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2-diallylaminomethylbenzimidazole and preparation method thereof

A technology of diallylaminomethylbenzimidazole and chloromethylbenzimidazole, which is applied in the field of fluorescent whitening compounds and their preparation, can solve problems such as the complex preparation process of fluorescent whitening agents, and achieve improved color mordant dyeing. performance, simplification of the purification process, and the effect of eliminating corrosion

Active Publication Date: 2016-04-13
SHANGHAI DONGSHENG NEW MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] In order to solve the difficult problem of the current complex preparation process of fluorescent whitening agents, the present invention provides a benzimidazole compound that can be directly applied as a fluorescent whitening intermediate compound——2-diallyl Aminomethylbenzimidazole

Method used

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  • 2-diallylaminomethylbenzimidazole and preparation method thereof
  • 2-diallylaminomethylbenzimidazole and preparation method thereof
  • 2-diallylaminomethylbenzimidazole and preparation method thereof

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preparation example Construction

[0055] The first aspect of the present invention provides a kind of preparation method of 2-diallylaminomethyl benzimidazole, it is characterized in that, described method comprises:

[0056] Step 1: Under an inert gas environment, 2-chloromethylbenzimidazole, diallylamine, a solid base carrier dilute metal element catalyst, K 2 CO 3 , iron salt, ammonium molybdate, and quaternary ammonium salt are refluxed in a solvent for at least 2 hours;

[0057] Step 2: After the reaction finishes, filter the reaction solution;

[0058] Step 3: collecting the organic phase in the filtrate;

[0059] Step 4: Concentrate the organic phase and obtain 2-diallylaminomethylbenzimidazole after cooling.

[0060] According to a preferred embodiment of the first aspect of the present invention, wherein, in the step 1, the 2-chloromethylbenzimidazole, diallylamine, solid base carrier rare metal catalyst, K 2 CO 3 , iron salt, ammonium molybdate, the weight proportion of quaternary ammonium salt ...

Embodiment 1

[0071] One, the preparation of 2-diallylaminomethylbenzimidazole

[0072] (1) Raw material components and their weight ratio:

[0073]

[0074] (2) Preparation method:

[0075] Step 1: In N 2 Under the protection, the raw material components 2-chloromethylbenzimidazole, diallylamine, solid base carrier dilute metal element catalyst, K 2 CO 3 , ferric chloride, ammonium molybdate, ethylene glycol monobutyl ether, and benzyltriethylammonium chloride were added to the four-necked flask;

[0076] Step 2: heat up to 60°C, and reflux for 6 hours;

[0077] Step 3: After the reaction is over, filter the reaction solution while it is hot;

[0078] Step 4: the organic phase and the aqueous phase of the filtrate are separated, and the organic phase is extracted 5 times with 300 parts of deionized water each time;

[0079] Step 5: The organic phase was distilled under reduced pressure, and then cooled to obtain a white solid product.

[0080] 2. Preparation of solid base carrier...

Embodiment 2

[0089] One, the preparation of 2-diallylaminomethylbenzimidazole

[0090] (1) Raw material components and their weight ratio:

[0091]

[0092] (2) Preparation method:

[0093] Step 1: In N 2 Under the protection, the raw material components 2-chloromethylbenzimidazole, diallylamine, solid base carrier dilute metal element catalyst, K 2 CO 3 , ferric chloride, ammonium molybdate, ethylene glycol monobutyl ether, and benzyltriethylammonium chloride were added to the four-necked flask;

[0094] Step 2: heat up to 80°C, and reflux for 3 hours;

[0095] Step 3: After the reaction is over, filter the reaction solution while it is hot;

[0096] Step 4: the organic phase and the aqueous phase of the filtrate are separated, and the organic phase is extracted 5 times with 300 parts of deionized water each time;

[0097] Step 5: The organic phase was distilled under reduced pressure, and then cooled to obtain a white solid product.

[0098] 2. Preparation of solid base carrier...

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Abstract

The invention provides a preparation method of 2-diallylaminomethylbenzimidazole. The method is characterized in comprising the following steps: step 1, under an inert atmosphere environment, 2-chloromethylbenzimidazole, diallylamine, a solid alkali carrier rare metal element catalyst, K2CO3, iron salt, ammonium molybdate and quaternary ammonium salt are subjected to a reflux reaction in a solvent for at least 2h; step 2, when the reaction is finished, a reaction liquid is filtered; step 3, an organic phase in the filtrate is collected; and step 4, the organic phase is concentrated and cooled, such that 2-diallylaminomethylbenzimidazole is obtained. The invention also provides 2-diallylaminomethylbenzimidazole and a penetrating fluorescent whitening intermediate compound, and an application thereof in a surface sizing agent. With the preparation method provided by the invention, a product purification treatment process is greatly simplified, and equipment corrosion during the preparation process is eliminated. With the obtained product, fluorescent whitening can be achieved, and the color mordant property of the product can be improved.

Description

technical field [0001] The invention relates to a fluorescent whitening compound and a preparation method thereof, in particular to a compound such as 2-diallylaminomethylbenzimidazole and a preparation method thereof using a novel catalyst. Background technique [0002] Fluorescent whitening agent is a kind of color conditioning agent, which has the effect of brightening and brightening. Its principle of action is to absorb the invisible ultraviolet light in the light and emit visible blue light. After superimposing with the yellow light emitted by the fabric, it complements the white light. Increase the white light emitted by the fabric, and the naked eye can feel that the white fabric is obviously brighter, which is the brightening effect. Since the fluorescent whitening agent can absorb invisible ultraviolet light (the wavelength range is about 60-380nm) and convert it into blue light or purple visible light with a longer wavelength, it can compensate for the unwanted ye...

Claims

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Application Information

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IPC IPC(8): C07D235/14D21H21/30
Inventor 施晓旦郭和森
Owner SHANGHAI DONGSHENG NEW MATERIALS
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