Aminosilicone phthalocyanine-graphene oxide composite nanomaterial, its preparation method and application

A graphene composite and nanomaterial technology, applied in the directions of organic chemistry methods, chemical instruments and methods, wave energy or particle radiation treatment materials, etc. The effect of efficiency

Active Publication Date: 2019-10-25
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there have been no reports on silicon phthalocyanines that can be used for the synergistic effect of photodynamic therapy and photothermal therapy

Method used

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  • Aminosilicone phthalocyanine-graphene oxide composite nanomaterial, its preparation method and application
  • Aminosilicone phthalocyanine-graphene oxide composite nanomaterial, its preparation method and application
  • Aminosilicone phthalocyanine-graphene oxide composite nanomaterial, its preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0051] Embodiment 1, the preparation of amino silicon phthalocyanine (n=1)

[0052] Raw materials and reagents: Dichlorosilicon phthalocyanine, 2-(2-aminoethoxy)ethanol, potassium carbonate in a molar ratio of 1:6:6, the amount of pyridine is 9 ml / gram of dichlorosilicon phthalocyanine, toluene The dosage is 120 ml / gram of dichlorosilicon phthalocyanine.

[0053] In proportion, take dichlorosilicon phthalocyanine, 2-(2-aminoethoxy)ethanol, potassium carbonate (K 2 CO 3 ) and pyridine were dissolved in toluene, heated to 130°C, and refluxed for 18h under the protection of nitrogen. After the reaction solution was evaporated to remove the solvent in vacuo, the resulting solid was completely dissolved in chloroform, filtered, and washed three times with ultrapure water. After the filtrate was evaporated to dryness under reduced pressure, it was recrystallized four times with chloroform / n-hexane to obtain aminosilicone phthalocyanine (Formula I, n=1).

[0054] In the same way,...

Embodiment 2

[0055] Embodiment 2: Taking amino silicon phthalocyanine n=1 as an example, the reaction scheme of this embodiment is as follows:

[0056]

[0057]

[0058] The preparation method of amino silicon phthalocyanine-graphene oxide composite nanomaterial (PG), the steps are as follows:

[0059] Add 9.6g of graphene oxide (GO) into 20L of distilled N,N-dimethylformamide, and sonicate for 3h. Add 72.6g (0.4M) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 43.7g (0.4M), N-hydroxysuccinyl Imine, 523mL (3M) N,N-diisopropylethylamine and 73.3g (0.1M) amino silicon phthalocyanine (n=1), stirred at room temperature, reacted under nitrogen atmosphere for 5 days. Dialyze the product, first use N,N-dimethylformamide as the dialysate, dialyze several times until the dialysate becomes colorless, and then use ultrapure water as the dialysate. Finally, the solid product was dispersed in ultrapure water and freeze-dried to obtain a total of 37.6 g of the product PG, including...

Embodiment 3

[0071] Example 3, preparation of amino silicon phthalocyanine-graphene oxide composite nanomaterial (PG, n=2)

[0072] As described in Example 2, the difference is that the amino silicon phthalocyanine (n=1) is replaced by an equimolar amount of n=2 amino silicon phthalocyanine, the resulting product amino silicon phthalocyanine-oxidation Graphene composite nanomaterials tested by singlet oxygen in N,N-dimethylformamide and H 2 The yields of singlet oxygen in O are higher. And it has a very good thermotherapy effect, and it rises to about 42°C within 5 minutes.

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Abstract

The invention relates to an aminophthalocyaninosilicon-graphene oxide composite nano-material, and a preparation method and an application thereof. The aminophthalocyaninosilicon-graphene oxide composite nano-material is a compound formed through bonding aminophthalocyaninosilicon to graphene oxide through a covalent bond; and the composite nano-material has good photodynamic therapy and photothermal therapy synergism in in-vitro cell experiments and mouse in-vivo experiments, and improves the fatality and the therapy efficiency of cancer cells. The invention also provides the preparation method of the aminophthalocyaninosilicon-graphene oxide composite nano-material. The method has the advantages of simple process and wide application range.

Description

technical field [0001] The invention relates to an amino silicon phthalocyanine-graphene oxide composite nano material, its preparation method and application, and belongs to the field of functional materials. Background technique [0002] Photodynamic therapy (PDT) is a cancer treatment technology developed in recent decades. This technology uses light to excite photosensitizer molecules inside cancer cells to generate highly cytotoxic singlet oxygen to kill cancer cells inside the cells and protect normal tissues from damage. It has the advantages of minimal invasiveness, low cytotoxicity, and repeatable treatment. Recently, the development of a new type of second-generation photosensitizer-near-infrared photosensitizer has become a research hotspot and an urgent need in the field of photodynamic therapy. Near-infrared photosensitizers can red-shift the absorption to the optimal therapeutic window. Compared with the first-generation photosensitizers, phthalocyanine compo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/10A61K41/00A61P35/00
CPCA61K41/0052A61K41/0071C07B2200/11C07F7/10
Inventor 刘伟潘佳宝李相芝杨阳刘久荣乐凯
Owner SHANDONG UNIV
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