CN110204442A - A method of purification propylene glycol methyl ether acetate is recycled from spent organic solvent - Google Patents
A method of purification propylene glycol methyl ether acetate is recycled from spent organic solvent Download PDFInfo
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- CN110204442A CN110204442A CN201910433219.3A CN201910433219A CN110204442A CN 110204442 A CN110204442 A CN 110204442A CN 201910433219 A CN201910433219 A CN 201910433219A CN 110204442 A CN110204442 A CN 110204442A
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- ether acetate
- methyl ether
- propylene glycol
- glycol methyl
- kettle top
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention discloses a kind of method for recycling purification propylene glycol methyl ether acetate from spent organic solvent, and step includes: that active carbon is added in (1) in waste liquid, and stirring staticly settles, then solid impurity in filtering removal waste liquid；(2) by the metal ion of filtrate filtrate as obtained by ion exchange resin removal step (1), the lower propylene glycol methyl ether acetate of tenor is obtained；(3) by pure PMA rectifying together with entrainer hexamethylene, the azeotropic mixture that PMA and water are formed is destroyed, can be with efficient water-removing, and collect and obtain the propylene glycol methyl ether acetate of high-purity.The purpose of the present invention is to provide a kind of methods for recycling purification propylene glycol methyl ether acetate from spent organic solvent, can satisfy the requirement that propylene glycol methyl ether acetate is used as cleaning agent again, while reducing dangerous waste amount, reduce environmental pollution.
Description
Technical field
The invention belongs to solvent recovery fields, and in particular to a kind of to recycle purification propylene glycol monomethyl ether acetic acid from spent organic solvent
The method of ester.
Background technique
Propylene glycol methyl ether acetate (PMA), molecular formula C6H12O3, it is a kind of colourless transparent liquid, there is aromatic odor, is
A kind of important advanced industrial solvent；PMA solvent molecule structure is special, has ehter bond and hydroxyl the two groups, so to pole
Property and apolar substance all have preferable solvability.Due to PMA have low toxicity, solvent nature are high, thermal stability is excellent,
The features such as viscosity change is small and corrosivity is small can be widely applied in the industry such as detergent, ink, pluronic polymer and coating.
PMA and water are easily formed minimum azeotropic mixture, and 96.8 DEG C of azeotropic point, and PMA content is 49% in azeotropic mixture；Containing altogether
In the rectifying for boiling object, new entrainer is added, it is made to form new azeotropic mixture with components one or more kinds of in old azeotropic mixture,
Achieve the purpose that separation by destroying old azeotropic mixture.
With the increasingly promotion of environmental protection standard, comprehensive reutilization spent organic solvent, not only there is preferable economic benefit, and
And it can also reduce environmental protection of enterprise pressure.
Summary of the invention
The purpose of the present invention is to provide a kind of method for recycling purification propylene glycol methyl ether acetate from spent organic solvent, energy
Enough meet the requirement that propylene glycol methyl ether acetate is used as cleaning agent again, while reducing dangerous waste amount, reduces environmental pollution.
To achieve the above object, technical solution provided by the invention is as follows:
A method of purification propylene glycol methyl ether acetate being recycled from spent organic solvent, step includes:
(1) active carbon is added in waste liquid, stirs, staticly settles, then solid impurity in filtering removal waste liquid；
(2) metal ion that gained filtrate in step (1) is removed to filtrate by ion exchange resin, obtains tenor
Lower propylene glycol methyl ether acetate；
(3) pure propylene glycol methyl ether acetate is subjected to together with entrainer distillation operation, produces entrainer from kettle top
When with the azeotropic mixture of water, kettle top material enters phase separation tank, and upper layer entrainer returns to rectifying column and is recycled, lower water simple process
It is discharged after reaching standard；When kettle top extraction material is entrainer, entrainer component is collected；It is entrainer and third that kettle top, which produces material,
Transition portion between glycol methyl ether acetate collects interim fraction；When kettle top extraction material is propylene glycol methyl ether acetate, into
Enter propylene glycol methyl ether acetate storage tank；Kettle is residual from rectifying still bottom discharge and to be handled.
Further, in the step (1) active carbon dosage be waste liquid quality 4-6%.
Further, it is 2-5h that the time is staticly settled in the step (1).
Further, step (2) ion exchange resin includes D201 type macroreticular weakly base styrene series anion
One or both of resin and D113 type macropore weak-type acrylic acid series resin cation.
Further, entrainer includes hexamethylene in the step (2).
Further, the quality of the hexamethylene is 2-5 times of the quality of water.
Further, reflux ratio is 2-8, kettle temperature temperature when distillation operation operates in atmospheric conditions in the step (3)
It is 90-160 DEG C, kettle top temperature is 65-150 DEG C.
Further, when producing the azeotropic mixture of hexamethylene and water in the step (3) from kettle top, kettle top temperature is 63-
75 DEG C, reflux ratio 7-9；Temperature is 74-82 DEG C when producing hexamethylene from kettle top, reflux ratio 3-5；Entrainer is produced from kettle top
When the transition portion of hexamethylene and propylene glycol methyl ether acetate, kettle top temperature is 81-140 DEG C, reflux ratio 3-5；It is adopted from kettle top
Temperature is 140-150 DEG C when propylene glycol methyl ether acetate out, reflux ratio 1-3.
The present invention has the advantages that
1, technical solution provided by the invention, the electron level PMA of acquisition are colourless transparent liquid, no solid impurity, coloration
≤ 10, content >=99.8%, moisture < 0.05%, each metal ion of iron, copper, magnesium, arsenic, aluminium, manganese, tin, sodium, potassium, nickel, copper, cobalt
Content≤10ppb, can satisfy needs of the electron level PMA as cleaning agent；
2, when handling waste liquid containing PMA, select hexamethylene as entrainer, hexamethylene and water in 68.95 DEG C of formation azeotropic
Object, wherein cyclohexane content is 91%, efficiently goes to remove water using hexamethylene entrainer, and hexamethylene can also recycle.
Specific embodiment
The technical scheme of the present invention will be further described combined with specific embodiments below, but those skilled in the art will
It will be appreciated that how embodiment what follows is merely to illustrate using the present invention, and it is not construed as limiting the scope of the invention.Base
Embodiment in the present invention, it is obtained by those of ordinary skill in the art without making creative efforts it is all its
His embodiment, shall fall within the protection scope of the present invention.
Dedicated word " embodiment " herein, should not necessarily be construed as being better than as any embodiment illustrated by " exemplary " or
It is better than other embodiments.Testing performance index in this law embodiment, unless stated otherwise, using this field conventional methods,
Test condition is usual experiment condition.
It should be understood that it is to describe special embodiment that heretofore described term, which is only, it is not intended to limit this hair
Bright disclosure.Signified water in the present invention, composition and content, such as impurities content, must meet industrial land that abounds in rivers and lakes
Family's standard.Unless otherwise stated, all technical and scientific terms used herein has routine of the art
The normally understood identical meanings of technical staff.Indicate that the unit of material content is based on quality in terms of part.As in the present invention
Other raw material refer both to usually used raw material in the art.In addition, the measuring method about technical indicator of the invention is equal
To use standard method in the art, for details, reference can be made to newest national standards.
A kind of method recycling purification propylene glycol methyl ether acetate from spent organic solvent provided by the invention, step include:
(1) activated carbon adsorption is added in waste liquid to decolourize, stirs, staticly settles 2-5h, then filtering removal waste liquid
Middle solid impurity；
(2) metal ion that gained filtrate in step (1) is removed to filtrate by ion exchange resin, obtains tenor
Lower propylene glycol methyl ether acetate；Specifically, each metal ion content in obtained propylene glycol methyl ether acetate≤
10ppb；Wherein, ion exchange resin includes D201 type macroreticular weakly base styrene series anion resin and D113 type macropore weak acid
One or both of type acrylic acid series resin cation；
(3) pure propylene glycol methyl ether acetate is subjected to distillation operation together with entrainer；In the present invention, entrainer
Including but not limited to hexamethylene；The quality of hexamethylene is 2-5 times of the quality of water；
Reflux ratio is 2-8 when operating in atmospheric conditions, and kettle temperature temperature is 90-160 DEG C, and kettle top temperature is 65-150 DEG C；
When producing the azeotropic mixture of entrainer and water from kettle top, kettle top temperature is 63-75 DEG C, reflux ratio 7-9, kettle top material
Into phase separation tank, upper layer entrainer returns to rectifying column and is recycled, and lower water simple process is discharged after reaching standard；Kettle top extraction
Temperature is 74-82 DEG C when material is entrainer, reflux ratio 3-5, collects entrainer component；Kettle top produce material be entrainer and
When transition portion between propylene glycol methyl ether acetate, kettle top temperature is 81-140 DEG C, reflux ratio 3-5, collects interim fraction；
It is 140-150 DEG C that kettle top, which produces temperature when material is propylene glycol methyl ether acetate, reflux ratio 1-3, into propylene glycol monomethyl ether vinegar
Acid esters storage tank；Kettle is residual from rectifying still bottom discharge and to be handled.
Obtained electron level PMA be colourless transparent liquid, no solid impurity, coloration (Pt-Co scale)≤10, content >=
99.8%, moisture (Karl_Fischer method) < 0.05%, each metal of iron, copper, magnesium, arsenic, aluminium, manganese, tin, sodium, potassium, nickel, copper, cobalt from
Sub- content≤10ppb, can satisfy needs of the electron level PMA as cleaning agent；
Wherein, the step of colorimetric detection includes: the power switch device for being first turned on Lovibond PFXi chromascope, choosing
Color standard Pt-Co is selected, base line measurement is carried out；Then PMA sample is placed in sample room right end, closes cover board, click READ into
Row measurement, can be obtained the coloration result of PMA；
The step of water content detection includes: that will draw PMA liquid with 5mL syringe to be injected into the survey of karl Fischer auto moisture
Determine in instrument, input PMA mass, runs instrument, obtain the content of moisture in PMA sample；
Metal ion content detect the step of include:
It is detected using atomic absorption spectrophotometer (model: AA-6880F/AAC)；Voltage pressure stabilizing instrument switch is first turned on,
Computer operating softwares are then turned on, host power supply, graphite furnace power supply, autosampler power supply are successively opened；Then instrument is clicked " even
Connect " button, open instrument self checking；Graphite furnace origin position is adjusted, after completing spectral line search, origin memory is clicked, adjusts graphite
Furnace nozzle location；It finally clicks and starts to test, PMA sample in autosampler pipette samples disk respectively obtains the suction of each element
Constituent content can be obtained by corresponding metallic element standard curve in luminosity；
The content of hexamethylene and propylene glycol methyl ether acetate can be measured directly by gas-chromatography.
In the present invention, the spent organic solvent containing PMA is mainly by propylene glycol monomethyl ether acetic acid, water and other impurities N- group
At.
Embodiment 1
The spent organic solvent 100kg containing PMA is taken, chemical analysis and content are as follows:
Purification propylene glycol methyl ether acetate is recycled as described in embodiment 1-2 from above-mentioned spent organic solvent:
(1) solid suspension will be removed by sand filtration containing 78.8% PMA waste liquid, kettle is settled into raw material, in waste liquid
Activated carbon adsorption is added to decolourize, the additional amount amount of the active carbon is the 5% of the quality of PMA waste liquid, and stirring staticly settles
3h, then filtering removes solid impurity in waste liquid；
(2) gained filtrate in step (1) is first used into D201 type macroreticular weakly base styrene series anion resin adsorption, then used
The metal ion of D113 type macropore weak-type acrylic acid series resin cation Adsorption filtrate obtains tenor lower third
Glycol methyl ether acetate；Specifically, each metal ion content≤10ppb in obtained propylene glycol methyl ether acetate；
(3) pure propylene glycol methyl ether acetate is subjected to distillation operation together with entrainer hexamethylene；The hexamethylene
Quality be 3 times of quality of water；
When producing the azeotropic mixture of entrainer hexamethylene and water from kettle top, kettle top temperature is 65 DEG C, reflux ratio 8, kettle top object
Material enters phase separation tank, and the content for being detected water is 99.1%；Upper layer entrainer hexamethylene returns to rectifying column and is recycled, lower water
Simple process is discharged after reaching standard；
It is 80 DEG C that kettle top, which produces temperature when material is entrainer, and reflux ratio 4 collects entrainer hexamethylene component, through examining
The content for surveying hexamethylene is 99.3%；
When kettle top produces transition portion of the material between entrainer hexamethylene and propylene glycol methyl ether acetate, kettle top temperature
It is 140 DEG C, reflux ratio 5 collects interim fraction, and the content for being detected hexamethylene is 32.1%；
It is 148 DEG C that kettle top, which produces temperature when material is propylene glycol methyl ether acetate, reflux ratio 2, into propylene glycol monomethyl ether
Acetate storage tank is 61.2kg, moisture 0.042%, content 99.82%, coloration 6, each metal ion through detection PMA mass
Content≤10ppb；
Kettle is residual from rectifying still bottom discharge and to be handled.
Embodiment 2
The spent organic solvent 100kg containing PMA is taken, chemical analysis and content are as follows:
| Chemical component | Content | Boiling point (DEG C) |
| Propylene glycol monomethyl ether acetic acid (PMA) | 65.3% | 146 |
| Water | 27.6% | 100 |
| Other | 7.1% | \ |
Purification propylene glycol methyl ether acetate is recycled as described in embodiment 3-4 from above-mentioned spent organic solvent:
(1) solid suspension will be removed by sand filtration containing 65.3% PMA waste liquid, kettle is settled into raw material, in waste liquid
Activated carbon adsorption is added to decolourize, the additional amount amount of the active carbon is the 4% of the quality of PMA waste liquid, and stirring staticly settles
4h, then filtering removes solid impurity in waste liquid；
(2) gained filtrate in step (1) is first used into D201 type macroreticular weakly base styrene series anion resin adsorption, then used
The metal ion of D113 type macropore weak-type acrylic acid series resin cation Adsorption filtrate obtains tenor lower third
Glycol methyl ether acetate；Specifically, each metal ion content≤10ppb in obtained propylene glycol methyl ether acetate；
(3) pure propylene glycol methyl ether acetate is subjected to distillation operation together with entrainer hexamethylene；The hexamethylene
Quality be 2.5 times of quality of water；
When producing the azeotropic mixture of entrainer hexamethylene and water from kettle top, kettle top temperature is 70 DEG C, reflux ratio 8, kettle top object
Material enters phase separation tank, through the content 99.3% for detecting water；Upper layer entrainer hexamethylene returns to rectifying column and is recycled, lower water letter
Single processing is discharged after reaching standard；
It is 81 DEG C that kettle top, which produces temperature when material is entrainer, and reflux ratio 4 collects entrainer hexamethylene component, through examining
The content for surveying hexamethylene is 99.1%；
When kettle top produces transition portion of the material between entrainer hexamethylene and propylene glycol methyl ether acetate, kettle top temperature
It is 140 DEG C, reflux ratio 4 collects interim fraction, and the content for being detected hexamethylene is 38.2%；
It is 150 DEG C that kettle top, which produces temperature when material is propylene glycol methyl ether acetate, reflux ratio 2, into propylene glycol monomethyl ether
Acetate storage tank is 58.1kg, moisture 0.035%, content 99.86%, coloration 5, each metal ion through detection PMA mass
Content≤10ppb；
Kettle is residual from rectifying still bottom discharge and to be handled.
The method that above embodiments show the recycling purification propylene glycol methyl ether acetate provided through the invention, obtains
Electron level PMA is colourless transparent liquid, no solid impurity, coloration (Pt-Co scale)≤10, content >=99.8%, moisture (card
Er Feixiufa) < 0.05%, each metal ion content of iron, copper, magnesium, arsenic, aluminium, manganese, tin, sodium, potassium, nickel, copper, cobalt≤
10ppb can satisfy needs of the electron level PMA as cleaning agent.
Finally, it should be noted that above embodiments are only to illustrate the present invention and not limit technology described in the invention
Scheme；Those skilled in the art should understand that still can modify to the present invention or equivalent replacement；And all are not
It is detached from the technical solution and its improvement of the spirit and scope of the present invention, should all be covered within the scope of the claims of the present invention.
Claims (8)
1. a kind of method for recycling purification propylene glycol methyl ether acetate from spent organic solvent, which is characterized in that step includes:
(1) active carbon is added in waste liquid, stirs, staticly settles, then solid impurity in filtering removal waste liquid；
(2) metal ion that gained filtrate in step (1) is removed to filtrate by ion exchange resin, it is lower to obtain tenor
Propylene glycol methyl ether acetate；
(3) pure propylene glycol methyl ether acetate is subjected to together with entrainer distillation operation, produces entrainer and water from kettle top
Azeotropic mixture when, kettle top material enters phase separation tank, and upper layer entrainer returns to rectifying column and is recycled, and lower water simple process reaches
It is discharged after standard；When kettle top extraction material is entrainer, entrainer component is collected；It is entrainer and propylene glycol that kettle top, which produces material,
Transition portion between methyl ether acetate collects interim fraction；When kettle top extraction material is propylene glycol methyl ether acetate, into third
Glycol methyl ether acetate storage tank；Kettle is residual from rectifying still bottom discharge and to be handled.
2. the method according to claim 1, wherein the dosage of active carbon is waste liquid quality in the step (1)
4-6%.
3. the method according to claim 1, wherein staticly settling the time in the step (1) is 2-5h.
4. the method according to claim 1, wherein the step (2) ion exchange resin includes D201 type
One of macroreticular weakly base styrene series anion resin and D113 type macropore weak-type acrylic acid series resin cation or two
Kind.
5. the method according to claim 1, wherein entrainer includes hexamethylene in the step (2).
6. according to the method described in claim 5, it is characterized in that, the quality of the hexamethylene is 2-5 times of the quality of water.
7. according to the method described in claim 5, it is characterized in that, distillation operation is grasped in atmospheric conditions in the step (3)
Reflux ratio is 2-8 when making, and kettle temperature temperature is 90-160 DEG C, and kettle top temperature is 65-150 DEG C.
8. according to the method described in claim 5, it is characterized in that, hexamethylene and water are produced in the step (3) from kettle top
Azeotropic mixture when, kettle top temperature be 63-75 DEG C, reflux ratio 7-9；Temperature is 74-82 DEG C when producing hexamethylene from kettle top, reflux
Than for 3-5；When producing the transition portion of entrainer hexamethylene and propylene glycol methyl ether acetate from kettle top, kettle top temperature is 81-140
DEG C, reflux ratio 3-5；Temperature is 140-150 DEG C when producing propylene glycol methyl ether acetate from kettle top, reflux ratio 1-3.
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| CN114409500B (en) * | 2022-01-25 | 2024-03-15 | 福建钰融科技有限公司 | Method for recovering propylene glycol methyl ether and propylene glycol monomethyl ether acetate from electronic waste liquid |
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| CN114409500B (en) * | 2022-01-25 | 2024-03-15 | 福建钰融科技有限公司 | Method for recovering propylene glycol methyl ether and propylene glycol monomethyl ether acetate from electronic waste liquid |
| WO2023210370A1 (en) * | 2022-04-26 | 2023-11-02 | オルガノ株式会社 | Organic solvent purification method and purification apparatus |
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