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Fused polycyclic compound as well as preparation method and application thereof

A technology of condensed polycyclic compounds, applied in chemical instruments and methods, organic chemistry, semiconductor/solid-state device manufacturing, etc. Low problems, to achieve the effect of improving performance and luminous efficiency, high thermal stability and morphological stability, and improved matching

Active Publication Date: 2018-09-14
NINGBO LUMILAN NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Therefore, the technical problem to be solved by the present invention is to overcome the low triplet energy level and easy crystallization of the host material of the light-emitting layer in the prior art, and the energy of the host material cannot be efficiently transferred to the guest material, resulting in low luminous efficiency and luminous performance of the device. Defects

Method used

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  • Fused polycyclic compound as well as preparation method and application thereof
  • Fused polycyclic compound as well as preparation method and application thereof
  • Fused polycyclic compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] This embodiment provides a fused polycyclic compound having the structure shown in the following formula D-5:

[0064]

[0065] The synthetic route of fused polycyclic compound shown in formula D-5 is as follows:

[0066]

[0067] The preparation method of the fused polycyclic compound shown in formula D-5 specifically comprises the following steps:

[0068] (1) Synthesis of Intermediate 1-1

[0069] Under nitrogen protection, in a 500mL two-necked reaction flask, add 1.6g of lithium hydroxide, add 100mL of N-methylpyrrolidone and water, add 7.44g of the compound shown in formula (A-1) and 7.6g of formula (C-1 ) shown in the compound, adding people triacetylacetonate dippalladium chloroform adduct under stirring. Stirring was then continued for 18 hours at 65°C. After the reaction was completed, hydrochloric acid was added to acidify, extracted with methyl tert-butyl ether, and after the organic liquid phase was distilled off, 6.8g of solid intermediate 1-1 was...

Embodiment 2

[0082] This embodiment provides a fused polycyclic compound having the structure shown in the following formula D-4:

[0083]

[0084] The synthetic route of condensed polycyclic compound shown in formula D-4 is as follows:

[0085]

[0086] The preparation method of the fused polycyclic compound shown in formula D-4 specifically comprises the following steps:

[0087] (1) By the synthesis method shown in Example 1, intermediate 5-1 was synthesized.

[0088] (2) Synthesis of fused polycyclic compound D-4

[0089] Under nitrogen protection, add 1.2g intermediate 5-1 (3.34mmol), 22mg palladium acetate (0.1mmol), 74mg tri-tert-butylphosphine (0.4mmol), 1.32g compound (3.34mmol), 0.9g sodium tert-butoxide, 50mL toluene, mix well, react at 110°C for 12 hours, cool to room temperature, extract with chloroform, remove solvent by rotary evaporation, and pass through a silica gel column to obtain 1.8g solid fused polycyclic compound D -4 (81% yield).

[0090] Elemental analy...

Embodiment 3

[0092] This embodiment provides a fused polycyclic compound having the structure shown in the following formula D-12:

[0093]

[0094] The synthetic route of condensed polycyclic compound shown in formula D-12 is as follows:

[0095]

[0096] (1) Synthesis of intermediate 1-2

[0097] Under nitrogen protection, into a 500mL two-necked reaction flask, add 1.6g of lithium hydroxide, add 100mL of N-methylpyrrolidone and water, add 7.44g of the compound shown in formula (A-1) and 7.6g of formula (C-2 ) shown in the compound, adding people triacetylacetonate dippalladium chloroform adduct under stirring. Stirring was then continued for 18 hours at 65°C. After the reaction was completed, hydrochloric acid was added to acidify, extracted with methyl tert-butyl ether, and the organic liquid phase was distilled off, and passed through a silica gel column to obtain 6.8 g of solid intermediate 1-2 (yield: 70%).

[0098] (2) Synthesis of Intermediate 2-2

[0099] Under the prot...

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Abstract

The invention discloses a fused polycyclic compound. The fused polycyclic compound has a structure shown as a formula (I) or a formula (II). The fused polycyclic compound has high triplet state energylevel and glassy state transition temperature; as a main material of a luminescent layer, the fused polycyclic compound has the advantages that efficient transfer of energy to an object material canbe ensured, easy crystallization is avoided and the luminous efficiency of a device is favorably improved. By adjusting a substitution group of the fused polycyclic compound, the condensed polycycliccompound has electron transmission and hole transmission performance; the energy level difference of singlet state and triplet state is reduced, a compound area of a current carrier is widened and theannihilation of triplet state exciton is prevented. The invention also discloses an organic light-emitting device; at least one functional layer of the organic light-emitting device contains the fused polycyclic compound. The fused polycyclic compound serves as the main material of the luminescent layer and is matched with an energy level of an adjacent carrier transport layer; driving voltage ofthe device is reduced while the luminous efficiency of the device is improved, so that long-acting use of the organic light-emitting device is favorably realized.

Description

technical field [0001] The invention belongs to the field of display technology, and in particular relates to a condensed polycyclic compound and its preparation method and application. Background technique [0002] Pope et al. first discovered the electroluminescent properties of single crystal anthracene in 1965, which is the first electroluminescent phenomenon of organic compounds; in 1987, Tang et al. from Kodak Company of the United States successfully developed low-voltage, High-brightness organic light-emitting diode (Organic Light-Emitting Diode, OLED). As a new type of display technology, Organic Light-Emitting Diode (OLED) has many advantages such as self-illumination, wide viewing angle, low energy consumption, rich colors, fast response speed, wide applicable temperature range and flexible display. Advantages, it has great application prospects in the field of display and lighting, and more and more people pay attention to it. [0003] Most OLEDs use a sandwich...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/052C07D491/153C07D491/147C07D495/14C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D491/052C07D491/147C07D491/153C07D495/14C09K2211/1092C09K2211/1088C09K2211/1011C09K2211/1029C09K2211/1007C09K2211/1059C09K2211/1044H10K85/654H10K85/657H10K50/11H10K2101/40
Inventor 孙华陈志宽
Owner NINGBO LUMILAN NEW MATERIAL CO LTD
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