Green-light copolymer material as well as preparation method thereof and organic light-emitting device

A copolymer and green light technology, applied in the direction of luminescent materials, electrical solid devices, electrical components, etc., can solve the problems of complex synthesis and harsh preparation conditions, and achieve the effects of cheap and easy raw materials, improved efficiency, and reduced process flow

Inactive Publication Date: 2014-09-03
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis of polymer host materials with bipolar transport properties reported so far is relatively complicated, and the preparation conditions are relatively harsh.

Method used

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  • Green-light copolymer material as well as preparation method thereof and organic light-emitting device
  • Green-light copolymer material as well as preparation method thereof and organic light-emitting device
  • Green-light copolymer material as well as preparation method thereof and organic light-emitting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] The green light copolymer material of this example, that is, poly{2,7-diyl-9,9-bis(n-hexyl)-9H-fluorene-co-2-(4-(2,7-diyl- 9H-carbazol-9-yl)phenyl)-5-(4-(n-hexyloxy)phenyl)-1,3,4-oxadiazole} (P1) (wherein, R 1 is n-hexyl, R 2 is n-hexyl, n=49), its structural formula is as follows:

[0039]

[0040] The preparation steps of above-mentioned polymer are as follows:

[0041] The reaction formula is as follows:

[0042]

[0043] Under argon protection, 2,7-dipinacol borate-9,9-bis(n-hexyl)-9H-fluorene (98mg, 0.2mmol), 2-(4-(2,7- Bis(pinacol borate)-9H-carbazol-9-yl)phenyl)-5-(4-(n-hexyloxy)phenyl)-1,3,4-oxadiazole (148mg, 0.2 mmol) into a flask filled with 10ml of toluene solvent, after fully dissolving, potassium carbonate (2mL, 2mol / L) solution was added into the flask, vacuumed to remove oxygen and filled with argon, and then added bistriphenylphosphine dichloride Palladium chloride (5.6mg, 0.008mmol); the flask was heated to 100°C for Suzuki coupling reaction...

Embodiment 2

[0047] The green light copolymer material of this embodiment, that is, poly{2,7-diyl-9,9-di(n-eicosyl)-9H-fluorene-co-2-(4-(2,7-di Base-9H-carbazol-9-yl)phenyl)-5-(4-(methoxy)phenyl)-1,3,4-oxadiazole} (P2) (wherein, R 1 is n-eicosyl, R 2 is methyl group, n=25), its structural formula is as follows:

[0048]

[0049] The preparation steps of above-mentioned polymer are as follows:

[0050] The reaction formula is as follows:

[0051]

[0052] Under the protection of a mixed gas of nitrogen and argon, 2,7-dipinacol borate-9,9-di(n-eicosyl)-9H-fluorene (266mg, 0.3mmol), (4-(2 ,7-bis(pinacol borate)-9H-carbazol-9-yl)phenyl)-5-(4-(methoxy)phenyl)-1,3,4-oxadiazole ( Add 201mg, 0.3mmol) and 15mL tetrahydrofuran into a 50mL two-necked bottle, fully dissolve, pass in a mixture of nitrogen and argon to exhaust the air for about 20min, and then add tetrakistriphenylphosphine palladium (4mg, 0.003mmol) into it , fully dissolved and then added sodium bicarbonate (3mL, 2mol / L) so...

Embodiment 3

[0055] The green light copolymer material of this embodiment, that is, poly{2,7-diyl-9,9-bis(methyl)-9H-fluorene-co-2-(4-(2,7-diyl-9H -carbazol-9-yl)phenyl)-5-(4-(n-eicosyloxy)phenyl)-1,3,4-oxadiazole} (P3) (wherein, R 1 is a methyl group, R 2 is n-eicosyl, n=100), its structural formula is as follows:

[0056]

[0057] The preparation steps of above-mentioned polymer are as follows:

[0058] The reaction formula is as follows:

[0059]

[0060] Under nitrogen protection, 2,7-dipinacol borate-9,9-bis(methyl)-9H-fluorene (105mg, 0.3mmol), (4-(2,7-bis(pinacol Borate)-9H-carbazol-9-yl)phenyl)-5-(4-(n-eicosyloxy)phenyl)-1,3,4-oxadiazole (309mg, 0.33mmol) , palladium acetate (3.5mg, 0.015mmol) and tris(o-methoxyphenyl)phosphine (21mg, 0.06mmol) were added to a flask containing 12mL of N,N-dimethylformamide, fully dissolved and then added Potassium carbonate (3mL, 2mol / L) solution, and then blow nitrogen into the flask to evacuate the air for about 30min; heat the flask t...

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Abstract

The invention belongs to an organic light-emitting material, and discloses a green-light copolymer material as well as a preparation method thereof and an organic light-emitting device. The material has a formula shown in the specification, wherein each of R1 and R2 is C1-C20 alkyl, and n is an integer of 10-100. Oxadiazole of the green-light copolymer material provided by the invention is an electron transfer unit, so that charge transfer is facilitated; carbazole has better hole transfer performance; a fluorene derivative is a compound with a rigid planar biphenyl structure, and has higher heat stability; by introducing oxadiazole and carbazole on a fluorene main chain, the defect that polyfluorene carrier transfer is not balanced is relieved, thereby facilitating improving efficiency of the organic light-emitting device.

Description

technical field [0001] The invention relates, in particular, to a green light copolymer material and a preparation method thereof. The invention also relates to an organic electroluminescent device using the green light copolymer material as the main material of the light emitting layer. Background technique [0002] Since 1987, C.W.Tang et al. of Kodak reported for the first time that Alq 3 Since the double-layer device structure of light-emitting materials, organic electroluminescence has received great attention. Organic electroluminescence can be divided into fluorescence and phosphorescence electroluminescence. According to the spin quantum statistical theory, the formation probability ratio of singlet excitons and triplet excitons is 1:3, that is, singlet excitons only account for 25% of the "electron-hole pairs". Therefore, the fluorescence from the radiative transition of singlet excitons only accounts for 25% of the total input energy, while the electroluminescen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09K11/06H01L51/54
Inventor 周明杰张振华王平黄辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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