O-methyl pyridine tetrazolium tetranuclear copper [I] complex simulating response luminescent photochromic material and preparation method thereof

A technology of o-picoline tetrazolium and picoline tetrazolium, which is applied in the field of synthesis of stimuli-responsive luminescent and color-changing new materials, can solve the problems of high cost of luminescent materials, shortage of raw material sources, and scarce content

Active Publication Date: 2018-01-19
JIANGXI UNIV OF SCI & TECH
View PDF4 Cites 12 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The transition metals of the fifth and sixth periods (except for a few metals of the first and second subgroups) are scarce in the earth's crust and are difficult to mine. Therefore, the cost of using luminescent materials based on such noble metal compounds is relatively high, and large-scale After application, it will also bring about tension in the source of raw materials
However, there are few literature reports on the application of nitrogen heterocyclic multidentate chelating ligands and organic bisphosphine ligands

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
  • O-methyl pyridine tetrazolium tetranuclear copper [I] complex simulating response luminescent photochromic material and preparation method thereof
  • O-methyl pyridine tetrazolium tetranuclear copper [I] complex simulating response luminescent photochromic material and preparation method thereof
  • O-methyl pyridine tetrazolium tetranuclear copper [I] complex simulating response luminescent photochromic material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0031]The present invention provides a preparation method of o-picoline tetrazolium tetranuclear copper [I] complex stimuli-responsive light-emitting color-changing material (this is the first preparation method), comprising the following steps:

[0032] Step 1: Under an argon atmosphere, [Cu[MeCN] with a molar ratio of 2:2:1 4 ][ClO 4 ], two [diphenylphosphine] methane [abbreviated as dppm], 5-[6-methyl-2-pyridyl] tetrazole [abbreviated o-mpytzH] in dichloromethane and stirred at room temperature for 2-4 hours, The first reaction mixture was obtained.

[0033] Step 2: adding sodium hydroxide in an equimolar amount to the 5-[6-methyl-2-pyridyl]tetrazolium ligand to the first reaction mixture, and continuing to stir and react at room temperature for 1-2 hours to obtain Second reaction mixture.

[0034] Step 3: Evaporate the solvent of the second reaction mixture to dryness, use dichloromethane-n-hexane mixed solvent for recrystallization, filter and recrystallize to obtain a...

Embodiment 1

[0045] Under an argon atmosphere, [Cu[MeCN] 4 ][ClO 4 ] (19.6mg, 0.060mmol), bis[diphenylphosphine]methane (23.1mg, 0.060mmol) and 5-[6-methyl-2-pyridyl]tetrazolium (4.8mg, 0.030mmol) in 10mL Stir and react at room temperature in dichloromethane for 3 hours, then add sodium hydroxide (1.2mg, 0.030mmol) to the reaction solution, continue to stir and react at room temperature for 1 hour, then evaporate the solvent to dryness with a rotary evaporator, and dichloromethane (1mL)-n-hexane (10mL) mixed solvent [volume ratio 1:10] for recrystallization. The colorless crystalline product obtained by recrystallization was filtered, washed 3-4 times with 10 mL of ether, and dried in vacuo to obtain a colorless solid product (27.7 mg, 0.012 mmol), with a yield of 80%.

[0046] Elemental analysis calculated value (C 114 h 100 Cl 2 Cu 4 N 10 o 8 P 8 ) as (%): C 59.25, H 4.36, N 6.06; Found: C 59.22, H 4.33, N 6.09.

[0047] X-ray single crystal diffraction: the crystal belongs to ...

Embodiment 2

[0050] Under argon atmosphere, copper perchlorate hexahydrate [Cu[ClO 4 ] 2 ·6H 2 O] (11.9mg, 0.032mmol) and excess copper powder (12.2mg, 0.192mmol) were reacted at room temperature in 5mL acetonitrile for 30 minutes with stirring, then added bis[diphenylphosphine]methane (24.6mg, 0.064mmol) in 10mL di Chloromethane solution, continue to stir and react for 1 hour, then add 5-[6-methyl-2-pyridyl]tetrazolium ligand (5.2mg, 0.032mmol), continue to stir and react for 2 hours at room temperature, and then add to the reaction solution Sodium hydroxide (1.28mg, 0.032mmol) was added to the mixture, and the stirring reaction at room temperature was continued for 1 hour. After filtration, the solvent was evaporated to dryness with a rotary evaporator, and the mixed solvent of dichloromethane (1mL)-n-hexane (10mL) [volume ratio 1:10] for recrystallization. The colorless crystalline product obtained by recrystallization was filtered, washed 3-4 times with 10 mL of ether, and dried in ...

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

PropertyMeasurementUnit
Luminous lifeaaaaaaaaaa
Luminous lifeaaaaaaaaaa
Luminous wavelengthaaaaaaaaaa
Login to view more

Abstract

The invention relates to an o-methyl pyridine tetrazolium tetranuclear copper [I] complex simulating response luminescent photochromic material which is characterized by being perchlorate.bi[5-[6-methyl-2-pyridyl] tetrazole]. tetra [bi[diphenylphosphine]methane] tetra copper [I] complex. The molecular formula thereof is C114H100Cl2Cu4N10O8P8. The invention also provides two methods for preparing the o-methyl pyridine tetrazolium tetranuclear copper [I] complex simulating response luminescent photochromic material which belongs to a new simulating response luminescent photochromic material andhas a wide application prospect.

Description

technical field [0001] The invention relates to a stimuli-responsive luminescent color-changing material and a preparation method thereof, belonging to the technical field of synthesis of new stimuli-responsive luminescent color-changing materials. Background technique [0002] Due to the influence of heavy atom effect and strong spin-orbit coupling, metal luminescent complexes can theoretically utilize all singlet and triplet energies, greatly improving the luminous efficiency. At present, the research on metallluminescent complexes mainly focuses on the fifth and sixth periods, especially transition metals of group VIII, such as ruthenium, osmium, iridium and platinum. The transition metals of the fifth and sixth periods (except for a few metals of the first and second subgroups) are scarce in the earth's crust and are difficult to mine. Therefore, the cost of using luminescent materials based on such noble metal compounds is relatively high, and large-scale After applica...

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): C07F1/08C09K9/02
Inventor 何丽华陈景林王万曼温和瑞刘遂军廖金生
Owner JIANGXI UNIV OF SCI & TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap