CH627448A5 - Process for the preparation of bis-isothiuronium salts for use in the purification of effluent containing organic compounds of anionic character - Google Patents
Process for the preparation of bis-isothiuronium salts for use in the purification of effluent containing organic compounds of anionic character Download PDFInfo
- Publication number
- CH627448A5 CH627448A5 CH1417976A CH1417976A CH627448A5 CH 627448 A5 CH627448 A5 CH 627448A5 CH 1417976 A CH1417976 A CH 1417976A CH 1417976 A CH1417976 A CH 1417976A CH 627448 A5 CH627448 A5 CH 627448A5
- Authority
- CH
- Switzerland
- Prior art keywords
- bis
- process according
- aliphatic
- formula
- salts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 8
- 238000000746 purification Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 3
- 125000000129 anionic group Chemical group 0.000 title claims 2
- 150000002894 organic compounds Chemical class 0.000 title claims 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 35
- 150000003839 salts Chemical class 0.000 claims description 30
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 15
- -1 aliphatic ketones Chemical class 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- 239000002351 wastewater Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 150000002334 glycols Chemical class 0.000 claims description 2
- 150000003568 thioethers Chemical class 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- 238000010992 reflux Methods 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000000243 solution Substances 0.000 description 9
- FULZLIGZKMKICU-UHFFFAOYSA-N N-phenylthiourea Chemical compound NC(=S)NC1=CC=CC=C1 FULZLIGZKMKICU-UHFFFAOYSA-N 0.000 description 8
- 230000001476 alcoholic effect Effects 0.000 description 6
- 239000000975 dye Substances 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- JALHTPIEJQBDEN-UHFFFAOYSA-N 1,5-bis(chloromethyl)-2,4-dimethylbenzene Chemical compound CC1=CC(C)=C(CCl)C=C1CCl JALHTPIEJQBDEN-UHFFFAOYSA-N 0.000 description 3
- SGRHVVLXEBNBDV-UHFFFAOYSA-N 1,6-dibromohexane Chemical compound BrCCCCCCBr SGRHVVLXEBNBDV-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- GTQHJCOHNAFHRE-UHFFFAOYSA-N 1,10-dibromodecane Chemical compound BrCCCCCCCCCCBr GTQHJCOHNAFHRE-UHFFFAOYSA-N 0.000 description 2
- ILOBCCAMDOHZGW-UHFFFAOYSA-N 1,2-bis(chloromethyl)naphthalene Chemical class C1=CC=CC2=C(CCl)C(CCl)=CC=C21 ILOBCCAMDOHZGW-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VLCDUOXHFNUCKK-UHFFFAOYSA-N N,N'-Dimethylthiourea Chemical compound CNC(=S)NC VLCDUOXHFNUCKK-UHFFFAOYSA-N 0.000 description 2
- KQJQICVXLJTWQD-UHFFFAOYSA-N N-Methylthiourea Chemical compound CNC(N)=S KQJQICVXLJTWQD-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000001449 anionic compounds Chemical class 0.000 description 2
- LEEHHPPLIOFGSC-UHFFFAOYSA-N cyclohexylthiourea Chemical compound NC(=S)NC1CCCCC1 LEEHHPPLIOFGSC-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- ZZHIDJWUJRKHGX-UHFFFAOYSA-N 1,4-bis(chloromethyl)benzene Chemical compound ClCC1=CC=C(CCl)C=C1 ZZHIDJWUJRKHGX-UHFFFAOYSA-N 0.000 description 1
- XMWGTKZEDLCVIG-UHFFFAOYSA-N 1-(chloromethyl)naphthalene Chemical compound C1=CC=C2C(CCl)=CC=CC2=C1 XMWGTKZEDLCVIG-UHFFFAOYSA-N 0.000 description 1
- RTLULCVBFCRQKI-UHFFFAOYSA-N 1-amino-4-[3-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]-4-sulfoanilino]-9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S(O)(=O)=O)C=C1NC(C=1)=CC=C(S(O)(=O)=O)C=1NC1=NC(Cl)=NC(Cl)=N1 RTLULCVBFCRQKI-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BUACSMWVFUNQET-UHFFFAOYSA-H dialuminum;trisulfate;hydrate Chemical compound O.[Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O BUACSMWVFUNQET-UHFFFAOYSA-H 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000004820 halides Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000010842 industrial wastewater Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000009972 noncorrosive effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- IIKIJVASWSNJPR-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S.NC(N)=S.NC(N)=S IIKIJVASWSNJPR-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/30—Isothioureas
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
- C02F1/5272—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using specific organic precipitants
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Removal Of Specific Substances (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT29190/75A IT1054324B (it) | 1975-11-11 | 1975-11-11 | Metodo per la purificazione di acque di scarico contenenti composti organici di carattere anionico mezzi adatti allo scopo e procedimento per la loro preparazione |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH627448A5 true CH627448A5 (en) | 1982-01-15 |
Family
ID=11226522
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1417976A CH627448A5 (en) | 1975-11-11 | 1976-11-10 | Process for the preparation of bis-isothiuronium salts for use in the purification of effluent containing organic compounds of anionic character |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5277015A (enExample) |
| AT (1) | AT344725B (enExample) |
| BE (1) | BE848215A (enExample) |
| CH (1) | CH627448A5 (enExample) |
| DE (1) | DE2649530C3 (enExample) |
| FR (1) | FR2331555A1 (enExample) |
| GB (1) | GB1545077A (enExample) |
| IT (1) | IT1054324B (enExample) |
| NL (1) | NL7612500A (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5764662A (en) * | 1980-10-04 | 1982-04-19 | Otsuka Pharmaceut Co Ltd | Alkylene disulfur derivative |
| FR2840908B1 (fr) * | 2002-06-12 | 2005-02-18 | Michelin Soc Tech | Composition de caoutchouc comprenant un sel de thiouronium, son procede de preparation, pneumatique a base d'une telle composition et utilisation a titre d'agent anti-reversion d'un sel de thiouronium |
-
1975
- 1975-11-11 IT IT29190/75A patent/IT1054324B/it active
-
1976
- 1976-10-29 DE DE2649530A patent/DE2649530C3/de not_active Expired
- 1976-11-05 JP JP51132509A patent/JPS5277015A/ja active Pending
- 1976-11-09 FR FR7633784A patent/FR2331555A1/fr active Granted
- 1976-11-10 NL NL7612500A patent/NL7612500A/xx not_active Application Discontinuation
- 1976-11-10 AT AT834276A patent/AT344725B/de not_active IP Right Cessation
- 1976-11-10 BE BE172260A patent/BE848215A/xx unknown
- 1976-11-10 GB GB46854/76A patent/GB1545077A/en not_active Expired
- 1976-11-10 CH CH1417976A patent/CH627448A5/it not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BE848215A (fr) | 1977-05-10 |
| NL7612500A (nl) | 1977-05-13 |
| ATA834276A (de) | 1977-12-15 |
| GB1545077A (en) | 1979-05-02 |
| DE2649530C3 (de) | 1979-04-12 |
| DE2649530A1 (de) | 1977-05-18 |
| JPS5277015A (en) | 1977-06-29 |
| FR2331555A1 (fr) | 1977-06-10 |
| FR2331555B1 (enExample) | 1979-03-02 |
| IT1054324B (it) | 1981-11-10 |
| AT344725B (de) | 1978-08-10 |
| DE2649530B2 (de) | 1978-08-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Busch et al. | Complexes Derived from Strong Field Ligands. XV. The Formation of Trinuclear Complexes by Coördination of Tris (β-mercaptoethylamine)-cobalt (III) to Metal Ions | |
| Crow et al. | 3-Isothiazolone-cis-3-Thiocyanoacrylamide Equilibria1, 2 | |
| SE7900513L (sv) | Forfarande for framstellning av oligoimider | |
| DE69009829T2 (de) | Verfahren zur Herstellung von Carbonsäuren. | |
| CH627448A5 (en) | Process for the preparation of bis-isothiuronium salts for use in the purification of effluent containing organic compounds of anionic character | |
| Creighton et al. | 211. Some carbohydrate episulphides | |
| US3200069A (en) | Method for removing branched chain alkylarylsulfonates from water | |
| CH629478A5 (it) | Procedimento per la produzione di sali di guanilidrazonio e utilizzazione dei sali cosi ottenuti. | |
| Garlatti et al. | Mechanistic informations from trans-effect in the anation reactions of some bis (dimethylglyoximato) Rh (III) complexes | |
| KR870005914A (ko) | 금속침전의 재산화/재용해 방지 공정 | |
| US4178242A (en) | Method for the purification of sewage waters which contain organic compounds of an anionic character | |
| US3109846A (en) | Colored reaction products produced by reaction of sulfato betaines with alkali | |
| Hawthorne et al. | Degradation of biscarborane | |
| US1625530A (en) | Intermediate product for the synthesis ob dyes and process op making | |
| US4022698A (en) | Bis-(guanidine)-tetrabromodian and its production | |
| Tokii et al. | Synthesis, Structure, and Magnetic Properties of a Novel Copper (II) Analogue of the Hemerythrin Active Center. | |
| Affan et al. | Synthesis, characterization and biological studies of organotin (IV) complexes of thiosemicarbazone ligand derived from pyruvic acid: X-ray crystal structure of [Me2Sn (PAT)] | |
| AT353712B (de) | Reinigung von anionische organische ver- bindungen enthaltenden abwaessern | |
| US2712547A (en) | Preparation of s-aryl-thiosulfuric acids | |
| DE2927625C2 (enExample) | ||
| US2269893A (en) | Insecticide | |
| US3408402A (en) | Mono-ethers of 2, 2'-dihydroxydiphenyl sulfone and method of making the sulfone and mono-ethers | |
| Morgan et al. | CCCXLIII.—Researches on residual affinity and co-ordination. Part XII. Cobaltammine and ferric lakes of dinitrosoresorcinol | |
| JPS59190943A (ja) | ポリヒドロキシベンゾフエノン類の製造方法 | |
| US3337556A (en) | Allyl quinaldinium pyridinium phosphates |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |