Metal-organic framework nanomaterial loaded with ZnPc as well as preparation method and application of metal-organic framework nanomaterial

A metal-organic framework and metal framework material technology, which can be applied to medical preparations without active ingredients, medical preparations containing active ingredients, wave energy or particle radiation treatment materials, etc., can solve the problems of easy agglomeration and poor stability, etc. To achieve the effect of mild reaction temperature, simple reaction steps and convenient industrial scale production

Inactive Publication Date: 2019-07-12
SHANDONG NORMAL UNIV
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0005] Aiming at the deficiencies of the above-mentioned prior art, the present invention provides a metal-organic framework nanomaterial loaded with zinc phthalocyanine and its preparation method with a novel structure, so as to effectively overcome the phthalocyanine molecular aggregates existing in the prior art as an anti-cancer light. The heat conversion agent is easy to agglomerate and has poor stability in the aqueous system, and it makes the absorption peak red-shift to the near-infrared region, which is helpful for deep treatment, and has good practical application value

Method used

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  • Metal-organic framework nanomaterial loaded with ZnPc as well as preparation method and application of metal-organic framework nanomaterial
  • Metal-organic framework nanomaterial loaded with ZnPc as well as preparation method and application of metal-organic framework nanomaterial
  • Metal-organic framework nanomaterial loaded with ZnPc as well as preparation method and application of metal-organic framework nanomaterial

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preparation example Construction

[0031] In yet another specific embodiment of the present invention, the preparation method includes: ZrCl 4 Add to DMF (N,N-dimethylformamide), then add acetic acid, 2,5-bis(4'-carboxyphenyl)aniline to dissolve, and finally add zinc phthalocyanine, disperse evenly and synthesize by solvothermal method The reaction product A was obtained, and the dark green powder obtained after purification was ZnPc@UiO-68-NH 2 nanomaterials.

[0032] In yet another specific embodiment of the present invention, a kind of preparation method of 2,5-di(4'-carboxyphenyl)aniline is provided, and the preparation method comprises:

[0033](1) Vacuumize 2,5-dibromoaniline, 4-methoxycarbonylphenylboronic acid, cesium fluoride and palladium catalyst, then add tetrahydrofuran, heat and react to obtain light yellow product Me 2 -L;

[0034] (2) To the pale yellow product Me 2 -L is added potassium hydroxide solution, tetrahydrofuran and water, reacted at room temperature and then distilled tetrahydrof...

Embodiment 1

[0050] Synthesis of 2,5-bis(4'-carboxyphenyl)aniline (H 2 -L):

[0051] 2,5-dibromoaniline (10mmol, 2.51g), 4-methoxycarbonylphenylboronic acid (30mmol, 5.4g), cesium fluoride (47.5mmol, 7.22g) and palladium catalyst (3.3mmol, 3.8g) were extracted In vacuum, 150 mL redistilled tetrahydrofuran was added and reacted at 80° C. for 48 h. The obtained product was subjected to suspension steaming, washed with water, and dried. The product was first purified with dichloromethane as the eluting agent through a chromatographic column to obtain a light yellow product Me 2 -L (2.1g, yield: 58.3%). 1 HNMR (400MHz, DMSO-d 6 ,ppm):8.05-8.03(d,4H,-C 6 h 4 -),7.78-7.76(d,2H,-C 6 h 4 -),7.65-7.63(d,2H,-C 6 h 4 -),7.16(d,2H,-C 6 h 3 -),7.03-7.01(d,1H,-C 6 h 3 -),5.15(s,2H,-NH 2 ),3.88(s,6H,-CH 3 ). ESI-MS: m / z Calcd for C 22 h 19 NO 4 [M+H] + 362.1394; Found 362.1392.

[0052] Take Me 2 -L (2.0mmol, 724mg) in a 250mL reaction flask, add 1.5mL 10M potassium hydroxide soluti...

Embodiment 2

[0054] Metal Organic Framework Nanomaterial UiO-68-NH 2 Preparation of:

[0055] Weigh ZrCl 4 (19mg, 0.08mmol) was added to 3.2mL DMF, ultrasonically dispersed, then 240μL acetic acid was added for ultrasonically dispersed, and finally p-2,5-bis(4'-carboxyphenyl)aniline (H 2 -L) (28 mg, 0.08 mmol), sonicate to dissolve completely. Keep the temperature at 90°C for 48h, cool down to room temperature after 2h, and centrifuge at a high speed to obtain a solid, immerse the solid in DMF, stir and soak at 80°C for 6h, and centrifuge at a high speed. Then immerse the solid in absolute ethanol, stir and soak for 6 hours at 70° C., and centrifuge at a high speed to obtain solid powder. This operation was repeated 3 times. Finally, the solid was washed with ether and dried naturally to obtain a light yellow powder UiO-68-NH 2 .

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Abstract

The invention provides a metal-organic framework nanomaterial loaded with ZnPc and having a novel structure as well as a preparation method of the metal-organic framework nanomaterial. The metal-organic framework nanomaterial loaded with ZnPc takes UiO-68-NH2 as a metal-organic framework nanomaterial and ZnPc as a photo-thermal conversion agent, the UiO-68-NH2 nanomaterial ZnPc@UiO-68-NH2 loaded with ZnPc is obtained by one-pot synthesis, and ZnPc in the ZnPc@UiO-68-NH2 compound is packaged in pores in the metal framework material UiO-68-NH2. The problems that pathalocyanine molecular aggregates in the prior art are prone to aggregation in an aqueous phase system as an anti-cancer photo-thermal conversion agent, poor in stability and the like are effectively solved, absorption peaks are subjected to red shift to a near infrared area to contribute to deep therapy, and the metal-organic framework nanomaterial has good actual application values.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis of nanomaterials, in particular to a metal organic framework nanomaterial loaded with zinc phthalocyanine and its preparation method and application. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Phthalocyanine is a class of synthetic compounds with 18-electron conjugated large π system. Phthalocyanine has been used as a phototherapeutic material for tumors due to its strong absorption at 670-700 nm, high extinction coefficient, and tunable photophysical and photochemical properties through simple chemical modification. However, most phthalocyanines have poor biocompatibility in t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00A61K41/00A61K47/69A61P35/00
CPCA61K41/0071A61K47/6949A61P35/00C08G83/008
Inventor 董育斌吴英杰吕凡宏阚京兰
Owner SHANDONG NORMAL UNIV
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