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9-acyl-3-iodocarbazole compound and application thereof as phosphorescent material

A compound and carbazole technology, applied in the field of 9-acyl-3-iodocarbazole compounds, can solve the problems of low phosphorescence quantum yield, single structure, large proportion of fluorescence, etc., and achieve adjustable and dispersed luminescence performance Excellent performance and processability, and simple synthesis method

Inactive Publication Date: 2021-06-25
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The technical problem to be solved by the present invention is to overcome the defects of the existing carbazole phosphorescent materials such as single structure, excessive fluorescence ratio, and low phosphorescence quantum yield, and provide a 9-acyl-3-iodocarbazole Compounds and their applications as phosphorescent materials

Method used

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  • 9-acyl-3-iodocarbazole compound and application thereof as phosphorescent material
  • 9-acyl-3-iodocarbazole compound and application thereof as phosphorescent material
  • 9-acyl-3-iodocarbazole compound and application thereof as phosphorescent material

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Experimental program
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Effect test

Embodiment 1

[0099] Embodiment 1: the preparation of compound II-1

[0100]

[0101] Add 3,6-diiodocarbazole (1g, 2.4mmol) into a round bottom flask, then add 20mL acetic anhydride, and add a little ether boron trifluoride (about 0.02mL) at the same time, react for 1-2 hours, there is a solid product Precipitated, suction filtered, washed and dried to obtain crude 9-acetyl-3,6-diiodocarbazole (compound II-1) with a yield of 90%. The crude product was recrystallized to obtain the pure product as a white solid.

[0102] 1 H-NMR (400MHz, CDCl 3 ):δ8.27(s,2H),7.96(d,J=8.0Hz,2H),7.77(d,J=8.0Hz,2H),2.84(s,3H).

Embodiment 2

[0103] Embodiment 2: the preparation of the preparation of compound II-2

[0104]

[0105] Add polyethylene glycol mercaptan (1g, 0.2mmol) and 9-acetyl-3,6-diiodocarbazole (0.5g, 1mmol) into a round bottom flask, add 10mL dimethylformamide and appropriate amount of potassium carbonate , reacted for 1-2 days under the protection of nitrogen, and the reaction liquid was filtered, precipitated with ether, washed and dried to obtain polyethylene glycol-modified 9-acetyl-3-iodocarbazole (compound II-2).

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Abstract

The invention discloses a 9-acyl-3-iodocarbazole compound and application of the 9-acyl-3-iodocarbazole compound as a phosphorescent material. The invention specifically discloses a carbazole compound containing a fragment I. The 9-acyl-3-iodocarbazole compound provided by the invention has a very high phosphorescence emission proportion in a steady-state luminescence spectrum, has a phosphorescence emission proportion exceeding 90%, and has a very low fluorescence emission proportion; and meanwhile, visible light can excite phosphorescence of the compound, and bright phosphorescence emission can be shown in a molecular dispersed solution at room temperature.

Description

technical field [0001] The invention relates to a 9-acyl-3-iodocarbazole compound and its application as a phosphorescent material. Background technique [0002] Pure organic room-temperature phosphorescent materials are new members of the family of luminescent materials, which are expected to be used in display, lighting, data storage, anti-counterfeiting marks, bioimaging and biosensing. Transition rate constant k between excited singlet to triplet systems of pure organic molecular systems ISC and the phosphorescence emission rate constant k from the excited triplet state to the ground state singlet state P It is several orders of magnitude lower than the heavy metal system. Therefore, the excited triplet state of pure organic molecules is not easy to form and is very prone to non-radiative deactivation, and only exhibits phosphorescence properties at low temperatures. Compared with pure organic fluorescent molecules, there are very few types of pure organic room tempera...

Claims

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Application Information

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IPC IPC(8): C07D209/88C08G65/333C09K11/06
CPCC07D209/88C08G65/33327C09K11/06C09K2211/1029C09K2211/1466
Inventor 张卡卡郭望
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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