Synthesis of novel aggregation-induced emission liquid crystal materials, and applications of novel aggregation-induced emission liquid crystal materials in blue organic electroluminescent diodes

A technology of aggregation induction and liquid crystal materials, applied in luminescent materials, liquid crystal materials, organic chemistry, etc., can solve the problems of few types of AIE blue light liquid crystal materials, low device efficiency, complex molecular structure, etc., to reduce non-radiative transitions, inhibit molecular Internal vibration, the effect of improving luminous efficiency

Active Publication Date: 2017-04-19
江苏晶久微电子材料有限公司
View PDF6 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although liquid crystal light-emitting materials based on AIE performance have good application prospects in OLEDs display, there are still two problems in the research of high-efficiency blue liquid crystal light-emitting materials: 1. There are few types of AIE blue light liquid crystal materials, and traditional The molecular structure of the liquid crystal luminescent material is complex, and the synthesis is difficult; 2. The efficiency of the device based on the AIE blue light liquid crystal material is low

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Synthesis of novel aggregation-induced emission liquid crystal materials, and applications of novel aggregation-induced emission liquid crystal materials in blue organic electroluminescent diodes
  • Synthesis of novel aggregation-induced emission liquid crystal materials, and applications of novel aggregation-induced emission liquid crystal materials in blue organic electroluminescent diodes
  • Synthesis of novel aggregation-induced emission liquid crystal materials, and applications of novel aggregation-induced emission liquid crystal materials in blue organic electroluminescent diodes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The preparation of TPE-PBN and TPE-2PBN, the synthetic route is as follows:

[0031]

[0032] Preparation of 4'-(6-bromohexyloxy)-biphenyl-4-carbonitrile (1)

[0033] In a 250mL three-necked flask, add cyanobiphenol (5.0g, 25.6mmol), 1,6-dibromohexane (31.0g, 128.0mmol), potassium carbonate (17.7g, 128.0mmol) and potassium iodide (127mg, 0.8mmol) in 200mL acetone solution, under vacuum nitrogen protection, reflux reaction for 24h. After cooling to room temperature, the reaction solution was adjusted to pH=7 with dilute HCl, acetone was distilled off, and then CH 2 Cl 2 (3 x 20 mL) extraction. The extract was washed with water (3×20 mL), dried over anhydrous magnesium sulfate, and separated by column (PE), to obtain 8.2 g of a colorless transparent solid (yield: 86.0%). 1 H NMR (400MHz, CDCl 3 ), δ: 7.69(d, J=8.0Hz, 2H), 7.64(d, J=8.0Hz, 2H), 7.53(d, J=8.0Hz, 2H), 6.99(d, J=8.6Hz, 2H ), 4.02(t, J=8.0Hz, 2H), 3.44(t, J=8.0Hz, 2H), 1.91(t, J=8.0Hz, 2H), 1.83(t, J=...

Embodiment 2

[0050] The AIE performance test of TPE-PBN and TPE-2PBN in embodiment 1:

[0051] Make TPE-PBN and TPE-2PBN into 10 -5 The THF / water solution mixture of M, the photoluminescent properties of different proportions of water content were measured at room temperature, such as Figure 2a and Figure 2b shown.

[0052] It can be seen from the figure that when the excitation wavelength is 350nm, the TPE-PBN is at f w (Water content) w When it is 80%, a stronger emission peak appears at 478nm; when fw =95%, the emission intensity is the largest, the luminous intensity is increased by 125 times, and the maximum emission peak is red-shifted by 10nm.

[0053] When the excitation wavelength is 350nm, TPE-2PBN also has a similar phenomenon, at f w In w =50%, a stronger emission peak appears at 453nm; continue to increase the water content to f w =70%, the emission peak has been red-shifted by 44nm; when f w =90%, the luminous intensity reaches the maximum, which is increased by 74 ti...

Embodiment 3

[0055] Based on the manufacturing scheme of the organic electroluminescent device (OLEDs) of compound TPE-PBN and TPE-2PBN in embodiment 1 and the test of luminous performance:

[0056] The blue fluorescent OLEDs device structure in this embodiment is: ITO / PEDOT:PSS (40nm) / mCP:TPE-PBN or TPE-2PBN (99:1,20nm) / TmPyPB (50nm) / Liq (1nm) / Al (100nm). The electron transport layer is TmPyPB; the host material is mCP; the light-emitting layer is a blend coating of the preferred TPE-PBN and TPE-2PBN of the present invention with AIE liquid crystal performance blue light material and host material; the cathode layer is metal calcium and octahydroxyquinone Lithium morphine (Liq) composition.

[0057] The fabrication procedure of the device: on the ITO glass treated with acetone, ultraviolet and other procedures, spin-coat 40nm polydioxyethylene thiophene / polystyrene sulfonic acid (PEDOT-PSS) (Bayer Batron P4083) hole injection layer, a 20nm thick light-emitting layer, a 50nm electron tra...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
current efficiencyaaaaaaaaaa
current efficiencyaaaaaaaaaa
Login to view more

Abstract

The present invention discloses two classes of aggregation-induced blue light liquid crystal materials and applications of the aggregation-induced blue light liquid crystal materials in organic electroluminescent diodes. According to the present invention, the two classes of the aggregation-induced blue light liquid crystal materials use a tetraphenylethylene-phenylpyridine rigid structure as the luminescence inner core, and use an aromatic ring conjugated structure (4-cyanobiphenyl, oxdiazole, and benzophenanthrene) as the liquid crystal unit; and by using the two classes of the aggregation-induced blue light liquid crystal materials as the luminescence layer dopant and using 1,3-dicarbazole 9 yl-benzene (mCP) as the main body material, the organic electroluminescent device is prepared, and the blue light device having the external quantum efficiency of 4.1% is obtained, wherein the external quantum efficiency is close to the theoretical quantum efficiency value (5%) of the blue fluorescence electroluminescent device.

Description

technical field [0001] The present invention relates to the field of aggregation-induced luminescent liquid crystal (AIE-LC) materials and organic electroluminescent diodes (OLEDs) devices: 1. It relates to two types of tetraphenylethylene-phenylpyridine rigid structure as the luminous core, aromatic ring conjugated structure ( 4-cyanobiphenyl, oxadiazole, triphenylene) as the AIE-LC blue light material of the liquid crystal unit; Dopant, with 1,3-dicarbazolyl-benzene (mCP) as the host material, OLEDs devices were prepared, and a blue light device with an external quantum efficiency (EQE) of 4.1% was obtained. Background technique [0002] Liquid crystal materials have an ordered structure and high charge transport properties, and have been widely used in the field of semiconductors in the past few decades, such as organic solar cells (OPV) [1] , Thin Film Transistor (TFT) [2] , organic light-emitting diodes (OLEDs), etc. [3] . However, liquid crystal molecules are usual...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/30C09K19/34C09K11/06H01L51/50H01L51/54
CPCC09K11/06C09K19/3444C07D213/30C09K2211/1029H10K85/654H10K50/11
Inventor 王亚飞廖媛薇朱卫国
Owner 江苏晶久微电子材料有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap