CN104151239A - Synthesis method of pure 8-hydroxyquinoline aluminum salt - Google Patents
Synthesis method of pure 8-hydroxyquinoline aluminum salt Download PDFInfo
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- CN104151239A CN104151239A CN201410366875.3A CN201410366875A CN104151239A CN 104151239 A CN104151239 A CN 104151239A CN 201410366875 A CN201410366875 A CN 201410366875A CN 104151239 A CN104151239 A CN 104151239A
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- ball
- oxine
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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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- Organic Chemistry (AREA)
- Compounds Of Alkaline-Earth Elements, Aluminum Or Rare-Earth Metals (AREA)
- Manufacture And Refinement Of Metals (AREA)
Abstract
The invention relates to a synthesis method of pure 8-hydroxyquinoline aluminum salt from 8-hydroxyquinoline and aluminum formate. The method comprises the following three steps: 1. material addition: alternately adding the reaction raw materials into a ball milling tank according to the 8-hydroxyquinoline:aluminum formate ratio of 3:1, wherein the milling balls are agate balls, and the mass ratio of the milling balls to the materials is 10:1-20:1; 2. ball milling reaction: vacuumizing the ball milling tank until the vacuum degree is less than 0.1Pa, stopping evacuation, and starting ball milling to obtain a yellow product, wherein the speed of the ball milling tank is 100-200 r/min, and the ball milling time is 1-2 hours; and 3. vacuum drying: putting the yellow product obtained in the step 2 in a vacuum drier, and carrying out vacuum drying at 50 DEG C for 2 hours, thereby obtaining the 8-hydroxyquinoline aluminum salt of which the purity is 97-99%. The method has the advantages of high yield, no wastewater discharge, short technical process, low production cost and the like.
Description
Technical field
The present invention relates to a kind of synthetic method of pure oxine aluminium, particularly relate to a kind of taking al formate as main raw material, the directly method of synthetic pure oxine aluminium of solid phase method.
Background technology
Oxine aluminium is a kind of ideal green luminescent material, has the good characteristics of luminescence, film-forming properties and thermostability, is widely used in organic electroluminescence device.But, the oxine aluminium that purity is greater than 95%, could be used as luminous organic material.At present, the method for the synthetic oxine aluminium of industrialization is liquid chemical precipitation method.Reaction raw materials is oxine and inorganic aluminate, such as water-soluble aluminum salt such as Tai-Ace S 150, aluminum chloride, aluminum nitrates.General synthesis program is: first, by water-soluble aluminium salt, oxine is dissolved in to organic solvent, such as dehydrated alcohol etc.; Then, under certain condition the organic solvent solution of oxine is added drop-wise in the aqueous solution of aluminium salt; Finally, react complete, suction filtration, washing, dry.In the reaction system of the synthetic oxine aluminium of various liquid chemical precipitation methods, modal liquid-phase system is water-ethanol system.Due to the acting in conjunction of oxygen in reaction system and water, and cause the side reactions such as oxine aluminium polymerization reaction take place, cause the synthetic oxine aluminium purity of liquid chemical precipitation method low (being generally 75%～80%), productive rate low.Result is that liquid chemical precipitation method is the oxine aluminium of synthetic purity on 95% directly.Therefore, must adopt subliming method or column chromatography repeatedly to purify to the synthetic oxine aluminium of liquid chemical precipitation method, could obtain purity higher than 95% oxine aluminium to meet the requirement of luminescent material.But subliming method or column chromatography purification process are quite complicated, cannot produce in enormous quantities.And, in order to improve productive rate, conventionally make precipitation agent oxine greatly excessive.Hence one can see that, and the synthetic method of the pure oxine aluminium of existing liquid chemical precipitation method, due to factors such as productive rate are low, flow process is complicated, industrial scale is little, must cause production cost high.Therefore, the method for the synthetic oxine aluminium of existing industrialization, not only production cost is high, and discharges the waste water that contains oxine and organic solvent.
Summary of the invention
The object of the invention is to have flow process complexity, high, the heavy-polluted shortcoming of production cost for the method for the synthetic oxine aluminium of existing industrialization, propose that a kind of flow process is brief, production cost is low, pollute the novel method of little synthetic oxine aluminium.
The present invention does not adopt liquid-phase reaction system, but adopts vacuum solid-phase reaction system.Eliminate the detrimentally affect of water to synthetic oxine aluminium by solid state reaction; Eliminate the detrimentally affect of oxygen to synthetic oxine aluminium by vacuumizing.Owing to having eliminated the side reaction of water and oxygen initiation, therefore synthetic oxine aluminium purity is high, and purity directly can reach 97%～99%.Exempt repeatedly purification operations complicated in liquid chemical precipitation method, can reduce production costs.The present invention strengthens reaction by mechanical force, and it is excessive that reaction raw materials oxine does not need, and can reduce production costs.Synthesis flow is brief, is easy to extensive direct production purity and meets the pure oxine aluminium of luminescent material requirement, can reduce production costs.Solid-phase reaction system, neither makes water, and not with an organic solvent, non-wastewater discharge, not only can protection of the environment, and can reduce production costs yet.
Reaction principle of the present invention is:
Al(HCOO)
3?+?3?C
9H
6NOH?=?Al(C
9H
6NO)
3?+?HCOOH
The synthetic method of a kind of pure oxine aluminium of the present invention, adopts vacuum, solid-phase reaction system, taking oxine and al formate as the synthetic pure oxine aluminium of raw material, specifically realizes by following steps:
The first step, adds materials
Be oxine: al formate=3:1 according to mol ratio, reaction raw materials is alternately added in ball grinder; Mill ball is agate ball, and mill ball is 10:1～20:1 with quality of material ratio.
Second step, ball-milling reaction
Ball grinder vacuumizes, and vacuum tightness is less than after 0.1 Pa, stops bleeding, and starts ball milling; Drum's speed of rotation is 100 r/min～200 r/min, and Ball-milling Time is 1 h～2 h, obtains yellow product.
The 3rd step, vacuum-drying
Second step gained yellow product is placed in to Vacuumdrier, and at 50 DEG C, vacuum-drying 2 h, obtain purity and are 97%～99% oxine aluminium.
Advantage of the present invention is: 1) non-wastewater discharge, protection of the environment.2) it is excessive that the reaction raw materials oxine that price is higher does not need.3) synthesis technique flow process is short.4) productive rate of oxine aluminium is high.5) production cost is low.6) when vacuum-drying, can reclaim formic acid, the utilising efficiency of reaction raw materials is high.
Embodiment
Below in conjunction with specific embodiment, the synthetic method of a kind of pure oxine aluminium of the present invention is further described.
embodiment 1:
The first step, adds materials
Be oxine: al formate=3:1 according to mol ratio, reaction raw materials is alternately added in 100 L ball grinders, oxine amounts to and adds 6.438 kg, and al formate amounts to and adds 2.395 kg.Mill ball is agate ball, and mill ball is with quality of material than being 15:1, and the quality of agate ball is 132.5 kg.
Second step, ball-milling reaction
Ball grinder vacuumizes, and vacuum tightness is less than after 0.1 Pa, stops bleeding, and starts ball milling; Drum's speed of rotation is 150 r/min, and Ball-milling Time is 1.5 h, obtains yellow product.
The 3rd step, vacuum-drying
Second step gained yellow product is placed in to Vacuumdrier, and at 50 DEG C, vacuum-drying 2 h, obtain purity and are 98% oxine aluminium.Vacuumize expellant gas and contain formic acid, adopt condensation method to reclaim formic acid.
embodiment 2:
The first step, adds materials
Be oxine: al formate=3:1 according to mol ratio, reaction raw materials is alternately added in 100 L ball grinders, oxine amounts to and adds 9.657 kg, and al formate amounts to and adds 3.593 kg.Mill ball is agate ball, and mill ball is with quality of material than being 10:1, and the quality of agate ball is 132.5 kg.
Second step, ball-milling reaction
Ball grinder vacuumizes, and vacuum tightness is less than after 0.1 Pa, stops bleeding, and starts ball milling; Drum's speed of rotation is 200 r/min, and Ball-milling Time is 1 h, obtains yellow product.
The 3rd step, vacuum-drying
Second step gained yellow product is placed in to Vacuumdrier, and at 50 DEG C, vacuum-drying 2 h, obtain purity and are 97% oxine aluminium.Vacuumize expellant gas and contain formic acid, adopt condensation method to reclaim formic acid.
embodiment 3:
The first step, adds materials
Be oxine: al formate=3:1 according to mol ratio, reaction raw materials is alternately added in 100 L ball grinders, oxine amounts to and adds 4.828 kg, and al formate amounts to and adds 1.797 kg.Mill ball is agate ball, and mill ball is with quality of material than being 20:1, and the quality of agate ball is 132.5 kg.
Second step, ball-milling reaction
Ball grinder vacuumizes, and vacuum tightness is less than after 0.1 Pa, stops bleeding, and starts ball milling; Drum's speed of rotation is 100 r/min, and Ball-milling Time is 2 h, obtains yellow product.
The 3rd step, vacuum-drying
Second step gained yellow product is placed in to Vacuumdrier, and at 50 DEG C, vacuum-drying 2 h, obtain purity and are 99% oxine aluminium.Vacuumize expellant gas and contain formic acid, adopt condensation method to reclaim formic acid.
Claims (1)
1. a synthetic method for pure oxine aluminium, is characterized in that: described synthetic method adopts vacuum, solid-phase reaction system, taking oxine and al formate as the synthetic pure oxine aluminium of raw material, specifically realizes by following steps:
The first step, adds materials
According to the mol ratio of oxine: al formate=3:1, reaction raw materials is alternately added in ball grinder; Mill ball is agate ball, and mill ball is 10:1～20:1 with quality of material ratio;
Second step, ball-milling reaction
Ball grinder vacuumizes, and vacuum tightness is less than after 0.1 Pa, stops bleeding, and starts ball milling; Drum's speed of rotation is 100 r/min～200 r/min, and Ball-milling Time is 1 h～2 h, obtains yellow product;
The 3rd step, vacuum-drying
Second step gained yellow product is placed in to Vacuumdrier, and at 50 DEG C, vacuum-drying 2 h, obtain purity and are 97%～99% oxine aluminium.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410366875.3A CN104151239B (en) | 2014-07-30 | 2014-07-30 | A kind of synthetic method of pure oxine aluminium |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201410366875.3A CN104151239B (en) | 2014-07-30 | 2014-07-30 | A kind of synthetic method of pure oxine aluminium |
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| CN104151239A true CN104151239A (en) | 2014-11-19 |
| CN104151239B CN104151239B (en) | 2015-10-21 |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104649970A (en) * | 2015-02-09 | 2015-05-27 | 南昌航空大学 | Method for directly synthesizing organic luminous material, namely 8-hydroxyquinoline zinc |
| CN104744362A (en) * | 2015-04-08 | 2015-07-01 | 南昌航空大学 | Method for directly synthesizing pure copper 8-hydroxyquinoline |
| CN105237475A (en) * | 2015-11-23 | 2016-01-13 | 南昌航空大学 | Green synthesizing method for 8-hydroxyquinoline strontium |
| CN105348191A (en) * | 2015-11-30 | 2016-02-24 | 南昌航空大学 | Method for directly preparing pure 8-quinolinol calcium |
| CN105622504A (en) * | 2015-12-26 | 2016-06-01 | 南昌航空大学 | Environment-friendly method for preparing light-emitting material 8-barium hydroxyquinoline |
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| CN1212261A (en) * | 1998-04-08 | 1999-03-31 | 新疆大学 | Method for preparing nano material by solid phase chemical reaction |
| 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 |
-
2014
- 2014-07-30 CN CN201410366875.3A patent/CN104151239B/en not_active Expired - Fee Related
Patent Citations (2)
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| CN1212261A (en) * | 1998-04-08 | 1999-03-31 | 新疆大学 | Method for preparing nano material by solid phase chemical reaction |
| 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 |
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| 朱凌健等: "高纯8-羟基喹啉铝的简便合成方法", 《化学试剂》, vol. 26, no. 6, 30 June 2004 (2004-06-30), pages 369 - 370 * |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104649970A (en) * | 2015-02-09 | 2015-05-27 | 南昌航空大学 | Method for directly synthesizing organic luminous material, namely 8-hydroxyquinoline zinc |
| CN104744362A (en) * | 2015-04-08 | 2015-07-01 | 南昌航空大学 | Method for directly synthesizing pure copper 8-hydroxyquinoline |
| CN105237475A (en) * | 2015-11-23 | 2016-01-13 | 南昌航空大学 | Green synthesizing method for 8-hydroxyquinoline strontium |
| CN105348191A (en) * | 2015-11-30 | 2016-02-24 | 南昌航空大学 | Method for directly preparing pure 8-quinolinol calcium |
| CN105622504A (en) * | 2015-12-26 | 2016-06-01 | 南昌航空大学 | Environment-friendly method for preparing light-emitting material 8-barium hydroxyquinoline |
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| CN104151239B (en) | 2015-10-21 |
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Granted publication date: 20151021 Termination date: 20160730 |