 1 part of catalyst radium, nickel, and vacuumize for 2 hours, and dissolve the obtained product in ethanol solvent;

[0026] 3) After dissolving, remove the radium-nickel catalyst by filtration, the product is dissolved in the lower soluti...

Embodiment 2

[0029] A preparation method of 2-undecyl imidazoline, comprising the following steps:

[0030] 1) Put 1 part of ethylenediamine and 0.02 part of N-bromosuccinimide in a 500ml flask, set the temperature in an ice-water bath to 4°C, start stirring for 30 minutes, then add 1 part of dodecylaldehyde dropwise, After the dropwise addition was completed within 2 hours, the resulting precipitate was poured into 1 part of ethanol, 2 parts of ethyl acetate, 15 parts of acetone, and 2 parts of butyl acetate for stirring, and then filtered to obtain an intermediate product;

[0031] 2) Put the synthesized intermediate product into a single-necked flask, raise the temperature of the heat-conducting oil around the single-necked flask to 190°C, add 2 parts of catalyst Radium Linni, vacuumize for 2 hours, and dissolve the obtained product in ethanol solvent;

[0032] 3) After dissolving, remove the radium-nickel catalyst by filtration, the product is dissolved in the lower solution, and then ...

Embodiment 3

[0035] A preparation method of 2-undecyl imidazoline, comprising the following steps:

[0036] 1) Put 1 part of ethylenediamine and 0.03 part of N-bromosuccinimide in a 500ml flask, set the temperature in an ice-water bath to 6°C, start stirring for 30 minutes, then add 1 part of dodecylaldehyde dropwise, After the dropwise addition was completed within 2 hours, the resulting precipitate was poured into 2 parts of ethanol, 1 part of ethyl acetate, 15 parts of acetone, and 1 part of butyl acetate for stirring, and then filtered to obtain an intermediate product;

[0037] 2) Put the synthesized intermediate product into a single-necked flask, raise the temperature of the heat-conducting oil around the single-necked flask to 230°C, add 1 part of catalyst radium and nickel, vacuumize for 2 hours, and dissolve the obtained product in ethanol solvent;

[0038] 3) After dissolving, remove the radium-nickel catalyst by filtration, the product is dissolved in the lower solution, and th...

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Abstract

The invention relates to a preparation method of 2-undecylimidazoline, which comprises the following steps: placing ethylenediamine and N-bromosuccinimide in a 500ml flask, setting the temperature to be 3-6 DEG C by adopting an ice-water bath, starting to stir for 30 minutes, then dropwise adding dodecyl aldehyde within 2 hours to obtain a precipitate, pouring ethanol, ethyl acetate, acetone and butyl acetate into the precipitate, stirring, filtering to obtain an intermediate produc, putting the synthesized intermediate product into a single-mouth flask, raising the temperature of the heat-conducting oil around the single-mouth flask to 190-230 DEG C, adding a catalyst radium nickel, vacuumizing for 2 hours, and adding an ethanol solvent into the obtained product for dissolving; and removing the solvent by using a rotary evaporator to obtain the product 2-undecylimidazoline, and finally removing impurities by using toluene. According to the invention, the length of a chain of 2-methyl is improved to be 2-undecyl, so that the yellowing resistance is more prominent.

Description

technical field [0001] The invention relates to the field of surfactants, in particular to a preparation method of 2-undecylimidazoline. Background technique [0002] Imidazoline compounds are widely used in the industrial field. Except for a small part of pesticides, medicines, and imidazole compounds as intermediates, they are mainly used as cationic surfactants, corrosion inhibitors and fungicides in oil fields. In addition, it is also used in industrial cleaning, papermaking, printing and dyeing, leather, metal polishing, etc. It is a kind of multifunctional surfactant with excellent performance. [0003] At present, 2-methylimidazole and 2-phenylimidazole are the most used in powder coatings. The disadvantages of these two imidazoles are that they are too active, relatively strong, and have a high melting point. The result is poor storage performance. Too good, high temperature baking machinery is not very good, low temperature baking leveling is not very good, and the...

Claims

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Application Information

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IPC IPC(8): C07D233/10
CPCC07D233/10
Inventor 崔克斌
Owner HUBEI JIANGDA CHEM
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