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

Pentamethine cyanine dye and preparation method thereof

A technology of pentamethine and cyanine dyes, applied in the direction of methine/polymethine dyes, organic dyes, chemical instruments and methods, etc., can solve the problem of lack of super-resolution fluorescent materials

Inactive Publication Date: 2018-06-22
SHENZHEN UNIV
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The invention provides a pentamethine dye and a preparation method, aiming to solve the problem of lack of STORM and SOFI super-resolution fluorescent materials

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
  • Pentamethine cyanine dye and preparation method thereof
  • Pentamethine cyanine dye and preparation method thereof
  • Pentamethine cyanine dye and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0026] The present invention provides a pentamethyl cyanine dye and a preparation method. Due to the large molar light absorption of pentamethyl cyanine, the wavelength of absorption and emission can be adjusted, the synthesis is easy, the fluorescence quantum yield is low, and the characteristics of low cytotoxicity are applied as a fluorescent material. In addition, in addition to the above fluorescent properties, pentamethine dyes can also undergo photoinduced scintillation, which is suitable for super-resolution fluorescent materials required by STORM and SOFI.

[0027] Specifically, R 6 for (CH 2 ) n R 8 or CH 2 C 6 h 4 R 8 .

[0028] Specifically, R 7 is H, ethynyl, vinyl, phenyl, naphthyl, imidazole, pyrazole, oxazole, thiazole, furan, pyrrole heterocycle, C 6 h 4 R 9 , phenylboronic acid alcohol ester, propargyl, folic acid, methotrexate, RGD, Biotin, SO 3 R 10 or COOR 11 any of the.

[0029] Specifically, R 8 H, SO 3 R 10 or COOR 11 any of the.

[...

Embodiment 1

[0072] Synthesis of 2,3,3-trimethyl-3H-indoline quaternary ammonium salt (X=Y=C(CH 3 ) 2 )

[0073] Take 100g2,3,3-trimethyl-3H-indoline / 5-substituted-2,3,3-trimethyl-3H-indoline and dissolve it in 200g toluene, add 150g p-toluenesulfonate, in Under a nitrogen atmosphere, heat to reflux at 70°C for 6 h, cool to room temperature, add diethyl ether to wash, filter, and dry to obtain a pink solid (yield 75%).

Embodiment 2

[0075] Synthesis of 2,3,3-trimethyl-3H-indoline quaternary ammonium salt (X=Y=C(CH 3 ) 2 )

[0076] Dissolve 100g of 5-substituted-2,3,3-trimethyl-3H-indoline in 200g of o-dichlorobenzene, add 150g of sulfuric acid ester, heat and reflux at 90°C for 36h under a nitrogen atmosphere, cool to room temperature, and add ether Washed, filtered and dried to obtain a powdery white solid (yield 79%).

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 embodiments of the invention provide a pentamethine cyanine dye and a preparation method thereof and relate to the technical field of material preparation. The pentamethine cyanine dye has a structure with a general formula I as shown in the description, wherein X and Y are O, S, C(CH3)2 or NR6; R1 is (CH2)nR7 or (CH2)mC6H4R7; R2 and R3 are respectively any one of H, halogen, (CH2)nR8, CH2C6H4R8, SO3H, SO3<->, OCH3, SCH3, benzyloxy group, NO2, O(CH2)nR8, OCH2C6H4R8 and CN; R4 and R5 are respectively any one of CH3, CH2CH3, CH2C6H5, CH2C6H4F, (CH2)nR8 and CH2C6H4R8; and both m and n are integers from 1 to 18.

Description

technical field [0001] The invention belongs to the technical field of material preparation, and in particular relates to a pentamethine dye and a preparation method. Background technique [0002] In recent years, the development of molecular fluorescence detection and imaging technology has provided powerful research and detection tools for the development of life sciences, such as detection instruments using molecular fluorescence imaging analysis technology, confocal fluorescence imaging microscope, fluorescence spectroscopy / lifetime instrument, etc. On the basis of the above theories, the rapidly emerging super-resolution imaging technology breaks through the limitation of the optical diffraction limit and obtains fine-structure imaging of tiny targets with a size less than 200nm. [0003] Stochastic optical reconstruction super-resolution imaging method (STORM) is a new super-resolution imaging method. This method has a great dependence on the performance of fluorescen...

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): C09B23/08C09K11/06C07D209/12C07D263/56C07D277/64C07D235/12C07D403/14C07D413/14C07D417/14
CPCC07D209/12C07D235/12C07D263/56C07D277/64C07D403/14C07D413/14C07D417/14C09B23/0025C09B23/083C09K11/06C09K2211/1007C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1059
Inventor 杨志刚屈军乐刘毋凡
Owner SHENZHEN 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