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

Heteroatom-containing organic microporous material as well as preparation and application thereof

A technology of microporous materials and heteroatoms, which is applied in the field of organic microporous materials containing heteroatoms, can solve the problems of poor thermal stability and achieve the effects of large adsorption capacity, uniform pore size distribution, and novel structure

Inactive Publication Date: 2014-02-05
DONGHUA UNIV +1
View PDF1 Cites 11 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, such materials are composed of weak coordination bonds, so their thermal stability is relatively poor, and they are relatively sensitive to acids, alkalis, air, water vapor, etc.

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
  • Heteroatom-containing organic microporous material as well as preparation and application thereof
  • Heteroatom-containing organic microporous material as well as preparation and application thereof
  • Heteroatom-containing organic microporous material as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Preparation of compound 2

[0043] Under the protection of argon, add PdCl to a dry two-necked flask equipped with magnetic stirring 2 (PPh 3 ) 2 (1.71g, 2.44mmol), cuprous iodide (0.77g, 4mmol), m-bromoiodobenzene (11.5g, 40.4mmol), DBU (36.8g, 241.7mmol) and benzene 50mL, placed in an oil bath at 35°C Stir, add trimethylsilylacetylene (2.84 mL, 20.4 mmol) and 280 μL of water to the reaction flask with a syringe, and react at this temperature for 24 hours. Cool to room temperature, filter the filtrate with suction, wash the filter cake with cold dichloromethane, and recrystallize with toluene to obtain a white solid. The product dissolved in dichloromethane solvent is washed with water, salt, and anhydrous MgSO 4 After drying, vacuum filtration, the solvent was evaporated, and dichloromethane was added to dissolve, and then separated and purified by column chromatography (stationary phase: silica gel; eluent: petroleum ether) to obtain 5.07 g of white solid with a yield o...

Embodiment 2

[0046] Preparation of compound 3

[0047] Under argon protection, add compound 2 (0.75g, 2.23mmol), 2-thiophene boronic acid (0.63g, 4.92mmol), Pd(PPh 3 ) 4 (0.39g, 0.34mmol), 30mL of potassium carbonate (1M) and THF (30mL) were added. Heat to reflux and react for 24 hours. TLC tracked the completion of the reaction and stopped the reaction. After cooling to room temperature, the mixture was extracted with dichloromethane (70mL×3), and the organic layer was washed with water (50mL×3) and anhydrous MgSO 4 dry. The solvent was evaporated, the dichloromethane was dissolved, and the column chromatography was separated and purified (eluent: petroleum ether) to obtain 0.61 g of white solid, with a yield of 79.9%.

[0048] 1 H NMR(CDCl 3 , 400MHz): δ (ppm) 7.81 (s, 1H), 7.58 (m, 1H), 7.46 (m, 1H), 7.40 (m, 1H), 7.32 (m, 1H), 7.11 (m, 1H). 13 C NMR(CDCl 3 , 100MHz): δ (ppm) 143.44, 134.71, 130.57, 129.01, 128.13, 125.97, 125.29, 123.80, 123.61, 89.47. MS (EI): m / z (%) 171 (21), 342 (100)....

Embodiment 3

[0050] Preparation of compound 4

[0051] Under the protection of argon, add compound 3 (0.3g, 0.877mmol) and 1,4-dioxane (30mL) to a 50mL two-necked flask. After cooling for three times to remove oxygen, add dicobalt octacarbonyl (45mg, 0.13 mmol), heated to reflux, and reacted for 24 hours. The solvent was evaporated, the residue was dissolved in dichloromethane, and separated and purified by column chromatography (developing solvent: dichloromethane: petroleum ether=3:1) to obtain 0.22 g of white solid, with a yield of 73.3%.

[0052] MALDI-TOF mass[M + ]: Theoretical value: 1027.43, experimental value: 1026.9856.

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 heteroatom-containing organic microporous material as well as preparation and an application thereof. The structural general formula of the heteroatom-containing organic microporous material is as shown in the specification, wherein R is independently selected from one of hydrogen, a hydrophobic group, a hydrophilic group, a chiral group, an ester group, a cyano group, an amino group and a sulfhydryl group. The preparation method comprises the following steps: (1) synthesizing a dehydrobenzene derivative through Sonogashira reaction and Suzuki coupled reaction by taking m-bromoiodobenzene or 2-bromine-4-iodine-pyridine as an initial raw material, and then synthesizing a precursor through trimerization reaction catalyzed through cobalt octacarbonyl; (2) preparing the heteroatom-containing organic microporous material by carrying out Scholl reaction which takes ferric trichloride as an oxidizing agent on the obtained precursor. The heteroatom-containing organic microporous material disclosed by the invention can be used for preparing energy environment-friendly materials which store gases and absorb the hydrogen, carbon dioxide, methane and nitrogen oxides in the environment and has the advantages of good optical property, simple preparation method and excellent property.

Description

Technical field [0001] The invention belongs to the field of organic microporous materials, and particularly relates to a heteroatom-containing organic microporous material and its preparation and application. Background technique [0002] Classical microporous materials include zeolite, activated carbon, and Metal-Organic Frameworks (MOFs). Zeolite and activated carbon are microporous materials that have been studied earlier. Because of their rich pores, large specific surface area and surface acidity and alkalinity, they can be used as catalytic materials and adsorption and separation materials, and are widely used in petroleum processing, daily chemical industry and Environmental protection and other fields. But at the same time, they also have shortcomings such as relatively single synthesis conditions, poor controllability, and difficulty in special functionalization, so their application in other fields is limited. [0003] Metal-organic framework compounds were first repor...

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): C08G61/12B01J20/26
CPCY02C10/08Y02C20/40
Inventor 金武松张灯青李贤英张月李生志
Owner DONGHUA 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