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Organic photoelectric material containing spiral ring structure and application thereof

A technology of organic optoelectronic materials and spiro structure, which is applied in the fields of luminescent materials, organic chemistry, circuits, etc., can solve the problems of high driving voltage, low luminous brightness and efficiency, and has not attracted too much attention, and achieves improved quantum efficiency, Good application effect, power efficiency and quantum efficiency improvement effect

Active Publication Date: 2017-03-08
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] The origin of organic light emitting diode (OLED) can be traced back to the 1960s. Pope et al. applied DC voltage to anthracene single crystal to make it emit light, but due to the high driving voltage (100V) And the luminous brightness and efficiency are relatively low, and it has not attracted too much attention

Method used

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  • Organic photoelectric material containing spiral ring structure and application thereof
  • Organic photoelectric material containing spiral ring structure and application thereof
  • Organic photoelectric material containing spiral ring structure and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0082] Example 1 Preparation Example of Organic Optoelectronic Material

Embodiment 1

[0083] The preparation of embodiment 1 compound 1

[0084] (1) Preparation of compound 1-a:

[0085]

[0086] At 45-50°C and under the protection of nitrogen, take 21.6g 5-methoxy-1-naphthoic acid methyl ester (100.0mmol) and 17.8g (100mmol) NBS (N-bromosuccinimide) Disperse in 200g of dichloroethane, heat preservation reaction for 2.0 hours, then pour the above system into 200g of saturated sodium sulfite aqueous solution, stir and react for 30min, the system is layered, washed with water, and finally the organic phase is desolvated under reduced pressure to free Fraction, 29.5 g of compound 1-a was obtained without further purification.

[0087] (2) Preparation of compound 1-b:

[0088]

[0089] Get the 29.5g compound 1-a (100.0mmol), 20.7g potassium carbonate (150mmol), 80g water, 28.1g 6-chloro-1-acenaphthylenylboronic acid pinacol ester (90mmol) and 260g obtained in the step (1). Toluene, under the protection of nitrogen, add catalyst 0.9g Pd (PPh 3 ) 4 (0.75mm...

Embodiment 2

[0115] The preparation of embodiment 2 compound 4

[0116] (1) Preparation of compound 4-a:

[0117]

[0118] Take 28.6g 1,8-dibromonaphthalene (100.0mmol), 10.4g potassium carbonate (75mmol), 70g water, 15.6g 6-chloro-1-acenaphthyleneneboronic acid pinacol ester (50mmol) and 400g toluene, Under the protection of , add catalyst 0.9g Pd(PPh 3 ) 4 (0.75mmol), then heated to reflux, while adopting thin-layer chromatography (TLC) to track the reaction process, after about 18.0 hours of reaction, after being down to room temperature, the system was layered, and then after washing with water, the organic phase was decompressed. Solvent until there is no distillate, and then use petroleum ether ethyl acetate mixture to carry out column chromatography purification on the residue, the volume ratio of petroleum ether and ethyl acetate is petroleum ether:ethyl acetate=30:1, to obtain 8.4g compound 4-a , and the yield was 43.08%.

[0119] (2) Preparation of compound 4-b:

[0120] ...

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Abstract

The invention discloses an organic photoelectric material containing a spiral ring structure and application thereof, and belongs to the technical field of organic photoelectric materials. The organic photoelectric material has a molecular structure shown in Formula 1. The present invention also discloses the application of the organic photoelectric material containing the spiral ring structure in organic light-emitting devices, and also discloses an organic light-emitting device and a preparation method thereof. The material has high thermal stability and high glass transition temperature, and can be used as a luminescent layer main material of OLED (organic light emitting diode) to greatly improve current efficiency, power efficiency and quantum efficiency of the OLED and greatly enhance the life of the OLED.

Description

technical field [0001] The invention relates to an organic photoelectric material containing a spiro ring structure and its application, belonging to the technical field of organic photoelectric materials. Background technique [0002] The origin of organic light emitting diode (OLED) can be traced back to the 1960s. Pope et al. applied DC voltage to anthracene single crystal to make it emit light, but due to the high driving voltage (100V) Moreover, the luminous brightness and efficiency are relatively low, which has not attracted too much attention. With the continuous improvement of technology, in 1987, C.W.Tang et al. of Kodak Company used 8-hydroxyquinoline aluminum (Alq3) as the light-emitting material, and made an OLED with a double-layer sandwich structure by vacuum evaporation. The voltage is only a few volts, and the brightness can reach up to 1000cd / m 2 , thus marking an important step toward practical use of OLEDs, thus becoming an important milestone in the fi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/72C07D307/77C07D213/16C07D307/91C07D333/76C07C255/52C09K11/06H01L51/50H01L51/54H01L51/56
CPCC09K11/06C07C13/72C07C255/52C07D213/16C07D307/77C07D307/91C07D333/76C09K2211/1088C09K2211/1092C09K2211/1007C09K2211/1011C09K2211/1029H10K85/624H10K85/626H10K85/654H10K85/6576H10K85/6574H10K50/155H10K50/165H10K71/00
Inventor 王子宁林存生孙晟源付文岗胡葆华陈帅
Owner VALIANT CO LTD
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