1,10-phenanthroline derivative metal-organic complex and preparation method thereof

A metal organic and derivative technology, applied in 1 field, can solve the problems of difficult synthesis of catalysts, single synthesis raw materials, long synthesis steps, etc., and achieve the effects of simple synthesis method, high fluorescence activity, and easily available raw materials

Active Publication Date: 2021-03-05
宁波鉴合科技有限责任公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, so far, there are very few reports on the synthesis of metal-organic complexes of 1,10-phenanthroline derivatives, and the existing synthesis of metal-organic complexes of 1,10-phenanthroline derivatives exists Problems such as single raw material, long synthesis steps, and difficult synthesis of catalysts

Method used

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  • 1,10-phenanthroline derivative metal-organic complex and preparation method thereof
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  • 1,10-phenanthroline derivative metal-organic complex and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Embodiment 1:1,10-phenanthroline derivative ligand L 1 Preparation of:

[0030]

[0031] Pour 8-aminoquinoline (0.288g, 2mmol) and o-methoxybenzaldehyde (0.3g, 2.2mmol) into a dry round-bottomed flask in turn, stir evenly, and heat to 60°C for 2h. After cooling down, add 20mL of dry toluene to the reaction system to disperse the reactants evenly, then add phenylacetylene (0.224g, 2.2mmol) and TA-Au (70mg, 0.1mmol) successively under nitrogen atmosphere, stir at room temperature for 10min and then heat To reflux, 36h. After the reaction was complete, it was directly spin-dried and passed through the column to obtain a light gray solid with a yield of 38%.

[0032] Under nitrogen protection, the above product (2-(2-methoxyphenyl)-4-phenyl-1,10-phenanthroline) (1.10g, 3mmol) and sodium hydroxide (0.36g, 9mmol, 3eq) was successively added to a round bottom flask filled with 5mL NMP (N-methylpyrrolidone), and after complete dissolution, DodSH (n-dodecanethiol) (0.91g, ...

Embodiment 2

[0033] Embodiment 2: 1,10-phenanthroline derivative ligand L 2 Preparation of:

[0034]

[0035] Pour 8-aminoquinoline (0.288g, 2mmol) and o-methoxybenzaldehyde (0.3g, 2.2mmol) into a dry round-bottomed flask in turn, stir evenly, and heat to 60°C for 2h. After cooling down, 20mL of dry toluene was added to the reaction system to uniformly disperse the reactants, and A (0.232g, 2.2mmol) and TA-Au (70mg, 0.1mmol) were added successively under a nitrogen atmosphere, stirred at room temperature for 10min and then heated to Reflux, 36h. After the reaction was complete, it was directly spin-dried and passed through the column to obtain a light gray solid with a yield of 45%.

[0036] Under nitrogen protection, the previous step product (1.12g, 3mmol), sodium hydroxide (0.36g, 9mmol, 3eq) were successively added in a round bottom flask containing 5mL NMP, and DodSH (0.91g, 4.5mmol, 1.5eq), and heated at 130 ° C for 3h. After the reaction was complete, the reaction temperature...

Embodiment 3

[0037] Embodiment 3: 1,10-phenanthroline derivative ligand L 3 preparation.

[0038]

[0039] Pour 8-aminoquinoline (0.288g, 2mmol) and o-methoxybenzaldehyde (0.3g, 2.2mmol) into a dry round-bottomed flask in turn, stir evenly, and heat to 60°C for 2h. After cooling down, 20 mL of dry toluene was added to the reaction system to uniformly disperse the reactants, and then added B (0.254 g, 2.2 mmol) and TA-Au (70 mg, 0.1 mmol) successively under a nitrogen atmosphere, stirred at room temperature for 10 min, and then heated to Reflux, 36h. After the reaction was complete, it was directly spin-dried and passed through the column to obtain a light gray solid with a yield of 43%.

[0040]Under nitrogen protection, the previous step product (1.16g, 3mmol), sodium hydroxide (0.36g, 9mmol, 3eq) were successively added in a round bottom flask filled with 5mL NMP, and DodSH (0.91g, 4.5mmol, 1.5eq), and heated at 130 ° C for 3h. After the reaction was complete, the reaction tempera...

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Abstract

1,10-phenanthroline derivative metal-organic complex of the present invention and preparation method thereof belong to the technical field of organic complex synthesis, and described organic complex has following general structural formula: its preparation method is: The methanol solution of halide or acetate is mixed with the acetonitrile solution of 1,10 phenanthroline derivatives in the same amount, reacted at room temperature for 1-2 hours, and then heated to 70°C-90°C for 1-5 hours After cooling down to room temperature, all the solvents were distilled off under reduced pressure, and further recrystallized in an organic solvent to obtain a metal-organic complex of 1,10-phenanthroline derivatives. The synthesis method of the invention is simple, the raw materials are easy to obtain, and the prepared complex has high fluorescence activity.

Description

technical field [0001] The invention belongs to the technical field of organic complex synthesis, in particular to 1,10-phenanthroline derivative metal-organic complexes and a preparation method thereof. Background technique [0002] Organic electroluminescent devices (OLEDs) are considered to be following cathode ray displays (CRTs) and liquid crystal displays (LCDs) due to their advantages of active light emission, low energy consumption, long life, high brightness, high contrast, fast response and easy processing. ) and one of the new generation of display devices after plasma display (PDP). As one of the most active research contents in the design and characterization of optoelectronic applications, metal-organic complexes not only combine the respective advantages of traditional inorganic and organic materials, but also open up a new field for organic electroluminescent materials. Even through corresponding design, we can purposely adjust the luminous properties of mat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/04C09K11/06
CPCC07D471/04C09K11/06C09K2211/1007C09K2211/185C09K2211/186C09K2211/187C09K2211/188
Inventor 宋志光苏俊峰史晓东于炜炜唐亚东
Owner 宁波鉴合科技有限责任公司
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