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

A nanomaterial with aggregation-induced luminescent effect and its application

A nanomaterial and a single technology, applied in the field of nanomaterials with aggregation-induced luminescent effect, can solve problems such as dye leakage, easy damage to dye molecular structure or fluorescent properties, to expand the synthesis scale, avoid fluorescence quenching phenomenon, and realize commercial The effects of liquefaction and application

Active Publication Date: 2020-03-17
JINAN UNIVERSITY
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Both have their own defects. For example, the nano system through physical combination is prone to dye leakage, and the covalent bond force is stronger, making the dye difficult to leak. However, when covalently bonded, harsh conditions are often required to make the reaction happen. Easily destroys the structure or fluorescent properties of dye molecules

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
  • A nanomaterial with aggregation-induced luminescent effect and its application
  • A nanomaterial with aggregation-induced luminescent effect and its application
  • A nanomaterial with aggregation-induced luminescent effect and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Synthesis of Compound 1A

[0031]

[0032] A solution of 4-formylphenylboronic acid (150 mg, 1.0 mmol) in THF (10 mL) was added to 4-bromo-7-[4-(diphenylamino)phenyl]-2,1,3-benzothio Oxadiazole (458 mg, 1.0 mmol) was in a mixed solution of toluene (10 mL) and 2M aqueous sodium carbonate solution (2 mL). Tetrakis(triphenylphosphine)palladium (1.73mg, 0.0015mmol) was added to the reaction at room temperature, and the temperature was raised to 100°C and refluxed overnight. The reaction solution was cooled to room temperature, most of the toluene and tetrahydrofuran solvents were evaporated under low pressure, and the reaction solution was extracted three times with 20ml of dichloromethane, the combined extracts were dried with anhydrous magnesium sulfate, filtered, and spin-dried. Obtain pure product (chromatographic fluid n-hexane:dichloromethane=4:1R by chromatographic column) f =0.5) as a yellow solid (334 mg, yield 69%).

[0033] 1 H NMR (CDCl 3 -d,δppm):10.12(...

Embodiment 2

[0037] Synthesis of compound 1B

[0038]

[0039] To 4-bromo-7-[4-(diphenylamino)phenyl]-2,1,3-benzo Thiadiazole (458 mg, 1.0 mmol) in a mixed solution of toluene (10 mL) and 2M aqueous sodium carbonate (2 mL). Tetrakis(triphenylphosphine)palladium (1.73mg, 0.0015mmol) was added to the reaction at room temperature, and the temperature was raised to 100°C and refluxed overnight. The reaction solution was cooled to room temperature, most of the toluene and tetrahydrofuran solvents were evaporated under low pressure, and the reaction solution was extracted three times with 20ml of dichloromethane, the combined extracts were dried with anhydrous magnesium sulfate, filtered, and spin-dried. Obtain pure product through chromatographic column (chromatographic liquid n-hexane: dichloromethane=5:1R f =0.6) as a pale yellow solid (363 mg, yield 71%).

[0040] 1 H NMR (CDCl 3 -d,δppm):8.21(d,2H),8.06(d,2H),7.88(d,2H), 7.84(d,1H),7.78(d,1H),7.74-7.70(m,1H), 7.54-7.50(m,1H), 7.34-...

Embodiment 3

[0044] Synthesis of Compound 1C

[0045]

[0046] A solution of (4-methylbenzoate-7-[4-(diphenylamino)phenyl]-2,1,3-benzothiadiazole 513 mg, 1.0 mmol) in THF (10 mL) was added to Saturated methanol solution of sodium hydroxide, stirred overnight at room temperature, steamed tetrahydrofuran and methanol solvent under low pressure, adjusted the pH to 1 with 1 N hydrochloric acid, added 10ml of distilled water, and extracted the reaction solution three times with 10ml of dichloromethane, combined the extracts And dried with anhydrous magnesium sulfate, filtered, and spin-dried. Obtain pure product through column chromatography (chromatographic fluid n-hexane: methylene chloride=1:2R f =0.5) as a yellow solid (454 mg, yield 91%).

[0047] 1 H NMR (CDCl 3 -d,δppm):13.1(s,1H),8.16(d,2H),8.10(d,2H), 8.07-7.93(m,4H),7.41-7.33(m,4H),7.15-7.09(m ,8H). 13 C NMR (CDCl 3 -d, δppm): 167.6, 153.8, 153.7, 148.1, 147.3, 141.5, 133.1, 130.9, 130.7, 130.69, 130.6, 130.2, 130.0, 129.64,...

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 nano-material with an aggregation induced luminescence effect and application in cancer treating medicine preparation, drug carriers, cell imaging, and in vivo imaging. Basedon the aggregation induced luminescence property of the nano-material, tumor cells and tissues are effectively imaged, and the antineoplastic effect of compounds is studied. Good antineoplastic activity is founded. The whereabouts of a medicine can be observed while cancer cells are effectively killed. Therefore, the integration of diagnosis and treatment can be realized. Raw materials of the nano-material are cheap and easy to obtain, the preparation method is simple and easy to operate, the repeatability and stability of prepared products are good, and the nano-material has a wide application prospect.

Description

technical field [0001] The invention belongs to the field of nanometer materials, and in particular relates to a nanometer material with an aggregation-induced luminescent effect and an application thereof. Background technique [0002] Nanomaterial technology is a recently emerging technology. Nanoparticles are easy to manufacture, can be loaded with various drugs, and are easy to modify. In addition, nanoparticles can also be designed to add various bioresponsive functions. However, the nano-drug delivery system also has disadvantages. For example, most nanoparticles cannot be dispersed in aqueous solution, and the nanoparticles themselves do not have fluorescence, so it is difficult to detect the whereabouts of the particles in the living body. In order to solve the above problems, three types of fluorescent nanomaterials have been synthesized: semiconductor carbon quantum dots, composite fluorescent nanoparticles and fluorescent nanoparticles formed by polymerization or...

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 Patents(China)
IPC IPC(8): C07D285/14C07D293/10C09K11/06A61K41/00A61K47/22A61K49/00A61P35/00G01N21/64
CPCA61K41/0057A61K47/22A61K49/0021A61P35/00C07D285/14C07D293/10C09K11/06C09K2211/1007C09K2211/1014C09K2211/1051C09K2211/1055G01N21/6486
Inventor 陈填烽冯鹏举陈俊丰林学然赵俊豪
Owner JINAN UNIVERSITY
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