CN109928872A - A kind of method of high-purity synthesis anthraquinone co-producing sulfuric acid magnesium - Google Patents
A kind of method of high-purity synthesis anthraquinone co-producing sulfuric acid magnesium Download PDFInfo
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Abstract
The invention discloses a kind of methods of high-purity synthesis anthraquinone co-producing sulfuric acid magnesium, belong to technical field of organic chemistry, and high-purity anthraquinone and magnesium sulfate is made through acylation reaction, separation, closed loop, filtering, neutralization reaction, filtering, absorption and eight procedures of crystallization.This technique successively uses benzene to carry out washing type twice with water and separates by the o-benzoylbenzoic acid obtained to acidification hydrolization, reduce the content of inorganic salts, improve the purity for entering the o-benzoylbenzoic acid of dehydration closed-loop reaction, influence of the impurity to ring-closure reaction is reduced simultaneously, enable the abundant closed loop of o-benzoylbenzoic acid, improve the yield and purity of anthraquinone, the waste acid water of generation removes the impurity in waste acid water by processes such as filtering, suspension oil removing and absorption, to which high-quality, the higher magnesium sulfate of application value be made, realizes the ideal of waste acid water and recycle.
Description
Technical field
The invention belongs to technical field of organic chemistry, and in particular to a kind of side of high-purity synthesis anthraquinone co-producing sulfuric acid magnesium
Method.
Background technique
Anthraquinone is that one kind is important chemical intermediate, is widely used in the fields such as dyestuff, medicine and pesticide.It is with anthraquinone
Raw material, the very wide dyestuff intermediate of range that is applied such as sulfonated, nitrification, for producing anthraquinone system disperse dyes, acid dye
Material, reactive dye and reducing dye etc., occupy highly important status in synthetic dyestuffs field.Anthraquinone is also largely used as papermaking
Chemicals used in pulping digestion, the production of high-strength hydrogen peroxide and in chemical fertilizer industry for manufacturing desulfurizing agent anthraquinone disulphonate.
Synthesis anthraquinone production mainly has Phthalic Anhydride, oxidizing process and naphthoquinones method etc..Wherein, since Phthalic Anhydride has raw material sources
Sufficiently, simple process, stable operation, to equipment without particular/special requirement and the higher advantage of yield, be widely used in China's mesh
In preceding industrialized production.But on the one hand anthraquinone produced can be only applied to the lower field of impurity requirement to this method, pure
Degree aspect is still up for improving；On the other hand largely useless dilute sulfuric acid and aluminium chloride mother can be generated in synthesis anthraquinone production process
The by-products such as liquid, wherein aluminium chloride mother liquor is due to clear appearance, transparent, and content of organics is low, and chlorination aluminium content is very high, can be with
As the splendid raw material of polyaluminium chloride water purification agent, to well solve the whereabouts problem of this effluent part.
And ring-closure reaction of the useless dilute sulfuric acid in synthesis anthraquinone production, acid out after the reaction was completed can generate in the process
A large amount of acid waste water.Currently, the method for disposal to this waste water mainly has: (1) being directly discharged into trench or river, bring serious
Pollution problem；(2) of low quality due to salt in liquid alkaline and recycling salt, it is cheap, cause the unbearable neutralization of enterprise
Expense；(3) concentration recycling is carried out to dilute sulfuric acid, is re-used for anthraquinone production.Although this method is simple, due to sulfuric acid
With strong corrosive, a large amount of acid mist can be also generated in concentration process, considerably increase waste acid treatment difficulty and expense.Cause
Anthraquinone manufacturing enterprise still rests essentially in the first disposal options waste acid water.
Summary of the invention
Technical problem to be solved by the invention is to provide a kind of high-purity synthesis anthraquinone co-producing sulfuric acid magnesium method with set
It is standby, it can be improved the quality of anthraquinone and magnesium sulfate, promote its application value.
In order to solve the above technical problems, the technical scheme is that designing a kind of high-purity synthesis anthraquinone co-producing sulfuric acid
The method of magnesium, it is characterised in that: the following steps are included:
(1) acylation reaction: by 400~450 mass parts phthalic anhydrides, 250~300 mass parts benzene and 800~850 mass parts tri-chlorinations
Aluminium mixing, mixture is reacted 0.5~2 hour to obtain at 50~70 DEG C, 4200~4800 mass parts matter will be added in mixture
Acidification hydrolization is carried out in the sulfuric acid solution that amount percentage concentration is 5~7%；
(2) it separates: 40~60 DEG C of benzene, the volume of benzene and mixture being added in the mixture obtained to step (1) acidification hydrolization
Stand 10 than 2~3:1, after being stirred continuously~isolate after twenty minutes positioned at upper layer benzene and o-benzoylbenzoic acid it is first mixed
Liquid to be closed, injects water in the first mixed liquor, the volume ratio of water and the first mixed liquor is 0.8~1.2:1, standing 8 after being again stirring for~
Second mixed liquor, is then heated to by the second mixed liquor that the benzene and o-benzoylbenzoic acid positioned at upper layer are isolated after 12 minutes
95~105 DEG C distill out benzene, obtain o-benzoylbenzoic acid；
(3) concentrated sulfuric acid or oleum of 850~900 mass parts closed loop: are added into o-benzoylbenzoic acid made from step (2)
Acid is warming up to 130~135 DEG C, keeps the temperature 0.5~1.5 hour progress dehydration closed-loop；
(4) it filters: the reactant that step (3) obtains being isolated to obtain anthraquinone crude product and the first waste liquid, anthraquinone crude product is through water washed
Filter to obtain anthraquinone wet product and the second waste liquid, anthraquinone wet product is through dry dry product anthraquinone；
(5) neutralization reaction: the first waste liquid and the second waste liquid are poured into reaction tank, are slowly added into reaction tank containing magnesia
Or the material of magnesium hydroxide obtains reaction solution, is stirred continuously reaction solution, until reaction solution to it is neutral when stop material and be added, continuation
Stirring carries out neutralization reaction；
(6) filter: the solid material and clear liquid that the slurry after step (5) curing is settled, clear liquid are pumped into plate and frame filter press
Filter mud and filtrate are filtered to obtain, filtrate squeezes into gas formula flotation device, and the oily substance for removing liquid level obtains the first clear liquid；
(7) it adsorbs: the first clear liquid made from step (6) is pumped into adsorption tower, the second clear liquid is obtained after being adsorbed；
(8) it crystallizes: the progress decrease temperature crystalline of the second clear liquid made from step (7) is obtained into magnesium sulfate slurry, magnesium sulfate crystallization slurry
Liquid is dry after being centrifuged, and epsom salt finished product is made；
Or the second clear liquid made from step (7) carries out hot evaporative crystallization and obtains magnesium sulfate slurry, magnesium sulfate slurry
It is dry after being centrifuged, anhydrous magnesium sulfate finished product is made.
Preferably, the temperature of acidification hydrolization is no more than 75 DEG C in step (1).
Preferably, the temperature of neutralization reaction is 80~100 DEG C in step (5), and the reaction time is 4~6 hours.
Preferably, the solid material generated in step (6) returns in reaction tank.
Preferably, the filter mud generated in step (6) returns in reaction tank.
Preferably, the benzene distilled out in step (2) is applied to again in anthraquinone production.
Compared with prior art, the beneficial effects of the present invention are:
1, this technique promotes raw material to participate in being acylated as much as possible by specific raw material proportioning in conjunction with specific process conditions
Reaction, improves the yield of o-benzoylbenzoic acid.
2, it successively uses benzene to carry out washing type twice with water the o-benzoylbenzoic acid that acidification hydrolization obtains to separate, reduce
The content of inorganic salts improves the purity for entering the o-benzoylbenzoic acid of dehydration closed-loop reaction, while it is anti-to closed loop to reduce impurity
The influence answered, enables the abundant closed loop of o-benzoylbenzoic acid, improves the yield and purity of anthraquinone, the waste acid water of generation passes through
The processes such as filtering, suspension oil removing and absorption remove the impurity in waste acid water, so that high-quality, the higher sulfuric acid of application value be made
Magnesium realizes waste acid water and preferably recycles.
3, reactant after closed loop is isolated, washing and dry obtained anthraquinone, can further increase the purity of anthraquinone, mention
Rise its application value.
4, the temperature of acidification hydrolization is controlled at 75 DEG C hereinafter, can reduce the generation of acid mist, is improved the utilization rate of sulfuric acid, is made
It more fully participates in acidification hydrolization reaction, improves product yield.
5, present invention process is simple, and process is easily-controllable, can be improved the yield and quality of anthraquinone, and utilize the waste acid water generated
The magnesium sulfate of high-quality is made, so that the road of the benign development of environmental protection is moved towards in the production of anthraquinone, convenient in industry promoting and applying.
Specific embodiment
Present invention is further described in detail With reference to embodiment.
Embodiment one
The present embodiment synthesizes anthraquinone co-producing sulfuric acid magnesium, and specific step is as follows:
(1) acylation reaction: 400 mass parts phthalic anhydrides, 300 mass parts benzene and 800 mass parts alchlors are mixed, at 50 DEG C
It obtains mixture within reaction 2 hours, will be added in the sulfuric acid solution that 4200 mass parts mass percentage concentrations are 7% and carry out in mixture
The temperature of acidification hydrolization, acidification hydrolization is no more than 75 DEG C；
(2) it separates: 60 DEG C of benzene being added in the mixture obtained to step (1) acidification hydrolization, the volume ratio 2 of benzene and mixture:
1, the first mixed liquor for isolating benzene and o-benzoylbenzoic acid positioned at upper layer after twenty minutes is stood after being stirred continuously, first is mixed
It closes and injects water in liquid, the volume ratio of water and the first mixed liquor is 0.8:1, is isolated after standing 12 minutes after being again stirring for positioned at upper
The benzene of layer and the second mixed liquor of o-benzoylbenzoic acid, are then heated to 105 DEG C for the second mixed liquor and distill out benzene, obtain neighbour
Benzoylbenzoic acid；
(3) closed loop: the concentrated sulfuric acid that 850 mass parts are added into o-benzoylbenzoic acid made from step (2) is warming up to 135 DEG C,
Keep the temperature 0.5 hour progress dehydration closed-loop；
(4) it filters: the reactant that step (3) obtains being isolated to obtain anthraquinone crude product and the first waste liquid, anthraquinone crude product is through water washed
Filter to obtain anthraquinone wet product and the second waste liquid, anthraquinone wet product is through dry dry product anthraquinone；
(5) neutralization reaction: the first waste liquid and the second waste liquid are poured into reaction tank, are slowly added into reaction tank containing magnesia
Or the material of magnesium hydroxide obtains reaction solution, is stirred continuously reaction solution, until reaction solution to it is neutral when stop material and be added, continuation
Stirring carries out neutralization reaction, and the temperature of neutralization reaction is 80 DEG C, and the reaction time is 6 hours.
(6) filter: the solid material and clear liquid that the slurry after step (5) curing is settled, solid material return anti-
Ying Chizhong continues to participate in reaction, and clear liquid is pumped into plate and frame filter press and filters to obtain filter mud and filtrate, and filter mud returns to be continued to join in reaction tank
With react, filtrate squeezes into gas formula flotation device, and the oily substance for removing liquid level obtains the first clear liquid；
(7) it adsorbs: the first clear liquid made from step (6) is pumped into adsorption tower, the second clear liquid is obtained after being adsorbed；
(8) it crystallizes: the progress decrease temperature crystalline of the second clear liquid made from step (7) is obtained into magnesium sulfate slurry, magnesium sulfate crystallization slurry
Liquid is dry after being centrifuged, and epsom salt finished product is made；
Or the second clear liquid made from step (7) carries out hot evaporative crystallization and obtains magnesium sulfate slurry, magnesium sulfate slurry
It is dry after being centrifuged, anhydrous magnesium sulfate finished product is made.
The benzene distilled out in above-mentioned steps (2) can be applied to again anthracene with the beginning of return step (1) or step (2)
In quinone production.
The yield of the anthraquinone of the present embodiment production is 98.5%, and the purity of purity 99.4%, magnesium sulfate obtained is
99.1%, it can be applied to the more stringent industry of the requirements such as fertilizer, medicine, improve application value, so that anthraquinone manufacturing enterprise
It is ready to be put in actual production, so that anthraquinone be allowed to produce the EP Road for moving towards sustainable development.
Embodiment two
The present embodiment and embodiment one the difference is that:
In step (1), 450 mass parts phthalic anhydrides, 250 mass parts benzene and 850 mass parts alchlors are mixed, are reacted at 70 DEG C
It obtains mixture within 0.5 hour, will be added in mixture in the sulfuric acid solution that 4800 mass parts mass percentage concentrations are 5% and carry out acid
Change hydrolysis；
In step (2), 40 DEG C of benzene is added into mixture, the volume ratio 3:1 of benzene and mixture stands 10 points after being stirred continuously
The first mixed liquor of the benzene and o-benzoylbenzoic acid positioned at upper layer is isolated after clock, and water, water and are injected in the first mixed liquor
The volume ratio of one mixed liquor is 1.2:1, and benzene and o-benzoyl benzene first positioned at upper layer are isolated after standing 8 minutes after being again stirring for
Second mixed liquor of acid, is then heated to 95 DEG C for the second mixed liquor and distills out benzene, obtain o-benzoylbenzoic acid；
In step (3), the concentrated sulfuric acid that 900 mass parts are added into o-benzoylbenzoic acid made from step (2) is warming up to 130
DEG C, keep the temperature 1.5 hours progress dehydration closed-loops；
In step (5), the temperature of neutralization reaction is 100 DEG C, and the reaction time is 6 hours.
The yield of the anthraquinone of the present embodiment production is 98.8%, and the purity of purity 98.9%, magnesium sulfate obtained is
99.3%。
Embodiment three
The present embodiment and embodiment one the difference is that:
In step (1), 425 mass parts phthalic anhydrides, 275 mass parts benzene and 825 mass parts alchlors are mixed, are reacted at 60 DEG C
It obtains mixture within 1.5 hours, will be added in mixture in the sulfuric acid solution that 4500 mass parts mass percentage concentrations are 6% and carry out acid
Change hydrolysis；
In step (2), 50 DEG C of benzene is added into mixture, the volume ratio 2.5:1 of benzene and mixture stands 15 after being stirred continuously
Isolate the first mixed liquor of benzene and o-benzoylbenzoic acid positioned at upper layer after minute, inject water in the first mixed liquor, water with
The volume ratio of first mixed liquor is 1:1, and the benzene and o-benzoyl benzene isolated after ten minutes positioned at upper layer are stood after being again stirring for
Then second mixed liquor is heated to 100 DEG C and distills out benzene, obtains o-benzoylbenzoic acid by the second mixed liquor of formic acid；
In step (3), the oleum that 875 mass parts are added into o-benzoylbenzoic acid made from step (2) is warming up to 133
DEG C, keep the temperature 1 hour progress dehydration closed-loop；
In step (5), the temperature of neutralization reaction is 90 DEG C, and the reaction time is 5 hours.
The yield of the anthraquinone of the present embodiment production is 97.5%, and the purity of purity 98.3%, magnesium sulfate obtained is
98.5%。
The above described is only a preferred embodiment of the present invention, being not that the invention has other forms of limitations, appoint
What those skilled in the art changed or be modified as possibly also with the technology contents of the disclosure above equivalent variations etc.
Imitate embodiment.But without departing from the technical solutions of the present invention, according to the technical essence of the invention to above embodiments institute
Any simple modification, equivalent variations and the remodeling made, still fall within the protection scope of technical solution of the present invention.
Claims (6)
1. a kind of method of high-purity synthesis anthraquinone co-producing sulfuric acid magnesium, it is characterised in that: the following steps are included:
(1) acylation reaction: by 400~450 mass parts phthalic anhydrides, 250~300 mass parts benzene and 800~850 mass parts tri-chlorinations
Aluminium mixing, mixture is reacted 0.5~2 hour to obtain at 50~70 DEG C, 4200~4800 mass parts matter are added into mixture
Acidification hydrolization is carried out in the sulfuric acid solution that amount percentage concentration is 5~7%；
(2) it separates: 40~60 DEG C of benzene, the volume of benzene and mixture being added in the mixture obtained to step (1) acidification hydrolization
Stand 10 than 2~3:1, after being stirred continuously~isolate after twenty minutes positioned at upper layer benzene and o-benzoylbenzoic acid it is first mixed
Liquid to be closed, injects water in the first mixed liquor, the volume ratio of water and the first mixed liquor is 0.8~1.2:1, standing 8 after being again stirring for~
Second mixed liquor, is then heated to by the second mixed liquor that the benzene and o-benzoylbenzoic acid positioned at upper layer are isolated after 12 minutes
95~105 DEG C distill out benzene, obtain o-benzoylbenzoic acid；
(3) concentrated sulfuric acid or oleum of 850~900 mass parts closed loop: are added into o-benzoylbenzoic acid made from step (2)
Acid is warming up to 130~135 DEG C, keeps the temperature 0.5~1.5 hour progress dehydration closed-loop；
(4) it filters: the reactant that step (3) obtains being isolated to obtain anthraquinone crude product and the first waste liquid, anthraquinone crude product is through water washed
Filter to obtain anthraquinone wet product and the second waste liquid, anthraquinone wet product is through dry dry product anthraquinone；
(5) neutralization reaction: the first waste liquid and the second waste liquid are poured into reaction tank, are slowly added into reaction tank containing magnesia
Or the material of magnesium hydroxide obtains reaction solution, is stirred continuously reaction solution, until reaction solution to it is neutral when stop material and be added, continuation
Stirring carries out neutralization reaction；
(6) filter: by the slurry after step (5) curing settle solid material and clear liquid, clear liquid are pumped into plate and frame filter press
Filter mud and filtrate are filtered to obtain, filtrate squeezes into gas formula flotation device, and the oily substance for removing liquid level obtains the first clear liquid；
(7) it adsorbs: the first clear liquid made from step (6) is pumped into adsorption tower, the second clear liquid is obtained after being adsorbed；
(8) it crystallizes: the progress decrease temperature crystalline of the second clear liquid made from step (7) is obtained into magnesium sulfate slurry, magnesium sulfate crystallization slurry
Liquid is dry after being centrifuged, and epsom salt finished product is made；
Or the second clear liquid made from step (7) carries out hot evaporative crystallization and obtains magnesium sulfate slurry, magnesium sulfate slurry
It is dry after being centrifuged, anhydrous magnesium sulfate finished product is made.
2. the method for high-purity synthesis anthraquinone co-producing sulfuric acid magnesium according to claim 1, it is characterised in that: in step (1)
The temperature of acidification hydrolization is no more than 75 DEG C.
3. the method for high-purity synthesis anthraquinone co-producing sulfuric acid magnesium according to claim 1, it is characterised in that: in step (5)
The temperature of neutralization reaction is 80~100 DEG C, and the reaction time is 4~6 hours.
4. the method for high-purity synthesis anthraquinone co-producing sulfuric acid magnesium according to claim 1, it is characterised in that: in step (6)
The solid material of generation returns in reaction tank.
5. the method for high-purity synthesis anthraquinone co-producing sulfuric acid magnesium according to claim 1, it is characterised in that: in step (6)
The filter mud of generation returns in reaction tank.
6. the method for high-purity synthesis anthraquinone co-producing sulfuric acid magnesium according to any one of claims 1 to 5, it is characterised in that: step
Suddenly the benzene distilled out in (2) is applied to again in anthraquinone production.
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| CN111847491A (en) * | 2020-07-31 | 2020-10-30 | 山东泓瑞医药科技股份公司 | Treatment method of amantadine production waste acid |
| CN113416124A (en) * | 2021-06-21 | 2021-09-21 | 山东裕滨新材料有限公司 | Method for preparing anthraquinone substitute auxiliary agent based on 2-alkylanthraquinone closed-loop waste liquid |
| CN114477250A (en) * | 2022-01-25 | 2022-05-13 | 重庆毂运科技有限公司 | Method for preparing magnesium sulfate by using anthraquinone waste acid |
| CN116177576A (en) * | 2022-12-01 | 2023-05-30 | 百色实华环保科技有限公司 | Comprehensive utilization method of waste acid of anthraquinone production device |
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| CN116177576A (en) * | 2022-12-01 | 2023-05-30 | 百色实华环保科技有限公司 | Comprehensive utilization method of waste acid of anthraquinone production device |
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