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A kind of fullerene derivative and its preparation method and application

A fullerene derivative, fullerene technology, applied in the field of fullerenes, can solve the problems of low fullerene efficiency, hinder application, cytotoxicity, etc., and achieve wide and convenient biological applications, mild conditions, and simple steps. Effect

Active Publication Date: 2021-10-29
XIAMEN FUNANO NEW MATERIAL TECH COMPANY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the low water solubility of fullerenes, its application in biology is hindered. There are three main measures to solve the water solubility of fullerenes: ① Preparation of water-soluble inclusion complexes of fullerenes, such as using liposomes, Cyclodextrins etc. encapsulate fullerene molecules in hydrophilic compounds, but this method is still severely limited in biological applications. First, the efficiency of encapsulating fullerenes is low; Cells are toxic, and the third is that the operation procedures are complicated and difficult to apply in practice, so it is mainly used in the basic theoretical research of cell systems; ②Preparation of fullerene hydrosol, this method mainly relies on the role of strong acid and strong base in the preparation process , the concentration of ions in the prepared hydrosol is difficult to control, which seriously limits its biological application; ③Add water-soluble groups to the fullerene carbon cage to synthesize and prepare water-soluble derivatives of fullerene. The water solubility of fullerene is improved, and the added water-soluble group can retain part of its own activity, adjust its derivative group, can reduce or even avoid its toxic effect, and can be used in cell systems and even in human experimental research

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  • A kind of fullerene derivative and its preparation method and application
  • A kind of fullerene derivative and its preparation method and application
  • A kind of fullerene derivative and its preparation method and application

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preparation example Construction

[0034] The preparation method of the fullerene derivative provided by the present invention comprises mixing fullerene F with unsaturated fatty acid and / or oil containing unsaturated fatty acid, the way and condition of the mixing make any carbon-carbon double in unsaturated fatty acid The σ and π bonds on the bond are broken and bonded to the carbon atoms of the fullerene F skeleton, and then a gel substance is separated from the obtained product, and the product obtained after the gel substance is optionally dried is the fullerene ene derivatives; the unsaturated fatty acid is represented by A=B, = represents any carbon-carbon double bond on the unsaturated fatty acid, A and B represent the groups at both ends of the above-mentioned carbon-carbon double bond, and A is C 3 -C 10 The hydrocarbyl group optionally substituted by fullerene F, B is C 5 -C 20 carboxyl group. After the double bond is broken, A and B are bonded to the carbon atom of the fullerene F to obtain the a...

Embodiment 1

[0047] Example 1 Fullerene Derivative F(M) n preparation of

[0048] The fullerene (C 60 ) into olive oil according to the ratio in Table 1, stirred evenly at -5°C to react the two, and then separated the gel substance from the reacted oil (the separation method was distillation, and the separation solvent used was DMSO ), and the fullerene derivative F1 was obtained after drying. The fullerene derivatives were detected by infrared, mass spectrometry and elemental analysis, the results are as follows:

[0049] Infrared detection: the following four characteristic peaks appeared in the infrared spectrum, CH 3 (1378cm -1 ), CH 2 (723cm -1 ), CH (1467cm -1 ), fullerene C=C (1950cm -1 ).

[0050] Mass spectrometry detection: a characteristic peak appeared at 973.5197m / z.

[0051] Elemental analysis: C: 96.32%, H: 3.81%.

[0052] It can be seen that the fullerene derivative does have F(M) n structure, where F is C 60 , M is CH(CH 2 ) 7 CH 3 , n is 2.

Embodiment 2

[0053] Example 2 Fullerene Derivative F(M) n preparation of

[0054] The fullerene (C 60 ) was added to the unsaturated fatty acid (linoleic acid) according to the ratio in Table 1, and the two were reacted by ball milling at 0°C, and then the gel substance was separated from the reacted oil (the separation method was extraction, the adopted The separation solvent is toluene, and the specific process is as follows: add the reacted oil and toluene into a separatory funnel for extraction at a volume ratio of 1:3, take the middle layer after static layering, and place the middle layer in a round bottom flask to rotate The solvent is distilled off, and the precipitate remaining at the bottom of the flask is the target product), and the powder obtained after drying is the fullerene derivative F2. The fullerene derivatives were detected by infrared, mass spectrometry and elemental analysis, the results are as follows:

[0055] Infrared detection: The following four characteristic...

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Abstract

The invention relates to the field of fullerenes, and discloses a fullerene derivative, a preparation method and application thereof. The chemical formula of the fullerene derivative is F(M) n , F is a fullerene, M is a group chemically bonded to the carbon atom of the fullerene F skeleton, n M are the same or different and each independently is C 3 -C 10 The hydrocarbyl group optionally substituted by fullerene F or C 5 -C 20 The carboxyl group, n is 1‑50. The fullerene derivatives provided by the present invention are obtained by cleaving the carbon-carbon double bond on the unsaturated fatty acid and chemically bonding to the fullerene, and the fullerene derivatives thus obtained have very excellent antioxidant capacity and improved The ability of immunity, and it is more extensive and convenient in biological applications. It can be prepared into capsules or taken directly in the form of powder or solid particles, and can also be combined with other ingredients to make formula products with various forms and rich taste, such as aqueous solution , oil solution, powder, granules and other forms of application.

Description

technical field [0001] The invention belongs to the field of fullerenes, and in particular relates to a fullerene derivative and a preparation method and application thereof. Background technique [0002] Fullerenes are C 2m Nano carbon core structure composed of carbon atoms, such as C 60 、C 70 、C 76 、C 78 、C 82 、C 84 or C 92 Wait. due to C 60 The unhybridized p orbitals of 60 carbon atoms in the molecule form a delocalized Π system, so that the inside and outside of the carbon sphere are immersed in the Π electron atmosphere, so that the C 60 Molecules have unique chemical properties. Fullerene derivatives form various derivatives according to the different functional groups added. At present, the main derivatives include: metal derivatives, C 60 Indole derivatives, C 60 Heterocyclic derivatives, C 60 Nitrogen-containing derivatives, C 60 - TTF derivatives, etc. [0003] While exploring the physical and chemical properties of fullerenes, we also pay attentio...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C51/353C07C57/50A61P35/00A61P35/02A61P25/28A61P3/00A61P39/02A61P37/04A61P39/06A61K8/49A61K8/58A61K8/19A61Q19/00A23L2/52A23L33/10A23L33/12A23K20/10A23K20/158
CPCA23L2/52A23V2002/00A61K8/19A61K8/49A61K8/58A61Q19/00A23K20/10A23K20/158A23L33/10A23L33/12A61P3/00A61P25/28A61P35/00A61P35/02A61P37/04A61P39/02A61P39/06C07C51/353C07C57/50C07C2604/00A23V2250/30A23V2250/186A23V2250/1882A23V2250/1872A23D7/06A61K33/44
Inventor 朱常锋黎小青高鹏举
Owner XIAMEN FUNANO NEW MATERIAL TECH COMPANY