CN106928434B - A kind of method and its application by adulterating tartrate ion synthesis of chiral conducting polymer - Google Patents
A kind of method and its application by adulterating tartrate ion synthesis of chiral conducting polymer Download PDFInfo
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Abstract
The method and its application that the present invention relates to a kind of by adulterating tartrate ion synthesis of chiral conducting polymer, comprising the following steps: the polymer film, peroxidating composite membrane of polymer, electrochemical process that electropolymerization adulterates tartrate ion identify Tryptophan enantiomer.The beneficial effects of the present invention are: method is simple for preparation doping tartrate ion polymer, preparation process is environment friendly and pollution-free, and the peroxidating composite membrane of polymer modified electrode can efficiently identify Tryptophan enantiomer.
Description
Technical field
The method and its application that the present invention relates to a kind of by adulterating tartrate ion synthesis of chiral conducting polymer, belong to
In electrochemical analysis and field of biotechnology.
Background technique
Due to the emergence of chiral engineering, so developing the economy, being quick, sensitive and real-time chiral Recognition technology seems very
It is necessary.It is raw to can be applied to process detection, process control and clinical diagnosis etc. for the chiral sensor development trend important as one
It generates in living, causes the extensive concern of people.
Conducting polymer is also known as conducting polymer, refers to through means such as doping, can make conductivity in semiconductor and lead
Polymer within the scope of body.It is often referred to intrinsic conducting polymer, contains alternate singly-bound and double bond on this kind of main polymer chains,
So as to form big conjugated π system.A possibility that flowing of pi-electron produces conduction.The not conduction Jing Guo doping treatment
Polymer conductivity is very low, belongs to insulator.Conducting polymer materials not only have the items of metal and inorganic semiconductor special
Property, also there is electrochemical redox activity.Common conductive polymer electrodes material has: polyaniline, polypyrrole, polythiophene
Deng.
As the chiral conducting high polymers object for having started chiral macromolecular uncharted field, scientific researcher is produced
Great attraction.The advantages of chiral conducting high polymers object is: electric conductivity is good；In solution, it is good that it can be embodied
The ability that changes of receiving pH value；In solution, there is outstanding oxidation-reduction quality；Good chiral selectivity；It is excellent
Molecule distinguishability.These abilities make it in the future in electrochemical switch, chiral chromatogram, chiral chemistry sensor, film layer analysis
The fields such as technology and Surface Modified Electrodes obtain broad development.When chiral to having as chiral matrix or chiral electrode material
Electrically conductive organic polymer polymer carries out in use, there are the latter unique mechanics, electricity and electrochemical properties can use
It is represented in journey.Using the characteristic that can be adsorbed by polymer backbone functional group, the intracorporal film of particle, animals and plants and nanometer
Fiber etc. can make with them, using these functions, can open up on identification, the purification of specific molecular are carried out wider
Wealthy space.
Tartaric acid is a kind of chiral organic acid, there are two identical asymmetric carbon atom in molecule, there are three kinds of isomers,
Respectively L- (+)-tartaric acid, D- (-)-tartaric acid and meso-tartaric acid, wherein L- (+)-tartaric acid and D- (-)-tartaric acid
It is the stereoisomer of mapping, and meso-tartaric acid does not have optical activity then.Tartaric acid is the by-product of brewing industry, often
For in food industry, especially plus in the beverage.It is extremely cheap due to tartaric acid in chiral Recognition, actually answer
It can often abandon recycling in.
The present invention selects monomer molecule to be doped processing as host material, and chiral anion is doped to monomer molecule
Polymerization reaction in.Experiment polymerize monomer molecule in D- (-)-aqueous tartaric acid solution by electrochemical means, is formed
The composite membrane of polymer material of tartrate ion doping, and it is applied to electrochemical recognition Tryptophan enantiomer.
Summary of the invention
It is an object of the invention to which chiral anion to be doped in the polymerization reaction of monomer molecule, synthesis of chiral conduction is poly-
It closes object and is applied to the research of electrochemistry chiral Recognition.
A kind of method and its application by adulterating tartrate ion synthesis of chiral conducting polymer of the present invention, packet
Include following steps:
A, the polymer film of electropolymerization doping tartrate ion: monomer molecule is dissolved in D- (-)-tartaric acid solution
It is uniformly mixed and is configured to monomer mixed solution, experiment uses three-electrode system, and glass-carbon electrode (diameter 3mm) is working electrode, platinized platinum
Electrode is to electrode, and saturated calomel electrode (SCE) is reference electrode, is dipped in mixed liquor, applies corresponding electric current and carries out perseverance
Electric current polymerization, obtains the polymer film modified electrode of doping tartrate ion.
B, peroxidating composite membrane of polymer: experiment uses three-electrode system, and composite membrane of polymer modified electrode is work electricity
Pole, platinum plate electrode are to electrode, and saturated calomel electrode (SCE) is reference electrode, is dipped in phosphate buffer solution, is carried out
Cyclic voltammetry scan obtains the composite membrane of polymer modified electrode of peroxidating.
C, electrochemical process identifies Tryptophan enantiomer: experiment uses three-electrode system, the modification of peroxidating composite membrane of polymer
Electrode is working electrode, and platinum plate electrode is to electrode, and saturated calomel electrode (SCE) is reference electrode, it is immersed to preparation respectively
L-/D- tryptophan solution in, after standing carry out differential pulse scanning.
Further, D- (-)-tartaric acid concentration is 0.01~0.5M in mixed liquor in step a, and the concentration of monomer is 0.05
~2.0M carries out Galvanostatic polymerization, and application electric current is 0.3mA, and the electropolymerization time is 10~600s.
Further, the concentration of phosphate buffer solution is 0.1M in step b, and pH is 7.0~8.0.
Further, the concentration of L-/D- tryptophan solution is 0.1~10mM in step c, and time of repose is 2~180s.
The beneficial effects of the present invention are: method is simple for preparation doping tartrate ion polymer, preparation process
It is environment friendly and pollution-free, and the peroxidating composite membrane of polymer modified electrode can efficiently identify Tryptophan enantiomer.
Detailed description of the invention
This experiment is further illustrated with reference to the accompanying drawing.
Fig. 1 is the scanning electron microscope (SEM) photograph of the doping tartrate ion polypyrrole film of galvanostatic method polymerization in embodiment one.
Fig. 2 is the complex film modified electrode tryptophan enantiomer of overoxidised polypyrrole of galvanostatic method polymerization in embodiment one
Recognition effect figure.
Fig. 3 is the complex film modified electrode tryptophan mapping of overoxidised polypyrrole of cyclic voltammetry polymerization in comparative example one
The recognition effect figure of body.
Fig. 4 is D- (-)-tartaric acid modified electrode tryptophan enantiomer recognition effect figure in comparative example two.
Specific embodiment
Presently in connection with specific embodiment, the invention will be further described, following embodiment be intended to illustrate invention rather than
Limitation of the invention further.
Peroxidating composite membrane of polymer modified electrode tryptophan enantiomer of the present invention is identified as follows:
RL/D=IL/ID
Δ E=ED-EL
In formula, RL/DIndicate that Tryptophan enantiomer peak current ratio, Δ E indicate Tryptophan enantiomer peak voltage difference, ILWith
IDRespectively indicate L-Trp and D-trp peak point current, ELAnd EDRespectively indicate L-Trp and D-trp peak voltage value.
Embodiment one:
The composite polypyrrole film modified electrode of galvanostatic method preparation doping tartrate ion including the following steps:
(1) 0.15M pyrrole monomer the uniformly mixed monomer that is configured to is dissolved in 0.045M D- (-)-tartaric acid solution to mix
Liquid is closed, experiment uses three-electrode system, and glass-carbon electrode (diameter 3mm) is working electrode, and platinum plate electrode is to be saturated calomel to electrode
Electrode (SCE) is reference electrode, is dipped in mixed liquor and carries out Galvanostatic polymerization, and application electric current is 0.3mA, electropolymerization time
For 60s, the polypyrrole film modified electrode of doping tartrate ion is obtained.
(2) experiment uses three-electrode system, and composite polypyrrole film modified electrode is working electrode, and platinum plate electrode is to electricity
Pole, saturated calomel electrode (SCE) are reference electrode, are dipped in 0.1M pH=7.0 phosphate buffer solution, in 0~1.2V
(vs.SCE) within the scope of electrochemical window, cyclic voltammetric 40 is swept with the speed of 0.1V/s and is enclosed, the polypyrrole for obtaining peroxidating is multiple
Close film modified electrode.
(3) experiment uses three-electrode system, and the complex film modified electrode of overoxidised polypyrrole is working electrode, and platinum plate electrode is
To electrode, saturated calomel electrode (SCE) is reference electrode, it is immersed respectively in the 1.0mM L-/D- tryptophan solution of preparation,
Differential pulse scanning is carried out after standing 90s, the recognition effect figure of Tryptophan enantiomer is shown in Fig. 2.As can be seen from the figure constant current
The complex film modified electrode of overoxidised polypyrrole of method preparation has preferable recognition effect, I to L-TrpL/IDIt is 3.36.
Comparative example one:
The composite polypyrrole film modified electrode of cyclic voltammetry preparation doping tartrate ion including the following steps:
(1) 0.15M pyrrole monomer the uniformly mixed monomer that is configured to is dissolved in 0.045M D- (-)-tartaric acid solution to mix
Liquid is closed, experiment uses three-electrode system, and glass-carbon electrode (diameter 3mm) is working electrode, and platinum plate electrode is to be saturated calomel to electrode
Electrode (SCE) is reference electrode, is dipped in mixed liquor, within the scope of the electrochemical window of -0.6~0.8V (vs.SCE),
Cyclic voltammetric 5 is swept with the speed of 0.1V/s to enclose, and obtains the polypyrrole film modified electrode of doping tartrate ion.
(2) experiment uses three-electrode system, and composite polypyrrole film modified electrode is working electrode, and platinum plate electrode is to electricity
Pole, saturated calomel electrode (SCE) are reference electrode, are dipped in 0.1M pH=7.0 phosphate buffer solution, in 0~1.2V
(vs.SCE) within the scope of electrochemical window, cyclic voltammetric 40 is swept with the speed of 0.1V/s and is enclosed, the polypyrrole for obtaining peroxidating is multiple
Close film modified electrode.
(3) experiment uses three-electrode system, and the complex film modified electrode of overoxidised polypyrrole is working electrode, and platinum plate electrode is
To electrode, saturated calomel electrode (SCE) is reference electrode, it is immersed respectively in the 1.0mM L-/D- tryptophan solution of preparation,
Differential pulse scanning is carried out after standing 90s, the recognition effect figure of Tryptophan enantiomer is shown in Fig. 3, IL/IDIt is 2.14.
Comparative example two:
Potentiostatic method prepares D- (-)-tartaric acid modified electrode including the following steps:
(1) experiment uses three-electrode system, and glass-carbon electrode (diameter 3mm) is working electrode, and platinum plate electrode is to satisfy to electrode
It is reference electrode with calomel electrode (SCE), is dipped in 0.045M D- (-)-tartaric acid solution of preparation, using constant potential
D- (-)-tartaric acid modified electrode is prepared in method, the potential deposition 600s of application+1.0V.
(2) D- (-)-tartaric acid modified electrode prepared is used for the identification of Tryptophan enantiomer, which is distinguished
It immerses in the 1.0mM L-/D- tryptophan solution prepared, as shown in figure 4, IL/IDIt is 1.43.
Chiral anion is doped in the polymerization reaction of monomer molecule by the present invention by electrochemical means, has synthesized chirality
Conducting polymer and the research for being applied to electrochemistry chiral Recognition.The result shows that the peroxidating polymerization of galvanostatic method preparation
The complex film modified electrode of object has high recognition efficiency to L-Trp, and than the modified electrode or single wine of cyclic voltammetry preparation
Stone acid modified electrode possesses more excellent recognition effect.
Claims (4)
1. a kind of synthetic method for the chiral conducting polymer that can be used for electrochemical process identification Tryptophan enantiomer, feature exist
In: steps are as follows:
A, the polymer film of electropolymerization doping tartrate ion: monomer molecule is dissolved in D- (-)-tartaric acid solution and is mixed
It is uniformly configured to monomer mixed solution, experiment uses three-electrode system, and the glass-carbon electrode of diameter 3mm is working electrode, platinum plate electrode
For to electrode, saturated calomel electrode is reference electrode, is dipped in mixed liquor, applies corresponding electric current and carries out Galvanostatic polymerization,
Obtain the polymer film modified electrode of doping tartrate ion；
B, peroxidating polymer film: experiment uses three-electrode system, and polymer film modified electrode is working electrode, and platinum plate electrode is
To electrode, saturated calomel electrode is reference electrode, is dipped in phosphate buffer solution, carries out cyclic voltammetry scan, obtains
Peroxidating polymer film modified electrode；
C, electrochemical process identifies Tryptophan enantiomer: experiment uses three-electrode system, and peroxidating polymer film modified electrode is work
Make electrode, platinum plate electrode is to electrode, and saturated calomel electrode is reference electrode, it is immersed to the L-/D- tryptophan of preparation respectively
In solution, differential pulse scanning is carried out after standing.
2. a kind of conjunction for the chiral conducting polymer that can be used for electrochemical process identification Tryptophan enantiomer according to claim 1
At method, it is characterized in that: D- (-)-tartaric acid concentration is 0.01~0.5M, the concentration of monomer in mixed liquor in the step a
For 0.05~2.0M, when carrying out Galvanostatic polymerization, application electric current is 0.3mA, and the electropolymerization time is 10~600s.
3. a kind of conjunction for the chiral conducting polymer that can be used for electrochemical process identification Tryptophan enantiomer according to claim 1
At method, it is characterized in that: the polymer film modified electrode immersion phosphate-buffered for adulterating tartrate ion in the step b is molten
The concentration of liquid is 0.1M, and pH is 7.0~8.0, carries out cyclic voltammetry scan.
4. a kind of conjunction for the chiral conducting polymer that can be used for electrochemical process identification Tryptophan enantiomer according to claim 1
At method, it is characterized in that: peroxidating polymer film modified electrode immerses the dense of L-/D- tryptophan solution respectively in the step c
Degree is 0.1~10mM, and time of repose is 2~180s.
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| CN102876037B (en) * | 2012-09-25 | 2014-12-31 | 中南大学 | Method for preparing metal/polyaniline/plastic composite film through electrochemical in-situ polymerization |
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