CN104592265A - Cadmium phthalate anthracene cyclo-bis(triazolyl) complex used as potential fluorescent material and preparation method of cadmium phthalate anthracene cyclo-bis(triazolyl) complex - Google Patents
Cadmium phthalate anthracene cyclo-bis(triazolyl) complex used as potential fluorescent material and preparation method of cadmium phthalate anthracene cyclo-bis(triazolyl) complex Download PDFInfo
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- CN104592265A CN104592265A CN201510088019.0A CN201510088019A CN104592265A CN 104592265 A CN104592265 A CN 104592265A CN 201510088019 A CN201510088019 A CN 201510088019A CN 104592265 A CN104592265 A CN 104592265A
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- triazole
- pta
- anthracene
- phthalic acid
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- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 239000000463 material Substances 0.000 title claims abstract description 7
- ZPAYVUIPZYNXSC-UHFFFAOYSA-L anthracene cadmium(2+) phthalate Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C12.C(C=1C(C(=O)[O-])=CC=CC1)(=O)[O-].[Cd+2] ZPAYVUIPZYNXSC-UHFFFAOYSA-L 0.000 title abstract 4
- 125000001425 triazolyl group Chemical group 0.000 title abstract 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000013078 crystal Substances 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000001027 hydrothermal synthesis Methods 0.000 claims abstract description 4
- 150000003852 triazoles Chemical class 0.000 claims description 14
- 150000001454 anthracenes Chemical class 0.000 claims description 13
- JATDFGSGZLGMTA-UHFFFAOYSA-N cadmium;phthalic acid Chemical compound [Cd].OC(=O)C1=CC=CC=C1C(O)=O JATDFGSGZLGMTA-UHFFFAOYSA-N 0.000 claims 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
- 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
- 238000006243 chemical reaction Methods 0.000 abstract description 5
- CPIYEXXYOQSGAM-UHFFFAOYSA-N 1-[10-(1,2,4-triazol-1-yl)anthracen-9-yl]-1,2,4-triazole Chemical compound C1=NN(C=N1)C1=C2C=CC=CC2=C(N2C=NC=N2)C2=CC=CC=C12 CPIYEXXYOQSGAM-UHFFFAOYSA-N 0.000 abstract 2
- 238000001816 cooling Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 abstract 1
- 239000000376 reactant Substances 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
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- BRUOAURMAFDGLP-UHFFFAOYSA-N 9,10-dibromoanthracene Chemical compound C1=CC=C2C(Br)=C(C=CC=C3)C3=C(Br)C2=C1 BRUOAURMAFDGLP-UHFFFAOYSA-N 0.000 description 8
- 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
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 6
- 229960004643 cupric oxide Drugs 0.000 description 6
- 229910010413 TiO 2 Inorganic materials 0.000 description 5
- NSPMIYGKQJPBQR-CVMUNTFWSA-N 1h-1,2,4-triazole Chemical class [13CH]=1[15N]=[13CH][15NH][15N]=1 NSPMIYGKQJPBQR-CVMUNTFWSA-N 0.000 description 3
- 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
- 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
- 238000010438 heat treatment 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
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- 101710134784 Agnoprotein Proteins 0.000 description 1
- GHFPDLXSPBEJCA-UHFFFAOYSA-N C(CN=C1)N1c(c1c2cccc1)c(cccc1)c1c2-[n]1nccc1 Chemical compound C(CN=C1)N1c(c1c2cccc1)c(cccc1)c1c2-[n]1nccc1 GHFPDLXSPBEJCA-UHFFFAOYSA-N 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
- 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
- C07F3/003—Compounds containing elements of Groups 2 or 12 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
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a cadmium phthalate anthracene cyclo-bis(triazolyl) complex [Cd(pta)(L)(H2O)] (1), the structural unit of which is as shown in the figure 1. The invention further discloses a preparation method of [Cd(pta)(L)(H2O) (1) (L is equal to 1-[9-(1H-1,2,4-triazole-1-yl)anthracene-10-yl]-1H-1,2,4-triazole, and pta is equal to phthalic acid), wherein the preparation method adopts a hydrothermal method and comprises the following steps: carrying out reaction of Cd(Ac)2.(2H2O), pta, L and water under a hydrothermal condition at 90 DEG C for three days, then cooling the reactant to room temperature, and at last obtaining a yellow blocky crystal suitable for X-ray single crystal diffraction. The invention further discloses application of the cadmium phthalate anthracene cyclo-bis(triazolyl) complex [Cd(pta)(L)(H2O)] (1) (L is equal to 1-[9-(1H-1,2,4-triazole-1-yl)anthracene-10-yl]-1H-1,2,4-triazole, and pta is equal to phthalic acid) used as a 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 and state two triazole phthalic acid cadmium complex [Cd (pta) (the L) (H of anthracene nucleus
2o)]
(1) preparation method of (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid) 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.
Namely the present invention is it is adopt " hydrothermal method ", i.e. Cd (Ac)
22H
2o, pta, L and water are 90
oreact under C hydrothermal condition after three days and be down to yellow bulk crystals [Cd (pta) (L) (H that room temperature obtains applicable X-ray single crystal diffraction
2o)]
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid).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 anthracene nucleus two triazole phthalic acid cadmium complex [Cd (pta) (L) (H
2o)]
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid) monocrystalline and preparation method thereof.
Current inventor provides following technical scheme for this reason:
Two triazole phthalic acid cadmium complex [Cd (pta) (the L) (H of anthracene nucleus
2o)]
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid) structural motif as shown in Figure 1.
The present invention further discloses two triazole phthalic acid cadmium complex [Cd (pta) (the L) (H of anthracene nucleus
2o)]
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid) 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
Two triazole phthalic acid cadmium complex [Cd (pta) (the L) (H of anthracene nucleus of the present invention
2o)]
(1) preparation method of (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid) monocrystalline, its feature is at employing " hydrothermal method ", i.e. Cd (Ac)
22H
2o, pta, L and water are 90
oreact under C hydrothermal condition after three days and be down to room temperature to prepare this title complex
The present invention's preferred example:
The preparation of 1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole (L)
" one kettle way " is adopted at polar solvent, by 9,10-dibromoanthracene, 1H-1,2,4-triazole, salt of wormwood and cupric oxide react preparation in a heated condition; Wherein 9,10-dibromoanthracenes: 1H-1,2,4-triazole: salt of wormwood: the mol ratio of cupric oxide is 2:10-15:30:1;
9,10-dibromoanthracene
1H-1,2,4-triazole
The present invention is 9,10-dibromoanthracenes preferably: 1H-1,2,4-triazole: salt of wormwood: the mol ratio of cupric oxide is 2:10-15:30:1; Temperature of reaction 100 DEG C, 48 hours reaction times.In polar solvent, adopt " one kettle way ", by 9,10-dibromoanthracene, 1H-1,2,4-triazole, this organic compound prepared in a heated condition by salt of wormwood and cupric oxide;
Another preferred embodiment of the present invention
1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole (L) (0.1 mmol), phthalic acid (0.1 mmol), Cd (Ac)
22H
2o (0.1 mmo) and 4 mL water are put in 23 mL water heating kettles.90
oc heats and is slowly down to room temperature afterwards in three days, has the yellow bulk crystals of applicable X-ray single crystal diffraction, productive rate 40% after driving still.Ultimate analysis (C
26h
18cdN
6o
5) theoretical value (%): C, 51.46; H, 2.99; N, 13.85.Measured value: C, 51.55; H, 3.09; N, 13.82.
The present invention further discloses two triazole phthalic acid cadmium complex [Cd (pta) (the L) (H of anthracene nucleus
2o)]
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid) can be used as potential fluorescent material aspect and applied.
Two triazole phthalic acid cadmium complex [Cd (pta) (the L) (H of a kind of anthracene nucleus disclosed by the invention
2o)]
(1) advantage and disadvantage that has of (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid) 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) [Cd (pta) (the L) (H prepared by the present invention
2o)]
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid) 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
1one-dimensional catenary 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.All raw materials are such as: anthracene nucleus etc. are all buy from chemical reagents corporation both domestic and external, through continuing to purify but directly use.Raw materials used 9,10-dibromoanthracenes, 1H-1,2,4-triazole, salt of wormwood, cupric oxide etc. all have commercially available.
Embodiment 1
9,10-dibromoanthracene: 1H-1,2,4-triazole: salt of wormwood: the mol ratio of cupric oxide is 2:10-15:30:1
CuO (0.0398 mg is added respectively in 50 mL, tri-mouthfuls of round-bottomed flasks that magneton, reflux exchanger and thermometer are housed, 0.5 mmol), salt of wormwood (2.0731 g, 15 mmol), triazole (0.345 mg, 5 mmol), 9,10-dibromoanthracene (0.3360 g, 1 mmol), 20 mL DMF.Start and be stirred in 100
oc, reacts 24 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, yield 60%.
Embodiment 2
1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole (L) (0.1 mmol), phthalic acid (0.1 mmol), Cd (Ac)
22H
2o (0.1 mmo) and 4 mL water are put in 23 mL water heating kettles.90
oc heats and is slowly down to room temperature afterwards in three days, has the yellow bulk crystals of applicable X-ray single crystal diffraction, productive rate 40% after driving still.Ultimate analysis (C
26h
18cdN
6o
5) theoretical value (%): C, 51.46; H, 2.99; N, 13.85.Measured value: C, 51.55; H, 3.09; N, 13.82.
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 1.9 × 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 560 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. two triazole phthalic acid cadmium complex [Cd (pta) (L) (H of anthracene nucleus
2o)]
(1) structural motif, wherein:
L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid.
2. the monocrystalline of the two triazole phthalic acid cadmium complex of anthracene nucleus described in claim 1, 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. two triazole phthalic acid cadmium complex [Cd (pta) (L) (H of anthracene nucleus described in claim 1
2o)]
(1) preparation method of (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid), it is characterized in that it adopts " hydrothermal method ", i.e. Cd (Ac)
22H
2o, pta, L and water are 90
oreact under C hydrothermal condition after three days and be down to room temperature to prepare this title complex
L pta。
4. two triazole phthalic acid cadmium complex [Cd (pta) (L) (H of anthracene nucleus described in claim 1
2o)]
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, pta=phthalic acid) as the application of potential fluorescent material aspect.
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|---|---|---|---|
| CN201510088019.0A CN104592265B (en) | 2015-02-26 | 2015-02-26 | Double triazole phthalic acid cadmium complex of anthracene nucleus with potential fluorescent material and preparation method thereof |
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|---|---|---|---|
| CN201510088019.0A CN104592265B (en) | 2015-02-26 | 2015-02-26 | Double triazole phthalic acid cadmium complex of anthracene nucleus with potential fluorescent material and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105418656A (en) * | 2016-01-05 | 2016-03-23 | 天津师范大学 | Anthracene nucleus di-triazole isophthalic acid included diethyl formamide cadmium complex single crystal and application |
| CN105669725A (en) * | 2016-01-05 | 2016-06-15 | 天津师范大学 | Anthracylbistriazolyl-m-phthalic acid inclusion dimethylacetamide cadmium complex monocrystal and application thereof |
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| CN101250264A (en) * | 2008-03-26 | 2008-08-27 | 天津师范大学 | High nuclear zinc coordination polymer as well as preparation method and uses thereof |
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| CN101250264A (en) * | 2008-03-26 | 2008-08-27 | 天津师范大学 | High nuclear zinc coordination polymer as well as preparation method and uses thereof |
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| 苗少斌: "基于1,2,4-三氮唑配体的配位聚合物的合成、结构和性能研究", 《中国博士学位论文全文数据库 工程科技Ⅰ辑》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105418656A (en) * | 2016-01-05 | 2016-03-23 | 天津师范大学 | Anthracene nucleus di-triazole isophthalic acid included diethyl formamide cadmium complex single crystal and application |
| CN105669725A (en) * | 2016-01-05 | 2016-06-15 | 天津师范大学 | Anthracylbistriazolyl-m-phthalic acid inclusion dimethylacetamide cadmium complex monocrystal and application thereof |
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