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A kind of preparation method of thermal paper sensitizer benzyl-2-naphthyl ether

A technology of naphthyl ether and benzyl, which is applied in the field of preparation of thermal paper sensitizer benzyl-2-naphthyl ether, can solve the problem of high price of 2-naphthol, achieve production cost reduction and great implementation value and socioeconomic benefits

Active Publication Date: 2022-02-11
QUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, benzyl chloride is a dangerous chemical in the known method, and the price of 2-naphthol is relatively high

Method used

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  • A kind of preparation method of thermal paper sensitizer benzyl-2-naphthyl ether
  • A kind of preparation method of thermal paper sensitizer benzyl-2-naphthyl ether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] A kind of preparation method of thermal paper sensitizer benzyl-2-naphthyl ether comprises the following steps:

[0028] S1. Add 20.7 grams of bromonaphthalene (100 mmol) and 47 ml of DMF to a three-necked flask, stir well, and then add 12.7 grams of sodium carbonate (120 mmol, 1.2 equivalents), 1.9 grams of cuprous iodide (10 mmol, 0.1 equivalents), 1.55 grams of N - Tetrahydropyrrole acetic acid (12mmol, 0.1 equivalents) and 12.9 grams of benzyl alcohol (120 mmol, 1.2 equivalents);

[0029] S2, the reaction mixture was stirred overnight at 100°C;

[0030] S3, add 100ml of water and 100ml of toluene after recovering DMF under reduced pressure, extract the aqueous phase with 300ml of toluene three times, combine the organic layers, wash with water and 5% sodium carbonate successively;

[0031] S4. The organic phase was dried with anhydrous sodium sulfate, filtered, decolorized by silica gel and activated carbon, and the organic solvent was evaporated to obtain 25 grams...

Embodiment 2

[0033] The metal catalyst is 1.43 grams of cuprous bromide (10 mmol, 0.1 equivalent), and the other steps and consumption are the same as in Example 1.

[0034] After the crude product was recrystallized, 20.1 g of the product was obtained with a yield of 86% and a purity of more than 99%.

Embodiment 3

[0036] A kind of preparation method of thermal paper sensitizer benzyl-2-naphthyl ether comprises the following steps:

[0037] S1. Add 20.7 g of bromonaphthalene (100 mmol) and 47 ml of toluene into a three-necked flask, and stir. Add 12.7 grams of sodium carbonate (120 mmol, 1.2 equivalents), 1.9 grams of cuprous iodide (10 mmol, 0.1 equivalents), 1.55 grams of N-tetrahydropyrrole acetic acid (12 mmol, 0.1 equivalents) and 12.9 grams of benzyl alcohol (120 mmol, 1.2 equivalents) in sequence. );

[0038] S2, the reaction mixture was stirred overnight at 100°C;

[0039] S3, after cooling to room temperature and layering toluene, add 100ml of water and 53ml of toluene, extract the aqueous phase with 300ml of toluene three times, combine the organic layers, and wash with water and 5% sodium carbonate successively;

[0040] S4. The organic phase was dried with anhydrous sodium sulfate, filtered, decolorized by silica gel and activated carbon, and the organic solvent was evapora...

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Abstract

The present invention relates to a kind of preparation method of heat-sensitive paper sensitizer benzyl-2-naphthyl ether, said preparation method uses benzyl alcohol and 2-bromonaphthalene as raw materials, and takes N-tetrahydropyrrole acetic acid as a ligand. In the presence of a solvent, benzyl-2-naphthyl ether is prepared with Cu(I) or Cu(II) as a catalyst. The steps of the preparation method are: S1, mix and stir 2-bromonaphthalene and a certain amount of solvent evenly, then add a certain amount of alkali, catalyst, ligand and benzyl alcohol in turn; S2, control the reaction temperature and time, while stirring Side reaction; S3, after the reaction is over, reclaim the solvent, add a certain amount of water and an organic solvent, extract the water phase with an organic solvent several times, combine the organic phase, and then wash with water and sodium carbonate aqueous solution successively; S4, after the washing is completed, organic The crude product is obtained after phase drying, filtration, decolorization and distillation, and the product is obtained after the crude product is recrystallized and dried. The present invention adopts benzyl alcohol and 2-bromonaphthalene as reaction raw materials, and the production cost is greatly reduced, and has great implementation value and social and economic benefits.

Description

technical field [0001] The invention relates to a method for preparing a thermal paper sensitizer benzyl-2-naphthyl ether. Background technique [0002] Thermal paper, as an emerging thermal printing medium, has the characteristics of low price and convenient use. It is increasingly widely used in supermarkets and other electronic cash register systems, express delivery orders, medical records and other fields, and has a large market demand. The chemical components in the thermal paper production formula that improve the color sensitivity and luminosity of thermal recording paper are thermal sensitizers, of which benzyl-2-naphthyl ether is a key thermal paper sensitizer. [0003] The production method of benzyl-2-naphthyl ether commonly used at present is to select the method preparation of condensation of benzyl chloride and 2-naphthol, disclose a kind of preparation method of benzyl-2-naphthyl ether as Chinese Patent Publication No. CN103772158A, It uses benzyl chloride a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C41/16C07C43/20
CPCC07C41/16C07C43/202
Inventor 葛承胜吕延文周海谢艳范蕊
Owner QUZHOU UNIV
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