Hydrogen bond organic framework material based on condensed ring ligand construction as well as preparation method and application thereof

An organic framework and ligand technology, which is applied in the direction of pharmaceutical formulations, medical preparations with non-active ingredients, medical preparations containing active ingredients, etc., can solve the problems of inability to maintain permanent pores and poor stability, and achieve excellent singlet oxygen The effect of production ability, mild synthesis conditions, and simple preparation method

Active Publication Date: 2018-11-02
FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The invention provides a hydrogen-bonded organic framework material based on fused-ring ligands. The material utilizes the synergistic effect of multiple hydrogen bonds and the π-π interaction force of the fused-ring ligands to solve the problem of poor stability of hydrogen-bonded organic framework materials in the past. , the problem of not being able to maintain a permanent channel, and making the material have excellent chemical and thermal stability, and can realize the restoration of crystal state and specific surface area in an acidic environment

Method used

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  • Hydrogen bond organic framework material based on condensed ring ligand construction as well as preparation method and application thereof
  • Hydrogen bond organic framework material based on condensed ring ligand construction as well as preparation method and application thereof
  • Hydrogen bond organic framework material based on condensed ring ligand construction as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Example 1 Hydrogen-bonded organic framework material based on 1,3,6,8-tetrakis(p-carboxyphenyl)pyrene

[0061] The preparation process of hydrogen-bonded organic framework materials based on 1,3,6,8-tetrakis(p-carboxyphenyl)pyrene:

[0062] Dissolve 10 mg of 1,3,6,8-tetrakis(p-carboxyphenyl)perylene in 1.5 ml of N,N-dimethylformamide. After the ligand is completely dissolved, add 6 ml of methanol solution to the solution , stirred for 1 minute, after which the samples were allowed to stand at room temperature for 12 hours. Afterwards, centrifuge at a speed of 12000 rpm for 3 minutes, and wash with acetone for 3 consecutive times to obtain a hydrogen-bonded organic framework material based on 1,3,6,8-tetrakis(p-carboxyphenyl)pyrene. The material has a high specific surface area: 2122 m2 / g calculated according to the Brunauuer-Emmett-Teller formula, with a pore size of 1.7 nm.

[0063] This material can still be obtained after expanding the proportions of the above mate...

Embodiment 2

[0064] Embodiment 2 Hydrogen-bonded organic framework materials based on naphthalene, anthracene, perylene, perylene

[0065] The preparation process of the hydrogen-bonded organic framework material based on naphthalene, anthracene, perylene, and perylene is the same as in the examples, only the raw materials need to be replaced by figure 2 Specific compounds shown.

Embodiment 3

[0066] Example 3 Hydrogen-bonded organic framework material based on 1,3,6,8-tetrakis(p-carboxyphenyl)pyrene at the micro-nano level

[0067] The preparation process of nanoscale hydrogen-bonded organic framework materials based on 1,3,6,8-tetrakis(p-carboxyphenyl)pyrene: 10 mg of 1,3,6,8-tetrakis(p-carboxyphenyl)pyrene was dissolved in After the ligand was completely dissolved in 1.5 ml of N,N-dimethylformamide, 10 ml of deionized water was added to the solution at a stirring speed of 1000 rpm, and kept stirring for 5 minutes. Then add 9 milliliters of ethanol, and centrifuge at a speed of 12,000 rpm for 15 minutes, and wash with ethanol and acetone continuously for 4 times to obtain a pyrene-based hydrogen-bonded organic framework material with a particle size of 200 nanometers (see Figure 8 d).

[0068] By changing the reaction time and conditions of the synthesis, the hydrogen-bonded organic framework material from the micron scale to the nano scale can be obtained:

[...

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Abstract

The invention belongs to the field of porous organic materials and in particular discloses a hydrogen bond organic framework material based on condensed ring ligand construction as well as a preparation method and application thereof. The material is prepared by taking condensed ring ligands as an organic framework by utilizing a synergistic effect of pi-pi interaction of multiple hydrogen bonds and condensed ring ligands. The condensed ring ligands are selected from carboxyl-containing poly-benzene ring conjugated aromatic hydrocarbons, and the particle size of the material is 200nm to 50 microns. The organic framework material has the characteristics of being high in specific surface area, permanent in pore channel, high in chemical and thermal stability, mild in synthesis conditions andexcellent in singlet oxygen production capacity and the like. Moreover, the material is simple in preparation method, high in operability and capable of freely controlling the particle size of particles. The material has excellent biocompatibility and low biotoxicity, has excellent compound chemical-photodynamic therapy capacity after further compounding anti-cancer drugs, and achieves an excellent cancer treatment effect, and the cancer cell survival rate is low.

Description

technical field [0001] The invention belongs to the field of porous organic materials, and relates to a hydrogen bond organic framework material constructed based on fused ring ligands, in particular to a hydrogen bond organic framework material constructed based on condensed ring ligands, its preparation method and application. Background technique [0002] Hydrogen-bonded organic framework materials (HOFs for short), because of their large specific surface area, good reproducibility and mild synthesis conditions, have shown excellent application prospects in the fields of gas storage / separation, proton conduction, etc., but their stability The low characteristics limit the development of its application. [0003] Cancer kills millions of people every year and is a growing threat to human health. Chemotherapy is still the most common cancer treatment. However, the inherent limitations of chemotherapy, including poor side effects, poor pharmacokinetics, and poor biodistrib...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00A61K41/00A61K45/00A61K47/69A61P35/00
CPCA61K41/0057A61K45/00A61K47/6949A61P35/00C08G83/008
Inventor 曹荣刘天赋尹琦
Owner FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
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