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

Fused heterocycle-containing spirofluorene organic compounds and application thereof

A technology of organic compounds and aromatic heterocyclic groups, applied in the field of organic optoelectronic materials, can solve the problems of low performance and device life, achieve the effect of large space effect, prevent close packing, and prevent exciton aggregation and quenching

Active Publication Date: 2019-07-05
GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
View PDF54 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Based on this, the present invention provides a spirofluorene compound containing a fused heterocycle and its application, aiming to solve the problems of existing organic electronic devices with low performance and device life

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
  • Fused heterocycle-containing spirofluorene organic compounds and application thereof
  • Fused heterocycle-containing spirofluorene organic compounds and application thereof
  • Fused heterocycle-containing spirofluorene organic compounds and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0193] According to the above-mentioned preparation method, the thickness of the formed functional layer is 5nm-1000nm.

[0194] The present invention also relates to the application of the above-mentioned organic compound or high polymer in organic electronic devices.

[0195] The present invention further relates to an organic electronic device, the functional layer of which contains the above-mentioned organic compound or high polymer. The organic electronic device can be selected from, but not limited to, organic light emitting diode (OLED), organic photovoltaic cell (OPV), organic light emitting cell (OLEEC), organic field effect transistor (OFET), organic light emitting field effect transistor, organic Lasers, organic spintronic devices, organic sensors and organic plasmon emitting diodes (Organic Plasmon Emitting Diode), etc., are particularly preferred organic electroluminescent devices, such as OLED, OLEEC, organic light emitting field effect tube.

[0196] In a part...

Embodiment 1

[0207] The synthesis of embodiment 1 compound (5-21):

[0208]

[0209] 1)

[0210]

[0211]Under nitrogen atmosphere, add (33.2g, 100mmol) compound 5-21-1 and 400mL of anhydrous tetrahydrofuran into a 1000 mL three-neck flask, cool down to -78°C, slowly add 100mmol of n-butyllithium dropwise, and react for 2 hours , add (25.8 g, 100 mmol) compound 5-21-2 at one time, let the reaction rise to room temperature naturally, continue to react for 12 hours, add dilute hydrochloric acid to the reaction solution at one time, continue to react for 0.5 hours, and spin off most of the solvent , extracted with dichloromethane and washed three times with water, the organic phase was collected, spin-dried, and directly used as the raw material for the next reaction without further purification.

[0212] 2)

[0213]

[0214] Add the reaction product 5-21-3, (60mL) acetic acid and (10mL) hydrochloric acid from the previous step into a 250mL three-neck flask, heat at 110°C and stir ...

Embodiment 2

[0221] The synthesis of embodiment 2 compound (7-24):

[0222]

[0223] 1)

[0224]

[0225] Under nitrogen atmosphere, add (33.2g, 100mmol) compound 7-24-1 and 400mL of anhydrous tetrahydrofuran into a 1000 mL three-neck flask, cool down to -78°C, slowly add 100mmol of n-butyllithium dropwise, and react for 2 hours , add (25.8 g, 100 mmol) compound 5-21-2 at one time, let the reaction rise to room temperature naturally, continue to react for 12 hours, add dilute hydrochloric acid to the reaction solution at one time, continue to react for 0.5 hours, and spin off most of the solvent , extracted with dichloromethane and washed three times with water, the organic phase was collected, spin-dried, and directly used as the raw material for the next reaction without further purification.

[0226] 2)

[0227]

[0228] Add the reaction product 7-24-2, (60mL) acetic acid and (10mL) hydrochloric acid from the previous step into a 250mL three-neck flask, heat at 110°C and stir...

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
Thicknessaaaaaaaaaa
Login to View More

Abstract

The invention relates to fused heterocycle-containing spirofluorene organic compounds and application thereof. The compounds comprise fused heterocycle and spirofluorene structural units, and have high thermal stability and high chemical stability, a mixture and a composition of the compounds are included, and good stability and processability are achieved. When the compounds are applied to an organic electronic device, improvement of the stability of the device is facilitated, and an effective scheme is provided for achieving the high-performance organic electronic device.

Description

technical field [0001] The invention relates to the field of organic photoelectric materials, in particular to spirofluorene organic compounds containing condensed heterocycles and applications thereof. Background technique [0002] Organic semiconductor materials have great potential for applications in optoelectronic devices such as organic light-emitting diodes (OLEDs), such as flat-panel displays and lighting, due to their structural diversity, relatively low fabrication cost, and superior optoelectronic properties. [0003] In order to improve the light-emitting performance of organic light-emitting diodes and promote the large-scale industrialization of organic light-emitting diodes, various organic photoelectric performance material systems have been widely developed. However, the performance of OLED, especially the lifetime, still needs to be further improved. Efficient and stable organic optoelectronic materials are urgently needed to be developed. [0004] Phosph...

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): C07D239/26C07D251/24C07D403/10C07D403/04H01L51/50H01L51/54
CPCC07D239/26C07D251/24C07D403/10C07D403/04H10K85/111H10K85/625H10K85/6572H10K50/00
Inventor 何锐锋林伟杰吴灿杰潘君友
Owner GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS