CN108840878A - A kind of preparation method and applications of copper complex - Google Patents
A kind of preparation method and applications of copper complex Download PDFInfo
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- CN108840878A CN108840878A CN201810563915.1A CN201810563915A CN108840878A CN 108840878 A CN108840878 A CN 108840878A CN 201810563915 A CN201810563915 A CN 201810563915A CN 108840878 A CN108840878 A CN 108840878A
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- copper complex
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- 150000004699 copper complex Chemical class 0.000 title claims abstract description 111
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 238000001179 sorption measurement Methods 0.000 claims abstract description 46
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 40
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 30
- 238000010521 absorption reaction Methods 0.000 claims abstract description 23
- 229940079593 drug Drugs 0.000 claims abstract description 23
- 239000003814 drug Substances 0.000 claims abstract description 23
- 239000013078 crystal Substances 0.000 claims abstract description 20
- 239000011259 mixed solution Substances 0.000 claims abstract description 20
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000003795 desorption Methods 0.000 claims abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000011109 contamination Methods 0.000 claims abstract description 10
- MPTQRFCYZCXJFQ-UHFFFAOYSA-L copper(II) chloride dihydrate Chemical compound O.O.[Cl-].[Cl-].[Cu+2] MPTQRFCYZCXJFQ-UHFFFAOYSA-L 0.000 claims abstract description 10
- 238000003756 stirring Methods 0.000 claims abstract description 9
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000003344 environmental pollutant Substances 0.000 claims abstract description 8
- 229910017604 nitric acid Inorganic materials 0.000 claims abstract description 8
- 231100000719 pollutant Toxicity 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 235000019441 ethanol Nutrition 0.000 claims abstract description 6
- 238000002156 mixing Methods 0.000 claims abstract description 6
- 229960001193 diclofenac sodium Drugs 0.000 claims description 31
- JGMJQSFLQWGYMQ-UHFFFAOYSA-M sodium;2,6-dichloro-n-phenylaniline;acetate Chemical compound [Na+].CC([O-])=O.ClC1=CC=CC(Cl)=C1NC1=CC=CC=C1 JGMJQSFLQWGYMQ-UHFFFAOYSA-M 0.000 claims description 31
- 239000000243 solution Substances 0.000 claims description 31
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 15
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 14
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 14
- 239000000460 chlorine Substances 0.000 claims description 14
- 229910052801 chlorine Inorganic materials 0.000 claims description 14
- 229910052708 sodium Inorganic materials 0.000 claims description 14
- 239000011734 sodium Substances 0.000 claims description 14
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 229910052802 copper Inorganic materials 0.000 claims description 5
- 239000010949 copper Substances 0.000 claims description 5
- 238000002791 soaking Methods 0.000 claims description 5
- 239000003463 adsorbent Substances 0.000 claims description 4
- 230000002708 enhancing effect Effects 0.000 claims description 2
- 238000007654 immersion Methods 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 6
- 238000001035 drying Methods 0.000 abstract description 3
- 238000002474 experimental method Methods 0.000 description 22
- 239000012086 standard solution Substances 0.000 description 21
- 239000006228 supernatant Substances 0.000 description 18
- 238000002835 absorbance Methods 0.000 description 17
- 238000001228 spectrum Methods 0.000 description 15
- 238000004458 analytical method Methods 0.000 description 7
- 239000011435 rock Substances 0.000 description 7
- JGSARLDLIJGVTE-UHFFFAOYSA-N 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Chemical compound O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-UHFFFAOYSA-N 0.000 description 6
- 238000011161 development Methods 0.000 description 6
- 229960001259 diclofenac Drugs 0.000 description 6
- DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 239000012528 membrane Substances 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 238000005119 centrifugation Methods 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000002041 carbon nanotube Substances 0.000 description 2
- 229910021393 carbon nanotube Inorganic materials 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 239000010802 sludge Substances 0.000 description 2
- 238000002411 thermogravimetry Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002156 adsorbate Substances 0.000 description 1
- 230000003556 anti-epileptic effect Effects 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 229940124599 anti-inflammatory drug Drugs 0.000 description 1
- 239000001961 anticonvulsive agent Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000000055 hyoplipidemic effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- -1 includes antibiotic Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/005—Compounds containing elements of Groups 1 or 11 of the Periodic Table without C-Metal linkages
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/223—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material containing metals, e.g. organo-metallic compounds, coordination complexes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28054—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their surface properties or porosity
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28054—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their surface properties or porosity
- B01J20/28078—Pore diameter
- B01J20/2808—Pore diameter being less than 2 nm, i.e. micropores or nanopores
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/34—Organic compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/36—Organic compounds containing halogen
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/38—Organic compounds containing nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Analytical Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Nanotechnology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The present invention discloses a kind of preparation method and applications of copper complex, and preparation method includes the following steps：1）By copper chloride dihydrate and Isosorbide-5-Nitrae-two（Triazol-1-yl）It is added in solvent and stirs evenly after terephthalic acid (TPA) mixing, obtain mixed solution A；Then nitric acid stirring is added, obtains mixed solution B；2）Under air-proof condition, mixed solution B is placed under conditions of temperature is 110-130 DEG C and reacts 10-14h, obtains crystal C；3）Crystal C is cleaned three times with ethyl alcohol, is subsequently placed in methanol and impregnates 2 days, is then placed in methylene chloride and impregnates 1 day, drying in baking oven is finally placed in, obtains copper complex.The method of the invention is convieniently synthesized, yield is high, copper complex of the present invention has high adsorption efficiency to C14H10Cl2NNaO2, and also there is good desorption ability after adsorbing drug pollutant and recycle ability, therefore drug contamination object space face of the copper complex in absorption water environment has potential application.
Description
Technical field
The present invention relates to pharmacy pollutant absorbent technical field, in particular to the preparation method of a kind of copper complex and its
Using.
Background technique
With economic development and improvement of living standards, the usage amount of drug and personal-care supplies is constantly increasing,
Drug contamination object is as the major class in drug and personal-care supplies simultaneously, and a kind of emerging dirt being widely noticed in recent years
Object is contaminated, is detected in more and more water body environments, this pollutant mainly includes antibiotic, anti-inflammatory drug, anti-epileptic
Medicine, hypolipidemic etc., since structure is complicated, ingredient multiplicity, degradation is slow under field conditions (factors), while as people constantly give birth to
Production, use, discharge, so that the concentration of drug contamination object constantly rises, and drug can cause organism under extremely low concentration
Reaction, a large amount of in water body and long-term existence, this will do certain harm to the mankind, animals and plants and the ecosystem.
The processing method of drug contamination mainly active sludge absorption, biodegrade, light degradation, high-level oxidation technology at present
Deng, but due to respective disadvantage, limit its practical application.If activated sludge absorption is only by the drug contamination object in water body
Absorption migration does not fundamentally dispose drug into soil from environment；The degradation process ten of biology and light degradation method
Divide and is slowly not enough to eliminate the drug for increasingly increasing and being discharged into water environment；Although the effect that clears the pollution off of high-level oxidation technology
Rate is high, but its is at high cost and can generate some toxic byproducts, causes secondary pollution.Under comparing, absorption method operation letter
Just, economic cost is low, high-efficient, has been demonstrated that adsorbent can be can be used as there are many material at present with a variety of drugs of Adsorption,
Such as active carbon, clay, molecular sieve, carbon nanotube and metal oxide, but activated carbon adsorption rate is lower, it is difficult to circulation benefit
With；Carbon nanotube high production cost, it is difficult to large-scale application；Metal oxide specific surface area is small, and adsorption effect is bad.Therefore have
Necessary continual exploitation has many advantages, such as that adsorption efficiency is high, the at low cost, new material that recycles, as Adsorption water environment
In drug contamination object adsorbent.
Summary of the invention
The technical problem to be solved by the present invention is in view of the deficiency of the prior art, provide a kind of copper complex
Preparation method and applications, the preparation method is convieniently synthesized, yield is high, and with good stability in water, this method is produced
Copper complex there is high adsorption efficiency to C14H10Cl2NNaO2, and also with good Desorption Energy after adsorb drug pollutant
Power and the ability that recycles, therefore drug contamination object space face of the copper complex in absorption water environment has potential application.
In order to solve the above technical problems, the technical scheme is that：
A kind of preparation method of copper complex, includes the following steps：
1）By copper chloride dihydrate and Isosorbide-5-Nitrae-two（Triazol-1-yl）It is added in solvent and stirs evenly after terephthalic acid (TPA) mixing, obtain
To mixed solution A；Then nitric acid is added and stirs 3-8min, obtains mixed solution B；
2）It, will be by step 1 under air-proof condition）Obtained in mixed solution B to be placed on temperature be anti-under conditions of 110-130 DEG C
10-14h is answered, crystal C is obtained；
3）It will be by step 2 with ethyl alcohol）Obtained crystal C is cleaned three times, and then once purged crystal C is placed in methanol and is soaked
Crystal C, is then placed in methylene chloride and impregnates 1 day by bubble 2 days, finally will be soaking after crystal C be placed in temperature as 90-
Dry 8-12h, obtains copper complex in 110 DEG C of baking oven.
As a preferred embodiment, step 1）Middle copper chloride dihydrate and Isosorbide-5-Nitrae-two（Triazol-1-yl）The matter of terephthalic acid (TPA)
Amount is than being 3-5：1.
As a preferred embodiment, step 1）Described in solvent be n,N-Dimethylformamide, the copper chloride dihydrate and
Isosorbide-5-Nitrae-two（Triazol-1-yl）The mass ratio of terephthalic acid (TPA) and solvent is 1:80-90.
As a preferred embodiment, step 1）The mass ratio of middle mixed solution A and nitric acid is 16-20:1.
As a preferred embodiment, step 3）In by once purged crystal B be placed in methanol impregnate during
Every methanol of replacement for 24 hours.
A kind of application of copper complex, the copper complex that preparation method as described above is prepared is as drug contamination object
C14H10Cl2NNaO2 in adsorbent adsorbed water body.
As a preferred embodiment, in the Diclofenac sodium solution that concentration is 400-1600mg/L, copper complex is to double
The adsorption capacity of the fragrant sour sodium of chlorine increases and enhances with C14H10Cl2NNaO2 solution concentration.
As a preferred embodiment, under conditions of temperature is 20 DEG C -60 DEG C, absorption of the copper complex to C14H10Cl2NNaO2
Ability weakens as the temperature rises.
As a preferred embodiment, under mild acid conditions, the ability of the copper complex absorption C14H10Cl2NNaO2 reaches most
It is good.
As a preferred embodiment, the copper complex reaches 65% to the adsorption rate of C14H10Cl2NNaO2, the copper complex
It is also equipped with good desorption ability after adsorbing drug pollutant and recycles ability.
The beneficial effects of the invention are as follows：The preparation method of the copper complex is easy, and yield is high；What this method prepared
Copper complex shows nano aperture, high surface area and the high porosity of rule arrangement, and with good stability to water,
Stable degradation at high temperature, still keeps preferable structural stability under conditions of pH value is 2-12, and copper complex is fragrant to double chlorine
Sour sodium has good adsorption capacity, and adsorption rate reaches 65% or more, at the same copper complex adsorption capacity with temperature reduce and by
Step enhancing, copper complex adsorption capacity gradually enhance with increasing for adsorbate concentration, and copper complex is right under mild acid conditions
C14H10Cl2NNaO2 adsorption capacity reaches more preferably, and copper complex also has good desorption ability and circulation after adsorbing drug pollutant
Utilization ability, therefore drug contamination object space face of the copper complex in adsorbed water body has potential application.
Detailed description of the invention
Fig. 1 is the three-dimensional space model configuration figure of copper complex；
Fig. 2 is that the copper complex after copper complex simulation, copper complex crystal, desolventizing, the copper after absorption C14H10Cl2NNaO2 are matched
The X-ray of the copper complex after copper complex and 3 circulation absorption C14H10Cl2NNaO2s after closing object, desorption C14H10Cl2NNaO2 is spread out
Penetrate figure；
Fig. 3 be copper complex, C14H10Cl2NNaO2, absorption C14H10Cl2NNaO2 after copper complex, desorption C14H10Cl2NNaO2 after copper
The infrared spectrum of copper complex after complex and 3 circulation absorption C14H10Cl2NNaO2s；
Fig. 4 is the thermogravimetric analysis figure of the copper complex after copper complex, C14H10Cl2NNaO2 and absorption C14H10Cl2NNaO2；
Fig. 5 is the absorption situation analysis figure of the C14H10Cl2NNaO2 of copper complex degree various concentration；
Fig. 6 is the time of equilibrium adsorption analysis chart of copper complex absorption C14H10Cl2NNaO2；
Fig. 7 is the case where copper complex adsorbs C14H10Cl2NNaO2 at different temperatures analysis chart；
Fig. 8 is the case where copper complex adsorbs C14H10Cl2NNaO2 at various ph values analysis chart；
Fig. 9 is the case where copper complex adsorbs C14H10Cl2NNaO2 at different dosages analysis chart；
Figure 10 is the desorption situation analysis figure for adsorbing the copper complex after C14H10Cl2NNaO2 saturation；
The case where Figure 11 is the adsorbance of the copper complex after 3 circulation absorption C14H10Cl2NNaO2s analysis chart.
Specific embodiment
Xia Mianjiehefutuduibenfamingjiegouyuanlihegongzuoyuanlizuojinyibuxiangxishuoming.
Embodiment 1
A kind of preparation method of copper complex, includes the following steps：
1）By 0.6g copper chloride dihydrate and 0.2g Isosorbide-5-Nitrae-two（Triazol-1-yl）67mL N, N- is added after terephthalic acid (TPA) mixing
It is stirred evenly in dimethylformamide, obtains mixed solution A；Then 2.85mL nitric acid is added and stirs 8min, obtains mixed solution
B；
2）Take 4mL by step 1）Obtained in mixed solution B be dispensed into the cillin bottle that specification is 15mL, and the cillin bottle is put
It sets and reacts 14h under conditions of temperature is 110 DEG C, obtain crystal C；
3）It will be by step 2 with ethyl alcohol）Obtained crystal C is cleaned three times, and then once purged crystal C is placed in methanol and is soaked
Crystal C is then placed in methylene chloride and impregnates 1 day during which every replacing a methanol for 24 hours by bubble 2 days, finally will be soaking
Crystal C afterwards is placed in baking oven at a temperature of 90 °C dry 12h, obtains copper complex.
Embodiment 2
A kind of preparation method of copper complex, includes the following steps：
1）By 1g copper chloride dihydrate and 0.2g Isosorbide-5-Nitrae-two（Triazol-1-yl）114mL N, N- is added after terephthalic acid (TPA) mixing
It is stirred evenly in dimethylformamide, obtains mixed solution A；Then 3.85mL nitric acid is added and stirs 3min, obtains mixed solution
B；
2）Take 4mL by step 1）Obtained in mixed solution B be dispensed into the cillin bottle that specification is 15mL, and the cillin bottle is put
It sets and reacts 10h under conditions of temperature is 130 DEG C, obtain crystal C；
3）It will be by step 2 with ethyl alcohol）Obtained crystal C is cleaned three times, and then once purged crystal C is placed in methanol and is soaked
Crystal C is then placed in methylene chloride and impregnates 1 day during which every replacing a methanol for 24 hours by bubble 2 days, finally will be soaking
Crystal C afterwards is placed in dry 8h in the baking oven that temperature is 110 DEG C, obtains copper complex.
Embodiment 3
A kind of preparation method of copper complex, includes the following steps：
1）By 0.7g copper chloride dihydrate and 0.2g Isosorbide-5-Nitrae-two（Triazol-1-yl）80mL N, N- is added after terephthalic acid (TPA) mixing
It is stirred evenly in dimethylformamide, obtains mixed solution A；Then 3mL nitric acid is added and stirs 5min, obtains mixed solution B；
2）Take 4mL by step 1）Obtained in mixed solution B be dispensed into the cillin bottle that specification is 15mL, and the cillin bottle is put
It sets and reacts 12h under conditions of temperature is 120 DEG C, obtain crystal C；
3）It will be by step 2 with ethyl alcohol）Obtained crystal C is cleaned three times, and then once purged crystal C is placed in methanol and is soaked
Crystal C is then placed in methylene chloride and impregnates 1 day during which every replacing a methanol for 24 hours by bubble 2 days, finally will be soaking
Crystal C afterwards is placed in dry 10h in the baking oven that temperature is 100 DEG C, obtains copper complex.
In summary, the preparation method of copper metal organic framework compounds is simple, and yield is high.
In above embodiments, embodiment 3 is optimal case, and copper complex used in embodiment 4-14 is by embodiment
3 are made.
Embodiment 4
Three-D space structure simulation is carried out to copper complex with computer, obtains the three-dimensional space model configuration figure of copper complex,
Experimental result is as shown in Figure 1.
Embodiment 5
P-XRD experiment
Experimental procedure：With X-ray diffractometer respectively to copper complex, the double chlorine of desorption after copper complex, load C14H10Cl2NNaO2
The copper complex after 3 circulation absorption C14H10Cl2NNaO2s of copper complex and progress after fragrant acid sodium carries out X-ray diffraction measure
Experimental result is as shown in Figure 2.
Embodiment 6
Infrared spectroscopy experiment
Experimental procedure：
1）Double chlorine sweet smell are desorbed in copper complex, 1mg after taking 1mg copper complex, 1mg C14H10Cl2NNaO2,1mg load C14H10Cl2NNaO2
The copper complex after copper complex and 3 circulation absorption C14H10Cl2NNaO2s after sour sodium respectively with 50mg potassium bromide mixed grinding
Powder at particle size less than 2.5 μm；
2）Then hydraulic press of exerting oneself with 8 tons of pressure will be pressed into piece by the resulting powder of step 1 respectively；
3）With the infrared transform spectrometer of Fourier（Model WQF-510A, manufacturer are that Beijing North point-Rayleigh instrument analyzes limited public affairs
Department）To step 2）Obtained piece carries out infrared spectrum measurement.
Experimental result is as shown in Figure 3.
Embodiment 7
Thermogravimetric test
Experimental procedure：Copper after weighing 10mg copper complex, 10mg C14H10Cl2NNaO2 and 10mg load C14H10Cl2NNaO2 respectively
Complex is placed in crucible（Thermogravimetric analysis is dedicated）In, it is then placed in thermogravimetric analyzer（Model HCT-2, manufacturer are that Beijing is permanent
Nine scientific instrument factories）Upper carry out thermogravimetric test, wherein thermogravimetric analyzer is set according to the following conditions when experiment：Nitrogen stream
Amount is 150ml/min, and reaction temperature is raised to 800 DEG C from 25 DEG C and heating rate is 10 DEG C/min.
Experimental result is as shown in Figure 4.
Embodiment 8
Adsorption experiment
Adsorption experiment of the copper complex to the Diclofenac sodium solution of various concentration
Experimental procedure：
1）Take 20mL concentration be 400,500,600,700,800,900,1000,1100,1200,1300,1400,1500,
The Diclofenac sodium solution of 1600mg/L is respectively placed in 100mL beaker, then weigh 10mg copper complex be added separately to it is above-mentioned
Solution in, with sealed membrane seal bottleneck, be placed in shaking table（Model TS-2, manufacturer are its woods Bell's instrument of Jiangsu Haimen
Manufacturing Co., Ltd）In under conditions of temperature is 25 DEG C to wave rate be that 200rpm rocks 10 hours, obtain reaction solution；So
4mL reaction solution is taken to be placed in centrifuge after standing 3min afterwards（Model H1850R, manufacturer are that Hunan Hunan instrument development in laboratory is limited
Company）Centrifugation removal copper complex is carried out under the conditions of being 10000rpm with revolving speed, obtains C14H10Cl2NNaO2 supernatant；
2）It weighs 10mg C14H10Cl2NNaO2 standard items and is dissolved in the standard solution for being configured to 200mg/L in 50mL water, it then will with water
It is diluted to the Diclofenac sodium standard solution that concentration is 10,15,20,25,30,35mg/L, uses ultraviolet specrophotometer（UV-
650, U.S. spectrum in Shanghai reaches Instrument Ltd.）Absorbance value of the above-mentioned Diclofenac sodium standard solution at 274nm is measured, is recorded
Data draw C14H10Cl2NNaO2 standard curve；
3）Use ultraviolet specrophotometer（UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Measurement is by step 1）Middle C14H10Cl2NNaO2
Supernatant absorbance value at 274nm, and compare by step 2）Obtained C14H10Cl2NNaO2 standard curve, finds out C14H10Cl2NNaO2
The Diclofenac na concn of supernatant, then according to adsorption rate formula R=(CIt is former-C0)/CIt is former* 100% calculates adsorption rate, record number
According to drafting obtains experimental result.
Experimental result：As shown in figure 5, in the Diclofenac sodium solution that concentration is 400-1600mg/L, copper complex pair
The adsorption capacity of C14H10Cl2NNaO2 enhances with increasing for concentration.
Embodiment 9
Copper complex tests the Diclofenac sodium solution adsorption saturation time of same concentrations
Experimental procedure：
1）Taking 20mL concentration is that the Diclofenac sodium solution of 1200mg/L is placed in 100mL beaker, weighs 10mg copper complex and adds
Enter into above-mentioned solution, is placed in shaking table with ParafilmTM beaker mouth, then by beaker（Model TS-2, manufacturer are Jiangsu
Its woods Bell's instrument manufacturing Co., Ltd of Haimen）In with shimmy amplitude be 200rpm under conditions of rock, and rock 10,30,
60, ultraviolet specrophotometer when 100,200,300,400,600,800,1000,1200,1400 and 1600min（Model UV-
650, U.S. spectrum in Shanghai reaches Instrument Ltd.）Absorbance of the Diclofenac sodium solution at 274nm in beaker, record are measured respectively
Data.
2）It weighs 10mg C14H10Cl2NNaO2 standard items and is dissolved in the standard solution for being configured to 200mg/L in 50mL water, then use
Water is diluted to the Diclofenac sodium standard solution that concentration is 10,15,20,25,30,35mg/L, uses ultraviolet specrophotometer
（UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Absorbance value of the above-mentioned Diclofenac sodium standard solution at 274nm is measured,
Data are recorded, C14H10Cl2NNaO2 standard curve is drawn.
3）Make by step 1）Absorbance of the chlorine sweet smell acid sodium solution at 274nm is obtained to compare by step 2）Obtained double chlorine are fragrant
Sour sodium standard curve finds out the Diclofenac na concn of Diclofenac sodium solution in beaker, then according to adsorption rate formula R=
(CIt is former-C0)/CIt is former* 100% calculates adsorption rate, record data, and drafting obtains experimental result.
Experimental result：As shown in fig. 6, copper complex is double in the Diclofenac sodium solution that adsorption concentration is 1200mg/L
The fragrant sour sodium of chlorine reaches adsorption saturation state in 400min.
Embodiment 10
Copper complex is at different temperatures to the adsorption experiment of C14H10Cl2NNaO2
Experimental procedure：
1）Taking 20mL concentration first is that the Diclofenac sodium solution of 1200mg/L is placed in 100mL beaker, then is weighed 10mg copper and matched
Close object be added in above-mentioned solution, with sealed membrane seal bottleneck, then by beaker beaker be placed in temperature condition be 20 DEG C, 30 DEG C,
40 DEG C, 50 DEG C and 60 DEG C of shaking table（Model TS-2, manufacturer are its woods Bell's instrument manufacturing Co., Ltd of Jiangsu Haimen）In
8h is rocked under conditions of being 200rpm with swing amplitudes, then uses centrifuge（Model H1850R, manufacturer are the experiment of Hunan Hunan instrument
Room instrument development Co., Ltd）Centrifugation removal copper complex is carried out under the conditions of being 10000rpm with revolving speed, obtains C14H10Cl2NNaO2
Supernatant.
2）It weighs 10mg C14H10Cl2NNaO2 standard items and is dissolved in the standard solution for being configured to 200mg/L in 50mL water, then use
Water is diluted to the Diclofenac sodium standard solution that concentration is 10,15,20,25,30,35mg/L, uses ultraviolet specrophotometer
（UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Absorbance value of the above-mentioned Diclofenac sodium standard solution at 274nm is measured,
Data are recorded, C14H10Cl2NNaO2 standard curve is drawn.
3）Use ultraviolet specrophotometer（Model UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Measurement is by step 1）It obtains
Absorbance of the C14H10Cl2NNaO2 supernatant at 274nm, and compare by step 2）Obtained C14H10Cl2NNaO2 standard curve, is asked
The Diclofenac na concn of C14H10Cl2NNaO2 supernatant out, then according to adsorption rate formula R=(CIt is former-C0)/CIt is former* 100% calculates suction
Attached rate, records data, and drafting obtains experimental result.
Experimental result：As shown in fig. 7, under conditions of temperature is 20 DEG C -60 DEG C, suction of the copper complex to C14H10Cl2NNaO2
Attached ability weakens as the temperature rises.
Embodiment 11
Copper complex is at various ph values to the adsorption experiment of C14H10Cl2NNaO2
Experimental procedure：
1）Taking 20mL concentration first is that the Diclofenac sodium solution of 1200mg/L is placed in 100mL beaker, is then with concentration
The pH value of Diclofenac sodium solution is adjusted to 6.5,7.5,8.5,9.5 by the sodium hydroxide of 0.01mol/L and the hydrochloric acid of 0.01mol/L
It with 10.5, then weighs the copper complex of 10mg and is added in above-mentioned solution, seal bottleneck with sealed membrane, then beaker placement is shaken
Bed（Model TS-2, manufacturer are its woods Bell's instrument manufacturing Co., Ltd of Jiangsu Haimen）In with swing amplitudes be 200rpm's
Under the conditions of rock 8h, then use centrifuge（Model H1850R, manufacturer are Hunan Xiang Yi Laboratory Instruments development corporation, Ltd.）
Centrifugation removal copper complex is carried out under the conditions of being 10000rpm with revolving speed, obtains C14H10Cl2NNaO2 supernatant.
2）It weighs 10mg C14H10Cl2NNaO2 standard items and is dissolved in the standard solution for being configured to 200mg/L in 50mL water, then use
Water is diluted to the Diclofenac sodium standard solution that concentration is 10,15,20,25,30,35mg/L, uses ultraviolet specrophotometer
（UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Absorbance value of the above-mentioned Diclofenac sodium standard solution at 274nm is measured,
Data are recorded, C14H10Cl2NNaO2 standard curve is drawn.
3）Use ultraviolet specrophotometer（Model UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Measurement is by step 1）It obtains
Absorbance of the C14H10Cl2NNaO2 supernatant at 274nm, and compare by step 2）Obtained C14H10Cl2NNaO2 standard curve, is asked
The Diclofenac na concn of C14H10Cl2NNaO2 supernatant out, then according to adsorption rate formula R=(CIt is former-C0)/CIt is former* 100% calculates suction
Attached rate, records data, and drafting obtains experimental result.
Experimental result：As shown in figure 8, absorption of copper complex under the conditions of pH value is 6.5-10.5, to C14H10Cl2NNaO2
Ability is reduced as pH value increases.
Embodiment 12
Copper complex is at different dosages to the adsorption experiment of C14H10Cl2NNaO2
Experimental procedure：
1）Taking 20mL concentration is that the Diclofenac sodium solution of 1200mg/L is placed in 100mL beaker, weighs 5,10,15,20 respectively
It is added in above-mentioned solution with 25mg copper complex, seals bottleneck with sealed membrane, then beaker is placed into shaking table（Model TS-2 is raw
Business men is its woods Bell's instrument manufacturing Co., Ltd of Jiangsu Haimen）In with swing amplitudes be 200rpm under conditions of rock 8h, connect
Use centrifuge（Model H1850R, manufacturer are Hunan Xiang Yi Laboratory Instruments development corporation, Ltd.）It is 10000rpm with revolving speed
Under the conditions of carry out centrifugation removal copper complex, obtain C14H10Cl2NNaO2 supernatant.
2）It weighs 10mg C14H10Cl2NNaO2 standard items and is dissolved in the standard solution for being configured to 200mg/L in 50mL water, then use
Water is diluted to the Diclofenac sodium standard solution that concentration is 10,15,20,25,30,35mg/L, uses ultraviolet specrophotometer
（UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Absorbance value of the above-mentioned Diclofenac sodium standard solution at 274nm is measured,
Data are recorded, C14H10Cl2NNaO2 standard curve is drawn.
3）Use ultraviolet specrophotometer（UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Measurement is by step 1）Obtained double chlorine are fragrant
Sour sodium supernatant absorbance value at 274nm, and compare by step 2）It is fragrant to find out double chlorine for obtained C14H10Cl2NNaO2 standard curve
The Diclofenac na concn of sour sodium supernatant, then according to adsorption rate formula R=(CIt is former-C0)/CIt is former* 100% calculates adsorption rate, record
Data, drafting obtain experimental result.
Experimental result：As shown in figure 9, under the conditions of dosage is 5-25mg, adsorption energy of the copper complex to C14H10Cl2NNaO2
Power is reduced with the increasing of dosage.
Embodiment 13
Detachment assays
Experimental procedure：
1）The copper complex for weighing 10mg adsorption saturation C14H10Cl2NNaO2 is placed in the beaker of 100mL, then by the pure water of 20mL
It is added in above-mentioned beaker, seals bottleneck with sealed membrane, beaker is then placed in shaking table（Model TS-2, manufacturer are river
Its woods Bell's instrument manufacturing Co., Ltd of Su Haimen）In with swing amplitudes be 200rpm under conditions of rock, every a hour
Fresh 20mL pure water is replaced, is repeated 5 times, and use ultraviolet specrophotometer（Model UV-650, Shanghai U.S. spectrum are limited up to instrument
Company）Absorbance value of the Diclofenac sodium solution at 274nm in each beaker is measured respectively, records data.
2）It weighs 10mg C14H10Cl2NNaO2 standard items and is dissolved in the standard solution for being configured to 200mg/L in 50mL water, then use
Water is diluted to the Diclofenac sodium standard solution that concentration is 10,15,20,25,30,35mg/L, uses ultraviolet specrophotometer
（UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Absorbance value of the above-mentioned Diclofenac sodium standard solution at 274nm is measured,
Data are recorded, C14H10Cl2NNaO2 standard curve is drawn.
3）Use ultraviolet specrophotometer（UV-650, Shanghai U.S. spectrum reach Instrument Ltd.）Measurement is by step 1）What is obtained is double
The fragrant sour sodium supernatant absorbance value at 274nm of chlorine, and compare by step 2）Obtained C14H10Cl2NNaO2 standard curve is found out double
The Diclofenac na concn of the fragrant sour sodium supernatant of chlorine, then according to adsorption rate formula R=(CIt is former-C0)/CIt is former* 100% calculates adsorption rate,
Data are recorded, drafting obtains experimental result.
Experimental result：As shown in Figure 10, over time, copper complex to the desorption rate of C14H10Cl2NNaO2 before this by
It gradually improves, then tends towards stability, copper complex reaches 90% to the desorption rate of C14H10Cl2NNaO2 after 300min.
Embodiment 14
Circulation experiment
Experimental procedure：
1）Taking 20mL concentration is that the Diclofenac sodium solution of 1200mg/L is placed in 100mL beaker, weighs 10mg copper complex and adds
Enter into above-mentioned solution, is placed in shaking table with ParafilmTM beaker mouth, then by beaker（Model TS-2, manufacturer are Jiangsu
Its woods Bell's instrument manufacturing Co., Ltd of Haimen）In with shimmy amplitude be 200rpm under conditions of rock 8h and make copper complex to double
The molten absorption of the fragrant sour sodium of chlorine reaches adsorption saturation state, then uses centrifuge（Model H1850R, manufacturer are the experiment of Hunan Hunan instrument
Room instrument development Co., Ltd）It is centrifuged under the conditions of being 10000rpm with revolving speed, obtains absorption C14H10Cl2NNaO2 saturation after drying
Copper complex；
2）10mg is weighed by step 1）The copper complex of obtained adsorption saturation C14H10Cl2NNaO2 is placed in the beaker of 100mL,
The pure water of 20mL is added in above-mentioned beaker again, bottleneck is sealed with sealed membrane, beaker is then placed in shaking table（Model
TS-2, manufacturer are its woods Bell's instrument manufacturing Co., Ltd of Jiangsu Haimen）In with swing amplitudes be 200rpm under conditions of shake
It shakes, fresh 20mL pure water is replaced every a hour, until the copper complex of adsorption saturation C14H10Cl2NNaO2 be desorbed pair completely
The fragrant sour sodium of chlorine, then uses centrifuge（Model H1850R, manufacturer are Hunan Xiang Yi Laboratory Instruments development corporation, Ltd.）To turn
Speed is centrifuged under the conditions of being 10000rpm, the copper complex after obtaining desorption C14H10Cl2NNaO2 after drying；
3）Taking 20mL concentration is that the Diclofenac sodium solution of 1200mg/L is placed in 100mL beaker, weighs 10mg by step 2）?
To desorption C14H10Cl2NNaO2 after copper complex be added in above-mentioned solution, put with ParafilmTM beaker mouth, then by beaker
It is placed in shaking table（Model TS-2, manufacturer are its woods Bell's instrument manufacturing Co., Ltd of Jiangsu Haimen）In with shimmy amplitude be
The absorption that 8h is rocked under conditions of 200rpm keeps copper complex molten to C14H10Cl2NNaO2 reaches adsorption saturation state again, then uses
Centrifuge（Model H1850R, manufacturer are Hunan Xiang Yi Laboratory Instruments development corporation, Ltd.）With revolving speed for 10000rpm condition
Lower centrifugation obtains C14H10Cl2NNaO2 supernatant and adsorbs the copper complex of C14H10Cl2NNaO2 saturation；
4）Repeat step 2）Step 3）3 times, and use ultraviolet specrophotometer（Model UV-650, Shanghai U.S. spectrum are limited up to instrument
Company）It measures respectively repeatedly by step 3）Absorbance value of the obtained C14H10Cl2NNaO2 supernatant at 274nm records data；
5）It weighs 10mg C14H10Cl2NNaO2 standard items and is dissolved in the standard solution for being configured to 200mg/L in 50mL water, it then will with water
It is diluted to the Diclofenac sodium standard solution that concentration is 10,15,20,25,30,35mg/L, uses ultraviolet specrophotometer（UV-
650, U.S. spectrum in Shanghai reaches Instrument Ltd.）Absorbance value of the above-mentioned Diclofenac sodium standard solution at 274nm is measured, is recorded
Data draw C14H10Cl2NNaO2 standard curve.
6）Make repeatedly by step 3）Obtained C14H10Cl2NNaO2 supernatant absorbance value at 274nm is compared respectively by step
5）Obtained C14H10Cl2NNaO2 standard curve, finds out the concentration of C14H10Cl2NNaO2 in C14H10Cl2NNaO2 supernatant, then according to suction
Attached rate formula R=(CIt is former-C0)/CIt is former* 100% calculates adsorption rate, record data, and drafting obtains experimental result.
Experimental result：As shown in figure 11, after recycling 3 adsorption experiments, copper complex connects the adsorption rate of C14H10Cl2NNaO2
Nearly 60%, this shows that copper complex also has good desorption ability after adsorbing drug pollutant and recycles ability.
The above is only better embodiment of the present invention, and all technical solutions according to the present invention are to above implementation
Any subtle modifications, equivalent variations and modifications, belong in the range of technical solution of the present invention made by mode.
Claims (10)
1. a kind of preparation method of copper complex, it is characterised in that：Include the following steps：
1）By copper chloride dihydrate and Isosorbide-5-Nitrae-two（Triazol-1-yl）It is added in solvent and stirs evenly after terephthalic acid (TPA) mixing, obtain
To mixed solution A；Then nitric acid is added and stirs 3-8min, obtains mixed solution B；
2）It, will be by step 1 under air-proof condition）Obtained in mixed solution B to be placed on temperature be anti-under conditions of 110-130 DEG C
10-14h is answered, crystal C is obtained；
3）It will be by step 2 with ethyl alcohol）Obtained crystal C is cleaned three times, and then once purged crystal C is placed in methanol and is soaked
Crystal C, is then placed in methylene chloride and impregnates 1 day by bubble 2 days, finally will be soaking after crystal C be placed in temperature as 90-
Dry 8-12h, obtains copper complex in 110 DEG C of baking oven.
2. a kind of preparation method of copper complex according to claim 1, it is characterised in that：Step 1）Middle copper chloride dihydrate
With Isosorbide-5-Nitrae-two（Triazol-1-yl）The mass ratio of terephthalic acid (TPA) is 3-5：1.
3. a kind of preparation method of copper complex according to claim 1, it is characterised in that：Step 1）Described in solvent be
N,N-Dimethylformamide, the copper chloride dihydrate and Isosorbide-5-Nitrae-two（Triazol-1-yl）The mass ratio of terephthalic acid (TPA) and solvent is
1:80-90。
4. a kind of preparation method of copper complex according to claim 1, it is characterised in that：Step 1）Middle mixed solution A
Mass ratio with nitric acid is 16-20:1.
5. a kind of preparation method of copper complex according to claim 1, it is characterised in that：Step 3）In will be cleaned
Crystal B afterwards is placed in methanol during immersion every methanol of replacement for 24 hours.
6. a kind of application of copper complex, it is characterised in that：Preparation method as described in any one in claim 1-5 is prepared
Copper complex as the C14H10Cl2NNaO2 in drug contamination object adsorbent adsorbed water body.
7. a kind of application of copper complex according to claim 6, it is characterised in that：It is 400-1600mg/L's in concentration
In Diclofenac sodium solution, copper complex to the adsorption capacity of C14H10Cl2NNaO2 with increasing for C14H10Cl2NNaO2 solution concentration and
Enhancing.
8. a kind of application of copper complex according to claim 6, it is characterised in that：The item for being 20 DEG C -60 DEG C in temperature
Under part, copper complex weakens the adsorption capacity of C14H10Cl2NNaO2 as the temperature rises.
9. a kind of application of copper complex according to claim 6, it is characterised in that：Under mild acid conditions, the copper is matched
The ability for closing object absorption C14H10Cl2NNaO2 reaches best.
10. a kind of application of copper complex according to claim 6, it is characterised in that：The copper complex is fragrant to double chlorine
The adsorption rate of sour sodium reaches 65%, and the copper complex is also equipped with good desorption ability and circulation after adsorbing drug pollutant
Utilization ability.
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| CN110818909A (en) * | 2019-11-07 | 2020-02-21 | 西北大学 | Metal organic framework compound and preparation method and application thereof |
| CN111004398A (en) * | 2019-12-23 | 2020-04-14 | 山西大学 | Microporous Cu-MOF material and preparation method and application thereof |
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| CN101531671A (en) * | 2009-04-15 | 2009-09-16 | 南开大学 | Micro-porous copper coordination polymer, preparation method and application thereof |
| JP2016087506A (en) * | 2014-10-31 | 2016-05-23 | 地方独立行政法人青森県産業技術センター | Organic compound capturing agent |
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| CN101531671A (en) * | 2009-04-15 | 2009-09-16 | 南开大学 | Micro-porous copper coordination polymer, preparation method and application thereof |
| JP2016087506A (en) * | 2014-10-31 | 2016-05-23 | 地方独立行政法人青森県産業技術センター | Organic compound capturing agent |
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| CN110818909A (en) * | 2019-11-07 | 2020-02-21 | 西北大学 | Metal organic framework compound and preparation method and application thereof |
| CN110818909B (en) * | 2019-11-07 | 2021-07-20 | 西北大学 | Metal organic framework compound and preparation method and application thereof |
| CN111004398A (en) * | 2019-12-23 | 2020-04-14 | 山西大学 | Microporous Cu-MOF material and preparation method and application thereof |
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