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Organic conductive polymers and uses thereof

A polymer, selected technology, applied in organic chemistry, analysis of gas mixtures, circuits, etc., can solve the problems of reducing discrimination efficiency and accuracy, low selectivity, sensitivity and selectivity

Pending Publication Date: 2022-05-27
倪世明
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For other CPs, when the CP is charged, the organic backbone is relatively unstable in the presence of atmospheric moisture, which significantly reduces the lifetime of the fabricated sensor unit
Third, the low selectivity of CPs to many volatile organic compounds (VOCs) and some non-volatile organic compounds (non-VOCs) such as ammonia and hydrogen sulfide gas reduces their discrimination efficiency and accuracy, thus limiting their commercial potential
Furthermore, since organic sensing may be more favorable in the presence of organic-organic interactions, the lack of organic functional groups generally renders inorganic materials less sensitive and selective for organic analytes compared to CPs.

Method used

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  • Organic conductive polymers and uses thereof
  • Organic conductive polymers and uses thereof
  • Organic conductive polymers and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0183] Example 1 - Preparation of diketopyrrolopyrrole (DPP) acceptor building blocks

[0184]

[0185] The synthesis of the DPP receptor building block of P1 involves the following steps:

[0186] (a) Dissolve sodium (4.0 mol) in tert-amyl alcohol in a double-necked round-bottomed flask in nitrogen, one neck of the flask is connected to a condenser, and the other neck is blocked with a rubber diaphragm;

[0187] (b) Slowly adding diethylsuccinimide (0.5 moles) to the solution of step (a) using a syringe through a rubber septum;

[0188] (c) dissolving the cyano group-containing heteroaromatic compound 1 (X can be O, S or Se) (1.0 moles) in a small amount of tert-amyl alcohol, and injecting the reaction mixture with a syringe through a rubber septum within 30 minutes;

[0189] (d) reflux reaction for 24 hours;

[0190] (e) sequentially adding acetic acid and methanol to precipitate the product; and

[0191](f) Filtration and washing of the precipitate with water and me...

Embodiment 2

[0192] Example 2 - Preparation of compound 3 with functionalized pyrrole nitrogen

[0193] Functionalization of the pyrrole nitrogen of compound 3 involved the following steps:

[0194] (a) Compound 2 (1.0 mol) was dissolved in dry NMP in a round bottom flask;

[0195] (b) Sodium hydride (2.2 moles) was added to the solution and the reaction mixture was stirred at room temperature under nitrogen for 1 hour;

[0196] (c) R1-Br (3.0 moles) was slowly added to the solution and stirred at room temperature for 18 hours;

[0197] (d) Slowly quench the chemical reaction with room temperature deionized water;

[0198] (e) extracting the crude product with chloroform, washing sequentially with water, then brine, collecting the organic portion, and removing the solvent; and

[0199] (f) using unmodified silica gel (200-450 mesh) as the stationary phase and hexane:ethyl acetate=3:1 as the eluent, the crude product was further purified by flash column chromatography at room temperatu...

Embodiment 3

[0201] Example 3 - Preparation of compound 4 (bromination)

[0202]

[0203] The bromination of compound 3 includes the following steps:

[0204] (a) Compound 3 (1.0 mole) was dissolved in chloroform, and the solution was purged with nitrogen for 10 minutes;

[0205] (b) Bromine (2.1 moles) was slowly added to the reaction mixture using a dropping funnel at room temperature under nitrogen and the reaction mixture was stirred for 1 hour;

[0206] (c) adding room temperature sodium sulfite solution to quench the reaction mixture;

[0207] (d) the product is extracted with chloroform, washed with water, and the solvent removed; and

[0208] (e) Recrystallization in chloroform / methanol solution to obtain compound 4 with a yield of 88%.

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Abstract

The invention relates to a conductive polymer composition, a preparation method thereof and application of the conductive polymer composition in a sensing technology. The conductive polymer provided by the invention contains electron-deficient and electron-rich structural units, forms an alternating repeating unit, can be used as a sensor to detect, qualitatively or quantitatively analyze in fluid, and shows chemical resistance characteristics and stable performance at normal temperature and normal pressure. In one embodiment, the present invention provides compositions of conductive polymers useful in sensor applications and devices comprising the compositions or conductive polymers of the invention. In another embodiment, the present invention provides a method of detecting a target molecule using a composition, a conductive polymer, or a device of the present invention. The target molecules include, but are not limited to, volatile organic compounds (VOCs) that are capable of indicating an affected disease or stage of a disease, or indicating a health condition of a subject.

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS [0002] This application claims priority to US Provisional Patent Application No. 62 / 855,301, filed on May 31, 2019. The entire contents of all prior applications constitute a part of this application by reference. [0003] In this application, various publications are cited. The entire disclosures of these publications are hereby incorporated by reference into this application to more fully describe the state of the art to which this invention pertains. technical field [0004] The present invention generally relates to organic conducting polymers and their use in devices and methods for detecting molecules. Background technique [0005] Conductive polymers or conjugated polymers (CPs) are polymeric organic substances with extended π-electron conjugation within the polymer repeating units. Ordinary polymers, or "plastics" as they are commonly known, are generally electrical insulators in which electrons within an organic ma...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/50C07D519/00C07D487/04C08G61/12
CPCG01N33/0054G01N33/0049G01N33/004G01N33/0044G01N27/126Y02A50/20C08G61/123C09D165/00C08G2261/124C08G2261/1426C08G2261/1424C08G2261/312C08G2261/3221C08G2261/3223C08G2261/334C08G2261/414C08G2261/51C08G2261/59C08G2261/94C08G2261/792C08G2261/344C08G2261/364Y02B10/10C08G61/124C08G61/125C08G61/126G01N27/4071G01N27/4075C08G2261/3241C08G2261/516C08G2261/598
Inventor 倪世明
Owner 倪世明