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Sandwich-type phthalocyanine metal complexes with red-to-yellow weak-light upconversion properties

A metal complex, sandwich-type technology, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of poor solubility of metal phthalocyanines, etc., to increase the up-conversion efficiency, overcome insoluble, good solubility Effect

Inactive Publication Date: 2017-04-12
SUZHOU UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] The purpose of the present invention is to provide two kinds of palladium / platinum phthalocyanine complexes with three-dimensional structure, which solves the problem of poor solubility of metal phthalocyanines, while retaining the excellent triplet properties of heavy metal phthalocyanines; this type of metal complexes is disclosed for the first time Sensitizers used in triplet annihilation upconversion materials

Method used

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  • Sandwich-type phthalocyanine metal complexes with red-to-yellow weak-light upconversion properties
  • Sandwich-type phthalocyanine metal complexes with red-to-yellow weak-light upconversion properties
  • Sandwich-type phthalocyanine metal complexes with red-to-yellow weak-light upconversion properties

Examples

Experimental program
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Effect test

Embodiment 1

[0049] Embodiment one Sandwich type phthalocyanine palladium complex (PdPc 2 ) preparation

[0050] Weigh 0.9 g of phthalonitrile and 40 mL of n-amyl alcohol into a three-necked flask, and heat with stirring until they are completely dissolved. Then weigh 0.25 g of palladium acetylacetonate and add it to the three-necked flask, and finally add the catalyst DBU with a volume of 0.4 mL. Under the protection of nitrogen, it was heated to reflux temperature and reacted for 24 hours. The reaction system turned blue-black. Spot plate traced the complete reaction of phthalonitrile and palladium acetylacetonate. The solvent n-pentanol was distilled off under reduced pressure, separated by column chromatography, and the mobile phase was CHCl3:Hexane=5:1. After purification, 0.68 g of blue-black solid powder was obtained, with a yield of about 59%. attached figure 1 It is the MALDI-TOF mass spectrum of the above-mentioned sandwich-type phthalocyanine metal complex, and the molecul...

Embodiment 2

[0052] Example 2 Sandwich type phthalocyanine platinum complex (PtPc 2 ) preparation

[0053] Weigh 0.9 g of phthalonitrile and 40 mL of n-amyl alcohol into a three-necked flask, and heat with stirring until they are completely dissolved. Then weigh 0.29 g of potassium chloroplatinate and add it to the three-necked flask, and finally add the catalyst DBU with a volume of 0.4 mL. Under the protection of nitrogen, it was heated to reflux temperature and reacted for 24 hours. The reaction system turned blue-black. The solvent n-pentanol was distilled off under reduced pressure, separated by column chromatography, and the mobile phase was CHCl 3 :Hexane=5:1. After purification, 0.52 g of blue-black solid powder was obtained, with a yield of about 43.6%. attached figure 2 It is the MALDI-TOF mass spectrogram of the above-mentioned sandwich-type phthalocyanine metal complex; Lifetime: 7.91% for 2.3474 µs, 92.09% for 14.7226 µs.

[0054]

[0055] attached image 3 It is ...

Embodiment 3

[0060] Example 3 Preparation and testing of sensitizer / luminescent agent binary triplet annihilation system

[0061] PdPc 2 As a triplet sensitizer, at the same time, rubrene (Rubrene) as a triplet luminescent agent. The solvent used in the test is chloroform.

[0062] Prepare a mixed upconversion solution in which PdPc 2 4×10 -6 mol / L, Rubrene is 1×10 -2 mol / L, mixed and dissolved in spectral grade chloroform.

[0063] The mixed solution was placed in a quartz cuvette with an optical path length of 1 cm. After degassing pretreatment, the red laser (634 nm, power density 35 mW / cm 2 ) under the excitation of the two-component system rubrene / PdPc 2 The upconverted spectrum of . attached Figure 8 After removing the excitation light source through a 634 nm monochromatic filter, the two-component system PdPc 2 / Rubrene triplet annihilation upconversion view, you can clearly see the yellow fluorescence, showing that the two-component system realizes the red-to-yellow wea...

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Abstract

The invention relates to the field of triplet annihilation upconversion, and specifically relates to a sandwich-type phthalocyanine metal complex with red-to-yellow weak light upconversion characteristics. According to the invention, the solubility of metal phthalocyanine is effectively improved. The first layer and third layer of the sandwich-type phthalocyanine metal complex provided by the invention are a phthalocyanine macrocycle, and the second layer comprises central metal atoms Pd / Pt, and the first layer, the second layer and the third layer are directly connected with a coordination bond manner. The three planes form a three-dimensional molecular in space. The sandwich-type phthalocyanine metal complex provided by the invention has relatively long triplet lifetime, and has relatively strong absorption capacity upon visible lights and near-infrared light. When the metal complex is used as a sensitizing agent in a triplet annihilation upconversion material, the utilization of the upconversion material upon weak lights and especially sunlight can be facilitated. The pump light source intensity of a bimolecular triplet annihilation upconversion system with the metal complex as the sensitizing agent is lower than 50 mW*cm<-2>. Upconversion fluorescence can be obtained under the excitation of a common laser pen or even sunlight, such that the application of the triplet annihilation upconversion system is expanded.

Description

technical field [0001] The invention belongs to the field of triplet annihilation upconversion, and specifically relates to a sandwich type phthalocyanine metal complex and its application as a sensitizer material in a triplet annihilation upconversion two-component system. Background technique [0002] Triplet-triplet annihilation upconversion (TTA-UC) is a multi-quantum process, which usually requires mixing a sensitizer and a luminescent agent together to form a triplet annihilation upconversion two-component system, based on a triplet sensitizer and a triplet Produced by the interaction between the molecules of the luminescent agent, it is a process of converting low-energy (long-wavelength) light into high-energy (short-wavelength) light. The process is: i), the sensitizer first absorbs a photon to reach the excited state and then reaches its triplet state through intersystem crossing (ISC); ii), then a triplet-triplet state occurs between the sensitizer and the lumines...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/22C09K11/06
Inventor 王筱梅杨佳炜叶常青周宇扬朱赛江
Owner SUZHOU UNIV OF SCI & TECH
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