CN109320728A - A kind of Co-MOF crystal fibre material and its preparation method and application - Google Patents
A kind of Co-MOF crystal fibre material and its preparation method and application Download PDFInfo
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- CN109320728A CN109320728A CN201810999648.2A CN201810999648A CN109320728A CN 109320728 A CN109320728 A CN 109320728A CN 201810999648 A CN201810999648 A CN 201810999648A CN 109320728 A CN109320728 A CN 109320728A
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Abstract
The invention discloses the applications that a kind of Co-MOF crystal fibre material and preparation method thereof and the material are used to detect enantiomers of chiral drugs, belong to nano-catalytic, nano material, Metal-organic frame material technical field.It has main steps that four anhydride solution of naphthalene is blended with cobalt nitrate solution after, room temperature generates crystal, filters, is dry, and four acid anhydrides Co-MOF fibrous material of naphthalene is made.The Co-MOF crystal fibre material prepares raw materials used at low cost, and preparation process is simple, and energy consumption of reaction is low, has prospects for commercial application.
Description
Technical field
The present invention relates to a kind of Co-MOF crystal fibre materials and its preparation method and application, belong to nano-catalytic, nanometer
Material, Metal-organic frame material technical field.
Background technique
Enantiomer has significant performance difference in bioactivity, pharmacology and toxicology, such as the mapping of chiral drug
Body typically exhibits different physiological activity, and one of which has stimulation or inhibits the response characteristic of certain function, and another
Without or it is weaker or with opposite response characteristic, or side effect even toxicity is generated to body.According to statistics, whole world listing is new
In medicine, the drug with chiral acti ve accounts for 60%, in 2050 kinds of drugs listed by American Medical drug noun dictionary, about
Have containing more than one chiral centre in half drug molecule, about more than 400 kinds of drugs are with racemic modification or diastereo-isomerism
Change form is taken.In global 500 kinds of well selling medicines in 2002, chiral drug accounts for the 59% of whole drug ratios up to 289 kinds.2010
Year world chiral drug total sales volume has reached 250,000,000,000 dollars.In consideration of it, pharmaceutical control and administration agencies dictate in various countries' is being declared with chirality
New drug when, pharmacology, the toxicology, pharmacokinetics data of each enantiomer need to be reported simultaneously.For this purpose, the detection of enantiomer is
One of clinical medical vital task, the fields such as pharmacology, chemistry, biotechnology, chemical industry to single enantiomer demand also increasingly
Increase, therefore, the analysis of Enantiomeric excess is important one of the task in the field.
Metal-organic frame (MOFs) is a kind of novel porous class adsorbent material, is forward position and the heat of current chemical research
Point, MOF specific surface area with higher, uniform pore structure can be by selecting suitable metal and ligand to carry out controllable conjunction
At, or by the modified modification for carrying out frame to pore size and hole wall, therefore, which is a kind of tool of enantiomer detection
Potential raw material.
Summary of the invention
Technical assignment of the invention first is that in order to make up for the deficiencies of the prior art, provide a kind of based on four acid anhydrides Co- of naphthalene
MOF crystal fibre material and preparation method thereof, this method is raw materials used at low cost, and preparation process is simple, and energy consumption of reaction is low, has
Prospects for commercial application.
The two of technical assignment of the invention are to provide a kind of purposes based on four acid anhydrides Co-MOF crystal fibre material of naphthalene, i.e.,
This is used for efficient detection detection L-Histidine and D-His enantiomer based on naphthalene four acid anhydrides Co-MOF crystal fibre material
Content, the detecting instrument is at low cost, analysis efficiency is high, easy to operate, and operating technology requires low.
Technical scheme is as follows:
1. a kind of Co-MOF crystal fibre material, the Co-MOF fibrous material, chemical formula are [Co2(NTA)2(DMF)
(H2O)]n；
One structural unit is by two Co2+, two ligand anion NTA2-, two main body H2O molecule and two main bodys
DMF molecular composition；
Four acid anhydrides of naphthalene, chemical name are Isosorbide-5-Nitrae, 5,8- naphthalenetetracarbacidic acidic acid anhydrides；
The NTA2-, structural formula is
The DMF, chemical name are n,N-Dimethylformamide；
One structural unit, structural formula are as follows:
。
2. the preparation method of the Co-MOF crystal fibre material as described in 1 is by Isosorbide-5-Nitrae, the DMF/ of 5,8- naphthalenetetracarbacidic acidic acid anhydrides is water-soluble
It after liquid is blended with the aqueous solution of cobalt nitrate, is stored at room temperature 50-70 minutes, is centrifugated, with ethanol washing 3 times, 85 DEG C dry overnight
It is dry, obtain four acid anhydrides Co-MOF crystal fibre material of naphthalene.
The Isosorbide-5-Nitrae, the DMF/ aqueous solution of 5,8- naphthalenetetracarbacidic acidic acid anhydrides are by the Isosorbide-5-Nitrae of 0.012- 0.014g, 5,8- naphthalene tetramethyls
Acid anhydrides is blended with DMF/ water mixed solvent, is heated to 75-85 DEG C of stirring and is made；
The DMF/ water mixed solvent is to be blended to be made by 4.0-6.0mL distilled water and 4.0-6.0 mL DMF.
The aqueous solution of the cobalt nitrate is that the nitrate trihydrate cobalt of 0.25-0.35g is dissolved in 2.0-3.0mL water, ultrasound
3-5 min is made.
3. application of the Co-MOF crystal fibre material as electrochemical sensing detection enantiomer as described in 1, step is such as
Under:
(1) four acid anhydrides Co-MOF working sensor electrode of naphthalene is prepared
In alumina powder polishing, the glassy carbon electrode surface of water and ethyl alcohol cleaning, 6 uL naphthalene of drop coating, four acid anhydrides Co-MOF is fine
Material solution is tieed up, room temperature is dried, and four acid anhydrides Co-MOF working sensor electrode of naphthalene is made；
The four acid anhydrides Co-MOF fibrous material solution of naphthalene, is by 3 mg naphthalene, four acid anhydrides Co-MOF fibrous material and 250 uL isopropyls
Alcohol, 720 uL water, 30 uL Nafion are blended ultrasound 10-15min and are made；
(2) four acid anhydrides Co-MOF electrochemical sensor of naphthalene is constructed
By working electrode, reference electrode made from step (1) and electrode is connected on electrochemical workstation, naphthalene tetracid has been made
Acid anhydride Co-MOF electrochemical sensor；
The reference electrode is saturated calomel electrode, is platinum electrode to electrode；
(3) L-Histidine and D-His enantiomer are detected
With pH 7.0,0.1 molL-1PBS buffer solution in, using four acid anhydrides Co-MOF electricity of naphthalene made from step (2)
Chemical sensor respectively measures the L-Histidine and D-His standard solution of various concentration using differential pulse voltammetry
Current value draws the L-Histidine and D-His enantiomer working curve of Co-MOF electrochemical sensor；
The solution of sample to be tested is replaced into L-Histidine and D-His standard solution, carries out L-Histidine and D- group ammonia in sample
The detection of acid content.
The sensor is 0.1-1.0 × 10 to the detection range of L-Histidine and D-His mapping liquid solution-10g/mL。
The beneficial technical effect of the present invention is as follows:
(1) preparation of four acid anhydrides Co-MOF crystal fibre material of naphthalene of the present invention, one kettle way ambient operation, simple process are easy to work
Industry.
(2) the present invention provides a kind of electrochemical sensor of four acid anhydrides Co-MOF fibrous material of naphthalene, the sensor be by
Four acid anhydrides Co-MOF fibrous material of naphthalene is simply modified to be made in glassy carbon electrode surface, and preparation method is simple, easy to operate.Due to naphthalene four
For acid anhydrides Co-MOF crystal in threadiness, four acid anhydrides conjugated structure of naphthalene leads to cooperateing with for good electric conductivity and Co-MOF crystal fibre
Effect, so that the sensor based on Co-MOF crystal fibre material preparation, detection L-Histidine and D-His enantiomer
Content has the characteristics that wide quick response, detection range, high sensitivity, easy to operate, time saving.
Specific embodiment
The present invention will be further described below with reference to examples, but protection scope of the present invention is not only limited to implement
Example, professionals in the field change to made by technical solution of the present invention, are within the scope of protection of the invention interior.
A kind of preparation method of the four acid anhydrides Co-MOF crystal fibre material of naphthalene of embodiment 1
By Isosorbide-5-Nitrae, after the DMF/ aqueous solution of 5,8- naphthalenetetracarbacidic acidic acid anhydrides is blended with the aqueous solution of cobalt nitrate, it is stored at room temperature 50 minutes, from
Heart separation, with ethanol washing 3 times, 85 DEG C be dried overnight it is obtained；
The aqueous solution of the cobalt nitrate is that 0.25 cobalt nitrate solid is dissolved in 2.0mL water, and 5 min of ultrasound are made.
The Isosorbide-5-Nitrae, the DMF/ aqueous solution of 5,8- naphthalenetetracarbacidic acidic acid anhydrides, be by the Isosorbide-5-Nitrae of 0.012g, 5,8- naphthalenetetracarbacidic acidic acid anhydrides with
DMF/ water mixed solvent is blended, and is heated to 75 DEG C of stirrings and is made；
The DMF/ water mixed solvent is to be blended to be made by 4.0 mL distilled water and 4.0mL DMF.
A kind of preparation method of the four acid anhydrides Co-MOF fibrous material of naphthalene of embodiment 2.
By Isosorbide-5-Nitrae, after the DMF/ aqueous solution of 5,8- naphthalenetetracarbacidic acidic acid anhydrides is blended with the aqueous solution of cobalt nitrate, it is stored at room temperature 70 minutes, from
Heart separation, with ethanol washing 3 times, 85 DEG C be dried overnight it is obtained；
The aqueous solution of the cobalt nitrate is that the cobalt nitrate solid of 0.35g is dissolved in 3.0mL water, and 5 min of ultrasound are made.
The Isosorbide-5-Nitrae, the DMF/ aqueous solution of 5,8- naphthalenetetracarbacidic acidic acid anhydrides, be by the Isosorbide-5-Nitrae of 0.014g, 5,8- naphthalenetetracarbacidic acidic acid anhydrides with
DMF/ water mixed solvent is blended, and is heated to 85 DEG C of stirrings and is made；
The DMF/ water mixed solvent is to be blended to be made by 6.0mL distilled water and 6.0 mL DMF.
A kind of preparation method of the four acid anhydrides Co-MOF fibrous material of naphthalene of embodiment 3.
By Isosorbide-5-Nitrae, after the DMF/ aqueous solution of 5,8- naphthalenetetracarbacidic acidic acid anhydrides is blended with the aqueous solution of cobalt nitrate, it is stored at room temperature 60 minutes, from
Heart separation, with ethanol washing 3 times, 85 DEG C be dried overnight it is obtained；
The aqueous solution of the cobalt nitrate is that the cobalt nitrate solid of 0.30g is dissolved in 2.5mL water, and 5 min of ultrasound are made.
The Isosorbide-5-Nitrae, the DMF/ aqueous solution of 5,8- naphthalenetetracarbacidic acidic acid anhydrides, be by the Isosorbide-5-Nitrae of 0.013g, 5,8- naphthalenetetracarbacidic acidic acid anhydrides with
DMF/ water mixed solvent is blended, and is heated to 80 DEG C of stirrings and is made；
The DMF/ water mixed solvent is to be blended to be made by 5.0mL distilled water and 5.0 mL DMF.
Embodiment 4
The four acid anhydrides Co-MOF fibrous material of naphthalene of embodiment 1-3, chemical formula is [Co2(NTA)2(DMF)(H2O)]n, one
A structural unit is by two Co2+, two ligand anion NTA2-, two main body H2O molecule and two main body DMF molecules
Composition；
Four acid anhydrides of naphthalene is Isosorbide-5-Nitrae, 5,8- naphthalenetetracarbacidic acidic acid anhydrides；
The NTA2-, structural formula is as follows:
The DMF is n,N-Dimethylformamide；
One structural unit, structural formula are as follows:
Application of 5 naphthalene of embodiment, the four acid anhydrides Co-MOF crystal fibre material as electrochemical sensing detection enantiomer
(1) four acid anhydrides Co-MOF crystal fibre working sensor electrode of naphthalene is prepared
In alumina powder polishing, the glassy carbon electrode surface of water and ethyl alcohol cleaning, 6 uL of drop coating is by embodiment 1, embodiment 2
Or four acid anhydrides Co-MOF crystal fibre material solution of naphthalene prepared by embodiment 3, room temperature are dried, and four acid anhydrides Co-MOF crystal of naphthalene is made
Fiber sensor working electrode；
The four acid anhydrides Co-MOF crystal fibre material solution of naphthalene, be by 3 mg naphthalene, four acid anhydrides Co-MOF crystal fibre material with
250 uL isopropanols, 720 uL water, 30 uL Nafion are blended ultrasound 10-15min and are made；
(2) four acid anhydrides Co-MOF electrochemical sensor of naphthalene is constructed
By working electrode, reference electrode made from step (1) and electrode is connected on electrochemical workstation, naphthalene tetracid has been made
Acid anhydride Co-MOF electrochemical sensor；
The reference electrode is saturated calomel electrode, is platinum electrode to electrode；
(3) L-Histidine and D-His enantiomer are detected
With pH 7.0,0.1 molL-1PBS buffer solution in, using four acid anhydrides Co-MOF electricity of naphthalene made from step (2)
Chemical sensor respectively measures the L-Histidine and D-His standard solution of various concentration using differential pulse voltammetry
Current value draws the L-Histidine and D-His enantiomer working curve of four acid anhydrides Co-MOF electrochemical sensor of naphthalene；
The solution of sample to be tested is replaced into L-Histidine and D-His standard solution, carries out L-Histidine and D- group ammonia in sample
The detection of acid content；
Detection range to L-Histidine and D-His mapping liquid solution is 0.1-1.0 × 10-10g/mL。
Claims (6)
1. a kind of Co-MOF crystal fibre material, which is characterized in that the Co-MOF fibrous material, chemical formula are [Co2
(NTA)2(DMF)(H2O)]n；
One structural unit is by two Co2+, two ligand anion NTA2-, two main body H2O molecule and two main bodys
DMF molecular composition；
Four acid anhydrides of naphthalene, chemical name are Isosorbide-5-Nitrae, 5,8- naphthalenetetracarbacidic acidic acid anhydrides；
The NTA2-, structural formula is
The DMF, chemical name are n,N-Dimethylformamide；
One structural unit, structural formula are as follows:
。
2. the preparation method of Co-MOF crystal fibre material as described in claim 1, which is characterized in that be 5, the 8- naphthalenes by Isosorbide-5-Nitrae
It after the DMF/ aqueous solution of tetracarboxylic acid anhydride is blended with the aqueous solution of cobalt nitrate, is stored at room temperature 50-70 minutes, is centrifugated, uses ethyl alcohol
Washing 3 times, 85 DEG C are dried overnight, and obtain four acid anhydrides Co-MOF fibrous material of naphthalene.
3. the preparation method of Co-MOF crystal fibre material as claimed in claim 2, which is characterized in that the Isosorbide-5-Nitrae, 5,8-
The DMF/ aqueous solution of naphthalenetetracarbacidic acidic acid anhydride is by the Isosorbide-5-Nitrae of 0.012- 0.014g, 5,8- naphthalenetetracarbacidic acidic acid anhydrides and DMF/ water mixed solvent
It is blended, is heated to 75-85 DEG C of stirring and is made；
The DMF/ water mixed solvent is to be blended to be made by 4.0-6.0mL distilled water and 4.0-6.0 mL DMF.
4. the preparation method of Co-MOF crystal fibre material as claimed in claim 2, which is characterized in that the cobalt nitrate
Aqueous solution is that the nitrate trihydrate cobalt of 0.25-0.35g is dissolved in 2.0-3.0mL water, and ultrasonic 3-5 min is made.
5. application of the Co-MOF crystal fibre material as described in claim 1 as electrochemical sensing detection enantiomer.
6. the application of electrochemical sensing detection enantiomer as claimed in claim 5, which is characterized in that steps are as follows:
(1) four acid anhydrides Co-MOF working sensor electrode of naphthalene is prepared
In alumina powder polishing, the glassy carbon electrode surface of water and ethyl alcohol cleaning, 6 uL naphthalene of drop coating, four acid anhydrides Co-MOF is fine
Material solution is tieed up, room temperature is dried, and four acid anhydrides Co-MOF fiber sensor working electrode of naphthalene is made；
The four acid anhydrides Co-MOF fibrous material solution of naphthalene, is by 3 mg naphthalene, four acid anhydrides Co-MOF fibrous material and 250 uL isopropyls
Alcohol, 720 uL water, 30 uL Nafion are blended ultrasound 10-15min and are made；
(2) four acid anhydrides Co-MOF electrochemical sensor of naphthalene is constructed
By working electrode, reference electrode made from step (1) and electrode is connected on electrochemical workstation, naphthalene tetracid has been made
Acid anhydride Co-MOF electrochemical sensor；
The reference electrode is saturated calomel electrode, is platinum electrode to electrode；
(3) L-Histidine and D-His enantiomer are detected
With pH 7.0,0.1 molL-1PBS buffer solution in, using four acid anhydrides Co-MOF electrification of naphthalene made from step (2)
Sensor is learned, using differential pulse voltammetry, measures the L-Histidine of various concentration and the electricity of D-His standard solution respectively
Flow valuve draws the L-Histidine and D-His enantiomer working curve of Co-MOF electrochemical sensor；
The solution of sample to be tested is replaced into L-Histidine and D-His standard solution, carries out L-Histidine and D- group ammonia in sample
The detection of acid content.
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| CN109979758A (en) * | 2019-03-01 | 2019-07-05 | 南京工业大学 | High performance electrode material for super capacitor and preparation method thereof |
| CN115043391A (en) * | 2022-05-27 | 2022-09-13 | 合肥学院 | MOF-derived two-dimensional microporous carbon nanosheet material and preparation method thereof |
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Application publication date: 20190212 |