CN107286023B - A kind of purification process of m-phenylene diamine (MPD) - Google Patents
A kind of purification process of m-phenylene diamine (MPD) Download PDFInfo
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- CN107286023B CN107286023B CN201710419025.9A CN201710419025A CN107286023B CN 107286023 B CN107286023 B CN 107286023B CN 201710419025 A CN201710419025 A CN 201710419025A CN 107286023 B CN107286023 B CN 107286023B
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/82—Purification; Separation; Stabilisation; Use of additives
- C07C209/84—Purification
Abstract
The present invention relates to m-phenylene diamine (MPD) production technical fields, particularly disclose a kind of purification process of m-phenylene diamine (MPD).The purification process of the m-phenylene diamine (MPD), it is characterized in that, the m-phenylene diamine (MPD) ash product melted in advance are continuously introduced into rectifying column rectifying, by partially liq through producing pipe extraction；The m-phenylene diamine (MPD) of extraction is directly injected into crystallizer, is heated to all into molten condition, decrease temperature crystalline cools down later, and mother liquor is released via crystallizer bleeder valve, is sent into next stage crystallizer and continues fusion-crystallization, operating process is same as above；The feed liquid obtained after multistage fusion-crystallization is collected, cooling in inert protective atmosphere, slice, the m-phenylene diamine (MPD) finished product after being purified.Impurity-diaminotoluene content is less than 50ppm in m-phenylene diamine (MPD) after the purified processing of the present invention, can meet the requirement of the high-purity applications such as aramid fiber 1313 synthesis, and scientific in principle improves the utilization rate of material, reduces separating energy consumption and equipment investment, green economy.
Description
（One）Technical field
The present invention relates to m-phenylene diamine (MPD) production technical field, more particularly to a kind of purification process of m-phenylene diamine (MPD).
（Two）Background technology
M-phenylene diamine (MPD) is a kind of important dyestuff intermediate, can be used for synthesizing all kinds of basic dyes, while it or one
The important aromatic amine curing agent of kind, is widely used in composite material and plastic applications.As poly aromatic amides were high in recent years
The purposes of the rapid development of performance materials and aramid fiber material, m-phenylene diamine (MPD) has new expansion again, in synthesis high-temperature resistant aramid fiber
1313 aspects have a vast market foreground, while also proposing new requirement and challenge to the preparation of high-quality m-phenylene diamine (MPD).
The chemical property of m-phenylene diamine (MPD) is more active, easily by oxidation deterioration, is preparing and is also easily generating it in separation process
His impurity is to influence product quality.And m-phenylene diamine (MPD) is prepared by starting material of benzene, and contain toluene impurities in benzene, cause
There are diaminotoluene impurity in final reacting product.Diaminotoluene is divided into as 2,4- diamino aniline and 2,6- diaminobenzenes
Two kinds of amine, chemical structural formula difference are as follows：
（A）；（B）.
Wherein,（A）2,4- diamino aniline account for about 80%,（B）2,6- diamino aniline accounts for about 20%.The presence of such impurity
Application of the m-phenylene diamine (MPD) in high-purity demand field can be influenced, if prepared by aramid fiber 1313, therefore at the edulcoration purification of m-phenylene diamine (MPD)
Reason is of great significance.The traditional purification process of m-phenylene diamine (MPD) mostly uses rectification method, but due to the boiling point of impurity diaminotoluene
It is got too close to m-phenylene diamine (MPD)（（2,4- diamino aniline boiling point ~ 292 DEG C, 2,6- diamino aniline boiling point ~ 289 DEG C, isophthalic two
Amine boiling point ~ 285 DEG C））, therefore rectifying separating difficulty is larger, needs more number of theoretical plate and larger reflux ratio, equipment investment
It is higher with operation energy consumption, and removal of impurity is not high, causes the purification effect of m-phenylene diamine (MPD) limited.
（Three）Invention content
In order to compensate for the shortcomings of the prior art, the present invention provides a kind of material utilization height, impurity good separating effect, rings
Protect the purification process of economic m-phenylene diamine (MPD).
The present invention is achieved through the following technical solutions：
A kind of purification process of m-phenylene diamine (MPD) is process object with m-phenylene diamine (MPD) ash product, includes the following steps：
（1）The m-phenylene diamine (MPD) ash product melted in advance are continuously introduced into rectifying column, the continuous rectification at 1-10kPa, control essence
It is 140-190 DEG C to evaporate column overhead temperatures, and column bottom temperature is 160-210 DEG C, and m-phenylene diamine (MPD) is allocated as through overhead condenser cooling rear portion
Tower top is returned to through return duct for phegma, control reflux ratio is 4-15, and the liquid for accounting for total liquid measure quality 50-80% is passed through（Tower top）
Produce pipe extraction；
（2）The m-phenylene diamine (MPD) of extraction is directly injected into crystallizer, is heated to all into molten condition, control crystallizer with
The rate decrease temperature crystalline of 0.5-5 DEG C/h, is cooled to 70-90 DEG C of maintenance 2-12h, and crystallization terminates Mother liquor via crystallizer bleeder valve
It releases, is sent into next stage crystallizer and continues fusion-crystallization, operating process is same as above；
（3）The feed liquid obtained after multistage fusion-crystallization is collected, cooling in inert protective atmosphere, slice is carried
M-phenylene diamine (MPD) finished product after pure, the impure crystal layer in crystallizers at different levels are all heated to melting, by tapping valve put it is net, collect,
It is cooling, the m-phenylene diamine (MPD) finished product as ordinary purity rank.
The present invention is by the impurity in m-phenylene diamine (MPD) ash product（Diaminotoluene）The technique coupled with fusion-crystallization using rectifying
It is removed, in m-phenylene diamine (MPD) after processing, the near 50ppm of impurity diaminotoluene content is hereinafter, can meet high-purity application
Requirement.
The present invention more excellent technical solution be：
In the m-phenylene diamine (MPD) ash product, the total content of diaminotoluene is 200-400ppm, wherein 80% is 2,4- diaminos
Base toluene, 20% is 2,6- diaminotoluenes.
Step（1）In, the theoretical cam curve of rectifying column is 40-100 blocks, preferably 50-70 blocks.
Step（1）In, the tower pressure interior force of rectifying column is 1-5kPa, and tower top temperature is 150-180 DEG C, column bottom temperature 170-
200 DEG C, overhead reflux ratio is 5-10；The quality of the m-phenylene diamine (MPD) of extraction is the 30-60% of total liquid measure.
Step（2）In, control crystallizer is cooled to 70-75 DEG C of maintenance 5-10h with the rate decrease temperature crystalline of 0.5-2 DEG C/h.
Step（2）In, the series of crystallization process is 2-5 grades, preferably 3 grades or 4 grades.
Step（3）In, inert protective atmosphere is high pure nitrogen, high-purity helium, one or more in high-purity argon gas, preferably
The mixed atmosphere of high pure nitrogen, high-purity argon gas or the two.
The present invention purifies m-phenylene diamine (MPD), scientific utilization compared with traditional technology, using rectifying and Melt Crystallization Hybrid Process
The impurity diaminotoluene feature apparent with product m-phenylene diamine (MPD) fusing point difference（2,4- diamino aniline fusing points are about 99 DEG C, 2,
6- diamino aniline boiling points are about 106 DEG C, m-phenylene diamine (MPD) boiling point is about 62.5 DEG C）, miscellaneous in m-phenylene diamine (MPD) after purified processing
Matter-diaminotoluene content is less than 50ppm, can meet the requirement of the high-purity applications such as aramid fiber 1313 synthesis, remaining m-phenylene diamine (MPD)
The use of ordinary purity grade product is may continue as, scientific in principle improves the utilization rate of material, reduces separating energy consumption and sets
Standby investment, green economy.
（Four）Specific implementation mode
Embodiment 1：A kind of purification process of m-phenylene diamine (MPD), specifically comprises the following steps：
（1）Diaminotoluene total content is about 240ppm in m-phenylene diamine (MPD) ash product, wherein about 80% is 2,4- diamino first
Benzene, about 20% is 2,6- diaminotoluenes；The m-phenylene diamine (MPD) ash product melted in advance are continuously introduced into rectifying column, theoretical cam curve is
50 pieces；The continuous rectification at 3kPa, control rectifying column tower top temperature are 162 DEG C, and column bottom temperature is 178 DEG C, and m-phenylene diamine (MPD) is through tower
Top condenser cooling rear portion is allocated as returning to tower top through return duct for phegma, and control reflux ratio is 5, will account for total liquid measure quality 60%
Liquid through m-phenylene diamine (MPD) extraction pipe extraction；
（2）The m-phenylene diamine (MPD) of extraction is directly injected into crystallizer, is heated to all into molten condition, control crystallizer drop
Warm rate is cooled to 75 DEG C of maintenance 5h with the rate decrease temperature crystalline of 2 DEG C/h, and crystallization terminates Mother liquor and put via crystallizer bleeder valve
Go out, be sent into next stage crystallizer and continue fusion-crystallization, operating process is same as above, and the series of crystallization process is 3 grades；
（3）The feed liquid obtained after multistage fusion-crystallization is collected, cooling in high pure nitrogen atmosphere, slice is carried
M-phenylene diamine (MPD) finished product after pure, through chromatogram ration analysis, impurity diaminotoluene content is about 26ppm, and m-phenylene diamine (MPD) is pure
Degree is 99.98%；Impure crystal layer in crystallizers at different levels is all heated to melting, net, collection, cooling, work are put by tapping valve
For the m-phenylene diamine (MPD) finished product of ordinary purity rank.
Embodiment 2：A kind of purification process of m-phenylene diamine (MPD), specifically comprises the following steps：
（1）Diaminotoluene total content is about 220ppm in m-phenylene diamine (MPD) ash product, wherein about 80% is 2,4- diamino first
Benzene, about 20% is 2,6- diaminotoluenes；The m-phenylene diamine (MPD) ash product melted in advance are continuously introduced into rectifying column, theoretical cam curve is
60 pieces；The continuous rectification at 5kPa, control rectifying column tower top temperature are 180 DEG C, and column bottom temperature is 200 DEG C, and m-phenylene diamine (MPD) is through tower
Top condenser cooling rear portion is allocated as returning to tower top through return duct for phegma, and control reflux ratio is 8, will account for total liquid measure quality 45%
Liquid through produce pipe extraction；
（2）The m-phenylene diamine (MPD) of extraction is directly injected into crystallizer, is heated to all into molten condition, control crystallizer drop
Warm rate is cooled to 72 DEG C of maintenance 8h with the rate decrease temperature crystalline of 1 DEG C/h, and crystallization terminates Mother liquor and put via crystallizer bleeder valve
Go out, be sent into next stage crystallizer and continue fusion-crystallization, operating process is same as above, and the series of crystallization process is 4 grades；
（3）The feed liquid obtained after multistage fusion-crystallization is collected, cooling in high-purity argon gas atmosphere, slice is carried
M-phenylene diamine (MPD) finished product after pure, through chromatogram ration analysis, impurity diaminotoluene content is about 19ppm, and m-phenylene diamine (MPD) is pure
Degree is 99.98%；Impure crystal layer in crystallizers at different levels is all heated to melting, net, collection, cooling, work are put by tapping valve
For the m-phenylene diamine (MPD) finished product of ordinary purity rank.
Embodiment 3：A kind of purification process of m-phenylene diamine (MPD), specifically comprises the following steps：
（1）Diaminotoluene total content is about 190ppm in m-phenylene diamine (MPD) ash product, wherein about 80% is 2,4- diamino first
Benzene, about 20% is 2,6- diaminotoluenes；The m-phenylene diamine (MPD) ash product melted in advance are continuously introduced into rectifying column, theoretical cam curve is
70 pieces；The continuous rectification at 1kPa, control rectifying column tower top temperature are 150 DEG C, and column bottom temperature is 170 DEG C, and m-phenylene diamine (MPD) is through tower
Top condenser cooling rear portion is allocated as returning to tower top through return duct for phegma, and control reflux ratio is 10, will account for total liquid measure quality 30%
Liquid through m-phenylene diamine (MPD) extraction pipe extraction；
（2）The m-phenylene diamine (MPD) of extraction is directly injected into crystallizer, is heated to all into molten condition, control crystallizer drop
Warm rate is cooled to 70 DEG C of maintenance 10h with the rate decrease temperature crystalline of 0.5 DEG C/h, and crystallization terminates Mother liquor via crystallizer tapping
Valve is released, and is sent into next stage crystallizer and is continued fusion-crystallization, and operating process is same as above, and the series of crystallization process is 4 grades；
（3）The feed liquid obtained after multistage fusion-crystallization is collected, in the mixed atmosphere of high pure nitrogen and high-purity argon gas
Cooling, slice, the m-phenylene diamine (MPD) finished product after being purified, through chromatogram ration analysis, impurity diaminotoluene content is about
11ppm, m-phenylene diamine (MPD) purity are 99.99%；Impure crystal layer in crystallizers at different levels is all heated to melting, by tapping valve
Put net, collection, cooling, the m-phenylene diamine (MPD) finished product as ordinary purity rank.
Embodiment 4：A kind of purification process of m-phenylene diamine (MPD), specifically comprises the following steps：
（1）Diaminotoluene total content is about 330ppm in m-phenylene diamine (MPD) ash product, wherein about 80% is 2,4- diamino first
Benzene, about 20% is 2,6- diaminotoluenes；The m-phenylene diamine (MPD) ash product melted in advance are continuously introduced into rectifying column, theoretical cam curve is
40 pieces；The continuous rectification at 7kPa, control rectifying column tower top temperature are 185 DEG C, and column bottom temperature is 206 DEG C, and m-phenylene diamine (MPD) is through tower
Top condenser cooling rear portion is allocated as returning to tower top through return duct for phegma, and control reflux ratio is 4, will account for total liquid measure quality 80%
Liquid through m-phenylene diamine (MPD) extraction pipe extraction；
（2）The m-phenylene diamine (MPD) of extraction is directly injected into crystallizer, is heated to all into molten condition, control crystallizer drop
Warm rate is cooled to 90 DEG C of maintenance 2h with the rate decrease temperature crystalline of 3.5 DEG C/h, and crystallization terminates Mother liquor via crystallizer bleeder valve
It releases, is sent into next stage crystallizer and continues fusion-crystallization, operating process is same as above, and the series of crystallization process is 2 grades；
（3）The feed liquid obtained after multistage fusion-crystallization is collected, cooling in high-purity helium atmosphere, slice is carried
M-phenylene diamine (MPD) finished product after pure, through chromatogram ration analysis, impurity diaminotoluene content is about 45ppm, and m-phenylene diamine (MPD) is pure
Degree is 99.95%；Impure crystal layer in crystallizers at different levels is all heated to melting, net, collection, cooling, work are put by tapping valve
For the m-phenylene diamine (MPD) finished product of ordinary purity rank.
Embodiment 5：A kind of purification process of m-phenylene diamine (MPD), specifically comprises the following steps：
（1）Diaminotoluene total content is about 270ppm in m-phenylene diamine (MPD) ash product, wherein about 80% is 2,4- diamino first
Benzene, about 20% is 2,6- diaminotoluenes；The m-phenylene diamine (MPD) ash product melted in advance are continuously introduced into rectifying column, theoretical cam curve is
80 pieces；The continuous rectification at 10kPa, control rectifying column tower top temperature are 190 DEG C, and column bottom temperature is 210 DEG C, and m-phenylene diamine (MPD) is through tower
Top condenser cooling rear portion is allocated as returning to tower top through return duct for phegma, and control reflux ratio is 15, will account for total liquid measure quality 80%
Liquid through m-phenylene diamine (MPD) extraction pipe extraction；
（2）The m-phenylene diamine (MPD) of extraction is directly injected into crystallizer, is heated to all into molten condition, control crystallizer drop
Warm rate is cooled to 80 DEG C of maintenance 12h with the rate decrease temperature crystalline of 5 DEG C/h, and crystallization terminates Mother liquor via crystallizer bleeder valve
It releases, is sent into next stage crystallizer and continues fusion-crystallization, operating process is same as above, and the series of crystallization process is 5 grades；
（3）Collect the feed liquid that is obtained after multistage fusion-crystallization, high pure nitrogen, high-purity helium, high-purity argon gas it is mixed
Close cooling, slice, the m-phenylene diamine (MPD) finished product after being purified, through chromatogram ration analysis, impurity diaminotoluene in atmosphere
Content is about 38ppm, and m-phenylene diamine (MPD) purity is 99.97%；Impure crystal layer in crystallizers at different levels is all heated to melting,
Net, collection, cooling, the m-phenylene diamine (MPD) finished product as ordinary purity rank are put by tapping valve.
Claims (10)
1. a kind of purification process of m-phenylene diamine (MPD) is process object with m-phenylene diamine (MPD) ash product, it is characterized in that, include the following steps：
（1）The m-phenylene diamine (MPD) ash product melted in advance are continuously introduced into rectifying column, the continuous rectification at 1-10kPa controls rectifying column tower top
Temperature is 140-190 DEG C, and column bottom temperature is 160-210 DEG C, and m-phenylene diamine (MPD) is allocated as through overhead condenser cooling rear portion as phegma
Tower top is returned to through return duct, control reflux ratio is 4-15, and the liquid for accounting for total liquid measure quality 50-80% is produced through m-phenylene diamine (MPD) and is managed
Extraction；（2）The m-phenylene diamine (MPD) of extraction is directly injected into crystallizer, is heated to all into molten condition, control crystallizer with
The rate decrease temperature crystalline of 0.5-5 DEG C/h, is cooled to 70-90 DEG C of maintenance 2-12h, and crystallization terminates Mother liquor via crystallizer bleeder valve
It releases, is sent into next stage crystallizer and continues fusion-crystallization, operating process is same as above；（3）Collection obtains after multistage fusion-crystallization
Feed liquid, cooling in inert protective atmosphere, be sliced, the m-phenylene diamine (MPD) finished product after purify, containing in crystallizers at different levels is miscellaneous
Matter crystal layer is all heated to melting, and net, collection, cooling, the m-phenylene diamine (MPD) finished product as ordinary purity rank are put by tapping valve.
2. the purification process of m-phenylene diamine (MPD) according to claim 1, it is characterised in that：In the m-phenylene diamine (MPD) ash product, two
The total content of amino toluene is 200-400ppm, wherein 80% is 2,4- diaminotoluenes, and 20% is 2,6- diaminotoluenes.
3. the purification process of m-phenylene diamine (MPD) according to claim 1, it is characterised in that：Step（1）In, the theory of rectifying column
The number of plates is 40-100 blocks.
4. the purification process of m-phenylene diamine (MPD) according to claim 1, it is characterised in that：Step（1）In, connect at 1-5kPa
The tower top temperature of continuous rectifying, rectifying column is 150-180 DEG C, and column bottom temperature is 170-200 DEG C, and overhead reflux ratio is 5-10.
5. the purification process of m-phenylene diamine (MPD) according to claim 1, it is characterised in that：Step（2）In, control crystallizer adds
Thermal power is cooled to 70-75 DEG C of maintenance 5-10h with the rate decrease temperature crystalline of 0.5-2 DEG C/h.
6. the purification process of m-phenylene diamine (MPD) according to claim 1, it is characterised in that：Step（2）In, the grade of crystallization process
Number is 2-5 grades.
7. the purification process of m-phenylene diamine (MPD) according to claim 1, it is characterised in that：Step（3）In, inert protective atmosphere
It is one or more in high pure nitrogen, high-purity helium, high-purity argon gas.
8. the purification process of m-phenylene diamine (MPD) according to claim 3, it is characterised in that：Step（1）In, the theory of rectifying column
The number of plates is 50-70 blocks.
9. the purification process of m-phenylene diamine (MPD) according to claim 6, it is characterised in that：Step（2）In, the grade of crystallization process
Number is 3 grades or 4 grades.
10. the purification process of m-phenylene diamine (MPD) according to claim 7, it is characterised in that：Step（3）In, inertia protects gas
Atmosphere is the mixed atmosphere of high pure nitrogen, high-purity argon gas or the two.
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| CN110511150A (en) * | 2019-09-17 | 2019-11-29 | 四川北方红光特种化工有限公司 | A method of preparing high-purity polymer grade m-phenylene diamine (MPD) |
| CN113307738B (en) * | 2021-05-31 | 2022-03-22 | 江苏方圆芳纶研究院有限公司 | Novel recrystallization process of phenylenediamine |
| CN113735718A (en) * | 2021-09-27 | 2021-12-03 | 江苏科富恺机械设备有限公司 | Method and system for continuously purifying m-phenylenediamine |
| CN113754546B (en) * | 2021-10-25 | 2023-10-03 | 沈阳感光化工研究院有限公司 | Method for purifying m-phenylenediamine |
| CN114249658A (en) * | 2021-12-23 | 2022-03-29 | 四川北方红光特种化工有限公司 | Method for preparing polymerization-grade m-phenylenediamine through melt crystallization and recycling mother liquor |
| CN114671768B (en) * | 2022-04-22 | 2023-09-12 | 上海东庚化工技术有限公司 | Industrial purifying method for hexamethylenediamine |
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