Spiro[fluorene-xanthene] and triphenylamine unit copolymer blue-light host material, and preparation method and application thereof

A blue-light host material, xanthene technology, applied in semiconductor/solid-state device manufacturing, electrical components, electric solid-state devices, etc., can solve problems such as low luminous efficiency, achieve high electroluminescence efficiency, reduce manufacturing costs, and film-forming good performance effect

Inactive Publication Date: 2015-05-06
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

Most of the current phosphorescent electroluminescent devices adopt the host-guest structure, that is, the phosphorescent emitting material is doped in the host material at a certain concentration to avoid triplet-triplet annihilation, but its luminous efficiency is still relatively low.

Method used

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  • Spiro[fluorene-xanthene] and triphenylamine unit copolymer blue-light host material, and preparation method and application thereof
  • Spiro[fluorene-xanthene] and triphenylamine unit copolymer blue-light host material, and preparation method and application thereof
  • Spiro[fluorene-xanthene] and triphenylamine unit copolymer blue-light host material, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The blue-light host material of spiro[fluorene-xanthene] and triphenylamine unit copolymer in this example, that is, poly{2,7-diyl-3',6'-di-n-hexyloxyspiro[fluorene-9,9 '-oxanthene]-co-4-yl-N-(4-ylphenyl)-N-(4-n-hexyloxyphenyl)aniline} (P1) (wherein, R 1 is n-hexyl, R 2 is n-hexyl, n=45), its structural formula is as follows:

[0031]

[0032] The preparation steps of above-mentioned polymer are as follows:

[0033] The reaction formula is as follows:

[0034]

[0035] Under the protection of argon, 2,7-dipinacol borate-3',6'-di-n-hexaneoxyspiro[fluorene-9,9'-oxanthene] (157mg, 0.2mmol), 4-Bromo-N-(4-bromophenyl)-N-(4-n-hexyloxybenzene)aniline (101mg, 0.2mmol) was added into a flask containing 10ml of toluene solvent, and potassium carbonate (2mL ,2mol / L) solution was added to the flask, vacuumed to deoxygenate and filled with argon, then bistriphenylphosphine palladium dichloride (5.6mg, 0.008mmol) was added; the flask was heated to 100°C for Suzuki coupling ...

Embodiment 2

[0039] The blue-light host material of spiro[fluorene-xanthene] and triphenylamine unit copolymer in this example, that is, poly{2,7-diyl-3',6'-di-n-eicosyloxyspiro[fluorene-9 ,9'-oxanthene]-co-4-yl-N-(4-ylphenyl)-N-(4-methoxyphenyl)aniline} (P2) (wherein, R 1 is n-eicosyl, R 2 is methyl, n=80), its structural formula is as follows:

[0040]

[0041] The preparation steps of above-mentioned polymer are as follows:

[0042] The reaction formula is as follows:

[0043]

[0044]Under the protection of mixed gas of nitrogen and argon, 2,7-dipinacol borate-3',6'-di-n-eicosyloxyspiro[fluorene-9,9'-oxanthene] (353mg ,0.3mmol), 4-bromo-N-(4-bromophenyl)-N-(4-methoxybenzene)aniline (130mg, 0.3mmol) and 15mL tetrahydrofuran were added to a 50mL two-necked bottle, and after fully dissolving After introducing a mixture of nitrogen and argon to exhaust the air for about 20 minutes, tetrakistriphenylphosphine palladium (4mg, 0.003mmol) was added thereto, and after fully dissolving...

Embodiment 3

[0047] The blue-light host material of spiro[fluorene-xanthene] and triphenylamine unit copolymer in this example, that is, poly{2,7-diyl-3',6'-dimethoxyspiro[fluorene-9,9' -oxanthene]-co-4-yl-N-(4-ylphenyl)-N-(4-n-eicosyloxyphenyl)aniline} (P3) (wherein, R 1 is n-eicosyl, R 2 is methyl, n=10), 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 nitrogen protection, 2,7-dipinacol borate-3',6'-dimethoxyspiro[fluorene-9,9'-oxanthene] (192mg, 0.3mmol), 4-bromo -N-(4-bromophenyl)-N-(4-n-eicosyloxyphenyl)aniline (231mg, 0.33mmol), palladium acetate (3.5mg, 0.015mmol) and tris(o-methylphenyl) Phosphine (21mg, 0.06mmol) was added into a flask containing 12mL of N,N-dimethylformamide, and after fully dissolving, potassium carbonate (3mL, 2mol / L) solution was added, and then nitrogen was vented into the flask to exhaust the air for about A...

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Abstract

The invention relates to the field of organic semiconductor, and discloses a spiro[fluorene-xanthene] and triphenylamine unit copolymer blue-light host material, and a preparation method and an application thereof. The host material has a structural general formula as the following. In the formula, R1 and R2 are both C1-C20 alkyl, and n is an integer within a range of 10-100. In the spiro[fluorene-xanthene] and triphenylamine unit copolymer blue-light host material, fluorene has a planar biphenyl structure which has relatively high rigidity; anthracene has relatively high fluorescence quantum yield; and polytriphenylamine derivative is a type of important electroluminescent polymer with good hole mobility. Alkoxylation modification is performed on site 4, such that the solubility and film-forming property of the polytriphenylamine derivative are improved. Spiro[fluorene-xanthene] is introduced to the main chain of polytriphenylamine, such that organic electroluminescent device efficiency improvement is facilitated.

Description

technical field [0001] The invention relates to the field of organic semiconductor materials, in particular to a blue-light host material of spiro[fluorene-xanthene] and triphenylamine unit copolymer and its preparation method and application. 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 electroluminescence of phosphorescent materials can utilize the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C07D311/96H01L51/54
Inventor 周明杰张振华王平钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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