Process for purification of oligoanilines and oligoanilines

A technology of oligoaniline and purification method, which is applied in the fields of amino compound purification/separation, organic chemistry, organic material conductor, etc. Ensuring reproducible, easy-to-manage effects

Active Publication Date: 2007-06-20
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

When the amount of this oxide is increased, the uniformity of the thin film may be impaired, and the reproducibility of the film formation may be problematic.

Method used

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  • Process for purification of oligoanilines and oligoanilines
  • Process for purification of oligoanilines and oligoanilines
  • Process for purification of oligoanilines and oligoanilines

Examples

Experimental program
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Embodiment

[0114] The following examples and comparative examples are given to describe the present invention more specifically, but the present invention is not limited to the following examples.

Synthetic example 1

[0116] Phenyltetraphenylamine (hereinafter referred to as PTA) shown in formula (6) is prepared from p-hydroxy Diphenylamine and p-phenylenediamine were synthesized (light blue solid, yield 85%).

[0117]

[0118] [1] Purification method of oligoaniline compound

Embodiment 1

[0120] In a 1L three-necked round-bottomed flask, 20 g (0.0452 mmol) of PTA obtained in Synthesis Example 1 and 2.0 g (10% by mass relative to PTA) of activated carbon (manufactured by Junsei Chemical Co., Ltd.) were added under a nitrogen atmosphere, and the 500 g of degassed dehydrated 1,4-dioxane (manufactured by Kanto Chemical Co., Ltd.).

[0121] Next, while the internal temperature was kept at 90° C. using an oil bath, it was heated and stirred for 1 hour to completely dissolve PTA. Then, use Kiriyama glass (S-60), Kiriyama filter paper (3C), and 50 g of fluoromagnesite (fluoromagnesite 545, manufactured by Junsei Chemical Co., Ltd.) as a stationary phase, and keep warm in a water circulation device with a temperature controller. Filtrate while hot at 90°C to remove activated carbon.

[0122] The filtrate was left to cool until the internal temperature reached 20°C. After cooling, the lavender solution that precipitated PTA was directly put into the reaction vessel, mo...

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Abstract

Oligoanilines of the general formula (1) exhibiting absorption coefficients (e) of 30 or below at 560 nm are obtained by dissolving a crude oligoanilne which contains an oligoaniline of the general formula (1) and oxides thereof and exhibits an absorption coefficient (e) of 80 to 1000 at 560 nm in a solvent to form an oligoaniline solution, treating the solution with 4 to 20 % by mass of activated carbon based on the crude oligoanilne, and subjecting the resulting solution to recrystallization. According to the process, oligoanilines which little contain impurities and can exert electroluminescent characteristics with high reproducibility can be obtained. (1) [wherein R<1> to R<3> are each independently hydrogen, hydroxyl, or the like; A and B are each independently a divalent group represented by the general formula (2) or (3), R<4> to R<11> are each independently hydrogen, hydroxyl, or the like; and m and n are each independently an integer of 1 or above and satisfy the relationship: m + n < 20.

Description

technical field [0001] The present invention relates to a method for purifying oligoaniline compounds and oligoaniline compounds. Background technique [0002] The present inventors have discovered an organic solvent-based charge-transporting varnish using a charge-transporting substance composed of a low-molecular-weight oligoaniline compound, and at the same time found that a charge-transporting film using a low-molecular-weight oligoaniline compound is used. An organic electroluminescence element (hereinafter referred to simply as an organic EL element) has excellent characteristics (see Patent Document 1: Japanese Patent Application Publication No. H10-509751). [0003] Contamination of impurities in the oligoaniline compound causes problems such as shortening the life of the organic EL device and reducing the reproducibility of the characteristics of the organic EL device. [0004] The mixed impurities are considered to be trace metal components. For example, Ca, Fe, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/02C07C209/84C07C211/54H01B1/12H05B33/14H05B33/22
CPCH01L51/0035H01L51/0025C07C211/54C07C209/84H01L51/5048C08G73/0266H01L51/5088H10K71/311H10K85/111H10K50/14H10K50/17C08G73/02H05B33/14
Inventor 加藤拓吉本卓司
Owner NISSAN CHEM IND LTD
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