CN105017290A - [Ag(C12H10N4)].(ClO4) complex assembled by benzotriazole ligand and Ag(I) as well as preparation method and application thereof - Google Patents
[Ag(C12H10N4)].(ClO4) complex assembled by benzotriazole ligand and Ag(I) as well as preparation method and application thereof Download PDFInfo
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- CN105017290A CN105017290A CN201510469364.9A CN201510469364A CN105017290A CN 105017290 A CN105017290 A CN 105017290A CN 201510469364 A CN201510469364 A CN 201510469364A CN 105017290 A CN105017290 A CN 105017290A
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- Prior art keywords
- benzotriazole
- title complex
- clo
- ligand
- complex
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- 239000003446 ligand Substances 0.000 title claims abstract description 13
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 title claims abstract description 9
- 239000012964 benzotriazole Substances 0.000 title claims abstract description 9
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 title abstract description 5
- 229910001914 chlorine tetroxide Inorganic materials 0.000 title abstract 3
- 239000013078 crystal Substances 0.000 claims abstract description 10
- 239000000463 material Substances 0.000 claims abstract description 9
- 239000000126 substance Substances 0.000 claims abstract description 3
- 229910020366 ClO 4 Inorganic materials 0.000 claims description 17
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 6
- 150000002500 ions Chemical class 0.000 claims description 4
- RBWNDBNSJFCLBZ-UHFFFAOYSA-N 7-methyl-5,6,7,8-tetrahydro-3h-[1]benzothiolo[2,3-d]pyrimidine-4-thione Chemical compound N1=CNC(=S)C2=C1SC1=C2CCC(C)C1 RBWNDBNSJFCLBZ-UHFFFAOYSA-N 0.000 claims description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 3
- ITQTTZVARXURQS-UHFFFAOYSA-N beta-methylpyridine Natural products CC1=CC=CN=C1 ITQTTZVARXURQS-UHFFFAOYSA-N 0.000 claims description 3
- 239000012467 final product Substances 0.000 claims description 2
- 238000010189 synthetic method Methods 0.000 abstract description 3
- 125000004429 atom Chemical group 0.000 description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 150000003852 triazoles Chemical class 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 240000002853 Nelumbo nucifera Species 0.000 description 1
- 235000006508 Nelumbo nucifera Nutrition 0.000 description 1
- 235000006510 Nelumbo pentapetala Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000005260 alpha ray Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011365 complex material Substances 0.000 description 1
- 238000005564 crystal structure determination Methods 0.000 description 1
- 238000013480 data collection Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/005—Compounds containing elements of Groups 1 or 11 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
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Plural Heterocyclic Compounds (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Abstract
The invention discloses a [Ag(C12H10N4)].(ClO4) complex assembled by benzotriazole ligand and Ag(I) as well as a preparation method and application thereof. The chemical formula of the complex is [Ag(C12H10N4)].(ClO4), and the complex is a triclinic crystal system, is of a one-dimensional linear chain structure and belongs to a P-1 space group. The synthetic method has advantages of simpleness, operation convenience, good stability, high yield, good reproducibility and the like. The prepared complex can be used as a fluorescence material to be developed and used in the field of material science, so that a theoretical foundation is provided for further developing the fluorescence material.
Description
Technical field
The present invention relates to transition metal complex Material Field, be specifically related to [Ag (C
12h
10n
4)] (ClO
4) title complex and its preparation method and application.
Background technology
In recent years, under water (solvent) heat condition, construct the function ligand polymer with novel structure and obtain vigorous growth, particularly triazole and pyridines organic ligand are due to the diversity of structure, the supramolecule framework with unique Novel Topology structure, geometric modeling, character can be constructed, be widely used in biologic inorganic and bioorganic chemistry etc.The Coordinate property of triazole ligand is relevant with the organic group connecting triazolyl in part, and the mutability of part flexibility causes the variation of its structure, and the co-ordination requirements being met metal ion by the configuration changing self can obtain various crystalline structure.Bridging in triazole species part between benzotriazole and metal is various informative, also has abundant multiple tooth coordination mode and potential fluorescent emission behavior simultaneously.
Summary of the invention
For solving the problem, the invention provides [Ag (the C that a kind of benzotriazole part and Ag (I) assemble
12h
10n
4)] (ClO
4) title complex and its preparation method and application, the advantages such as its synthetic method is simple, easy to operate, and has good stability, and the high and reproducibility of productive rate is good.
For achieving the above object, the technical scheme that the present invention takes is:
[Ag (the C that a kind of benzotriazole part and Ag (I) assemble
12h
10n
4)] (ClO
4) title complex, the chemical formula of described title complex is [Ag (C
12h
10n
4)] (ClO
4), triclinic(crystalline)system is one dimension linear pattern chain structure, P-1 spacer, unit cell parameters
α=63.21 (3), β=65.45 (3), γ=74.16 (3),
crystal is colourless, and Ag (I) center is connected with two L1 parts with two coordination modes of approximate line style, the bond angle of N3-Ag1-N4 169.97 °; The bond distance of Ag-N key arrives between 2.113 (3)
between; There is stronger effect at perchlorate's negative ion and Ag (I) center, and the distance between Ag-O2 is
by the connection of bitooth ligand L1 two ends atom N, the angle of Ag (I) center and two atom N is 169.97 °, and the distance between two adjacent Ag ions is
in part 2-(3-picoline) benzotriazole (L1), skeleton pyridine ring and benzotriazole interannular angle are 34.85 °; L1 structure is as follows:
For solving the problem, present invention also offers above-mentioned [Ag (C
12h
10n
4)] (ClO
4) preparation method, step is as follows:
After ligand L 1, silver perchlorate in molar ratio 1: 1 mixing, stirred at ambient temperature 30 minutes, leaves standstill after two weeks, to obtain final product.
The present invention has following beneficial effect:
The advantages such as its synthetic method is simple, easy to operate, and has good stability, and the high and reproducibility of productive rate is good; Gained title complex can be developed and applied at material science as fluorescent material, provides theoretical basis for developing fluorescent material further.
Accompanying drawing explanation
Fig. 1 is [Ag (C in the embodiment of the present invention
12h
10n
4)] (ClO
4) Ag (I) coordination environment figure in title complex;
Fig. 2 is [Ag (C in the embodiment of the present invention
12h
10n
4)] (ClO
4) title complex one dimension linear pattern link composition;
Fig. 3 is ligand L 1 and [Ag (C in the embodiment of the present invention
12h
10n
4)] (ClO
4) fluorescence pattern of title complex;
Fig. 4 is [Ag (C in the embodiment of the present invention
12h
10n
4)] (ClO
4) the thermogravimetric analysis figure of title complex.
Embodiment
In order to make objects and advantages of the present invention clearly understand, below in conjunction with embodiment, the present invention is further elaborated.Should be appreciated that specific embodiment described herein only in order to explain the present invention, be not intended to limit the present invention.
Embodiment
5mL silver perchlorate (0.021g, 0.10mmol) and 5mL ligand L 1 (0.021g, 0.10mmol) are added in the methyl alcohol of 10ml, stirred at ambient temperature 30 minutes, leave standstill after two weeks, bottom solution, grow colourless bulk crystals, be [Ag (C
12h
10n
4)] (ClO
4) title complex.
Get obtained [Ag (C
12h
10n
4)] (ClO
4) title complex characterizes as follows further:
(1) crystal structure determination of title complex
Carry out single crystal diffraction test by being directly bonded on glass yarn after gained complex crystal encapsulate, Siemens SMART CCD and Mercury diffractometer carry out data gathering; Adopt and obtain Mo-K alpha-ray by graphite monochromator monochromatization, scan mode is ω, collects data at 173 (2) K or 293 (2) K.Diffracted intensity, after SAINT reduction, uses SADABS to carry out absorption correction.The structure of all title complexs all uses the process of SHELXTL software package to obtain.The crystal data of title complex is through overcorrection and after judging correct spacer, with the position of direct method determination heavy atom, then other non-hydrogen atom is made in the synthesis of combination difference fourier.All title complex hydrogenation obtain by geometry hydrogenation.Non-hydrogen atom carries out the correction of many wheel complete matrix least squares to Complete Convergence, and structure iron ASP or Diomand 2.1c program are drawn.Crystallographic parameter, collection condition etc. are respectively in table 1, and crystalline structure is shown in Fig. 1.
The data collection condition of table 1 title complex and crystallographic parameters
(2) Infrared Characterization of title complex
Infrared absorption spectrum peak (KBr, cm that title complex is main
-1): 3568 (m), 1614 (m), 1498 (w), 1459 (w), 1384 (s), 1312 (m), 1224 (m), 1166 (m), 1120 (w), 781 (w), 764 (w), 743 (m), 725 (w), 626 (w), 563 (w), 483 (w), 433 (w).
(3) the solid fluorescence performance study of title complex
Complex crystal sample after enrichment process is carried out the test of solid fluorescence, in order to clear part and metal ion on it generate the impact of title complex, at room temperature, test the fluorescence property of ligand L 1 and its Ag (I) title complex.Fig. 2 shows independently part and has showed stronger fluorescence (λ at about 400nm
ex=340nm, λ
em=402nm), and with Ag (I) coordination after, overall red shift is to (λ near about 420nm
em=420nm).The luminescence mechanism of title complex 1 may be that part moves the fluorescent emission caused to metal lotus, and the redness of luminous position is from the proton abstraction of special role (pi-pi accumulation effect) or part.Can find out in figure that these two kinds of title complexs have stable fluorescence property, can be applied at material science as fluorescent material.(INSTRUMENT MODEL: the FLS920 fluorescence spectrophotometer of Edinburgh instrument company of Britain).
Can be seen by above-mentioned characterization result, complex crystal of the present invention belongs to triclinic(crystalline)system, P-1 spacer, unit cell parameters:
α=63.21 (3), β=65.45 (3), γ=74.16 (3),
crystal is colourless, and Ag (I) center is connected with two L1 parts with two coordination modes of approximate line style, the bond angle of N3-Ag1-N4 169.97 °.The bond distance of Ag-N key arrives between 2.113 (3)
between.There is stronger effect at perchlorate's negative ion and Ag (I) center, and the distance between Ag-O2 is
by the connection of bitooth ligand L1 two ends atom N, and the angle of Ag (I) center and two atom N is 169.97 °, [Ag (C
12h
10n
4)] (ClO
4) be finally constantly expanded into a linear pattern chain structure, wherein adjacent Ag ... distance between Ag is
in ligand L 1, skeleton pyridine ring and benzotriazole interannular angle are 34.85 °
The above is only the preferred embodiment of the present invention; it should be pointed out that for those skilled in the art, under the premise without departing from the principles of the invention; can also make some improvements and modifications, these improvements and modifications also should be considered as protection scope of the present invention.
Claims (3)
1. [Ag (the C that assembles of a benzotriazole part and Ag (l)
12h
10n
4)] (ClO
4) title complex, it is characterized in that, the chemical formula of described title complex is [Ag (C
12h
10n
4)] (ClO
4), triclinic(crystalline)system is one dimension linear pattern chain structure, P-1 spacer, unit cell parameters
α=63.21 (3), β=65.45 (3), γ=74.16 (3),
crystal is colourless, and Ag (l) center is connected with two L1 parts with two coordination modes, the bond angle of N3-Ag1-N4 169.97 °; The bond distance of Ag-N key arrives between 2.113 (3)
between, the distance between Ag-02 is
by the connection of bitooth ligand L1 two ends atom N, the angle of Ag (l) center and two atom N is 169.97 °, and the distance between two adjacent Ag ions is
in ligand L 1, skeleton pyridine ring and benzotriazole interannular angle are 34.85 °; L1 is 2-(3-picoline) benzotriazole, and structure is as follows:
2. [Ag (the C that assembles of a benzotriazole part and Ag (l)
12h
10n
4)] (ClO
4) preparation method of title complex, it is characterized in that, comprise the steps: that stirred at ambient temperature 30 minutes, leaves standstill after two weeks, to obtain final product by after part 2-(3-picoline) benzotriazole, silver perchlorate in molar ratio 1: 1 mixing.
3. Ag (the C that assembles of benzotriazole part as claimed in claim 1 and Ag (l)
12h
10n
4)] (ClO
4) application of title complex, it is characterized in that, use as fluorescent material.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510469364.9A CN105017290A (en) | 2015-07-30 | 2015-07-30 | [Ag(C12H10N4)].(ClO4) complex assembled by benzotriazole ligand and Ag(I) as well as preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510469364.9A CN105017290A (en) | 2015-07-30 | 2015-07-30 | [Ag(C12H10N4)].(ClO4) complex assembled by benzotriazole ligand and Ag(I) as well as preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105017290A true CN105017290A (en) | 2015-11-04 |
Family
ID=54407636
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510469364.9A Pending CN105017290A (en) | 2015-07-30 | 2015-07-30 | [Ag(C12H10N4)].(ClO4) complex assembled by benzotriazole ligand and Ag(I) as well as preparation method and application thereof |
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| Country | Link |
|---|---|
| CN (1) | CN105017290A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110078933A (en) * | 2019-04-30 | 2019-08-02 | 华南农业大学 | Novel coordination polymer crystalline material and preparation method thereof and fluorescent applications |
| CN113773326A (en) * | 2021-10-21 | 2021-12-10 | 中北大学 | 3, 6-dinitroamine triazole and ionic salt thereof, and preparation method and application thereof |
-
2015
- 2015-07-30 CN CN201510469364.9A patent/CN105017290A/en active Pending
Non-Patent Citations (2)
| Title |
|---|
| P CHEN. ET AL: ""Flexible and Asymmetric Ligand in Constructing Coordinated Complexes: Synthesis, Crystal Structures and Fluorescent Characterization"", 《INT. J. MOL. SCI》 * |
| 王艰等: ""一对杂环异构体作为配体与Ag 的配位化学研究：合成晶体结构和荧光表征"", 《无机化学学报》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110078933A (en) * | 2019-04-30 | 2019-08-02 | 华南农业大学 | Novel coordination polymer crystalline material and preparation method thereof and fluorescent applications |
| CN113773326A (en) * | 2021-10-21 | 2021-12-10 | 中北大学 | 3, 6-dinitroamine triazole and ionic salt thereof, and preparation method and application thereof |
| CN113773326B (en) * | 2021-10-21 | 2023-11-17 | 中北大学 | 3, 6-dinitrametes triazolo triazole and ionic salt, preparation method and application thereof |
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Application publication date: 20151104 |
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