Unlock instant, AI-driven research and patent intelligence for your innovation.

Star type fluorescent molecules as well as preparation method and application thereof

A technology of fluorescent molecules and light-emitting layers, which is applied in the field of star-shaped fluorescent molecules and its preparation, can solve the problems of high OLED product prices, expensive instruments and equipment, and low material utilization, and achieve excellent solubility, excellent shape, Effect of Improving Fluorescence Quantum Yield

Active Publication Date: 2018-12-28
东莞伏安光电科技有限公司
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the vacuum evaporation process is used to prepare OLED devices, and the equipment is expensive.
Low material utilization rate (~20%) keeps the price of OLED products high

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
  • Star type fluorescent molecules as well as preparation method and application thereof
  • Star type fluorescent molecules as well as preparation method and application thereof
  • Star type fluorescent molecules as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0051] 1. Preparation of monomer

[0052] Preparation of bis(3,5-dichlorophenyl)sulfur

[0053] Under argon atmosphere, add 1,3-dichloro-5 iodobenzene (2.73g, 10mmol), 3,5-dichlorothiophenol (2.15g, 12mmol), cuprous iodide (9.5 mg, 0.5mmol), potassium carbonate (6.9g, 50mmol) and 50ml of DMF solvent, stirred and heated to 120°C, reacted for 12h, after stopping the reaction, spin the solvent, extract with dichloromethane solvent, collect the organic phase, concentrate, pass Purified by silica gel column chromatography, using a mixed solvent of petroleum ether / dichloromethane (15 / 1, v / v) as eluent, to obtain a white solid with a yield of 75%; 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and the chemical reaction equation of the preparation process is as follows:

[0054]

[0055] Preparation of 5,5-sulfone bis(1,3-dichlorobenzene)

[0056] Under argon atmosphere, add bis(3,5-dichlorophenyl)sulfur (3.24g, 10mmol...

Embodiment 1

[0071] Embodiment 1 Preparation of star-shaped fluorescent material X1:

[0072] Under argon atmosphere, in a 100mL three-necked flask, add 5',5""-sulfone bis(4,4"-dibromo-1,1':3',1"-tetraphenyl) (1.0g, 1.2mol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-diyl)-9,9-dioctylfluorene (purchased from Changchun Sanbang Pharmaceutical Co., Ltd. Technology Co., Ltd.) (2.48g, 4.8mmol), potassium carbonate aqueous solution (2mol / L, 1.32g / 4.8ml deionized water, 9.6mmol), tetrabutylammonium bromide (19mg, 0.06mmol), tetratriphenyl Palladium phosphine (69mg, 0.06mmol) and 50ml tetrahydrofuran. Heat and stir to 85°C, react for 12h. After the reaction was terminated, the solvent was concentrated, and the crude product was purified by column chromatography using a mixed solvent of petroleum ether and dichloromethane (3 / 1, v / v) as the eluent to obtain a beige solid. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product X1, and the chemica...

Embodiment 2

[0077]Embodiment 2 Preparation of star-shaped fluorescent material X2:

[0078] Under argon atmosphere, in a 100mL three-necked flask, add 5,5',5",5"'-(sulfone bis(benzene-5,1,3-yl)tetrakis(2-bromothiophene) (1.03g , 1.2mol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-diyl)-9,9-dioctylfluorene (purchased from Changchun Sanbang Pharmaceutical Technology Co., Ltd.) (2.48g, 4.8mmol), aqueous solution of potassium carbonate (2mol / L, 1.32g / 4.8ml deionized water, 9.6mmol), tetrabutylammonium bromide (19mg, 0.06mmol), four three Phenylphosphine palladium (69mg, 0.06mmol) and 50ml tetrahydrofuran. Heat and stir to 85 ° C, react for 12h. After stopping the reaction, concentrate the solvent, and the crude product is purified by column chromatography, petroleum ether and dichloromethane mixed solvent (3 / 1 , v / v) as the eluent, and finally a beige solid was obtained. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product X2, and the ch...

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
Glass transition temperatureaaaaaaaaaa
Transition temperatureaaaaaaaaaa
Glass transition temperatureaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of organic photoelectrics and discloses star type fluorescent molecules as well as a preparation method and an application thereof. The structural formulaof the star type fluorescent molecules is shown in the description, wherein Ar1 is one of the structures shown in the description. The star type fluorescent molecular structure contains heteroatom-sulfur, therefore, fluorescence quantum yield is increased, material fluorescence is enhanced, and photoelectric efficiency of a device is improved. Besides, the star type fluorescent molecular structurecontains electron-deficient group-sulfonyl, so that LUMO energy level of the fluorescent material can be effectively reduced, electron injection of the device is facilitated, and turn-on voltage of the device is reduced; furthermore, the star type fluorescent molecules have higher molecular weight, can form a dense thin film, overcome the light-emitting zone defect caused by pinholes in a luminescent layer and facilitate preparation of a light emitting device with excellent morphology. The process for preparing the polymer light emitting device on the basis of the luminescent layer of the star type fluorescent molecules is simple and has potential to be applied to industrial production of the organic light emitting device.

Description

technical field [0001] The invention belongs to the technical field of organic optoelectronics, and in particular relates to a class of star-shaped fluorescent molecules and a preparation method and application thereof. Background technique [0002] Organic light-emitting diode (OLED) displays use organic materials as light-emitting materials. The material structure is easy to modify and improve, and the selection range is wide; the driving voltage is low, only 3-12V DC voltage is required; self-illumination, no backlight is required; wide viewing angle , can be close to 180°; the response speed is fast, up to 1 μs; in addition, it has the advantages of light weight, ultra-thin, large size, flexible panel, and easy molding and processing. Due to the many advantages of OLED displays, it has attracted extensive attention from the scientific and industrial circles. Since Kodak Corporation of the United States developed OLED devices in 1987, many institutions have invested resou...

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
IPC IPC(8): C07C317/14C07D333/18C07D209/86C07D409/14C09K11/06H01L51/30H01L51/46H01L51/54
CPCC09K11/06C07C317/14C07D209/86C07D333/18C07D409/14C09K2211/1092C09K2211/1029C09K2211/1007C09K2211/1011C09K2211/1014H10K85/655H10K85/626H10K85/615H10K10/46H10K30/00H10K85/6572H10K50/11Y02E10/549
Inventor 应磊胡黎文黄飞曹镛
Owner 东莞伏安光电科技有限公司