Dopamine derivative, molecular imprinted polymer and preparation methods and application of dopamine derivative and molecular imprinted polymer

A technique of fluorescent molecular imprinting and dopamine, which is applied in the preparation of sulfonamides, chemical instruments and methods, and material excitation analysis, and can solve the problems of large sample loading, high detection limit, and low detection limit.

Inactive Publication Date: 2014-08-20
HUAZHONG UNIV OF SCI & TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The fluorescent molecularly imprinted polymer provided by the invention is applied to the monitoring of acid pollutants, with high throughput, low detection limit, and small sample volume, which solves the problem of high detection limit, large sample volume, and only one detection at a time in the prior art. sample question

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  • Dopamine derivative, molecular imprinted polymer and preparation methods and application of dopamine derivative and molecular imprinted polymer
  • Dopamine derivative, molecular imprinted polymer and preparation methods and application of dopamine derivative and molecular imprinted polymer
  • Dopamine derivative, molecular imprinted polymer and preparation methods and application of dopamine derivative and molecular imprinted polymer

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preparation example Construction

[0053] The dopamine derivative provided by the invention, its preparation method comprises the following steps:

[0054] (a) Mix the fluorescent chromogenic agent precursor solution and the dopamine aqueous solution according to the molar ratio of the fluorescent chromogenic agent precursor to the dopamine precursor 1:2 to 2:1; the preferred fluorescent chromogenic agent precursor solution has a concentration of 5g / L to 10g / L dansyl chloride acetone solution, dansyl fluoride acetone solution; the preferred concentration of the dopamine aqueous solution is 20g / L to 40g / L.

[0055] (b) Add alkaline buffer solution to the mixed solution prepared in step (a), adjust the final pH value of the mixed solution between 9.0 and 10.0, and seal and avoid light at 50 to 80 degrees Celsius to make the mixed solution undergo sulfonation reaction to obtain the crude product of the dopamine derivative; the preferred alkaline buffer is a borax buffer with a pH value between 9 and 12.

[0056]...

Embodiment 1

[0070] A kind of dopamine derivative, is characterized in that, has the structure of formula (I):

[0071]

[0072] Wherein, R is N,N-dimethyl-1-naphthylamino, that is, the dopamine derivative is dansyl dopamine, and its molecular formula is C 20 h 22 N 2 SO 4 , the excitation wavelength is 340nm, and the emission wavelength is 514nm. The measurement result of its proton nuclear magnetic resonance spectrum shows that described dopamine derivative has following characteristic peak: 1 H NMR (400MHz): 8.51(d, J=8.6Hz, 1H), 8.19(d, J=5.8Hz, 1H), 8.14(d, J=7.2Hz, 1H), 7.53(t, J=8.0Hz ,1H),7.53(t,J=8.0Hz,1H),7.21(d,J=7.6Hz,1H),6.57(d,J=8.0Hz,1H),6.48(brs),6.29(br d, J=8.0Hz, 1H), 5.73(t, J=5.8Hz, 1H), 2.98(dt, J=5.8, 7.1Hz, 2H), 2.83(s, 6H), 2.44(t, J=7.1Hz, 2H). The liquid chromatography-mass spectrometry ESI detection of the dopamine derivative shows that its mass-to-charge ratio is 387.2 (molecular ion peak (M+H)+), and its molecular weight is 386. Dansyl dopamine has ...

Embodiment 2

[0075] A kind of dopamine derivative, is characterized in that, has the structure of formula (I):

[0076]

[0077] Wherein, R is a carbazole group, that is, the dopamine derivative is carbazolesulfonyl dopamine, and its molecular formula is C 20 h 18 N 2 SO 4 , has the structure of formula (III):

[0078]

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Abstract

The invention discloses a dopamine derivative, a molecular imprinted polymer and preparation methods and application thereof. The dopamine derivative comprises dansyl dopamine, carbazole sulfonyl dopamine and the like. The dopamine derivative is synthesized from a fluorescent color former precursor and dopamine through sulfonation reaction. The fluorescent molecular imprinted polymer is prepared by using the fluorescent dopamine derivative, integrates specific sample pretreatment and fluorescence detection and is linked with an ELISA (Enzyme-Linked Immuno Sorbent Assay) plate, so as to form a fluorescent sensor, and series acidic organic pollutants, including bisphenol A and 2,4-dichlorophenoxyacetic acid, in an environmental water sample are directly assayed according to the change of fluorescence quenching values before / after sample application.

Description

technical field [0001] The invention belongs to the technical field of molecular imprinting, and more specifically relates to a preparation method and application of a dopamine derivative and a molecular imprinting polymer. Background technique [0002] Molecular imprinting technology uses the target molecule to be separated as a template molecule, polymerizes it with a cross-linking agent in a polymer monomer solution to prepare a monomer-template complex, and then removes the template molecule by physical or chemical means to obtain " Molecularly imprinted polymers (MIPs) that have the spatial structure of target molecules. Molecular imprinting technology is a new technology for preparing polymers with selective recognition ability for target compounds. It has the advantages of predictability, selectivity, stability, etc. It is used in chromatographic separation, solid phase extraction, catalysis, drug controlled release, and detection of environmental residue Pollutants ...

Claims

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Application Information

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IPC IPC(8): C07C311/40C07D209/86C07C303/38C09K11/06C08J9/26G01N21/64
Inventor 吕斌夏胡伍雅婷石云刘燕婕
Owner HUAZHONG UNIV OF SCI & TECH
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