DE2600363A1 - Verfahren zur herstellung von anthracen-alpha-sulfonsaeuren - Google Patents
Verfahren zur herstellung von anthracen-alpha-sulfonsaeurenInfo
- Publication number
- DE2600363A1 DE2600363A1 DE19762600363 DE2600363A DE2600363A1 DE 2600363 A1 DE2600363 A1 DE 2600363A1 DE 19762600363 DE19762600363 DE 19762600363 DE 2600363 A DE2600363 A DE 2600363A DE 2600363 A1 DE2600363 A1 DE 2600363A1
- Authority
- DE
- Germany
- Prior art keywords
- anthracene
- parts
- production
- acid
- alpha
- 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
- 238000000034 method Methods 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 239000002253 acid Substances 0.000 title description 9
- 150000007513 acids Chemical class 0.000 title description 5
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 6
- 238000006277 sulfonation reaction Methods 0.000 description 5
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- ILFFFKFZHRGICY-UHFFFAOYSA-N anthracene-1-sulfonic acid Chemical class C1=CC=C2C=C3C(S(=O)(=O)O)=CC=CC3=CC2=C1 ILFFFKFZHRGICY-UHFFFAOYSA-N 0.000 description 3
- 238000005660 chlorination reaction Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- JAJIPIAHCFBEPI-UHFFFAOYSA-N 9,10-dioxoanthracene-1-sulfonic acid Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O JAJIPIAHCFBEPI-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- BJOAMCSNLUKBSK-UHFFFAOYSA-N 2h-dibenzo-p-dioxin-1-one Chemical class O1C2=CC=CC=C2OC2=C1C(=O)CC=C2 BJOAMCSNLUKBSK-UHFFFAOYSA-N 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
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 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 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000005378 cyclohexanecarboxylic acids Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/24—Anthracenes; Hydrogenated anthracenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB59675*[A GB1459362A (en) | 1975-01-07 | 1975-01-07 | Anthracene sulphonation process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2600363A1 true DE2600363A1 (de) | 1976-07-08 |
Family
ID=9707165
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762600363 Pending DE2600363A1 (de) | 1975-01-07 | 1976-01-07 | Verfahren zur herstellung von anthracen-alpha-sulfonsaeuren |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS5191248A (enrdf_load_stackoverflow) |
| CH (1) | CH602614A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2600363A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1459362A (enrdf_load_stackoverflow) |
-
1975
- 1975-01-07 GB GB59675*[A patent/GB1459362A/en not_active Expired
-
1976
- 1976-01-06 CH CH7976A patent/CH602614A5/xx not_active IP Right Cessation
- 1976-01-07 JP JP51001352A patent/JPS5191248A/ja active Pending
- 1976-01-07 DE DE19762600363 patent/DE2600363A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5191248A (enrdf_load_stackoverflow) | 1976-08-10 |
| CH602614A5 (enrdf_load_stackoverflow) | 1978-07-31 |
| GB1459362A (en) | 1976-12-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69607921T2 (de) | Verfahren zur herstellung von halosubstituierter aromatischer säure | |
| DE69918605T2 (de) | Verfahren zur Herstellung von Kaliumoxonat | |
| CH651289A5 (de) | Verfahren zur herstellung der d-2-(6-methoxy-2-naphthyl)-propionsaeure. | |
| DE2727345A1 (de) | Verfahren zur herstellung von 8-amino-1-naphthol-3,6-disulfonsaeure | |
| DE2820856C2 (enrdf_load_stackoverflow) | ||
| DE2902978A1 (de) | Verfahren zur kontinuierlichen herstellung von isatosaeureanhydrid | |
| DE69610747T2 (de) | Verfahren zur Herstellung von hochreinem 2,4'-Dihydroxydiphenylsulfon | |
| DE2502429C3 (de) | Verfahren zur Herstellung von Phloroglucin | |
| DE2600363A1 (de) | Verfahren zur herstellung von anthracen-alpha-sulfonsaeuren | |
| DE1911539C3 (de) | Schwefelhaltige substituierte Benzoesäuren und diese enthaltende Mittel | |
| CH413814A (de) | Verfahren zur Herstellung von 2,5-Dichlor-, 2,5-Dibrom- und 2,5-Dijod-terephthalsäure | |
| EP0011207B1 (de) | Verfahren zur Herstellung von 3,3-Dimethyl-2-oxobuttersäure | |
| DE1154799B (de) | Verfahren zur Herstellung von 4, 5-Dichlor- und 4, 5-Dibrom-naphthalin-1, 8-dicarbonsaeureanhydrid | |
| EP0051783B1 (de) | Verfahren zur Herstellung von 1,4-Diamino-anthrachinon-2-sulfonsäure | |
| DE2600332A1 (de) | Verfahren zur herstellung von anthracen-alpha-sulfonsaeuren | |
| DE2510139C3 (de) | Verfahren zur Herstellung von Monochlorbenzoesäuren | |
| EP0080644B1 (de) | Verfahren zur Herstellung von 1-Amino-2-naphthol-4-sulfonsäure (Amidolsäure) | |
| DE2415748A1 (de) | Verfahren zur herstellung von polyhalogenierten nicotinsaeuren | |
| EP0158073B1 (de) | Verfahren zur Herstellung von Aminomethylen-2-aminonaphthalin-1-sulfonsäuren | |
| DE69611493T2 (de) | Verfahren zur Herstellung von Benzolhalogenid | |
| DE3328046A1 (de) | Verfahren zur herstellung von 1,4-diaminoantrachinon-2-sulfonsaeure oder deren salzen | |
| DE3813452A1 (de) | Verfahren zur herstellung von trifluormethylbenzoesaeure aus hexafluorxylol | |
| DE3411196A1 (de) | Verfahren zur herstellung von 4-halogennaphthalsaeureanhydriden | |
| EP0691323A1 (de) | Verfahren zur Herstellung von 3,5-Dihydroxy-4-brombenzoesäure | |
| DE2117034A1 (de) | Verfahren zur Herstellung von 2,4,7 Tn mtrofluorenon |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |