Anthraquinone and preparation method for derivative thereof

A derivative, anthraquinone technology, applied in the field of preparation of anthraquinone and its derivatives, can solve the problems of three wastes, etc., and achieve the effects of low production cost, safe and reliable production, and simple operation

Inactive Publication Date: 2008-02-20
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0011] The problem to be solved by the present invention is to provide a synthetic method of anthraquinone and its derivatives which is simple in operation, safe and reliable in production, high in reaction yield, low in production cost, and environment-friendly, and overcomes the limitation of anthracene source by the traditional process, the three wastes , complex process and other disadvantages

Method used

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  • Anthraquinone and preparation method for derivative thereof
  • Anthraquinone and preparation method for derivative thereof
  • Anthraquinone and preparation method for derivative thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Add 14.8g (0.1mol) of phthalic anhydride (phthalic anhydride), 11.0g (0.1mol) of hydroquinone and 0.25g of aluminum trichloride into the mortar, grind them thoroughly and put them into a 250mL dry flask, put them in Microwave oven, connect the condenser, set the power of the microwave oven to 650W, start the microwave oven, control the reaction temperature 300-350°C, and radiate for 5 minutes. After the reaction is completed, add 50mL of ice water, stir, suction filter, add soda ash to neutralize to pH=6.5 -7, add sodium hypochlorite solution (containing 3.0g of available chlorine), stir, and filter to obtain 22.4g of 1,4-dihydroxyanthraquinone, the yield is 91.5% (calculated as phthalic anhydride, the same below), and the purity is analyzed by high performance liquid chromatography was 98.1%.

Embodiment 2

[0031] The feed intake of hydroquinone is 13.2g (0.12mol), the microwave oven power is set to 1000W, and the radiation time is 1 minute. Other operations are the same as in Example 1 to obtain 23.3g of 1,4-dihydroxyanthraquinone, and the yield is 95.3%. , the purity was 98.3% by high performance liquid chromatography.

Embodiment 3

[0033] Add 77.4g of DMF (N,N-dimethylformamide) as a solvent, set the power of the microwave oven to 50W, control the reaction temperature to the reflux temperature (about 153°C), the input amount of the catalyst aluminum trichloride is 2.5g, microwave irradiation The time was 120 minutes, and other operations were the same as in Example 1 to obtain 23.5 g of 1,4-dihydroxyanthraquinone with a yield of 96.4% and a purity of 98.5% by high performance liquid chromatography.

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Abstract

The invention relates to a synthetic method of anthraquinone and ramification thereof, in particular to a chemosynthesis method of the preparation of anthraquinone and ramification thereof in microwave irradiation and the presence of catalyst by only one step. Phthalic anhydride or substituted phthalic anhydride in formula (II) and benzene or substituted benzene in formula (III) are rubbed and mixed in the presence of catalyst under the condition of organic solvent or solvent free condition. Furthermore, the mixture is put in microwave irradiation with power of 50-1000W and reacts for 1 to 120 minutes at the temperature of 130 to 450 DEG C, and finally anthraquinone and the ramification thereof are produced after being separated. The invention has the advantages of simple operation, less reacting steps, being environment-friendly, low production cost, high reacting yield and excellent industrial applicability.

Description

(1) Technical field [0001] The invention relates to a preparation method of anthraquinone and derivatives thereof. (2) Background technology [0002] Prior to the present invention, the existing techniques for chemically synthesizing anthraquinone and its derivatives include naphthoquinone method, anthracene oxidation method and phthalic anhydride method. The naphthoquinone method was developed by the American cyanamide company in the 1950s. This process uses naphthalene as a raw material, which is oxidized into 1,4-naphthoquinone through gas phase oxidation, and then reacts with butadiene to produce tetrahydroanthraquinone through Diels-Alder, and then It can be oxidized into anthraquinone in liquid phase. The production process is mainly based on catalytic reaction, which requires high technology and engineering. [0003] [0004] The production of anthraquinone by anthracene oxidation is the main production process of anthraquinone in industrialized countries. It is...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C50/18C07C46/00
Inventor 贾建洪李郁锦高建荣韩亮盛卫坚
Owner ZHEJIANG UNIV OF TECH
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