Preparation method and application of triphenylamine-based metal-organic complex with visible light-catalyzed trifluoromethylation performance of aromatic heterocyclic compounds

A technology for trifluoromethylation and aromatic heterocycles, which can be applied in the field of photocatalytic materials and can solve problems such as universal limitations

Active Publication Date: 2021-07-06
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method uses stoichiometric metal salts or organometallic complexes and is somewhat limited in generalizability

Method used

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  • Preparation method and application of triphenylamine-based metal-organic complex with visible light-catalyzed trifluoromethylation performance of aromatic heterocyclic compounds
  • Preparation method and application of triphenylamine-based metal-organic complex with visible light-catalyzed trifluoromethylation performance of aromatic heterocyclic compounds
  • Preparation method and application of triphenylamine-based metal-organic complex with visible light-catalyzed trifluoromethylation performance of aromatic heterocyclic compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Tris[4-(5-hydroxyformyl-2-thienyl)phenyl]amine (93mg, 0.15mmol), Zn(NO 3 ) 2 ·6H 2 O (297mg, 1.0mmol) was dissolved in N,N'-dimethylformamide (DMF, 6mL) and stirred evenly, then it was taken out and placed in an oven, fired at 100°C for 72h, turned off the oven, cooled to room temperature, brownish red Rhombic bulk crystals are produced, filtered and dried to obtain the target material Zn-L with a yield of about 70%. Theoretical value of elemental analysis (%) (Zn 4 O)(C 33 h 18 NO 6 S 3 ) 2 : C 52.19, H 2.39, N 1.84, S, 12.67. Experimental values: C 52.02, H 2.51, N 1.96, S 12.48. The obtained target material structure is as figure 2 shown.

Embodiment 2

[0036] Tris[4-(5-hydroxyformyl-2-thienyl)phenyl]amine (93mg, 0.15mmol), Zn(NO 3 ) 2 ·6H 2 O (297mg, 1.0mmol) was dissolved in N,N'-dimethylformamide (DMF, 6mL) and stirred evenly, then the solution was placed in an oven, fired at 120°C for 72h, closed the oven, and cooled to room temperature , brown-red diamond-shaped bulk crystals were produced, filtered and dried to obtain the target material Zn-L with a yield of about 62%. Theoretical value of elemental analysis (%) (Zn 4 O)(C 33 h 18 NO 6 S 3 ) 2 : C 52.19, H 2.39, N 1.84, S, 12.67. Experimental values: C 52.06, H 2.49, N 1.93, S 12.52.

Embodiment 3

[0038] Tris[4-(5-hydroxyformyl-2-thienyl)phenyl]amine (93mg, 0.15mmol), Zn(NO 3 ) 2 ·6H 2 O (297mg, 1.0mmol) was dissolved in N,N'-dimethylformamide (DMF, 6mL) and stirred evenly, then the solution was placed in an oven, fired at 100°C for 90h, closed the oven, and cooled to room temperature , brown-red diamond-shaped bulk crystals were produced, filtered and dried to obtain the target material Zn-L with a yield of about 55%. Theoretical value of elemental analysis (%) (Zn 4 O)(C 33 h 18 NO 6 S 3 ) 2 : C 52.19, H 2.39, N 1.84, S, 12.67. Experimental values: C 52.09, H 2.45, N 1.94, S 12.45.

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Abstract

The invention relates to the technical field of photocatalytic materials, and relates to a preparation method and application of a triphenylamine-based metal-organic complex having the performance of visible light-catalyzed trifluoromethylation of aromatic heterocyclic compounds, wherein the preparation method includes the following steps: (1) The linking ligand L and the transition metal salt Tm are added to the N,N-dimethylformamide solvent at a molar ratio of 1:4.0 to 7.0, and stirred evenly; (2) The reaction solution prepared in step 1 is placed in an oven , the temperature is controlled at 60-120°C, the time is controlled at 60-90h, then the oven is closed, cooled to room temperature, crystals are precipitated, filtered, and dried to obtain the target material Tm‑L. The synthesis of the photocatalyst involved in the invention is simple and easy to operate, the raw materials of the catalyst and the catalytic reaction are cheap, the yield is high, and the visible light photocatalysis in the heterogeneous system can be realized under mild conditions, and it is easy to popularize and apply in a large area.

Description

technical field [0001] The invention relates to a preparation method and application of a triphenylamine-based metal-organic coordination polymer with visible light catalyzed trifluoromethylation performance of aromatic heterocyclic compounds, and belongs to the technical field of photocatalytic materials. Background technique [0002] The increasing consumption of energy and the rapid development of human industrial activities have prompted scientists to seek alternative energy sources that are greener and more environmentally friendly. Solar energy is a clean, sustainable and abundant source of energy, but its dispersion, discontinuity and instability make it difficult to utilize. The development, research and design of various compounds, materials and devices for harnessing solar energy have long been the focus of materials scientists, chemists and engineers. Visible light catalysis can utilize visible light energy, which accounts for most of solar energy, and convert so...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22C07D213/64C08G83/00
CPCB01J31/1691B01J31/226B01J35/004C07D213/64C08G83/008
Inventor 段春迎张铁欣郭向阳史雨生何成
Owner DALIAN UNIV OF TECH
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