Indolocarbazole diboron derivative as well as preparation and application thereof

A technology of indolocarbazole and boron derivatives, which is applied in the field of indolocarbazole bis-boron derivatives, its preparation and application, and can solve the problem of unresolved color gamut, roll-off of light-emitting device efficiency, and light color coverage Narrow problems, to achieve the effect of broadening the coverage of the color gamut, increasing the speed of crossing, and improving the roll-off characteristics of efficiency

Pending Publication Date: 2022-03-01
HUAZHONG UNIV OF SCI & TECH
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Problems solved by technology

However, since the frontier orbitals of MR molecules are mainly distributed on their resonant parent nuclei, the large HOMO-LUMO electron cloud overlap will lead to extremely poor singlet and triplet states of the molecules (ΔE st ) increases, which in turn leads to a serious roll-off of the efficiency of the electroluminescent device under high brightness
In addition, the light color of such luminescent molecules has been limited to the blue and deep blue regions, and the full spectral range needs to be expanded urgently.
[0004] Chinese patent CN110872316A discloses a new type of compound and its application and an organic electroluminescent device using the compound. Although it also discloses some new boron-containing luminescent materials or sensitizers, there are still complex synthesis and light color coverage. Problems such as narrowness, did not solve the color gamut problem of display applications

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  • Indolocarbazole diboron derivative as well as preparation and application thereof
  • Indolocarbazole diboron derivative as well as preparation and application thereof
  • Indolocarbazole diboron derivative as well as preparation and application thereof

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preparation example Construction

[0089] Indolecarbazole bis-boron derivatives in the present invention, its preparation method may comprise the following steps:

[0090] (1) Using aromatic amine R1 or R2 and 1-bromo-2-chloro-3-fluorobenzene as raw materials, the aromatic amine and bromine undergo Ullman reaction to obtain phenyl fluorochloride containing substituent R1 or R2.

[0091] (2) Using phenyl fluorochloride and indolocarbazole containing substituent R1 or R2 as raw materials, catalyzed by cesium carbonate, it undergoes a cross-coupling reaction to obtain indolocarbazole containing substituent R1 and R2 Chlorine derivatives of azoles.

[0092] (3) Use n-butyllithium or tert-butyllithium to carry out ortho-position metallation on the chlorine atom on the chlorine-containing derivative of indolocarbazole, and then add boron tribromide to perform lithium-boron metal exchange, A tandem bora Friedel-Crafts reaction occurs to obtain the indolocarbazole bis-boron derivative.

[0093] In some embodiments, s...

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Abstract

The invention belongs to the technical field of preparation and application of organic photoelectric materials, and discloses an indolocarbazole diboron derivative and preparation and application thereof.According to the indolocarbazole-based diboron derivative, R1 and R2 are introduced to the two sides of five types of indolocarbazole such as indolo [2, 3-a] carbazole; r1 and R2 are selected from aromatic amine groups with the carbon atom number of 6-30 and aromatic amine heterocyclic groups with the carbon atom number of 6-30; and atoms for bonding R1 and R2 with boron atoms are carbon atoms and are positioned on ortho-positions of nitrogen atoms contained in R1 or R2. The diboron derivative of indolocarbazole disclosed by the invention can realize narrowing of the half-peak width of a luminescent spectrum based on a boron-nitrogen multiple resonance effect, can realize regulation and control of the luminescent spectrum in a relatively large range based on molecular conjugation regulation and control, is relatively wide in color gamut coverage range, and can be used as a luminescent material to be applied to an organic electroluminescent device to obtain relatively high device efficiency.

Description

technical field [0001] The invention belongs to the technical field of preparation and application of organic photoelectric materials, and more specifically relates to an indolocarbazole bis-boron derivative, its preparation and application. Background technique [0002] Since the beginning of the new century, display technology has continued to develop. Organic electroluminescence (OLED) technology, as a new generation of flat panel display technology, has many advantages, such as: ultra-thin, low power consumption, all-solid-state self-luminescence, wide viewing angle, fast response, flexible Can be bent. With the continuous development of key technologies such as materials and processes, the application scenarios of OLED display technology have been greatly expanded, including smartphones, tablet computers, virtual reality, and wearable information terminal products. At the same time, consumers have higher and higher requirements for product performance and cost performa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06H01L51/54H01L51/50
CPCC07F5/027C09K11/06C09K2211/1085C09K2211/1007H10K85/657H10K50/11
Inventor 王磊底锴源郭闰达
Owner HUAZHONG UNIV OF SCI & TECH
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