CN107043392A - A kind of amino 1H tetrazoles Zn complex of fluorescent material 5 and synthetic method - Google Patents
A kind of amino 1H tetrazoles Zn complex of fluorescent material 5 and synthetic method Download PDFInfo
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- CN107043392A CN107043392A CN201710241234.9A CN201710241234A CN107043392A CN 107043392 A CN107043392 A CN 107043392A CN 201710241234 A CN201710241234 A CN 201710241234A CN 107043392 A CN107043392 A CN 107043392A
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- 239000000463 material Substances 0.000 title claims abstract description 9
- 238000010189 synthetic method Methods 0.000 title claims abstract description 9
- -1 amino 1H tetrazoles Chemical class 0.000 title claims abstract description 8
- 239000013078 crystal Substances 0.000 claims abstract description 16
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims abstract description 10
- 239000004810 polytetrafluoroethylene Substances 0.000 claims abstract description 10
- 241000276425 Xiphophorus maculatus Species 0.000 claims abstract description 5
- 229910003460 diamond Inorganic materials 0.000 claims abstract description 5
- 239000010432 diamond Substances 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 claims abstract description 5
- 238000011835 investigation Methods 0.000 claims abstract description 5
- 239000000178 monomer Substances 0.000 claims abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- ULRPISSMEBPJLN-UHFFFAOYSA-N 2h-tetrazol-5-amine Chemical compound NC1=NN=NN1 ULRPISSMEBPJLN-UHFFFAOYSA-N 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 abstract description 10
- 238000000034 method Methods 0.000 abstract description 4
- 239000003643 water by type Substances 0.000 abstract description 3
- 239000000470 constituent Substances 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 238000010586 diagram Methods 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000002189 fluorescence spectrum Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- 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
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- 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)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Luminescent Compositions (AREA)
Abstract
The invention discloses a kind of amino 1H tetrazole Zn complexes [Zn of fluorescent material 58(BTEC)2(ATZ)2(μ3‑OH)2(μ2‑OH)4(H2O)2]nAnd synthetic method, it is characterised in that [Zn8(BTEC)2(ATZ)2(μ3‑OH)2(μ2‑OH)4(H2O)2]nMonomer molecule formula be：C22H14N10O24Zn8, molecular weight is：1325.39g/mol, HATZ are 5 amino 1H tetrazoles, H4BTEC is Pyromellitic Acid.0.043g 0.086g are analyzed into pure HATZ and 0.064g 0.128g and analyze pure H4BTEC is dissolved in 8 16mL redistilled waters, is stirred, and is added 0.110 0.220g and is analyzed pure Zn (CH3COO)2·2H2O, is placed in polytetrafluoroethylene (PTFE) autoclave, is placed in 160 DEG C of baking ovens and is taken out after three days, is cooled to room temperature, opens autoclave, bottom has diamond platy white crystal to produce [Zn8(BTEC)2(ATZ)2(μ3‑OH)2(μ2‑OH)4(H2O)2]n.[the Zn of gained8(BTEC)2(ATZ)2(μ3‑OH)2(μ2‑OH)4(H2O)2]nPressing potassium bromide troche is used at normal temperatures, carries out fluorometric investigation, [Zn8(BTEC)2(ATZ)2(μ3‑OH)2(μ2‑OH)4(H2O)2]nIn the case where 525nm wavelength is excited, maximum emission wavelength is at 798nm, and fluorescence intensity is about in the luminous of 661a.u. intensity.Present invention process is simple, with low cost, chemical constituent is easily controllable, reproducible and yield is high.
Description
Technical field
The present invention relates to a kind of luminescent material [Zn of stabilization8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]n
(HATZ is 5- amino -1H- tetrazoles, H4BTEC is Pyromellitic Acid) and synthetic method.
Background technology
Development of the modern luminescent material after many decades, oneself turns into the fields such as presentation of information, lighting source, photoelectric device
Backing material, is that social development and technological progress play the effect become more and more important.Particularly energy scarcity is present, and exploitation turns
The luminescent material for changing efficiency high is to solve the problems, such as one of energy scarcity method.
The content of the invention
The purpose of the present invention is exactly to synthesize the excellent functional material of luminosity for design, is synthesized using solvent thermal process
[Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]n。
[Zn of the present invention8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nMolecular formula be：
C22H14N10O24Zn8, molecular weight is：1325.39g/mol, HATZ are 5- amino -1H- tetrazoles, H4BTEC is Pyromellitic Acid.
Crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
[the Zn of table one8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nCrystallographic parameter
[the Zn of table two8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nBond distanceWith bond angle (°)
[the Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nSynthetic method concretely comprise the following steps：
(1) 0.043g-0.086g is analyzed into pure HATZ and 0.064g-0.128g and analyzes pure H4BTEC is dissolved in 8-16mL bis- times
In distilled water, stir, add 0.110-0.220g and analyze pure Zn (CH3COO)2·2H2O, is placed in polytetrafluoroethylene (PTFE) high pressure
In reactor, it is placed in 160 DEG C of baking ovens and is taken out after three days, be cooled to room temperature, opens autoclave, bottom has diamond platy white
Color crystal produces [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]n.[Zn is determined by single crystal diffractometer8(BTEC)2
(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nStructure, crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
(2) [Zn obtained by step (1) is taken8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nBromine is used at normal temperatures
Change potassium tabletting, carry out fluorometric investigation, [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nExcited in 525nm wavelength
Under, maximum emission wavelength is at 798nm, and fluorescence intensity is about in the luminous of 661a.u. intensity.
The present invention has the advantages that technique is simple, with low cost, chemical constituent is easily controllable, reproducible and yield is high.
Brief description of the drawings
Fig. 1 is the present invention [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]n5- amino -1H- tetrazoles used
Structural representation.
Fig. 2 is the present invention [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nMonomer structure schematic diagram.
Fig. 3 is the present invention [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nThree-dimensional accumulation schematic diagram.
Fig. 4 is the present invention [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nFluorescence spectra.
Embodiment
Embodiment 1：
[Zn of the present invention8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nMolecular formula be：
C22H14N10O24Zn8, molecular weight is：1325.39g/mol, HATZ are 5- amino -1H- tetrazoles, H4BTEC is Pyromellitic Acid.
Crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
[Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nSynthetic method concretely comprise the following steps：
(1) 0.043g is analyzed into pure HATZ and 0.064g and analyzes pure H4BTEC is dissolved in 8mL redistilled waters, and stirring is equal
It is even, add 0.110g and analyze pure Zn (CH3COO)2·2H2O, is placed in polytetrafluoroethylene (PTFE) autoclave, is placed in 160 DEG C
Baking oven takes out after three days, is cooled to room temperature, opens autoclave, bottom has diamond platy white crystal to produce [Zn8(BTEC)2
(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]n.Yield 0.05g, yield 61%.[Zn is determined by single crystal diffractometer8(BTEC)2
(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nStructure, crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
(2) [Zn obtained by step (1) is taken8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nBromine is used at normal temperatures
Change potassium tabletting, carry out fluorometric investigation, [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nExcited in 525nm wavelength
Under, maximum emission wavelength is at 798nm, and fluorescence intensity is about in the luminous of 661a.u. intensity.
Embodiment 2：
[Zn of the present invention8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nMolecular formula be：
C22H14N10O24Zn8, molecular weight is：1325.39g/mol, HATZ are 5- amino -1H- tetrazoles, H4BTEC is Pyromellitic Acid.
Crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
[Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nSynthetic method concretely comprise the following steps：
(1) 0.086g is analyzed into pure HATZ and 0.128g and analyzes pure H4BTEC is dissolved in 16mL redistilled waters, and stirring is equal
It is even, add 0.220g and analyze pure Zn (CH3COO)2·2H2O, is placed in polytetrafluoroethylene (PTFE) autoclave, is placed in 160 DEG C
Baking oven takes out after three days, is cooled to room temperature, opens autoclave, bottom has diamond platy white crystal to produce [Zn8(BTEC)2
(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]n.Yield 0.104g, yield 63%.[Zn is determined by single crystal diffractometer8(BTEC)2
(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nStructure, crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
(2) [Zn obtained by step (1) is taken8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nBromine is used at normal temperatures
Change potassium tabletting, carry out fluorometric investigation, [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nExcited in 525nm wavelength
Under, maximum emission wavelength is at 798nm, and fluorescence intensity is about in the luminous of 661a.u. intensity.
Claims (1)
1. a kind of fluorescent material 5- amino -1H- tetrazole Zn complexes [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4
(H2O)2]nAnd synthetic method, it is characterised in that [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nMonomer molecule
Formula is：C22H14N10O24Zn8, molecular weight is：1325.39g/mol, HATZ are 5- amino -1H- tetrazoles, H4BTEC is equal benzene four
Formic acid.Crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two；[Zn is surveyed at room temperature8(BTEC)2(ATZ)2(μ3-OH)2
(μ2-OH)4(H2O)2]nSolid fluorescence, excited with 525nm wavelength, maximum emission wavelength is at 798nm, and fluorescence intensity exists
661a.u.。
[the Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nSynthetic method concretely comprise the following steps：
(1) 0.043g-0.086g is analyzed into pure HATZ and 0.064g-0.128g and analyzes pure H4BTEC is dissolved in 8-16mL second distillations
In water, stir, add 0.110-0.220g and analyze pure Zn (CH3COO)2·2H2O, is placed in polytetrafluoroethylene (PTFE) reaction under high pressure
In kettle, it is placed in 160 DEG C of baking ovens and is taken out after three days, be cooled to room temperature, open autoclave, bottom has diamond platy white brilliant
Body produces [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]n.[Zn is determined by single crystal diffractometer8(BTEC)2
(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nStructure, crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
(2) [Zn obtained by step (1) is taken8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nKBr pressure is used at normal temperatures
Piece, carries out fluorometric investigation, [Zn8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nIn the case where 525nm wavelength is excited, most
Big launch wavelength is at 798nm, and fluorescence intensity is about in the luminous of 661a.u. intensity.
[the Zn of table one8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nCrystallographic parameter
[the Zn of table two8(BTEC)2(ATZ)2(μ3-OH)2(μ2-OH)4(H2O)2]nBond distanceWith bond angle (°)
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710241234.9A CN107043392A (en) | 2017-04-13 | 2017-04-13 | A kind of amino 1H tetrazoles Zn complex of fluorescent material 5 and synthetic method |
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| CN201710241234.9A CN107043392A (en) | 2017-04-13 | 2017-04-13 | A kind of amino 1H tetrazoles Zn complex of fluorescent material 5 and synthetic method |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112341633A (en) * | 2020-11-30 | 2021-02-09 | 广东石油化工学院 | MOFs material with high gas adsorbability and preparation method and application thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103936773A (en) * | 2014-04-08 | 2014-07-23 | 陕西师范大学 | 1, 4-terephthalic acid-regulated polyazole coordination polymer and preparation method thereof |
-
2017
- 2017-04-13 CN CN201710241234.9A patent/CN107043392A/en not_active Withdrawn
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103936773A (en) * | 2014-04-08 | 2014-07-23 | 陕西师范大学 | 1, 4-terephthalic acid-regulated polyazole coordination polymer and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| WANG, XIAO-BING ET AL.: "Two Zinc(II) metal-organic frameworks with mixed ligands of 5-amino-tetrazolate and l,2,4,5-benzenetetracarboxylate: Synthesis, structural diversity and photoluminescent properties", 《JOURNAL OF SOLID STATE CHEMISTRY》 * |
| ZHAO, FANG-HUA ET AL.: "Two 3D photoluminescent Zn(II) complexes constructed from 5-amino-1-H-tetrazole with aromatic polycarboxylate ligands》", 《RSC ADVANCES》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112341633A (en) * | 2020-11-30 | 2021-02-09 | 广东石油化工学院 | MOFs material with high gas adsorbability and preparation method and application thereof |
| NL2029682A (en) * | 2020-11-30 | 2022-07-05 | Univ Guilin Technology | Mofs material with high gas adsorbability and preparation method and use thereof |
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