CN104628750B - A kind of double; two triazole Zn complex of anthracene nucleus with potential fluorescent material and preparation method thereof - Google Patents
A kind of double; two triazole Zn complex of anthracene nucleus with potential fluorescent material and preparation method thereof Download PDFInfo
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- 150000003852 triazoles Chemical class 0.000 title claims abstract description 14
- 239000000463 material Substances 0.000 title claims abstract description 7
- 150000001454 anthracenes Chemical class 0.000 title claims description 12
- 238000002360 preparation method Methods 0.000 title abstract description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 74
- 239000013078 crystal Substances 0.000 claims abstract description 13
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims abstract description 13
- 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
- 239000000706 filtrate Substances 0.000 abstract description 6
- 238000003756 stirring Methods 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 5
- 239000012046 mixed solvent Substances 0.000 abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 230000008569 process Effects 0.000 abstract description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical class C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 abstract 4
- 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 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- BRUOAURMAFDGLP-UHFFFAOYSA-N 9,10-dibromoanthracene Chemical class C1=CC=C2C(Br)=C(C=CC=C3)C3=C(Br)C2=C1 BRUOAURMAFDGLP-UHFFFAOYSA-N 0.000 description 8
- 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
- 238000005286 illumination Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-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
- 238000001914 filtration Methods 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
- 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
- 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
- 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
- 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
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 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
- 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
- C07F3/06—Zinc compounds
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- 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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Abstract
The invention discloses the double; two triazole Zn complex [Zn (L) (DMF) (ipa)] of anthracene nucleus? (<b>1</b>)? structural motif as shown in Figure 1. Also disclose [Zn (L) (DMF) (ipa)] simultaneously? (<b>1</b>)? the preparation method of (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazoles, ipa=M-phthalic acid, DMF=N, N-dimethylformamide). It is to adopt " room temperature volatility process ", i.e. Zn (NO3)2��6H2O, ipa and L filter after stirring half an hour in the mixed solvent of DMF and water, and filtrate room temperature obtains being suitable for the yellow rhabdolith of X-ray single crystal diffraction after volatilizing one week. The present invention further discloses the double; two triazole Zn complex [Zn (L) (DMF) (ipa)] of anthracene nucleus? (<b>1</b>)? (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazoles, ipa=M-phthalic acid, DMF=N, N-dimethylformamide) is as the application of potential fluorescent material aspect.
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 double; two triazole Zn complex [Zn (L) (DMF) (ipa)] (1) (L=1-[9-(1H-1 of anthracene nucleus, 2,4-triazole-1-base) anthracene-10-base]-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 selects Zn (NO3)2��6H2O, ipa and L filter after stirring half an hour in the mixed solvent of DMF and water, filtrate room temperature obtains being suitable for yellow rhabdolith [Zn (L) (DMF) (ipa)] (1) (L=1-[9-(1H-1 of X-ray single crystal diffraction after volatilizing one week, 2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazoles, 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 Zn complex [Zn (L) (DMF) (ipa)] (1) (L=1-[9-(1H-1 of a kind of anthracene nucleus is provided, 2,4-triazole-1-base) anthracene-10-base]-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 Zn complex [Zn (L) (DMF) (ipa)] (1) (L=1-[9-(1H-1 of anthracene nucleus, 2,4-triazole-1-base) anthracene-10-base]-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 Zn complex [Zn (L) (DMF) (ipa)] (1) (L=1-[9-(1H-1 of anthracene nucleus, 2, 4-triazole-1-base) anthracene-10-base]-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 is incident radiation through graphite monochromatised Mok alpha ray (��=0.71073), point diffraction is collected with ��-2 �� scan mode, cell parameter is obtained through least square refinement, SHELXL-97 direct method is utilized to solve single crystal data from difference Fourier electron density map:
The crystallographic data of table 1. coordination compound 1
Double; two triazole Zn complex [Zn (L) (DMF) (ipa)] (1) (L=1-[9-(1H-1 of anthracene nucleus of the present invention, 2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazoles, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) preparation method of monocrystalline, its feature is adopting " room temperature volatility process ", i.e. Zn (NO3)2��6H2O, ipa and L filter after stirring half an hour in the mixed solvent of DMF and water, and filtrate room temperature volatilizees one week to prepare this coordination compound
One preferred example of the present invention:
The preparation of 1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole (L)
Adopting " one kettle way " at polar solvent, by 9,10-dibromoanthracenes, 1H-1,2,4-triazoles, potassium carbonate and copper oxide react preparation in a heated condition; Wherein 9,10-dibromoanthracene: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:10-15:30:1;
9,10-dibromoanthracene 1H-1,2,4-triazole
The preferred 9,10-dibromoanthracene of the present invention: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:10-15:30:1; Reaction temperature 100 DEG C, 48 hours response time.In polar solvent, adopting " one kettle way ", by 9,10-dibromoanthracenes, 1H-1,2,4-triazoles, potassium carbonate and copper oxide prepare this organic compound in a heated condition;
Presently preferred embodiment
L (0.2mmol), Zn (NO3)2(0.2mmol) with M-phthalic acid (0.1mmol) at DMF (2mL) and H2Filtering after stirring half an hour in the mixed solvent of O (6mL), filtrate yellow, room temperature has the yellow rhabdolith of applicable X-ray single crystal diffraction after volatilizing one week. Productivity: 45%. Elementary analysis (C29H23N7O5Zn) theoretical value (%): C, 56.64; H, 3.77; N, 15.94. Measured value: C, 56.55; H, 3.80; N, 15.89.
The present invention further discloses double; two triazole Zn complex [Zn (L) (DMF) (ipa)] (1) (L=1-[9-(1H-1 of anthracene nucleus, 2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide) can be applied as potential fluorescent material aspect.
Double; two triazole Zn complex { [Zn (L) (DMF) (ipa)] (1) (L=1-[9-(1H-1 of a kind of anthracene nucleus disclosed by the invention, 2,4-triazole-1-base) anthracene-10-base]-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) { [Zn (L) (DMF) (ipa)] (1) (L=1-[9-(1H-1 prepared by the present invention, 2,4-triazole-1-base) anthracene-10-base]-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 tomograph 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. All of raw material is such as: anthracene nucleus etc. are all buy from chemical reagents corporation both domestic and external, it does not have through continuing to purify but directly use. Raw materials used 9,10-dibromoanthracene, 1H-1,2,4-triazole, potassium carbonate, copper oxide etc. are commercially available.
Embodiment 1
9,10-dibromoanthracene: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:10-15:30:1
It is separately added into CuO (0.0398mg in equipped with tri-mouthfuls of round-bottomed flasks of 50mL of magneton, reflux condenser and thermometer, 0.5mmol), potassium carbonate (2.0731g, 15mmol), 1H-1,2,4-triazoles (0.345mg, 5mmol), 9,10-dibromoanthracene (0.3360g, 1mmol), 20mLDMF. Start stirring 100oC, reacts 24 hours. Reactant liquor is down to room temperature after terminating by reaction, filters, and filtrate adds 100mL water, precipitates out a large amount of precipitation, sucking filtration, collection filter cake, (L)=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazoles, yield 60%.
Embodiment 2
1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazoles (L) (0.2mmol), Zn (NO3)2��6H2O (0.2mmol) and ipa (0.1mmol) is at DMF (2mL) and H2Filtering after stirring half an hour in the mixed solvent of O (6mL), filtrate yellow, room temperature has the yellow rhabdolith of applicable X-ray single crystal diffraction after volatilizing one week. Productivity: 45%. Elementary analysis (C29H23N7O5Zn) theoretical value (%): C, 56.64;H, 3.77; N, 15.94. Measured value: C, 56.55; H, 3.80; N, 15.89.
Embodiment 3
Crystal structure determination adopts APEXIICCD single crystal diffractometer, use is incident radiation through graphite monochromatised Mok alpha ray (��=0.71073), point diffraction is collected with ��-2 �� scan mode, cell parameter is obtained through least square refinement, software is utilized 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 three-dimensional frame 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 �� 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 1.3 �� 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 560nm.
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 (1)
1. the double; two triazole Zn complex monocrystalline of anthracene nucleus is as the application of potential fluorescent material aspect, it is characterized in that this mono-crystalline structures adopts APEXIICCD single crystal diffractometer, use through graphite monochromatised Mok alpha ray, ��=0.71073 is incident radiation, point diffraction is collected with ��-2 �� scan mode, obtain cell parameter through least square refinement, utilize software to solve single crystal data from difference Fourier electron density map:
The molecular formula of the double; two triazole Zn complex monocrystalline of described anthracene nucleus: [Zn (L) (DMF) (ipa)], L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazoles, ipa=M-phthalic acid, DMF=N, N'-dimethylformamide.
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| CN105622649A (en) * | 2016-01-05 | 2016-06-01 | 天津师范大学 | Anthracycline bis(triazol) isophthalic acid-included zinc dimethylacetamide complex single crystal and application thereof |
| CN105601654A (en) * | 2016-01-05 | 2016-05-25 | 天津师范大学 | 1,4-dibromo-2,5-dimethylene bis-triazole two-dimensional zinc complex single crystals and application |
| CN105669719A (en) * | 2016-01-05 | 2016-06-15 | 天津师范大学 | Zinc 1,4-dimethyl-2,5-dimethylenebistriazolyl-5-methyl-m-phthalate complex monocrystal and application thereof |
| CN105524089A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole three-dimensional zinc complex single crystal and preparation method and application thereof |
| CN105503910A (en) * | 2016-01-05 | 2016-04-20 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bis triazole two-dimensional zinc m-phthalate complex single crystal and application |
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