DE2232453B2 - - Google Patents
Info
- Publication number
- DE2232453B2 DE2232453B2 DE2232453A DE2232453A DE2232453B2 DE 2232453 B2 DE2232453 B2 DE 2232453B2 DE 2232453 A DE2232453 A DE 2232453A DE 2232453 A DE2232453 A DE 2232453A DE 2232453 B2 DE2232453 B2 DE 2232453B2
- Authority
- DE
- Germany
- Prior art keywords
- anthraquinone
- suspension
- water
- parts
- mixture
- 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.)
- Granted
Links
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 54
- 150000004056 anthraquinones Chemical class 0.000 claims description 54
- 238000000034 method Methods 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 19
- 239000012159 carrier gas Substances 0.000 claims description 10
- 238000000926 separation method Methods 0.000 claims description 10
- 239000007900 aqueous suspension Substances 0.000 claims description 8
- 239000000725 suspension Substances 0.000 description 33
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 22
- 239000013078 crystal Substances 0.000 description 15
- 239000007789 gas Substances 0.000 description 15
- 239000000126 substance Substances 0.000 description 15
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 12
- 239000005711 Benzoic acid Substances 0.000 description 11
- 235000010233 benzoic acid Nutrition 0.000 description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000000706 filtrate Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 238000002425 crystallisation Methods 0.000 description 6
- 230000008025 crystallization Effects 0.000 description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 6
- 239000011976 maleic acid Substances 0.000 description 6
- 239000013081 microcrystal Substances 0.000 description 6
- 239000012495 reaction gas Substances 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 5
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 235000011114 ammonium hydroxide Nutrition 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000003595 mist Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000000469 dry deposition Methods 0.000 description 2
- 230000006911 nucleation Effects 0.000 description 2
- 238000010899 nucleation Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- XHCLAFWTIXFWPH-UHFFFAOYSA-N [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] XHCLAFWTIXFWPH-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 150000002468 indanes Chemical class 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- 238000009692 water atomization Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2232453A DE2232453C3 (de) | 1972-07-01 | 1972-07-01 | Verfahren zur Abtrennung von Anthrachinon aus dem Gemisch seines Dampfes mit einem Trägergas |
| IT50715/73A IT988255B (it) | 1972-07-01 | 1973-06-12 | Processo per la separazione di an trachinone dalla miscela del suo vapore con un gas di supporto |
| FR7322774A FR2190791B1 (US07118763-20061010-C00002.png) | 1972-07-01 | 1973-06-21 | |
| BE132550A BE801245A (fr) | 1972-07-01 | 1973-06-21 | Procede de separation de l'anthraquinone d'un melange de sa vapeur avec un gaz entraineur |
| CH920873A CH582642A5 (US07118763-20061010-C00002.png) | 1972-07-01 | 1973-06-25 | |
| GB3063173A GB1425333A (en) | 1972-07-01 | 1973-06-27 | Separation of anthraquinone from a mixture of its vapour with a carrier gas |
| CA175,353A CA1020939A (en) | 1972-07-01 | 1973-06-29 | Separation of anthraquinone from a mixture of its vapor with a carrier gas |
| US375177A US3872135A (en) | 1972-07-01 | 1973-06-29 | Separation of anthraquinone from a mixture of its vapor with a carrier gas |
| AT574473A AT326114B (de) | 1972-07-01 | 1973-06-29 | Verfahren zur abrennung von anthrachinon aus dem gemisch seines dampfes mit einem trägergas |
| JP48073771A JPS4985058A (US07118763-20061010-C00002.png) | 1972-07-01 | 1973-07-02 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2232453A DE2232453C3 (de) | 1972-07-01 | 1972-07-01 | Verfahren zur Abtrennung von Anthrachinon aus dem Gemisch seines Dampfes mit einem Trägergas |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2232453A1 DE2232453A1 (de) | 1974-01-17 |
| DE2232453B2 true DE2232453B2 (US07118763-20061010-C00002.png) | 1974-11-28 |
| DE2232453C3 DE2232453C3 (de) | 1975-07-24 |
Family
ID=5849463
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2232453A Expired DE2232453C3 (de) | 1972-07-01 | 1972-07-01 | Verfahren zur Abtrennung von Anthrachinon aus dem Gemisch seines Dampfes mit einem Trägergas |
Country Status (10)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2814262A1 (de) | 1978-04-03 | 1979-10-18 | Basf Ag | Schalenkatalysatoren und verfahren zu ihrer herstellung |
| JPS5738743A (en) * | 1980-08-15 | 1982-03-03 | Yoshio Yokoyama | Collection of anthraquinone |
| US4405523A (en) * | 1982-03-24 | 1983-09-20 | Standard Oil Company (Indiana) | Process for preparation of benzophenone, anthraquinone and O-dibenzoylbenzene |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3330863A (en) * | 1964-04-17 | 1967-07-11 | Mobil Oil Corp | Process for the purification of sublimable aromatic polycarboxylic acids |
| CA934369A (en) * | 1969-07-04 | 1973-09-25 | Badische Anilin- And Soda-Fabrik Aktiengesellschaft | Production of anthraquinone |
-
1972
- 1972-07-01 DE DE2232453A patent/DE2232453C3/de not_active Expired
-
1973
- 1973-06-12 IT IT50715/73A patent/IT988255B/it active
- 1973-06-21 BE BE132550A patent/BE801245A/xx not_active IP Right Cessation
- 1973-06-21 FR FR7322774A patent/FR2190791B1/fr not_active Expired
- 1973-06-25 CH CH920873A patent/CH582642A5/xx not_active IP Right Cessation
- 1973-06-27 GB GB3063173A patent/GB1425333A/en not_active Expired
- 1973-06-29 CA CA175,353A patent/CA1020939A/en not_active Expired
- 1973-06-29 US US375177A patent/US3872135A/en not_active Expired - Lifetime
- 1973-06-29 AT AT574473A patent/AT326114B/de not_active IP Right Cessation
- 1973-07-02 JP JP48073771A patent/JPS4985058A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB1425333A (en) | 1976-02-18 |
| DE2232453C3 (de) | 1975-07-24 |
| DE2232453A1 (de) | 1974-01-17 |
| BE801245A (fr) | 1973-12-21 |
| US3872135A (en) | 1975-03-18 |
| FR2190791B1 (US07118763-20061010-C00002.png) | 1977-02-18 |
| JPS4985058A (US07118763-20061010-C00002.png) | 1974-08-15 |
| CA1020939A (en) | 1977-11-15 |
| AT326114B (de) | 1975-11-25 |
| FR2190791A1 (US07118763-20061010-C00002.png) | 1974-02-01 |
| CH582642A5 (US07118763-20061010-C00002.png) | 1976-12-15 |
| ATA574473A (de) | 1975-02-15 |
| IT988255B (it) | 1975-04-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8330 | Complete renunciation |