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

Conjugated polymer containing fluorene as well as preparation method and application thereof

A technology of conjugated polymer and fluorene ring, which is applied in the field of conjugated polymer containing fluorene ring and its preparation, can solve the problems of large cytotoxicity, poor photostability, limited development and the like, and achieves low cytotoxicity and good stability. , the effect of good application value

Inactive Publication Date: 2015-12-02
SHANXI UNIV
View PDF1 Cites 10 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As biological cell staining reagents, organic small molecule dyes and inorganic quantum dots are currently used more. However, the photostability of organic small molecule dyes is poor. Large cytotoxicity, which limits their further development in the biological field

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
  • Conjugated polymer containing fluorene as well as preparation method and application thereof
  • Conjugated polymer containing fluorene as well as preparation method and application thereof
  • Conjugated polymer containing fluorene as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] 1) Add 2.68g (0.01mol) of 1,4-dibromohydroquinone and 7.65g (0.022mol) of p-toluenesulfonyl to a 250mL round bottom flask equipped with a reflux condenser tetraethylene glycol, 5.52g (0.04mol) of potassium carbonate and 150mL of acetone. The reaction was heated to reflux with stirring for 48 hours. Stop the reaction, cool to room temperature, filter with suction, redissolve the filter cake with 100mL acetone, and filter with suction. The organic phases were combined, and the organic solvent was removed under reduced pressure to obtain a crude product. The crude product was separated by column chromatography (gradient elution, developer: first use ethyl acetate to remove the unreacted p-toluenesulfonyl substituted tetraethylene glycol, and then use anhydrous methanol / ethyl acetate=1 / 25 , volume ratio) to obtain long-chain alkoxy-substituted p-bromodiphenyl (monomer I) 2.1g, yield: 33.8%. 1 HNMR (400MHz, CDCl 3 ,ppm):7.15(s,2H),4.12(t,4H),3.85(t,4H),3.75(t,4H),3.69(m,...

Embodiment 2

[0029] 1) The preparation of monomer (I) and monomer (II) is the same as in Example 1.

[0030] 2) Under nitrogen protection, in a 50mL four-necked flask equipped with mechanical stirring, add 0.31g (0.5mmol) of long-chain alkoxy-substituted p-bromodiphenyl (monomer I), 0.426g (0.6mmol) of alkoxy group-modified fluorene boronate (monomer II), and 15 mL of toluene. Add 5 mL of aqueous solution containing 0.552 g (4.0 mmol) of potassium carbonate into the above solution, and then add 0.1 g of Pd(dppf)Cl 2 Add it in, and raise the temperature to 110°C under stirring, and react for 48 hours. After the reaction, the solution was concentrated under reduced pressure to 2 mL, and the organic phase was washed twice with 30 mL of chloroform as a solvent and an equal volume of water. The organic phase was filtered, dried over anhydrous sodium sulfate, and the crude product was spin-off from the solvent. The crude product was treated with a dialysis bag with a molecular weight of 3500 to ...

Embodiment 3

[0032] 1) The preparation of monomer (I) and monomer (II) is the same as in Example 1.

[0033] 2) Under nitrogen protection, in a 50mL four-necked flask equipped with mechanical stirring, add 0.31g (0.5mmol) of long-chain alkoxy-substituted p-bromodiphenyl (monomer I), 0.426g (0.6mmol) of alkoxy group-modified fluorene boronate (monomer II), and 15 mL of toluene. Add 0.276g (2.0mmol) of potassium carbonate in 7.5mL of aqueous solution to the above solution, and then add 0.1g of Pd(dppf)Cl 2 Add it in, and raise the temperature to 110°C under stirring, and react for 48 hours. After the reaction, the solution was concentrated under reduced pressure to 2 mL, and the organic phase was washed twice with 30 mL of chloroform as a solvent and an equal volume of water. The organic phase was filtered, dried over anhydrous sodium sulfate, and the crude product was spin-off from the solvent. The crude product was treated with a dialysis bag with a molecular weight of 3500 to obtain 0.2...

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

PropertyMeasurementUnit
Excitation wavelengthaaaaaaaaaa
Login to View More

Abstract

The invention provides a conjugated polymer containing fluorene as well as a preparation method and an application thereof. 2, 5-dibromophenol is used as a raw material to react with tetraglycol substituting methyl benzol sulfonyl to obtain long-chain alkoxy substituted paradibromobenzene (monomer I); 2, 7-dibromofluorene is used as a raw material to react with bromo-triglycol monomethyl ether to be esterified by virtue of boric acid to obtain alkoxy-decorated fluorene borate (monomer II); the monomer I and the monomer II are under Suzuki coupled reaction to obtain the conjugated polymer containing the fluorene. The preparation method of the conjugated polymer is simple to operate and moderate in reaction condition. The conjugated polymer containing the fluorene can be used for manufacturing dyeing reagent of cancer cells, has characteristics of small biological toxicity, good cell compatibility and good light stability and has good application value in the field of a biological dyeing material.

Description

technical field [0001] The invention relates to a conjugated polymer, in particular to a conjugated polymer containing a fluorene ring, in particular to a conjugated polymer containing a fluorene ring and a preparation method and application thereof. Background technique [0002] Conjugated polymers (CPs) are a class of polymer compounds with excellent optical and electrical properties that contain a conjugated combination of saturated and unsaturated bond-emitting units. Due to the large π-electron delocalization of conjugated polymers and the cooperative electronic coupling between conjugated units, it has strong light-harvesting ability and optical signal amplification characteristics, and has demonstrated its uniqueness as a fluorescent material in the fields of chemistry, biology and materials. properties and has drawn more and more attention. Conjugated polymers with various emission wavelengths and different application fields can be obtained by changing the main ske...

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): C08G61/10G01N1/30G01N21/64
Inventor 冯丽恒张飞
Owner SHANXI 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