DE1056128B - Verfahren zur Gewinnung von Anhydriden zweibasischer organischer Saeuren aus den Daempfen der Oxydation aromatischer Kohlenwasserstoffe - Google Patents
Verfahren zur Gewinnung von Anhydriden zweibasischer organischer Saeuren aus den Daempfen der Oxydation aromatischer KohlenwasserstoffeInfo
- Publication number
- DE1056128B DE1056128B DES48406A DES0048406A DE1056128B DE 1056128 B DE1056128 B DE 1056128B DE S48406 A DES48406 A DE S48406A DE S0048406 A DES0048406 A DE S0048406A DE 1056128 B DE1056128 B DE 1056128B
- Authority
- DE
- Germany
- Prior art keywords
- anhydride
- entrainer
- solvent
- column
- distillation
- 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
- 150000008064 anhydrides Chemical class 0.000 title claims description 47
- 238000000034 method Methods 0.000 title claims description 18
- 230000003647 oxidation Effects 0.000 title claims description 6
- 238000007254 oxidation reaction Methods 0.000 title claims description 6
- 150000007524 organic acids Chemical class 0.000 title claims description 5
- 235000005985 organic acids Nutrition 0.000 title claims description 5
- 150000004945 aromatic hydrocarbons Chemical class 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title description 5
- 239000002904 solvent Substances 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 19
- 238000004821 distillation Methods 0.000 claims description 18
- GGMPTLAAIUQMIE-UHFFFAOYSA-N 2,3,4,5,6-pentachlorobiphenyl Chemical group ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=CC=CC=C1 GGMPTLAAIUQMIE-UHFFFAOYSA-N 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000003208 petroleum Substances 0.000 claims description 9
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 8
- 239000012535 impurity Substances 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 7
- 238000000926 separation method Methods 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 claims description 4
- -1 tetrachloroethyl phthalate Chemical compound 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 238000010533 azeotropic distillation Methods 0.000 claims description 3
- 239000000498 cooling water Substances 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- YFIIENAGGCUHIQ-UHFFFAOYSA-N 1,1,1,2,2,3,3-heptachloropropane Chemical compound ClC(Cl)C(Cl)(Cl)C(Cl)(Cl)Cl YFIIENAGGCUHIQ-UHFFFAOYSA-N 0.000 claims description 2
- BBEAZDGZMVABIC-UHFFFAOYSA-N 1,1,1,3,3,3-hexachloropropane Chemical compound ClC(Cl)(Cl)CC(Cl)(Cl)Cl BBEAZDGZMVABIC-UHFFFAOYSA-N 0.000 claims description 2
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 238000005201 scrubbing Methods 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- KPYCVQASEGGKEG-UHFFFAOYSA-N 3-hydroxyoxolane-2,5-dione Chemical compound OC1CC(=O)OC1=O KPYCVQASEGGKEG-UHFFFAOYSA-N 0.000 description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 4
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 150000004054 benzoquinones Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- QCHSEDTUUKDTIG-UHFFFAOYSA-L dipotassium clorazepate Chemical compound [OH-].[K+].[K+].C12=CC(Cl)=CC=C2NC(=O)C(C(=O)[O-])N=C1C1=CC=CC=C1 QCHSEDTUUKDTIG-UHFFFAOYSA-L 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 239000008241 heterogeneous mixture Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/573—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
- C07C51/46—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation by azeotropic distillation
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Computer Hardware Design (AREA)
- Physics & Mathematics (AREA)
- Power Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1056128X | 1955-04-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1056128B true DE1056128B (de) | 1959-04-30 |
Family
ID=9597307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DES48406A Pending DE1056128B (de) | 1955-04-20 | 1956-04-19 | Verfahren zur Gewinnung von Anhydriden zweibasischer organischer Saeuren aus den Daempfen der Oxydation aromatischer Kohlenwasserstoffe |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE547079A (enrdf_load_stackoverflow) |
| DE (1) | DE1056128B (enrdf_load_stackoverflow) |
| FR (1) | FR1125014A (enrdf_load_stackoverflow) |
| GB (1) | GB833230A (enrdf_load_stackoverflow) |
| NL (1) | NL98195C (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0087678A1 (de) * | 1982-02-27 | 1983-09-07 | BASF Aktiengesellschaft | Verfahren zur kontinuierlichen Gewinnung von Phthalsäureanhydrid und Maleinsäureanhydrid aus Reaktionsgasen |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3072717A (en) * | 1957-11-29 | 1963-01-08 | Celanese Corp | Recovery of isophthalic and terephthalic acids |
| NL275610A (enrdf_load_stackoverflow) * | 1961-03-06 | |||
| BE792879A (fr) * | 1971-12-17 | 1973-03-30 | Chevron Res | Procede d'isolement de l'anhydride maleique |
| DE2855629C2 (de) * | 1978-12-22 | 1986-11-13 | Davy McKee AG, 6000 Frankfurt | Verfahren zur kontinuierlichen Abtrennung von Phthalsäureanhydrid aus den Reaktionsgasen der katalytischen Oxidation von o-Xylol und/oder Naphthalin |
| DE2855630C2 (de) * | 1978-12-22 | 1982-09-16 | Davy McKee AG, 6000 Frankfurt | Verfahren zur kontinuierlichen Abtrennung von Phthalsäureanhydrid aus den Reaktionsgasen der katalytischen Oxidation von o-Xylol und/oder Naphthalin |
| ZA973972B (en) * | 1996-05-14 | 1998-03-23 | Kvaerner Process Tech Ltd | A process for the production of at least one C4 compound selected from butane-1,4-diol, gamma-butyrolactone and tetrahydrofuran. |
| ZA973971B (en) * | 1996-05-15 | 1998-03-23 | Kvaerner Process Tech Ltd | A process for the production of at least one C4 compound selected from butane-1,4-diol, gamma-butyrolactone and tetrahydrofuran. |
| US5718808A (en) * | 1996-11-29 | 1998-02-17 | Exxon Chemical Patents Inc. | Solvent assisted process for recovery of phthalic anhydride in the liquid phase by distillation |
| GB9724004D0 (en) | 1997-11-13 | 1998-10-21 | Kvaerner Process Tech Ltd | Process |
| GB9724195D0 (en) | 1997-11-14 | 1998-01-14 | Kvaerner Process Tech Ltd | Process |
| ES2158645T3 (es) | 1998-03-23 | 2001-09-01 | Basf Ag | Procedimiento para la preparacion de 1,4-butanodiol, butirolactona y tetrahidrofurano. |
-
0
- BE BE547079D patent/BE547079A/xx unknown
- NL NL98195D patent/NL98195C/xx active
-
1955
- 1955-04-20 FR FR1125014D patent/FR1125014A/fr not_active Expired
-
1956
- 1956-04-19 DE DES48406A patent/DE1056128B/de active Pending
- 1956-04-20 GB GB12196/56A patent/GB833230A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0087678A1 (de) * | 1982-02-27 | 1983-09-07 | BASF Aktiengesellschaft | Verfahren zur kontinuierlichen Gewinnung von Phthalsäureanhydrid und Maleinsäureanhydrid aus Reaktionsgasen |
Also Published As
| Publication number | Publication date |
|---|---|
| NL98195C (enrdf_load_stackoverflow) | |
| GB833230A (en) | 1960-04-21 |
| FR1125014A (fr) | 1956-10-23 |
| BE547079A (enrdf_load_stackoverflow) |
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