U-shaped dicaryon metal platinum complex with polymorphic light emission and preparation method of U-shaped dicaryon metal platinum complex

A dual-nuclear metal, platinum complex technology, applied in platinum group organic compounds, platinum group organic compounds, luminescent materials, etc., can solve problems such as low quantum yield, and achieve the effect of improving polymorphic species

Active Publication Date: 2017-06-13
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0011] In view of the above-mentioned analysis, the present invention aims to provide a U-type binuclear metal platinum complex with polystate luminescence and a preparation method thereof, so as to solve the current polystate phosphorescence quantum yield of metal platinum complexes, especially low-energy state deep red or The problem of low quantum yield of near-infrared luminescence

Method used

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  • U-shaped dicaryon metal platinum complex with polymorphic light emission and preparation method of U-shaped dicaryon metal platinum complex
  • U-shaped dicaryon metal platinum complex with polymorphic light emission and preparation method of U-shaped dicaryon metal platinum complex
  • U-shaped dicaryon metal platinum complex with polymorphic light emission and preparation method of U-shaped dicaryon metal platinum complex

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Embodiment 1

[0050] The synthesis of embodiment 1 binuclear metal platinum complex 1-1

[0051] 1) Preparation of 3,5-dipyridineaniline: The synthesis of 3,5-dipyridineaniline refers to Gong Z-L, Zhong Y-W. Stepwise Coordination Followed by Oxidation Mechanism for the Multichannel Detection of Cu 2+ in an Aqueous Environment[J].Organometallics,2013,32:7495-7502.

[0052]

[0053] 2) Preparation of 1,3-bis(3,5-bis(pyridin-2-yl)phenyl)urea: 3,5-dipyridineaniline (123mg, 0.5mmol), triphosgene (150mg, 0.5mmol) ) and 8.0 mL of dichloromethane solvent were placed in an ice bath, and then 0.3 mL of triethylamine was added dropwise for about 2 minutes. After the dropwise addition is completed, keep warm and continue to react for 1.0 hour, then continue to add 4.0 mL of pyridine and 3,5-dipyridine aniline (123 mg, 0.5 mmol), then heat to reflux for 3 hours, TLC detection, after the reaction is completed, stop the reaction and cool to room temperature. The solvent was removed by rotary evapora...

Embodiment 2

[0071] The synthesis of embodiment 2 binuclear metal platinum complexes 1-2

[0072] 1) Preparation of 1,3-bis(3,5-bis(pyridin-2-yl)phenyl)-1,3-dipropylurea: Dilute 40.0 mg of NaH (60%, 1.0 mmol) with n-hexane (5mL×3) was washed and dissolved in 3mL DMF solvent, and gradually added to the compound containing compound 1,3-bis(3,5-bis(pyridin-2-yl)phenyl)urea (130mg, 0.25mmol) 5mL of DMF solution, add part C dropwise after each addition 3 h 7 I (total 128 mg, 0.75 mmol). After the dropwise addition was completed, continue stirring at room temperature for 4 hours, and TLC detection. After the reaction was completed, 30 mL of dichloromethane was added to dissolve after the solvent was removed by rotary evaporation under reduced pressure, and the organic layer was washed with water (30 mL × 3), K 2 CO 3 Dry, remove the solvent by rotary evaporation under reduced pressure, separate and purify by column chromatography (eluent: dichloromethane / ethyl acetate 50:1, v / v) to obtain 12...

Embodiment 3

[0076] The synthesis of embodiment 3 binuclear metal platinum complexes 1-3

[0077] 1) Preparation of 1,3-bis(3,5-bis(pyridin-2-yl)phenyl)-1,3-di-n-hexyl urea: Add 40.0 mg of NaH (60%, 1.0 mmol) to n-hexane After washing with alkane (5mL×3), it was dissolved in 3mL DMF solvent, and gradually added to the solution containing compound 1,3-bis(3,5-bis(pyridin-2-yl)phenyl)urea (130mg, 0.25mmol ) in 5mL of DMF solution, add part C dropwise after each addition 6 h 13 I (total 160 mg, 0.75 mmol). After the dropwise addition was completed, continue to stir at room temperature for 3 hours, and TLC detected that after the reaction was completed, 30 mL of dichloromethane was added to dissolve after the solvent was removed by rotary evaporation under reduced pressure, and the organic layer was washed with water (30 mL × 3), K 2 CO 3 Dry, remove the solvent by rotary evaporation under reduced pressure, separate and purify by column chromatography (eluent: dichloromethane / ethyl acetate...

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Abstract

The invention relates to a U-shaped dicaryon metal platinum complex with polymorphic light emission and a preparation method of the U-shaped dicaryon metal platinum complex. The U-shaped dicaryon metal platinum complex is a dicaryon metal platinum complex of an alkyl-substituted urea bridged U-shaped molecular structure, in the formula, R is any one of C1-C12 aliphatic groups, and R1 is any one of alcoxyl alkyl, hydrogen atoms, fluorine atoms, trifluoromethyl and C1-C12 aliphatic groups. The U-shaped dicaryon metal platinum complex with polymorphic light emission, which is provided by the invention, has a solvent-adjustable polymorphic light emission property, materials of three different crystal states can be prepared according to different solvents for crystallization, the metal platinum complex has relatively good dark red phosphorescence in solvents such as methanol or chlorobenzene, and a dark red light-emitting crystal state material prepared from the metal platinum complex has relatively high lower-state light-emitting quantum yield, and can be applied to fields of light-emitting and display devices.

Description

technical field [0001] The invention relates to the field of multi-state luminescent materials, in particular to a U-type dinuclear metal platinum complex with multi-state luminescence and a preparation method thereof. Background technique [0002] The so-called polymorphism refers to the presence of at least two crystalline phases with different molecular arrangements in the solid state of the compound. Because polymorphic compounds have completely different physical (refractive index, electrical conductivity, thermal conductivity, and spectrum, etc.) and chemical (chemical reaction, photochemical activity, etc.) properties, they have attracted extensive attention in the fields of chemistry, materials, and pharmaceutical sciences. Molecular polymorphism is mainly caused by different packing modes or molecular conformation changes inside the molecule. Effective control of the solid-state structure of compounds is crucial to ensure molecular materials with excellent properti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F15/0086C09K2211/1029C09K2211/185H10K85/654H10K85/346H10K50/00
Inventor 钟羽武龚忠亮
Owner INST OF CHEM CHINESE ACAD OF SCI
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