CN104592258A - Copper triiodo-phenylamine-tris(triazolyl) chloride complex used as potential fluorescent material and preparation method of copper triiodo-phenylamine-tris(triazolyl) chloride complex - Google Patents
Copper triiodo-phenylamine-tris(triazolyl) chloride complex used as potential fluorescent material and preparation method of copper triiodo-phenylamine-tris(triazolyl) chloride complex Download PDFInfo
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- CN104592258A CN104592258A CN201510088024.1A CN201510088024A CN104592258A CN 104592258 A CN104592258 A CN 104592258A CN 201510088024 A CN201510088024 A CN 201510088024A CN 104592258 A CN104592258 A CN 104592258A
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- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- 239000000463 material Substances 0.000 title claims abstract description 7
- 239000010949 copper Substances 0.000 title abstract 7
- 239000007983 Tris buffer Substances 0.000 title abstract 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 title abstract 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title abstract 4
- 229910052802 copper Inorganic materials 0.000 title abstract 4
- 125000001425 triazolyl group Chemical group 0.000 title abstract 4
- 150000001412 amines Chemical class 0.000 claims abstract description 26
- 239000013078 crystal Substances 0.000 claims abstract description 17
- 238000012360 testing method Methods 0.000 claims abstract description 14
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims abstract description 13
- 238000009792 diffusion process Methods 0.000 claims abstract description 5
- -1 phenyl triiodide amine Chemical class 0.000 claims description 24
- 229960003280 cupric chloride Drugs 0.000 claims description 12
- 229910021591 Copper(I) chloride Inorganic materials 0.000 claims description 5
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 230000005260 alpha ray Effects 0.000 claims description 3
- 238000002447 crystallographic data Methods 0.000 claims description 3
- 229910002804 graphite Inorganic materials 0.000 claims description 3
- 239000010439 graphite Substances 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 10
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 8
- 229910021592 Copper(II) chloride Inorganic materials 0.000 abstract 1
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 abstract 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 1
- 238000007789 sealing Methods 0.000 abstract 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 14
- 239000000975 dye Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 12
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 7
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 7
- 235000015320 potassium carbonate Nutrition 0.000 description 7
- 229960004643 cupric oxide Drugs 0.000 description 6
- 229910010413 TiO 2 Inorganic materials 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- NSPMIYGKQJPBQR-CVMUNTFWSA-N 1h-1,2,4-triazole Chemical class [13CH]=1[15N]=[13CH][15NH][15N]=1 NSPMIYGKQJPBQR-CVMUNTFWSA-N 0.000 description 2
- 230000000274 adsorptive effect Effects 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 238000004220 aggregation Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000007480 spreading Effects 0.000 description 2
- 238000003892 spreading Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 1
- 101710134784 Agnoprotein Proteins 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000019771 cognition Effects 0.000 description 1
- 238000005564 crystal structure determination Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000008151 electrolyte solution Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000001455 metallic ions Chemical class 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- GRONZTPUWOOUFQ-UHFFFAOYSA-M sodium;methanol;hydroxide Chemical compound [OH-].[Na+].OC GRONZTPUWOOUFQ-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 238000012549 training Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/188—Metal complexes of other metals not provided for in one of the previous groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention discloses a copper triiodo-phenylamine-tris(triazolyl) chloride complex {[Cu(L)(DMF)Cl2].CHCl3.(0.7H2O)} (1), the structural unit of which is as shown in the figure 1. The invention further discloses a preparation method of {[Cu(L)(DMF)Cl2].CHCl3.(0.7H2O)} (1) (L is equal to tris(4-triazolphenyl)amine), wherein the preparation method adopts a diffusion method and comprises the following steps: placing L dissolved by CHCl3 at the bottom of a test tube, placing CuCl2.(2H2O) dissolved by CH3OH at the top of the test tube, sealing the tube orifice, performing room temperature diffusion for two weeks to obtain a brown branch-shaped crystal suitable for X-ray single crystal diffraction. The invention further discloses application of the copper triiodo-phenylamine-tris(triazolyl) chloride complex {[Cu(L)(DMF)Cl2].CHCl3.(0.7H2O)} (1) (L is equal to tris(4-triazolphenyl)amine) used as the potential fluorescent material.
Description
The present invention obtains state natural sciences fund general project (21471113), young top-notch personnel's support plan, Tianjin Education Commission general project (20140506), Tianjin Normal University Middl-age and youth faculty Academic innovations advance planning item (52XC1401), the subsidy of Tianjin State Scientific and Technological Commission general project (11JCYBJC03600) and Tianjin innovation team of institution of higher education training plan (TD12-5038).
Technical field
The invention belongs to organic and Inorganic synthese technical field, relate to phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl
2] CHCl
30.7H
2o} (
1) preparation method of (L=tri-(4-triazole phenyl) amine) and the application as potential fluorescent material.
Background technology
1,2,4-triazole and derivative thereof have the coordination feature of pyrazoles and imidazoles concurrently, are the bridgingligands that coordination ability is stronger, have synthesized at present and have characterized a large amount of monokaryons, multinuclear and multidimensional compound.These parts can with 1, nitrogen-atoms on 2 and metallic ion coordination form N1, N2-bridging pattern, for 4 unsubstituted 1,2,4-triazole derivative is by 2, nitrogen-atoms on 4 forms N2, N4-bridging pattern, this N2, N4-bridging pattern is with the N1 of imidazoles in metalloenzyme, and N3-bridging mode class seemingly.Special purpose for triazole class compounds also shows in the design of molecular device, and the metal complexes that synthesis has different dimension has been the vital step of device.
The present invention adopts " diffusion process ", i.e. CHCl
3the L dissolved is placed in bottom test tube, CH
3the CuCl that OH dissolves
22H
2o is placed in test tube top, seals the mouth of pipe.Room temperature spreads brown branching shape crystal { [Cu (L) Cl obtaining applicable X-ray single crystal diffraction for two weeks
2] CHCl
30.7H
2o} (
1) (L=tri-(4-triazole phenyl) amine).This title complex also can be used as potential fluorescent material aspect and is applied.
Summary of the invention
Another object of the present invention is to provide a kind of phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl
2] CHCl
30.7H
2o} (
1) (L=tri-(4-triazole phenyl) amine) monocrystalline and preparation method thereof.
Current inventor provides following technical scheme for this reason:
Phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl
2] CHCl
30.7H
2o} (
1) (L=tri-(4-triazole phenyl) amine) structural motif as shown in Figure 1.
The present invention further discloses phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl
2] CHCl
30.7H
2o} (
1) (L=tri-(4-triazole phenyl) amine) monocrystalline, it is characterized in that this single crystal structure adopts APEX II CCD single crystal diffractometer, use through graphite monochromatised Mok alpha-ray (λ=0.71073) be incident radiation, with
ω-2
θscan mode collects point diffraction, obtains unit cell parameters, utilize SHELXL-97 direct method to solve single crystal data from difference Fourier electron density map through least-squares refinement:
Table 1. title complex
1crystallographic data
Phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl of the present invention
2] CHCl
30.7H
2o} (
1) preparation method of (L=tri-(4-triazole phenyl) amine) monocrystalline, its feature is at employing " diffusion process ", i.e. CHCl
3the L dissolved is placed in bottom test tube, CH
3the CuCl that OH dissolves
22H
2o is placed in test tube top, seals the mouth of pipe.Room temperature spreads two weeks to prepare this title complex
L。
The present invention's preferred example:
Three (4-triazole phenyl) amine) preparation of (L)
Adopt " one kettle way " at polar solvent, three (4-phenyl-iodide) amine, 1H-1,2,4-triazole, salt of wormwood and cupric oxide are prepared in a heated condition; Wherein three (4-phenyl-iodide) amine: 1H-1,2,4-triazole: salt of wormwood: the mol ratio of cupric oxide is 2:15:30:1;
three (4-phenyl-iodide) amine
1H-1,2,4-triazole
The present invention is three (4-phenyl-iodide) amine: 1H-1,2,4-triazole preferably: salt of wormwood: the mol ratio of cupric oxide is 2:15:30:1; Temperature of reaction 80-200 DEG C, reaction times 12-120 hour.In polar solvent, adopt " one kettle way ", three (4-phenyl-iodide) amine, 1H-1,2,4-triazole, salt of wormwood and cupric oxide are prepared this organic compound in a heated condition;
Another preferred embodiment of the present invention
CHCl
3three (4-triazole phenyl) amine that (10 mL) dissolves) (L) (0.1 mmol) be placed in bottom test tube, CH
3the CuCl that OH (4 mL) dissolves
22H
2o (0.2 mmol) is placed in test tube top, seals the mouth of pipe.Room temperature obtains the brown branching shape crystal of applicable X-ray single crystal diffraction after spreading two weeks.Productive rate: 20%.Ultimate analysis (C
25h
21.4cl
5cuN
10o
0.7) theoretical value (%): C, 42.06; H, 3.02; N, 19.62.Measured value: C, 42.09; H, 3.06; N, 19.59.
The present invention further discloses phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl
2] CHCl
30.7H
2o} (
1) (L=tri-(4-triazole phenyl) amine) can be used as potential fluorescent material aspect and applied.
A kind of phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl disclosed by the invention
2] CHCl
30.7H
2o} (
1) advantage and disadvantage that has of (L=tri-(4-triazole phenyl) amine) monocrystalline is:
(1) operation is simple and easy to do.
(2) reaction yield is high, and the purity of products obtained therefrom is high.
(3) { [Cu (L) Cl prepared by the present invention
2] CHCl
30.7H
2o} (
1) (L=tri-(4-triazole phenyl) amine) production cost is low, method is easy, is applicable to scale operation.
Accompanying drawing explanation
Fig. 1: title complex
1crystalline structure primitive figure.
Fig. 2: title complex
1two-dimensional layered structure figure.
Embodiment
Below in conjunction with embodiment, the present invention is described further, and embodiment is only indicative, never means that it limits the scope of the invention by any way.Raw materials used three (4-phenyl-iodide) amine, 1H-1,2,4-triazole, salt of wormwood and cupric oxide etc. all have commercially available.All raw materials are all buy from chemical reagents corporation both domestic and external, through continuation purify but directly use.
Embodiment 1
Three (4-phenyl-iodide) amine: 1H-1,2,4-triazole: salt of wormwood: the mol ratio of cupric oxide is 2:15:30:1
CuO (0.5 mmol), salt of wormwood (15 mmol), 1H-1 is added respectively in 50 mL, tri-mouthfuls of round-bottomed flasks that magneton, reflux exchanger and thermometer are housed, 2,4-triazole (5 mmol), three (4-phenyl-iodide) amine (1 mmol) and 20 mL DMF.Start and be stirred in 150
oc, reacts 60 hours.After reaction terminates, reaction solution is down to room temperature, filter, filtrate adds 100 mL water, separates out and precipitates in a large number, suction filtration, collects filter cake, three (4-triazole phenyl) amine (L).Yield 78.3%.
Embodiment 2
CHCl
3three (4-triazole phenyl) amine that (10 mL) dissolves) (L) (0.1 mmol) be placed in bottom test tube, CH
3the CuCl that OH (4 mL) dissolves
22H
2o (0.2 mmol) is placed in test tube top, seals the mouth of pipe.Room temperature obtains the brown branching shape crystal of applicable X-ray single crystal diffraction after spreading two weeks.Productive rate: 20%.Ultimate analysis (C
25h
21.4cl
5cuN
10o
0.7) theoretical value (%): C, 42.06; H, 3.02; N, 19.62.Measured value: C, 42.09; H, 3.06; N, 19.59.
Embodiment 3
Crystal structure determination adopts APEX II CCD single crystal diffractometer, use through graphite monochromatised Mok alpha-ray (λ=0.71073) be incident radiation, with
ω-2
θscan mode collects point diffraction, obtains unit cell parameters, utilize software to solve crystalline structure from difference Fourier electron density map through least-squares refinement, and through Lorentz lorentz and polarizing effect correction.All H atom are synthesized by difference Fourier and are determined through desirable position calculation.Detailed axonometry data are in table 1.Structural motif is shown in Fig. 1, and one-dimensional catenary structure is shown in Fig. 2.
Table 1. title complex
1crystallographic data
Embodiment 4
The concrete instance that dyestuff or luminous agent use
Method: PARSTAT 2273 electrochemical workstation of differentiated pulse volt-ampere (DPV) the curve negotiating Princeton Applied Research Laboratory development of dye solution is measured.The DPV test of solution adopts three-electrode system, and glass-carbon electrode is working electrode, and supporting electrode is platinum plate electrode, homemade Ag/AgNO
3electrode is reference electrode; Electrolytic solution is the acetonitrile solution of 0.1molL-1TBAP.Reduce reversible point to for interior mark with Oxidation of Ferrocene, obtains the correction value between test system and standard hydrogen electrode system.
Monochromatic incident light photoelectric transformation efficiency (IPCE) describes the photoelectric transformation efficiency of DSCs under monochromatic ray effect, is transfer to the electronic number of external circuit and the ratio of incident light subnumber.During measurement, use 500 W xenon lamps as light source, the monochromatic ray of incident light under the multifunctional assembled grating spectrograph of WDS-5 type obtains different wave length λ; Monochromatic light exposure, in the light anode of battery, reads current value I by Keithley2400 digital sourcemeter.Monochromatic good fortune illumination is measured by USB4000 plug-and-play Miniature optical linear light spectrometer.
Step: in order to definitely understand dyestuff at TiO
2adsorptive capacity on film, by dye sensitization TiO
2(geometric area is about 1 cm to nanometer crystal film
2) be immersed in 10 mL 0.01 molL
-1sodium hydroxide methanol solution in spend the night, treat that the absorbancy of attached mensuration solution separated completely by dyestuff.Wash one's face and rinse one's mouth according to absorbancy and molar absorptivity and can calculate the adsorptive capacity of dyestuff on unit surface nanometer crystal film.The adsorptive capacity of this title complex is 5.8 × 10
-4mol/cm
2.
Result: compared with the methanol solution of dyestuff, dyestuff is at TiO
2absorption spectrum on film all obviously broadens and red shift.This shows that dye molecule is at TiO
2define the J-aggregate of first also tail.From the principle of work of DSCs, the spectrum broadening that dye aggregation causes and red shift are very favourable for the widening of photoelectric response scope of dyestuff.But meanwhile, dye aggregation cognition reduces its electron injection efficiency greatly, thus causes the degraded performance of DSCs.So, in dye solution, usually add coadsorbent to suppress the gathering of dyestuff.This title complex is in methanol solution and at TiO
2the fluorometric investigation of the purple solution on membrane electrode adopts 2.5 × 10
-5the methanol solution of mol/L, maximum emission wavelength is positioned at 575 nm.
After the preferred embodiment described in detail, be familiar with this technology personage can be well understood to, do not departing under above-mentioned claim and spirit and can carry out various change and amendment, all above embodiment is done according to technical spirit of the present invention any simple modification, equivalent variations and modification, all belong to the scope of technical solution of the present invention.And the present invention is not also by the restriction of example embodiment in specification sheets.
Claims (4)
1. phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl
2] CHCl
30.7H
2o} (
1) structural motif as shown in Figure 1:
L=tri-(4-triazole phenyl) amine.
2. the monocrystalline of phenyl triiodide amine three triazole cupric chloride title complex described in claim 1, it is characterized in that this single crystal structure adopts APEX II CCD single crystal diffractometer, use through graphite monochromatised Mok alpha-ray (λ=0.71073) be incident radiation, with
ω-2
θscan mode collects point diffraction, obtains unit cell parameters, utilize software to solve single crystal data from difference Fourier electron density map through least-squares refinement:
Table 1. title complex
1crystallographic data
。
3. phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl described in claim 1
2] CHCl
30.7H
2o} (
1) preparation method of (L=tri-(4-triazole phenyl) amine), it is characterized in that it adopts " diffusion process ", i.e. CHCl
3the L dissolved is placed in bottom test tube, CH
3the CuCl that OH dissolves
22H
2o is placed in test tube top, seals the mouth of pipe, and room temperature spreads two weeks to prepare this title complex
L。
4. phenyl triiodide amine three triazole cupric chloride title complex { [Cu (L) Cl described in claim 1
2] CHCl
30.7H
2o} (
1) (L=tri-(4-triazole phenyl) amine) as the application of potential fluorescent material aspect.
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|---|---|---|---|---|
| WO2012025195A1 (en) * | 2010-08-25 | 2012-03-01 | Universität Heidelberg | Molecular catalysts based on dinuclear or polynuclear copper complexes |
| CN103910751A (en) * | 2013-11-22 | 2014-07-09 | 河南工程学院 | 1,4-bis(1,2,4-triazol methyl)benzene-copper (II) complex and preparation method |
| CN104193691A (en) * | 2014-09-11 | 2014-12-10 | 南京农业大学 | Synthesis methods of tri-(4-triazolyl phenyl) amine and tri-(4-triazolyl phenyl)amine cadmium complex |
| CN104356149A (en) * | 2014-11-10 | 2015-02-18 | 天津师范大学 | M-benzene bi-triazole Cu-hypochlorite complex and preparation method and application thereof |
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