CN104645940A - Graphene oxide and copper-containing coordination polymer composite material and microwave synthesis method thereof - Google Patents
Graphene oxide and copper-containing coordination polymer composite material and microwave synthesis method thereof Download PDFInfo
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Abstract
The invention relates to a graphene oxide and copper-based metal organic framework compound (MOFs) composite material and a preparation method thereof, and provides a graphene oxide and copper-containing coordination polymer composite material and a microwave synthesis method thereof. The preparation steps are as follows: reactants (graphene oxide, inorganic copper salt and organic carboxylic acid) are dissolved into a mixed organic solvent and a mixed solution is put into a microwave reactor to react for 15-180 minutes under the conditions that the temperature is 90-140 DEG C and the power is 500-900w; after being cooled, the product is taken out; and the product is filtered, washed, dried and roasted to obtain a black blue composite material with a copper-containing coordination polymer dispersed into graphite oxide, and the BET specific surface area of the composite material is in a range of 600m<2>/g-1500m<2>/g. According to the invention, the preparation process is simple, the cost is low and the reaction time is extremely short, and the porous composite material with the high specific surface area is prepared in short time under a moderate condition. The prepared novel porous composite material with the high specific surface area has a wide application prospect in the aspects of adsorption, separation, sensing, catalysis, medicine transportation and the like.
Description
Technical field
The present invention relates to composite porous material, specifically a kind of graphene oxide and containing copper coordination polymer composite and microwave synthesis method thereof.
Background technology
Metal organic coordination polymer is by metal ion and organic ligand, is interconnected by covalent bond or ionic bond, forms the unlimited class material extended.This kind of material gas storage, separation, sensing, catalysis, magnetic, non-linear, luminous etc. in have potential actual application value, cause the extensive concern of scholars, become the focus of New function investigation of materials in recent years.Since MOF-199 (HKUST-1) material [
science,1999,283,1148] after being combined into out by the Chui teach problem of The Hong Kong Polytechnic University, this material just have been a great concern and widely study especially its show in Chu Qing excellent properties [
advanced Functional Materials, 2006,16,520].
K.S.Novoselow and A.K.Geim two professors of Univ Manchester UK have successfully prepared single-layer graphene [Science, 2004,306,5696] first, after this just cause and study widely.After this, U.S. professor Ruoff in 2007 adopt chemical preparation Graphene [
carbon, 2007,45,1558], first obtain graphite oxide, graphite oxide is had children outside the state plan in water dispersion and peel off, form the aqueous dispersions of graphene oxide.According to bibliographical information [
chemical Society Reviews, 2010,39,228], many oxy radicals are contained on the surface of graphene oxide, such as, epoxide group-O-, hydroxyl-OH etc.; At the edge of graphene oxide, containing a certain amount of carboxyl-COOH.And synthesize the carboxyl just carrying out coordination in MOFs material with metal center, so graphene oxide and MOFs material can be carried out being compounded with and may playing certain change from showing novel structural behaviour to the original structure of MOFs material.
Gedye, R. and Smith, the people such as F. 1986 report utilize microwave as the energy accelerate organic chemical reactions [
tetrahedron Lett.1986,
27, 279], cause the concern of people for application this field of microwave in chemical reaction.Ni and Masel in 2006 a series of high-quality MOFs material that utilized microwave method Fast back-projection algorithm to go out, has allowed people have in this field of MOFs material at Microwave synthesize to be further familiar with Ye Shi various countries scientist to expand this and has studied widely.
Preparation method's overwhelming majority due to the MOF-199 that reports before and graphene oxide composite material is conventional hydrothermal method is main, often not only energy consumption is high but also the oversize busy product property obtained consuming time is not good especially for this method, but so far there are no the relevant report about graphene oxide and the microwave preparation containing copper coordination polymer composite.
Summary of the invention
The object of the present invention is to provide a kind of graphene oxide and contain copper coordination polymer composite and microwave synthesis method thereof.
For achieving the above object, the technical solution used in the present invention is:
Graphene oxide and the microwave synthesis method containing copper coordination polymer composite, comprise the steps:
1) by volume ratio be the concentrated sulfuric acid of 95% of 9:1 and the SPA mixing of 85%, every 100 mL mixed acid add the potassium permanganate of 2 ~ 6 g and the graphite of 0.5 ~ 2 g, stirring reaction 8 ~ 30 hours in water-bath, reaction temperature is 35 ~ 55 DEG C, and Temperature fall is to room temperature;
2) product hydrochloric acid removed impurity, with hydrogen peroxide reduction, collect, filter, dry with water or organic solvent washing, room temperature in vacuo, obtained graphite oxide powder;
3) inorganic mantoquita and organic carboxyl acid being dissolved in mass ratio is in the mixed solvent of 1:1.5 ~ 2 water and organic solvent, every 100 mL solvents add the inorganic mantoquita of 2 ~ 20 mmol and 2 ~ 20 mmol organic carboxyl acids, to contain copper coordination polymer theoretical yield for standard, add the graphite oxide powder of 1% ~ 50% mass fraction and ultrasonic disperse, reaction temperature is 90 ~ 140 DEG C, under 500 ~ 900w power, the microwave reaction time is 15min ~ 180min, and Temperature fall is to room temperature;
4) by collection of products, suction filtration, with water or organic solvent washing, 40 ~ 120 DEG C of vacuum drying, then at 140 ~ 220 DEG C of roastings removing guest molecules, obtained porous oxidation Graphene and the composite containing copper coordination polymer.
In described in step 1), graphite and potassium permanganate are that 1:3 ~ 10 are added in mass ratio.
Step 2) described drying time is 6 ~ 24 hours.
Step 2) described organic solvent is DMF, oxolane, ether, methyl alcohol, ethanol.
Inorganic Copper salt described in step 3) is copper chloride or copper nitrate; Organic acid is 1,3,5-benzenetricarboxylic acid or 1,2,4-benzenetricarboxylic acid.
The percentage containing copper coordination polymer that in described in step 3), the reasonable opinion of graphite oxide generates is 1% ~ 50%.
Inorganic mantoquita and organic carboxyl acid described in step 3) press metal cation and acid ion stoichiometric proportion 1:0.5 ~ 2 are added.
Drying time described in step 4) is 6 ~ 24 hours, and roasting time is 6 ~ 16 hours.
Organic solvent described in step 4) is DMF, oxolane, methyl alcohol, ethanol or ethylene glycol.
BET specific surface area described in step 4) is 500 ~ 2000 m
2/ g.
To described graphene oxide and containing copper coordination polymer composite powder X-ray diffraction analysis be carry out on X ' Pert Pro type X-ray diffractometer, voltage is 40 kV, and electric current is 40 mA, and surface sweeping scope is 5 ~ 90 °, and specific operation process is:
Testing sample is laid in sample cell, sample after metal spraying is put into XRD equipment, analyzes.
Carry out on Kang Ta company of the U.S. (Quantachrome Instruments) Autosorb-1 type physical adsorption appearance to described graphene oxide with containing the performance test of copper coordination polymer composite nitrogen adsorption, specific operation process is:
1) take about 0.1 ~ 0.3 g sample, put into sample cell, in de-aeration stage at 150 DEG C degassed 4 ~ 24 hours.
2) under 77 K, carry out low temperature nitrogen and hydrogen adsorption test, use liquid nitrogen cooling.
Carry out infrared absorption spectrometry carry out on NICOLET6700 type infrared spectrometer to described graphene oxide with containing copper coordination polymer composite, scanning wave-number range is 400-4000cm
-1, specific operation process is:
By testing sample and dried after KBr to grind with the ratio agate mortar of 1:100 and then carry out test analysis with pelleting press compressing tablet.
A kind of graphene oxide provided by the present invention and having the following advantages containing preparation method's tool of copper coordination polymer composite:
1. the graphene oxide utilizing the method for microwave to be synthesized and can better applying containing the uniform particles of copper coordination polymer composite.
2. synthesis technique is simple, and cost is lower.The present invention adopts microwave radiation technology hydro-thermal method to synthesize, and can obtain the product with higher yields within the quite short time.
3. the present invention can utilize microwave prepare the graphene oxide of different proportion and contain copper coordination polymer composite in a mild condition; Obtained porous material has a wide range of applications in absorption, separation, catalysis, insoluble drug release etc.
Accompanying drawing explanation
Fig. 1 is a kind of graphene oxide of embodiment 1 and composes containing the x-ray diffractogram of powder of copper coordination polymer composite.
Fig. 2 is the graphene oxide of embodiment 1 and the low temperature nitrogen adsorption isothermal curve containing copper coordination polymer composite.
Fig. 3 is the graphene oxide of embodiment 1 and the infrared spectrogram containing copper coordination polymer composite.
Fig. 4 is the graphite oxide of embodiment 2 and the x-ray diffractogram of powder spectrum of copper terephthalic acid (TPA) coordination polymer nano composition.
Fig. 5 is the graphite oxide of embodiment 2 and the low temperature nitrogen adsorption isothermal curve of copper terephthalic acid (TPA) coordination polymer nano composition.
Fig. 6 is the graphene oxide of embodiment 2 and the infrared spectrogram containing copper coordination polymer composite.
Detailed description of the invention
Embodiment 1
1) taking 3 g graphite powders is scattered in the concentrated sulfuric acid of 360 ml 95% and SPA (volume ratio the is 9:1) mixed acid of 40 ml 85%, add 18 g potassium permanganate, stir in ice-water bath, stirring reaction 10 hours in water-bath, reaction temperature is 45 DEG C, and Temperature fall is to room temperature;
2) add 500 ml deionized waters in product, ice-water bath is lowered the temperature; Drip hydrogen peroxide until product becomes glassy yellow, and constantly stir; First add in product 100ml mass fraction be 10% hydrochloric acid removing impurity then by collection of products, filter, use water, ethanol and washed with diethylether, room temperature in vacuo dry successively, obtained graphite oxide powder;
3) 882.2 mg nitrate trihydrate copper and 420.28mg 1 is taken, 3,5-benzenetricarboxylic acid is dissolved in and is above-mentionedly scattered in the absolute ethyl alcohol of 14ml and the deionized water mixed liquor of 11ml, sonic oscillation makes it fully dissolve and then adds 12.1mg graphite oxide, then mixed solution is moved in the polytetrafluoro microwave reaction kettle of 100ml capacity and then put into Microwave synthesize instrument, Microwave synthesize instrument is warming up to 110 DEG C with 900w prestissimo, and 1 grade is cooled to room temperature;
4) by product suction filtration, and DMF, absolute ethyl alcohol and spend deionized water, 50 DEG C of vacuum drying successively, finally, 180 DEG C of roastings 8 hours, obtain target product.
The performance test of low temperature nitrogen isothermal adsorption: treatment conditions be 150 DEG C degassed 12 hours.Test condition is 77 K, nitrogen and hydrogen isothermal adsorption.
Embodiment 2
1) taking 3 g graphite powders is scattered in the concentrated sulfuric acid of 360 ml 95% and SPA (volume ratio the is 9:1) mixed acid of 40 ml 85%, add 18 g potassium permanganate, stir in ice-water bath, stirring reaction 10 hours in water-bath, reaction temperature is 35 DEG C, and Temperature fall is to room temperature;
2) add 500 ml deionized waters in product, ice-water bath is lowered the temperature; Drip hydrogen peroxide until product becomes glassy yellow, and constantly stir; First add in product 100ml mass fraction be 10% hydrochloric acid removing impurity then by collection of products, filter, use water, ethanol and washed with diethylether, room temperature in vacuo dry successively, obtained graphite oxide powder;
3) 882.2 mg nitrate trihydrate copper and 420.28mg 1 is taken, 3,5-benzenetricarboxylic acid is dissolved in and is above-mentionedly scattered in the absolute ethyl alcohol of 14ml and the deionized water mixed liquor of 11ml, sonic oscillation makes it fully dissolve and then adds 30.25mg graphite oxide, then mixed solution is moved in the polytetrafluoro microwave reaction kettle of 100ml capacity and then put into Microwave synthesize instrument, Microwave synthesize instrument is warming up to 110 DEG C with 900w prestissimo, and 1 grade is cooled to room temperature;
4) by product suction filtration, and DMF, absolute ethyl alcohol and spend deionized water, 50 DEG C of vacuum drying successively, finally, 180 DEG C of roastings 8 hours, obtain target product.
The performance test of low temperature nitrogen isothermal adsorption: treatment conditions be 150 DEG C degassed 12 hours.Test condition is 77 K, nitrogen and hydrogen isothermal adsorption.
Claims (10)
1. graphene oxide and the microwave synthesis method containing copper coordination polymer composite, is characterized in that: comprise the steps:
1) by volume ratio be the concentrated sulfuric acid of 95% of 9:1 and the SPA mixing of 85%, every 100 mL mixed acid add the potassium permanganate of 2 ~ 6 g and the graphite of 0.5 ~ 2 g, stirring reaction 8 ~ 30 hours in water-bath, reaction temperature is 35 ~ 55 DEG C, and Temperature fall is to room temperature;
2) then product is removed impurity with hydrochloric acid with hydrogen peroxide reduction, collects, filters, dry with water or organic solvent washing, room temperature in vacuo, obtained graphite oxide powder;
3) ratio that inorganic mantoquita and organic carboxyl acid is dissolved in is in the water of 1:1.5 ~ 2 and the mixed solvent of organic solvent, every 100 mL solvents add the inorganic mantoquita of 2 ~ 20 mmol and 2 ~ 20 mmol organic carboxyl acids, to contain copper coordination polymer theoretical yield for standard, add the graphite oxide powder of 1% ~ 50% mass fraction and ultrasonic disperse, reaction temperature is 90 ~ 140 DEG C, under 500 ~ 900w power, the microwave reaction time is 15min ~ 180min, and Temperature fall is to room temperature;
4) by collection of products, suction filtration, with water or organic solvent washing, 40 ~ 120 DEG C of vacuum drying, then at 140 ~ 220 DEG C of roasting removing guest molecules, obtained porous oxidation Graphene and the composite containing copper coordination polymer, BET specific surface area is 500 ~ 2000 m
2/ g.
2. microwave synthesis method according to claim 1, is characterized in that: in described in step 1), graphite and potassium permanganate add for 1:3 ~ 10 in proportion.
3. microwave synthesis method according to claim 1, is characterized in that: step 2) described drying time is 6 ~ 24 hours.
4. microwave synthesis method according to claim 1, is characterized in that: step 2) described organic solvent is DMF, oxolane, ether, methyl alcohol, ethanol.
5. microwave synthesis method according to claim 1, is characterized in that: Inorganic Copper salt described in step 3) is copper chloride or copper nitrate; Organic acid is 1,3,5-benzenetricarboxylic acid or 1,2,4-benzenetricarboxylic acid.
6. microwave synthesis method according to claim 1, is characterized in that: the percentage containing copper coordination polymer that in described in step 3), the reasonable opinion of graphite oxide generates is 1% ~ 50%.
7. microwave synthesis method according to claim 1, is characterized in that: inorganic mantoquita described in step 3) and organic carboxyl acid add by metal cation and acid ion stoichiometric proportion 1:0.5 ~ 2.
8. microwave synthesis method according to claim 1, is characterized in that: drying time described in step 4) is 6 ~ 24 hours, and roasting time is 6 ~ 16 hours.
9. microwave synthesis method according to claim 1, is characterized in that: organic solvent described in step 4) is DMF, oxolane, methyl alcohol, ethanol or ethylene glycol.
10. the graphene oxide made with the microwave synthesis method one of claim 1-9 Suo Shu and containing copper coordination polymer composite.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106268953A (en) * | 2016-08-12 | 2017-01-04 | 桂林电子科技大学 | A kind of graphene oxide and bar-shaped composite porous and preparation method thereof containing cerium coordination polymer |
| CN106944150A (en) * | 2017-04-26 | 2017-07-14 | 沈阳工业大学 | The compound of copper bismuth bimetallic coordination polymer and graphene and its preparation method |
| CN107029672A (en) * | 2017-05-10 | 2017-08-11 | 上海师范大学 | Based on the NH of UIO 662With the graphene synthesis adsorption photochemical catalysis composite of assembling altogether in situ |
| CN107589159A (en) * | 2017-09-05 | 2018-01-16 | 济南大学 | A kind of preparation method and application of chiral MOF nanofibers graphene hybrid material |
| CN108770328A (en) * | 2018-07-16 | 2018-11-06 | 安徽大学 | Composite microwave absorbent and preparation method thereof derived from a kind of MOF |
| CN109705363A (en) * | 2019-02-15 | 2019-05-03 | 北京理工大学 | A kind of copper-BTO is containing can metal coordinating polymer and its fast preparation method |
| CN110090668A (en) * | 2019-04-29 | 2019-08-06 | 华东理工大学 | A kind of electrochemically reducing carbon dioxide produces catalyst of carbon monoxide and its preparation method and application |
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2015
- 2015-03-13 CN CN201510111017.9A patent/CN104645940A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106268953A (en) * | 2016-08-12 | 2017-01-04 | 桂林电子科技大学 | A kind of graphene oxide and bar-shaped composite porous and preparation method thereof containing cerium coordination polymer |
| CN106944150A (en) * | 2017-04-26 | 2017-07-14 | 沈阳工业大学 | The compound of copper bismuth bimetallic coordination polymer and graphene and its preparation method |
| CN107029672A (en) * | 2017-05-10 | 2017-08-11 | 上海师范大学 | Based on the NH of UIO 662With the graphene synthesis adsorption photochemical catalysis composite of assembling altogether in situ |
| CN107589159A (en) * | 2017-09-05 | 2018-01-16 | 济南大学 | A kind of preparation method and application of chiral MOF nanofibers graphene hybrid material |
| CN108770328A (en) * | 2018-07-16 | 2018-11-06 | 安徽大学 | Composite microwave absorbent and preparation method thereof derived from a kind of MOF |
| CN109705363A (en) * | 2019-02-15 | 2019-05-03 | 北京理工大学 | A kind of copper-BTO is containing can metal coordinating polymer and its fast preparation method |
| CN110090668A (en) * | 2019-04-29 | 2019-08-06 | 华东理工大学 | A kind of electrochemically reducing carbon dioxide produces catalyst of carbon monoxide and its preparation method and application |
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