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Method for producing polyaniline compound

A compound and dye compound technology, applied in the preparation of amino compounds from amines, the preparation of organic compounds, organic chemical methods, etc., can solve problems such as difficulty in applying large-scale systems and expensive production equipment

Inactive Publication Date: 2009-01-14
FUJIFILM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this is disadvantageous because the production equipment used for the method is expensive, and thus the method is difficult to apply to large-scale systems

Method used

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  • Method for producing polyaniline compound
  • Method for producing polyaniline compound
  • Method for producing polyaniline compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075] Embodiment 1: preparation compound (III-1)

[0076] Compound (III-1) was prepared according to the following scheme.

[0077]

[0078] Compound (II-1) Compound (III-1)

[0079] The solution of 160g compound (II-1), the solution of 0.32g iron chloride (III) and 160ml Virahol, and 8.1g gac and 1340ml 1-methyl-2-pyrrolidone are put into three-necked flask, and Heat with stirring until an internal temperature of 100°C. 450 g of hydrazine monohydrate (80% aqueous solution) was added dropwise thereto over 1 hour, then it was kept heated and stirred at an internal temperature of 100-110° C. for 5 hours, and then cooled to room temperature. It was filtered to remove activated carbon, then 800 ml of methanol and 1200 ml of water were continuously added dropwise thereto, and the resulting crystals were taken out by suction filtration to obtain 125.2 g of expected compound (III-1) (yield, 98%). Its mass spectrum gave M / e=472.

Embodiment 2

[0080] Embodiment 2: preparation compound (III-1)

[0081] The solution of 160g compound (II-1), 1.07g ferric chloride (III) 6-hydrate and 160ml Virahol, and 16.2g gac and 1500mlsulforane are put into three-necked bottle, and heat while stirring until 100 °C internal temperature. 450 g of hydrazine monohydrate (80% aqueous solution) was added dropwise thereto over 1 hour, then it was kept heated and stirred at an internal temperature of 100-110° C. for 5 hours, and then cooled to room temperature. It was filtered to remove activated carbon, then 800 ml of methanol and 1200 ml of water were continuously added dropwise thereto, and the obtained crystals were taken out by suction filtration to obtain 122.0 g of expected compound (III-1) (yield, 96%). Its mass spectrum gave M / e=472.

Embodiment 3

[0082] Embodiment 3: preparation compound (III-1)

[0083] Put 160g of compound (II-1), 1.55g of iron oxide (III), 8.1g of activated carbon, 1000ml of N,N-dimethylacetamide and 100ml of water into a three-necked bottle, and heat it up to 100°C while stirring internal temperature. 600 g of hydrazine monohydrate (80% aqueous solution) was added dropwise thereto over 2 hours, then it was kept heated and stirred at an internal temperature of 100-115° C. for 5 hours, and then cooled to room temperature. It was filtered to remove activated carbon, then 800 ml of methanol and 1200 ml of water were continuously added dropwise thereto, and the resulting crystals were taken out by suction filtration to obtain 117.6 g of expected compound (III-1) (yield, 92%). Its mass spectrum gave M / e=472.

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Abstract

A method for producing a compound of formula (I), which comprises reducing a compound of formula (II) with a hydrazine compound: wherein R<103>, R<113>, R<123>, R<133>, R<143>, R<203>, R<213>, R<223>, R<233> and R<243> represent a substituent; the other Rs represent H, an aliphatic group or an aromatic group; and n103 to n243 are 0 to 4.

Description

technical field [0001] The present invention relates to a kind of method that is used for preparing polyaniline compound, more specifically, relates to a kind of method that can prepare N, N, N', N'-tetrakis (4-aminophenyl) p-phenylenediamine compound on a large scale In the method, the compound is used as a starting material of a near-infrared-absorbing dye compound used in an image-forming material, an infrared-sensitive thermal recording material, an optical recording element, and an optical film material. Background technique [0002] Nitro reduction is one of the most important reactions in organic synthesis. Various methods have been known so far, including catalytic reduction with hydrogen in the presence of a catalyst, reduction with a hydrazine compound, or an olefinic compound such as cyclohexene, or formic acid in the presence of a catalyst, reduction with a carbonyl iron compound, reduction with an aluminum hydride compound For example, reduction with lithium al...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C209/36C07C209/68C07C211/54C07C249/02C07C251/30C09B53/00C09K3/00C07B61/00
CPCC07C213/02C09B53/02C07C209/36H01B1/128C07C211/54C07C215/82C07C217/84C07C211/56
Inventor 木村桂三山川一羲
Owner FUJIFILM CORP
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