Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Cage-like metal compound with strong fluorescence emission and synthesis method thereof

A compound and complex technology, applied in the field of strong fluorescence emission caged metal compounds and their synthesis, to achieve the effects of high yield, good luminescence performance and simple operation

Active Publication Date: 2019-06-11
NORTHWEST UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This is due to the inhibition of the non-radiative decay pathway due to hindered intramolecular rotation

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Cage-like metal compound with strong fluorescence emission and synthesis method thereof
  • Cage-like metal compound with strong fluorescence emission and synthesis method thereof
  • Cage-like metal compound with strong fluorescence emission and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Embodiment 1: tetradentate triazolium salt ligand [H 4 L-Me](PF 6 ) 4 preparation of

[0047] The preparation of the tetraphenylethylene ligand of tetratriazole: 1 mmol of tetraiodotetraphenylethene, 8 mmol of 1,2,4-triazole, 8 mmol of CS in sequence under nitrogen atmosphere 2 CO 3 Add 0.8mmol of CuI to a 100ml schlenk reaction tube, add 40mL of DMF, and react in the dark at 120°C for 48 hours. After the reaction, cool to room temperature, spin dry the DMF, add 500ml of water, filter to obtain a filter residue, and use Extracted with DMF and spin-dried to obtain 0.52 g of white powdery solid with a yield of 86%. . 1 H NMR (400 MHz, DMSO- d 6 ): δ = 9.25 (s, 4H, H1), 8.20 (s, 4H, H2), 7.73 (d, 8H, 3 J = 8.0 Hz,H4), 7.25 ppm (d, 8H, 3 J = 8.0 Hz, H5). 13 C{ 1 H) NMR (400 MHz, DMSO- d6 ): δ =152.4 (C2), 142.2 (C1), 141.9 (C3), 139.7 (C7), 135.3 (C6), 132.2 (C5), 119.0ppm (C4).

[0048] Under anhydrous and oxygen-free operating conditions, tetratriazo...

Embodiment 2

[0051] Embodiment 2: tetradentate triazolium salt ligand [H 4 L-Et](PF 6 ) 4 preparation of

[0052] Under anhydrous and oxygen-free operating conditions, tetratriazole tetraphenylethylene (1.0 mmol), bromoethane (4.0 mmol), (the ratio of the two substances is 1:4), DMF solution (20 mL) Place in a 100 ml Schlenk bottle, reflux at 110°C for 12-24 hours, cool to room temperature, wash with ethyl acetate, filter and drain, put the product in a flask and dissolve it in 150 mL of methanol, add 4.5 mmol of ammonium hexafluorophosphate, and store at room temperature The reaction was stirred for 2 h, during which a large amount of white precipitate was produced, which was filtered and dried, and the product was washed with ether and dried in vacuo. 0.97 g of colorless solid powder was obtained, with a yield of 75%. 1 H NMR (400 MHz, DMSO- d 6 ): δ = 10.82(s, 4H, H1), 9.43 (s, 4H, H2), 7.80 (d, 3 J = 8.0 Hz, 8H, H4), 7.43 (d, 3 J =8.0 Hz, 8H, H5), 4.33-4.30 (m, 8H, H8), ...

Embodiment 3

[0055] Embodiment 3: Silver carbene complex [Ag 4 (L-Me) 2 ](PF 6 ) 4 preparation of

[0056] Under anhydrous and oxygen-free operating conditions, the ligand [H 4 L-Me](PF 6 ) 4 0.05 mmol was dissolved in 20 mL of acetonitrile, then 0.1 mmol Ag was added to the solution 2 O powder, stirred and reacted at 55 °C for 48 h in the dark. After the reaction was completed, cool to room temperature, absorb the supernatant after settling, concentrate the supernatant to 3 mL in the dark, add a large amount of diethyl ether, precipitate a white solid, collect the solid by filtration, wash with diethyl ether, and drain to obtain 2.02 g of a colorless solid powder. Yield 87%. 1 H NMR (400 MHz, CD 3 CN) : δ = 8.51 (s, 8H, H2), 7.73 (br, 16H, H4), 7.29 (d, 3 J = 7.9 Hz, 16H, H5), 4.02ppm (s, 24H, H8). 13 C{ 1 H) NMR (100 MHz, CD 3 CN): δ = 181.7 (C1), 146.0 (C2), 143.7 (C3), 139.4 (C6), 133.0 (C5), 123.0 (C7), 122.9 (C4), 37.0 ppm (C8). MALDI-TOF-MS: m / z = 1017.0507 (c...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The present invention relates to a cage-like metal compound with strong fluorescence emission shown in a general formula (II) and a synthesis method thereof, wherein M is Ag, Cu or Au, Y is PF6 or BF4, and R is methyl or ethyl. The present invention develops a method for synthesizing a cage-like metal compound with high fluorescence emission through atom micro-control by using triazolium salts asstarting materials. Compared with the traditional method, the method of the invention has a series of advantages, such as mild reaction conditions, short reaction time, high yield, simple operation and strong fluorescence emission.

Description

technical field [0001] The invention relates to a cage metal compound with strong fluorescence emission and a synthesis method thereof, belonging to the field of synthetic chemistry. Background technique [0002] Since the first case of a metal N-heterocyclic carbene complex was reported in 1968, metal N-heterocyclic carbene (NHC) chemistry has been extensively developed. The unique electronic and steric effects of azacyclic carbene on metal centers have led to the wide application of metal-azacyclic carbene complexes in catalysis, metallopharmaceuticals, and materials science. Azacyclic carbene and metal coordination are also expected to be useful in constructing functional supramolecular assemblies. However, the nearly linear coordination patterns of nitrogen heterocyclic carbene and metal hinder the formation of functional supramolecular structures. So far, although many metal nitrogen heterocyclic carbenes have been reported, they mainly focus on monodentate pincer and...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D249/08C07F1/10C07F1/12C07F1/08C09K11/06
Inventor 韩英锋李阳刘晓旭
Owner NORTHWEST UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com