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Synthesis method of 1-bromo-2-nitronaphthalene

A synthesis method and technology of nitronaphthalene, applied in chemical instruments and methods, preparation of organic compounds, preparation of sulfonate esters, etc., can solve problems such as difficulty in realizing large-scale mass production, high price, unfavorable environmental protection, etc., and achieve abundant production. The effect of high volume, low cost and easy mass production

Pending Publication Date: 2022-06-07
苏州锋华新材料科技有限公司
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  • Application Information

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Problems solved by technology

[0007] The above-mentioned synthesis is by 1977, Lisitsyn, V.N. et al. (Zhurnal Organicheskoi Khimii, 13 (6), 1286-9; 1977) reported a method for synthesizing 1-bromo-2-nitronaphthalene, the above-mentioned synthetic process needs to use When it comes to mixed acid nitrification, there are more three wastes (waste water, waste gas and solid waste) produced. The use of ingredients such as mixed acid is not only not conducive to environmental protection, but also because of the high price, it is difficult to achieve large-scale mass production. Therefore, combined with actual production needs, Based on the principle of environmental protection, a new synthetic method of 1-bromo-2-nitronaphthalene is required to overcome the above-mentioned technical problems

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  • Synthesis method of 1-bromo-2-nitronaphthalene
  • Synthesis method of 1-bromo-2-nitronaphthalene
  • Synthesis method of 1-bromo-2-nitronaphthalene

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Embodiment 1

[0024] In the present embodiment, the synthetic method of 1-bromo-2-nitronaphthalene is proposed, which comprises the following synthetic steps:

[0025] step one:

[0026] ①In a 2000ml reaction flask, add 2-nitro-1-naphthol, triethylamine and DMAP, dissolve with dichloromethane, cool the reaction system to below zero and stir, then, add trifluoro trifluoride dropwise to the above reaction system Methanesulfonic anhydride, keep the temperature below zero;

[0027] 2. After 3 hours of reaction, add 800 ml of 3% ammonium chloride aqueous solution to the system, stir and filter after layering;

[0028] 3. After the organic phases were combined and concentrated, 100 ml of absolute ethanol was added to the obtained filtrate, then cooled to below zero for crystallization, and 120.3 g of 2-nitro-1-trifluoromethanesulfonate naphthalene was obtained after suction filtration, with a yield of 71.2%.

[0029] In the above reaction,

[0030] 2-Nitro-1-naphthol (100 g, 0.53 mol);

[003...

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Abstract

The invention provides a synthesis method of 1-bromine-2-nitronaphthalene, and relates to the field of synthesis of 1-bromine-2-nitronaphthalene, and the synthesis method comprises the following synthesis route: 2-nitro-1-naphthol is used as a basic raw material, trifluoromethanesulfonic anhydride and triethylamine are used as auxiliary materials, dichloromethane is used as a dissolving agent for dissolving the 2-nitro-1-naphthol and triethylamine, the triethylamine is added into a reaction system, and the reaction system is heated to 80-90 DEG C, and the 1-bromine-2-nitronaphthalene is obtained. By dropwise adding trifluoromethanesulfonic anhydride and recrystallizing and purifying 2-nitro-1-trifluoromethanesulfonate naphthalene, the 1-bromine-2-nitronaphthalene compound has important value in the synthesis of organic electroluminescent materials, is an important intermediate mainly used for synthesizing naphthobenzene carbazole compounds and is an important photoelectric interlayer material, and on the basis of the 1-bromine-2-nitronaphthalene compound, the 1-bromine-2-nitronaphthalene compound can be used for preparing organic electroluminescent materials. The synthesis route has the advantages of low cost, environment friendliness, easiness in mass production and the like.

Description

technical field [0001] The invention relates to the field of 1-bromo-2-nitronaphthalene synthesis, in particular to a synthesis method of 1-bromo-2-nitronaphthalene. Background technique [0002] The molecular formula of 1-bromo-2-nitronaphthalene is C 10 H 6 BrNO 2 , with a density of 1.7±0.1g / cm3, which has a unique structure and special properties, making it an important precursor in synthetic chemistry, and an important interlayer material in the synthesis of optoelectronic materials. Therefore, 1-bromo-2-nitronaphthalene is an important hot spot in the synthesis of optoelectronic materials, and has a very good development and application prospect in materials chemistry and life science. [0003] 1-Bromo-2-nitronaphthalene can be used in materials science, metal organic ligands, life science, etc. Its structural formula is as follows: [0004] [0005] The synthetic method of existing known 1-bromo-2-nitronaphthalene includes: [0006] [0007] Above-mentioned...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C201/14C07C205/12C07C303/28C07C309/65
CPCC07C303/28C07C201/14C07C309/65C07C205/12Y02E10/549
Inventor 黄淼姚梁锋
Owner 苏州锋华新材料科技有限公司