CN104610315B - Double; two triazole M-phthalic acid cadmium complex of oxygen ether with potential fluorescent material and preparation method thereof - Google Patents
Double; two triazole M-phthalic acid cadmium complex of oxygen ether with potential fluorescent material and preparation method thereof Download PDFInfo
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims abstract description 30
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 150000003852 triazoles Chemical class 0.000 title claims abstract description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 229910052793 cadmium Inorganic materials 0.000 title claims abstract description 15
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 229910052760 oxygen Inorganic materials 0.000 title claims abstract description 15
- 239000001301 oxygen Substances 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 239000000463 material Substances 0.000 title claims abstract description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 68
- 239000013078 crystal Substances 0.000 claims abstract description 17
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 7
- 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
- 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
- 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 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- YAWIAFUBXXPJMQ-UHFFFAOYSA-N 1-bromo-4-(4-bromophenoxy)benzene Chemical compound C1=CC(Br)=CC=C1OC1=CC=C(Br)C=C1 YAWIAFUBXXPJMQ-UHFFFAOYSA-N 0.000 description 7
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 7
- 229910000027 potassium carbonate Inorganic materials 0.000 description 7
- 239000005751 Copper oxide Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 229910000431 copper oxide Inorganic materials 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 4
- 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
- 229940125904 compound 1 Drugs 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000002447 crystallographic data 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
- 239000002244 precipitate Substances 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
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012360 testing method 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
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241001597008 Nomeidae Species 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- 238000000862 absorption spectrum Methods 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
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 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
- 150000004696 coordination complex Chemical class 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
- 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
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000003446 ligand Substances 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
- 230000003287 optical effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 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 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 239000000376 reactant Substances 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
- 238000003756 stirring Methods 0.000 description 1
- 238000012549 training Methods 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
- C07F3/08—Cadmium 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
- 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 double; two triazole M-phthalic acid cadmium complex of the oxygen ether with potential fluorescent material and preparation method thereof, wherein the double; two triazole M-phthalic acid cadmium complex [Cd (L) (ipa) (DMF)] of oxygen ether (<b>1</b>) structural motif as shown in Figure 1。Also disclose simultaneously [Cd (L) (ipa) (DMF)] (<b>1</b>) preparation method of (L=1-(4-(4-(1H-1,2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazoles, ipa=M-phthalic acid, DMF=N, N-dimethylformamide)。It is to adopt " solvent-thermal method ", i.e. Cd (NO3)2·6H2O, L, ipa, DMF and H2O is 90oIt is slowly dropped to room temperature after reacting three days under C and obtains being suitable for the colourless bulk crystals of X-ray single crystal diffraction。The present invention further discloses the application as potential fluorescent material aspect of the oxygen ether double; two triazole M-phthalic acid cadmium complex。
Description
The present invention obtains the subsidy of state natural sciences fund general project (21471113), young top-notch personnel's support plan, Tianjin Education Commission general project (20140506), Tianjin Normal University's Middl-age and youth faculty Academic innovations propelling planning item (52XC1401), 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 stating double; two triazole M-phthalic acid cadmium complex [Cd (L) (ipa) (DMF)] (1) (L=1-(4-(4-(1H-1 of oxygen ether, 2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazoles, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) preparation method and as the application of potential fluorescent material。
Background technology
1,2,4-triazole and derivant thereof have the coordination feature of pyrazoles and imidazoles concurrently, are the bridging ligands that coordination ability is stronger, have synthesized and characterized substantial amounts of monokaryon, multinuclear and multidimensional compound at present。These parts can with 1, nitrogen-atoms on 2 forms N1 with metallic ion coordination, N2-bridge gang mould formula, for 4 unsubstituted 1,2,4-triazole derivative can pass through 2, nitrogen-atoms on 4 forms N2, N4-bridge gang mould formula, this N2, N4-bridge gang mould formula is similar with N1, the N3-bridge gang mould formula of imidazoles in metalloenzyme。Specific use for triazole class compounds is also manifested by the design of molecular device, and it has been the vital step of device that synthesis has the metal complex of different dimension。
The present invention adopts " solvent-thermal method ", i.e. Cd (NO3)2·6H2O, L, ipa, DMF and H2O is 90oIt is slowly dropped to room temperature after reacting three days under C and obtains being suitable for colourless bulk crystals [Cd (L) (ipa) (DMF)] (1) (L=1-(4-(4-(1H-1 of X-ray single crystal diffraction, 2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazole, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide)。This coordination compound is alternatively arranged as potential fluorescent material aspect and is applied。
Summary of the invention
Offer double; two triazole M-phthalic acid cadmium complex [Cd (L) (ipa) (DMF)] (1) (L=1-(4-(4-(1H-1 of a kind of oxygen ether is provided, 2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazole, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) monocrystalline and preparation method thereof。
Following technical scheme is current inventor provides for this:
Double; two triazole M-phthalic acid cadmium complex [Cd (L) (ipa) (DMF)] (1) (L=1-(4-(4-(1H-1 of oxygen ether, 2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazole, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) structural motif as shown in Figure 1。
The present invention further discloses double; two triazole M-phthalic acid cadmium complex [Cd (L) (ipa) (DMF)] (1) (L=1-(4-(4-(1H-1 of oxygen ether, 2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazole, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) monocrystalline, it is characterized in that this mono-crystalline structures adopts APEXIICCD single crystal diffractometer, use through graphite monochromatised Mok alpha ray (λ=0.71073?) for incident radiation, collect point diffraction with ω-2 θ scan mode, obtain cell parameter through least square refinement, utilize SHELXL-97 direct method to solve single crystal data from difference Fourier electron density map:
The crystallographic data of table 1. coordination compound 1
Double; two triazole M-phthalic acid cadmium complex [Cd (L) (ipa) (DMF)] (1) (L=1-(4-(4-(1H-1 of oxygen ether of the present invention, 2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazoles, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) preparation method of monocrystalline, its feature is adopting " solvent-thermal method ", i.e. Cd (NO3)2·6H2O, L, ipa, DMF and H2O is 90oIt is slowly dropped to room temperature to prepare this coordination compound after reacting three days under C
Lipa。
One preferred example of the present invention:
The preparation of 1-(4-(4-(1H-1,2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazole (L)
Adopt " one kettle way " at polar solvent, 4,4 '-dibromodiphenyl ether, 1H-1,2,4-triazoles, potassium carbonate and copper oxide are prepared in a heated condition；The wherein bromo-4-of 1-(4-bromine phenoxy group) benzene: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:10:30:1；
4,4 '-dibromodiphenyl ether 1H-1,2,4-triazole
The present invention is 4,4 '-dibromodiphenyl ether preferably: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:10:30:1；Reaction temperature 80-200 DEG C, 12-120 hour response time。In polar solvent, adopt " one kettle way ", 4,4 '-dibromodiphenyl ether, 1H-1,2,4-triazoles, potassium carbonate and copper oxide are prepared this organic compound in a heated condition；
Presently preferred embodiment
1-(4-(4-(1H-1,2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazole (L) (0.1mmol), Cd (NO3)2·6H2O (0.2mmo), ipa (0.3mmol), DMF (6mL) and H2O (2mL), is put in 23mL water heating kettle。90oC is slowly dropped to room temperature after heating three days, obtains being suitable for the colourless bulk crystals of X-ray single crystal diffraction after driving still。Productivity: 20%。Elementary analysis (C27H23CdN7O6) theoretical value (%): C, 49.59；H, 3.55；N, 14.99。Measured value: C, 49.62；H, 3.52；N, 15.06。
The present invention further discloses double; two triazole M-phthalic acid cadmium complex [Cd (L) (ipa) (DMF)] (1) (L=1-(4-(4-(1H-1 of oxygen ether, 2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazole, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) can be applied as potential fluorescent material aspect。
Double; two triazole M-phthalic acid cadmium complex [Cd (L) (ipa) (DMF)] (1) (L=1-(4-(4-(1H-1 of a kind of oxygen ether disclosed by the invention, 2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazole, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) monocrystalline have the advantage that and being characterized in that:
(1) operation is simple and easy to do。
(2) reaction yield is high, and the purity of products obtained therefrom is high。
(3) [Cd (L) (ipa) (DMF)] (1) (L=1-(4-(4-(1H-1 prepared by the present invention, 2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazoles, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) production cost is low, and method is easy, is suitable for large-scale production。
Accompanying drawing explanation
Fig. 1: the crystal structure primitive figure of coordination compound 1；
Fig. 2: the two-dimensional layered structure figure of coordination compound 1。
Detailed description of the invention
Below in conjunction with embodiment, the present invention is described further, and embodiment is only indicative, is in no way to be construed as the scope that it is intended to limit the present invention in any manner。Raw materials used 4,4 '-dibromodiphenyl ether, 1H-1,2,4-triazole, potassium carbonate and copper oxide etc. are commercially available。All raw materials are all buy from chemical reagents corporation both domestic and external, it does not have through continuation purify but directly use。
Embodiment 1
4,4 '-dibromodiphenyl ether: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:10:30:1
It is separately added into CuO (0.5mmol), potassium carbonate (15mmol), 1H-1 in equipped with tri-mouthfuls of round-bottomed flasks of 50mL of magneton, reflux condenser and thermometer, 2,4-triazole (5mmol), 4,4 '-dibromodiphenyl ether (1mmol) and 20mLDMF。Start stirring 100oC, reacts 24 hours。Reactant liquor is down to room temperature after terminating by reaction, filters, and filtrate adds 100mL water, precipitate out and precipitate in a large number, sucking filtration, collection filter cake 1-(4-(4-(1H-1,2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazoles (L)。Yield 60%。
Embodiment 2
1-(4-(4-(1H-1,2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazole (L) (0.1mmol), Cd (NO3)2·6H2O (0.2mmo), ipa (0.3mmol), DMF (6mL) and H2O (2mL), is put in 23mL water heating kettle。90oC is slowly dropped to room temperature after heating three days, obtains being suitable for the colourless bulk crystals of X-ray single crystal diffraction after driving still。Productivity: 20%。Elementary analysis (C27H23CdN7O6) theoretical value (%): C, 49.59；H, 3.55；N, 14.99。Measured value: C, 49.62；H, 3.52；N, 15.06。
Embodiment 3
Crystal structure determination adopts APEXIICCD single crystal diffractometer, uses through graphite monochromatised Mok alpha ray (λ=0.71073?For incident radiation, collect point diffraction with ω-2 θ scan mode, obtain cell parameter through least square refinement, utilize 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 desirable position calculation。Detailed axonometry data are in Table 1。Structural motif is shown in Fig. 1, and two-dimensional layered 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: the PARSTAT2273 electrochemical workstation that differentiated pulse volt-ampere (DPV) the curve negotiating Princeton Applied Research Laboratory of dye solution is developed is measured。The DPV test of solution adopts three-electrode system, and glass-carbon electrode is working electrode, and auxiliary electrode is platinum plate electrode, homemade Ag/AgNO3Electrode is reference electrode；Electrolyte is the acetonitrile solution of 0.1mol L-1TBAP。Reduce reversible point to for interior mark with Oxidation of Ferrocene, obtains 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 the ratio of the electron number transferring to external circuit and incident illumination subnumber。During measurement, using 500W xenon lamp as light source, incident illumination obtains the monochromatic light under different wave length λ through the multifunctional assembled grating spectrograph of WDS-5 type；Monochromatic light exposure, in the light anode of battery, is read current value I by Keithley2400 digital sourcemeter。Monochromatic good fortune illumination is measured by USB4000plug-and-play Miniature optical linear light spectrometer。
Step: in order to have any actual knowledge of dyestuff at TiO2Adsorbance on film, by dye sensitization TiO2(geometric area is about 1cm to nanometer crystal film2) it is immersed in 10mL0.01mol L-1Sodium hydroxide methanol solution in overnight, treat that dyestuff solves the absorbance of attached mensuration solution completely。Wash one's face and rinse one's mouth according to absorbance and molar absorptivity and can calculate the adsorbance of dyestuff on unit are nanometer crystal film。The adsorbance of this coordination compound is 5.6 × 10-4mol/cm2。
Result: compared with the methanol solution of dyestuff, dyestuff is at TiO2Absorption spectrum on film all substantially broadens and red shift。This shows that dye molecule is at TiO2Define first and tail J-aggregation。From the operation principle of DSCs, spectrum broadening that dye aggregation causes and red shift are highly beneficial for the widening of photoelectric respone scope of dyestuff。But meanwhile, dye aggregation cognition is substantially reduced its electron injection efficiency, thus causing the degraded performance of DSCs。So, in dye solution, generally add coadsorbent suppress the gathering of dyestuff。This coordination compound is in methanol solution and at TiO2The 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 585nm。
After the preferred embodiment described in detail, it is familiar with this skilled worker to be clearly understood that, various change and amendment can be carried out under without departing from above-mentioned claim and spirit, all any simple modification, equivalent variations and modifications above example made according to the technical spirit of the present invention, 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 description。
Claims (2)
1. the double; two triazole M-phthalic acid cadmium complex monocrystalline of oxygen ether in preparation as the application in potential fluorescent material, it is characterised in that this mono-crystalline structures adopts APEXIICCD single crystal diffractometer, uses through graphite monochromatised Mok alpha ray, λ=0.71073?For incident radiation, collect point diffraction with ω-2 θ scan mode, obtain cell parameter through least square refinement, utilize software to solve single crystal data from difference Fourier electron density map:
The wherein molecular formula of the double; two triazole M-phthalic acid cadmium complex monocrystalline of oxygen ether: [Cd (L) (ipa) (DMF)], L=1-(4-(4-(1H-1,2,4-triazole-1-base) phenoxy group) phenyl)-1H-1,2,4-triazoles, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide。
2. the application described in claim 1, it is characterised in that the preparation method of the double; two triazole M-phthalic acid cadmium complex monocrystalline of described oxygen ether is for adopting " solvent-thermal method ", i.e. Cd (NO3)2·6H2O, L, ipa, DMF and H2O is 90oIt is slowly dropped to room temperature to prepare this complex monocrystal after reacting three days under C；
Lipa。
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| CN104610315B true CN104610315B (en) | 2016-06-22 |
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| CN105294743A (en) * | 2015-12-03 | 2016-02-03 | 天津师范大学 | 4H sulfide double triazole terephthalic acid zinc complex single crystal and preparation method as well as application thereof |
| CN105669571A (en) * | 2016-01-05 | 2016-06-15 | 天津师范大学 | Zinc bistriazolyl bisoxy ether complex monocrystal, and preparation method and application thereof |
| CN105524003A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 4-(4-(4-(4H-1,2,4-triazol-4-yl) phenoxy) phenyl)-4H-1,2,4-triazol-single crystal and application thereof |
| CN105669726A (en) * | 2016-01-05 | 2016-06-15 | 天津师范大学 | 4H-oxyether bistriazol cadmium complex monocrystal, and preparation method and application thereof |
| CN105418653A (en) * | 2016-01-05 | 2016-03-23 | 天津师范大学 | 4H oxygen-ether bi-triazole zinc complex single crystal and preparation method and application thereof |
| CN105646381A (en) * | 2016-01-05 | 2016-06-08 | 天津师范大学 | 4-(4-(4H-1,2,4-triazole-4-yl)phenoxyl)phenyl)-4H-1,2,4-triazole mono-crystal |
| CN113201141B (en) * | 2021-04-14 | 2022-03-18 | 三峡大学 | Preparation method of nickel isomorphic MOFs and application of nickel isomorphic MOFs in electrocatalysis |
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| CN103936773B (en) * | 2014-04-08 | 2016-04-06 | 陕西师范大学 | Many nitrogen azoles ligand polymer of Isosorbide-5-Nitrae-terephthalic acid regulation and control and preparation method thereof |
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