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A Class of Axial Coordination Complex Materials with Two-Photon Absorption Properties

A two-photon absorption and complex technology, which is applied in the fields of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of easy aggregation between organic small molecule monomers, difficulty in two-photon preparation, and low efficiency of two-photon absorption characteristics. , to overcome the cluster-induced fluorescence quenching phenomenon, improve the fluorescence performance and two-photon absorption characteristics, and achieve the effect of strong absorption coefficient

Active Publication Date: 2022-04-08
SHAANXI NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The purpose of the present invention is to provide a simple preparation method with a two-photon absorption cross-section as high as 10000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000001 4 GM, and has multiple excitation wavelength characteristics, the excitation wavelength extends to the axial coordination complex material in the near infrared II region

Method used

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  • A Class of Axial Coordination Complex Materials with Two-Photon Absorption Properties
  • A Class of Axial Coordination Complex Materials with Two-Photon Absorption Properties
  • A Class of Axial Coordination Complex Materials with Two-Photon Absorption Properties

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Experimental program
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Effect test

Embodiment 1

[0038] 1. Preparation of pyridine terminal functionalized squaraine derivatives (SQPY)

[0039] Add 0.24g (2.10mmol) squaraine, 1.26g (4.00mmol) compound A and 200μL pyridine to 100mL of a mixed solution of toluene and n-butanol with a volume ratio of 1:1, and heat it to reflux at 120°C for 1.5 hours in a reflux device , and then use a water separator to remove the aqueous solution generated in the reaction system, the color becomes dark green, cool to room temperature, and stand overnight in the refrigerator to obtain a bright blue precipitate, which is filtered under reduced pressure, and then recrystallized in ethanol and water to obtain pure Pyridine terminal functionalized squarylium derivative (1.02g, yield is about 36%), denoted as SQPY, its reaction equation is as follows:

[0040]

[0041] The structural characterization data of the resulting SQPY is: 1 H NMR (DMSO-d 6 ,δppm):8.94(2H,J=4.7Hz),8.57(2H,d,J=8.4Hz),8.34(2H,d,J=15.8Hz),8.06(2H,d,J=8.3Hz), 7.98(2H,d,J...

Embodiment 2

[0050] 1. Preparation of pyridine terminal functionalized squaraine derivatives (SQPY)

[0051] SQPY was prepared according to the method of step 1 of Example 1.

[0052] 2. Preparation of axial coordination complex materials containing metal phthalocyanine derivatives (SQPY-ZnPC)

[0053] Add 0.18g (0.166mmol) of zinc phthalocyanine (ZnPC), 0.06g (0.083mmol) of SQPY, 40mL of chloroform, and 20mL of methanol into a 150mL round-bottomed flask, heat the mixed solution at 70°C for 24 hours, and cool down after the reaction is complete To room temperature, concentrated by rotary evaporation, static crystallization to obtain a purple solid (0.116g, about 78% yield), that is, the axial coordination complex material containing metal phthalocyanine derivatives, denoted as SQPY-ZnPC, its reaction equation as follows:

[0054]

[0055] The maximum absorption wavelength of gained SQPY-ZnPC in tetrahydrofuran is 666nm, and the maximum fluorescence emission wavelength is 678nm, and th...

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Abstract

The invention discloses a kind of axial coordination complex material with two-photon absorption characteristics. The material is a terminal pyridine N atom of a pyridine terminal functionalized squarylium derivative and a central metal of a metalloporphyrin or metalphthalocyanine derivative. Coordination takes place between them. The specific preparation method is that the pyridine terminal functionalized squarylium derivative is mixed with metal phthalocyanine or metal porphyrin according to a certain ratio, and obtained after heating and crystallization treatment. This type of composite material shows good solubility in most organic solvents, good chemical stability, and has a sandwich structure, which effectively blocks the fluorescence caused by the clustering of fluorescent organic small molecule monomers in space. Quenching, fluorescence properties and two-photon absorption properties have been significantly improved. And its preparation method is based on coordination weak interaction, the preparation process is simple, and it is expected to play an important role in the application of designing and synthesizing new nonlinear optical materials with excellent comprehensive performance.

Description

technical field [0001] The invention belongs to the technical field of organic coordination complex materials, in particular to a class of axial coordination complex materials with two-photon absorption characteristics. Background technique [0002] In recent years, nonlinear optical materials have very important application prospects in the fields of optical communication, optical signal processing, optical limiting, photodynamic therapy, biological imaging, etc. More and more scientists pay attention. Searching for novel optical materials with good nonlinear and processing properties is still a frontier topic of great significance. Two-photon fluorescence belongs to the third-order nonlinear optical property. Under the action of high-energy-density pulsed laser, the fluorescent molecule absorbs two photons at the same time and transitions from the ground state to the excited state. After a very short so-called excited state lifetime, it transitions back to the ground stat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/22C09K11/06
CPCC07D487/22C09K11/06C09K2211/188C09K2211/1029
Inventor 刘太宏臧建阳冯婉刘科房喻
Owner SHAANXI NORMAL UNIV
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