CN116375665A - Mixed waste liquid refining and recycling process containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine - Google Patents
Mixed waste liquid refining and recycling process containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine Download PDFInfo
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- CN116375665A CN116375665A CN202310365102.2A CN202310365102A CN116375665A CN 116375665 A CN116375665 A CN 116375665A CN 202310365102 A CN202310365102 A CN 202310365102A CN 116375665 A CN116375665 A CN 116375665A
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- piperazine
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- 239000007788 liquid Substances 0.000 title claims abstract description 67
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 title claims abstract description 62
- WFCSWCVEJLETKA-UHFFFAOYSA-N 2-piperazin-1-ylethanol Chemical compound OCCN1CCNCC1 WFCSWCVEJLETKA-UHFFFAOYSA-N 0.000 title claims abstract description 59
- 238000004064 recycling Methods 0.000 title claims abstract description 29
- 238000000034 method Methods 0.000 title claims abstract description 24
- 239000010812 mixed waste Substances 0.000 title claims abstract description 20
- 238000007670 refining Methods 0.000 title claims abstract description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 55
- 238000000605 extraction Methods 0.000 claims abstract description 21
- 239000010808 liquid waste Substances 0.000 claims abstract description 17
- 239000003960 organic solvent Substances 0.000 claims abstract description 14
- 238000009835 boiling Methods 0.000 claims abstract description 11
- 238000002156 mixing Methods 0.000 claims abstract description 7
- 238000004821 distillation Methods 0.000 claims description 10
- 238000007599 discharging Methods 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 6
- 238000005065 mining Methods 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- 238000005070 sampling Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 abstract description 6
- 239000002699 waste material Substances 0.000 description 10
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 8
- 238000011084 recovery Methods 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920002120 photoresistant polymer Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical group CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- PLDUPXSUYLZYBN-UHFFFAOYSA-N Fluphenazine Chemical compound C1CN(CCO)CCN1CCCN1C2=CC(C(F)(F)F)=CC=C2SC2=CC=CC=C21 PLDUPXSUYLZYBN-UHFFFAOYSA-N 0.000 description 1
- 208000028017 Psychotic disease Diseases 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000013064 chemical raw material Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000003009 desulfurizing effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 229960002690 fluphenazine Drugs 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
Abstract
The invention discloses a process for refining and recycling mixed waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine, which comprises the steps of firstly collecting stripping liquid waste liquid containing N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine, adding an ether organic solvent into the stripping liquid waste liquid as an extractant, uniformly mixing, vibrating and shaking for extraction, and standing for layering; and separating the N-hydroxyethyl piperazine-ether solution at the upper layer after standing and layering and hydroxyethyl ethylenediamine at the lower layer, and then respectively sending the separated N-hydroxyethyl piperazine-ether solution and hydroxyethyl ethylenediamine at the lower layer into a rectifying tower for reduced pressure rectification, thereby respectively obtaining N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine with the purity of more than 99 percent. By utilizing the method provided by the invention, the hydroxyethyl piperazine with similar boiling points in the stripping liquid waste liquid can be separated from the hydroxyethyl ethylenediamine, so that the high-purity electronic chemical is obtained.
Description
Technical Field
The invention belongs to the technical field of separation and purification of fine chemicals, and particularly relates to a process for refining and recycling mixed waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine.
Background
In general, in the process of manufacturing printed circuit boards, liquid crystal display panels, semiconductor integrated circuits, and the like, a plurality of pattern mask irradiation exposure and etching steps are required to form a multi-layer precise microcircuit on a silicon wafer or a glass substrate, and after forming the microcircuit, a photoresist coated on a protective region of the microcircuit as a mask is further removed by a stripping solution. The production process of printed circuit board, liquid crystal display panel, etc. is complex, the technological process is long, and the used medicament is many, and in the whole process, the process of using stripping liquid includes photoresist removal, demoulding, photoresist removal, etc. so that the production quantity of stripping liquid waste liquid is large. The stripping liquid waste liquid is dark black and has large smell, is a mixture composed of organic amine and polar organic solvent, and can be used for recycling resources. One such example is a mixture of N-hydroxyethyl piperazine (HEP) and hydroxyethyl ethylenediamine (AEEA). N-hydroxyethyl piperazine is an important intermediate for producing triethylene diamine, surfactant, medicine and pesticide, and can be used for synthesizing psychosis medicine fluphenazine and the like; meanwhile, the N-hydroxyethyl piperazine is an excellent desulfurizing and decarbonizing agent, can be widely used in the environmental protection industry, can be used as an electronic chemical, and is applied to the electronic industry. Hydroxyethyl ethylenediamine is an important medical and daily chemical raw material, and can be used for producing corrosion inhibitors, photostabilizers, vulcanization accelerators, piperazine and other medical intermediates. In the aspect of surfactant, the cationic and zwitterionic imidazoline surfactants produced by taking hydroxyethyl ethylenediamine as raw materials account for more than 90% of the total production capacity of the surfactant.
The existing stripping solution recovery technology mainly uses distillation, but the recovery is often a mixed solvent, the product quality is lower, the use value is lower, and the application is greatly limited. For the recovery of the high-purity product of the stripping waste liquid of the HEP and the AEEA, the traditional rectification cannot realize separation, because the boiling points of the HEP and the AEEA are very close, the rectification needs great energy consumption, and meanwhile, the high-purity electronic chemical purity requirement cannot be met.
The patent with publication number CN109970591A discloses a process for recovering high-purity N-methylformamide from waste stripping liquid, which separates N-methylformamide (NMF) with a boiling point close to that of diethylene glycol methyl ether by utilizing a technical principle of combining melt crystallization and rectification, so as to obtain high-purity N-methylformamide; there is no prior art related mature solution for recovering high purity N-hydroxyethyl piperazine (HEP) and hydroxyethyl ethylenediamine (AEEA) from spent stripper.
Disclosure of Invention
In order to overcome the defects of the prior art, the invention provides a process for refining and recycling mixed waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine, and according to the characteristic that HEP and ether of the stripping waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine are mixed and dissolved in ether, AEEA is slightly dissolved in ether, and the HEP and AEEA are separated in a mode of extraction and rectification, so that high-purity monocotyledonous chemicals can be obtained after separation.
The technical scheme of the invention is as follows:
the invention provides a process for refining and recycling mixed waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine, which specifically comprises the following steps:
(1) And (3) extraction layering: collecting stripping liquid waste liquid containing N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine, adding an ether organic solvent into the stripping liquid waste liquid as an extractant, uniformly mixing, shaking, extracting, and standing for layering;
(2) And (3) rectifying: and (3) separating the N-hydroxyethyl piperazine-ether solution at the upper layer after standing and layering and hydroxyethyl ethylenediamine at the lower layer, and then respectively delivering the separated N-hydroxyethyl piperazine-ether solution and hydroxyethyl ethylenediamine at the lower layer into a rectifying tower for reduced pressure rectification, thereby obtaining the N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine with the purity of more than 99%.
Preferably, in the step (1), the boiling point of the ether-type organic solvent is below 160 ℃, and the ether-type organic solvent may be diethyl ether, propyl ether, butyl ether, etc.
Preferably, the volume ratio of the extractant to the waste liquid of the stripping liquid is 1 (1-8), and the selected ether organic solvents are different in terms of solubility, so that the volume ratio of the extractant to the waste liquid of the stripping liquid is different according to the selection of the different ether organic solvents.
Preferably, the extraction in the step (1) is performed at normal temperature, and after stirring for 1-4 hours, the mixture is allowed to stand for 2-8 hours to realize layering.
Preferably, in the step (2), double-tower rectification is selected, the vacuum degree of one tower is in the range of 5-50KPa, the tower top temperature is 45-80 ℃, the tower bottom temperature is 130-170 ℃, reduced pressure rectification is carried out in one tower to remove light components, and the extraction agent is collected and recycled between 60-120 ℃ on the side of the tower according to the difference of the boiling points of the extraction agent; the second tower is subjected to reduced pressure rectification under the ultimate vacuum of less than 2KPa, the temperature of the top of the tower is 85-110 ℃, and the temperature of the tower kettle is 150-180 ℃.
The invention also provides a mixed waste liquid refining and recycling system containing the hydroxyethyl piperazine and the hydroxyethyl ethylenediamine, which comprises an extraction tank, an N-hydroxyethyl piperazine mixed liquid tank, a hydroxyethyl ethylenediamine mixed liquid tank and a reduced pressure distillation system; the feed inlets of the N-hydroxyethyl piperazine mixed liquid tank and the hydroxyethyl ethylenediamine mixed liquid tank are respectively communicated with the side wall and the bottom of the extraction tank, and the discharge outlets are respectively communicated with the reduced pressure distillation system; the reduced pressure distillation system is a double-tower rectification comprising a No. 1 rectification tower and a No. 2 rectification tower; the tower sides of the No. 1 rectifying tower and the No. 2 rectifying tower are connected with a top sampling system and a discharging system, and the tower bottom is communicated with a reboiler; the No. 1 rectifying tower is communicated with the No. 2 rectifying tower through a feed pump, so that double-tower rectification is realized.
Further, the top mining system comprises a condenser, a vacuumizing system and a reflux pump which are communicated with the tower kettle; the water is collected after condensing the top of the No. 1 rectifying tower, and the distilled light component is collected after condensing the top of the No. 2 rectifying tower.
Further, the discharging system comprises a cooler, a collecting tank, a collecting pump and a vacuumizing system which are communicated with the tower side; collecting and recycling extractant after cooling the tower side of the No. 1 rectifying tower; and (3) cooling the tower side of the No. 2 rectifying tower, and collecting the refined and recovered N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine.
Compared with the prior art, the invention has the beneficial effects that:
1. the invention provides a process for refining and recycling mixed waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine, which adopts the technical means of combining extraction and rectification, and utilizes the characteristic of miscibility of HEP and ether, thereby not only solving the recycling problem of hydroxyethyl piperazine and hydroxyethyl ethylenediamine with similar boiling points, but also obtaining hydroxyethyl piperazine and hydroxyethyl ethylenediamine with high purity, meeting the requirement of 99% of purity of electronic chemicals and overcoming the technical problem of low purity of rectification recycling products in the prior art;
2. the amount of the extractant in the invention can cause the loss of the hydroxyethyl ethylenediamine, the larger the amount of the extractant is, the more the loss of the hydroxyethyl ethylenediamine is, and the purity of the N-hydroxyethyl piperazine is low; conversely, the low purity of hydroxyethyl ethylenediamine can be caused by insufficient extractant consumption, so the volume ratio of the designed extractant to the stripping liquid waste liquid is 1:
(1～8)；
3. the recovery method provided by the invention also makes up the blank in the field of high-purity recovery of hydroxyethyl piperazine and hydroxyethyl ethylenediamine contained in the stripping waste liquid in the prior art, has the advantages of simple process and easy operation, and is suitable for industrial production, wherein the ether extractant can be recovered and recycled after rectification.
Drawings
FIG. 1 is a diagram of a HEP and AEEA recovery system of the present invention.
Detailed Description
The following description of the technical solutions in the embodiments of the present invention will be clear and complete, and it is obvious that the described embodiments are only some embodiments of the present invention, but not all embodiments.
The ether organic reagent used in the invention is a commercial product, and the stripping waste liquid is recovered by an electronic chemical factory.
Example 1
A process for refining and recycling mixed waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine specifically comprises the following steps:
(1) And (3) extraction layering: collecting stripping liquid waste liquid containing N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine, adding an ether organic solvent into the stripping liquid waste liquid as an extractant, uniformly mixing, shaking at normal temperature for 1h for extraction, and standing for 2h for layering; in the embodiment, the ether organic solvent is diethyl ether, and the volume ratio of diethyl ether to stripping waste liquid is 1:1;
(2) And (3) rectifying: separating N-hydroxyethyl piperazine-ether solution at the upper layer and hydroxyethyl ethylenediamine at the lower layer after standing and layering, respectively sending into a double tower for reduced pressure rectification, wherein the vacuum degree of one tower is 5-20KPa, the tower top temperature is 45-50 ℃, the tower bottom temperature is 130-140 ℃, carrying out reduced pressure rectification in one tower to remove light components, and collecting and recycling extractant at the side of the tower between 60-80 ℃ according to the difference of boiling points of the extractant; the second tower is subjected to reduced pressure rectification under the extreme vacuum of less than 2KPa, the temperature of the top of the tower is 85-95 ℃, and the temperature of the bottom of the tower is 150-160 ℃, so that N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine with the purity of more than 99% are respectively obtained.
Example 2
A process for refining and recycling mixed waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine specifically comprises the following steps:
(1) And (3) extraction layering: collecting stripping liquid waste liquid containing N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine, adding an ether organic solvent into the stripping liquid waste liquid as an extractant, uniformly mixing, shaking at normal temperature for 4 hours for extraction, and standing for 8 hours to realize layering; in the embodiment, the ether organic solvent is n-butyl ether, and the volume ratio of the diethyl ether to the stripping waste liquid is 1:8;
(2) And (3) rectifying: separating N-hydroxyethyl piperazine-ether solution at the upper layer and hydroxyethyl ethylenediamine at the lower layer after standing and layering, respectively sending into a double tower for reduced pressure rectification, wherein the vacuum degree of one tower is in a range of 20-35KPa, the tower top temperature is 65-80 ℃, the tower bottom temperature is 155-170 ℃, carrying out reduced pressure rectification in one tower to remove light components, and collecting and recycling extractant at the side of the tower between 100-120 ℃ according to the difference of boiling points of the extractant; the second tower is subjected to reduced pressure rectification under the extreme vacuum of less than 2KPa, the temperature of the top of the tower is 105-110 ℃, and the temperature of the bottom of the tower is 170-180 ℃, so that N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine with the purity of more than 99% are respectively obtained.
Example 3
A process for refining and recycling mixed waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine specifically comprises the following steps:
(1) And (3) extraction layering: collecting stripping liquid waste liquid containing N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine, adding an ether organic solvent into the stripping liquid waste liquid as an extractant, uniformly mixing, shaking at normal temperature for 2 hours for extraction, and standing for 6 hours to realize layering; in the embodiment, the ether organic solvent is isopropyl ether, and the volume ratio of isopropyl ether to stripping waste liquid is 1:2;
(2) And (3) rectifying: separating N-hydroxyethyl piperazine-ether solution at the upper layer and hydroxyethyl ethylenediamine at the lower layer after standing and layering, respectively sending into a double tower for reduced pressure rectification, wherein the vacuum degree of one tower is in a range of 35-50KPa, the tower top temperature is 50-65 ℃, the tower bottom temperature is 140-155 ℃, carrying out reduced pressure rectification in one tower to remove light components, and collecting and recycling extractant at the side of the tower between 80-100 ℃ according to the difference of boiling points of the extractant; the second tower is subjected to reduced pressure rectification under the extreme vacuum of less than 2KPa, the temperature of the top of the tower is 95-105 ℃, and the temperature of the bottom of the tower is 160-170 ℃, so that N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine with the purity of more than 99% are respectively obtained.
Example 4
Referring to fig. 1, a mixed waste liquid refining and recycling system containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine comprises an extraction tank, an N-hydroxyethyl piperazine mixed liquid tank, an hydroxyethyl ethylenediamine mixed liquid tank and a reduced pressure distillation system; the feed inlets of the N-hydroxyethyl piperazine mixed liquid tank and the hydroxyethyl ethylenediamine mixed liquid tank are respectively communicated with the side wall and the bottom of the extraction tank, and the discharge outlets are respectively communicated with the reduced pressure distillation system; the reduced pressure distillation system is a double-tower rectification system, and comprises a No. 1 rectification tower and a No. 2 rectification tower, wherein the No. 1 rectification tower is communicated with the No. 2 rectification tower through a feed pump, and the discharged material of the No. 1 rectification tower is led into the No. 2 rectification tower to realize double-tower rectification; the tower sides of the No. 1 rectifying tower and the No. 2 rectifying tower are connected with a top sampling system and a discharging system; the top mining system comprises a condenser, a vacuumizing system and a reflux pump which are communicated with the tower kettle; the method comprises the steps that water is collected after condensing the tower top of the No. 1 rectifying tower, distilled light components are collected after condensing the tower top of the No. 2 rectifying tower, and a vacuum pumping system is used for maintaining the vacuum state in a tower kettle; the bottoms of the No. 1 rectifying tower and the No. 2 rectifying tower are communicated with a reboiler, the material liquid level in the reboiler and the liquid level in the rectifying tower are at the same height, and the liquid level evaporated from the bottoms is continuously supplemented through the reboiler; the tower side of the No. 1 rectifying tower is communicated with a discharging system and is used for collecting and recycling the extractant after cooling; the tower side of the No. 2 rectifying tower is communicated with a discharging system and is used for collecting, refining and recycling N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine after cooling; the discharging system comprises a cooler, a collecting tank, a collecting pump and a vacuumizing system which are communicated with the tower side, and the vacuumizing system is used for maintaining the vacuum state in the tower kettle; the bottom of the No. 2 rectifying tower is also provided with a residual liquid pump, and residual liquid after rectification is discharged to a waste water collecting position.
The invention has been described with respect to the above-described embodiments, however, the above-described embodiments are merely examples of practicing the invention. It should be noted that the disclosed embodiments do not limit the scope of the invention. On the contrary, the intention is to cover all modifications, equivalents, and alternatives falling within the spirit and scope of the invention.
Claims (8)
1. A process for refining and recycling mixed waste liquid containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine is characterized by comprising the following steps:
(1) And (3) extraction layering: collecting stripping liquid waste liquid containing N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine, adding an ether organic solvent into the stripping liquid waste liquid as an extractant, uniformly mixing, shaking, extracting, and standing for layering;
(2) And (3) rectifying: and (3) separating the N-hydroxyethyl piperazine-ether solution at the upper layer after standing and layering and hydroxyethyl ethylenediamine at the lower layer, and then respectively delivering the separated N-hydroxyethyl piperazine-ether solution and hydroxyethyl ethylenediamine at the lower layer into a rectifying tower for reduced pressure rectification, thereby obtaining the N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine with the purity of more than 99%.
2. The process for purifying and recovering a mixed waste liquid containing hydroxyethylpiperazine and hydroxyethylethylenediamine according to claim 1, wherein the boiling point of the ether-type organic solvent in the step (1) is 160 ℃ or lower.
3. The process for refining and recycling the mixed waste liquid containing the hydroxyethyl piperazine and the hydroxyethyl ethylenediamine according to claim 1, wherein the volume ratio of the extractant to the stripping liquid waste liquid is 1 (1-8).
4. The process for refining and recycling the mixed waste liquid containing the hydroxyethyl piperazine and the hydroxyethyl ethylenediamine according to claim 1, wherein the extraction in the step (1) is performed at normal temperature, and the steps of stirring for 1-4 hours, uniformly mixing, and standing for 2-8 hours to realize layering.
5. The process for refining and recycling the mixed waste liquid containing the hydroxyethyl piperazine and the hydroxyethyl ethylenediamine according to claim 1, wherein in the step (2), double-tower rectification is selected, the vacuum degree of one tower is in a range of 5-50KPa, the tower top temperature is 45-80 ℃, the tower bottom temperature is 130-170 ℃, and the acquisition temperature is 60-120 ℃ at the tower side according to different boiling points of an extractant; the second tower is subjected to reduced pressure rectification under the ultimate vacuum of less than 2KPa, the temperature of the top of the tower is 85-110 ℃, and the temperature of the tower kettle is 150-180 ℃.
6. A mixed waste liquid refining and recycling system containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine is characterized in that: comprises an extraction tank, an N-hydroxyethyl piperazine mixed liquid tank, an hydroxyethyl ethylenediamine mixed liquid tank and a reduced pressure distillation system; the feed inlets of the N-hydroxyethyl piperazine mixed liquid tank and the hydroxyethyl ethylenediamine mixed liquid tank are respectively communicated with the side wall and the bottom of the extraction tank, and the discharge outlets are respectively communicated with the reduced pressure distillation system; the reduced pressure distillation system is a double-tower rectification comprising a No. 1 rectification tower and a No. 2 rectification tower; the tower sides of the No. 1 rectifying tower and the No. 2 rectifying tower are connected with a top sampling system and a discharging system, and the tower bottom is communicated with a reboiler; the No. 1 rectifying tower is communicated with the No. 2 rectifying tower through a feed pump, so that double-tower rectification is realized.
7. The system for refining and recycling the mixed waste liquid containing the hydroxyethyl piperazine and the hydroxyethyl ethylenediamine according to claim 6, wherein the system comprises the following components: the top mining system comprises a condenser, a vacuumizing system and a reflux pump which are communicated with the tower kettle; the water is collected after condensing the top of the No. 1 rectifying tower, and the distilled light component is collected after condensing the top of the No. 2 rectifying tower.
8. The system for refining and recycling the mixed waste liquid containing the hydroxyethyl piperazine and the hydroxyethyl ethylenediamine according to claim 6, wherein the system comprises the following components: the discharging system comprises a cooler, a collecting tank, a collecting pump and a vacuumizing system which are communicated with the tower side; collecting and recycling extractant after cooling the tower side of the No. 1 rectifying tower; and (3) cooling the tower side of the No. 2 rectifying tower, and collecting the refined and recovered N-hydroxyethyl piperazine and hydroxyethyl ethylenediamine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310365102.2A CN116375665A (en) | 2023-04-07 | 2023-04-07 | Mixed waste liquid refining and recycling process containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine |
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| CN202310365102.2A CN116375665A (en) | 2023-04-07 | 2023-04-07 | Mixed waste liquid refining and recycling process containing hydroxyethyl piperazine and hydroxyethyl ethylenediamine |
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