CA1118706A - Procede de purification de benzene et de toluene par distillation azetropique extractive - Google Patents
Procede de purification de benzene et de toluene par distillation azetropique extractiveInfo
- Publication number
- CA1118706A CA1118706A CA000298511A CA298511A CA1118706A CA 1118706 A CA1118706 A CA 1118706A CA 000298511 A CA000298511 A CA 000298511A CA 298511 A CA298511 A CA 298511A CA 1118706 A CA1118706 A CA 1118706A
- Authority
- CA
- Canada
- Prior art keywords
- water
- solvent
- column
- distillation
- temperature
- 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.)
- Expired
Links
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 title claims abstract description 66
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 title claims abstract description 33
- 238000000746 purification Methods 0.000 title description 4
- 238000010533 azeotropic distillation Methods 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 103
- 239000002904 solvent Substances 0.000 claims abstract description 73
- 238000004821 distillation Methods 0.000 claims abstract description 46
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 40
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 36
- 239000007788 liquid Substances 0.000 claims abstract description 29
- 238000000034 method Methods 0.000 claims abstract description 29
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 238000000605 extraction Methods 0.000 claims abstract description 25
- 238000002347 injection Methods 0.000 claims abstract description 21
- 239000007924 injection Substances 0.000 claims abstract description 21
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 20
- 239000007791 liquid phase Substances 0.000 claims abstract description 17
- 238000000895 extractive distillation Methods 0.000 claims abstract description 9
- 229930195734 saturated hydrocarbon Natural products 0.000 claims abstract description 9
- 238000007865 diluting Methods 0.000 claims abstract description 5
- 238000000926 separation method Methods 0.000 claims abstract description 4
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 3
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 23
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 238000009529 body temperature measurement Methods 0.000 claims description 4
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical group CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- -1 aromatic carbides Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 230000001960 triggered effect Effects 0.000 claims 1
- 239000012071 phase Substances 0.000 description 20
- 229940076134 benzene Drugs 0.000 description 19
- 239000003960 organic solvent Substances 0.000 description 13
- 238000010992 reflux Methods 0.000 description 11
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 230000008901 benefit Effects 0.000 description 7
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- 238000005259 measurement Methods 0.000 description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 3
- 238000000638 solvent extraction Methods 0.000 description 3
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 101000650578 Salmonella phage P22 Regulatory protein C3 Proteins 0.000 description 2
- 101001040920 Triticum aestivum Alpha-amylase inhibitor 0.28 Proteins 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 210000001072 colon Anatomy 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
- 230000008016 vaporization Effects 0.000 description 2
- 239000003039 volatile agent Substances 0.000 description 2
- NUMXHEUHHRTBQT-AATRIKPKSA-N 2,4-dimethoxy-1-[(e)-2-nitroethenyl]benzene Chemical compound COC1=CC=C(\C=C\[N+]([O-])=O)C(OC)=C1 NUMXHEUHHRTBQT-AATRIKPKSA-N 0.000 description 1
- 101100421144 Danio rerio selenoo1 gene Proteins 0.000 description 1
- JYGLAHSAISAEAL-UHFFFAOYSA-N Diphenadione Chemical compound O=C1C2=CC=CC=C2C(=O)C1C(=O)C(C=1C=CC=CC=1)C1=CC=CC=C1 JYGLAHSAISAEAL-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 101000618467 Hypocrea jecorina (strain ATCC 56765 / BCRC 32924 / NRRL 11460 / Rut C-30) Endo-1,4-beta-xylanase 2 Proteins 0.000 description 1
- 101100202896 Mus musculus Selenoo gene Proteins 0.000 description 1
- 241000708948 Solva Species 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012155 injection solvent Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000003303 reheating Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
- C07C7/05—Purification; Separation; Use of additives by distillation with the aid of auxiliary compounds
- C07C7/08—Purification; Separation; Use of additives by distillation with the aid of auxiliary compounds by extractive distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7707242A FR2383148A2 (fr) | 1977-03-08 | 1977-03-08 | Procede de purification de benzene et de toluene par distillation azeotropique-extractive |
| FR77/07.242 | 1977-03-08 | ||
| FR7720242A FR2395974A1 (fr) | 1977-06-28 | 1977-06-28 | Procede de separation d'hydrocarbures aromatiques par distillation extractive |
| FR77/20.242 | 1977-06-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1118706A true CA1118706A (fr) | 1982-02-23 |
Family
ID=26219898
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000298511A Expired CA1118706A (fr) | 1977-03-08 | 1978-03-08 | Procede de purification de benzene et de toluene par distillation azetropique extractive |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS53112820A (cs) |
| CA (1) | CA1118706A (cs) |
| DD (1) | DD133937A1 (cs) |
| DE (1) | DE2809985A1 (cs) |
| GB (1) | GB1556003A (cs) |
| IT (1) | IT1094190B (cs) |
| NL (1) | NL7802444A (cs) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2289475B (en) * | 1994-05-20 | 1998-05-27 | Exxon Research Engineering Co | Separation of aromatics from mixtures of hydrocarbons |
| DE10238370A1 (de) * | 2002-08-22 | 2004-03-04 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Isobuten aus technischen Methyl-tert.-butylether |
| RU2291849C1 (ru) * | 2005-11-03 | 2007-01-20 | Открытое акционерное общество "Нижнекамскнефтехим" | Способ выделения бензола |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2022809A (en) * | 1931-08-18 | 1935-12-03 | Method fob fractionation control | |
| US2684326A (en) * | 1949-05-11 | 1954-07-20 | Universal Oil Prod Co | Fractionation control |
| US2742411A (en) * | 1951-09-13 | 1956-04-17 | Exxon Research Engineering Co | Recovery of furfural in extractive distillation purification of cyclic hydrocarbons |
| FR2176488B1 (cs) * | 1972-03-20 | 1975-03-21 | Inst Francais Du Petrole |
-
1978
- 1978-03-06 NL NL7802444A patent/NL7802444A/xx not_active Application Discontinuation
- 1978-03-06 DD DD78203994A patent/DD133937A1/xx unknown
- 1978-03-07 IT IT20931/78A patent/IT1094190B/it active
- 1978-03-08 GB GB9193/78A patent/GB1556003A/en not_active Expired
- 1978-03-08 JP JP2714178A patent/JPS53112820A/ja active Granted
- 1978-03-08 DE DE19782809985 patent/DE2809985A1/de not_active Ceased
- 1978-03-08 CA CA000298511A patent/CA1118706A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IT7820931A0 (it) | 1978-03-07 |
| JPS53112820A (en) | 1978-10-02 |
| JPS627174B2 (cs) | 1987-02-16 |
| DE2809985A1 (de) | 1978-09-14 |
| DD133937A1 (de) | 1979-01-31 |
| IT1094190B (it) | 1985-07-26 |
| GB1556003A (en) | 1979-11-14 |
| NL7802444A (nl) | 1978-09-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |