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Host materials for organic electroluminescent devices containing carbazole and triphenylphosphine/phosphorus oxide

A technology of triphenylphosphorus and host material, which is applied in the field of host materials of organic electroluminescent devices, can solve the problems of low triplet energy level and unbalanced carrier transport, and achieve the effects of increasing stability and rigidity

Inactive Publication Date: 2017-02-15
UNIV OF SCI & TECH BEIJING
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing polymer host materials use fluorene or carbazole as the structural unit, which has the problems of low triplet energy level and unbalanced carrier transport.

Method used

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  • Host materials for organic electroluminescent devices containing carbazole and triphenylphosphine/phosphorus oxide
  • Host materials for organic electroluminescent devices containing carbazole and triphenylphosphine/phosphorus oxide
  • Host materials for organic electroluminescent devices containing carbazole and triphenylphosphine/phosphorus oxide

Examples

Experimental program
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Effect test

Embodiment 1

[0024] Synthesis of M1

[0025] Add p-iodophenol (22g, 100mmol), 1-bromooctane (25.09g, 130mmol), potassium carbonate (18g, 130mmol), 100ml of acetone in a 250ml flask, and react overnight under reflux, then evaporate the solvent to dryness, and use two The organic phase obtained by extraction with methyl chloride was dried with anhydrous sodium sulfate to obtain a viscous liquid, which was passed through a chromatography column to obtain 33 g of 1-iodo-4-(octyloxy)benzene (99% yield). 1 H NMR (400MHz, CDCl 3 )δ=7.52(d,J=8.8,2H),6.65(d,J=8.8,2H),3.88(t,J=6.5,2H),1.90–1.78(m,2H),1.41(s,2H ),1.27(s,8H),0.87(t,J=6.3,3H).

[0026] 3,6-dibromocarbazole (10g, 28mmol), 1-iodo-4-(octyloxy)benzene (14.4g, 33mmol), cuprous iodide (285mg, 1.5mmol) tripotassium phosphate (6.4g , 30mmol), trans-1,6-cyclohexanediamine (3mol, 370ul) were added to a 250ml flask, toluene (100mL) was added, and refluxed for 40 hours under the protection of argon. Heating was stopped, cooled to room temperat...

Embodiment 2

[0041] Synthesis of M1

[0042] Add p-iodophenol (22g, 100mmol), 1-bromooctane (25.09g, 130mmol), potassium carbonate (18g, 130mmol), 100ml of acetone in a 250ml flask, and react overnight under reflux, then evaporate the solvent to dryness, and use two The organic phase obtained by extraction with methyl chloride was dried with anhydrous sodium sulfate to obtain a viscous liquid, which was passed through a chromatography column to obtain 33 g of 1-iodo-4-(octyloxy)benzene (99% yield). 1 H NMR (400MHz, CDCl 3 )δ=7.52(d,J=8.8,2H),6.65(d,J=8.8,2H),3.88(t,J=6.5,2H),1.90–1.78(m,2H),1.41(s,2H ),1.27(s,8H),0.87(t,J=6.3,3H).

[0043] 3,6-dibromocarbazole (10g, 28mmol), 1-iodo-4-(octyloxy)benzene (14.4g, 33mmol), cuprous iodide (285mg, 1.5mmol) tripotassium phosphate (6.4g , 30mmol), trans-1,6-cyclohexanediamine (3mol, 370ul) were added to a 250ml flask, toluene (100mL) was added, and refluxed for 40 hours under the protection of argon. Heating was stopped, cooled to room temperat...

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Abstract

The invention belongs to the field of organic electroluminescence and in particular relates to an organic electroluminescence device main body material containing carbazole and triphenyl phosphine / phosphine oxide. The main body material has a general structural formula as shown in the specification, in the formula, R1 is straight chain or branched alkyl chain with 1-12 carbon atoms, and R2 is phenyl, thienyl, alkyl substituted phenyl, alkyl substituted thienyl, alkyl, carbazolyl, alkyl substituted carbazolyl, fluorenyl, alkyl substituted fluorenyl, halogen atom or borate; x is more than 0 and less than 1, y is more than 0 and less than 1, and x+y=1; and n is a positive integer. According to the main body material, carbazole with good hole transmission performance is adopted as a hole transmission unit, and a triphenyl phosphine group or a triphenyl phosphine oxide group with good electron transmission capability is adopted as an electron transmission unit, so that the charge transfer balance is facilitated; and meanwhile, phosphorus atoms and modified 9-phenylcarbazole are favorable for reducing the conjugation degree of main polymer chains and increasing the triplet state energy level of polymers.

Description

technical field [0001] The invention relates to the field of organic electroluminescent technology, in particular to a class of organic electroluminescent device host materials containing carbazole and triphenylphosphine / phosphorus oxide. Background technique [0002] Organic Light Emitting Diodes (OLEDs) are considered to be the next generation lighting and full color rendering technology. Currently, the most efficient light-emitting devices reported are based on all-phosphorescent emitting organic light-emitting diodes. The higher spin-orbit coupling efficiency enables phosphorescent emitting materials to utilize both singlet and triplet excitons, thereby The internal quantum efficiency can theoretically reach 100%. However, blue phosphorescent light-emitting devices are still a bottleneck restricting the development of organic light-emitting diodes. First, there are limited good blue phosphorescent materials that can be used in OLEDs. At present, the most widely used b...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12
Inventor 李立东徐新军王金山田原姚闯彭景宏
Owner UNIV OF SCI & TECH BEIJING