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Chemical sensors based on carbon NANO tubes functionalised by conjugated polymers for analysis in aqueous medium

A technology of conjugated polymers and carbon nanotubes, applied in the fields of micro chemical sensors, selective quantification, and aqueous solution analysis, can solve the problem that chemical sensors cannot fully meet the requirements of reliability, rapidity, selectivity, sensitivity, and portability And other issues

Inactive Publication Date: 2020-01-14
巴黎综合理工大学 +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0028] At present, none of the existing chemical sensors can fully meet the previously established standards of reliability, rapidity, selectivity, sensitivity, and portability.

Method used

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  • Chemical sensors based on carbon NANO tubes functionalised by conjugated polymers for analysis in aqueous medium
  • Chemical sensors based on carbon NANO tubes functionalised by conjugated polymers for analysis in aqueous medium
  • Chemical sensors based on carbon NANO tubes functionalised by conjugated polymers for analysis in aqueous medium

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0170] Example 1: Synthesis of Polymers of Formula 8 for Detection and / or Quantification of Hypochlorite Ions

[0171] The compound of formula 1 in the reaction scheme below was synthesized as described in Photochemical and Photobiological Sciences, 2013, 12, 284-297. The compound of formula 2 was synthesized as described in Journal of Chemical Sciences, 2015, 127, 383-394.

[0172]

[0173] The compound of formula 7 was synthesized from compound 2 as follows. Compound 2 (850mg; 0.15mmol), 2,2'-(9,9-dihexyl-9H-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane) (500g ; 0.85mmol) and catalyst Pd (PPh 3 ) 4 (50 mg; 0.04 mmol) was dissolved in 30 mL of degassed toluene. 6 mL of aqueous potassium carbonate solution (590 mg; 4.27 mmol) was added. The reaction medium is heated to reflux for 3 days under an inert atmosphere. 9 μL (0.085 mmol) of bromobenzene was added to remove the terminal boroaryl ester functional group; after stirring for 6 hours, 10 mg (0.085 mmol) of phenylboron...

Embodiment 2

[0178] Embodiment 2: synthesis is used for detecting and / or the polymkeric substance of the formula 9 of quantitative chloride ion

[0179] Compound 3 in the reaction scheme below was synthesized as described in Macromolecules, 2005, 38, 745-751: Aniline was added to a mixture of 2,7-dibromo-9-fluorenone and aniline hydrochloride in an argon atmosphere. The reaction medium is heated to 150° C. for 6 hours and then cooled to ambient temperature. The reaction medium is poured into water and extracted with ethyl acetate. Compound 3 was obtained after recrystallization in hexane.

[0180] Compound 4 in the reaction scheme below was synthesized as follows. In an argon atmosphere, 0.22 mL (1.9 mmol) of phenylisocyanate was added dropwise to a solution of 400 mg (0.8 mmol) of compound 3 in 10 mL of dichloromethane. The reaction mixture was stirred at ambient temperature for 4 hours, then 20 mL of ether was added. Compound 4 (410 mg, 69% yield) was obtained as a gray solid after f...

Embodiment 3

[0185] Example 3: Synthesis for joint detection and / or quantification of Ca 2+ and Mg 2+ Ionic polymer of formula 10

[0186] Compound 5 in the Reaction Scheme below was synthesized from Compound 3 in the Reaction Scheme below as follows. 124 mg (0.9 mmol) potassium carbonate and 15 mg (0.09 mmol) potassium iodide were added to a solution containing 500 mg (1 mmol) of compound 3 in THF at ambient temperature. Then 1.38 g (9 mmol) methyl bromoacetate were added slowly. The reaction medium is stirred at 100° C. for 18 hours and then poured into water. The precipitate was filtered and dried. 596 mg (0.75 mmol) of the compound were obtained in the form of a pale orange solid.

[0187] 1 H NMR (300MHz, CDCl 3 ):δ7.54-7.51(d,2H),7.44-7.41(d,4H),6.98-6.96(d,4H),6.47-6.44(t,4H),4.10(s,4H),3.74(s ,12H).

[0188]

[0189] Compound 6 of the above reaction scheme was synthesized as follows. 2 ml (5 mmol) of aqueous sodium hydroxide solution was slowly added to a solution of 4...

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Abstract

The present invention relates to conjugated polymers supporting chemical probes and the use thereof for the preparation of chemical sensors based on carbon nano tubes allowing the selective detectionof analytes in the water.

Description

technical field [0001] The present invention relates to the detection, identification and selective quantification of ionic chemical species (species) in fluids, typically aqueous phases. More specifically, the present invention relates to a miniature chemical sensor designed for the analysis of aqueous solutions. The sensor comprises carbon nanotubes functionalized on their surface with conjugated polymers bearing appropriate chemical groups and enabling such detection, identification and quantification. The preparation and use of the sensor are described. Background technique [0002] In recent years, the demand for reliable methods for detecting chemical species and measuring their concentrations has increased considerably, especially due to increasingly stringent standards in the fields of environment, food, industrial and home safety or medical diagnostics. [0003] For monitoring water quality, the detection and analysis of ionic species in liquid media is of particu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/14C07C275/28C07C211/45C07D209/82B82Y30/00G01N27/12
CPCC07D401/14B82Y30/00C07C275/28C07C211/45C07D209/82G01N27/127B82Y15/00C01B32/174C08G61/124C08G2261/12C08G2261/1412C08G2261/143C08G2261/148C08G2261/3142C08G2261/3241
Inventor 加伊尔·祖基伯雷盖雷·勒邦塔尔卢瓦克·卢瓦泽尔萨西库马尔·拉马钱德兰阿尔弗雷多·弗洛里斯·古铁雷斯王忻扬马勒舍姆·戈东马拉劳伦斯·博德洛
Owner 巴黎综合理工大学
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