Spirofluorene derivative and application thereof

A derivative, spirofluorene technology, applied in the field of spirofluorene derivatives and its applications, can solve the problems of molecular design difficulties, aggravated molecular fluorescence quenching, poor color purity, etc., to increase internal electron density and stability, and improve dissolution Sexuality, the effect of lowering the temperature

Pending Publication Date: 2021-05-14
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, blue light materials still have the problems of low luminous quantum efficiency and poor color purity.
The main reason for this situation is that the blue light comes from the transition between energy levels with a wide energy gap, and organic compounds with wide band gaps have certain difficulties in molecular design, and secondly, there are strong blue light materials in the system. The π-π bond interaction has strong charge transfer characteristics, so that there are more non-radiative relaxation channels in the wide band gap, which intensifies the fluorescence quenching between molecules and reduces the quantum yield of the blue light system

Method used

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  • Spirofluorene derivative and application thereof
  • Spirofluorene derivative and application thereof
  • Spirofluorene derivative and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0081] The preparation method of compound SLC-B441, comprises the steps:

[0082] The first step: preparation of compound Int-1

[0083]

[0084] Under nitrogen protection, 7.65g (37.5mmol) of 2-bromo-3-methoxyphenol was dissolved in 120ml of dry dichloromethane, and 5.75ml of triethylamine was added, cooled to -78°C with liquid nitrogen, and slowly Add 6.94ml of trifluoromethanesulfonic anhydride dropwise, stir for half an hour, raise the temperature to 0°C and stir for 1 hour, add 50ml of saturated ammonium chloride aqueous solution, stir for 30 minutes, separate the organic phase, and use dichloromethane for the aqueous phase After extraction, the organic phase was collected and dried, filtered, and the filtrate was concentrated to dryness under reduced pressure to obtain 11.9 g of yellow oil.

[0085] Add 10.35 g (75.0 mmol) of anhydrous potassium carbonate, 12.5 g (41.2 mmol) of (2-((isopropylsilyl) ethynyl) phenyl) boronic acid, and then add 526.5 mg (0.75 mmol) of P...

Embodiment 2

[0119] Preparation of compound SLC-B422:

[0120]

[0121] With reference to the preparation method of Example 1, only the 4-phenanthrene boronic acid in the fourth step in Example 1 is replaced by 1-phenanthrene boronic acid to prepare intermediate Int-11, and the intermediate Int-11 in the eleventh step in Example 1 is 10 was replaced by Int-11 to prepare compound SLC-B422, yellow solid, MS (MALDI-TOF): m / z 1074.5744 [M + ].

Embodiment 3

[0123] Preparation of compounds SLC-B421, SLC-B423~SLC-B428, SLC-B435~SLC-B440, SLC-B442~SLC-B444:

[0124] With reference to the preparation method of Example 1 and Example 2, the bis(4-(tert-butyl)phenyl)amine in the eleventh step of Example 1 was replaced by the corresponding substituted arylamine to prepare the target compound SLC-B421, SLC -B423~SLC-B428, SLC-B435~SLC-B440, SLC-B442~SLC-B444.

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PUM

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Abstract

The invention discloses a spirofluorene derivative. The structural general formula of the spirofluorene derivative is shown as a formula I in the specification. In the structure, strong electron-donating arylamine and spirofluorene groups are introduced to the outer side of binaphthyl derivative molecules, so that the steric hindrance of conjugated molecules is increased, generation of excited-state compounds due to pi-pi conjugation is hindered, meanwhile, the organic solubility and stability of the molecules are improved, and the sublimation purification temperature is reduced; the efficiency and lifetime of an organic electroluminescent device comprising the same as a light-emitting layer material are improved.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence. More specifically, it relates to a spirofluorene derivative and its application. Background technique [0002] Most of the substances used in organic electroluminescent elements are pure organic substances or organometallic complexes that form complexes between organic substances and metals. According to the application, they can be divided into hole injectors, hole transporters, luminescent substances, and electron transporters. , electron injectants, etc. Here, organic substances with relatively low ionization energy are mainly used as hole injectors or hole transporters, and organic substances with relatively high electronegativity are mainly used as electron injectors or electron transporters. In addition, the substance used as the luminescence assisting layer preferably satisfies the following characteristics. [0003] First, the materials used in organic electrolumine...

Claims

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Application Information

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IPC IPC(8): C07C211/61C07C255/58C07D213/74C07D307/91C07D311/96C07D333/76C07D335/04C07D498/10C07D513/10C07F7/08C09K11/06H01L51/54
CPCC07C211/61C07D311/96C07D335/04C07D498/10C07F7/081C07C255/58C07D213/74C07D307/91C07D333/76C07D513/10C09K11/06C07C2603/94C09K2211/1014C09K2211/1011C09K2211/1007C09K2211/1088C09K2211/1092C09K2211/1029C09K2211/1033C09K2211/1037H10K85/625H10K85/654H10K85/6576H10K85/657H10K85/6574H10K85/40Y02E10/549
Inventor 曹建华王士波唐永顺李江涛隋岩
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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