Double-nuclear ring metal platinum complex near-infrared light-emitting material and application thereof

A technology of platinum complexes and cyclometals, applied in near-infrared polymer electroluminescent devices, in the field of near-infrared luminescent materials of binuclear cyclometal platinum complexes, can solve the problem of easy-to-quench luminescence and near-infrared electroluminescent materials Single variety, narrow selection range, etc., to achieve the effect of improving luminescence performance, enhancing carrier transport and capture capabilities

Inactive Publication Date: 2010-01-06
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is still a big gap between the performance index of the device and the technical requirements of the near-infrared information light source.
[0006] The main problems currently existing in organic near-infrared electroluminescent materials and their electroluminescent devices are: (i) the variety of near-infrared electroluminescent materials is relatively single, and the range of options is narrow, which makes it difficult to meet the needs of highly efficient near-infrared electroluminescent materials. The needs of devices; (ii) The reported organic near-infrared electroluminescent materials are easy to crystallize, and the luminescence is easily quenched at high current densities; (iii) Near-infrared organic / polymer materials constructed by near-infrared electroluminescent materials The luminous efficiency, luminous brightness and service life of electroluminescent devices are generally low, which restricts the application of near-infrared electroluminescent materials and organic / polymer electroluminescent devices in the fields of optical fiber communication, infrared light source and infrared pump laser. practical application

Method used

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  • Double-nuclear ring metal platinum complex near-infrared light-emitting material and application thereof
  • Double-nuclear ring metal platinum complex near-infrared light-emitting material and application thereof
  • Double-nuclear ring metal platinum complex near-infrared light-emitting material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] Synthesis of Arylformylhydrazine

[0077]

[0078] 1.1 Benzohydrazide

[0079] Add 40mL of ethanol and 0.025mol of methyl benzoate into a 100mL three-necked flask, heat to 60°C, slowly add 6.3g (0.1mol) of 80% hydrazine hydrate dropwise under stirring, after the drop is complete, reflux for 16h, and track the reaction by TLC. After the reaction was completed, most of the solvent was distilled off under reduced pressure, the reaction mixture was poured into ice water, and a large amount of white solid was precipitated, filtered with suction, washed with water, washed with a small amount of petroleum ether, dried in vacuum, and recrystallized from absolute ethanol to obtain 2.93 g of white flakes Crystal, yield 86.1%, m.p.113-115°C. 1H NMR (400MHz, CDCl 3 , TMS, δppm): 7.87(t, J=7.22, 1.39Hz, 2H); 7.49(s, 1H); 7.65(t, J=7.39, 7.32Hz, 1H); 7.56(t, J=7.78, 7.24 Hz, 2H).

[0080] 1.2 4-Hexyloxybenzohydrazide

[0081] The method is the same as 1.1, and 4.92 g of white...

Embodiment 2

[0093] Synthesis of 5-aryl-2-mercapto-1,3,4-oxadiazole

[0094]

[0095] 2.1 5-Phenyl-2-mercapto-1,3,4-oxadiazole (OXT)

[0096] In a 50mL flask, add 0.01mol benzohydrazide, 0.56g (0.01mol) KOH in 10mL of ethanol and 1.48g (0.02mol) of CS 2 . Stir and heat under reflux for 4 hours, follow the reaction by TLC. After the reaction, distill off the solvent under reduced pressure, add water to dissolve the solid, add 10% hydrochloric acid drop by drop to adjust the pH to 6-7, a large amount of solid precipitates, filter to obtain the crude product, and recrystallize from ethanol to obtain 1.45 g of white solid, yield: 81.2%. m.p.214~216°C. 1H NMR (400MHz, CDCl 3 , TMS, δppm): 7.93 (d, J=7.6Hz, 2H); 7.57 (d, J=6.84Hz, 1H); 7.51 (t, J=7.16, 7.76Hz, 2H); 13C NMR (400MHz, CDCl3 , TMS, δppm): 177.94, 162.67, 161.87, 128.41, 115.20, 114.39.

[0097] Ligand 5-phenyl-2-mercapto-1,3,4-oxadiazole (OXT) in dichloromethane solution (1×10 -5 The UV-Vis absorption spectrum peaks in M) ...

Embodiment 3

[0117] Synthesis of [(1-phenylisoquinoline)-C2′, N)]-[(1-phenylisoquinoline)-N]-chloroplatinum(piq)Pt(Hpiq)Cl

[0118]

[0119] Add 0.84g (2.0mmol) potassium chloroplatinite, 1.03g (5.0mmol) 1-phenylisoquinoline, 27mL ethylene glycol monomethyl ether, 9mL water in sequence in a 50mL three-necked flask, under nitrogen protection, keep the temperature at 80 React at ℃ for 16 hours, cool to room temperature, remove part of the solvent by distillation under reduced pressure, add a small amount of distilled water, a brown precipitate is formed, filter with suction, wash the obtained solid with water and n-hexane in turn, and dry in vacuo to obtain 1.0 g of a yellow solid with a yield of 77.6%.

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Abstract

The invention discloses a double-nuclear ring metal platinum complex near-infrared light-emitting material and an application thereof. The double-nuclear ring metal platinum complex near-infrared light-emitting material comprises a ring metal ligand forming a double-nuclear ring metal platinum complex, i.e. the first ligand which is 1-phenylisoquinoline, and an auxiliary ligand forming the double-nuclear ring metal platinum complex, i.e. the second ligand which is 5-aryl-2-sulfydryl-1,3,4-oxadiazole anion ligand. The invention improves the transmission and capture function of current carriers of the double-nuclear ring metal platinum complex and the dispersing performance of the current carriers in a polymer main material, effectively inhabits the phase separation and the concentration quenching of the ring metal platinum complex in the polymer material and improves the light-emitting efficiency of a near-infrared polymer electrophosphorescent element by the 5-aryl-2-sulfydryl-1,3,4-oxadiazole anion ligand.

Description

technical field [0001] The invention relates to the field of organic light-emitting materials, in particular to a class of 5-aryl-2-mercapto-1,3,4-oxadiazole as an anionic auxiliary ligand and 1-phenylisoquinoline as a ring metal ligand Near-infrared luminescent materials of binuclear cyclometal platinum complexes and their applications in near-infrared polymer electroluminescent devices. Background technique [0002] With the popularization of today's network technology and digital multimedia technology, information light source, as an indispensable part of large-capacity and high-speed optical communication, optical storage and photoelectric display technology, is playing an increasingly important role, and has aroused the attention of many scientists. Great interest. [0003] At present, the information light source is mainly performed by inorganic semiconductor light-emitting devices based on inorganic materials (such as III and V compounds), and near-infrared organic s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D271/113C09K11/06C07F15/00H01L51/54
Inventor 朱卫国王亚飞刘煜朱美香
Owner XIANGTAN UNIV
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