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Aromatic aldehyde Schiff base as well as preparation method and application thereof

A technology for aromatic aldehydes and Schiff bases, applied in the field of aromatic aldehyde Schiff bases and their preparation, can solve the problems of affecting product aroma quality, high reaction temperature, environmental pollution and the like, and achieves good aroma enhancement effect and low reaction temperature. , post-processing simple effects

Inactive Publication Date: 2017-08-11
DONGGUAN BOTON FLAVORS & FRAGRANCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Both of the above two methods use a large amount of solvents, causing pollution to the environment, and the reaction temperature is too high, and there are many side reactions, which affect the aroma quality of the product.

Method used

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  • Aromatic aldehyde Schiff base as well as preparation method and application thereof
  • Aromatic aldehyde Schiff base as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] A kind of preparation method of rabbit ear oxalin methyl anthranilate Schiff base, in a 3000mL three-necked flask with heating mantle, stirrer, thermometer, vacuum distillation device, add methyl anthranilate 604g (4mol ), rabbit ear oxalin 836g (4.4mol), the pressure was kept at 0.5KPa, the temperature was kept at 75°C, and the reaction was stirred for 10 hours. After the reaction is completed, the temperature is raised to 120° C., the pressure is reduced to 0.1 KPa, the unreacted aldehyde is removed by distillation, and the temperature is cooled to obtain 1295 g of rabbit ear oxalin methyl anthranilate Schiff base, the product content is 95%, and the product has Lily of the valley, melon and orange blossom aroma, pure aroma.

Embodiment 2

[0030] A preparation method of lilial anthranilate methyl anthranilate Schiff base, in a 1000mL three-necked flask with a heating mantle, agitator, thermometer and vacuum distillation device, add 151g (1mol) of methyl anthranilate , 224.4g (1.1mol) of lyral, the pressure was kept at 0.5KPa, the temperature was kept at 75°C, and the reaction was stirred for 10 hours. After the reaction is complete, raise the temperature to 120°C, reduce the pressure to 0.1 KPa, distill off the unreacted aldehyde, and cool down to obtain 338g of lyral anthranilate Schiff base, with a product content of 96%. Aroma of tree flowers and orange blossom, pure aroma.

Embodiment 3

[0032] A kind of preparation method of silver aldehyde methyl anthranilate Schiff base, in a 5000mL three-neck flask with heating mantle, stirrer, thermometer, vacuum distillation device, add methyl anthranilate 906g (6mol), Silver aldehyde 1346.4g (6.6mol), the pressure was kept at 0.5KPa, the temperature was kept at 75°C, and the reaction was stirred for 10 hours. After the reaction is complete, raise the temperature to 120°C, reduce the pressure to 0.1 KPa, distill off the unreacted aldehyde, cool down to obtain 2028g of silver aldehyde methyl anthranilate Schiff base, the product content is 95%, and the product has lily of the valley The aroma of the sea and orange blossom, the fragrance is pure.

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Abstract

The present invention relates to the technical field of chemical synthesis, in particular to an aromatic aldehyde Schiff base and its preparation method and application. The structural formula of the aromatic aldehyde Schiff base is as follows: Wherein, R is any one of isopropyl, tert-butyl and isobutyl. The aromatic aldehyde Schiff's base of the invention has pure fragrance, good fragrance-increasing effect, no allergic effect on skin, and is safe and environment-friendly. The preparation method of the present invention removes the water generated by the reaction through vacuum decompression, does not need to use acid and a large amount of solvents, and is more in line with the requirements of environmental protection; the reaction temperature is low, the side reactions are few, and the post-treatment of the product is simple, and the obtained product has pure aroma. Suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to an aromatic aldehyde Schiff base and its preparation method and application. Background technique [0002] Aromatic aldehydes, such as lilial, rabbit ear oxalin and silver aldehyde, have a fresh floral fragrance, accompanied by the fragrance of lily of the valley. Lilial has an allergic effect on the skin, and now the European Union has restricted its use, so the development of lilial series product derivatives has become a new development direction, and Schiff base products are one of the key directions. Methyl anthranilate Schiff base of lilial series products has lily-of-the-valley marine aroma accompanied by orange blossom aroma, the product has stable properties and is widely used in daily chemical products such as perfume, air freshener, shampoo, shower gel, etc. , has a good market prospect. [0003] Schiff base mainly refers to a class of organic compounds co...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C251/16C07C249/02C11B9/00
CPCC07C251/16C11B9/0061
Inventor 吴奇林马洪亮李锐郝剑王金潮李仕仁张运好
Owner DONGGUAN BOTON FLAVORS & FRAGRANCES
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