CN104610302A - Antharcycline bis-triazole terephthalic acid zinc complex with potential fluorescent material and preparation method of antharcycline bis-triazole terephthalic acid zinc complex - Google Patents
Antharcycline bis-triazole terephthalic acid zinc complex with potential fluorescent material and preparation method of antharcycline bis-triazole terephthalic acid zinc complex Download PDFInfo
- Publication number
- CN104610302A CN104610302A CN201510088219.6A CN201510088219A CN104610302A CN 104610302 A CN104610302 A CN 104610302A CN 201510088219 A CN201510088219 A CN 201510088219A CN 104610302 A CN104610302 A CN 104610302A
- Authority
- CN
- China
- Prior art keywords
- triazole
- terephthalic acid
- tpa
- base
- dmf
- 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.)
- Granted
Links
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 System
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic System 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
Abstract
The invention discloses an antharcycline bis-triazole terephthalic acid zinc complex. A structure basic element of the antharcycline bis-triazole terephthalic acid zinc complex {[Zn(L)(tpa)].H2O.DMF} (1) is as shown in a graph 1. Meanwhile, the invention further discloses a preparation method of the {[Zn(L)(tpa)].H2O.DMF} (1) (L-1-[9-(1H-1,2,4-triazole-1-yl) anthracene-10-yl]-1H-1,2,4-triazole, tpa= terephthalic acid, DMF=N,N'-dimethylformamide). Zn(NO3)2.6H2O, tap, L, water and DMF react at 90 DEG C for three days, and then are cooled to a room temperature by a solvothermal method, so as to obtain yellow bulk crystal suitable for X-ray single crystal diffraction. The invention further discloses application of the antharcycline bis-triazole terephthalic acid zinc complex as the 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 terephthalic acid Zn complex { [Zn (L) (the tpa)] H of anthracene nucleus
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) preparation method and 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. Zn (NO
3)
26H
2o, terephthalic acid, L, water and DMF are 90
oreact under C hydrothermal condition after three days and be down to room temperature to obtain yellow bulk crystals { [Zn (L) (tpa)] H of applicable X-ray single crystal diffraction
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide).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 terephthalic acid Zn complex { [Zn (L) (tpa)] H
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) monocrystalline and preparation method thereof.
Current inventor provides following technical scheme for this reason:
Two triazole terephthalic acid Zn complex { [Zn (L) (the tpa)] H of anthracene nucleus
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) structural motif as shown in Figure 1.
The present invention further discloses two triazole terephthalic acid Zn complex { [Zn (L) (the tpa)] H of anthracene nucleus
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) 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 terephthalic acid Zn complex { [Zn (L) (the tpa)] H of anthracene nucleus of the present invention
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) preparation method of monocrystalline, its feature is at employing " hydrothermal method ", i.e. Zn (NO
3)
26H
2o, terephthalic acid, L, water and DMF 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
L (0.1 mmol), terephthalic acid (0.1 mmol), Zn (NO
3)
26H
2o (0.1 mmo), DMF (6 mL) and 4 mL water are put in 23 mL water heating kettles.The yellow bulk crystals of applicable X-ray single crystal diffraction is had, productive rate 45% after driving still.Ultimate analysis (C
116h
100n
28o
24zn) theoretical value (%): C, 59.65; H, 4.32; N, 16.79.Measured value: C, 59.88; H, 4.39; N, 16.82.
The present invention further discloses two triazole terephthalic acid Zn complex { [Zn (L) (the tpa)] H of anthracene nucleus
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) can be used as potential fluorescent material aspect and applied.
Two triazole terephthalic acid Zn complex { [Zn (L) (the tpa)] H of a kind of anthracene nucleus disclosed by the invention
2oDMF}
(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, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) 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) { [Zn (L) (the tpa)] H prepared by the present invention
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) production cost is low, and method is easy, is applicable to scale operation.
Accompanying drawing explanation
Fig. 1: title complex
1crystalline structure primitive figure;
Fig. 2: title complex
1tomograph.
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, 1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole (L), 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), terephthalic acid (0.1 mmol), Zn (NO
3)
26H
2o (0.1 mmo), DMF (6 mL) and 4 mL water are put in 23 mL water heating kettles.The yellow bulk crystals of applicable X-ray single crystal diffraction is had, productive rate 45% after driving still.Ultimate analysis (C
116h
100n
28o
24zn) theoretical value (%): C, 59.65; H, 4.32; N, 16.79.Measured value: C, 59.88; H, 4.39; N, 16.82.
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 three-dimensional 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 1.5 × 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 terephthalic acid Zn complex { [Zn (L) (tpa)] H of anthracene nucleus
2oDMF}
(1) structural motif as shown in Figure 1:
L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide.
2. the monocrystalline of the two triazole terephthalic acid Zn complex of anthracene nucleus described in claim 1, 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 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 terephthalic acid Zn complex { [Zn (L) (tpa)] H of anthracene nucleus described in claim 1
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) preparation method, it is characterized in that it be adopt " solvent-thermal method ", i.e. Zn (NO
3)
26H
2o, terephthalic acid, L, water and DMF are 90
oreact under C hydrothermal condition after three days and be down to room temperature to prepare this title complex
L tpa。
4. two triazole terephthalic acid Zn complex { [Zn (L) (tpa)] H of anthracene nucleus described in claim 1
2oDMF}
(1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole, tpa=terephthalic acid, DMF=N, N'-dimethyl formamide) as the application of potential fluorescent material aspect.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510088219.6A CN104610302B (en) | 2015-02-26 | 2015-02-26 | Double triazole p-phthalic acid Zn complex of anthracene nucleus with potential fluorescent material and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510088219.6A CN104610302B (en) | 2015-02-26 | 2015-02-26 | Double triazole p-phthalic acid Zn complex of anthracene nucleus with potential fluorescent material and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104610302A true CN104610302A (en) | 2015-05-13 |
| CN104610302B CN104610302B (en) | 2016-07-27 |
Family
ID=53144980
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510088219.6A Expired - Fee Related CN104610302B (en) | 2015-02-26 | 2015-02-26 | Double triazole p-phthalic acid Zn complex of anthracene nucleus with potential fluorescent material and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104610302B (en) |
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN105348306A (en) * | 2015-12-03 | 2016-02-24 | 天津师范大学 | 4H thioether bis-triazole zinc complex single crystal as well as preparation method and application thereof |
| CN105418649A (en) * | 2015-12-03 | 2016-03-23 | 天津师范大学 | Two-dimensional zinc 4H thioether bis(triazole) complex single crystal as well as 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 |
| CN105524088A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | Anthracycline bistriazole terephthalic acid inclusion diethyl formamide zinc complex single crystal and application thereof |
| CN105524085A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole terephthalic acid three-dimensional zinc complex single crystal and application thereof |
| CN105524097A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole inclusion 1-methyl-2-pyrrolidone cadmium complex single crystal |
| CN105524091A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole zinc complex single crystal and application thereof |
| CN105524090A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole two-dimensional layered zinc complex single crystal and application thereof |
| CN105524087A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | Anthracycline bistriazole inclusion ethanol perchloric acid zinc complex single crystal 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 |
| CN105566359A (en) * | 2016-01-05 | 2016-05-11 | 天津师范大学 | 1,4-dimethyl-2,5-dimethylene bis(triazole) zinc terephthalate complex monocrystal and applications thereof |
| CN105622652A (en) * | 2016-01-05 | 2016-06-01 | 天津师范大学 | 1,4-dimethyl-2,5-dimethylene bistriazole isophthalic acid zinc complex single crystal and application thereof |
| CN105622651A (en) * | 2016-01-05 | 2016-06-01 | 天津师范大学 | 1,4-dimethyl-2,5-dimethylene bistriazole inclusion diethyl formamide two-dimensional zinc complex single crystal and application thereof |
| CN105646380A (en) * | 2016-01-05 | 2016-06-08 | 天津师范大学 | Anthracene ring double-triazole terephthalic acid single crystal and application thereof |
| CN105669718A (en) * | 2016-01-05 | 2016-06-15 | 天津师范大学 | 1,2,4,5-Tetramethylphenylbistriazol zinc complex monocrystal and application thereof |
| CN105669720A (en) * | 2016-01-05 | 2016-06-15 | 天津师范大学 | 1,4-Dimethyl-2,5-dimethylenebistriazol layered zinc complex monocrystal and application thereof |
| CN106046064A (en) * | 2016-07-28 | 2016-10-26 | 天津师范大学 | Anthracycline bistriazole terephthalic acid cobalt complex single crystal with hydrogen adsorption property and application |
| CN106220656A (en) * | 2016-07-28 | 2016-12-14 | 天津师范大学 | There is the double triazole three-dimensional Zn complex monocrystalline of anthracene nucleus and the application of hydrogen adsorption character |
| CN106243133A (en) * | 2016-07-28 | 2016-12-21 | 天津师范大学 | There is the double triazole Zn complex monocrystalline of anthracene nucleus and the application of hydrogen adsorption character |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103772303A (en) * | 2014-01-14 | 2014-05-07 | 天津师范大学 | Anthracene ring triazole compound, and preparation method and application thereof |
-
2015
- 2015-02-26 CN CN201510088219.6A patent/CN104610302B/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103772303A (en) * | 2014-01-14 | 2014-05-07 | 天津师范大学 | Anthracene ring triazole compound, and preparation method and application thereof |
Non-Patent Citations (3)
| Title |
|---|
| M M CHEN ET AL.: "Crystal structure of catena-poly[aqua-μ-1,4-benzenedicarboxylato- 2O:O"-3,5-dimethyl-4-phenyl-1,2,4-triazole- N-zinc(II)] monohydrate,Zn(H2O)(C8H4O4)(C10H11N3)·H2O, C18H17N3O6Zn", 《Z. KRISTALLOGR. NCS》 * |
| Z.Q. ZHANG ET AL: "Three complexes based on ligands 1-hydroxybenzotriazole and 1,4-benzenedicarboxylic acid: Synthesis, structures and luminescence properties", 《INORGANICA CHIMICA ACTA》 * |
| 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 (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN105348306A (en) * | 2015-12-03 | 2016-02-24 | 天津师范大学 | 4H thioether bis-triazole zinc complex single crystal as well as preparation method and application thereof |
| CN105418649A (en) * | 2015-12-03 | 2016-03-23 | 天津师范大学 | Two-dimensional zinc 4H thioether bis(triazole) complex single crystal as well as 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 |
| CN105524088A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | Anthracycline bistriazole terephthalic acid inclusion diethyl formamide zinc complex single crystal and application thereof |
| CN105524085A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole terephthalic acid three-dimensional zinc complex single crystal and application thereof |
| CN105524097A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole inclusion 1-methyl-2-pyrrolidone cadmium complex single crystal |
| CN105524091A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole zinc complex single crystal and application thereof |
| CN105524090A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | 1, 4-dimethyl-2, 5-dimethylene bistriazole two-dimensional layered zinc complex single crystal and application thereof |
| CN105524087A (en) * | 2016-01-05 | 2016-04-27 | 天津师范大学 | Anthracycline bistriazole inclusion ethanol perchloric acid zinc complex single crystal 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 |
| CN105566359A (en) * | 2016-01-05 | 2016-05-11 | 天津师范大学 | 1,4-dimethyl-2,5-dimethylene bis(triazole) zinc terephthalate complex monocrystal and applications thereof |
| CN105622652A (en) * | 2016-01-05 | 2016-06-01 | 天津师范大学 | 1,4-dimethyl-2,5-dimethylene bistriazole isophthalic acid zinc complex single crystal and application thereof |
| CN105622651A (en) * | 2016-01-05 | 2016-06-01 | 天津师范大学 | 1,4-dimethyl-2,5-dimethylene bistriazole inclusion diethyl formamide two-dimensional zinc complex single crystal and application thereof |
| CN105646380A (en) * | 2016-01-05 | 2016-06-08 | 天津师范大学 | Anthracene ring double-triazole terephthalic acid single crystal and application thereof |
| CN105669718A (en) * | 2016-01-05 | 2016-06-15 | 天津师范大学 | 1,2,4,5-Tetramethylphenylbistriazol zinc complex monocrystal and application thereof |
| CN105669720A (en) * | 2016-01-05 | 2016-06-15 | 天津师范大学 | 1,4-Dimethyl-2,5-dimethylenebistriazol layered zinc complex monocrystal and application thereof |
| CN106046064A (en) * | 2016-07-28 | 2016-10-26 | 天津师范大学 | Anthracycline bistriazole terephthalic acid cobalt complex single crystal with hydrogen adsorption property and application |
| CN106220656A (en) * | 2016-07-28 | 2016-12-14 | 天津师范大学 | There is the double triazole three-dimensional Zn complex monocrystalline of anthracene nucleus and the application of hydrogen adsorption character |
| CN106243133A (en) * | 2016-07-28 | 2016-12-21 | 天津师范大学 | There is the double triazole Zn complex monocrystalline of anthracene nucleus and the application of hydrogen adsorption character |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104610302B (en) | 2016-07-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104610302A (en) | Antharcycline bis-triazole terephthalic acid zinc complex with potential fluorescent material and preparation method of antharcycline bis-triazole terephthalic acid zinc complex | |
| CN104628750A (en) | Anthracene ring bis-triazole zinc complex with potential fluorescent material and preparation method thereof | |
| CN104592267A (en) | Cadmium naphthalene bis(triazolyl) isophthalate complex used as potential fluorescent material and preparation method of cadmium naphthalene bis(triazolyl) isophthalate complex | |
| CN104592271A (en) | Cadmium isophthalate anthracene cyclo-bis(triazolyl) complex used as potential fluorescent material and preparation method of cadmium isophthalate anthracene cyclo-bis(triazolyl) complex | |
| CN104592262A (en) | Zinc anthracene cyclo-bis(triazolyl) isophthalate complex used as potential fluorescent material and preparation method of zinc anthracene cyclo-bis(triazolyl) isophthalate complex | |
| CN104610315A (en) | Cadmium oxyether bistriazol isophthalate complex with potential fluorescent material and preparation method of complex | |
| CN104610320A (en) | Fluorescent material containing tetraphenylethylene-4-triazole three-dimensional cadmium complex and preparation method thereof | |
| CN104557991A (en) | Oxyether bistriazole zinc chloride complex with potential fluorescent material and preparation method thereof | |
| CN104610299A (en) | Zinc naphthalene bistriazole terephthalic acid complex used as potential fluorescent material and preparation method thereof | |
| CN104557992A (en) | Naphthalene bistriazole trimesinic acid cadmium complex with potential fluorescent material and preparation method thereof | |
| CN104592270A (en) | Cadmium isophthalate anthracene cyclo-bis(triazolyl) nitrate complex used as potential fluorescent material and preparation method of cadmium isophthalate anthracene cyclo-bis(triazolyl) nitrate complex | |
| CN104610321A (en) | Tetraphenyl ethylene four triazole terephthalic acid cadmium complex with potential fluorescent material and preparation method thereof | |
| CN104610313A (en) | Oxy-ether-bis(triazole) cadmium complex with potential fluorescent materials and preparation method thereof | |
| CN104610322A (en) | Tetraphenyl ethylene tetratriazolyl cadmium acetate complex with potential fluorescent material and preparation method thereof | |
| CN104558055A (en) | Oxyether bistriazole nickel nitrate complex with potential fluorescent material and preparation method thereof | |
| CN104592265A (en) | Cadmium phthalate anthracene cyclo-bis(triazolyl) complex used as potential fluorescent material and preparation method of cadmium phthalate anthracene cyclo-bis(triazolyl) complex | |
| CN104592260A (en) | Zinc anthracene cyclo-bis(triazolyl) perchlorate complex used as potential fluorescent material and preparation method of zinc anthracene cyclo-bis(triazolyl) perchlorate complex | |
| CN104592266A (en) | Cadmium oxyether-bis(triazolyl) nitrate complex used as potential fluorescent material and preparation method of cadmium oxyether-bis(triazolyl) nitrate complex | |
| CN104592272A (en) | Cadmium tetraphenyl ethylene-tetra(triazolyl) bromide complex used as potential fluorescent material and preparation method of cadmium tetraphenyl ethylene-tetra(triazolyl) bromide complex | |
| CN104610319A (en) | Tetraphenylethylene 4-triazole cadmium perchlorate complex with potential fluorescence material and preparation method of tetraphenylethylene 4-triazole cadmium perchlorate complex | |
| CN104610304A (en) | Oxygen ether double-triazole zinc complex with potential fluorescent material and preparation method thereof | |
| CN104610298B (en) | Two triazole zinc nitrate title complex of oxygen ether with potential fluorescent material and preparation method thereof | |
| CN104610301A (en) | Naphthaline bis-triazole m-phthalic acid zinc complex serving as potential fluorescent material and preparation method of naphthaline bis-triazole m-phthalic acid zinc complex | |
| CN104610296A (en) | Zinc triiodo phenylamine phthalic acid complex used as potential fluorescent material and preparation method thereof | |
| CN104610308A (en) | Anthracene-ring bis-triazole zinc nitrate complex serving as potential fluorescent material and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20160727 Termination date: 20170226 |