DE2163674C2 - Verfahren zur Herstellung von praktisch quecksilberfreien Lösungen von Anthrachinonsulfonsäuren in Schwefelsäure oder von praktisch quecksilberfreien Anthrachinonsulfonsäuren - Google Patents
Verfahren zur Herstellung von praktisch quecksilberfreien Lösungen von Anthrachinonsulfonsäuren in Schwefelsäure oder von praktisch quecksilberfreien AnthrachinonsulfonsäurenInfo
- Publication number
- DE2163674C2 DE2163674C2 DE2163674A DE2163674A DE2163674C2 DE 2163674 C2 DE2163674 C2 DE 2163674C2 DE 2163674 A DE2163674 A DE 2163674A DE 2163674 A DE2163674 A DE 2163674A DE 2163674 C2 DE2163674 C2 DE 2163674C2
- Authority
- DE
- Germany
- Prior art keywords
- mercury
- anthraquinone
- acids
- practically
- free
- 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
- JAJIPIAHCFBEPI-UHFFFAOYSA-N 9,10-dioxoanthracene-1-sulfonic acid Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O JAJIPIAHCFBEPI-UHFFFAOYSA-N 0.000 title claims description 25
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 14
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000000243 solution Substances 0.000 claims description 34
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 30
- 229910052753 mercury Inorganic materials 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 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 21
- 150000004056 anthraquinones Chemical class 0.000 claims description 21
- 238000006277 sulfonation reaction Methods 0.000 claims description 15
- 229910052717 sulfur Inorganic materials 0.000 claims description 15
- 239000011593 sulfur Substances 0.000 claims description 15
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 11
- 239000002351 wastewater Substances 0.000 claims description 7
- 150000002731 mercury compounds Chemical class 0.000 claims description 6
- 150000002894 organic compounds Chemical class 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 4
- 150000002484 inorganic compounds Chemical class 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
- 238000010790 dilution Methods 0.000 claims description 3
- 239000012895 dilution Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 10
- YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 description 10
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 10
- IJNPIHLZSZCGOC-UHFFFAOYSA-N 9,10-dioxoanthracene-1,8-disulfonic acid Chemical compound O=C1C2=CC=CC(S(O)(=O)=O)=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O IJNPIHLZSZCGOC-UHFFFAOYSA-N 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 7
- 239000003153 chemical reaction reagent Substances 0.000 description 7
- 239000000155 melt Substances 0.000 description 7
- 229940100892 mercury compound Drugs 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- OZTBHAGJSKTDGM-UHFFFAOYSA-N 9,10-dioxoanthracene-1,5-disulfonic acid Chemical compound O=C1C=2C(S(=O)(=O)O)=CC=CC=2C(=O)C2=C1C=CC=C2S(O)(=O)=O OZTBHAGJSKTDGM-UHFFFAOYSA-N 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 235000011164 potassium chloride Nutrition 0.000 description 3
- 239000001103 potassium chloride Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 3
- LORRLQMLLQLPSJ-UHFFFAOYSA-N 1,3,5-trithiane Chemical compound C1SCSCS1 LORRLQMLLQLPSJ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- -1 Na 2 S. (NH 4 I 2 S Chemical class 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229920001021 polysulfide Polymers 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 2
- KOUKXHPPRFNWPP-UHFFFAOYSA-N pyrazine-2,5-dicarboxylic acid;hydrate Chemical compound O.OC(=O)C1=CN=C(C(O)=O)C=N1 KOUKXHPPRFNWPP-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 150000003585 thioureas Chemical class 0.000 description 2
- WZRRRFSJFQTGGB-UHFFFAOYSA-N 1,3,5-triazinane-2,4,6-trithione Chemical compound S=C1NC(=S)NC(=S)N1 WZRRRFSJFQTGGB-UHFFFAOYSA-N 0.000 description 1
- ZEQIWKHCJWRNTH-UHFFFAOYSA-N 1h-pyrimidine-2,4-dithione Chemical compound S=C1C=CNC(=S)N1 ZEQIWKHCJWRNTH-UHFFFAOYSA-N 0.000 description 1
- SCVJRXQHFJXZFZ-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione Chemical class C1=2NC(N)=NC(=S)C=2N=CN1[C@H]1C[C@H](O)[C@@H](CO)O1 SCVJRXQHFJXZFZ-KVQBGUIXSA-N 0.000 description 1
- LYWRIGIFLAVWAF-UHFFFAOYSA-N 2-benzothiophene-1,3-dione Chemical compound C1=CC=C2C(=O)SC(=O)C2=C1 LYWRIGIFLAVWAF-UHFFFAOYSA-N 0.000 description 1
- OVONXEQGWXGFJD-UHFFFAOYSA-N 4-sulfanylidene-1h-pyrimidin-2-one Chemical compound SC=1C=CNC(=O)N=1 OVONXEQGWXGFJD-UHFFFAOYSA-N 0.000 description 1
- DHANLSHLIYXUPW-UHFFFAOYSA-N 9,10-dioxoanthracene-1,5-disulfonic acid;sodium Chemical compound [Na].O=C1C=2C(S(=O)(=O)O)=CC=CC=2C(=O)C2=C1C=CC=C2S(O)(=O)=O DHANLSHLIYXUPW-UHFFFAOYSA-N 0.000 description 1
- YKHSDQDRVMUJGA-UHFFFAOYSA-N 9,10-dioxoanthracene-1-sulfonic acid;potassium Chemical compound [K].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O YKHSDQDRVMUJGA-UHFFFAOYSA-N 0.000 description 1
- 229910000497 Amalgam Inorganic materials 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- QIOZLISABUUKJY-UHFFFAOYSA-N Thiobenzamide Chemical compound NC(=S)C1=CC=CC=C1 QIOZLISABUUKJY-UHFFFAOYSA-N 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- IJCVBMSXIPFVLH-UHFFFAOYSA-N [C].S=O Chemical compound [C].S=O IJCVBMSXIPFVLH-UHFFFAOYSA-N 0.000 description 1
- IIINBDWGJUMXHZ-UHFFFAOYSA-N [K].O=C1C2=CC=CC(S(O)(=O)=O)=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O Chemical compound [K].O=C1C2=CC=CC(S(O)(=O)=O)=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O IIINBDWGJUMXHZ-UHFFFAOYSA-N 0.000 description 1
- QCJQWJKKTGJDCM-UHFFFAOYSA-N [P].[S] Chemical class [P].[S] QCJQWJKKTGJDCM-UHFFFAOYSA-N 0.000 description 1
- 229910052977 alkali metal sulfide Inorganic materials 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000002019 disulfides Chemical class 0.000 description 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005868 electrolysis reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910000358 iron sulfate Inorganic materials 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- GRHBQAYDJPGGLF-UHFFFAOYSA-N isothiocyanic acid Chemical class N=C=S GRHBQAYDJPGGLF-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- MINVSWONZWKMDC-UHFFFAOYSA-L mercuriooxysulfonyloxymercury Chemical compound [Hg+].[Hg+].[O-]S([O-])(=O)=O MINVSWONZWKMDC-UHFFFAOYSA-L 0.000 description 1
- 229910000371 mercury(I) sulfate Inorganic materials 0.000 description 1
- CYEBJEDOHLIWNP-UHFFFAOYSA-N methanethioamide Chemical compound NC=S CYEBJEDOHLIWNP-UHFFFAOYSA-N 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical compound OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- IOOGPFMMGKCAGU-UHFFFAOYSA-N tetrasulfur Chemical compound S=S=S=S IOOGPFMMGKCAGU-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 description 1
- 150000003582 thiophosphoric acids Chemical class 0.000 description 1
- 150000003583 thiosemicarbazides Chemical class 0.000 description 1
- HIZCIEIDIFGZSS-UHFFFAOYSA-L trithiocarbonate Chemical compound [S-]C([S-])=S HIZCIEIDIFGZSS-UHFFFAOYSA-L 0.000 description 1
- 239000012989 trithiocarbonate Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/33—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of six-membered aromatic rings being part of condensed ring systems
- C07C309/38—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of six-membered aromatic rings being part of condensed ring systems formed by at least three rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Removal Of Specific Substances (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE793289D BE793289A (fr) | 1971-12-22 | Procede de production d'acides anthraquinone-sulfonique | |
| DE2163674A DE2163674C2 (de) | 1971-12-22 | 1971-12-22 | Verfahren zur Herstellung von praktisch quecksilberfreien Lösungen von Anthrachinonsulfonsäuren in Schwefelsäure oder von praktisch quecksilberfreien Anthrachinonsulfonsäuren |
| JP12731972A JPS5530509B2 (OSRAM) | 1971-12-22 | 1972-12-20 | |
| SU1860142A SU437278A1 (ru) | 1972-12-20 | Способ получени антрахинонсульфокислот | |
| PL1972159702A PL92993B1 (OSRAM) | 1971-12-22 | 1972-12-20 | |
| CH1854972A CH589615A5 (OSRAM) | 1971-12-22 | 1972-12-20 | |
| NL7217394A NL7217394A (OSRAM) | 1971-12-22 | 1972-12-20 | |
| DD167854A DD103893A5 (OSRAM) | 1971-12-22 | 1972-12-20 | |
| IT33283/72A IT972660B (it) | 1971-12-22 | 1972-12-20 | Procedimento per la preparazione di acidi antrachinonsolfonici |
| RO7200073232A RO62853A (fr) | 1971-12-22 | 1972-12-20 | Procede de preparation des acides antraquinonesulfoniques |
| ES409876A ES409876A1 (es) | 1971-12-22 | 1972-12-21 | Procedimiento para la obtencion de acidos antraquinonsulfo-nicos. |
| CS8840A CS177112B2 (OSRAM) | 1971-12-22 | 1972-12-21 | |
| US05/317,767 US4021455A (en) | 1971-12-22 | 1972-12-22 | Process for the manufacture of anthraquinonesulphonic acid |
| FR7245997A FR2165674A5 (OSRAM) | 1971-12-22 | 1972-12-22 | |
| GB5938572A GB1370413A (en) | 1971-12-22 | 1972-12-22 | Process for the production of anthraquinone sulphonic acids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2163674A DE2163674C2 (de) | 1971-12-22 | 1971-12-22 | Verfahren zur Herstellung von praktisch quecksilberfreien Lösungen von Anthrachinonsulfonsäuren in Schwefelsäure oder von praktisch quecksilberfreien Anthrachinonsulfonsäuren |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2163674A1 DE2163674A1 (de) | 1973-06-28 |
| DE2163674C2 true DE2163674C2 (de) | 1982-06-24 |
Family
ID=5828748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2163674A Expired DE2163674C2 (de) | 1971-12-22 | 1971-12-22 | Verfahren zur Herstellung von praktisch quecksilberfreien Lösungen von Anthrachinonsulfonsäuren in Schwefelsäure oder von praktisch quecksilberfreien Anthrachinonsulfonsäuren |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4021455A (OSRAM) |
| JP (1) | JPS5530509B2 (OSRAM) |
| BE (1) | BE793289A (OSRAM) |
| CH (1) | CH589615A5 (OSRAM) |
| CS (1) | CS177112B2 (OSRAM) |
| DD (1) | DD103893A5 (OSRAM) |
| DE (1) | DE2163674C2 (OSRAM) |
| ES (1) | ES409876A1 (OSRAM) |
| FR (1) | FR2165674A5 (OSRAM) |
| GB (1) | GB1370413A (OSRAM) |
| IT (1) | IT972660B (OSRAM) |
| NL (1) | NL7217394A (OSRAM) |
| PL (1) | PL92993B1 (OSRAM) |
| RO (1) | RO62853A (OSRAM) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53112861A (en) * | 1977-03-12 | 1978-10-02 | Nippon Jiyouriyuu Kougiyou Kk | Process for preparing high purity anthraquinonee2*77natriumdisulfonate |
| EP0249969B1 (en) * | 1986-06-17 | 1993-10-27 | Nippon Shokubai Kagaku Kogyo Co., Ltd | Process for production of 1-aminoanthraquinone |
| JPH0645908B2 (ja) * | 1988-02-29 | 1994-06-15 | 株式会社日本触媒 | １―アミノアントラキノン類の製造法 |
| DE4238045A1 (de) * | 1992-11-11 | 1994-05-19 | Basf Ag | Verfahren zur Herstellung von Anthrachinonen |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2999869A (en) * | 1958-03-27 | 1961-09-12 | Gen Aniline & Film Corp | Alkali metal salts of alpha,alpha'-anthraquinone disulfonates |
| SU129655A1 (ru) * | 1959-09-17 | 1959-11-30 | М.И. Гольдфарб | Способ удалени ртути из растворов антрахинон-1-сульфокислоты |
| DE1954828B2 (de) * | 1969-10-31 | 1974-07-18 | Chemische Werke Huels Ag, 4370 Marl | Verfahren zur Verringerung der Quecksilber-Verluste bei der Chlor-Alkali-Elektrolyse nach dem Amalgam-Verfahren |
| US3873581A (en) * | 1971-10-21 | 1975-03-25 | Toms River Chemical Corp | Process for reducing the level of contaminating mercury in aqueous solutions |
-
0
- BE BE793289D patent/BE793289A/xx unknown
-
1971
- 1971-12-22 DE DE2163674A patent/DE2163674C2/de not_active Expired
-
1972
- 1972-12-20 JP JP12731972A patent/JPS5530509B2/ja not_active Expired
- 1972-12-20 CH CH1854972A patent/CH589615A5/xx not_active IP Right Cessation
- 1972-12-20 IT IT33283/72A patent/IT972660B/it active
- 1972-12-20 RO RO7200073232A patent/RO62853A/ro unknown
- 1972-12-20 NL NL7217394A patent/NL7217394A/xx unknown
- 1972-12-20 PL PL1972159702A patent/PL92993B1/pl unknown
- 1972-12-20 DD DD167854A patent/DD103893A5/xx unknown
- 1972-12-21 ES ES409876A patent/ES409876A1/es not_active Expired
- 1972-12-21 CS CS8840A patent/CS177112B2/cs unknown
- 1972-12-22 GB GB5938572A patent/GB1370413A/en not_active Expired
- 1972-12-22 US US05/317,767 patent/US4021455A/en not_active Expired - Lifetime
- 1972-12-22 FR FR7245997A patent/FR2165674A5/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| SU437278A3 (ru) | 1974-07-25 |
| RO62853A (fr) | 1978-12-15 |
| GB1370413A (en) | 1974-10-16 |
| JPS4870732A (OSRAM) | 1973-09-25 |
| IT972660B (it) | 1974-05-31 |
| DE2163674A1 (de) | 1973-06-28 |
| US4021455A (en) | 1977-05-03 |
| CH589615A5 (OSRAM) | 1977-07-15 |
| NL7217394A (OSRAM) | 1973-06-26 |
| FR2165674A5 (OSRAM) | 1973-08-03 |
| BE793289A (fr) | 1973-06-22 |
| CS177112B2 (OSRAM) | 1977-07-29 |
| DD103893A5 (OSRAM) | 1974-02-12 |
| ES409876A1 (es) | 1975-11-16 |
| JPS5530509B2 (OSRAM) | 1980-08-11 |
| PL92993B1 (OSRAM) | 1977-04-30 |
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