CN108398468A - A kind of preparation method based on covalent organic framework material decorating carbon paste electrode - Google Patents
A kind of preparation method based on covalent organic framework material decorating carbon paste electrode Download PDFInfo
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Abstract
A kind of preparation method based on covalent organic framework material decorating carbon paste electrode, is related to electrochemical sensor technology field, by 1,3,5 three (4 aminophenyl benzene) and 2,5 dimethoxy terephthalaldehydes are dissolved in solvent, it is reacted under acetic acid catalysis, obtains TAPB DMTP COF；Paraffin oil will be blended into after TAPB DMTP COF and graphite powder mixed grinding again, obtains mixture；Mixture is pressed into polyfluortetraethylene pipe, conducting wire is inserted into, is made and is based on covalent organic framework material decorating carbon paste electrode.The present invention constructs a kind of electrochemical sensor for detecting lead, by by TAPB DMTP COF decorating carbon paste electrodes, improving the current-responsive to lead.
Description
Technical field
The present invention relates to electrochemical sensor technology fields, the more particularly to system of TAPB-DMTP-COF decorating carbon paste electrodes
Preparation Method is used in combination the modified electrode to detect lead using Differential Pulse Stripping Voltammetry.
Background technology
Lead is the heavy metal species done great harm to human body, widely distributed in air, water body, soil, organism, can be with
It is accumulated in human body by food chain, to influence the health of the mankind.Since metallic lead has not degradable and high neurotoxicity
The characteristics of, it is exposed in the lead of high concentration for a long time, nervous system injury, cerebral injury, anaemia, reproductive system obstacle, kidney can be caused
Failure etc..Very important, lead can make children mental retardation, influence the healthy growth of children.Therefore, exploitation it is a kind of quickly,
Sensitive analysis method, which is used for quantitatively detection lead, to have great importance.
Currently, some analysis methods such as atomic absorption spectrography (AAS), atomic emission spectrometry, inductively coupled plasma light
Spectrometry and gas chromatography etc. are used for detecting the content of lead, although these methods have a high sensitivity, good selective,
These methods take there are cumbersome preprocessor, it is of high cost the shortcomings of, compared to the above, electrochemical techniques have
It prepares simply, it is at low cost, quickly the advantages that detection, have been reported for the detections of various chemistry and biological species.
Covalent organic framework material is the porous material of crystalline form formed by Covalent bonding together as construction unit using organic precursor
Material, compared with MOF materials, COF has higher chemical stability and lower density.Since COF has high stability, structure
Regularity, hole adjustability, easily functionality, to apply in fields such as gas storage, drug release, catalysis, electrochemistry.
For TAPB-DMTP-COF due to having the characteristics that high-crystallinity, porosity, big specific surface area, these unique performances make it have
Hoping, which becomes electrode material, is used for electrochemical sensing application.
Invention content
In view of the above-mentioned problems, the present invention proposes a kind of high-specific surface area (2422 m2/ g) covalent organic framework material make
For electrode material, which can effectively detect the content of heavy metal lead, which, which has, makes letter
The advantages of single, quick detection, high sensitivity.
The present invention includes the following steps：
1）By 1,3,5- tri- (4- aminophenyls benzene) and 2 under ultrasound condition, 5- dimethoxy terephthalaldehydes are dissolved in solvent,
It is reacted under acetic acid catalysis, obtains TAPB-DMTP-COF；
Reaction equation is as follows：
2）It will be blended into paraffin oil after TAPB-DMTP-COF and graphite powder mixed grinding, obtain mixture；Mixture indentation is poly-
In tetrafluoroethene pipe, it is inserted into conducting wire, is made and is based on covalent organic framework material decorating carbon paste electrode.
The present invention constructs a kind of electrochemical sensor for detecting lead, by the way that TAPB-DMTP-COF is modified carbon paste electricity
Pole improves the current-responsive to lead.Wherein TAPB-DMTP-COF possesses big specific surface area and porous structure, makes to be enriched in
Lead concentration on electrode surface is improved, which is 0.01~2 μM to the detection range of lead, and detection is limited to 0.0044 μ
M has the advantages that high sensitivity, the good, favorable reproducibility of selectivity.
Further, step 1 of the present invention）In, described 1,3,5- tri- (4- aminophenyls benzene) and 2,5- dimethoxys are to benzene
The mixing molar ratio of dicarbaldehyde is 2: 3.This reaction mechanism, which is reacted for amino with aldehyde radical, generates imine linkage, 1 mole 1,3,5- tri- (4-
Aminophenyl benzene) 3 moles of amino are corresponded to, 1 mole of 2,5- dimethoxy terephthalaldehyde corresponds to 2 moles of aldehyde radicals, and aldehyde radical is with amino
It is 1:1 reaction, so 1,3,5- tri- (4- aminophenyls benzene) and 2, the mixing molar ratio of 5- dimethoxy terephthalaldehydes is 2:
3。
The step 1）In, Isosorbide-5-Nitrae-dioxane, n-butanol and methanol mixing group that the solvent is 4: 4: 1 by volume ratio
At.Two kinds of monomer solubilities are low, and solvent is very few, and monomer not readily dissolves, this ratio monomer is just completely dissolved.
The step 1）In, a concentration of 12moL/L of the acetic acid.The formation of COF materials includes mainly following two mistakes
Journey：One is accumulation process；One is ordered into alignment processes.The aggregation velocity and arrangement speed of control material only appropriate,
Relatively good crystalline materials can be just obtained, acetate concentration is excessively high, and aggregation velocity is too fast, may cause disorderly arranged, acetate concentration
Too low, reaction rate is excessively slow, and crystallization may be caused incomplete, generate amorphous materials, so adding during synthetic material
The concentration of the acid entered cannot too greatly can not be too small.
The step 1）Middle elder generation after room temperature condition reacts 2h, is added acetic acid, is warming up to 70 again under the catalysis of acetic acid
It DEG C reacts again for 24 hours.First slowly polymerization generates amorphous polymer for reaction at room temperature, and assembling then occurs at high temperature and resets shape
At high crystallinity polymer.
The step 1）In, it negates the precipitation tetrahydrofuran that should be generated and after acetone washs, is dried in vacuo, obtains
TAPB-DMTP-COF solids.Since reaction is reversible, it is possible that having oligomer generation, so with tetrahydrofuran and acetone
Wash away oligomer.
The step 2）In, the mixing quality ratio of the graphite powder and TAPB-DMTP-COF are 7: 1.If TAPB-
DMTP-COF contents are very few, and the specific surface area for improving electrode surface is not notable, cannot be significantly improved to the adsorbance of lead ion, by
In TAPB-DMTP-COF poorly conductives, if TAPB-DMTP-COF too high levels, electronics transfer can be hindered, reduce to lead from
The response of son.
Description of the drawings
Fig. 1 is the X-ray powder diffraction figure of covalent organic framework material described in the embodiment of the present invention 1.
Fig. 2 is the scanning electron microscope (SEM) photograph of covalent organic framework material described in the embodiment of the present invention 1.
Fig. 3 is Pb described in the embodiment of the present invention 12+The volt-ampere curve figure of concentration and peak current.
Fig. 4 is Pb described in the embodiment of the present invention 12+The linear regression graph of concentration and peak current.
Specific implementation mode
One, the preparation based on covalent organic framework material decorating carbon paste electrode：
1, the preparation of TAPB-DMTP-COF：
At room temperature, 10.5 mg 1,3,5- tri- (4- aminophenyls benzene) and 8.5 mg 2,5- dimethoxy terephthalaldehydes are weighed
Monomer is dissolved in 4.5 mL 1,4- dioxane, n-butanol, methanol (4:4:1 v/v/v）Altogether in solution, ultrasonic half an hour makes monomer
After dissolving, 0.05 mL acetic acid is slowly added dropwise, reacts at room temperature 2h, continues that 0.45 mL acetic acid is added dropwise, is put into 70 DEG C of baking ovens and reacts
24h.Obtained precipitation is washed with tetrahydrofuran and acetone, is finally dried in vacuo for 24 hours, and yellow solid i.e. TAPB-DMTP- is obtained
COF。
The X-ray powder diffraction figure of the yellow solid is shown in Fig. 1.Curve 1 in Fig. 1 represents the XRD that theoretical fitting comes out,
Curve 2 is represented through testing the XRD obtained.As seen from the figure, it tests the XRD obtained and goes out the consistent of peak position and theoretical fitting, say
The bright present invention has successfully synthesized this material.
The scanning electron microscope (SEM) photograph of the yellow solid is shown in Fig. 2, as seen from Figure 2：The pattern of the material is uniform spherical, and size is big
About 0.9 μm.
2, the preparation of TAPB-DMTP-COF decorating carbon paste electrodes：
At room temperature, 0.4g graphite powders and 0.028g TAPB-DMTP-COF are weighed in agate mortar, is fully ground uniformly mixed
Afterwards, 0.1mL paraffin oils are added dropwise, continuation ground and mixed is uniform, is pressed into after mixing in the polyfluortetraethylene pipe that internal diameter is 3mm, uses glass
Glass stick is compacted, and is inserted into copper wire.After electrode prepares, the Al for being 0.03 μm in grain size2O3In polish smooth, dried up with nitrogen.
Two, test result measures：
1. by electrolytic cell clean drying wash with distilled water after 10% nitric acid dousing 12h.Accurately pipette 10mL 0.1M acetic acid-
Sodium acetate buffer（pH=4.5）Into electrolytic cell, lead standard liquid is added and prepares 1 μM of standard solution, and is put into a clean magnetic
Son is uniformly mixed so as to solution.
2. traditional three-electrode system is used, using the carbon paste electrode that TAPB-DMTP-COF is modified as working electrode, Ag/
AgCl electrodes are used as to electrode as reference electrode, platinum electrode, three-electrode system are connect with electrochemical workstation.
3. Differential Pulse Anodic Stripping Voltammetry detection process：In the deposition voltage stirring enrichment 300s of -1.2V, deposition
Turn off stirring after the completion and stand 20s, then -1 V of initial potential is set, terminate current potential -0.1V, current potential increment is 0.01V, arteries and veins
It is 0.1V, pulse width 1.0s, pulse spacing 0.2s to rush amplitude, records Stripping Voltammetry curve.
4. repeating above step 1,2,3, lead standard liquid is formulated as 0.01,0.05,0.1,0.5,0.75,1,1.5,2 μM,
Lead ion differential pulse anodic stripping voltammetry curve is recorded, linear regression graph is done with peak current-lead concentration（Obtain Fig. 3,4）.
Fig. 3 is Pb described in the embodiment of the present invention 12+The volt-ampere curve figure of concentration and peak current, as seen from Figure 3：The modification
Carbon paste electrode is in the continuous mode to lead ion, and for plumbum ion concentration within the scope of 0.01~2 μM, peak current is dense with lead ion
Degree increases and increases.
Fig. 4 is Pb described in the embodiment of the present invention 12+The linear regression graph of concentration and peak current, as seen from Figure 3：The modification
For carbon paste electrode in the continuous mode to lead ion, plumbum ion concentration is good with peak current linear relationship within the scope of 0.01-2 μM
Good, linear equation is I (μ A)=+ 0.7592 (R of 4.7392 C (μM)2=0.9975), detection is limited to 0.0044 μM（S/N=
3）, have the advantages that simple preparation, high sensitivity, detection limit are low using electrochemical gaging lead of the present invention.
5. in order to verify the reliability of the sensor, the detection of actual sample has been carried out.
0.45 μm of filtering membrane filtration of tap water and lake water sample before analysis takes 10mL treated water sample, using standard
Addition method is separately added into the lead standard liquid of various concentration（1 μM, 2 μM and 3 μM）, the method with embodiment 2 records above-mentioned various concentration
Peak current, the concentration of lead ion is calculated according to step 4 obtains in embodiment 2 working curve, and calculate the rate of recovery, as a result such as
Shown in table 1.
Table 1 detects the lead content in water sample
Table 1 the result shows that：The modified electrode is to the rate of recovery of water sample detection between 97.0% to 103.0%, it was demonstrated that the modification
Electrode has validity and reliability to the lead in water sample.
Claims (7)
1. a kind of preparation method based on covalent organic framework material decorating carbon paste electrode, it is characterised in that include the following steps：
1）By 1,3,5- tri- (4- aminophenyls benzene) and 2 under ultrasound condition, 5- dimethoxy terephthalaldehydes are dissolved in solvent,
It is reacted under acetic acid catalysis, obtains TAPB-DMTP-COF；
2）It will be blended into paraffin oil after TAPB-DMTP-COF and graphite powder mixed grinding, obtain mixture；Mixture indentation is poly-
In tetrafluoroethene pipe, it is inserted into conducting wire, is made and is based on covalent organic framework material decorating carbon paste electrode.
2. preparation method according to claim 1, which is characterized in that the step 1）In, described 1,3,5- tri- (4- amino
Phenyl benzene) and 2,5- dimethoxy terephthalaldehydes mixing molar ratio be 2: 3.
3. preparation method according to claim 1, which is characterized in that the step 1）In, the solvent is 4 by volume ratio
: 4: 1 1,4- dioxane, n-butanol and methanol mixing composition.
4. preparation method according to claim 1, which is characterized in that the step 1）In, the acetic acid it is a concentration of
12moL/L。
5. preparation method according to claim 1, which is characterized in that the step 1）Middle elder generation is under the catalysis of acetic acid in room
After warm conditioned response 2h, acetic acid is added again, is warming up to 70 DEG C and reacts again for 24 hours.
6. preparation method according to claim 5, it is characterised in that the step 1）In, the precipitation that should generate is negated with four
After hydrogen furans and acetone washing, vacuum drying obtains TAPB-DMTP-COF solids.
7. preparation method according to claim 1, it is characterised in that the step 2）In, the graphite powder and TAPB-
The mixing quality ratio of DMTP-COF is 7: 1.
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Cited By (10)
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| CN109280179A (en) * | 2018-11-19 | 2019-01-29 | 天罡新材料（廊坊）股份有限公司 | A kind of covalent organic framework material and preparation method thereof and the application in hindered amines synthesis |
| CN109912807A (en) * | 2019-02-18 | 2019-06-21 | 山东省分析测试中心 | A kind of preparation method and applications of covalent organic frame material |
| CN109942827A (en) * | 2019-05-22 | 2019-06-28 | 武汉理工大学 | A kind of method that covalent organic frame material is modified |
| CN110240683A (en) * | 2019-06-11 | 2019-09-17 | 山东大学 | A kind of covalent organic frame material and preparation method thereof and the application in fluorescent optical sensor |
| CN110372068A (en) * | 2019-07-10 | 2019-10-25 | 常州大学 | A kind of preparation method and applications of the metal hydroxides electrode of COF load |
| CN110739427A (en) * | 2019-10-18 | 2020-01-31 | 华南师范大学 | Battery diaphragm material and preparation method and application thereof |
| CN113087917A (en) * | 2021-03-05 | 2021-07-09 | 上海簇睿低碳能源技术有限公司 | 2D covalent organic framework material and preparation method and application thereof |
| CN113336907A (en) * | 2021-06-08 | 2021-09-03 | 四川大学 | Methoxy side chain-based visual pH response COFs material and preparation method and application thereof |
| CN113388129A (en) * | 2021-06-08 | 2021-09-14 | 中国石油大学(华东) | Method for quickly preparing Schiff base covalent organic framework material at low temperature and application |
| WO2024007199A1 (en) * | 2022-07-06 | 2024-01-11 | 苏州大学 | Barium titanate nanoparticle-compounded covalent organic framework heterojunction, and preparation method therefor |
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| CN109280179B (en) * | 2018-11-19 | 2021-04-09 | 天罡新材料（廊坊）股份有限公司 | Covalent organic framework material, preparation method thereof and application thereof in hindered amine synthesis |
| CN109280179A (en) * | 2018-11-19 | 2019-01-29 | 天罡新材料（廊坊）股份有限公司 | A kind of covalent organic framework material and preparation method thereof and the application in hindered amines synthesis |
| CN109912807A (en) * | 2019-02-18 | 2019-06-21 | 山东省分析测试中心 | A kind of preparation method and applications of covalent organic frame material |
| CN109912807B (en) * | 2019-02-18 | 2021-12-10 | 山东省分析测试中心 | Preparation method and application of covalent organic framework material |
| CN109942827A (en) * | 2019-05-22 | 2019-06-28 | 武汉理工大学 | A kind of method that covalent organic frame material is modified |
| CN109942827B (en) * | 2019-05-22 | 2022-03-01 | 武汉理工大学 | Method for modifying covalent organic framework material |
| CN110240683A (en) * | 2019-06-11 | 2019-09-17 | 山东大学 | A kind of covalent organic frame material and preparation method thereof and the application in fluorescent optical sensor |
| CN110372068B (en) * | 2019-07-10 | 2021-07-27 | 常州大学 | Preparation method and application of COF-loaded metal hydroxide electrode |
| CN110372068A (en) * | 2019-07-10 | 2019-10-25 | 常州大学 | A kind of preparation method and applications of the metal hydroxides electrode of COF load |
| CN110739427A (en) * | 2019-10-18 | 2020-01-31 | 华南师范大学 | Battery diaphragm material and preparation method and application thereof |
| CN113087917A (en) * | 2021-03-05 | 2021-07-09 | 上海簇睿低碳能源技术有限公司 | 2D covalent organic framework material and preparation method and application thereof |
| CN113336907A (en) * | 2021-06-08 | 2021-09-03 | 四川大学 | Methoxy side chain-based visual pH response COFs material and preparation method and application thereof |
| CN113388129A (en) * | 2021-06-08 | 2021-09-14 | 中国石油大学(华东) | Method for quickly preparing Schiff base covalent organic framework material at low temperature and application |
| WO2024007199A1 (en) * | 2022-07-06 | 2024-01-11 | 苏州大学 | Barium titanate nanoparticle-compounded covalent organic framework heterojunction, and preparation method therefor |
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