CN104610380B - Triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three with potential fluorescent material and preparation method thereof - Google Patents
Triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three with potential fluorescent material and preparation method thereof Download PDFInfo
- Publication number
- CN104610380B CN104610380B CN201510088006.3A CN201510088006A CN104610380B CN 104610380 B CN104610380 B CN 104610380B CN 201510088006 A CN201510088006 A CN 201510088006A CN 104610380 B CN104610380 B CN 104610380B
- Authority
- CN
- China
- Prior art keywords
- tpa
- terephthalic acid
- amine
- phenyl
- cobalt complex
- 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
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims abstract description 87
- -1 phenyl triiodide amine Chemical class 0.000 title claims abstract description 15
- 150000003852 triazoles Chemical class 0.000 title claims abstract description 15
- 150000004700 cobalt complex Chemical class 0.000 title claims abstract description 13
- 239000000463 material Substances 0.000 title claims abstract description 7
- 238000002360 preparation method Methods 0.000 title abstract description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 41
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 23
- 150000001412 amines Chemical class 0.000 claims abstract description 21
- 239000013078 crystal Substances 0.000 claims abstract description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 229910002804 graphite Inorganic materials 0.000 claims description 3
- 239000010439 graphite Substances 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 14
- 238000000034 method Methods 0.000 abstract description 8
- 239000000706 filtrate Substances 0.000 abstract description 6
- 238000003756 stirring Methods 0.000 abstract description 6
- 239000012046 mixed solvent Substances 0.000 abstract description 4
- 230000008569 process Effects 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
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- SNHMUERNLJLMHN-UHFFFAOYSA-N iodobenzene Chemical class IC1=CC=CC=C1 SNHMUERNLJLMHN-UHFFFAOYSA-N 0.000 description 7
- 229910000027 potassium carbonate Inorganic materials 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 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- 230000002776 aggregation Effects 0.000 description 4
- 238000004220 aggregation Methods 0.000 description 4
- 238000006243 chemical reaction 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
- 239000002253 acid Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 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
- 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
- 150000001875 compounds Chemical class 0.000 description 2
- 238000002447 crystallographic data Methods 0.000 description 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 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
- 239000000047 product 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
- 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
- 206010070834 Sensitisation Diseases 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 230000009471 action Effects 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
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 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
- 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
- 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
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 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
- 238000002156 mixing Methods 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
- 238000001556 precipitation Methods 0.000 description 1
- 238000000746 purification Methods 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
- 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
- 239000002904 solvent Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 238000000967 suction filtration Methods 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
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/06—Cobalt compounds
- C07F15/065—Cobalt compounds without a metal-carbon linkage
-
- 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
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/06—Cobalt 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/187—Metal complexes of the iron group metals, i.e. Fe, Co or Ni
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention discloses the triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three { [Co (L) (tpa)] DMF3H2O } (1) structural motif it is as shown in Figure 1.Also disclose { [Co (L) (tpa)] DMF3H simultaneously2O } (1) (L=tri- (4 triazole phenyl) amine, DMF=N, N' dimethylformamides, tpa=terephthalic acid (TPA)) preparation method.It is to use " normal temperature volatility process ", i.e. tpa, L, Co (Ac)2·4H2O is in CH3OH、H2Filtered after O and DMF in the mixed solvent stirring half an hour, filtrate normal temperature obtains being adapted to the pink colour rhabdolith of X ray single crystal diffractions after volatilizing two weeks.The application in terms of potential fluorescent material is used as the present invention further discloses the triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three.
Description
Technical field
The invention belongs to organic and Inorganic synthese technical field, it is related to the cooperation of the triazole terephthalic acid (TPA) cobalt of phenyl triiodide amine three
Thing { [Co (L) (tpa)] DMF3H2O } (1) (L=tri- (4- triazoles phenyl) amine, DMF=N, N'- dimethyl formyls
Amine, tpa=terephthalic acid (TPA)) preparation method and the application as potential fluorescent material.
Background technology
1,2,4- triazole and its derivative have the coordination feature of pyrazoles and imidazoles concurrently, are that the stronger bridging of coordination ability is matched somebody with somebody
Body, has synthesized and has characterized substantial amounts of monokaryon, multinuclear and multidimensional compound at present.These parts can be former with the nitrogen on 1,2
Son and metallic ion coordination formation N1, N2- bridging patterns, for 4 unsubstituted 1,2,4- triazole derivatives can pass through 2,4
On nitrogen-atoms formation N2, N4- bridging patterns, this N2, N4- bridgings pattern is with the N1 of imidazoles in metalloenzyme, N3- bridging patterns
It is similar.Specific use for triazole class compounds is also manifested by the design of molecular device, and synthesis has different dimensions
Metal complex is to complete the vital step of device.
The present invention is use " normal temperature volatility process ", i.e. tpa, L, Co (Ac)2·4H2O is in CH3OH、H2O and DMF mixing
Stir after half an hour and filter in solvent, filtrate normal temperature obtains being adapted to the pink colour rhabdolith of X-ray single crystal diffraction after volatilizing two weeks
{[Co(L)(tpa)]·DMF·3H2O } (1) (L=tri- (4- triazoles phenyl) amine, DMF=N, N'- dimethylformamides,
Tpa=terephthalic acid (TPA)).The complex is alternatively arranged as being applied in terms of potential fluorescent material.
The content of the invention
It is another object of the present invention to provide a kind of triazole terephthalic acid (TPA) cobalt complex { [Co of phenyl triiodide amine three
(L)(tpa)]·DMF·3H2O } (1) (L=tri- (4- triazoles phenyl) amine, DMF=N, N'- dimethylformamides, tpa=
Terephthalic acid (TPA)) monocrystalline and preparation method thereof.
For this, current inventor provides following technical scheme：
The triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three { [Co (L) (tpa)] DMF3H2O} (1) (L =
Three (4- triazoles phenyl) amine, DMF=N, N'- dimethylformamides, tpa=terephthalic acid (TPA)) structural motif such as Fig. 1 institutes
Show.
The present invention further discloses the triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three { [Co (L) (tpa)]
DMF·3H2O } (1) (L=tri- (4- triazoles phenyl) amine, DMF=N, N'- dimethylformamides, tpa=terephthaldehyde
Acid) monocrystalline, it is characterised in that the mono-crystalline structures use APEX II CCD single crystal diffractometers, using by graphite monochromatised
Mok alpha rays (λ=0.71073) are incident radiation, withω-2θScan mode collects point diffraction, by least square method
Amendment obtains cell parameter, and single crystal data is solved from difference Fourier electron-density map using SHELXL-97 direct methods：
The crystallographic data of the complex 1 of table 1.
The triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three { [Co (L) (tpa)] DMF3H of the present invention2O}
(1) preparation of (L=tri- (4- triazoles phenyl) amine, DMF=N, N'- dimethylformamides, tpa=terephthalic acid (TPA)) monocrystalline
Method, its feature is using " normal temperature volatility process ", i.e. tpa, L, Co (Ac)2·4H2O is in CH3OH、H2O and DMF mixed solvent
Filtered after middle stirring half an hour, filtrate normal temperature volatilizees two weeks to prepare the complex
L tpa。
A preferred example of the invention：
Three (4- triazoles phenyl) amine) (L) preparation
" one kettle way " is used in polar solvent, by three (4- iodobenzenes) amine, 1H-1,2,4- triazoles, potassium carbonate and cupric oxide
Prepare in a heated condition；Wherein three (4- iodobenzenes) amine：1H-1,2,4- triazoles：Potassium carbonate：The mol ratio of cupric oxide is 2:
15:30:1；
Three (4- iodobenzenes) amine 1H-1,2,4- triazoles
Preferably three (4- iodobenzenes) amine of the invention：1H-1,2,4- triazoles：Potassium carbonate：The mol ratio of cupric oxide is 2:15:
30:1；80-200 DEG C of reaction temperature, reaction time 12-120 hour.In polar solvent, using " one kettle way ", by three (4- iodine
For benzene) amine, 1H-1,2,4- triazoles, potassium carbonate and cupric oxide prepare the organic compound in a heated condition；
Presently preferred embodiment
tpa (0.1 mmol)、Co(Ac)2·4H2O (0.2 mmol) and three (4- triazoles phenyl) amine) (L) (0.1
Mmol) in CH3OH (4 mL)、H2Filtered after O (2 mL) and DMF (10 mL) in the mixed solvent stirring half an hour, filtrate is normal
Temperature volatilization obtains being adapted to the pink colour rhabdolith of X-ray single crystal diffraction after two weeks.Yield：20%.Elementary analysis
(C35H35CoN11O8) theoretical value (%)：C, 52.77；H, 4.43；N, 19.34.Measured value：C, 52.69；H, 4.48；N, 19.38.
The present invention further discloses the triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three { [Co (L) (tpa)]
DMF·3H2O } (1) (L=tri- (4- triazoles phenyl) amine, DMF=N, N'- dimethylformamides, tpa=terephthaldehyde
Acid) it can be applied as potential fluorescent material aspect.
The triazole terephthalic acid (TPA) cobalt complex of a kind of phenyl triiodide amine three { [Co (L) (tpa)] disclosed by the invention
DMF·3H2O } (1) (L=tri- (4- triazoles phenyl) amine, DMF=N, N'- dimethylformamides, tpa=terephthaldehyde
Acid) monocrystalline has the advantage that and is with feature：
(1) operation is simple and easy to do.
(2) reaction yield is high, and the purity of products obtained therefrom is high.
(3) { [Co (L) (tpa)] DMF3H prepared by the present invention2O } (1) (L=tri- (4- triazoles phenyl)
Amine, DMF=N, N'- dimethylformamides, tpa=terephthalic acid (TPA)) production cost is low, and method is easy, is adapted to extensive raw
Production.
Brief description of the drawings
Fig. 1：The crystal structure primitive figure of complex 1；
Fig. 2：The two-dimensional layered structure figure of complex 1.
Embodiment
With reference to embodiment, the present invention is described further, and embodiment is only explanatory, is in no way intended to it
The scope of the present invention is limited in any way.Raw materials used three (4- iodobenzenes) amine, 1H-1,2,4- triazoles, potassium carbonate and oxygen
Change copper etc. to be commercially available.All raw materials are bought from chemical reagents corporation both domestic and external, not by continuation purification
Directly use.
Embodiment 1
Three (4- iodobenzenes) amine：1H-1,2,4- triazoles：Potassium carbonate：The mol ratio of cupric oxide is 2:15:30:1
CuO (0.5 is separately added into the 50 mL three neck round bottom flask equipped with magneton, reflux condenser and thermometer
Mmol), potassium carbonate (15 mmol), 1H-1,2,4- triazoles (5 mmol), three (4- iodobenzenes) amine (1 mmol) and 20
mL DMF.Stirring is started 150oC, reacts 60 hours.After reaction terminates, reaction solution is down to room temperature, filtered, filtrate adds
100 mL water, separate out a large amount of precipitations, and suction filtration collects filter cake, three (4- triazoles phenyl) amine (L).Yield 78.3%.
Embodiment 2
tpa (0.1 mmol)、Co(Ac)2·4H2O (0.2 mmol) and three (4- triazoles phenyl) amine) (L) (0.1
Mmol) in CH3OH (4 mL)、H2Filtered after O (2 mL) and DMF (10 mL) in the mixed solvent stirring half an hour, filtrate is normal
Temperature volatilization obtains being adapted to the pink colour rhabdolith of X-ray single crystal diffraction after two weeks.Yield：20%.Elementary analysis
(C35H35CoN11O8) theoretical value (%)：C, 52.77；H, 4.43；N, 19.34.Measured value：C, 52.69；H, 4.48；N, 19.38.
Embodiment 3
Crystal structure determination uses APEX II CCD single crystal diffractometers, using by graphite monochromatised Mok alpha rays (λ
=0.71073) be incident radiation, withω-2θScan mode collects point diffraction, and structure cell is obtained by least square refinement
Parameter, crystal structure is solved from difference Fourier electron-density map using software, and through Lorentz lorentz and polarity effect amendment.It is all
H atom synthesized by difference Fourier and through ideal position calculate determine.Detailed axonometry data are shown in Table 1.Structural motif
See Fig. 1, two-dimensional layered structure is shown in Fig. 2.
The crystallographic data of the complex 1 of table 1.
Embodiment 4
The concrete instance that dyestuff or luminous agent are used
Method：What differentiated pulse volt-ampere (DPV) curve negotiating Princeton Applied Research Laboratory of dye solution was developed
The electrochemical workstations of PARSTAT 2273 are measured.The DPV tests of solution use three-electrode system, and glass-carbon electrode is working electrode,
Auxiliary electrode is platinum plate electrode, homemade Ag/AgNO3Electrode is reference electrode；Electrolyte is 0.1molL-1TBAP acetonitrile
Solution.Reversible point is reduced to for internal standard, obtaining the corrected value between test system and standard hydrogen electrode system with Oxidation of Ferrocene.
Photoelectric transformation efficiencies of monochromatic incident light photoelectric transformation efficiency (IPCE) the description DSCs under monochromatic light action, is to turn
Move on to the ratio between electron number and incident light subnumber of external circuit.During measurement, using 500 W xenon lamps as light source, incident light passes through
The multifunctional assembled grating spectrograph of WDS-5 types obtains the monochromatic light under different wave length λ；Monochromatic light exposure is in the light sun of battery
Pole, current value I is read by Keithley2400 digital sourcemeters.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 in TiO2Adsorbance on film, by dye sensitization TiO2Nanometer crystal film (geometric surface
Product is about 1 cm2) it is immersed in the molL of 10 mL 0.01-1Sodium hydroxide methanol solution in overnight, treat that dyestuff is desorbed completely
The absorbance of solution is determined afterwards.Dyestuff on unit area nanometer crystal film can be calculated by being washed one's face and rinsed one's mouth according to absorbance and molar absorptivity
Adsorbance.The adsorbance of the complex is 5.9 × 10-4 mol/cm2。
As a result：Compared with the methanol solution of dyestuff, dyestuff is in TiO2Absorption spectrum on film substantially broadens and red shift.This
Show dye molecule in TiO2Form the J- aggregations of first and tail.Said from DSCs operation principle, light caused by dye aggregation
Spectrum width and red shift are highly beneficial for widening for the photoelectric respone scope of dyestuff.But at the same time, dye aggregation is known from experience
Its electron injection efficiency is substantially reduced, so as to cause DSCs degraded performance.So, eutectoid content is generally added in dye solution
Agent suppresses the aggregation of dyestuff.The complex is in methanol solution and its in TiO2The fluorometric investigation of purple solution on membrane electrode is adopted
With 2.5 × 10-5Mol/L methanol solution, maximum emission wavelength is located at 578 nm.
After the preferred embodiment of detailed description, it is familiar with this skilled worker and is clearly understood that, it is above-mentioned not departing from
Claim is with that can carry out various change and modification under spirit, all technical spirits according to the present invention are to above example institute
Any simple modification, equivalent variations and the modification made, belong to the scope of technical solution of the present invention.And the present invention is not also illustrated
The limitation of example embodiment in book.
Claims (2)
1. a kind of triazole terephthalic acid (TPA) cobalt complex monocrystal of phenyl triiodide amine three, it is characterised in that the mono-crystalline structures use APEX
II CCD single crystal diffractometers, using graphite monochromatised Mok alpha rays are passed through, λ=0.71073 is incident radiation, withω-2θScan mode collects point diffraction, obtains cell parameter by least square refinement, is desired to make money or profit from difference Fourier electron density
Single crystal data is solved with software：
The structural formula of the described triazole terephthalic acid (TPA) cobalt complex monocrystal of phenyl triiodide amine three：{[Co(L)(tpa)]·DMF·
3H2O }, L=tri- (4- triazoles phenyl) amine, DMF=N, N'- dimethylformamides, tpa=terephthalic acid (TPA).
2. the triazole terephthalic acid (TPA) cobalt complex monocrystal of phenyl triiodide amine three is used as potential fluorescent material side described in claim 1
The application in face.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510088006.3A CN104610380B (en) | 2015-02-26 | 2015-02-26 | Triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three with potential fluorescent material and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510088006.3A CN104610380B (en) | 2015-02-26 | 2015-02-26 | Triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three with potential fluorescent material and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104610380A CN104610380A (en) | 2015-05-13 |
| CN104610380B true CN104610380B (en) | 2017-08-11 |
Family
ID=53145057
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510088006.3A Expired - Fee Related CN104610380B (en) | 2015-02-26 | 2015-02-26 | Triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three with potential fluorescent material and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104610380B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105524123A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole nickel complex single crystal and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102276658A (en) * | 2011-06-13 | 2011-12-14 | 天津师范大学 | Mixed ligand cobalt (II) coordination compound as well as preparation method and application thereof |
| CN104193691A (en) * | 2014-09-11 | 2014-12-10 | 南京农业大学 | Synthesis methods of tri-(4-triazolyl phenyl) amine and tri-(4-triazolyl phenyl)amine cadmium complex |
-
2015
- 2015-02-26 CN CN201510088006.3A patent/CN104610380B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102276658A (en) * | 2011-06-13 | 2011-12-14 | 天津师范大学 | Mixed ligand cobalt (II) coordination compound as well as preparation method and application thereof |
| CN104193691A (en) * | 2014-09-11 | 2014-12-10 | 南京农业大学 | Synthesis methods of tri-(4-triazolyl phenyl) amine and tri-(4-triazolyl phenyl)amine cadmium complex |
Non-Patent Citations (1)
| Title |
|---|
| 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;苗少斌;《中国博士学位论文全文数据库 工程科技I辑》;20150215;B014-22 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104610380A (en) | 2015-05-13 |
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 | |
| CN105418647A (en) | Anthracene nucleus di-triazole three-dimensional copper nitrate complex single crystal and application | |
| CN104592267B (en) | Double triazole M-phthalic 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 | |
| CN104557992B (en) | Double triazole trimesic acid cadmium complex of naphthalene with potential fluorescent material and preparation method thereof | |
| CN104610295A (en) | Potential fluorescent material containing tetraphenylethylene tetra-triazole zinc terephthalate complex and preparation method thereof | |
| CN104610290A (en) | Tetraphenyl ethylene 4-triazole zinc chloride complex serving as 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 | |
| CN105418657A (en) | 1,4-dimethyl-2,5-dimethylene bis(triazole)isophthalic acid-included dimethylacetamide cadimium complex single crystal and application | |
| CN104628749A (en) | Tetraphenyl ethylene triazole zinc perchlorate complex with potential fluorescent material and preparation method of complex | |
| CN104610304B (en) | Oxygen ether double-triazole zinc complex with potential fluorescent material and preparation method thereof | |
| CN104610380B (en) | Triazole terephthalic acid (TPA) cobalt complex of phenyl triiodide amine three with potential fluorescent material and preparation method thereof | |
| CN105566360A (en) | Tetraphenyl ethylene tetra(triazole) inclusion dimethyl acetamide cadmium complex and preparation method thereof | |
| CN105524123A (en) | 1, 4-dimethyl-2, 5-dimethylene bistriazole nickel complex single crystal and application thereof | |
| CN105418689A (en) | 2,5-dibromo-1,4-biphenoxyl diacetic acid cobalt acetate complex single crystal and application | |
| 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 | |
| CN104610376B (en) | Double triazole iron complexes of oxygen ether 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 | |
| CN104610288B (en) | A kind of phenyl triazole silver complex with potential fluorescent material and preparation method thereof | |
| CN104610344B (en) | Oxygen ether bitriazol lead complex with potential fluorescent material and preparation method of complex | |
| CN104610375B (en) | Oxygen ether with potential fluorescent material one-dimensional ferrous coordination compound of double triazoles and preparation method thereof | |
| CN105524094A (en) | 1, 4-dimethyl-2, 5-dimethylene bistriazole inclusion N, N'-diethyl acetamide cadmium complex single crystal | |
| CN104592308B (en) | Double triazole frerrous chloride complexs of oxygen ether 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 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| 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: 20170811 Termination date: 20180226 |