Method for preparing 1,4-di(4-amino-benzene oxygen) benzene

A technology of aminophenoxy and nitrophenoxy, applied in the first field, can solve the problems of unfavorable environmental protection, complex operation process, low total yield, etc., and achieve low production cost, high yield and purity, and convenient source Effect

Inactive Publication Date: 2008-04-09
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0019] The disadvantages of this preparation method are: (1) the operation process is complicated, and there are many kinds of organic solvents used, which virtually increases the cost of purchase and storage and transportation; (2) in the synthesis of 1,4-bis(4-nitrophenoxy ) In the process of benzene, the reaction mixture is directly poured into the mixed solution of methanol and water to precipitate out the product, resulting in serious waste water, high treatment costs, and being unfavorable for environmental protection; (3) organic solvent recovery difficulty; (4) synthetically obtained 1

Method used

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  • Method for preparing 1,4-di(4-amino-benzene oxygen) benzene
  • Method for preparing 1,4-di(4-amino-benzene oxygen) benzene

Examples

Experimental program
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Embodiment 1

[0051]11.0 grams (0.10 moles) of hydroquinone, 44.1 grams (0.28 moles) of 4-chloronitrobenzene, 110.4 grams (0.80 moles) of potassium carbonate, 700 milliliters of N, N-dimethylformamide and 180 milliliters Put toluene in the reaction kettle, stir, heat and reflux for water separation for 18 hours, concentrate the reaction solution, recover the solvent for recycling, cool the reactant system, add water, precipitate a yellow-green solid product, and dry to obtain 35.1 grams of 1,4- Bis(4-nitrophenoxy)benzene has a melting point of 239.6°C and a purity of 99.9%. According to the actual amount of 1,4-bis(4-nitrophenoxy)benzene obtained and the theoretical amount (35.2 grams), The calculated yield of 1,4-bis(4-nitrophenoxy)benzene was 99.7%.

Embodiment 2

[0053] 11.0 grams (0.10 moles) of hydroquinone, 44.5 grams (0.22 moles) of 4-bromonitrobenzene, 55.2 grams (0.40 moles) of potassium carbonate, 150 milliliters of N, N-dimethylacetamide and 15 milliliters of di Put toluene in the reaction kettle, stir, heat and reflux for water separation for 2 hours, concentrate the reaction solution, recover the solvent for recycling, cool the reactant system, add water, precipitate a yellow-green solid product, and dry to obtain 33.6 grams of 1,4- Bis(4-nitrophenoxy)benzene has a melting point of 239.1°C and a purity of 99.9%. According to the actual amount of 1,4-bis(4-nitrophenoxy)benzene and the theoretical amount (35.2 grams), the calculation The yield of 1,4-bis(4-nitrophenoxy)benzene was 95.5%.

Embodiment 3

[0055] 11.0 grams (0.10 moles) of hydroquinone, 28.4 grams (0.18 moles) of 4-chloronitrobenzene, 10.6 grams (0.10 moles) of sodium carbonate, 40 milliliters of N-methyl-2-pyrrolidone and 15 milliliters of dichloro Substituted benzene was placed in a reaction kettle, stirred, heated to reflux and separated from water for 10 hours, the reaction solution was concentrated, the solvent was recovered for recycling, the reactant system was cooled, water was added, a yellow-green solid product was precipitated, and dried to obtain 31.1 g of 1,4 - Bis(4-nitrophenoxy)benzene, melting point is 238.2°C, purity is 99.5%, according to the actual and theoretical amount of 1,4-bis(4-nitrophenoxy)benzene obtained (31.7 grams) , The calculated yield of 1,4-bis(4-nitrophenoxy)benzene was 98.1%.

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Abstract

The invention relates to a preparation method for 1, 4-double (4-amido phenoxyl) benzene. The method comprises the steps as follows: (1) hydrochinone and 4-halogenated nitrobenzene with a mole rate of 1.00: 1.80 to 2.80 are heated to carry a back flow water dividing reaction for 2 to 18 hours inside halogen agent, strong polarity non-proton or organic solvent system; the reaction is condensed and the reaction article system is cooled; water is filled in; a Kelly solid product is separated out and then is filtered and dried; (2) 1, 4-double (4-nitryl phenoxyl) benzene reacts for 2 to 20 hours by the common effect of ferric chloride/20 to 95 percent hydrazine hydrate reduction system, alcohol alike solvent and active carbon under a temperature ranging from 50 DEG C to 90 DEG C, and then the 1, 4-double(4-nitryl phenoxyl) benzene is deoxidized to the 1, 4-double (4-amido phenoxyl) benzene crystal product. The invention has the advantages of easy operation, environment protection, being suitable to be used for industrial production, high product yield and more than 99 percent of purity. Besides, the solvent can be recycled and applied again and again.

Description

technical field [0001] The invention belongs to the field of preparation of aromatic dibasic primary amines, in particular to a preparation method of 1,4-bis(4-aminophenoxy)benzene. Background technique [0002] Aromatic polyimide has excellent thermal stability, nuclear radiation resistance, excellent mechanical properties, electrical properties and resistance to organic solvents, and has been widely used in aerospace, electronic microelectronics, electrical and other fields. [0003] With the development of high-performance, lightweight, thin, and refined information electronic products, higher requirements are put forward for the insulation materials of flexible copper clad laminates (FCCL), such as high heat resistance, low dielectric loss, and high strength. Wait. Therefore, polyimide materials have attracted much attention in the field of FCCL, especially thermoplastic polyimide materials used in two-layer FCCL. [0004] Aromatic primary diamines are one of the impor...

Claims

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Application Information

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IPC IPC(8): C07C217/90C07C213/02
CPCY02P20/582
Inventor 虞鑫海徐永芬赵炯心
Owner DONGHUA UNIV
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