CN105461579B - A kind of preparation method of iminodisuccinic acid and its salt - Google Patents
A kind of preparation method of iminodisuccinic acid and its salt Download PDFInfo
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- CN105461579B CN105461579B CN201510983676.1A CN201510983676A CN105461579B CN 105461579 B CN105461579 B CN 105461579B CN 201510983676 A CN201510983676 A CN 201510983676A CN 105461579 B CN105461579 B CN 105461579B
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- C07—ORGANIC CHEMISTRY
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- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
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Abstract
The present invention relates to the preparation technical fields of organic compound, especially a kind of preparation technical field of metal-chelator, specifically disclose the preparation method of a kind of iminodisuccinic acid and its salt: by the basic materials liquid A of the root containing butene dioic acid and basic materials liquid B hybrid reaction containing aspartate, make the critical saturation state of reaction solution and keep boiling, reaction terminates that iminobisuccinate is made.Inorganic acid is continuously added into product and obtains iminodisuccinic acid precipitating, is filtered, and iminodisuccinic acid white crystal is made in recrystallization.The method of the present invention has the advantages that the reaction time is short, reaction yield is high, low energy consumption and at low cost, and obtained product purity is high, performance is good, is suitble to industrialized production.
Description
Technical field
The present invention relates to the preparation technical field of organic compound, the technology of preparing of especially a kind of metal-chelator is led
Domain.
Background technique
Iminodisuccinic acid and its salt (chemistry abbreviation: IDS or IDHA) are a kind of novel green chelating agents, are had very
The ability of strong chelated metal ions, compared to traditional multi-carboxylic acid's chelating agent (such as EDTA), also with excellent degradable
Property, it is environmentally friendly, the pollution problem degraded to environment is difficult to after being able to solve heavy metal ion in conjunction with tradition chelating agent, it can
It is widely used in the multiple fields such as petrochemical industry, textile industry, Extraction of Heavy Metals.
IDS be synthetically prepared method mainly with maleic anhydride and ammonium hydroxide under alkaline condition enclosed high pressure reaction be made,
Its shortcoming is that: for product iminobisuccinate yield less than 80%, reaction process has ammonia residual, and needs high temperature and pressure
Operation, security risk is high, requires height to facilities and administration, investment is big, and energy consumption is high.
Have another preparation method of document report chelating agent of iminobisuccinate, use raw material for maleic anhydride/
Salt or derivatives thereof and aspartic acid/salt or derivatives thereof carry out reacting preparation in the presence of alkali metal hydroxide, realize
Reaction under normal pressure provides a kind of more easy method to the preparation of industrialization of iminobisuccinate, but there are still
Following disadvantage: technological reaction time more a length of 6h ~ 30h, lower yield is 70% ~ 85%, and due to there is the raw material between 15 ~ 30%
Side reaction occurs for unreacted, under alkaline condition easily at salting out, and due to iminobisuccinate and reaction raw materials or
By-product separation costs are higher, therefore are typically all to be supplied to user in the form of the generated mixture of end reaction, and raw material is residual
Stay that rate is higher or the more effects that will certainly reduce it in practical applications of by-product, as chelate effect weakens, unreacting material
Or by-product precipitation etc..
Summary of the invention
The technical problem to be solved in the present invention is to provide the preparation methods of a kind of iminodisuccinic acid and its salt, have anti-
Advantage short between seasonable, reaction yield is high, low energy consumption and investment is small, obtained product purity is high, performance is good, is suitble to industry metaplasia
It produces.
In order to solve the above technical problems, the technical solution used in the present invention is: a kind of system of iminobisuccinate
Preparation Method, by the basic materials liquid A of the root containing butene dioic acid and basic materials liquid B hybrid reaction containing aspartate, control is anti-
It answers temperature not less than 105 DEG C, reaction solution is made to keep critical saturation state and keeps boiling, reaction terminates that imino-diacetic amber is made
Hydrochlorate.
It keeps reaction solution to be critical saturation state and keep the method boiled, can choose to reaction solution distilled water, make molten
Liquid boiling, when solid in solution is precipitated, then water supplement, it is at critical saturation state.
Further, reaction solution reaction temperature is 120 DEG C~150 DEG C, 3~8h of reaction time.
Further, the A is sufficiently reacted in water with a by butene dioic acid/acid anhydride and is made, and the B is existed by aspartic acid and b
Sufficiently reaction is made in water, and a and b are one of hydroxide, carbonate or bicarbonate of alkali metal or a variety of；
The dosage molar ratio of butene dioic acid/acid anhydride and aspartic acid in B is 1:1~1.05 in the A.
Further, the butene dioic acid/acid anhydride is maleic acid or maleic anhydride, and the aspartic acid is L- days
Aspartic acid, D-Asp or D, L-Aspartic acid.
Preferably, in the A a be potassium or sodium hydroxide or bicarbonate, and butene dioic acid/acid anhydride and water is added
Molar ratio is the carbonate that a is potassium or sodium in 1.8~2.2:1:5~7.5 or the A, with addition butene dioic acid/acid anhydride and water
Molar ratio be 0.9~1.1:1:5~7.5；B is the hydroxide or bicarbonate of potassium or sodium in the B, with addition day
The molar ratio of aspartic acid and water is the carbonate that b is potassium or sodium in 1.8~2.2:1:5~7.5 or the B, with addition day
The molar ratio of aspartic acid and water is 0.9~1.1:1:5~7.5.
Further, reaction solution is reacted in mixer, kneader or reaction kettle.
Iminobisuccinate, which is made, in the present invention can obtain different product forms using different processing methods, full
The a variety of demands of foot, and preparation cost is lower.
Product form one: being down to room temperature after reaction, is diluted with water obtained iminobisuccinate solution thereto.
After iminobisuccinate product is made in preceding method, the content of wherein iminobisuccinate is detected, water can be added dilute
Release the iminobisuccinate solution product of directly obtained certain concentration.
Product form two: after reaction, white powder iminobisuccinate is made in product drying.The present invention
Since reaction temperature is high, preparation process is critical saturation state, iminobisuccinate content height, final evaporation is made method
When solid product, consume energy lower, compared with the prior art, cost is greatly reduced.Solid product uses, transports more convenient, energy
Enough sales ranges for widening enterprise significantly, enhance the competitiveness of enterprise.
A kind of preparation method of iminodisuccinic acid by the basic materials liquid A of the root containing butene dioic acid and contains aspartic acid
The basic materials liquid B hybrid reaction of root controls 120 DEG C~150 DEG C of reaction temperature, so that reaction solution is kept critical saturation state and protects
Boiling is held, iminobisuccinate is made after reaction, is down to room temperature, is added into product inorganic by 3~8h of reaction time
Acid obtains iminodisuccinic acid precipitating, filters, and iminodisuccinic acid white crystal is made in recrystallization.
The inorganic acid is hydrochloric acid, nitric acid or dilute sulfuric acid；Recrystallization is methanol, ethyl alcohol or propyl alcohol with solvent.
The beneficial effects of adopting the technical scheme are that
1) the method for the present invention reaction is synthesis under normal pressure, and reaction raw materials do not use NH3, generated without pollutant, reaction condition
Mild and easily controllable, the reaction time is short, is used for industrialized production, with security risk is low, management difficulty is small, low energy consumption and effect
The high advantage of rate；
2) the method for the present invention reaction yield is high, and up to 96% or more, the purity is high of product, reaction raw materials residual is made
Few, impurity content is greatly reduced in product, and chelate effect is more preferable, and product quality is obviously improved, and has the high market competitiveness；
3) product is made by further purification in the method for the present invention, can obtain high-purity iminodisuccinic acid product,
Purity is greater than 99.5%, and application range is wider, and method of purification is simple, at low cost；
4) product, which is made, in the method for the present invention can easily be prepared into the multiple products form such as solution, powder, prepare
Journey energy consumption is low, can satisfy a variety of demands of client, is suitable for industrialized production；
5) the method for the present invention can carry out in mixer, kneader or reaction kettle, and the scope of application is wider, compensate for existing
Technology is only capable of the shortcomings that carrying out in a kettle.
Specific embodiment
, product purity low for prior art preparation IDS reaction yield be low and poor quality, and industrial production cost is high to ask
Topic, the present invention provides a kind of preparation methods of iminobisuccinate, pass through optimization reaction raw materials feeding sequence and control
Reaction raw materials are reacted in critical saturation state, realize high concentration material reaction, solvent usage is greatly reduced, and accelerate reaction speed
Rate promotes reaction and sufficiently carries out, have the advantages that the reaction time is short, reaction yield is high, low energy consumption and at low cost, product is made
Purity is high, performance are good, are suitble to industrialized production.
The preparation method of iminodisuccinic acid and its salt of the present invention is main former with butene dioic acid/acid anhydride and aspartic acid
Material, distinguish it is prefabricated become reaction raw materials liquid A and reaction raw materials liquid B, control reaction process reaction solution be critical saturated solution
And high-boiling, high concentration material are more effective than low concentration, while also more economical, reaction water consumption greatly reduces, reaction stream
Journey simplifies, and the reaction time shortens.
It illustrates below and the method for the present invention is described in further details.
Embodiment 1
By room in 98kg(1000mol) maleic anhydride and 80kg(2000mol) NaOH addition 90kg(5000mol) water
Reaction is sufficiently stirred under temperature and generates reaction solution A, reaction time 0.5h；By 133kg(1000mol) L-Aspartic acid and 80kg
90kg(5000mol is added in (2000mol) NaOH) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, reaction time 0.5h；
A and B reaction solution is blended in mixer and is reacted, 120 DEG C of temperature, keeping reaction solution by distillation or water supplement is critical saturation
State simultaneously keeps boiling；Reaction time is 4h, is down to room temperature after reaction, is received by CCDC method detection available 94.50%
The iminodisuccinic acid tetrasodium salt of rate；130 DEG C are dried to obtain white iminodisuccinic acid tetrasodium salt powder-product, purity
It does not reduce；Hydrochloric acid is added and obtains white iminodisuccinic acid precipitating, filters and obtains high-purity imino group with ethyl alcohol recrystallization
Disuccinic acid white crystal detects its purity > 99.5% by CCDC method.
CCDC(the calcium carbonate dispersing capacity) Chinese be calcium carbonate disperse energy
Power, the yield and assay of all embodiments of the invention product utilize calcium carbonate described in publication US6107518
Dispersibility method.Wherein the measuring method of CCDC value is as follows: when pH is 11, measuring every gram of consumed CaCO of IDS sample3
Dosage (mg).Prepared iminodisuccinic acid in embodiment, obtains its yield with CCDC value combination following formula:
IDA Na4The theoretical yield of salt=(CCDC -20): 2.
Embodiment 2
By 116kg(1000mol) maleic acid and 116.6kg(1100mol) Na2CO3135kg(7500mol is added) water
In be sufficiently stirred at room temperature reaction generate reaction solution A, reaction time 0.5h；By 139.65kg(1050mol) D-Asp with
116.6kg (1100mol) Na2CO3135kg(7500mol is added) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, instead
0.5h between seasonable；A and B reaction solution is mixed and is reacted in a kettle, 140 DEG C of temperature, reaction is kept by distillation or water supplement
Liquid is critical saturation state and keeps boiling；Reaction time is 6h, is down to room temperature after reaction, can by the detection of CCDC method
Obtain the iminodisuccinic acid tetrasodium salt of 96.71% yield；120 DEG C are dried to obtain white iminodisuccinic acid tetrasodium salt powder
Last product, purity do not reduce；Hydrochloric acid is added and obtains white iminodisuccinic acid precipitating, filters and is obtained with recrystallizing methanol
High-purity iminodisuccinic acid white crystal detects its purity > 99.5% by CCDC method.
Embodiment 3
By room in 98kg(1000mol) maleic anhydride and 112kg(2000mol) KOH addition 90kg(5000mol) water
Reaction is sufficiently stirred under temperature and generates reaction solution A, reaction time 0.5h；By 139.65kg(1050mol) D, L-Aspartic acid with
112kg(2000mol) 135kg(7500mol is added in KOH) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, reaction time
0.5h；A and B reaction solution is blended in kneader and is reacted, 120 DEG C of temperature, keeping reaction solution by distillation or water supplement is to face
Boundary's saturation state simultaneously keeps boiling；Reaction time is 8h, is down to room temperature after reaction, is detected by CCDC method available
Four sylvite of iminodisuccinic acid of 93.28% yield；150 DEG C are dried to obtain white four sylvite powder of iminodisuccinic acid and produce
Product, purity do not reduce；Dust technology is added and obtains white iminodisuccinic acid precipitating, filters and is recrystallized to give height with propyl alcohol
Purity iminodisuccinic acid white crystal detects its purity > 99.5% by CCDC method.
Embodiment 4
By 116kg(1000mol) maleic acid and 200kg(2000mol) KHCO3135kg(7500mol is added) in water
Reaction is sufficiently stirred at room temperature and generates reaction solution A, reaction time 0.5h；By 139.65kg(1050mol) D-Asp with
151.8kg (1100mol) K2CO390kg(5000mol is added) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, reaction
Time 0.5h；A and B reaction solution is mixed and is reacted in a kettle, 150 DEG C of temperature, reaction solution is kept by distillation or water supplement
For critical saturation state and keep boiling；Reaction time is 3h, is down to room temperature after reaction, can be obtained by the detection of CCDC method
To four sylvite of iminodisuccinic acid of 89.84% yield；110 DEG C are dried to obtain white four sylvite powder of iminodisuccinic acid
Product, purity do not reduce；Hydrochloric acid is added and obtains white iminodisuccinic acid precipitating, filters and obtains height with recrystallizing methanol
Purity iminodisuccinic acid white crystal detects its purity > 99.5% by CCDC method.
Embodiment 5
By 98kg(1000mol) maleic anhydride and 168kg(2000mol) NaHCO3135kg(7500mol is added) water
In be sufficiently stirred at room temperature reaction generate reaction solution A, reaction time 0.5h；By 139.65kg(1050mol) D-Asp with
116.6kg (1100mol) Na2CO390kg(5000mol is added) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, reaction
Time 0.5h；A and B reaction solution is mixed and is reacted in a kettle, 140 DEG C of temperature, reaction solution is kept by distillation or water supplement
For critical saturation state and keep boiling；Reaction time is 6h, is down to room temperature after reaction, can be obtained by the detection of CCDC method
To the iminodisuccinic acid tetrasodium salt of 91.59% yield；120 DEG C are dried to obtain white iminodisuccinic acid tetrasodium salt powder
Product, purity do not reduce；Dilute sulfuric acid is added and obtains white iminodisuccinic acid precipitating, filters and is obtained with recrystallizing methanol
High-purity iminodisuccinic acid white crystal detects its purity > 99.5% by CCDC method.
Embodiment 6
By room in 98kg(1000mol) maleic anhydride and 72kg(1800mol) NaOH addition 90kg(5000mol) water
Reaction is sufficiently stirred under temperature and generates reaction solution A, reaction time 0.5h；By 133kg(1000mol) L-Aspartic acid and 72kg
90kg(5000mol is added in (1800mol) NaOH) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, reaction time 0.5h；
A and B reaction solution is blended in mixer and is reacted, 120 DEG C of temperature, keeping reaction solution by distillation or water supplement is critical saturation
State simultaneously keeps boiling；Reaction time is 6h, is down to room temperature after reaction, is received by CCDC method detection available 90.18%
The iminodisuccinic acid tetrasodium salt of rate；130 DEG C are dried to obtain white iminodisuccinic acid tetrasodium salt powder-product, purity
It does not reduce；Hydrochloric acid is added and obtains white iminodisuccinic acid precipitating, filters and obtains high-purity imino group with ethyl alcohol recrystallization
Disuccinic acid white crystal detects its purity > 99.5% by CCDC method.
Embodiment 7
By room in 98kg(1000mol) maleic anhydride and 80kg(2000mol) NaOH addition 90kg(5000mol) water
Reaction is sufficiently stirred under temperature and generates reaction solution A, reaction time 0.5h；By 139.65kg(1050mol) D, L-Aspartic acid with
112kg KOH(2000mol) 135kg(7500mol is added) reaction is sufficiently stirred in water at room temperature generates reaction solution B, when reaction
Between 0.5h；A and B reaction solution is mixed and is reacted in a kettle, 120 DEG C of temperature, is by distillation or water supplement holding reaction solution
Critical saturation state simultaneously keeps boiling；Reaction time is 5h, is down to room temperature after reaction, is detected by CCDC method available
Four sodium of iminodisuccinic acid/sylvite of 95.92% yield；120 DEG C are dried to obtain white four sodium of iminodisuccinic acid/sylvite
Powder-product, purity do not reduce；Dust technology is added and obtains white iminodisuccinic acid precipitating, filters and is recrystallized with propyl alcohol
High-purity iminodisuccinic acid white crystal is obtained, its purity > 99.5% is detected by CCDC method.
Embodiment 8
By room in 98kg(1000mol) maleic anhydride and 88kg(2200mol) NaOH addition 90kg(5000mol) water
Reaction is sufficiently stirred under temperature and generates reaction solution A, reaction time 0.5h；By 133kg(1000mol) L-Aspartic acid and 88kg
90kg(5000mol is added in (2200mol) NaOH) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, reaction time 0.5h；
A and B reaction solution is blended in mixer and is reacted, 130 DEG C of temperature, keeping reaction solution by distillation or water supplement is critical saturation
State simultaneously keeps boiling；Reaction time is 5h, is down to room temperature after reaction, is received by CCDC method detection available 92.34%
The iminodisuccinic acid tetrasodium salt of rate；130 DEG C are dried to obtain white iminodisuccinic acid tetrasodium salt powder-product, purity
It does not reduce；Hydrochloric acid is added and obtains white iminodisuccinic acid precipitating, filters and obtains high-purity imino group with ethyl alcohol recrystallization
Disuccinic acid white crystal detects its purity greater than 99.5% by CCDC method.
Embodiment 9
By 116kg(1000mol) maleic acid and 124.2kg(900mol) K2CO3135kg(6000mol is added) in water
Reaction is sufficiently stirred at room temperature and generates reaction solution A, reaction time 0.5h；By 139.65kg(1050mol) D-Asp with
124.2kg (900mol) K2CO390kg(6000mol is added) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, when reaction
Between 0.5h；A and B reaction solution is mixed and is reacted in a kettle, 120 DEG C of temperature, is by distillation or water supplement holding reaction solution
Critical saturation state simultaneously keeps boiling；Reaction time is 6h, is down to room temperature after reaction, is detected by CCDC method available
Four sylvite of iminodisuccinic acid of 90.56% yield；130 DEG C are dried to obtain white four sylvite powder of iminodisuccinic acid and produce
Product, purity do not reduce；Hydrochloric acid is added and obtains white iminodisuccinic acid precipitating, filters and is obtained with recrystallizing methanol high-purity
Iminodisuccinic acid white crystal is spent, its purity is detected greater than 99.5% by CCDC method.
Embodiment 10
By 116kg(1000mol) maleic acid and 116.6kg(1100mol) Na2CO3135kg(7500mol is added) water
In be sufficiently stirred at room temperature reaction generate reaction solution A, reaction time 0.5h；By 139.65kg(1050mol) D-Asp with
116.6kg (1100mol) Na2CO3135kg(7500mol is added) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, instead
0.5h between seasonable；A and B reaction solution is mixed and is reacted in a kettle, 140 DEG C of temperature, reaction is kept by distillation or water supplement
Liquid is critical saturation state and keeps boiling；Reaction time is for 24 hours, to be down to room temperature after reaction, detected by CCDC method
The iminodisuccinic acid tetrasodium salt of available 96.78% yield；120 DEG C are dried to obtain white iminodisuccinic acid tetrasodium salt
Powder-product, purity do not reduce；Hydrochloric acid is added and obtains white iminodisuccinic acid precipitating, filters and is obtained with recrystallizing methanol
To high-purity iminodisuccinic acid white crystal, its purity > 99.5% is detected by CCDC method.
Embodiment 11
By 98kg(1000mol) maleic anhydride and 168kg(2000mol) NaHCO3135kg(7500mol is added) water
In be sufficiently stirred at room temperature reaction generate reaction solution A, reaction time 0.5h；By 139.65kg(1050mol) D-Asp with
116.6kg (1100mol) Na2CO390kg(5000mol is added) it reaction is sufficiently stirred in water at room temperature generates reaction solution B, reaction
Time 0.5h；A and B reaction solution is mixed and is reacted in a kettle, 110 DEG C of temperature, reaction solution is kept by distillation or water supplement
For critical saturation state and keep boiling；Reaction time is 8h, is down to room temperature after reaction, can be obtained by the detection of CCDC method
To the iminodisuccinic acid tetrasodium salt of 89.13% yield；120 DEG C are dried to obtain white iminodisuccinic acid tetrasodium salt powder
Product, purity do not reduce；Dilute sulfuric acid is added and obtains white iminodisuccinic acid precipitating, filters and is obtained with recrystallizing methanol
High-purity iminodisuccinic acid white crystal detects its purity > 99.5% by CCDC method.
Claims (7)
1. a kind of preparation method of iminobisuccinate, it is characterised in that: by the basic materials liquid A of the root containing butene dioic acid and
Basic materials liquid B hybrid reaction containing aspartate, control reaction temperature are 120 DEG C~150 DEG C, and reaction solution is made to keep critical
Saturation state simultaneously keeps boiling, 3~8h of reaction time, and reaction terminates that iminobisuccinate is made；
The A is sufficiently reacted by butene dioic acid/acid anhydride with a in water to be made, and the B is sufficiently reacted by aspartic acid with b in water
It is made, a and b are one of hydroxide, carbonate or bicarbonate of alkali metal or a variety of；Butylene in the A
The dosage molar ratio of diacid/acid anhydride and aspartic acid in B is 1:1~1.05；
A is the hydroxide or bicarbonate of potassium or sodium in the A, is 1.8 with the molar ratio that butene dioic acid/acid anhydride and water is added
~2.2:1:5~7.5；Or a is the carbonate of potassium or sodium in the A, is with the molar ratio that butene dioic acid/acid anhydride and water is added
0.9~1.1:1:5~7.5；B is the hydroxide or bicarbonate of potassium or sodium in the B, and aspartic acid and water is added
Molar ratio is 1.8~2.2:1:5~7.5；Or b is the carbonate of potassium or sodium in the B, and rubbing for aspartic acid and water is added
You are than being 0.9~1.1:1:5~7.5.
2. a kind of preparation method of iminobisuccinate according to claim 1, which is characterized in that the butylene two
Acid/acid anhydride is maleic acid or maleic anhydride, and the aspartic acid is L-Aspartic acid, D-Asp or D, L- asparagus fern
Propylhomoserin.
3. a kind of preparation method of iminobisuccinate according to claim 1, which is characterized in that reaction solution is close
It is reacted in mill, kneader or reaction kettle.
4. a kind of preparation method of iminobisuccinate according to claim 1, which is characterized in that after reaction
It is down to room temperature, is diluted with water obtained iminobisuccinate solution thereto.
5. a kind of preparation method of iminobisuccinate according to claim 1, which is characterized in that reaction terminates
Afterwards, product is dried, and white powder iminobisuccinate is made.
6. a kind of preparation method of iminodisuccinic acid, which is characterized in that according to any one of Claims 1 to 5 the method
Iminobisuccinate is made, is down to room temperature, inorganic acid is added into product and obtains iminodisuccinic acid precipitating, filters,
Iminodisuccinic acid white crystal is made in recrystallization.
7. a kind of preparation method of iminodisuccinic acid according to claim 6, which is characterized in that the inorganic acid is
Hydrochloric acid, nitric acid or dilute sulfuric acid；Recrystallization is methanol, ethyl alcohol or propyl alcohol with solvent.
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| WO2016179692A1 (en) * | 2015-05-11 | 2016-11-17 | Ces Technology S.À.R.L. | Process of preparing iminodisuccinic acid and composition thereof |
| CN106543436B (en) * | 2016-11-01 | 2019-04-02 | 石家庄铁道大学 | High molecular weight organic amine and maleic anhydride modified polyaspartic acid salts and its preparation method |
| CN106831461B (en) * | 2017-01-05 | 2018-10-02 | 山东远联化工股份有限公司 | A kind of synthesis technology of four sodium of iminodisuccinic acid |
| CN109438266B (en) * | 2017-09-30 | 2021-07-20 | 河北协同环保科技股份有限公司 | Environment-friendly iminodisuccinic acid chelated metal salt |
| CN109001129A (en) * | 2018-08-09 | 2018-12-14 | 山东远联化工股份有限公司 | A kind of method of iminobisuccinate content in measurement fertilizer |
| CN110004471A (en) * | 2019-05-21 | 2019-07-12 | 武汉奥邦表面技术有限公司 | A kind of preparation method of green alkaline admiro complexing agent |
| CN111393313A (en) * | 2020-04-16 | 2020-07-10 | 河北协同环保科技股份有限公司 | Method for improving conversion rate in production of iminodisuccinate |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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Family Cites Families (4)
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| GB1306331A (en) * | 1970-12-07 | 1973-02-07 | ||
| JP3174138B2 (en) * | 1992-05-22 | 2001-06-11 | 株式会社日本触媒 | Method for producing metal salt of iminodisuccinic acid |
| DE19713911A1 (en) * | 1997-04-04 | 1998-10-08 | Bayer Ag | Preparation and process of iminodisuccinic acid salts |
| CN1126733C (en) * | 2001-12-06 | 2003-11-05 | 天津大学 | Process for preparing chelating agent of iminobisuccinate |
-
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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Non-Patent Citations (3)
| Title |
|---|
| 从马来酸酐合成富马酸二甲酯;文瑞明等;《海南大学学报自然科学版》;20010630;第19卷(第2期);第126-128页 |
| 富马酸二甲酯的合成工艺研究;苏秋芳等;《化学工程师》;19991231(第2期);第9-11页 |
| 用马来酸制备富马酸和苹果酸的绿色化学方法;张万轩等;《忻州师范学院学报》;20100430;第26卷(第2期);第28-30页 |
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