CN104860970B - A kind of zinc coordination polymer and the preparation method of Congo red complex thereof and purposes - Google Patents
A kind of zinc coordination polymer and the preparation method of Congo red complex thereof and purposes Download PDFInfo
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- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic System
- C07F3/06—Zinc compounds
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- 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
- B01J20/226—Coordination polymers, e.g. metal-organic frameworks [MOF], zeolitic imidazolate frameworks [ZIF]
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- 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
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- B01J20/3078—Thermal treatment, e.g. calcining or pyrolizing
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
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- C02F1/28—Treatment of water, waste water, or sewage by sorption
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0004—Coated particulate pigments or dyes
- C09B67/0008—Coated particulate pigments or dyes with organic coatings
- C09B67/0009—Coated particulate pigments or dyes with organic coatings containing organic acid derivatives
- C09B67/001—Coated particulate pigments or dyes with organic coatings containing organic acid derivatives containing resinic acid derivatives
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
- H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
- H01G9/20—Light-sensitive devices
- H01G9/2059—Light-sensitive devices comprising an organic dye as the active light absorbing material, e.g. adsorbed on an electrode or dissolved in solution
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/542—Dye sensitized solar cells
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
Abstract
The invention discloses a kind of zinc coordination polymer and the preparation method of Congo red complex thereof and purposes.Specifically, the zinc coordination polymer of the present invention be zwitterion to type coordination polymer, its chemical formula is [Zn (1,2,3 BTA) (H2O)]·(H2L)0.5·2H2O, wherein benzene-1 is abbreviated as 1,2,3 H3BTA, in formula, 1,2,3 BTA represent the negative trivalent acid group of benzene-1；N, N ' two (pyridine 3 base) succinamide is abbreviated as L, H in formula2L represents the positive bivalent cation that N, N ' two (pyridine 3 base) succinamide is formed after combining two protons.This zinc coordination polymer is [Zn (1,2,3 BTA) (H with the chemical formula of the complex that Congo red is formed2O)]·(H2L)0.5·0.75CR·6H2O, wherein CR represents Congo red molecules.The present invention is prepared for zinc coordination polymer under the conditions of solvent thermal, and it is stable at aouatic structure, and has good selectivity and bigger adsorbance to Congo red, can use as the raw material producing photovoltaic cell.
Description
Technical field
The invention belongs to Coordinative Chemistry field, relate to a kind of zinc coordination polymer and the preparation of Congo red complex thereof
Method and purposes, be specifically related to a kind of with 1, and 2,3-benzenetricarboxylic acids, N, N '-two (pyridin-3-yl) succinamide is part
Zinc coordination polymer, its complex with Congo red, its preparation method, and in preparing photovoltaic cell
Purposes.
Background technology
Organic dyestuff is widely used in the industries such as plastics, papermaking, weaving, and the industrial wastewater rich in organic dyestuff is made
Become serious environmental pollution, endanger human health.How efficiently and rapidly to remove organic from industrial wastes
Dyestuff, and be used, turn waste into wealth, it is a highly important problem.
At present, the processing method for the waste liquid rich in organic dyestuff mainly has degraded and absorption etc..Degradation pathway
Mainly use light-sensitive catalyst, make dyestuff be degraded to carbon dioxide and water, thus purify water；Adsorption approach master
Adsorbent to be used, utilizes its hole and bigger specific surface area, through the process that charge attraction or ion exchange
Dyestuff is carried out adsorbing separation, and with suitable solvent by its eluting, thus realize the cycling and reutilization of dyestuff.
At present, the active charcoal of relatively broad adsorbent, timber etc. are used.But the adsorbance of these adsorbents is general
Less and do not have selectivity, after absorption, the example as composite materials recycling still lacks research.
Recently, metal organic frame (Metal-Organic Framework, MOF) structure dye adsorption and point
Application in from causes everybody concern.The cardinal principle of the method is as follows: utilize metal-organic framework
Bigger specific surface and contained functional group interact with the charge attraction of dye molecule, hydrogen bond or pi-pi accumulation etc.
Optionally adsorpting dye molecule, thus reach to separate the purpose of dyestuff.Compared with other adsorbents, polycomplexation
Compound can be by regulating the effective to electronics and electron-withdrawing power of functional group in its bore hole size and organic ligand
Ground realizes quickly, in a large number, adsorb selectively, and can recycle.Wherein, the bright seminar of Sun Zhong
Report a kind of coordination polymer absorption methyl blue application (see Fei-Yan Yi, Wei Zhu, Song Dang,
Jian-Ping Li,Dai Wu,Yun-hui Li,Zhong-Ming Sun,Chem.Commun.,2015,51,
pp3336-3339).But, in article, only selectivity and effect to dye adsorption separation is studied, and also
The character of the coordination compound after absorption and dye composition is not inquired into.
Therefore, design and synthesize the coordination polymer that a kind of adsorptive selectivity is high, effective, in order to adsorb waste liquid
In dyestuff, and to after this coordination polymer and absorbing dye thereof formed complex carry out photoelectric property in terms of
Research tool is of great significance.
Summary of the invention
For above-mentioned situation, it is an object of the invention to provide a kind of zinc coordination polymer, this zinc coordination polymer
Preparation method, the complex of this zinc coordination polymer and Congo red, the preparation method and its usage of this complex.
To achieve these goals, the present invention adopts the following technical scheme that
On the one hand, the invention provides a kind of zinc coordination polymer, it is by zinc, benzene-1 (hemimellitic
Acid), N, N '-two (pyridin-3-yl) succinamide (N, N '-di (pyridine-3-yl) succinamide) and water composition
Zwitterion to type coordination polymer, its molecular formula is C16H17N2O10Zn, its chemical formula is
[Zn(1,2,3-BTA)(H2O)]·(H2L)0.5·2H2O, wherein:
Described benzene-1 (having another name called l,2,3 benzene tricarboxylic acid) is abbreviated as 1,2,3-H3BTA, in chemical formula
1,2,3-BTA represents the negative trivalent acid group of benzene-1；
Described N, N '-two (pyridin-3-yl) succinamide (having another name called N, N '-two (pyridin-3-yl) succinamide) is abbreviated as
L, the H in chemical formula2L represents positive two that N, N '-two (pyridin-3-yl) succinamide is formed after combining two protons
Valency cation.
On the other hand, the invention provides the preparation method of above-mentioned zinc coordination polymer, it comprises the following steps:
(1) according to Zinc diacetate dihydrate: benzene-1: N, N '-two (pyridin-3-yl) succinamide=1～3:1～3:1
Mol ratio, above-mentioned reactant is joined in reaction vessel, after closed reaction vessel, by reaction system in
100～150 DEG C are reacted 1～3 day；
(2), after reaction terminates, reaction system is cooled to room temperature, obtains crystal；
(3) crystal obtained in step (2) is filtered, washed and dried, obtains zinc coordination polymer.
In a preferred embodiment, Zinc diacetate dihydrate, benzene-1, N described in step (1), N '-
Mol ratio between two (pyridin-3-yl) succinamide is 2:2:1.
In a preferred embodiment, described in step (1), reaction vessel is heat-resisting reactor.
In a preferred embodiment, described in step (1), reaction system also comprises aqueous slkali.
Preferably, in such scheme, described aqueous slkali uses as acid binding agent, preferably sodium hydroxide, hydrogen-oxygen
Change any one aqueous solution, more preferably sodium hydrate aqueous solution in potassium, sodium carbonate and potassium carbonate.
Preferably, in such scheme, the molar concentration of described sodium hydrate aqueous solution is 0.005～0.02M, excellent
Select 0.01M.
In a preferred embodiment, described in step (1), the temperature of reaction is 120 DEG C, and the time is 2
My god.
In a preferred embodiment, cooling described in step (2) uses programmed cooling method, and it cools down speed
Degree is 5～10 DEG C/h, preferably 5 DEG C/h.
In a preferred embodiment, washing described in step (3) uses water or ethanol to complete.
In a preferred embodiment, being dried as being vacuum dried described in step (3), baking temperature is 50 DEG C.
Another aspect, the invention provides the complex of a kind of zinc coordination polymer and Congo red, and it is by above-mentioned
The complex that zinc coordination polymer, Congo red (Congo Red, CR) and water are formed, its chemical formula is
[Zn(1,2,3-BTA)(H2O)]·(H2L)0.5·0.75CR·6H2O, wherein:
1,2,3-BTA and H in chemical formula2L is as it has been described above, CR represents Congo red molecules.
Another further aspect, the invention provides the preparation method of the complex of above-mentioned zinc coordination polymer and Congo red,
It comprises the following steps: according to zinc coordination polymer: the mol ratio of Congo red=1:0.5～1, by zinc coordination polymer
Join in the waste liquid containing Congo red, stir 90～150 minutes under 200～500rpm, the precipitation that will produce
It is filtered, washed and dried, obtains the complex of zinc coordination polymer and Congo red.
In a preferred embodiment, described zinc coordination polymer can first pass through grinding in advance, is then added to
In the described waste liquid containing Congo red.
Preferably, in such scheme, the time of described grinding is 0.5～2 hour, preferably 1 hour.
In a preferred embodiment, in the described waste liquid containing Congo red, the concentration of Congo red is 0.5～2
G/L, preferably 1g/L.
Preferably, in such scheme, described Congo red is brown-red powder, its chemistry entitled 3,3'-[[1,1'-connection
Benzene]-4,4'-base is double (azo)] double (4-amino naphthalenes-1-sulfonic acid) disodium, its molecular formula is C32H22N6Na2O6S2, its knot
Structure formula is as follows:
In a preferred embodiment, the rotating speed of described stirring is 400rpm, and the time is 120 minutes.
In a preferred embodiment, described washing uses water to complete.
In a preferred embodiment, described be dried into vacuum drying, baking temperature is 50 DEG C.
It should be noted that those skilled in the art can also compound by above-mentioned zinc coordination polymer and Congo red
The preparation method of thing is considered as a kind of method utilizing zinc coordination polymer absorption Congo red.
Last aspect, the complex that the invention provides above-mentioned zinc coordination polymer and Congo red is preparing photovoltaic
Purposes in battery.
Owing to technique scheme is used, the present invention compared with prior art has the advantage that
1, the present invention is prepared for zinc coordination polymer under the conditions of solvent thermal, in Shui Zhong adsorbing separation the Congo HONGTI
Supply the newly selected；
2, the method reaction condition disclosed in the present invention is gentle, the response time is short, the post processing of reaction is simple, has
It is beneficial to industrial applications；
3, the zinc coordination polymer obtained in the present invention has good selectivity and bigger absorption to Congo red
Amount, 1g zinc coordination polymer is 1129mg to the maximal absorptive capacity of the Congo red in water；
4, the zinc coordination polymer of the present invention and the compound features of Congo red go out good photocurrent response character,
It is suitable for preparing the devices such as photovoltaic cell, and then realizes the recycling of organic dyestuff, be conducive to turning waste into wealth.
Accompanying drawing explanation
Fig. 1 is the structure chart of anion chain in embodiment one product.
Fig. 2 is anion chain and H in embodiment one product2L, the interaction of hydrogen bond schematic diagram of hydrone.
Fig. 3 is the structure cell accumulation graph of embodiment one product.
Fig. 4 is the embodiment one time dependent ultraviolet absorpting spectrum of product being immersed in Congo red solution.
Fig. 5 is embodiment one product and the hot weightless picture of embodiment two product.
Fig. 6 is embodiment one product and the powder diffraction comparison diagram of embodiment two product.
Fig. 7 is embodiment one product and and the photocurrent response comparison diagram of embodiment two product.
Detailed description of the invention
Below in conjunction with the drawings and specific embodiments, the present invention is made further description.
Embodiment one: the preparation of zinc coordination polymer.
Weigh Zinc diacetate dihydrate (44mg, 0.2mmol), two hydrations benzene-1 (42mg, 0.2mmol)
And N, N '-two (pyridin-3-yl) succinamide (27mg, 0.1mmol), join in the heat-resisting reactor of 25mL,
In reactor, add appropriate 0.01M sodium hydrate aqueous solution again, after capping still, in an oven in
120 DEG C of reacting by heating 2d.After reaction terminates, with the speed of 5 DEG C/h, the temperature of reaction system is slowly dropped to room temperature,
Clear crystal is obtained after 2d.This crystal is filtered, and washs with ethanol, in 50 DEG C of vacuum drying, weigh
And calculate productivity.Yield: 55mg, productivity: 60% (calculating based on metallic zinc).
IR (pressing potassium bromide troche): ν=3357 (w), 3078 (w), 1684 (m), 1609 (s), 1586 (s), 1559 (s),
1484(s),1449(s),1369(s),1340(m),1282(m),1256(m),1199(m),1179(m),879(m),
833(m),797(s),781(s),703(s),666(m),623(w)cm-1。
Elementary analysis: molecular formula C16H17N2O10Zn (MW=462.69)；Theoretical value: C 41.53%, H 3.70%,
N 6.05%；Measured value: C 41.65%, H 3.81%, N 5.84%.
Product carries out X-ray single crystal diffraction test, and its crystallographic parameter is shown in Table 1；Anion chain in product
Structure chart is as it is shown in figure 1, anion chain and H in product2L, interaction of hydrogen bond schematic diagram such as Fig. 2 of hydrone
Shown in, the structure cell accumulation graph of product is as shown in Figure 3.
Table 1. [Zn (1,2,3-BTA) (H2O)]·(H2L)0.5·2H2The crystallographic parameter of O
Above-mentioned data show, the present embodiment has successfully obtained target product zinc coordination polymer
[Zn(1,2,3-BTA)(H2O)]·(H2L)0.5·2H2O。
Embodiment two: the preparation (joining the polymers absorption to Congo red) of the complex of zinc coordination polymer and Congo red.
The zinc coordination polymer (40mg, 0.086mmol) prepared in embodiment one is ground 1h, is then added to
In Congo red aqueous solution (50mL, 1g/L, 0.072mmol), and it is stirred under 400rpm.Different
Time interval (0,5min, 15min, 30min, 45min, 60min, 90min, 120min) is drawn molten
Liquid, the clear liquid after centrifugal filtration, measure uv absorption spectra spectrum after diluting same multiple, as shown in Figure 4.Stir
After mixing 90min, obtain red precipitate, be centrifuged and be washed with a small amount, be placed in vacuum drying oven and do in 50 DEG C
Dry, weigh and calculate productivity.Through analyzing, the chemical formula of product is
[Zn(1,2,3-BTA)(H2O)]·(H2L)0.5·0.75CR·6H2O, yield: 77.3mg, productivity: 85% (based on gold
Belong to zinc to calculate).
IR (pressing potassium bromide troche): ν=3605 (w), 3185 (w), 3069 (w), 1690 (m), 1554 (s), 1470 (s),
1421(m),1391(m),1369(s),1350(m),1326(s),1218(s),1197(s),1171(s),1077(s),
1040(m),938(m),913(m),880(m),834(m),796(m),782(m),755(m),716(m),698(m),
666(m),633(m)cm-1。
Elementary analysis: molecular formula C40H41.5N6.5Na1.5O18.5S1.5Zn (MW=1057.25)；Theoretical value: C 45.44%,
H 3.96%, N 8.61%, S 4.55%, Zn 6.18%；Measured value: C 45.14%, H 4.17%, N 9.06%, S
4.01%, Zn 6.50%.
The above results shows, the present embodiment has successfully prepared the complex of zinc coordination polymer and Congo red.
The product using embodiment one and embodiment two to obtain carries out thermal weight loss test, and its result is as shown in Figure 5.Temperature
When degree is to 200 DEG C, dry out son；When temperature is 200 DEG C～600 DEG C, lose organic ligand, with molecular formula phase
Symbol.
The product using embodiment one and embodiment two to obtain carries out powder diffraction test, and its result is as shown in Figure 6.
It is found that compared with simulation peak, the powder diffraction peak of the two has no significant change, and this shows that embodiment one obtains
The zinc coordination polymer obtained does not occurs crystal formation to change before and after absorption Congo red.
Embodiment three: zinc coordination polymer and the photocurrent response test of the complex with Congo red thereof.
What photocurrent response was tested specifically comprises the following steps that the product by embodiment one and embodiment two obtain enters respectively
Row grinds, and is each pressed on a rectangle ito glass, and effective area is about 0.785cm2(one of them
The length of side is 1.0cm).To scribble the ito glass of product as working electrode, platinum electrode is auxiliary electrode, calomel electricity
Extremely reference electrode, is placed in the silica dish equipped with 100mL metabisulfite solution (0.1M).Use a 150W
High pressure xenon lamp, as light source, is placed at ITO electrode 15cm, and electrode excites 0 to 400s, is spaced 20s, photoelectric current
The voltage measured is 0.5V.
The result that photoelectric current is tested accordingly is as it is shown in fig. 7, the product that embodiment one obtains produces more weak anode current
(about 0.17 μ A), the product that embodiment two obtains produces stronger cathode current (about 20 μ A).Result table
Bright, Congo red can be adsorbed in water by zinc coordination polymer effectively, and selectivity is high, its absorption
After complex have stronger photocurrent response, can be as photovoltaic cell materials'use.
Claims (16)
1. a zinc coordination polymer, it is by zinc, benzene-1, N, N '-two (pyridin-3-yl) succinamide
With water composition zwitterion to type coordination polymer, its molecular formula is C16H17N2O10Zn, its chemical formula is
[Zn(1,2,3-BTA)(H2O)]·(H2L)0.5·2H2O, wherein:
Described benzene-1 is abbreviated as 1,2,3-H3BTA, 1 in chemical formula, 2,3-BTA represent benzene-1
Negative trivalent acid group；
Described N, N '-two (pyridin-3-yl) succinamide is abbreviated as L, the H in chemical formula2L represents N, N '-two (pyrrole
Pyridine-3-base) succinamide combines the positive bivalent cation formed after two protons.
2. a preparation method for zinc coordination polymer according to claim 1, it comprises the following steps:
1) according to Zinc diacetate dihydrate: benzene-1: N, N '-two (pyridin-3-yl) succinamide=1～3:1's～3:1
Mol ratio, joins in reaction vessel by above-mentioned reactant, after closed reaction vessel, by reaction system in
100～150 DEG C are reacted 1～3 day；
2), after reaction terminates, reaction system is cooled to room temperature, obtains crystal；
3) by step 2) in the crystal that obtains be filtered, washed and dried, obtain zinc coordination polymer.
Preparation method the most according to claim 2, it is characterised in that:
Step 1) described in Zinc diacetate dihydrate, benzene-1, N, N '-two (pyridin-3-yl) succinamide it
Between mol ratio be 2:2:1；
Described reaction vessel is heat-resisting reactor；
Described reaction system also comprises aqueous slkali；
The temperature of described reaction is 120 DEG C, and the time is 2 days.
Preparation method the most according to claim 3, it is characterised in that:
Described aqueous slkali is any one aqueous solution in sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate.
Preparation method the most according to claim 4, it is characterised in that:
Described aqueous slkali is sodium hydrate aqueous solution.
Preparation method the most according to claim 5, it is characterised in that:
The molar concentration of described sodium hydrate aqueous solution is 0.005～0.02M.
Preparation method the most according to claim 6, it is characterised in that:
The molar concentration of described sodium hydrate aqueous solution is 0.01M.
Preparation method the most according to claim 2, it is characterised in that:
Step 2) described in cooling use programmed cooling method, its rate of cooling is 5～10 DEG C/h.
Preparation method the most according to claim 8, it is characterised in that:
Described rate of cooling is 5 DEG C/h.
Preparation method the most according to claim 2, it is characterised in that:
Step 3) described in washing use water or ethanol to complete；
Described be dried into vacuum drying, baking temperature is 50 DEG C.
11. 1 kinds of zinc coordination polymers and the complex of Congo red, it is by zinc according to claim 1
The complex that coordination polymer, Congo red and water are formed, its chemical formula is
[Zn(1,2,3-BTA)(H2O)]·(H2L)0.5·0.75CR·6H2O, wherein:
1,2,3-BTA and H in chemical formula2As defined in claim 1, CR represents Congo red molecules to L.
The preparation method of the complex of 12. 1 kinds of zinc coordination polymers according to claim 11 and Congo red,
It comprises the following steps: according to zinc coordination polymer: the mol ratio of Congo red=1:0.5～1, by zinc coordination polymer
Join in the waste liquid containing Congo red, stir 90～150 minutes under 200～500rpm, the precipitation that will produce
It is filtered, washed and dried, obtains the complex of zinc coordination polymer and Congo red.
13. preparation methoies according to claim 12, it is characterised in that:
Described zinc coordination polymer first passes through grinding in advance, is then added in the described waste liquid containing Congo red, described
The time ground is 0.5～2 hour；
In the described waste liquid containing Congo red, the concentration of Congo red is 0.5～2g/L.
14. preparation methoies according to claim 13, it is characterised in that:
The time of described grinding is 1 hour；
In the described waste liquid containing Congo red, the concentration of Congo red is 1g/L.
15. preparation methoies according to claim 12, it is characterised in that:
The rotating speed of described stirring is 400rpm, and the time is 120 minutes；
Described washing uses water to complete；
Described be dried into vacuum drying, baking temperature is 50 DEG C.
The complex of 16. zinc coordination polymers according to claim 11 and Congo red is preparing photovoltaic cell
In purposes.
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