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

Squaraine dye containing benzothiazine structure and preparation method thereof

A technology of benzothiazine and squarylium, which is applied in the field of squarylium dye and its preparation, can solve the problems of less research on squarylium dye and red shift of emission wavelength, and achieve excellent photothermal and chemical stability. Small side effects, good compatibility

Inactive Publication Date: 2010-12-08
NAT UNIV OF DEFENSE TECH
View PDF2 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, with the continuous development of science and technology, the emission wavelength of semiconductor lasers is gradually red-shifted, mainly concentrated at 1.06 μm and 10.6 μm, and there are relatively few studies on squaraine dyes in these two bands

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
  • Squaraine dye containing benzothiazine structure and preparation method thereof
  • Squaraine dye containing benzothiazine structure and preparation method thereof
  • Squaraine dye containing benzothiazine structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] 3.24g (0.02mol) 3-methyl-1,4-benzothiazin-2-one and 1.14g (0.01mol) squaraine were placed in a mixed solvent of 20ml n-butanol and 60ml toluene, in 5ml quinoline Stir and reflux for 12 hours under the catalysis of the reaction, and the water generated in the reaction is separated with a Dean-Stark water separator. Cool at room temperature, filter, and recrystallize the obtained solid particles with 10 ml of ethanol, wash with 5 ml of toluene three times to obtain compound [1].

Embodiment 2

[0052] 1.62g (0.01mol) 3-methyl-1,4-benzothiazin-2-ketone and 1.14g (0.01mol) squarylium were placed in the mixed solvent of 20ml n-butanol and 60ml toluene, in 4ml quinoline Add 1.76g (0.01mol) of 3-methyl-1,4-6-methylbenzothiazin-2-one under the catalysis of stirring and reflux for 8h, continue to stir and reflux for 24h, the water generated in the reaction is dean-stark The water separator is separated. Cool at room temperature, filter, and recrystallize the obtained solid particles with 10 ml of acetone, wash with 5 ml of petroleum ether for 3 times to obtain compound [2].

Embodiment 3

[0054] 3.54g (0.02mol) 3-methyl-1,4-thiazin-6-phenylamino-2-ketone and 1.14g (0.01mol) squarylium are placed in the mixed solvent of 20ml n-butanol and 60ml toluene, in Under the catalysis of 5ml quinoline, it was stirred and refluxed for 24h, and the water generated in the reaction was separated with a Dean-Stark water separator. Cool at room temperature, filter, recrystallize the obtained solid particles with 10ml of ethanol, and wash with 5ml of toluene for 3 times to obtain compound [5].

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 discloses a squaraine dye containing a benzothiazine structure and a preparation method thereof. The preparation method comprises the following steps: mixing a thiazine cyclic compound with squaric acid based on the mol ratio of 2:1; adding a mixed solvent of benzene and n-butyl alcohol; and under catalysis of 3-5ml of quinoline or pyridine, stirring and refluxing for 12-48h for carrying out condensation reaction to obtain the squarylium cyanine dye. In the invention, absorption wavelength for near-infrared absorption is 700-1100nm. The squaraine dye has excellent photo-thermal property, excellent chemical stability, good compatibility with organic matrix materials and small side effect on human body; the squaraine dye is a new type dye with excellent optical property; and the squaraine dye has wide application prospect in fields such as near-infrared laser protection, biomolecular fluorescence labeling, photoelectric functional materials, laser electrostatic copying materials, a dye laser and the like.

Description

technical field [0001] The invention relates to a squaraine dye containing a benzothiazine structure and a preparation method thereof. Background technique [0002] The maximum absorption wavelength of the multifunctional squaraine dye reported in recent years is concentrated below 1000nm, which is mainly because the emission wavelength of current semiconductor lasers is generally located at 600~800nm. CN 1511883A discloses a near-infrared absorbing squaraine dye containing a benzothiazine structure, and its absorption wavelength is 700nm-1100nm. This kind of dye is mainly used in the fields of laser protection, fluorescent marking and the like. CN 101544844A discloses a preparation method and application of a quinoline-based water-soluble near-infrared luminescent squaraine dye. It is mainly used in new drug development, fluorescent labels and probes and other fields. However, with the continuous development of science and technology, the emission wavelength of semiconduc...

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): C09B21/00
Inventor 邢欣张东玖周永江楚增勇郑文伟张朝阳程海峰
Owner NAT UNIV OF DEFENSE TECH
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