CN105348190B - A kind of method for directly preparing the oxyquinoline magnesium of luminescent material 8 - Google Patents
A kind of method for directly preparing the oxyquinoline magnesium of luminescent material 8 Download PDFInfo
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- CN105348190B CN105348190B CN201510845235.5A CN201510845235A CN105348190B CN 105348190 B CN105348190 B CN 105348190B CN 201510845235 A CN201510845235 A CN 201510845235A CN 105348190 B CN105348190 B CN 105348190B
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- Prior art keywords
- magnesium
- water
- reaction
- hydroxyquinoline
- oxyquinoline
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
- C07D215/30—Metal salts; Chelates
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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
- 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
- C09K2211/186—Metal complexes of the light metals other than alkali metals and alkaline earth metals, i.e. Be, Al or Mg
Abstract
A kind of method for directly preparing the oxyquinoline magnesium of luminescent material 8 of the present invention, is magnesia according to mol ratio using water as reaction medium using magnesia and 8 oxyquinolines as raw material:8 oxyquinoline=1:2.06~1:2.10, the water consumption according to every kilogram of reactant is 10L~20L, and reaction raw materials and distilled water are added in hydrothermal reactor.After pumping makes the vacuum of hydrothermal reactor be down to 0.1Pa, stop pumping, 150 DEG C~170 DEG C are heated under stirring, the reaction time is 90min~110min.Reaction finishes, and is cooled to 80 DEG C~90 DEG C, filtering, solid product three times is washed with hot distilled water.Then, solid product is cooled to room temperature in 105 DEG C of dry 60min；8 oxyquinoline magnesium products of yellow green are finally obtained, its purity is 97%~99%, yield is 92%~95%.It is 8 oxyquinoline magnesium and water that the present invention, which has the product of reaction, and atom utilization is high, and product purity is high, high income, the advantages such as production cost is low.
Description
Technical field
The present invention relates to a kind of method for directly preparing luminescent material 8-hydroxyquinoline magnesium, more particularly to one kind to aoxidize
Magnesium and 8-hydroxyquinoline are reactant, the method that hydro-thermal method directly prepares pure 8-hydroxyquinoline magnesium.The present invention particularly belongs to metal
Organic coordination compound preparing technical field.
Background technology
8-hydroxyquinoline and its derivative and the complex that metal ion is formed are a kind of preferable luminous organic materials, mesh
Preceding research more is related aluminum complex and heavy metal complex.With environmental protection and safeguard mankind itself's awareness of safety
Improve, the research and development for seeking toxic heavy metal ion in low toxicity and nontoxic metal ion substitution complex are gradually risen.It is existing with regard to developing
Apparently, most potential metal ion is alkaline-earth metal ions to shape, and wherein magnesium ion is particularly subject to pay close attention to.
At present, the preparation method of the 8-hydroxyquinoline class complex of magnesium is mainly liquid phase method.Liquid phase method is simply introduced below
In most representative two technical methods for preparing 8-hydroxyquinoline magnesium.
First technical method：Using magnesium chloride and 8-hydroxyquinoline as raw material, magnesium chloride is set to be dissolved in water, 8-hydroxyquinoline is molten
In absolute ether；The aqueous solution of magnesium chloride is mixed with the diethyl ether solution of 8-hydroxyquinoline, stirs 3 h at room temperature, filtering, with nothing
Water ether washs repeatedly, infra-red drying, obtains 8-hydroxyquinoline magnesium, yield 78%.First skill for preparing 8-hydroxyquinoline magnesium
Art method is referred in Chinese periodical " luminous journal " in 2003, the 5th phase of volume 24, and page 481, first technical method leaf sword is clear
Et al. propose.First method has been primarily present hydrogen chloride waste and produced, low yield, the deficiencies such as atom utilization is low, specific table
Because comprising ether organic liquid waste, saliferous acid waste water, having harm to environment, ether is inflammable and explosive in addition, production in present waste liquid
Security is relatively low, and product yield is low, production cost is high.
It is low that first method is primarily present atom utilization（Produce hydrogen chloride waste and low yield）, waste liquor contamination it is big（Second
Ether organic liquid waste, saliferous acid waste water）, security it is relatively low（Ether is inflammable and explosive）, product yield is low, production cost is high etc. lacks
Point.
Second technical method：Using magnesium metal and 8-hydroxyquinoline as raw material, produced using magnesium metal and water reaction newborn
Magnesium hydroxide and 8-hydroxyquinoline react, control the mol ratio of magnesium hydroxide and 8-hydroxyquinoline as 2:1, reacted at 95 DEG C
3.5 h, finally obtain grey 8-hydroxyquinoline magnesium.The original text of second technical method is：“Mgq2 was synthesized
by mixing 8-quinolinol and Mg(OH)2 in distilled water at 95℃, where Mg(OH)2
was prepared by applying spark discharge to magnesium metal in distilled
water. As the mole ratio of 8-quinolinol to Mg(OH)2, 2:1 was chosen. The
reaction time of 3.5 h leads to change of solution color from red-orange to
yellow and leads to formation of gray-color Mgq2 Powder. " refer in European periodical in 2012
" volume 12 volume 2 of Central European Journal of Physics ", page 525, second technical method Tsuboi
Et al. establish.The magnesium source of second technical method is magnesium metal rather than magnesium hydroxide, actually anti-with water using magnesium metal
Magnesium hydroxide and hydrogen should be produced to obtain magnesium hydroxide.Why not valency directly is selected using cheap magnesium hydroxide
The higher magnesium metal of lattice, original text do not directly give answer.It is not all right directly using magnesium hydroxide however, it is possible to speculate.From
The appearance color of its product understands for grey, is not the normal color of pure 8-hydroxyquinoline magnesium, illustrates that its product purity is relatively low, because
This should not be directly used as luminous organic material.It is low security to be present in second technical method（Magnesium metal can discharge hydrogen with water reaction
Gas）, product purity is relatively low, production cost is high（Magnesium metal price is high, the equipment of prevention hydrogen explosion and facility input are big）Deng scarce
Point.
In fact, there are some ins and outs also in above-mentioned two original documents for preparing 8-hydroxyquinoline magnesium technical method
Do not disclose.Nevertheless, from the relevant report of the two liquid phase methods, existing 8-hydroxyquinoline class magnesium complex is still understood
Preparation method a variety of technical shortcomings be present.
The content of the invention
The purpose of the present invention be for liquid phase method prepare 8-hydroxyquinoline magnesium technology exist waste liquor contamination is big, product purity compared with
Low, the shortcomings of product yield is low, production cost is high, propose that atom utilization height, product purity height, high income, production cost are low
The new method for preparing pure 8-hydroxyquinoline magnesium.The 8-hydroxyquinoline magnesium prepared using the present invention, it is direct without proposition can
For luminescent material.
It is of the invention to be using chemical principle：
MgO + 2C9H6NOH = Mg(C9H6NO)2 + H2O
A kind of method for directly preparing luminescent material 8-hydroxyquinoline magnesium of the present invention, using magnesia and 8-hydroxyquinoline as original
Material, is magnesia according to mol ratio:8-hydroxyquinoline=1:2.06~1:2.10, reaction raw materials are added in hydrothermal reactor；
Using water as reaction medium, it is the L of 10 L~20 according to the water consumption of every kilogram of reactant, distilled water is added in hydrothermal reactor；
After pumping makes the vacuum of hydrothermal reactor be down to 0.1 Pa, stop pumping, 150 DEG C~170 DEG C are heated under stirring, instead
It is the min of 90 min~110 between seasonable；Reaction finishes, and is cooled to 80 DEG C~90 DEG C, filtering, with 80 DEG C~90 DEG C hot distilled waters
Wash solid product three times；Then solid product is cooled to room temperature, finally obtains yellow green in 105 DEG C of dry 60 min
8-hydroxyquinoline magnesium products, its purity is 97%~99%, yield is 92%~95%.
It is an advantage of the invention that：Reactant is target product and water, and water byproduct is to environment without any harm, reaction
Atom utilization it is high；The purity of product 8-hydroxyquinoline magnesium is high, high income；The production cost of 8-hydroxyquinoline magnesium is low etc..
Embodiment
With reference to specific embodiment to a kind of side for directly preparing luminescent material 8-hydroxyquinoline magnesium of the present invention
Method is further described.
Embodiment 1
It is magnesia according to mol ratio:8-hydroxyquinoline=1:2.08, by the kg magnesia of reaction raw materials 2.000 and 14.983
Kg 8-hydroxyquinolines are added in 1000 L hydrothermal reactors；It is 15 L according to the water consumption of every kilogram of reactant, by 254.74 L
Distilled water is added in hydrothermal reactor；After pumping makes the vacuum of hydrothermal reactor be down to 0.1 Pa, stop pumping, stirring it is lower plus
Heat is warming up to 160 DEG C, and the reaction time is 100 min；Reaction finishes, and is cooled to 85 DEG C, filtering, three is washed with 85 DEG C of hot distilled waters
Secondary solid product；Then solid product is cooled to room temperature, finally obtains the 8- hydroxyls of yellow green in 105 DEG C of dry 60 min
Quinoline magnesium products, its purity is 98%, yield 94%.
Embodiment 2
It is magnesia according to mol ratio:8-hydroxyquinoline=1:2.10, by the kg magnesia of reaction raw materials 1.500 and 11.345
Kg 8-hydroxyquinolines are added in 1000 L hydrothermal reactors；It is 20 L according to the water consumption of every kilogram of reactant, by 256.90 L
Distilled water is added in hydrothermal reactor；After pumping makes the vacuum of hydrothermal reactor be down to 0.1 Pa, stop pumping, stirring it is lower plus
Heat is warming up to 170 DEG C, and the reaction time is 90 min；Reaction finishes, and is cooled to 90 DEG C, filtering, three is washed with 90 DEG C of hot distilled waters
Secondary solid product；Then solid product is cooled to room temperature, finally obtains the 8- hydroxyls of yellow green in 105 DEG C of dry 60 min
Quinoline magnesium products, its purity is 99%, yield 92%.
Embodiment 3
It is magnesia according to mol ratio:8-hydroxyquinoline=1:2.06, by the kg magnesia of reaction raw materials 3.000 and 22.258
Kg 8-hydroxyquinolines are added in 1000 L hydrothermal reactors；It is 10 L according to the water consumption of every kilogram of reactant, by 252.58 L
Distilled water is added in hydrothermal reactor；After pumping makes the vacuum of hydrothermal reactor be down to 0.1 Pa, stop pumping, stirring it is lower plus
Heat is warming up to 150 DEG C, and the reaction time is 120 min；Reaction finishes, and is cooled to 80 DEG C, filtering, three is washed with 80 DEG C of hot distilled waters
Secondary solid product；Then solid product is cooled to room temperature, finally obtains the 8- hydroxyls of yellow green in 105 DEG C of dry 60 min
Quinoline magnesium products, its purity is 97%, yield 95%.
Claims (1)
- A kind of 1. method for directly preparing luminescent material 8-hydroxyquinoline magnesium, it is characterised in that：Methods described is with magnesia and 8- Oxyquinoline is raw material, is magnesia according to mol ratio:8-hydroxyquinoline=1:2.06~1:2.10, reaction raw materials are added into water In thermal reactor；Using water as reaction medium, it is the L of 10 L~20 according to the water consumption of every kilogram of reactant, distilled water is added into water In thermal reactor；After pumping makes the vacuum of hydrothermal reactor be down to 0.1 Pa, stop pumping, 150 are heated under stirring DEG C~170 DEG C, the reaction time is the min of 90 min~110；Reaction finishes, and is cooled to 80 DEG C~90 DEG C, filtering, with 80 DEG C~90 DEG C hot distilled water washing solid product three times；Then solid product is cooled to room temperature, finally obtained in 105 DEG C of dry 60 min The 8-hydroxyquinoline magnesium products of yellow green are obtained, its purity is 97%~99%, yield is 92%~95%.
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| CN201510845235.5A CN105348190B (en) | 2015-11-30 | 2015-11-30 | A kind of method for directly preparing the oxyquinoline magnesium of luminescent material 8 |
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| CN201510845235.5A CN105348190B (en) | 2015-11-30 | 2015-11-30 | A kind of method for directly preparing the oxyquinoline magnesium of luminescent material 8 |
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| CN105348190A CN105348190A (en) | 2016-02-24 |
| CN105348190B true CN105348190B (en) | 2018-03-09 |
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Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103145614A (en) * | 2013-03-11 | 2013-06-12 | 新疆大学 | Method for preparing 8-hydroxyquinoline magnesium nano sheet by room-temperature solid-state chemical reaction |
| GB201309458D0 (en) * | 2013-05-27 | 2013-07-10 | Queens University Of The Belfast | Process for the Preparation of a Metal-Organic Compound |
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