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charge transport varnish

A charge transport, varnish technology, applied in circuits, electric light sources, electrical components, etc., to achieve the effect of high yield and high charge transport

Active Publication Date: 2018-04-10
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, in recent years, in the field of organic EL elements, substrates made of organic compounds have gradually been used instead of glass substrates due to the trend towards lighter and thinner devices. Also in this case, a varnish that provides a thin film with good charge transport properties has not been able to sufficiently meet these requirements with conventional varnishes.

Method used

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Examples

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Embodiment

[0143] Hereinafter, synthesis examples, examples, and comparative examples are given to describe the present invention more specifically, but the present invention is not limited to the following examples. In addition, the apparatuses used are as follows.

[0144] (1) 1 H-NMR measurement: High-resolution nuclear magnetic resonance apparatus manufactured by Barian

[0145] (2) Substrate cleaning: Substrate cleaning equipment manufactured by Changzhou Sangyo Co., Ltd. (decompression plasma method)

[0146] (3) Coating of varnish: spin coater MS-A100 manufactured by Mikasa Co., Ltd.

[0147] (4) Film thickness measurement: Micro shape measuring machine Surfcorder ET-4000 manufactured by Kosaka Laboratories Co., Ltd.

[0148] (5) Manufacture of EL elements: Multifunctional vapor deposition system C-E2L1G1-N manufactured by Changzhou Sangyo Co., Ltd.

[0149] (6) Measurement of luminance, etc. of EL elements: (Yes) I-V-L measurement system manufactured by Tek World

[0150] (7...

Synthetic example 1

[0152] [Synthesis Example 1] Synthesis of Aniline Derivatives

[0153] [chemical 6]

[0154]

[0155] In the mixed suspension of 4,4'-diaminodiphenylamine 10.00g (50.19mmol), 4-bromotriphenylamine 34.17g (105.40mmol) and xylene (100g), add tetrakis (triphenyl 0.5799 g (0.5018 mmol) of phosphine)palladium and 10.13 g (105.40 mmol) of sodium tert-butoxide were stirred at 130° C. for 14 hours under nitrogen.

[0156] Then, the reaction mixture was filtered, saturated brine was added to the filtrate, and after liquid separation treatment, the solvent was distilled off from the organic layer, and the obtained solid was recrystallized using 1,4-dioxane to obtain Target aniline derivative (yield: 22.37 g, yield: 65%).

[0157] 1 H-NMR (CDCl 3 ): δ7.83(S, 2H), 7.68(S, 1H), 7.26-7.20(m, 8H), 7.01-6.89(m, 28H).

[0158] [2] Preparation of charge transport varnish

Embodiment 1-1

[0160] 0.206 g of the aniline derivative obtained in Synthesis Example 1 and 0.412 g of phosphotungstic acid (manufactured by Kanto Chemical Co., Ltd.) were dissolved in 4.0 g of diethylene glycol monomethyl ether under a nitrogen atmosphere. 16.0 g of propylene glycol monomethyl ether was added to the obtained solution, stirred, and 0.021 g of 3,3,3-trifluoropropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd.) and phenyltrimethoxysilane were added thereto. Silane (manufactured by Shin-Etsu Chemical Co., Ltd.) 0.041 g was further stirred to prepare a charge-transporting varnish.

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Abstract

A charge-transporting varnish comprising a charge-transporting substance containing aniline derivatives represented by formula (1), a dopant substance containing a heteropolyacid, an organosilane compound, and an organic solvent can be used at a low temperature lower than 200°C firing, and the thin film produced under such firing conditions has high flatness and high charge transport properties, and can exhibit excellent luminance characteristics when applied to organic EL elements. (In the formula, X1 represents -NY1-, etc., Y1 and R1 to R6 independently represent a hydrogen atom, etc., m and n independently represent an integer of 0 or more, and satisfy 1≦m+n≦20. However, m or n When 0, X1 means ‑NY1‑).

Description

technical field [0001] The present invention relates to a charge-transporting varnish, and more specifically, to a charge-transporting varnish comprising a charge-transporting substance containing a specified aniline derivative, a dopant substance containing a heteropolyacid, and an organosilane compound. Background technique [0002] In an organic electroluminescence (hereinafter referred to as organic EL) element, a charge-transporting thin film containing an organic compound is used as a light-emitting layer and a charge injection layer. [0003] The method of forming the charge transport thin film is roughly divided into a dry method represented by a vapor deposition method and a wet method represented by a spin coating method. Comparing the dry method with the wet method, the wet method can efficiently produce a thin film with a large area and high flatness. Therefore, the wet method is often used to form a thin film in fields where a large area of ​​a thin film such as...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): H01L51/50H05B33/10
CPCH10K85/631H10K50/15
Inventor 中家直树古贺春香
Owner NISSAN CHEM IND LTD
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