Low-molecular compound, polymer, material for electronic devices, composition for electronic devices, organic electroluminescent element, organic solar cell element, display and lighting equipment

A technology of electronic devices and compounds, applied in the field of low-molecular compounds, which can solve the problems of reduced charge transfer efficiency, reduced luminous efficiency of light-emitting elements, and reduced driving stability, and achieves long driving life, excellent film formation, and low driving voltage. Effect

Active Publication Date: 2011-11-16
MITSUBISHI RAYON CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Such long-chain alkyl groups and unreacted cross-linking groups remain, causing problems such as reduced charge transport efficiency, reduced luminous efficiency of organic electroluminescent devices, and reduced driving stability.

Method used

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  • Low-molecular compound, polymer, material for electronic devices, composition for electronic devices, organic electroluminescent element, organic solar cell element, display and lighting equipment
  • Low-molecular compound, polymer, material for electronic devices, composition for electronic devices, organic electroluminescent element, organic solar cell element, display and lighting equipment
  • Low-molecular compound, polymer, material for electronic devices, composition for electronic devices, organic electroluminescent element, organic solar cell element, display and lighting equipment

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0674] The present invention will be described in more detail with reference to examples, but the present invention is not limited to the description of the following examples within the range not exceeding the gist of the present invention.

Synthetic example 1

[0676] (Synthesis Example 1) Synthesis of Compound DNOTf

[0677] [chemical formula 39]

[0678]

[0679] In a nitrogen stream at -78°C, under stirring, LiDIAMIN (4.15 g) was added to a mixed solution of DNDION (1.0 g) (manufactured by Aldrich) and tetrahydrofuran (20 ml), and after stirring for 1 hour, N-(2- pyridyl) trifluoromethanesulfonimide (7.88g), stirred at room temperature for 2 days. After adding 50ml of cold water to the reaction solution, carry out ether extraction, then wash the ether solution with water, use MgSO 4 It was dried, concentrated with a rotary evaporator, and purified with a silica gel column to obtain 1.2 g of DNOTf with a purity of 80% by weight.

[0680] (NMR measurement result)

[0681] Compound DNOTf: 1 H NMR (CDCl 3 , 400MHz) δ (ppm) 1.6-1.9 (m, 4H), 3.6-3.8 (m, 2H), 6.1-6.2 (s, 2H)

Synthetic example 2

[0682] (Synthesis Example 2) Synthesis of Compounds BiNpANDN and NpANDN

[0683] [chemical formula 40]

[0684]

[0685] Add ethanol (3g), NpANBOR (0.6g), DNOTf (0.415g), sodium carbonate (1.19g) and water (6g) to toluene (10g) through nitrogen bubbling for 10 minutes, after stirring for 30 minutes, add four (Triphenylphosphine)palladium (0.065 g) was dissolved and stirred at 70°C for 5 hours. The solution was returned to room temperature, 100 ml of water was added, and the precipitated crystals were collected by filtration and washed with ethanol. Then, purification was carried out using recycle separation HPLCLC-9204 (separation column JAIGEL-1H-40) manufactured by Nippon Analytical Industry Co., Ltd. to obtain compound BiNpANDN (0.2 g) and compound NpANDN (0.1 g).

[0686] (Mass measurement result)

[0687] Mass analysis was performed using a mass spectrometer JMS-700 / MStation manufactured by JEOL Ltd. (accelerating voltage: 70eV, emission current change rate: 0A-0.9A...

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Abstract

Provided is a compound which can form a film by a wet film-formation method and which permits a low heating temperature in forming a film. The film obtained using the compound has high film stability and can be laminated with other layer by a wet film-formation method or the like. The compound is useful as a material for electronic devices, and the electronic devices using same suffer from little lowering in charge transport efficiency or light emission efficiency and have excellent drive stability. Specifically provided are: a compound and a polymer which are characterized by bearing a leaving group having a specific structure; and an organic compound which is characterized by bearing a leaving group exhibiting a low leaving temperature.

Description

technical field [0001] The present invention relates to a low-molecular compound, a polymer, an electronic device material, a composition for an electronic device, an organic electroluminescence element, an organic solar cell element, a display device, and a lighting device. Background technique [0002] In recent years, development of electroluminescence elements (organic electroluminescence elements) using organic thin films has been carried out. As a method for forming an organic thin film in an organic electroluminescence element, a vacuum vapor deposition method and a wet film-forming method are mentioned. The vacuum vapor deposition method has the advantage of being able to improve charge injection from the anode and / or the cathode and easily confine excitons in the light-emitting layer because it is easy to form layers. On the other hand, the wet film-forming method has the following advantages: it does not require a vacuum process, it is easy to achieve a large area...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/605C08G61/12C08G73/02C09K11/06H01L51/42H01L51/50
CPCC09K2211/1433C08G2261/3162C07C2103/24C09K2211/1014C08G2261/3142C08G2261/135H01L2251/308C09K2211/1425C07C211/45C09K2211/1007C09K2211/1416H01L51/006H01L51/0043C09K11/06H01L51/5012C07C13/44H01L51/0085C09K2211/1011H01L51/0039H01L51/0058H01L51/0003C08G2261/141C08G61/12H01L51/0081H01L51/0072H01L51/0061C08G2261/76H05B33/10C07C2102/44C07C2602/44C07C2603/24Y02E10/549H10K71/12H10K85/115H10K85/151H10K85/636H10K85/626H10K85/633H10K85/324H10K85/342H10K85/6572H10K50/11H10K2102/103
Inventor 浦野年由中井敏光饭田宏一朗李延军马场达志
Owner MITSUBISHI RAYON CO LTD
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