CN104592261B - Phenyl triiodide amine three triazole zinc chloride coordination compound with potential fluorescent material and preparation method thereof - Google Patents
Phenyl triiodide amine three triazole zinc chloride coordination compound with potential fluorescent material and preparation method thereof Download PDFInfo
- Publication number
- CN104592261B CN104592261B CN201510088023.7A CN201510088023A CN104592261B CN 104592261 B CN104592261 B CN 104592261B CN 201510088023 A CN201510088023 A CN 201510088023A CN 104592261 B CN104592261 B CN 104592261B
- Authority
- CN
- China
- Prior art keywords
- amine
- triazole
- phenyl
- zinc chloride
- coordination compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- -1 Phenyl triiodide amine Chemical class 0.000 title claims abstract description 30
- 150000001875 compounds Chemical class 0.000 title claims abstract description 18
- JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Inorganic materials [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 title claims abstract description 15
- 239000011592 zinc chloride Substances 0.000 title claims abstract description 15
- 235000005074 zinc chloride Nutrition 0.000 title claims abstract description 15
- 239000000463 material Substances 0.000 title claims abstract description 8
- 238000002360 preparation method Methods 0.000 title abstract description 9
- 150000001412 amines Chemical class 0.000 claims abstract description 24
- 239000011701 zinc Substances 0.000 claims abstract description 15
- 239000013078 crystal Substances 0.000 claims abstract description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 230000005260 alpha ray Effects 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
- 238000012360 testing method Methods 0.000 abstract description 12
- HEDRZPFGACZZDS-UHFFFAOYSA-N CHCl3 Substances ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract description 5
- 238000009792 diffusion process Methods 0.000 abstract description 3
- 239000000975 dye Substances 0.000 description 14
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 10
- SNHMUERNLJLMHN-UHFFFAOYSA-N iodobenzene Chemical compound IC1=CC=CC=C1 SNHMUERNLJLMHN-UHFFFAOYSA-N 0.000 description 7
- 229910000027 potassium carbonate Inorganic materials 0.000 description 7
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 6
- 239000005751 Copper oxide Substances 0.000 description 5
- 229910000431 copper oxide Inorganic materials 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- 238000005286 illumination Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000004220 aggregation Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229940125904 compound 1 Drugs 0.000 description 2
- 238000002447 crystallographic data Methods 0.000 description 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(I) nitrate Inorganic materials [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 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
- 241000208340 Araliaceae Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241001597008 Nomeidae Species 0.000 description 1
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 1
- 235000003140 Panax quinquefolius Nutrition 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 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
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 238000005564 crystal structure determination Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 238000005516 engineering process Methods 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
- 238000001914 filtration Methods 0.000 description 1
- 235000008434 ginseng Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 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
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 230000001795 light effect Effects 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
- 150000001455 metallic ions Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 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
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000009467 reduction 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
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/06—Zinc compounds
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
Abstract
The invention discloses phenyl triiodide amine three triazole zinc chloride coordination compound with potential fluorescent material and preparation method thereof, wherein phenyl triiodide amine three triazole zinc chloride coordination compound { [Zn (L) Cl2]·0.5CH3OH·H2The structural motif of O} (1) is as shown in Figure 1.Also disclose { [Zn (L) Cl simultaneously2]·0.5CH3OH·H2The preparation method of O} (1) (L=tri-(4 triazole phenyl) amine).It is to use " diffusion method ", i.e. CHCl3The L dissolved is placed in bottom test tube, CH3The ZnCl that OH dissolves2·6H2O is placed in test tube top, seals the mouth of pipe.Room temperature spreads the orange-yellow rhabdolith obtaining being suitable for X ray single crystal diffraction two weeks.The present invention further discloses phenyl triiodide amine three triazole zinc chloride coordination compound { [Zn (L) Cl2]·0.5CH3OH·H2O} (1) (L=tri-(4 triazole phenyl) amine) is as the application in terms of potential fluorescent material.
Description
The present invention obtains state natural sciences fund general project (21471113), young top-notch personnel's support plan, sky
Education Commission of Jinshi City general project (20140506), Tianjin Normal University's Middl-age and youth faculty Academic innovations advance planning item
(52XC1401), meter is cultivated by Tianjin State Scientific and Technological Commission general project (11JCYBJC03600) and Tianjin innovation team of institution of higher education
Draw the subsidy of (TD12-5038).
Technical field
The invention belongs to organic and Inorganic synthese technical field, relate to phenyl triiodide amine three triazole zinc chloride coordination compound { [Zn
(L)Cl2]·0.5CH3OH·H2The preparation method of O} (1) (L=tri-(4-triazole phenyl) amine) and as potential phosphor
The application of material.
Background technology
1,2,4-triazole and derivant thereof have the coordination feature of pyrazoles and imidazoles concurrently, are that the bridging that coordination ability is stronger is joined
Body, has synthesized and has characterized substantial amounts of monokaryon, multinuclear and multidimensional compound the most.These parts can be former with the nitrogen on 1,2
Son forms N1, N2-bridging pattern with metallic ion coordination, can be by 2,4 for 4 unsubstituted 1,2,4-triazole derivatives
On nitrogen-atoms formed N2, N4-bridging pattern, this N2, N4-bridging pattern is with the N1 of imidazoles in metalloenzyme, N3-bridging pattern
Similar.Specific use for triazole class compounds is also manifested by the design of molecular device, and synthesis has different dimension
Metal complex has been the vital step of device.
The present invention is i.e. to use " diffusion method ", i.e. CHCl3The L dissolved is placed in bottom test tube, CH3The ZnCl that OH dissolves2It is placed in
Test tube top, seals the mouth of pipe.Room temperature spreads orange-yellow the rhabdolith { [Zn (L) obtaining being suitable for X-ray single crystal diffraction two weeks
Cl2]·0.5CH3OH·H2O} (1) (L=tri-(4-triazole phenyl) amine).This coordination compound is alternatively arranged as potential fluorescent material
Aspect is applied.
Summary of the invention
A kind of phenyl triiodide amine three triazole zinc chloride coordination compound { [Zn (L) of offer is provided
Cl2]·0.5CH3OH·H2O} (1) (L=tri-(4-triazole phenyl) amine) monocrystalline and preparation method thereof.
Following technical scheme is current inventor provides for this:
Phenyl triiodide amine three triazole zinc chloride coordination compound { [Zn (L) Cl2]·0.5CH3OH·H2O} (1) (L=tri-(4-
Triazole phenyl) amine) structural motif as shown in Figure 1.
The present invention further discloses phenyl triiodide amine three triazole zinc chloride coordination compound { [Zn (L) Cl2]·0.5CH3OH·
H2O} (1) (L=tri-(4-triazole phenyl) amine) monocrystalline, it is characterised in that this mono-crystalline structures uses APEX II CCD monocrystalline
Diffractometer, use is incident radiation through graphite monochromatised Mok alpha ray (λ=0.71073), with ω-2 θ scan mode
Collect point diffraction, obtain cell parameter through least square refinement, utilize SHELXL-97 from difference Fourier electron density map
Direct method solves single crystal data:
The crystallographic data of table 1. coordination compound 1
Phenyl triiodide amine three triazole zinc chloride coordination compound { [Zn (L) Cl of the present invention2]·0.5CH3OH·H2O} (1)
The preparation method of (L=tri-(4-triazole phenyl) amine) monocrystalline, its feature is using " diffusion method ", i.e. CHCl3The L dissolved is placed in
Bottom test tube, CH3The ZnCl that OH dissolves2·6H2O is placed in test tube top, seals the mouth of pipe.Room temperature spreads two weeks to prepare this cooperation
Thing
L。
One preferred example of the present invention:
Three (4-triazole phenyl) amine) preparation of (L)
Using " one kettle way ", by three (4-iodobenzene) amine, 1H-1,2,4-triazoles, potassium carbonate and copper oxide are at heating condition
Lower preparation;Wherein three (4-iodobenzene) amine: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:15:30:1;
Three (4-iodobenzene) amine 1H-1,2,4-triazole
The present invention preferably three (4-iodobenzene) amine: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:15:
30:1;Reaction temperature 80-200 DEG C, 12-120 hour response time.In polar solvent, use " one kettle way ", by three (4-iodine
For benzene) amine, 1H-1,2,4-triazole, potassium carbonate and copper oxide prepare this organic compound in a heated condition;
Presently preferred embodiment
CHCl3Three (4-triazole phenyl) amine that (10 mL) dissolves) (L) (0.1 mmol) be placed in bottom test tube, CH3OH
The ZnCl that (4 mL) dissolves2·6H2O (0.2 mmol) is placed in test tube top, seals the mouth of pipe.Room temperature is suitable for after spreading two weeks
The orange-yellow rhabdolith of X-ray single crystal diffraction.Productivity: 20%.Elementary analysis (C24.5H22Cl2N10O1.5Zn) theoretical value (%):
C, 47.71;H, 3.60;N, 22.71.Measured value: C, 47.69;H, 3.66;N, 22.74.
The present invention further discloses phenyl triiodide amine three triazole zinc chloride coordination compound { [Zn (L) Cl2]·0.5CH3OH·
H2O} (1) (L=tri-(4-triazole phenyl) amine) can be applied as potential fluorescent material aspect.
A kind of phenyl triiodide amine three triazole zinc chloride coordination compound { [Zn (L) Cl disclosed by the invention2]·0.5CH3OH·
H2O} (1) (L=tri-(4-triazole phenyl) amine) monocrystalline have the advantage that and feature are:
(1) operation is simple and easy to do.
(2) reaction yield is high, and the purity of products obtained therefrom is high.
(3) { [Zn (L) Cl prepared by the present invention2]·0.5CH3OH·H2O} (1) (L=tri-(4-triazole phenyl)
Amine) production cost is low, and method is easy, is suitable for large-scale production.
Accompanying drawing explanation
The crystal structure primitive figure of Fig. 1: coordination compound 1.
The one-dimensional catenary structure figure of Fig. 2: coordination compound 1.
Detailed description of the invention
Below in conjunction with embodiment, the present invention is described further, and embodiment is only explanatory, is in no way intended to it
Limit the scope of the present invention by any way.Raw materials used three (4-iodobenzene) amine, 1H-1,2,4-triazole, potassium carbonate and oxygen
Change copper etc. to be commercially available.All raw materials are all to buy from chemical reagents corporation both domestic and external, not through continuation purification
It is directly to use.
Embodiment 1
Three (4-iodobenzene) amine: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:15:30:1
It is separately added into CuO (0.5 in equipped with 50 mL three neck round bottom flasks of magneton, reflux condenser and thermometer
Mmol), potassium carbonate (15 mmol), 1H-1,2,4-triazole (5 mmol), three (4-iodobenzene) amine (1 mmol) and 20
mL DMF.Start stirring 150oC, reacts 60 hours.After reaction terminates, reactant liquor being down to room temperature, filter, filtrate adds
100 mL water, separate out a large amount of precipitation, sucking filtration, collect filter cake, three (4-triazole phenyl) amine (L).Yield 78.3%.
Embodiment 2
CHCl3Three (4-triazole phenyl) amine that (10 mL) dissolves) (L) (0.1 mmol) be placed in bottom test tube, CH3OH
The ZnCl that (4 mL) dissolves2·6H2O (0.2 mmol) is placed in test tube top, seals the mouth of pipe.Room temperature is suitable for after spreading two weeks
The orange-yellow rhabdolith of X-ray single crystal diffraction.Productivity: 20%.Elementary analysis (C24.5H22Cl2N10O1.5Zn) theoretical value (%):
C, 47.71;H, 3.60;N, 22.71.Measured value: C, 47.69;H, 3.66;N, 22.74.
Embodiment 3
Crystal structure determination uses APEX II CCD single crystal diffractometer, uses through graphite monochromatised Mok alpha ray (λ
=0.71073) it is incident radiation, collects point diffraction with ω-2 θ scan mode, obtain structure cell ginseng through least square refinement
Number, utilizes software to solve crystal structure from difference Fourier electron density map, and through Lorentz lorentz and polarity effect correction.All of
H atom is synthesized by difference Fourier and determines through preferable position calculation.Detailed axonometry data are shown in Table 1.Structural motif is shown in
Fig. 1, one-dimensional catenary structure is shown in Fig. 2.
The crystallographic data of table 1. coordination compound 1
Embodiment 4
The concrete instance that dyestuff or luminous agent use
Method: differentiated pulse volt-ampere (DPV) the curve negotiating Princeton Applied Research Laboratory of dye solution is developed
PARSTAT 2273 electrochemical workstation is measured.The DPV test of solution uses three-electrode system, and glass-carbon electrode is working electrode,
Auxiliary electrode is platinum plate electrode, homemade Ag/AgNO3Electrode is reference electrode;Electrolyte is the acetonitrile of 0.1mol L-1TBAP
Solution.With the Oxidation of Ferrocene reversible point of reduction to as internal standard, obtain the corrected value between test system and standard hydrogen electrode system.
Monochromatic incident illumination photoelectric transformation efficiency (IPCE) describes DSCs photoelectric transformation efficiency under monochromatic light effect, is to turn
Move on to the electron number of external circuit and the ratio of incident illumination subnumber.During measurement, 500 W xenon lamps are used to pass through as light source, incident illumination
The multifunctional assembled grating spectrograph of WDS-5 type obtains the monochromatic light under different wave length λ;Monochromatic light exposure is in the light sun of battery
Pole, is read current value I by Keithley2400 digital sourcemeter.Monochromatic good fortune illumination is micro-by USB4000 plug-and-play
Type light spectral instrument is measured.
Step: in order to have any actual knowledge of dyestuff at TiO2Adsorbance on film, by dye sensitization TiO2Nanometer crystal film (geometric surface
Long-pending about 1 cm2) it is immersed in 10 mL 0.01 mol L-1Sodium hydroxide methanol solution in overnight, treat that dyestuff desorbs completely
The absorbance of rear mensuration solution.Wash one's face and rinse one's mouth according to absorbance and molar absorptivity and can calculate dyestuff on unit are nanometer crystal film
Adsorbance.The adsorbance of this coordination compound is 5.8 × 10-4 mol/cm2。
Result: compared with the methanol solution of dyestuff, dyestuff is at TiO2Absorption spectrum on film the most substantially broadens and red shift.This
Show that dye molecule is at TiO2Define the first and J-aggregation of tail.Say from the operation principle of DSCs, the light that dye aggregation causes
Spectrum width and red shift are highly beneficial for the widening of photoelectric respone scope of dyestuff.But meanwhile, dye aggregation is known from experience
It is substantially reduced its electron injection efficiency, thus causes the degraded performance of DSCs.So, generally add co-adsorption in dye solution
Agent suppresses the gathering of dyestuff.This coordination compound is in methanol solution and at TiO2The fluorometric investigation of the purple solution on membrane electrode is adopted
With 2.5 × 10-5The methanol solution of mol/L, maximum emission wavelength is positioned at 575 nm.
After the preferred embodiment described in detail, it is familiar with this skilled worker and is clearly understood that, without departing from above-mentioned
Can carry out various change and amendment under claim and spirit, all technical spirit according to the present invention are to above example institute
Any simple modification, equivalent variations and the modification made, belongs to the scope of technical solution of the present invention.And the present invention is not illustrated
The restriction of example embodiment in book.
Claims (2)
1. the monocrystalline of phenyl triiodide amine three triazole zinc chloride coordination compound, it is characterised in that this mono-crystalline structures uses APEX II CCD
Single crystal diffractometer, uses through graphite monochromatised Mok alpha ray, and λ=0.71073 is incident radiation, with ω-2 θ scanning side
Formula collects point diffraction, obtains cell parameter through least square refinement, utilizes software solution from difference Fourier electron density map
Go out single crystal data:
Described phenyl triiodide amine three triazole zinc chloride complex monocrystal molecular formula: [Zn (L) Cl2]·0.5CH3OH·H2O, its
Middle L=tri-(4-triazole phenyl) amine.
2. phenyl triiodide amine three triazole zinc chloride complex monocrystal described in claim 1 is as answering in terms of potential fluorescent material
With.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510088023.7A CN104592261B (en) | 2015-02-26 | 2015-02-26 | Phenyl triiodide amine three triazole zinc chloride coordination compound with potential fluorescent material and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510088023.7A CN104592261B (en) | 2015-02-26 | 2015-02-26 | Phenyl triiodide amine three triazole zinc chloride coordination compound with potential fluorescent material and preparation method thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
CN104592261A CN104592261A (en) | 2015-05-06 |
CN104592261B true CN104592261B (en) | 2016-08-10 |
Family
ID=53118356
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201510088023.7A Expired - Fee Related CN104592261B (en) | 2015-02-26 | 2015-02-26 | Phenyl triiodide amine three triazole zinc chloride coordination compound with potential fluorescent material and preparation method thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN104592261B (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102633734A (en) * | 2012-03-23 | 2012-08-15 | 天津师范大学 | Tris(4-triazole phenyl) amine compound as well as preparation method and application thereof |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100516072C (en) * | 2007-02-14 | 2009-07-22 | 南开大学 | Cadmium anthracene-9,10-dicarboxylate complex, preparing method and application thereof |
CN104193691B (en) * | 2014-09-11 | 2016-02-10 | 南京农业大学 | The synthetic method of a kind of three-(4-triazol radical phenyl) amine and cadmium complex thereof |
-
2015
- 2015-02-26 CN CN201510088023.7A patent/CN104592261B/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102633734A (en) * | 2012-03-23 | 2012-08-15 | 天津师范大学 | Tris(4-triazole phenyl) amine compound as well as preparation method and application thereof |
Also Published As
Publication number | Publication date |
---|---|
CN104592261A (en) | 2015-05-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN104610302B (en) | Double triazole p-phthalic acid Zn complex of anthracene nucleus with potential fluorescent material and preparation method thereof | |
CN104628750B (en) | A kind of double; two triazole Zn complex of anthracene nucleus with potential fluorescent material and preparation method thereof | |
CN104592267B (en) | Double triazole M-phthalic acid cadmium complex of naphthalene with potential fluorescent material and preparation method thereof | |
CN104592262B (en) | There are two triazole M-phthalic acid Zn complexes of anthracene nucleus of potential fluorescent material and preparation method thereof | |
CN104610315B (en) | Double; two triazole M-phthalic acid cadmium complex of oxygen ether with potential fluorescent material and preparation method thereof | |
CN104557991B (en) | Double triazole zinc chloride complex of oxygen ether with potential fluorescent material and preparation method thereof | |
CN104610320B (en) | Tetraphenyl ethylene four triazole three-dimensional cadmium complex with potential fluorescent material and preparation method thereof | |
CN104557992B (en) | Double triazole trimesic acid cadmium complex of naphthalene with potential fluorescent material and preparation method thereof | |
CN104610378B (en) | Double triazole nickel complexes of oxygen ether with potential fluorescent material and preparation method thereof | |
CN104558055B (en) | There is oxygen ether pair triazole nitric acid nickel complex of potential fluorescent material and preparation method thereof | |
CN104610314B (en) | Double; two triazole Caddy (Cleary) coordination compound of oxygen ether with potential fluorescent material and preparation method thereof | |
CN104610304B (en) | Oxygen ether double-triazole zinc complex with potential fluorescent material and preparation method thereof | |
CN104610319B (en) | Tetraphenyl ethylene four triazole cadmium perchlorate coordination compound with potential fluorescent material and preparation method thereof | |
CN104592265B (en) | Double triazole phthalic acid cadmium complex of anthracene nucleus with potential fluorescent material and preparation method thereof | |
CN104610322A (en) | Tetraphenyl ethylene tetratriazolyl cadmium acetate complex with potential fluorescent material and preparation method thereof | |
CN104610288B (en) | A kind of phenyl triazole silver complex with potential fluorescent material and preparation method thereof | |
CN104592305B (en) | There is oxygen ether pair triazole chlorination manganese complex of potential fluorescent material and preparation method thereof | |
CN104592261B (en) | Phenyl triiodide amine three triazole zinc chloride coordination compound with potential fluorescent material and preparation method thereof | |
CN104592269B (en) | Double triazole cadmium iodide complex of oxygen ether with potential fluorescent material and preparation method thereof | |
CN104592273B (en) | Double triazole cadmium acetate complex of oxygen ether with potential fluorescent material and preparation method thereof | |
CN104610300B (en) | Phenyl triiodide amine three triazole zinc nitrate coordination compound with potential fluorescent material and preparation method thereof | |
CN104610344B (en) | Oxygen ether bitriazol lead complex with potential fluorescent material and preparation method of complex | |
CN104610376B (en) | Double triazole iron complexes of oxygen ether with potential fluorescent material and preparation method thereof | |
CN104610301B (en) | There are two triazole M-phthalic acid Zn complexes of naphthalene of potential fluorescent material and preparation method thereof | |
CN104592264B (en) | Two triazole cadmium bromide title complex of oxygen ether with potential fluorescent material and preparation method thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
CF01 | Termination of patent right due to non-payment of annual fee | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20160810 Termination date: 20170226 |