Cavity-transferring material and its preparation method

A technology of hole transport materials and compounds, applied in the field of hole transport materials, can solve problems such as low thermal stability and limited commercial application of materials

Inactive Publication Date: 2006-12-20
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the traditional hole transport materials are mainly NPB and TPD, the glass transition temperatures of the two are 98 ° C and 65 ° C, respectively, and the low thermal stability limits the commercial application of materials.

Method used

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  • Cavity-transferring material and its preparation method
  • Cavity-transferring material and its preparation method
  • Cavity-transferring material and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The reaction formula for preparing bis(N,N'-diphenyl)-2,2'-dimethoxy-1,1'-binaphthyl-3,3'-diamine (TPA-BN-TPA) compound as follows:

[0028]

[0029] Wherein, the central part of the molecule is 2,2'-dimethoxy-1,1'-binaphthyl, and the 3,3' position of the binaphthyl chromophore is triphenylamine.

[0030] The specific preparation method is as follows:

[0031] First prepare compound 1, the synthesis process is as follows:

[0032] Add 0.648g (2.0mmol) of 4-bromophenyldiphenylamine and 0.402g (1.0mmol) of binaphthyl diboronic acid into a 50mL two-necked flask, repeat the vacuum-filling process three times, and add 15mLTHF to dissolve them. Stir, add Pd(PPh 3 ) 4 40 mg, K 2 CO 3 15 mL of 1M aqueous solution. Heat to reflux for 12 hours, extract the organic phase with dichloromethane, and combine the organic phases. Wash with 1M hydrochloric acid and saturated brine, and dry over anhydrous magnesium sulfate. Filtrate, remove the solvent by rotary evaporation, ...

Embodiment 2

[0038] 9-hexyl-3-(1-(2-(9-hexyl-9H-carbazol-3-yl)-3-methoxynaphthalen-4-yl)-2-methoxynaphthalen-3-yl)-9H-carbazole(Cz- Synthesis of BN-Cz)

[0039]

[0040] Add 0.66 g (2.0 mmol) of 3-bromo-9-hexylcarbazole (3-iodo-9-hexylcarbazole or other monohalogenated arylamine compounds) to a 50 mL two-necked flask, 0.402 binaphthyl diboronic acid g (1.0mmol) (the methoxy group of the diboronic acid here can also be other symmetrically or asymmetrically substituted alkyl or aryl groups), repeat the process of evacuating and argon filling three times, and add 15mL dioxane (also available Ethylene glycol dimethyl ether, tetrahydrofuran, toluene, and dichloromethane instead) were dissolved. Stirring, adding Pd under nitrogen protection 2 (dba) 3 40mg (also available Pd(OAc) 2 , or Pd(PPh 3 ) 2Cl 2 / PPh 3 (1:1), Pd(PPh 3 ) 2 Cl 2 / POT(1:1), Pd(PPh 3 ) 2 Cl 2 / P(t-Bu) 3 ) (1:1), tetra-n-butylammonium bromide 0.65g (2mmol) KOH (also can be NaOH or Ba(OH) 2 ) 15 ml of 1M aque...

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Abstract

This invention relates to a hole mobile material TPA-BN-TPA used in organic electroluminescent devices and method for making same, comprising: in the argon gas atmosphere, dissolve the dinaphthalenediboracic acid and 4-bromobenzene-diphenylamine in organic solvent; add in palladium catalyst and catalyst promoter and reflux by heating; extract with organic solvent, dry the organic phase with magnesium sulfate, remove the solvent and obtain the final product. This invention has a simple process, and the produced material is characterized of good solubility, easy to form imperforate dense optically transparent film, which can efficiently realize hole injection. The further element result shows that this compound is a hole mobile material with good combination property, therefore, it can be used in producing high efficient electroluminescent devices.

Description

technical field [0001] The invention relates to a hole-transporting material for an organic electroluminescent device, in particular to a hole-transporting material containing binaphthyl and triphenylamine chromophores. [0002] The present invention also relates to the preparation method of the above compound. Background technique [0003] Light-emitting devices have entered the eve of commercialization of large-screen displays. As a good light-emitting device, the following components are required: electrodes, light-emitting layers, electron and hole transport layers. In order to improve the injection efficiency of carriers at the interface of each layer, balance the transport of carriers between layers, and improve the overall performance of the device, such as luminous efficiency and brightness, it is necessary to introduce a suitable transport material. The basic function of the hole transport layer is to increase the transport rate of the holes in the device, and effe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/54C07C217/78C07C209/68C07C213/08C09K11/06H05B33/14
Inventor 贺庆国蔺洪振翁宁峰白凤莲
Owner INST OF CHEM CHINESE ACAD OF SCI
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