CN101003506A - Extraction agent of caprolactam - Google Patents
Extraction agent of caprolactam Download PDFInfo
- Publication number
- CN101003506A CN101003506A CN 200710062930 CN200710062930A CN101003506A CN 101003506 A CN101003506 A CN 101003506A CN 200710062930 CN200710062930 CN 200710062930 CN 200710062930 A CN200710062930 A CN 200710062930A CN 101003506 A CN101003506 A CN 101003506A
- Authority
- CN
- China
- Prior art keywords
- hexanolactam
- extraction agent
- caprolactam
- extraction
- carbon alcohol
- 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.)
- Pending
Links
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 title claims abstract description 48
- 238000000605 extraction Methods 0.000 title claims abstract description 36
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- 150000001335 aliphatic alkanes Chemical class 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 24
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 12
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 9
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 claims description 8
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 claims description 8
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 claims description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 5
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 claims description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 3
- 239000002994 raw material Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 230000008901 benefit Effects 0.000 abstract description 3
- 238000004945 emulsification Methods 0.000 abstract description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- 238000005191 phase separation Methods 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 238000000034 method Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- AWSFEOSAIZJXLG-UHFFFAOYSA-N azepan-2-one;hydrate Chemical compound O.O=C1CCCCCN1 AWSFEOSAIZJXLG-UHFFFAOYSA-N 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229920002292 Nylon 6 Polymers 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000005192 partition Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- -1 enanthol Chemical compound 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
This invention discloses an extractant for caprolactam, which is a composition of C6-8 alkane 5-50 parts, and low carbon alcohol 50-95 parts. The low carbon alcohol component has high extraction ability to caprolactam, which has a distribution coefficient of 1.0 in low carbon alcohol-water system. The distribution coefficient can increase with the decrease of caprolactam content. The extractant has such advantages as good phase separation performance, low extractant loss, no emulsification, high extraction ability, controllable selectivity, easy reverse extraction, high caprolactam recovery rate, and no pollution.
Description
Technical field
The invention belongs to chemical material field.Be particularly related to a kind of extraction agent of hexanolactam.
Background technology
Hexanolactam is a kind of important Organic Chemicals, is mainly used in to produce nylon 6 fiber, plastics and film.Hexanolactam still is a kind of excellent solvent, and the field has a wide range of applications.Hexanolactam is soluble in water, producing and using in the process of hexanolactam, can produce the aqueous solution that contains hexanolactam in a large number.For example, DSM/HPO method and SNIA method are produced in the process of hexanolactam, and the concentration of the crude caprolactam water solution that reaction obtains is all at 60wt%～70wt%; In the process of producing the polycaprolactam section, can produce the caprolactam water solution that concentration is lower than 10wt%.Separating hexanolactam from these aqueous solution can reduce hexanolactam consumption and avoid environmental pollution.
The method of separating hexanolactam from the aqueous solution has absorption, extraction, crystallization etc. multiple.Wherein, extraction process is having comprehensive advantage aspect separation capacity, running cost and the selectivity, has obtained general and successful application in commercial run, is the most effective means of preliminary purification hexanolactam in the crude caprolactam water solution.About the research of hexanolactam extraction agent, that has reported has benzene, toluene, heptanone, trieline, ethylene dichloride, chloroform, enanthol, chloroform, an oil of mirbane etc.Benzene and toluene are the most frequently used hexanolactam extraction solvents.Yet, at normal temperatures, the partition ratio of hexanolactam in benzene-aqueous systems has only about 0.2, in toluene-aqueous systems, have only about 0.1, this directly has influence on the processing power of extraction equipment and the process cost of extraction process, has also determined the extraction of benzene or toluene not to be suitable for the separation of hexanolactam in the dilute aqueous soln.In addition, benzene and toluene all have strong carinogenicity, all may produce serious harm for operator and surrounding enviroment.
Summary of the invention
The objective of the invention is, toxic low at hexanolactam extraction agent benzene that uses in the present industrial production and toluene extracting power big, be only applicable to the problem that the high density caprolactam water solution handles and propose directly from dilute aqueous soln, to extract the novel hexanolactam extraction agent of hexanolactam.
A kind of extraction agent of hexanolactam is characterized in that, the extraction agent of described hexanolactam is mixed with composition by weight by raw material C6～C8 alkane 5-50 part and low-carbon alcohol 50-95 part.
Described C6～C8 alkane is normal hexane, normal heptane, octane, octane-iso, hexanaphthene or methylcyclohexane.
Described low-carbon alcohol is n-Heptyl alcohol, n-Octanol or isooctyl alcohol.
The invention has the beneficial effects as follows that selected low-carbon alcohol component has stronger extracting power to hexanolactam, the partition ratio of hexanolactam in the low-carbon (LC) alcohol-water system can reach about 1.0, and, be suitable for processing to the hexanolactam dilute solution along with the reduction of caprolactam concentration also raises to some extent.C6～C8 alkane component that the present invention selects can effectively promote being separated of extraction process, reduces the solubleness of low-carbon alcohol component in water, thereby reaches the inhibition emulsion, reduces the effect that solvent runs off.Compare with benzene or toluene, low-carbon alcohol and C6～C8 alkane does not all have tangible toxic action to organism, and the permission content in environment is much higher, meets the demand for development of chemical process greenization.On the other hand, the chemical stability and the Heat stability is good of the combination extraction agent that the present invention proposes, two kinds of components are miscible, polarity difference big, boiling point and boiling-point difference are moderate, can change at an easy rate that extraction agent is formed and then the regulation and control selectivity, change temperature, extraction agent and form and then can realize back extraction.Thereby have following advantage and effect.
Being separated property is better, and the extraction agent loss is little, not emulsification, and extracting power is strong, and selectivity is controlled, strips easily, hexanolactam organic efficiency height, environmental friendliness, applied widely.
Embodiment
Embodiment 1
Get n-Octanol 60kg, hexanaphthene 40kg is the extraction agent of hexanolactam of the present invention after the mixing.
Embodiment 2
Get n-Heptyl alcohol 50kg, hexanaphthene 50kg is the extraction agent of hexanolactam of the present invention after the mixing.
Embodiment 3
Get n-Octanol 85kg, methylcyclohexane 15kg mixes the extraction agent that is hexanolactam of the present invention.
Embodiment 4
Get isooctyl alcohol 80kg, methylcyclohexane 20kg mixes the extraction agent that is hexanolactam of the present invention.
Embodiment 5
Get isooctyl alcohol 70kg, hexanaphthene 30kg mixes the extraction agent that is hexanolactam of the present invention.
Embodiment 6
Get n-Heptyl alcohol 95kg, normal hexane 5kg mixes the extraction agent that is hexanolactam of the present invention.
Embodiment 7
Get n-Octanol 90kg, normal heptane 10kg mixes the extraction agent that is hexanolactam of the present invention.
Embodiment 8
Get isooctyl alcohol 90kg, octane 10kg mixes the extraction agent that is hexanolactam of the present invention.
Embodiment 9
Get n-Octanol 75g, octane-iso 25kg mixes the extraction agent that is hexanolactam of the present invention.
Claims (3)
1. the extraction agent of a hexanolactam is characterized in that, the extraction agent of described hexanolactam is mixed with composition by weight by raw material C6～C8 alkane 5-50 part and low-carbon alcohol 50-95 part.
2. extraction agent according to claim 1 is characterized in that described C6～C8 alkane is normal hexane, normal heptane, octane, octane-iso, hexanaphthene or methylcyclohexane.
3. extraction agent according to claim 1 is characterized in that described low-carbon alcohol is n-Heptyl alcohol, n-Octanol or isooctyl alcohol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710062930 CN101003506A (en) | 2007-01-22 | 2007-01-22 | Extraction agent of caprolactam |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710062930 CN101003506A (en) | 2007-01-22 | 2007-01-22 | Extraction agent of caprolactam |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101003506A true CN101003506A (en) | 2007-07-25 |
Family
ID=38702932
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200710062930 Pending CN101003506A (en) | 2007-01-22 | 2007-01-22 | Extraction agent of caprolactam |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101003506A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102234248A (en) * | 2010-04-23 | 2011-11-09 | 中国石油化工股份有限公司 | Impurity extraction method for caprolactam production |
| CN103384660A (en) * | 2011-12-20 | 2013-11-06 | 住友化学株式会社 | Method for producing high-quality epsilon-caprolactam |
-
2007
- 2007-01-22 CN CN 200710062930 patent/CN101003506A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102234248A (en) * | 2010-04-23 | 2011-11-09 | 中国石油化工股份有限公司 | Impurity extraction method for caprolactam production |
| CN103384660A (en) * | 2011-12-20 | 2013-11-06 | 住友化学株式会社 | Method for producing high-quality epsilon-caprolactam |
| CN103384660B (en) * | 2011-12-20 | 2015-11-25 | 住友化学株式会社 | The manufacture method of high-quality ε-caprolactam |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20070725 |