CN108689922A - A kind of organic-inorganic hybrid fluorescent material is double(2-AMINO-4-PICOLINE)Tetrabormated manganese Metal salt synthetic method - Google Patents

A kind of organic-inorganic hybrid fluorescent material is double(2-AMINO-4-PICOLINE)Tetrabormated manganese Metal salt synthetic method Download PDF

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CN108689922A
CN108689922A CN201810557464.0A CN201810557464A CN108689922A CN 108689922 A CN108689922 A CN 108689922A CN 201810557464 A CN201810557464 A CN 201810557464A CN 108689922 A CN108689922 A CN 108689922A
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mnbr
added
fluorescent material
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crystal
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龙飞
毛文慧
王吉林
郑国源
张刘奇
莫淑
莫淑一
邹正光
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Guilin University of Technology
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Guilin University of Technology
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/73—Unsubstituted amino or imino radicals
    • 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
    • C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic System
    • C07F13/005—Compounds without a metal-carbon linkage
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    • 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
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    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • 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)
  • Luminescent Compositions (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)

Abstract

The invention discloses a kind of organic-inorganic hybrid fluorescent material (C6H9N2)2MnBr4And its synthetic method.The molecular formula of fluorescent material is:(C6H9N2)2MnBr4, molecular weight 592.88.Steps are as follows for specific experiment:First weigh 5.0~5.5mmol MnCO3Or Mn (CH3COO)2It is added in sample bottle, a concentration of 48% hydrobromic acid solution that 5~10mL is added obtains orange-yellow clear solution, then weigh -4 picoline of 2- amino of 10.0~11.00mmol, and be added in above-mentioned orange solution, ultrasonic vibration obtains clear solution, this solution is put into beaker, in baking oven under the conditions of 70~85 DEG C, it allows solvent slowly to volatilize, until crystal generates, obtains the small i.e. (C of cubic crystal of yellow6H9N2)2MnBr4。(C6H9N2)2MnBr4The fluorescence of the 525nm of 817860cps intensity is generated under the incident light irradiation of 350nm.The present invention has many advantages, such as that synthesis technology is simple, reaction condition is mild, of low cost, reproducible, fluorescence intensity is high.

Description

A kind of bis- (2-AMINO-4-PICOLINE) tetrabormateds of organic-inorganic hybrid fluorescent material Manganese Metal salt synthetic method
Technical field
The present invention relates to a kind of bis- (2-AMINO-4-PICOLINE) the tetrabormated manganese Metals of organic-inorganic hybrid fluorescent material Salt (C6H9N2)2MnBr4And its synthetic method.
Background technology
Fluorescence, and make " fluorescent ", refer to a kind of chemiluminescence phenomenon of luminescence generated by light.When certain room temperature substance is through certain wavelength Incident light irradiation, absorb luminous energy after enter excitation state, and immediately return ground state with send out it is longer than the wavelength of incident light Emit light;Once incident light stops irradiation, luminescence phenomenon also disappears immediately therewith, the transmitting light with this property just by Referred to as fluorescence, this substance are referred to as fluorescent material.The characteristics of fluorescent material:Only just there is light hair under other light sources irradiation It penetrates.Fluorescent material is broadly divided into inorganic fluorescent material and organic molecule fluorescent material according to composition.With science and technology progress, People are more and more to the research of fluorescence, and fluorescent material will be used wider and wider.Fluorescent material also exists in addition to as dyestuff Organic pigment, Optical Bleaching Agent, photooxidant, coating, chemistry and biochemical analysis, solar energy trap, anti-fake mark, drug show The fields such as track and laser have obtained wider application.Especially now, there is a energy deficiency the phosphor that exploitation transformation efficiency is high Material is to solve one of energy deficiency method.And organic-inorganic hybrid fluorescent material is a kind of novel fluorescent material, it is simultaneously The stability of inorganic substances and the diversity of organic molecule are combined, has many advantages, such as that synthetic method is simple, structurally variable.
Invention content
The huge advantage of application prospect and organic-inorganic hybrid fluorescent material in view of above-mentioned fluorescent material, it is of the invention Purpose is exactly to synthesize the excellent functional material of photoluminescent property, solvent flashing method being utilized to synthesize (C6H9N2)2MnBr4。
Its molecular formula of fluorescent material of the present invention is (C6H9N2)2MnBr4, molecular weight 592.88, crystal structure number According to being shown in Table one, bond distance's bond angle data are shown in Table two.
Table one:(C6H9N2)2MnBr4Crystallographic parameter
Table two:(C6H9N2)2MnBr4Bond distanceWith bond angle (°)
(the C6H9N2)2MnBr4Synthetic method the specific steps are:
(1) 5.0~5.5mmol MnCO are weighed3It is added in sample bottle, a concentration of 48% hydrogen bromine of 5~10mL is then added Acid solution obtains orange-yellow clear solution;
(2) -4 picoline of 2- amino of 10.0~11.00mmol is weighed, and is added to the orange solution of step (1) In, subsequent ultrasonic vibration obtains clear solution;
(3) clear solution of step (2) is poured into beaker, is then put into air dry oven, in 70~85 DEG C of conditions Under allow solvent slowly to volatilize, until crystal generate, obtain the small i.e. (C of cubic crystal of yellow6H9N2)2MnBr4;
(4) (C made from step (3) is taken6H9N2)2MnBr40.5~1.0g of crystal, and it is pressed into sheet, it is glimmering directly to carry out solid Luminous intensity is tested, (C6H9N2)2MnBr4The fluorescence of the 525nm of 817860cps intensity is generated under the incident light irradiation of 350nm.
MnCO recited above3Mn (CH can be used3COO)2Instead of.
It is excellent that the present invention has that synthesis technology is simple, reaction condition is mild, of low cost, reproducible, fluorescence intensity is high etc. Point.
Description of the drawings
Fig. 1 is the present invention (C6H9N2)2MnBr4Structure chart.(embodiment 1)
Fig. 2 is the present invention (C6H9N2)2MnBr4Fluorescence spectra.(embodiment 3)
Fig. 3 is the present invention (C6H9N2)2MnBr4Infrared spectrogram.(embodiment 2)
Fig. 4 is the present invention (C6H9N2)2MnBr4Raman spectrogram.(embodiment 2)
Table 1 is the present invention (C6H9N2)2MnBr4Infrared and Raman spectrum diagram data.
Specific implementation mode
Embodiment 1:
(1) 5.0mmol MnCO are weighed3It is added in sample bottle, a concentration of 48% hydrobromic acid solution that 5mL is then added obtains To orange-yellow clear solution.
(2) it weighs -4 picoline of 10.1mmol 2- amino to be added in the orange solution of step (1), then ultrasound Concussion obtains clear solution.
(3) clear solution of step (2) is poured into beaker, is then put into air dry oven, allowed under the conditions of 75 DEG C molten Agent is slowly volatilized, until crystal generates, obtains the small i.e. (C of cubic crystal of yellow6H9N2)2MnBr4.It is measured by single crystal diffractometer (C6H9N2)2MnBr4Crystal structure, crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
(4) (C made from step (3) is taken6H9N2)2MnBr4Crystal 0.5g, and it is pressed into sheet, it is strong directly to carry out solid fluorescence Degree test, (C6H9N2)2MnBr4The fluorescence of the 525nm of 817860cps intensity is generated under the incident light irradiation of 350nm.
Embodiment 2:
(1) 5.5mmol Mn (CH are weighed3COO)2It is added in sample bottle, a concentration of 48% hydrobromic acid of 10mL is then added Solution obtains orange-yellow clear solution.
(2) it weighs -4 picoline of 11.00mmol 2- amino to be added in the orange solution of step (1), then ultrasound Concussion obtains clear solution.
(3) clear solution of step (2) is poured into beaker, is then put into air dry oven, allowed under the conditions of 80 DEG C molten Agent is slowly volatilized, until crystal generates, obtains the small i.e. (C of cubic crystal of yellow6H9N2)2MnBr4.It is measured by single crystal diffractometer (C6H9N2)2MnBr4Crystal structure, crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
(4) (C made from step (3) is taken6H9N2)2MnBr4Crystal 1.0g, and it is pressed into sheet, it is strong directly to carry out solid fluorescence Degree test, (C6H9N2)2MnBr4The fluorescence of the 525nm of 817860cps intensity is generated under the incident light irradiation of 350nm.
Embodiment 3:
(1) 5.5mmol MnCO are weighed3It is added in sample bottle, a concentration of 48% hydrobromic acid solution that 8mL is then added obtains To orange-yellow clear solution.
(2) it weighs -4 picoline of 10.0mmol 2- amino to be added in the orange solution of step (1), then ultrasound Concussion obtains clear solution.
(3) clear solution of step (2) is poured into beaker, is then put into air dry oven, allowed under the conditions of 75 DEG C molten Agent is slowly volatilized, until crystal generates, obtains the small i.e. (C of cubic crystal of yellow6H9N2)2MnBr4.It is measured by single crystal diffractometer (C6H9N2)2MnBr4Crystal structure, crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
(4) (C made from step (3) is taken6H9N2)2MnBr4Crystal 0.8g, and it is pressed into sheet, it is strong directly to carry out solid fluorescence Degree test, (C6H9N2)2MnBr4The fluorescence of the 525nm of 817860cps intensity is generated under the incident light irradiation of 350nm.

Claims (1)

1. a kind of organic-inorganic hybrid fluorescent material, it is characterised in that (C6H9N2)2MnBr4Molecular formula is:C12H18N4MnBr4, point Son amount is 592.88, and crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two;(C6H9N2)2MnBr4In the incidence of 350nm The fluorescence of the lower 525nm for generating 817860cps intensity of light irradiation;(the C6H9N2)2MnBr4Synthetic method the specific steps are:
(1) 5.0~5.5mmol MnCO are weighed3It is added in sample bottle, a concentration of 48% hydrobromic acid that 5~10mL is then added is molten Liquid obtains orange-yellow clear solution;
(2) -4 picoline of 2- amino of 10.0~11.00mmol is weighed, and is added in the orange solution of step (1), with Ultrasonic vibration obtains clear solution afterwards;
(3) clear solution of step (2) is poured into beaker, is then put into air dry oven, allowed under the conditions of 70~85 DEG C Solvent slowly volatilizees, until crystal generates, obtains the small i.e. (C of cubic crystal of yellow6H9N2)2MnBr4;
(4) (C made from step (3) is taken6H9N2)2MnBr40.5~1.0g of crystal, and it is pressed into sheet, it is strong directly to carry out solid fluorescence Degree test, (C6H9N2)2MnBr4The fluorescence of the 525nm of 817860cps intensity is generated under the incident light irradiation of 350nm;
MnCO recited above3Mn (CH can be used3COO)2Instead of.
Table one:(C6H9N2)2MnBr4Crystallographic parameter
Table two:(C6H9N2)2MnBr4Bond distanceWith bond angle (°)
CN201810557464.0A 2018-06-01 2018-06-01 A kind of organic-inorganic hybrid fluorescent material is double(2-AMINO-4-PICOLINE)Tetrabormated manganese Metal salt synthetic method Pending CN108689922A (en)

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Cited By (5)

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CN109336771A (en) * 2018-11-10 2019-02-15 桂林理工大学 Fluorescent material (CH2NH3)2ZnI4
CN109371470A (en) * 2018-10-30 2019-02-22 桂林理工大学 A kind of narrow band gap organic and inorganic low-dimensional hybrid material and its synthetic method
CN112941613A (en) * 2019-12-10 2021-06-11 桂林理工大学 Bismuth-based 2-amino-4-methylpyridine organic-inorganic hybrid material and preparation method thereof
CN113943225A (en) * 2021-09-26 2022-01-18 华中科技大学 Zero-dimensional organic manganese-based metal halide beta-ray scintillator and preparation method thereof
CN116120230A (en) * 2023-04-19 2023-05-16 季华实验室 Fluorescent material with one-dimensional chain structure, synthesis method thereof and fluorescent device

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CN107043398A (en) * 2017-04-13 2017-08-15 桂林理工大学 A kind of (double (4 carboxybenzyl) amino of N, N ') benzene sulfonic acid manganese complex of fluorescent material 4 and synthetic method

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109371470A (en) * 2018-10-30 2019-02-22 桂林理工大学 A kind of narrow band gap organic and inorganic low-dimensional hybrid material and its synthetic method
CN109336771A (en) * 2018-11-10 2019-02-15 桂林理工大学 Fluorescent material (CH2NH3)2ZnI4
CN112941613A (en) * 2019-12-10 2021-06-11 桂林理工大学 Bismuth-based 2-amino-4-methylpyridine organic-inorganic hybrid material and preparation method thereof
CN112941613B (en) * 2019-12-10 2023-06-23 桂林理工大学 Bismuth-based 2-amino-4-methylpyridine organic-inorganic hybrid material and preparation method thereof
CN113943225A (en) * 2021-09-26 2022-01-18 华中科技大学 Zero-dimensional organic manganese-based metal halide beta-ray scintillator and preparation method thereof
CN113943225B (en) * 2021-09-26 2022-11-11 华中科技大学 Zero-dimensional organic manganese-based metal halide beta-ray scintillator and preparation method thereof
CN116120230A (en) * 2023-04-19 2023-05-16 季华实验室 Fluorescent material with one-dimensional chain structure, synthesis method thereof and fluorescent device

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Application publication date: 20181023