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Compound taking cyanobenzene as core, and application of compound in organic light-emitting devices (OLEDs)

A compound, cyanobenzene technology, applied in the application field of organic light-emitting diodes, can solve the problems of low S1 state radiation transition rate, efficiency roll-off, difficult exciton utilization rate and high fluorescence radiation efficiency, etc., to achieve good industrialization Prospects, good film formation, power efficiency and effect of improving external quantum efficiency

Inactive Publication Date: 2018-01-12
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although theoretically TADF materials can achieve 100% exciton utilization, there are actually the following problems: (1) The T1 and S1 states of the designed molecules have strong CT characteristics, and the very small S1-T1 state energy gap, although it can High T through TADF process 1 →S 1 state exciton conversion rate, but at the same time lead to a low S1 state radiative transition rate, therefore, it is difficult to have both (or simultaneously achieve) high exciton utilization efficiency and high fluorescence radiation efficiency; (2) Even if doped devices have been used to alleviate the T excitation Subconcentration quenching effect, the efficiency of most TADF material devices has a serious roll-off at high current densities

Method used

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  • Compound taking cyanobenzene as core, and application of compound in organic light-emitting devices (OLEDs)
  • Compound taking cyanobenzene as core, and application of compound in organic light-emitting devices (OLEDs)
  • Compound taking cyanobenzene as core, and application of compound in organic light-emitting devices (OLEDs)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] Embodiment 1: the synthesis of compound 6:

[0077]

[0078] Dissolve 0.01mol raw material E1-1 and 0.012mol intermediate M1-1 in 150mL anhydrous toluene, add 0.0005mol Pd after deoxygenation 2 (dba) 3 and 0.015mol tri-tert-butylphosphine, and reacted at 110°C for 24 hours under an inert atmosphere. During the reaction, the reaction process was monitored by TLC constantly. Silica gel column, obtain intermediate target product, HPLC purity 99.9%, yield 76.7%; Elemental analysis structure (molecular formula C 37 h 22 N 2 O): theoretical value C, 87.04; H, 4.34; N, 5.49; test value: C, 87.02; H, 4.33; N, 5.50; The value is 509.98.

Embodiment 2

[0079] Embodiment 2: the synthesis of compound 16:

[0080]

[0081] Dissolve 0.01mol raw material E1-2 and 0.012mol intermediate M1-2 in 150mL anhydrous toluene, add 0.0005mol Pd after deoxygenation 2 (dba) 3 and 0.015mol tri-tert-butylphosphine, and reacted at 110°C for 24 hours under an inert atmosphere. During the reaction, the reaction process was monitored by TLC constantly. Silica gel column, obtain intermediate target product, HPLC purity 99.9%, yield 72.3%; Elemental analysis structure (molecular formula C 37 h 22 N 2 S): theoretical value C,84.38; H,4.21; N,5.32; S,6.09; test value: C,84.38; H,4.21; N,5.33; S,6.08; ): The theoretical value is 526.15, and the measured value is 526.01.

Embodiment 3

[0082] Embodiment 3: the synthesis of compound 26:

[0083]

[0084] Dissolve 0.01mol raw material E1-1 and 0.012mol intermediate M1-3 in 150mL anhydrous toluene, add 0.0005mol Pd after deoxygenation 2 (dba) 3 and 0.015mol tri-tert-butylphosphine, and reacted at 110°C for 24 hours under an inert atmosphere. During the reaction, the reaction process was monitored by TLC constantly. Silica gel column, obtain intermediate target product, HPLC purity 99.9%, yield 81.2%; Elemental analysis structure (molecular formula C 40 h 28 N 2 ): theoretical value C, 89.52; H, 5.26; N, 5.22; test value: C, 89.50; H, 5.26; N, 5.21; for 536.60.

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Abstract

The invention discloses a compound taking cyanobenzene as a core, and application of the compound in organic light-emitting devices (OLEDs). The compound takes the cyanobenzene as the core and takes carbazole ring groups as branch chains. The compound is characterized in that molecules do not easily crystallize and aggregate, and the compound has a good film-forming property. The compound providedby the invention can be applied to the OLEDs as a luminous layer material; the OLEDs applying the compound have good photoelectric performance and can better adapt to and meet the application requirements of panel manufacturing enterprises.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound containing cyanobenzene as the core and its application in organic light-emitting diodes. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. The OLED light-emitting device is like a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device, and the positi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/048C07D495/04C07D491/153C07D209/94C07D495/14C07D487/04C07D491/056C07D498/04C07D471/04C07D491/052C09K11/06H01L51/54H01L51/50
CPCC07D209/94C07D471/04C07D487/04C07D491/048C07D491/052C07D491/056C07D491/153C07D495/04C07D495/14C07D498/04C09K11/06H10K50/11
Inventor 陈海峰李崇张兆超张小庆唐丹丹
Owner VALIANT CO LTD
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