Hyperbranched metal phthalocyanine oligomer containing imide structure and preparation method thereof

A technology containing imide and metal phthalocyanine is applied in the field of hyperbranched metal phthalocyanine oligomer and its preparation, and can solve the problems of reducing thermal decomposition temperature and conjugation degree of phthalocyanine polymer, adverse effects on material properties and the like

Inactive Publication Date: 2016-07-20
JILIN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In order to solve the problem that the existing hyperbranched phthalocyanine can significantly reduce the thermal decomposition temperature and conjugation degree of the phthalocyani

Method used

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  • Hyperbranched metal phthalocyanine oligomer containing imide structure and preparation method thereof
  • Hyperbranched metal phthalocyanine oligomer containing imide structure and preparation method thereof
  • Hyperbranched metal phthalocyanine oligomer containing imide structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1～5

[0033] Embodiment 1~5 (preparation of tetracyano-terminated monomer containing imide structure)

[0034] 4-Aminophthalonitrile was dissolved in dry dimethyl sulfoxide (DMSO) solvent and placed in a container, and the corresponding anhydride monomers (A, B, C, D and E), after rapid stirring for half an hour, add a mixed solution of acetic anhydride and pyridine (volume ratio 5:4) to the reaction system, raise the temperature of the reaction system to 60°C, and react for 10 hours. After the reaction, cool to room temperature and discharge into distilled water, wash repeatedly with deionized water, recrystallize with acetonitrile, and dry in an oven to obtain the corresponding tetracyano-terminated monomer containing imide structure. The corresponding relationship between the types of acid anhydride monomers and products (tetracyano-terminated monomers containing imide structures) is shown in Table 1.

[0035] Table 1

[0036]

[0037]

Embodiment 6～12

[0038] Embodiment 6~12 (preparation of hyperbranched zinc phthalocyanine oligomer containing imide structure)

[0039]In the three-necked bottle, the three-necked bottle is sequentially equipped with a nitrogen vent, a glass stopper and a drying tube. Dissolve 3mmol of the corresponding tetracyano-terminated monomer (a, b, c, d or e) containing imide structure in 40mL of N,N-dimethylacetamide (DMAc), add 1mmol of transition metal salt , adding the catalyst, heating to 160°C under nitrogen atmosphere for continuous reaction for 24h. After the reaction was cooled to room temperature, the reaction mixture was poured into 600 mL of deionized water with a pH<1. After the crude product was collected by filtration, it was washed with deionized water and acetonitrile respectively under reflux to remove the remaining transition metal salts and tetracyano-terminated monomers containing imide structures. After washing until the filtrate was colorless, the product was rinsed with cold et...

Embodiment 13

[0043] The difference between this example and examples 6-12 is that the solvent used is dimethylformamide (DMF), N-methylpyrrolidone (NMP) or quinoline. Heating to 150-160° C. under nitrogen protection environment for continuous reaction for 20-24 hours.

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Abstract

The invention discloses a hyperbranched metal phthalocyanine oligomer containing an imide structure and a preparation method thereof and belongs to the technical field of high polymer materials and preparation thereof. The invention aims at solving the problems that existing hyperbranched phthalocyanine can obviously lower thermal decomposition temperature and conjugation degree of a phthalocyanine polymer and an adverse effect is produced to properties of a material. The preparation method comprises the following steps of: carrying out reaction on 4-amino phthalonitrile and acid anhydride monomers to obtain a tetracyano-terminated monomer containing the imide structure, and then carrying out polymerization reaction to obtain the hyperbranched metal phthalocyanine oligomer containing the imide structure. The prepared hyperbranched metal phthalocyanine oligomer containing the imide structure is obviously improved in third-order nonlinear optical property and thermal stability, integrates a high-performance structure and a functional polymer into a whole and is hopeful to become an ideal material for optical devices.

Description

technical field [0001] The invention belongs to the technical field of polymer materials and their preparation, and in particular relates to a hyperbranched metal phthalocyanine oligomer containing an imide structure and a preparation method thereof. Background technique [0002] Nonlinear optical materials are a brand-new subject that has gradually developed since the advent of the first laser in 1960. After more than 50 years of development, nonlinear optical materials have gradually become one of the hot research topics in the field of optoelectronics. Control, image processing, all-optical switch, optical storage, optical fiber communication and other fields have great potential for development. Theoretically, all substances have third-order nonlinear optical properties, and the molecules and atoms that make up substances are composed of positively charged atomic nuclei and negatively charged electrons. The generation of the third-order nonlinear effect is analyzed from...

Claims

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Application Information

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IPC IPC(8): C08G73/06C07D209/48C07D487/04
CPCC07D209/48C07D487/04C08G73/0672
Inventor 张云鹤张吉亮陶巍许文瀚
Owner JILIN UNIV
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