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A kind of organic optoelectronic material containing spiro ring structure and its application

A technology of organic optoelectronic materials and spiro ring structure, applied in luminescent materials, organic chemistry, circuits, etc., can solve the problems of high driving voltage, luminous brightness and low efficiency, without attracting too much attention, and achieve the improvement of quantum efficiency, Good application effect, effect of power efficiency and quantum efficiency improvement

Active Publication Date: 2018-08-28
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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  • A kind of organic optoelectronic material containing spiro ring structure and its application
  • A kind of organic optoelectronic material containing spiro ring structure and its application
  • A kind of organic optoelectronic material containing spiro ring structure and its application

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 , 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 spiro ring structure and an application thereof, belonging to the technical field of organic photoelectric materials. It has the molecular structure shown in Formula 1: the present invention also discloses the use of the above-mentioned organic optoelectronic material containing the spiro ring structure in an organic electroluminescent device, and also discloses an organic electroluminescent device and a preparation method thereof. The material of the present invention has high thermal stability and high glass transition temperature, and can be used as the main material of the light-emitting layer of the OLED, so that the current efficiency, power efficiency and quantum efficiency of the OLED are greatly improved, and the OLED is also greatly improved. lifespan.

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 Patents(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