Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method of N-methyl-2-(4-nitrophenyl)-3,4-fulleropyrrolidine

A technology of fullerene pyrrolidine and nitrophenyl is applied in the field of preparation of fullerene derivatives, and can solve the problems of low yield, long reaction time, complicated separation steps and the like

Inactive Publication Date: 2017-10-13
HUANGSHAN UNIV
View PDF3 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The invention takes a long time to react, the separation steps are complicated and the yield is very low

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of N-methyl-2-(4-nitrophenyl)-3,4-fulleropyrrolidine
  • Preparation method of N-methyl-2-(4-nitrophenyl)-3,4-fulleropyrrolidine
  • Preparation method of N-methyl-2-(4-nitrophenyl)-3,4-fulleropyrrolidine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] (1) According to the principle of the Prato reaction, add 80 mL of freshly distilled toluene solution and 72 mg of C in a 250 mL three-necked flask 60 Powder, continuously feed pure rare gas Ar at room temperature, remove the air in the reaction device to protect the reactants, and when the temperature is 20-25 ° C, magnetic stirring to C 60 The powder was completely dissolved in toluene solution to obtain a purple transparent solution.

[0048] (2) Add 40 mg sarcosine and 45.3 mg recrystallized p-nitrobenzaldehyde respectively, heat in an oil bath at 125-130° C., condense and reflux for 2.5-3 hours.

[0049] During this reaction process, absorb the reaction solution with a capillary glass tube every 30 minutes and spot it on a silica gel plate, and then put the silica gel plate into a mixture of toluene and petroleum ether with a volume ratio of 1:4 (boiling range is 60-90°C ) "climb the plate" in the exhibition tank of the mixed solution for 10-15 minutes, take it ou...

Embodiment 2

[0072] Same as Example 1, except for the following differences:

[0073] C in step (1) 60 Powder is 72mg, toluene is 36mL;

[0074] In step (2), sarcosine is 30mg, p-nitrobenzaldehyde is 15mg, the heating temperature is 120°C, and the reflux time is 4h;

[0075] The drying time in step (5) is 6h.

[0076] The product yield was 28.6%.

[0077] Through the same characterization as the embodiment, the result is attributed to C 60 . The thermal stability and fluorescence properties are comparable to those of the product obtained in Example 1.

Embodiment 3

[0079] Same as Example 1, except for the following differences:

[0080] C in step (1) 60 Powder is 72mg, toluene is 100mL;

[0081] In step (2), sarcosine is 48mg, p-nitrobenzaldehyde is 72mg, the heating temperature is 135°C, and the reflux time is 1h;

[0082] The drying time in step (5) is 24h.

[0083] The product yield was 26.8%.

[0084] Through the same characterization as the embodiment, the result is attributed to C 60 . The thermal stability and fluorescence properties are comparable to those of the product obtained in Example 1.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

A preparation method of N-methyl-2-(4-nitrophenyl)-3,4-fulleropyrrolidine comprises the following steps: (1) dissolving C60 powder into a non-polar solvent, thus obtaining a solution; (2) adding sarcosine and p-nitrobenzaldehyde into the solution obtained in the step (1), heating and refluxing; (3) cooling a mixed solution after completing reflux, and removing methylbenzene, thus obtaining a solid product; (4) eluting the solid product obtained in the step (3) by using a chromatographic column; (5) removing a solvent from a product solution obtained through eluting, washing and drying, thus obtaining a target product. The preparation method disclosed by the invention is simple, and the product is high in purity and high in yield.

Description

technical field [0001] The invention belongs to the field of preparation methods of fullerene derivatives, in particular to a preparation method of N-methyl-2-(4-nitrophenyl)-3,4-fullerene pyrrolidine. Background technique [0002] Fullerene is the third allotrope of elemental carbon discovered. Any substance composed of an element of carbon and existing in a spherical, elliptical, or tubular structure can be called a fullerene, and fullerene refers to a class of substances. The structure of fullerene is similar to that of graphite, but there are only six-membered rings in the structure of graphite, while five-membered rings may exist in fullerene. [0003] The unique spherical π-electron structure and photoelectric properties make fullerenes attract much attention in the field of materials science. In 1985, Robert Curl et al prepared C 60 . In 1989, experiments by German scientists Huffman and Kraetschmer confirmed that C 60 Since then, the fullerene discovered by phys...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D209/70
CPCC07D209/70
Inventor 黄飞魏先文孙金余王溪溪马昕胡雪倩
Owner HUANGSHAN UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com