Eureka AIR delivers breakthrough ideas for toughest innovation challenges, trusted by R&D personnel around the world.

Multi-ferrocenyl conjugate pyridine onium salt, as well as preparation and application thereof

A technology of polyferrocene-based conjugated pyridinium salt and base-conjugated pyridinium salt is applied in the field of organic nonlinear optical materials, and can solve the problem of narrow protection band, limited protection angle range, and unsatisfactory wavelength tunable laser protection. and other problems, to achieve the effect of high hyperpolarizability and good anti-saturable absorption properties

Inactive Publication Date: 2009-07-22
EAST CHINA NORMAL UNIV
View PDF0 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, most of the protection devices based on the principle of linear optics have defects such as narrow protection band, low visible light transmittance, and limited protection angle range, especially for high-intensity, short-pulse, and wavelength-tunable laser protection.

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
  • Multi-ferrocenyl conjugate pyridine onium salt, as well as preparation and application thereof
  • Multi-ferrocenyl conjugate pyridine onium salt, as well as preparation and application thereof
  • Multi-ferrocenyl conjugate pyridine onium salt, as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Example 1 Preparation of compound 1: N-methyl-2,6-bis[(E)-ferrocenyl]pyridinium chloride

[0055] In the first step, 4.98g of iodide-N,2,6-collidine salt was dissolved in 50g of water, and 2.73g of silver oxide was added under stirring; in the second step, the pyridine quaternary ammonium Add the alkali solution to the hydrochloric acid solution with a concentration of 6M; in the third step, add 0.79g of N, 2,6-trimethylpyridinium chloride, 3.21g of ferrocene formaldehyde, 16g of methanol and 1.5g of piperidine into the reaction flask refluxed for 6 hours to obtain 2.50 g of the target product, N-methyl-2,6-bis[(E)-ferrocenyl]pyridinium chloride, with a yield of 91%.

Embodiment 2

[0056] Example 2 Preparation of compound 2: N-methyl-2,6-bis[(E)-ferrocenevinyl]pyridinium bromide

[0057] In the first step, 4.98g of iodide-N,2,6-collidine salt was dissolved in 50g of water, and 2.73g of silver oxide was added under stirring; in the second step, the pyridine quaternary ammonium The alkali solution is added to the hydrobromic acid solution with a concentration of 6M; in the third step, 1.01g bromide N, 2,6-trimethylpyridinium salt, 3.21g ferrocene formaldehyde, 16g methanol and 1.5g piperidine are added In the reaction flask, reflux for 6 hours to obtain 2.58 g of the target product N-methyl-2,6-bis[(E)-ferrocenevinyl]pyridinium bromide, with a yield of 87%.

Embodiment 3

[0058] Example 3 Preparation of compound 3: N-methyl-2,4,6-tris[(E)-ferrocenevinyl]pyridinium chloride

[0059] In the first step, 5.26g of iodide-N,2,4,6-tetramethylpyridinium salt was dissolved in 50g of water, and 2.73g of silver oxide was added under stirring; in the second step, the pyridine obtained in the first step was The quaternary ammonium base solution is added to the hydrochloric acid solution with a concentration of 6M; Pyridine was added into the reaction flask and refluxed for 6 hours to obtain 3.22 g of the target product, N-methyl-2,4,6-tris[(E)-ferrocenyl]pyridinium chloride, with a yield of 85%.

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

The invention relates to a multi-ferrocenyl conjugate pyridine onium salt and a preparation method and an application thereof. Iodized N,2,6-trimethyl pyridinium salt or iodized N,2,4,6-tetramethyl pyridinium salt reacts with silver oxide in water to generate corresponding quaternary ammonium hydroxide then respectively reacts with hydrochloric acid and hydrobromic acid or nitric acid to generate chloride or bromide N,2,6-trimethyl pyridinium salt and chloride or bromide N,2,4,6-tetramethyl pyridinium salt or N,2,4,6-tetramethyl pyridine nitrate; and then the obtained N,2,6-trimethyl pyridinium salt and N,2,4,6-tetramethyl pyridinium salt or N,2,4,6-tetramethyl pyridine nitrate condense with the ferrocene formaldehyde to obtain the corresponding target compound. The multi-ferrocenyl conjugate pyridine onium salt compound has rather high hyperpolarizability and obvious structural characteristics of intramolecular charge transfer, shows good reverse saturable absorption property and can be applied to nonlinear optics and laser safety.

Description

technical field [0001] The invention relates to a polyferrocenyl conjugated pyridinium salt and its preparation and application, and belongs to the technical field of organic nonlinear optical materials. Background technique [0002] Since the laser came out in 1960, it has been widely used in military, medical, industrial and other fields. Because lasers are harmful to human eyes and optical systems, laser protection technology is produced. Laser protection can be divided into protection technologies based on linear optics and nonlinear optics. At present, most of the protection devices based on the principle of linear optics have defects such as narrow protection band, low visible light transmittance, and limited protection angle range, especially for high-intensity, short-pulse, and wavelength-tunable laser protection. Therefore, research in recent years has turned to the use of nonlinear optical clipping effect to realize the laser protection function. The nonlinear o...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/02G02F1/361
Inventor 汤杰陈琦桑言奎李慧孙真荣邓莉仇文卫杨帆
Owner EAST CHINA NORMAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
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