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Azulene-based modified polystyrene compound and application thereof

A polystyrene and compound technology, applied in the direction of analysis by chemical reaction of materials, organic chemistry, material analysis by observing the influence of chemical indicators, etc., can solve the lack of regular understanding, synthesis and molecular design difficulties , less organic optoelectronic materials, etc., to achieve significant aromaticity, good reversible responsiveness, and the effect of facilitating purification

Inactive Publication Date: 2019-06-04
NANJING UNIV OF INFORMATION SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, limited by the difficulties in its synthesis and molecular design, azulene-based organic optoelectronic materials are still relatively few, and there is a lack of regular understanding

Method used

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  • Azulene-based modified polystyrene compound and application thereof
  • Azulene-based modified polystyrene compound and application thereof
  • Azulene-based modified polystyrene compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Weigh 0.25g of 2-iodoazulene (1.00mmol), put it into a 50mL round bottom flask together with 30ml of tetrahydrofuran and 5ml of water, then add 0.36g of (1,2,2-triphenyl Vinyl) boronic acid (1.20mmol), 0.39g cesium carbonate (1.20mmol) and 0.06g catalyst tetrakis (triphenylphosphine) palladium (0.05mmol), degassed for 0.5 hours and heated to reflux under argon protection, slowly stirred the reaction In 24 hours, the molar ratio of 2-iodoazulene, (1,2,2-tristyryl)boronic acid, and cesium carbonate was 10:12:12. After the reaction was completed, it was cooled to room temperature, the mixture was extracted three times with 50 ml of chloroform, and the organic phases were combined. Then washed with brine, anhydrous Na 2 SO 4 Dry and filter. After removing the solvent using a rotary evaporator, using a mixture of hexane and dichloromethane at a volume ratio of 2:1 as the eluent, 0.33 g of a dark blue solid was obtained by silica gel column chromatography, which was 2-(1,2...

Embodiment 2

[0038] Similar to Example 1, except that (1,2,2-tristyryl)boronic acid is replaced by 4-(1,2,2-tristyryl)phenylboronic acid. Weigh 0.25g of 2-iodoazulene (1.00mmol), put it into a 50mL round bottom flask together with 30ml of tetrahydrofuran and 5ml of water, and then add 0.45g of 4-(1,2,2-triphenylethylene ) Phenylboronic acid (1.20mmol), 0.39g cesium carbonate (1.20mmol) and 0.06g catalyst tetrakis (triphenylphosphine) palladium (0.05mmol), degassed for 0.5 hour and heated to reflux under argon protection, slowly stirred the reaction In 24 hours, the molar ratio of 2-iodoazulene, 4-(1,2,2-triphenylethylene)phenylboronic acid, and cesium carbonate was 10:12:12. After the reaction was completed, it was cooled to room temperature, the mixture was extracted three times with 50 ml of chloroform, and the organic phases were combined. Then washed with brine, anhydrous Na 2 SO 4 Dry and filter. After using a rotary evaporator to remove the solvent, a mixture of hexane and methyl...

Embodiment 3

[0042] Weigh 0.34g of 1,1-dibromo-2,2-diphenylethylene (1.00mmol), put it into a 50mL round bottom flask together with 50ml of tetrahydrofuran and 5ml of water, and then add 0.51g of 2-(2-Azulenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (Azu-Bpin) (2.20mmol), 0.98g cesium carbonate (3.00 mmol) and 0.12g catalyst tetrakis(triphenylphosphine) palladium (0.10mmol), heated to reflux under the protection of argon, and stirred slowly for 48 hours, 1,1-dibromo-2,2-diphenylethylene, 2 The molar ratio of -(2-azulene)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (Azu-Bpin) and cesium carbonate is 5:11 :15. When the reaction is over, cool to room temperature, the mixture is extracted three times with 50ml chloroform, the organic phases are combined, then washed with brine, anhydrous Na 2 SO 4 Dry and filter. After the solvent was removed by a rotary evaporator, 0.34 g of a green solid was separated by silica gel column chromatography with chloroform as an eluent, and the yield was 78%. ...

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PUM

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Abstract

The invention discloses an azulene-based modified polystyrene compound and application of the azulene-based modified polystyrene compound in visual detection of a weak acid and weak base. The polystyrene compound disclosed by the invention is low in cost and high in yield, the crystallinity is good, the purification is facilitated, and the structure is proved by 1H NMR. The polystyrene compound disclosed by the invention is measured by ultraviolet spectrum, in a visible light area (380-700 nm), the light absorption intensity shows a regular increase with a certain concentration gradient in a weak acid solution, namely an obvious color change phenomenon, after an alkali is added to neutralize, the absorbance is reduced, the color is reduced, acid-base cyclic titration is performed, and thegood reversible responsiveness can be shown. According to the invention, a reliable technical support is provided for rapid, cheap, visual detection of the weak acid and weak base.

Description

technical field [0001] The invention relates to the technical field of polystyrene compounds, in particular to an azulene-modified polystyrene compound and its application in rapid visual detection. Background technique [0002] Rapid visual detection technology is an emerging rapid detection technology in recent years, which uses sensor recognition to achieve qualitative / semi-quantitative analysis of targets. Rapid visual detection technology can quickly judge the analysis results through visual signals such as color, fluorescence and phase change generated during the target recognition process. It has the advantages of simplicity, sensitivity, strong specificity, no need for large instruments, and low cost. Fields such as safety, on-site rapid monitoring of environmental pollutants, and real-time biological diagnosis have received high attention. The process of rapid visual detection technology generally includes three steps: identification, indication and processing. Ac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/52G01N21/33G01N21/80
Inventor 范雨亭赵佳佳陶涛方昊黄琼
Owner NANJING UNIV OF INFORMATION SCI & TECH
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