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

Ionic cuprous luminous complexes and use thereof

A technology of copper complexes and complexes, applied in copper organic compounds, luminescent materials, electrical components, etc., can solve the problems of application limitation, phosphorescence efficiency decline, development and application limitation, etc., and achieve the effect of short luminescence life and cost reduction.

Inactive Publication Date: 2014-02-19
FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
View PDF3 Cites 11 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, such luminescent materials also have some inherent disadvantages, which limit their development and application.
First, when designing blue phosphorescent materials, this class is based on d 6 and d 8 There are defects in the complexes of transition metals: as the triplet energy level of the complexes increases, excitons are more likely to transition to dd with antibonding properties * energy level, which accelerates the non-radiative relaxation of the complex and thus reduces the phosphorescent efficiency
The ligands used in some monovalent copper complexes can only be obtained through many complicated synthesis steps, or the price of synthetic raw materials is very high. Even if these complexes perform well in photoluminescence and electroluminescence, their applications will be limited. limit

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
  • Ionic cuprous luminous complexes and use thereof
  • Ionic cuprous luminous complexes and use thereof
  • Ionic cuprous luminous complexes and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Synthesis of ligand pypz

[0044] Under nitrogen protection, 2-hydroxypyridine (0.95g, 10mmol, 1.0eq), pyrazole (0.82g, 12mmol, 1.2eq) and phosphorus oxychloride (9.2mmol, 100mmol, 10eq) were sequentially added to a 25mL three-necked flask middle. The mixture was heated to reflux (110°C) for 24 hours under a nitrogen atmosphere. Under full stirring, the reaction solution was carefully poured into 100 mL of ice-water mixture, and the pH value was adjusted to about 10 by adding a saturated NaOH solution dropwise. After the mixture was stirred at room temperature for 1 hour, it was extracted several times with dichloromethane. The combined organic phases were washed with saturated brine, dried over anhydrous sodium sulfate, and then spin-dried to obtain the crude product. The crude product was purified by column to obtain 1.2 g of pure pypz ligand (colorless transparent crystal), yield: 83%.

[0045]

Embodiment 2

[0047] Monovalent copper complex Cu(pypz)(POP)]BF 4

[0048]

[0049] Preparation: Under nitrogen atmosphere, [Cu(CH 3 EN) 4 (BF 4 ) (0.314g, 1mmol) and bis(2-diphenylphosphinophenyl) ether (POP, O.538g, 1mmol) were added into 10mL of dichloromethane, and after stirring at room temperature for 1 hour, the ligand pypz (0.145g, 1 mmol) was added to the solution and stirring was continued for 2 hours. After filtering, the solvent was spin-dried and recrystallized with dichloromethane / ether to obtain colorless transparent crystals. Utilize nuclear magnetic resonance spectrometer and elemental analyzer to analyze gained complex, the result is as follows: 1 H NMR (400MHz, CDCl 3 ):δ8.71(d,J=2.5Hz,1H),8.16(d,J=8.3Hz,1H),8.06(t,J=7.6Hz,1H),7.92(d,J=4.9Hz,1H ),7.53(s,1H),7.37-7.27(m,5H),7.25-6.70(m,24H),6.55(s,1H). 31 P NMR: -11.90(s).EA: Calculated C 44 h 35 BCuF 4 N 3 OP 2 ·0.5CH 2 Cl 2 : C, 60.98; H, 4.14; N, 4.79. Determination: C, 61.16; H, 4.19; N, 4.76.

[005...

Embodiment 3

[0053] Monovalent copper complex [Cu(pympz)(POP)]BF 4

[0054]

[0055] Preparation: Under nitrogen atmosphere, [Cu(CH 3 EN) 4 ] BF 4 (0.314g, 1mmol) and bis(2-diphenylphosphinophenyl) ether (POP, 0.538g, 1mmol) were added to 10mL of dichloromethane, and after stirring at room temperature for 1 hour, the ligand pympz (0.159g, 1mmol) This was added to the solution and stirring was continued for 2 hours. After filtering, the solvent was spin-dried and recrystallized with dichloromethane / ether to obtain colorless transparent crystals. Utilize nuclear magnetic resonance spectrometer and elemental analyzer to analyze gained complex, the result is as follows: 1 H NMR (400MHz, CDCl 3 ):δ8.62(s,1H),8.05(d,J=7.5Hz,1H),8.01-7.93(m,2H),7.67-7.61(m,1H),7.58-7.44(m,3H), 7.38-7.27(m,6H),7.22(t,J=7.5Hz,6H),7.10-6.73(m,13H),6.37(s,1H),1.84(s,3H). 31 P NMR: -12.34(s).EA: Calculated C 45 h 37 BCuF 4 N 3 OP 2 : C, 63.73; H, 4.40; N, 4.95. Determination: C, 63.44; H, 4.52; N, 4.98...

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 invention discloses ionic cuprous luminous complexes and a use thereof and relates to a synthesis method of neutral NN bidentate ligands, ionic mononuclear four-coordinate cuprous luminous complexes based on the neutral NN bidentate ligands and neutral PP ligands, and a use of the cuprous luminous complexes in an electronic device. The neutral NN bidentate ligands and the cuprous luminous complexes can be synthesized easily and have low costs. Through ligand modification, complex photoluminescence can be adjusted and red light-to-blue light high-efficiency emission is realized. The complexes provided by the invention are ideal materials for preparation of electronic devices such as organic light-emitting devices (OLED), light-emitting electrochemical cells (LEC) and organic solar cells (O-SC).

Description

technical field [0001] The invention relates to a class of ionic mononuclear monovalent copper complex and its application in electronic devices. Background technique [0002] Since Deng Qingyun of Kodak Company used 8-hydroxyquinoline aluminum as a light-emitting material in 1987 to make an electroluminescent device with high brightness at a lower driving voltage (Applied Physics Letters, 51, 913-915, 1987) , The application of organic electroluminescent technology in flat panel display and flat panel lighting has been highly valued by academia and industry. Since then, various high-performance organic electroluminescent materials and devices have come out continuously. For traditional fluorescent materials, triplet excitons (about 3 / 4) undergo non-radiative decay and dissipate, and only singlet excitons (about 1 / 4) can undergo radiative decay and emit light, so in theory The internal quantum efficiency of the device will not exceed 25%, which greatly restricts its applic...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08C09K11/06H01L51/54
Inventor 卢灿忠陈旭林
Owner FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
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