CN107162919B - A kind of production method of diaminodiphenyl ether - Google Patents
A kind of production method of diaminodiphenyl ether Download PDFInfo
- Publication number
- CN107162919B CN107162919B CN201710569660.5A CN201710569660A CN107162919B CN 107162919 B CN107162919 B CN 107162919B CN 201710569660 A CN201710569660 A CN 201710569660A CN 107162919 B CN107162919 B CN 107162919B
- Authority
- CN
- China
- Prior art keywords
- reaction
- diaminodiphenyl ether
- purification
- reduction reaction
- distillation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention discloses a kind of energy-efficient, environmentally friendly novel diamino diphenyl ether production line, including investment main material, process, production three parts of object and condensation reaction, reduction reaction, exquisite purification and crushing packing four processes.It is characterized in that by selecting low toxicity, efficient, reuse solvent, catalyst, the closing process of no air and impurity intervention produces the 4 of >=99.9%, 4 ', mono- diaminodiphenyl ether.The features such as compared with prior art, the present invention having production cable architecture and constituting simple, reaction link is few, and the used time is short, high-efficient, also there is solvent, catalyst to repeat, and reactivity is high, blowdown is few, toxicity is low, energy-saving and environmental protection, the important advantages such as safe and cost-effective.
Description
One, technical field
The present invention relates to industrial chemicals productions, and in particular to a kind of energy-efficient, environmentally friendly novel diamino diphenyl ether is raw
Producing line.
Two, background technique
Diaminodiphenyl ether is as raw material, additive, intermediate and crosslinking agent, for production specific function and property
The industries such as electromechanics, electronics, plastics, resin, dyestuff, fragrance and product, and research and development more powerful and special nature and function are new
Product all has and occupies special and critical role and effect that can not be substituted.Above-mentioned purpose can be realized and reach, key exists
In high cleanliness fine work can be produced.The generalized flowsheet of prior art production diaminodiphenyl ether is: 1, condensation reaction will be right
Condensation reaction is added according to this under p-nitrophenol sodium, para-nitrochloro-benzene, dimethyl acetamide, sodium hydrogensulfite, potassium chloride stirring
Kettle simultaneously heats up, and the lower reaction of 210-215 DEG C of stirring is maintained to obtain 4,4 '-through vacuum distillation, steam distillation, suction strainer washing again in 24 hours
Dinitro diphenyl ether.2, reduction reaction kettle is added in butanol, ammonium chloride, iron filings by reduction reaction, and stirring heating is lower to be added 4,4 '-two
Itrodiphenyl ethers, adds second batch, and third batch iron filings catalysis maintains 100 DEG C to react 1.5 hours, sodium hydrogensulfite is added, stirs
It mixes decrease temperature crystalline after dissolving, filtering, wash obtained 4,4 '-diaminodiphenyl ether product.3, purification purification: water and hydrochloric acid are added
Dissolving tank is added with stirring 4, and 4 '-diaminodiphenyl ether crude product and citric acid, sodium hydrogensulfite, active carbon, heating stirring are mixed
Filtering is transferred to neutralization chamber afterwards, and sodium hydrogensulfite and ammonium hydroxide is added, and adjusts pH value to 8-9, cooling is maintained to 4,4 ', mono- diamino two
Phenylate crystallization is precipitated, filters, and obtains filter cake, and washing is dried in vacuo after filtering.Dry 4,4 ', mono- diaminodiphenyl ether is added
Sublimator, heating distillation, is transferred to crystallisation chamber crystallisation by cooling to get finished product.Above-mentioned production process the problem is that: 1, produce ring
Save more, node maintenance and interval time length, low efficiency；2, condensation reaction, reduction reaction and purification purification process are many and diverse, and regulation is difficult
Degree is big, technical requirements are high.3, its process heating, cooling, constant temperature time are long, and the number of occurrence is more, energy consume is big.4, it produces among it
Product and crude product washing times are more, water consumption is big, product sewage is more, subsequent water process burden weight；Oxidation iron cement solid waste is generated, seriously
Pollute environment.5, open reactive and process node are more, and escaping gas, which overflows, loses serious, pollution atmospheric environment.6, it distils
Process technology condition requires height, and risk is big, safety factor is more.
Three, summary of the invention
The purpose of the present invention is against the above technical problems and insufficient, a kind of energy-efficient, environmentally friendly novel diamino is provided
Yl diphenyl ether production line.
The purpose of the present invention is what is be achieved through the following technical solutions:
A kind of energy-efficient, environmentally friendly novel diamino diphenyl ether production line, including put into longitudinally dividedly by production line
Main material, flowchart process, three parts of product and transverse direction are to produce 4,4 ' of object-dinitro diphenyl ether, 4,4 '-diamino two
Phenylate crude product, >=99.9%4,4 '-diaminodiphenyl ether, the condensation reaction of finished product division, reduction reaction, purification are purified and are done
Dry crushing packing four-stage, it is characterized in that strict measurement puts into para-nitrochloro-benzene, Sodium p-nitrophenoxide, dimethyl in proportion
After acetamide prepares composite solution, the crystallization water contained first through shunting distillation system removing free water and Sodium p-nitrophenoxide,
Catalyst potassium chloride is added in anhydrous conditions and carries out condensation reaction, crystallization filtration is made 4,4 '-dinitro diphenyl ether；With diformazan
Yl acetamide dissolves again, after activated carbon of sorbent filtration elimination impurity is added, injects reducing agent hydrogen and noble metal catalyst
Reduction reaction is carried out, filtering distillation produces 4,4 '-diaminodiphenyl ether crude product；4,4 '-diaminodiphenyl ether the crude product produced is molten
Solution, through filtering, distillation, crystallization and purification, filters separation solvent and obtains >=99.9% 4 into methanol and toluene Mixed Solvent, 4 '-
Diaminodiphenyl ether；Re-dry packaging becomes finished product.
It is characterized in that from the condensation reaction after raw material investment, the suction filtration of reduction reaction process and purification purification process,
It is to be filled with nitrogen after vacuumizing closed before separating solvent, removes air and moisture content and with the negative pressure of air exclusion or often
It is carried out under pressure condition, pressure value is that vacuum pump adjusts, rushes nitrogen, equipment sealing is realized.
It is characterized in that dissolution after material investment, reaction, crystallization, the gradient of temperature in distillation process and control room are by anti-
Infusion and cyclic high-temperature steam, hot oil, cold oil valence matter or cooling water in the heating and cooling interlayer of kettle, distillation still, filtering tank are answered, is passed through
What the kettle inner wall transmitting of closing isolation was completed indirectly.
It is characterized in that condensation reaction is in the trip that the Sodium p-nitrophenoxide crystallization water is removed in separation and raw material adherency carries
It from water, is carried out under complete anhydrous condition, reduction reaction and purification purification process are to synthesize new unboiled water in continuous elimination reaction
Under conditions of carry out.
It is characterized in that the reducing agent in reduction reaction is the hydrogen of input, catalyst is noble metal catalyst.
Energy-efficient, environmentally friendly novel diamino diphenyl ether production line of the invention compared with prior art, has following
Distinguishing feature and advantage:
1, condensation reaction, required raw material, solvent, catalyst, adsorbent are mostly that stringent meter is marked to reduction reaction in the process,
Disposable or continuity investment after metering greatly reduces the exploratory repeatedly investment, ring of adjustment dosage and adding speed after monitoring
It saves less, is accurately easily-controllable, it is time saving and energy saving high-efficient.
2, the reaction process of whole operation carries out in closing nitrogen environment, and free from admixture is mixed into, odorlessness overflows, is reacted without dry
It disturbs.
3, it is few that the types such as solvent, assisted reaction agent, catalyst, PH neutralizer, adsorbent are put into, are constituted simply, association is anti-
It should be generated as few, it is few to generate residue, residual salt impurity and sewage quantity, removes and post-processing is simple, pollution level is low.
4, hydrogen reducing is injected in reduction reaction, reaction is more thorough rapidly.
5, condensation reaction carries out in the environment for removing water in sewage, reduction reaction, and reaction is interfered less, degree of safety is high.
6, good with precious metal catalyst, effect in reduction reaction, it is also easy to all recycle repetition use.
7, purification purification process gives up the flow scheme of distillation, and energy-saving safe risk is low.
8, washing times are few, water consumption is few, generation sewage is few, water-saving and environmental protection.
9, above-mentioned factors reason, makes in reaction process that heating and cooling number is few, amplitude is small, the reaction used time is short, energy saving height
Effect.
10, final products degree of purity can >=99.9%, it is high-quality.
Four, Detailed description of the invention
Fig. 1 is the typical process flow schematic diagram of energy-efficient, environmentally friendly novel diamino diphenyl ether production line.
In figure: 1 investment main material, 2 processes, 3 products, 4 4,4 '-dinitro diphenyl ether, 5 4,4 '-diamino two
Phenylate crude product, 6 purity >=99.9%4,4 ' '-diaminodiphenyl ether, 7 finished products.
Five, specific embodiment
With reference to the accompanying drawings of the specification the present invention is made to illustrate in further detail below:
Energy-efficient, environmentally friendly novel diamino diphenyl ether production line of the invention is preced with gloomy insulation system in Dongying city
It researches and develops and implements during product Co., Ltd " 10000T/ recrystallization method produces high-purity diaminodiphenyl ether projects ".
Energy-efficient as shown in Figure 1:, environmentally friendly novel diamino diphenyl ether production line is to generate the 4,4 '-dinitro of generation
Yl diphenyl ether 4,4,4 ', mono- diaminodiphenyl ether crude product 5, purity >=99.9%4,4 '-diaminodiphenyl ether 6 and product 7 are divided into
Condensation reaction, reduction reaction, purification purification and dry packing four-stage, it is general to put into main material 1, process 2 and product 3
It includes as three parts.
During generating line design, installation, debugging, investment, link is put into again in investment main material 1 and product 3,
It is provided with accurate measuring device, to the link stage of condensation reaction, reduction reaction and purification purification, is both designed as closed operation
Circulation process, and install combine the vacuum pumping pump being used alone and nitrogen input substitution air device, to need temperature adjustment, heat preservation
Reaction kettle, dissolution kettle, distillation still, filtering tank, be all made of be equipped with for the hot oils such as high-temperature steam, cooling water, cold oil circulation control
Warm interlayer.The fractional distillation dewatering system for being completely separated and removing free moisture content and the crystallization water is set up to condensation reaction kettle, to also
Reduction reaction kettle and distillation still in former reaction process are provided with and continuously detach vacuum pump and pressurization that reaction synthesizes new unboiled water
Nitrogen charging air pump.
In production process: selection dimethyl acetamide is solvent, toxicity is low, highly polar, solubility is big, reaction speed is fast,
It is high-efficient, degree of safety is high.Hydrogenating reduction in reduction reaction, noble metal catalyst, reaction required temperature is low, pressure is low, degree of safety
It is high.Purification purification obtains >=99.9%4 using mixed solvent dissolving-recrystallization, and 4 '-diaminodiphenyl ether finished product, substitution filters dry
Distil recrystallization technique after dry, high-efficient, low energy consumption.Condensation reaction, reduction reaction, purification purification process is using closing, nitrogen
Air flow is substituted, has evaded reaction and has generated impurity, artificial and environment often enters magazine, provides reliably for high-purity product
Guarantee.
It except for the technical features described in the specification, is the known technology of this industry technical staff.
Claims (3)
1. a kind of production method of diaminodiphenyl ether, including by the longitudinally divided investment main material of production line, flowchart process,
Three parts of product and laterally with produce 4,4 ' of object-dinitro diphenyl ether, 4,4 '-diaminodiphenyl ether crude product, >=99.9%
Condensation reaction, reduction reaction, purification purification and the dry packing four-stage that 4,4 '-diaminodiphenyl ether, finished product divide, it is special
Sign is that strict measurement investment para-nitrochloro-benzene, Sodium p-nitrophenoxide are first after dimethyl acetamide prepares mixed solution in proportion
The crystallization water first contained through shunting distillation system removing free water and Sodium p-nitrophenoxide, is added catalyst chlorine in anhydrous conditions
Change potassium and carry out condensation reaction, crystallization filtration is made 4,4 '-dinitro diphenyl ether；It is dissolved again with dimethyl acetamide, is added and inhales
After impurity is eliminated in attached dose of active carbon filtration, injects reducing agent hydrogen and noble metal catalyst carries out reduction reaction, filtering distillation system
Take 4,4 '-diaminodiphenyl ether crude product；After 4 produced, 4 '-diaminodiphenyl ether and methanol and toluene Mixed Solvent dissolution, warp
Filtering distillation, crystallisation by cooling purification filter separation solvent obtains >=99.9% 4,4 '-diaminodiphenyl ether；Re-dry packaging
As finished product；Wherein from the condensation reaction after raw material investment, suction filtration, the separation of reduction reaction process and purification purification process
Be that nitrogen is filled with after vacuumizing closed before solvent, remove air and moisture and with the negative pressure of air exclusion or normal pressure shape
It is carried out under state, pressure value is that the nitrogen-sealed that vacuum pump is adjusted is realized；Wherein condensation reaction is to remove in separation to nitre
The free water that the base sodium phenate crystallization water and raw material adherency carry, carries out, reduction reaction and essence under complete anhydrous condition
Purification process processed is carried out under conditions of continuous elimination reaction synthesizes new unboiled water.
2. a kind of production method of diaminodiphenyl ether according to claim 1, it is characterized in that dissolved after material investment,
Reaction, crystallization, the gradient of temperature in distillation process and control room by reaction kettle, distillation still, filtering tank heating and cooling interlayer
Interior infusion and cyclic high-temperature steam, hot oil, cold oil valence matter or cooling water are completed indirectly by the kettle inner wall transmitting of closing isolation
's.
3. the production method of a kind of diaminodiphenyl ether according to claim 1, it is characterized in that going back in reduction reaction
Former agent is the hydrogen of input, and catalyst is noble metal.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710569660.5A CN107162919B (en) | 2017-07-13 | 2017-07-13 | A kind of production method of diaminodiphenyl ether |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710569660.5A CN107162919B (en) | 2017-07-13 | 2017-07-13 | A kind of production method of diaminodiphenyl ether |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN107162919A CN107162919A (en) | 2017-09-15 |
| CN107162919B true CN107162919B (en) | 2019-03-19 |
Family
ID=59823954
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710569660.5A Active CN107162919B (en) | 2017-07-13 | 2017-07-13 | A kind of production method of diaminodiphenyl ether |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN107162919B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108752222A (en) * | 2018-08-20 | 2018-11-06 | 万达集团股份有限公司 | A kind of the crystallization and purification technique and crystallization and purification system of 4,4 '-diaminodiphenyl ethers |
| CN110028414B (en) * | 2019-04-26 | 2022-04-19 | 山东欧亚化工有限公司 | Method for extracting and separating 4,4' -diaminodiphenyl ether from concentrating kettle residue |
| CN114591178B (en) * | 2022-03-17 | 2023-08-29 | 宁夏德昊科技产业有限公司 | ODA production process and production system |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA992991A (en) * | 1971-07-26 | 1976-07-13 | Mallinckrodt | Preparation of amino- and nitro-substituted diphenyl ethers |
| CN102391136B (en) * | 2011-10-27 | 2013-10-16 | 东营市冠森绝缘制品有限公司 | Method and device for producing 4,4-diaminodiphenyl ethers by using catalytic hydrogenation process |
| CN102850229A (en) * | 2012-07-24 | 2013-01-02 | 万达集团股份有限公司 | Process for preparing 4,4'-diaminodiphenyl ether by hydrogenation reduction method |
-
2017
- 2017-07-13 CN CN201710569660.5A patent/CN107162919B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN107162919A (en) | 2017-09-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5850550B2 (en) | Method for producing taurine | |
| CN107162919B (en) | A kind of production method of diaminodiphenyl ether | |
| CN101139338B (en) | Preparation of 2,2'-disulfo-dibenzopyrene by oxygen process based on 2-mercaptan benzothiazole ammonia salt | |
| CN103626240B (en) | Lower concentration complexity prepares the method for ruthenium trichloride containing ruthenium waste liquid | |
| CN205360735U (en) | A full -automatic continuous demineralizer for production of furan phenol | |
| CN101885498A (en) | Method for preparing high-purity magnesium sulfate | |
| CN111330412B (en) | System and process for absorbing and purifying byproduct hydrogen chloride gas in chlorination section into acid | |
| CN105923610A (en) | Novel process of acetylene purification and waste acid regeneration | |
| CN101891164B (en) | Method for purifying cubic boron nitride | |
| CN103570760B (en) | Hydroxy ethylene diphosphonic acid production unit and method thereof | |
| CN105084359B (en) | A kind of method that formic acid dehydration industry prepares high-purity CO | |
| CN104910003B (en) | It is a kind of to synthesize the method that 2,4 resacetophenones and Sewage treatment are recycled | |
| CN204151265U (en) | Hexanediamine production system | |
| CN101486446A (en) | Method for coproduction of bleaching powder, active carbon, sodium chloride and sulphuric acid from waste gypsum plaster | |
| CN104003910A (en) | Method for extracting m-phthalic acid-5-sodium sulfonate from ternary-monomer industrial waste water | |
| CN105273760A (en) | Waste water zero-discharge acetylene production technology | |
| CN102515384A (en) | Technology for turning wastewater of melamine resin production into resource | |
| CN217627632U (en) | Preparation system for directly producing electronic-grade nitric acid from ammonia gas | |
| CN114804256A (en) | Wastewater recycling system and method | |
| CN213231531U (en) | Continuous nitric oxide production device | |
| CN204917971U (en) | Sour concentrated decoloration equipment of organic sulfur waste | |
| CN103241739A (en) | Alkali washing purifying method of silicon carbide filter cake | |
| CN103435070B (en) | A kind of from containing the method reclaiming product the waste residue of Sodium Fluoride | |
| CN105600979A (en) | Method and apparatus for pretreatment of chlorinated resin polymerization mother liquor | |
| CN104803533B (en) | Method for treating AABI (5-Acetoacetyl-amino-benzimidazolone) acylation wastewater |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |