CN105949225A - Method for preparing liquid luminescent material containing rare earth europium ions - Google Patents
Method for preparing liquid luminescent material containing rare earth europium ions Download PDFInfo
- Publication number
- CN105949225A CN105949225A CN201610342676.8A CN201610342676A CN105949225A CN 105949225 A CN105949225 A CN 105949225A CN 201610342676 A CN201610342676 A CN 201610342676A CN 105949225 A CN105949225 A CN 105949225A
- Authority
- CN
- China
- Prior art keywords
- luminescent material
- reaction
- europium
- ionic liquid
- rare earth
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- 229910052693 Europium Inorganic materials 0.000 title claims abstract description 18
- 239000000463 material Substances 0.000 title claims abstract description 14
- 229910052761 rare earth metal Inorganic materials 0.000 title claims abstract description 13
- -1 rare earth europium ions Chemical class 0.000 title claims abstract description 12
- 239000007788 liquid Substances 0.000 title claims abstract description 7
- 238000000034 method Methods 0.000 title abstract description 6
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002608 ionic liquid Substances 0.000 claims abstract description 9
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 11
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 10
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 10
- 239000008367 deionised water Substances 0.000 claims description 10
- 229910021641 deionized water Inorganic materials 0.000 claims description 10
- 238000001291 vacuum drying Methods 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 claims description 7
- 238000013019 agitation Methods 0.000 claims description 5
- 230000031709 bromination Effects 0.000 claims description 5
- 238000005893 bromination reaction Methods 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- 239000003205 fragrance Substances 0.000 claims description 5
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims description 5
- 238000002329 infrared spectrum Methods 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 150000002910 rare earth metals Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000002360 preparation method Methods 0.000 abstract description 4
- 238000005956 quaternization reaction Methods 0.000 abstract 2
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 abstract 1
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 abstract 1
- 239000007810 chemical reaction solvent Substances 0.000 abstract 1
- 230000000536 complexating effect Effects 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 239000011368 organic material Substances 0.000 description 5
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 3
- 238000004020 luminiscence type Methods 0.000 description 3
- 229910001428 transition metal ion Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000000295 emission spectrum Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical compound S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/003—Compounds containing elements of Groups 3 or 13 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
- 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
- C09K2211/182—Metal complexes of the rare earth metals, i.e. Sc, Y or lanthanide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
The invention discloses a method for preparing a liquid luminescent material containing rare earth europium ions, namely a brominated 3-(2-1, 10-phenanthroline)-1-methyl imidazole europium complex. According to the method, imidazolium ionic liquid is prepared through quaternization reaction; the ionic liquid is prepared through quaternization reaction between N-methylimidazole and 2-bromine-phenanthroline, europium ions are added into the ionic liquid, and the brominated 3-(2-1, 10-phenanthroline)-1-methyl imidazole europium complex containing europium rare earth ions is prepared through complexing reaction. Through purification, luminous intensity and fluorescence efficiency of the liquid luminescent material containing the europium rare earth ions are researched by related instruments. The method has the advantages that production cost is low, the preparation method is simple, requirements on reaction equipment are low, reaction conditions are moderate, reaction solvent absolute ethyl alcohol does not pollute environment and mass production can be achieved.
Description
Technical field
The present invention relates to prepare a kind of method containing rare-earth europium ion liquid luminescent material.
Background technology
Luminescence generated by light is a kind of the most important and universal phenomenon, and embedded photoluminescent material color under light illumination changes, and has the scope that is extremely widely applied, as being applied to electronical display, information storage, closing switchgear, light-sensitive sunglasses etc..Research and application that inorganic matter is luminous have had longer history.At present, existing multiple phosphor has played important function in the every field of society, and great majority are with oxide, sulfide or oxysulfide as substrate, and adulterate a small amount of transition metal ions in these substrate or rare earth ion is the centre of luminescence.But there are some shortcomings being difficult to overcome in phosphor, such as needing hot conditions in preparation process, the condition of use is the harshest, and the energy efficiency of phosphor is the highest, less stable, comprehensive luminous efficiency is low and has the broken characteristic of going out of temperature.Compare luminous organic material, has the organic molecule of big conjugated system under the factor such as light or electricity excites, and easily produces the transition of electron energy level, sends the light of different-waveband.Additionally, organic of a great variety, structure is also varied, can prepare different performance and the luminescent material of different purposes, well compensate for the shortcoming that phosphor kind is few.
Luminous organic material has the outstanding features such as luminous efficiency height, Color tunable, handling ease, can be widely used in the fields such as display, illumination.The organic coordination compounds that in luminous organic material, organic ligand is formed with metal ion, transition metal ions or rare earth ion etc. form luminescent material, owing to the advantages such as its luminous intensity is big, life-span length are also the emphasis of current people research.In luminous organic material, metal ion, transition metal ions or rare earth ion are as central ion and part effect, make the most luminous or that luminescence is the most weak Organic substance originally be changed into the coordination compound sending out hyperfluorescence.
Summary of the invention
The present invention adopts the following technical scheme that, one is prepared containing rare-earth europium ion liquid luminescent material, bromination 3-(2-1,10-Phen)-1-Methylimidazole. europium complex, its molecular formula is C64H52N16Br4Eu, its structural formula is:
It is characterized in that: utilize quaterisation to prepare ionic liquid, on the basis of ionic liquid, prepare the luminescent material glowed, sequentially include the following steps:
One, weigh 0.8286gN-Methylimidazole. and the bromo-luxuriant and rich with fragrance quinoline of 2.5900g2-is dissolved in 70mL dehydrated alcohol, join 60 DEG C of magnetic agitation 6h of constant temperature in 100mL there-necked flask；
；
Two, add the pH value of hydrogen bromide solution regulation reaction solution, make the pH value of reaction solution be about 6-7；
Three, 0.9160gEuCl is weighed3.6H2O is dissolved in 20mL deionized water, joins in 100mL there-necked flask, continues reaction 2h；
；
Four, stopped reaction, is cooled to room temperature, sucking filtration, uses dehydrated alcohol and deionized water wash several times, and product is placed in culture dish together with filter paper；
Five, culture dish is placed in vacuum drying oven, evacuation 60 DEG C vacuum drying 12h, prepares and prepare ionic liquid luminescent material containing rare-earth europium；
Six, the content of C, H, N in elemental analyser measuring samples is utilized, as the content of theoretical C, H, N；
Seven, the infrared spectrum of infrared spectrometer measuring samples is utilized；
Eight, fluorescence spectrophotometer is utilized to measure fluorescence intensity.
The dehydrated alcohol that the invention have the advantage that the solvent that (1) present invention uses is the conventional raw material of industry, and production cost is low；(2) long relative to the manufacturing cycle of other luminous organic materials, the preparation time of the present invention is short, can improve product yield；(3) reaction condition of the present invention is gentle, requires low to consersion unit, and preparation method is simple, non-environmental-pollution.
Accompanying drawing explanation
Fig. 1 is that the present invention prepares bromination 3-(2-1,10-Phen) infrared spectrogram of-1-Methylimidazole. europium complex.
Fig. 2 is that the present invention prepares bromination 3-(2-1,10-Phen) the exciting light spectrogram of-1-Methylimidazole. europium complex.
Fig. 3 is bromination 3-(2-1,10-Phen of the present invention) the emission spectrum figure of-1-Methylimidazole. europium complex.
Detailed description of the invention
Embodiment
1
Weigh 0.8286gN-Methylimidazole. and the bromo-luxuriant and rich with fragrance quinoline of 2.5900g2-is dissolved in 70mL dehydrated alcohol, join 60 DEG C of magnetic agitation 6h of constant temperature in 100mL there-necked flask；Add the pH value of hydrogen bromide solution regulation reaction solution, make the pH value of reaction solution be about 6-7；Claim 0.9160gEuCl3.6H2O is dissolved in 20mL deionized water, joins in 100mL there-necked flask, continues reaction 2h；Stopped reaction, is cooled to room temperature, sucking filtration, uses dehydrated alcohol and deionized water wash several times, and product is placed in culture dish together with filter paper；Culture dish is placed into vacuum drying oven, and being evacuated down to vacuum is 0.008MPa, and temperature is 60 DEG C of vacuum drying 12h;Drying sample glows under ultra violet lamp, utilizes the infrared spectrum of infrared spectrometer measuring samples, measures its fluorescence intensity by fluorescence spectrophotometer.
Embodiment
2
Weigh 0.8286gN-Methylimidazole. and the bromo-luxuriant and rich with fragrance quinoline of 2.5900g2-is dissolved in 70mL dehydrated alcohol, join 60 DEG C of magnetic agitation 6h of constant temperature in 100mL there-necked flask；Add the pH value of hydrogen bromide solution regulation reaction solution, make the pH value of reaction solution be about 6-7；Claim 0.9160gEuCl3.6H2O is dissolved in 20mL deionized water, joins in 100mL there-necked flask, continues reaction 2h；Stopped reaction, is cooled to room temperature, sucking filtration, uses dehydrated alcohol and deionized water wash several times, and product is placed in culture dish together with filter paper；Culture dish is placed into vacuum drying oven, and being evacuated down to vacuum is 0.008MPa, and temperature is 70 DEG C of vacuum drying 10h;Drying sample glows under ultra violet lamp, utilizes the infrared spectrum of infrared spectrometer measuring samples, measures its fluorescence intensity by fluorescence spectrophotometer.
Embodiment
3
Weigh 0.8286gN-Methylimidazole. and the bromo-luxuriant and rich with fragrance quinoline of 2.5900g2-is dissolved in 70mL dehydrated alcohol, join 60 DEG C of magnetic agitation 6h of constant temperature in 100mL there-necked flask；Add the pH value of hydrogen bromide solution regulation reaction solution, make the pH value of reaction solution be about 6-7；Claim 0.9160gEuCl3.6H2O is dissolved in 20mL deionized water, joins in 100mL there-necked flask, continues reaction 2h；Stopped reaction, is cooled to room temperature, sucking filtration, uses dehydrated alcohol and deionized water wash several times, and product is placed in culture dish together with filter paper；Culture dish is placed into vacuum drying oven, and being evacuated down to vacuum is 0.008MPa, and temperature is 80 DEG C of vacuum drying 8h;Drying sample glows under ultra violet lamp, utilizes the infrared spectrum of infrared spectrometer measuring samples, measures its fluorescence intensity by fluorescence spectrophotometer.
Claims (1)
1. prepare containing a rare-earth europium ion liquid luminescent material, bromination 3-(2-1,10-Phen)-1-Methylimidazole. europium complex, its molecular formula is C64H52N16Br4Eu, its structural formula is:
It is characterized in that: utilize quaterisation to prepare ionic liquid, on the basis of ionic liquid, prepare the luminescent material glowed, sequentially include the following steps:
One, weigh 0.8286gN-Methylimidazole. and the bromo-luxuriant and rich with fragrance quinoline of 2.5900g2-is dissolved in 70mL dehydrated alcohol, join 60 DEG C of magnetic agitation 6h of constant temperature in 100mL there-necked flask；
Two, add the pH value of hydrogen bromide solution regulation reaction solution, make the pH value of reaction solution be about 6-7；
Three, 0.9160gEuCl is weighed3.6H2O is dissolved in 20mL deionized water, joins in 100mL there-necked flask, continues reaction 2h；
Four, stopped reaction, is cooled to room temperature, sucking filtration, uses dehydrated alcohol and deionized water wash several times, and product is placed in culture dish together with filter paper；
Five, culture dish is placed in vacuum drying oven, evacuation 60 DEG C vacuum drying 12h, prepares and prepare ionic liquid luminescent material containing rare-earth europium;
Six, the content of C, H, N in elemental analyser measuring samples is utilized, as the content of theoretical C, H, N；
Seven, the infrared spectrum of infrared spectrometer measuring samples is utilized；
Eight, fluorescence spectrophotometer is utilized to measure fluorescence intensity.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610342676.8A CN105949225B (en) | 2016-05-23 | 2016-05-23 | A method of preparing the luminescent material of liquid containing rare-earth europium ion |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610342676.8A CN105949225B (en) | 2016-05-23 | 2016-05-23 | A method of preparing the luminescent material of liquid containing rare-earth europium ion |
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| Publication Number | Publication Date |
|---|---|
| CN105949225A true CN105949225A (en) | 2016-09-21 |
| CN105949225B CN105949225B (en) | 2018-07-20 |
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| CN201610342676.8A Expired - Fee Related CN105949225B (en) | 2016-05-23 | 2016-05-23 | A method of preparing the luminescent material of liquid containing rare-earth europium ion |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108676555A (en) * | 2018-05-28 | 2018-10-19 | 青岛农业大学 | One kind red light material of liquid containing europium ion and preparation method and application |
| CN108841316A (en) * | 2018-06-22 | 2018-11-20 | 南昌航空大学 | A kind of ultraviolet light solidifies the preparation method of terbium bonding high molecular material |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102190673A (en) * | 2011-03-10 | 2011-09-21 | 河北工业大学 | Rare earth/ionic liquid luminescent material |
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- 2016-05-23 CN CN201610342676.8A patent/CN105949225B/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102190673A (en) * | 2011-03-10 | 2011-09-21 | 河北工业大学 | Rare earth/ionic liquid luminescent material |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108676555A (en) * | 2018-05-28 | 2018-10-19 | 青岛农业大学 | One kind red light material of liquid containing europium ion and preparation method and application |
| CN108676555B (en) * | 2018-05-28 | 2020-11-20 | 青岛农业大学 | Europium-containing ionic liquid red light material, and preparation method and application thereof |
| CN108841316A (en) * | 2018-06-22 | 2018-11-20 | 南昌航空大学 | A kind of ultraviolet light solidifies the preparation method of terbium bonding high molecular material |
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| Publication number | Publication date |
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| CN105949225B (en) | 2018-07-20 |
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Granted publication date: 20180720 Termination date: 20190523 |