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Polycarboxyl fluorescent conjugated polyelectrolyte, preparation method and application

A conjugated polyelectrolyte, polyelectrolyte technology, applied in the fields of chemistry, materials and biochemical sensing, can solve the problems of poor water solubility, instability, low fluorescence quantum yield, etc., to achieve improved water solubility, enhanced fluorescence stability, high selective effect

Inactive Publication Date: 2010-09-08
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, fluorescent conjugated polyelectrolytes with bioaffinity groups such as carboxyl groups, especially polyphenylene acetylene polymers (PPE), have longer rigid hydrophobic skeletons and weak ionization properties of carboxyl groups. However, the water solubility is poor, the fluorescence quantum yield is low and unstable, which greatly limits its research and application in the field of biochemical sensing.

Method used

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  • Polycarboxyl fluorescent conjugated polyelectrolyte, preparation method and application
  • Polycarboxyl fluorescent conjugated polyelectrolyte, preparation method and application
  • Polycarboxyl fluorescent conjugated polyelectrolyte, preparation method and application

Examples

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Effect test

Embodiment 1

[0024] Embodiment 1 Preparation of a polycarboxyl fluorescent conjugated polyelectrolyte (taking k=1 as an example)

[0025] 1) Grind 22.4g of potassium hydroxide into powder and dissolve it in 170mL of dimethyl sulfoxide, quickly add 8.8g of hydroquinone under anaerobic conditions; after stirring evenly, slowly add ethyl 4-bromobutyrate dropwise 46mL; the reaction mixture was stirred at room temperature for 3 days; after the reaction was completed, 1L of ice water was added and stirred rapidly, and a white solid was precipitated; after filtering, it was rinsed with a large amount of distilled water, and dried in vacuum to obtain 1,4-di(4-oxobutanoic acid ethyl ester ) Benzene, see compound (1) in the synthetic route. 1 H-NMR (CDCl 3 ,δ ppm ): 1.25(t, 6H), 2.08(quintet, 4H), 2.50(t, 4H), 3.95(t, 4H), 4.13(q, 4H), 6.80(s, 4H); ESI-TOF 361.3, [ M+Na]; FTIR (KBr, cm -1 ): 2980, 1729, 1510, 1472, 1420, 1378, 1358, 1273, 1226, 1181, 1117, 1098, 1061, 1037, 918, 881, 859, 837, 8...

Embodiment 2

[0033] Example 2 A polycarboxyl fluorescent conjugated polyelectrolyte (taking k=1 as an example) is used for the highly sensitive detection of copper ions

[0034] 1) Use phosphate buffer solution (10mM, pH 7.4) to prepare the polycarboxy fluorescent conjugated polyelectrolyte to a concentration of 5×10 -6 Dilute solution of M;

[0035] 2) Add copper ion standard solutions of different concentrations into the aforementioned dilute solution of polycarboxyl fluorescent conjugated polyelectrolyte, measure its fluorescence emission spectrum, and draw a standard curve according to the change of fluorescence intensity. In the concentration range of 0-3μM, the degree of fluorescence quenching of polycarboxy fluorescent conjugated polyelectrolytes has a linear relationship with the concentration of copper ions (see figure 1 ), and most other metal ions have no significant interference (see figure 2 ).

[0036] 3) Dilute the copper ions to be tested to 0~3×10 -6 The solution of M...

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Abstract

The invention discloses fluorescent conjugated polyelectrolyte with a plurality of carboxyl functional groups, and a preparation method. Polyphenylene ethynylene is used as a conjugated backbone; each repeating unit comprises fours carboxyl functional groups, and a plurality of carboxyl functional groups carried on the side chain thereof are easily coupled with biological molecules; and the polyelectrolyte has good biological compatibility, and is suitable for various biochemistry analysis experiments. The polycarboxyl fluorescent conjugated polyelectrolyte has the advantages of simple operation method, high water solubility and stable fluorescent characteristic. Compared with the other polyphenylene ethynylene polyelectrolyte, the polycarboxyl fluorescent conjugated polyelectrolyte solves the problem of poor solubility of the polymer, also has the advantages of good fluorescent characteristic, high biocompatibility and the like, is a fluorescent sensing material with high comprehensive performance, can be used for high-sensitivity detection of copper ions, and has high selectivity compared with the other materials. The polycarboxyl fluorescent conjugated polyelectrolyte has a structural formula shown in the specification.

Description

technical field [0001] The invention belongs to the technical fields of chemistry, material and biochemical sensing, and in particular relates to a fluorescent conjugated polyelectrolyte sensing material with multiple carboxyl functional groups, a preparation method and application thereof. Background technique [0002] In recent years, fluorescent conjugated polymers (Fluorescent Conjugated Polymers, FCPs) have gained more and more widespread application in the fields of highly sensitive biological and chemical sensing by virtue of a series of very unique and superior optical, electrical, magnetic and other properties. Research and Application. Compared with traditional organic fluorescent dyes, fluorescent conjugated polymers due to their unique π-π * The conjugated molecular wire structure allows electrons or excitons to move freely and quickly throughout the polymer backbone. Thus, one quencher molecule can cause the fluorescence superquenching of the entire polymer ch...

Claims

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Application Information

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IPC IPC(8): C08G61/02C09K11/06G01N21/64
Inventor 张涛范宏亮金钦汉
Owner ZHEJIANG UNIV
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