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Polyazomethine hole transport material and preparation method thereof

A technology of hole transport material and polymethylimide, which is applied in the directions of luminescent materials, chemical instruments and methods, can solve problems such as affecting device performance, and achieve the effect of good solubility and energy saving.

Inactive Publication Date: 2012-01-04
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Small molecule triarylamine will cause phase separation or crystallization due to the heat generated by the current during the use of OLED devices, which will seriously affect device performance

Method used

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  • Polyazomethine hole transport material and preparation method thereof
  • Polyazomethine hole transport material and preparation method thereof
  • Polyazomethine hole transport material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] In a 30ml three-necked flask equipped with a stirrer, nitrogen protection, and 20°C oil bath, add N,N-bis(4-aminophenyl)-4methoxyaniline (3.1g, 0.010mol), terephthalate Formaldehyde (1.3g, 0.010mol), 0.1g of anhydrous calcium chloride, anhydrous NMP solvent (39.6ml), reacted for 24 hours; then discharged and in absolute ethanol, the obtained solid was extracted with ethanol for 12 hours, vacuum Dry at 50°C for 7 hours to obtain polymer P1. Its Tg is 240°C, the 5% thermal decomposition temperature under nitrogen is 511°C, and the hole mobility is 1.84×10 -4 cm 2 V -1 the s -1 .

Embodiment 2

[0030] In a 30ml three-neck flask equipped with a stirrer, nitrogen protection, and 25°C oil bath, add N,N-bis(4-aminophenyl)-4methoxyaniline (3.1g, 0.010mol), m-phenylene Formaldehyde (1.3g, 0.010mol), 0.1g of anhydrous lithium chloride, anhydrous DMF solvent (39.6ml), reacted for 36 hours; then discharged and in absolute ethanol, the obtained solid was extracted with ethanol for 12 hours, vacuum Dry at 55°C for 8 hours to obtain polymer P2. Its Tg is 200°C, the 5% thermal decomposition temperature under nitrogen is 525°C, and the hole mobility is 1.09×10 -4 cm 2 V -1 the s -1 .

Embodiment 3

[0032] In a 30ml three-neck flask equipped with a stirrer, nitrogen protection, and 30°C oil bath, add N,N-bis(4-aminophenyl)-4methoxyaniline (3.1g, 0.010mol), 2,5 - Thiophenedicarbaldehyde (1.4g, 0.010mol), 0.1g of anhydrous calcium chloride, anhydrous DMAc solvent (39.6ml), reacted for 48 hours; then discharging and dehydrated ethanol, the solid obtained, ethanol extraction 24 Hours, vacuum drying at 60°C for 9 hours to obtain polymer P3. Its Tg is 215°C, and its 5% thermal decomposition temperature under nitrogen is 476°C. The hole mobility was not tested for solubility reasons.

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Abstract

The invention discloses a polyazomethine hole transport material and a preparation method thereof, and belongs to the technical field of polymer materials. The preparation method for soluble polyazomethine comprises the following step of: performing polymerization reaction on diamine monomer containing a tertiary aromatic amine structure with dialdehyde monomer at lower temperature for a certain period of time by taking N-methylpyrrolidone (NMP), dimethyl formamide (DMF) or dimethylacetamide (DMAc), and obtaining a generated material in absolute ethanol, wherein anhydrous calcium chloride or anhydrous lithium chloride can be added to serve as a catalyst. The polyazomethine hole transport material serving as a novel hole transport material is polyazomethine polymer with a tertiary aromatic amine structure, and has high glass transition temperature (Tg), high dissolubility and photoelectric properties; and the method has the advantages of simple process and energy conservation.

Description

technical field [0001] The invention belongs to the technical field of polymer materials and their preparation, and in particular relates to a soluble high glass transition temperature conjugated polymethylimine used as a hole transport material and a preparation method thereof. Background technique [0002] Organic electroluminescent materials are the material basis of OLED devices. The basic structure of an OLED device usually includes a transparent anode, a hole transport layer, a light-emitting layer, an electron transport layer, and a metal negative electrode. The function of the hole transport layer is to improve the transmission efficiency of holes in the device, effectively block electrons in the light-emitting layer, realize the maximum recombination of carriers, reduce the energy barrier during hole injection, and improve the efficiency of hole injection. Efficiency, improve the brightness, efficiency and life of the device. At present, the research on hole trans...

Claims

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Application Information

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IPC IPC(8): C08G73/00C09K11/06
Inventor 刘佰军朱明刘晓姜振华
Owner JILIN UNIV
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