DE3938472C1 - - Google Patents
Info
- Publication number
- DE3938472C1 DE3938472C1 DE3938472A DE3938472A DE3938472C1 DE 3938472 C1 DE3938472 C1 DE 3938472C1 DE 3938472 A DE3938472 A DE 3938472A DE 3938472 A DE3938472 A DE 3938472A DE 3938472 C1 DE3938472 C1 DE 3938472C1
- Authority
- DE
- Germany
- Prior art keywords
- tin
- solution
- compounds
- acid
- hydrazine
- 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 - Lifetime
Links
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 15
- WXHLLJAMBQLULT-UHFFFAOYSA-N 2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-n-(2-methyl-6-sulfanylphenyl)-1,3-thiazole-5-carboxamide;hydrate Chemical compound O.C=1C(N2CCN(CCO)CC2)=NC(C)=NC=1NC(S1)=NC=C1C(=O)NC1=C(C)C=CC=C1S WXHLLJAMBQLULT-UHFFFAOYSA-N 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 9
- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical class [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 claims description 9
- 230000003078 antioxidant effect Effects 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000003963 antioxidant agent Substances 0.000 claims description 6
- 239000012736 aqueous medium Substances 0.000 claims description 3
- 230000006641 stabilisation Effects 0.000 claims description 3
- 238000011105 stabilization Methods 0.000 claims description 3
- 229910017852 NH2NH2 Inorganic materials 0.000 claims description 2
- 229910006069 SO3H Inorganic materials 0.000 claims description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 49
- 239000003381 stabilizer Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 12
- 238000001556 precipitation Methods 0.000 description 11
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- 239000002244 precipitate Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 229910000838 Al alloy Inorganic materials 0.000 description 9
- 238000004040 coloring Methods 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- 239000000706 filtrate Substances 0.000 description 7
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 7
- 150000003606 tin compounds Chemical class 0.000 description 7
- VXPDAXLODHMVDJ-UHFFFAOYSA-L sulfuric acid tin(2+) sulfate Chemical compound [Sn+2].OS(O)(=O)=O.[O-]S([O-])(=O)=O VXPDAXLODHMVDJ-UHFFFAOYSA-L 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 150000003460 sulfonic acids Chemical class 0.000 description 5
- BHDKTFQBRFWJKR-UHFFFAOYSA-N 2-hydroxy-5-sulfobenzoic acid;dihydrate Chemical compound O.O.OC(=O)C1=CC(S(O)(=O)=O)=CC=C1O BHDKTFQBRFWJKR-UHFFFAOYSA-N 0.000 description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- CECHAMHWZJMZGT-UHFFFAOYSA-N aminoazanium;2-sulfooxybenzoate Chemical class [NH3+]N.OS(=O)(=O)OC1=CC=CC=C1C([O-])=O CECHAMHWZJMZGT-UHFFFAOYSA-N 0.000 description 4
- HXYYYCGANVZEAT-UHFFFAOYSA-N aminoazanium;6-carboxy-2,3-disulfophenolate Chemical compound [NH3+]N.OC(=O)C1=CC=C(S(O)(=O)=O)C(S(O)(=O)=O)=C1[O-] HXYYYCGANVZEAT-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000012065 filter cake Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- OBBXFSIWZVFYJR-UHFFFAOYSA-L tin(2+);sulfate Chemical compound [Sn+2].[O-]S([O-])(=O)=O OBBXFSIWZVFYJR-UHFFFAOYSA-L 0.000 description 4
- 229910000375 tin(II) sulfate Inorganic materials 0.000 description 4
- YCPXWRQRBFJBPZ-UHFFFAOYSA-N 5-sulfosalicylic acid Chemical compound OC(=O)C1=CC(S(O)(=O)=O)=CC=C1O YCPXWRQRBFJBPZ-UHFFFAOYSA-N 0.000 description 3
- -1 For example Chemical class 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000003792 electrolyte Substances 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 2
- BZOVBIIWPDQIHF-UHFFFAOYSA-N 3-hydroxy-2-methylbenzenesulfonic acid Chemical compound CC1=C(O)C=CC=C1S(O)(=O)=O BZOVBIIWPDQIHF-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- JALQQBGHJJURDQ-UHFFFAOYSA-L bis(methylsulfonyloxy)tin Chemical compound [Sn+2].CS([O-])(=O)=O.CS([O-])(=O)=O JALQQBGHJJURDQ-UHFFFAOYSA-L 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229910001510 metal chloride Inorganic materials 0.000 description 2
- 229940098779 methanesulfonic acid Drugs 0.000 description 2
- 229940044654 phenolsulfonic acid Drugs 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000010865 sewage Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- WLXGQMVCYPUOLM-UHFFFAOYSA-N 1-hydroxyethanesulfonic acid Chemical compound CC(O)S(O)(=O)=O WLXGQMVCYPUOLM-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- SUMDYPCJJOFFON-UHFFFAOYSA-N beta-hydroxyethanesulfonic acid Natural products OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- ZGCHATBSUIJLRL-UHFFFAOYSA-N hydrazine sulfate Chemical compound NN.OS(O)(=O)=O ZGCHATBSUIJLRL-UHFFFAOYSA-N 0.000 description 1
- 229910000377 hydrazine sulfate Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G19/00—Compounds of tin
- C01G19/04—Halides
- C01G19/06—Stannous chloride
-
- 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
- C07C309/57—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing carboxyl groups bound to the carbon skeleton
- C07C309/60—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing carboxyl groups bound to the carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25D—PROCESSES FOR THE ELECTROLYTIC OR ELECTROPHORETIC PRODUCTION OF COATINGS; ELECTROFORMING; APPARATUS THEREFOR
- C25D11/00—Electrolytic coating by surface reaction, i.e. forming conversion layers
- C25D11/02—Anodisation
- C25D11/04—Anodisation of aluminium or alloys based thereon
- C25D11/18—After-treatment, e.g. pore-sealing
- C25D11/20—Electrolytic after-treatment
- C25D11/22—Electrolytic after-treatment for colouring layers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3938472A DE3938472C1 (enExample) | 1989-11-20 | 1989-11-20 | |
| FR909012418A FR2654724B1 (fr) | 1989-11-20 | 1990-10-09 | Sulfosalicylate d'hydrazine, procede pour sa preparation et application comme stabilisateur a effet antioxydant pour composes stanneux. |
| IT04845190A IT1246324B (it) | 1989-11-20 | 1990-11-07 | Solfosalicilato di idrazinio, sua produzione ed impiego come stabilizzatore ad attivita' antiossidativa per composti di stagno (ii) |
| GB9025104A GB2238311B (en) | 1989-11-20 | 1990-11-19 | Hydraziniumsulfosalicylate,its preparation and its use as an antioxidising stabilizer for tin(ii)compounds |
| US07/615,223 US5202470A (en) | 1989-11-20 | 1990-11-19 | Hydrazinium sulphosalicylate |
| BE9001091A BE1003127A3 (fr) | 1989-11-20 | 1990-11-19 | Sulfosalicylate d'hydrazine, procede pour sa preparation et application comme stabilisateur a effet antioxydant pour composes stanneux. |
| ES9002929A ES2026064A6 (es) | 1989-11-20 | 1990-11-19 | Procedimiento para la preparacion de sulfosalicilatos de hidrazinio. |
| US07/991,654 US5286284A (en) | 1989-11-20 | 1992-12-16 | Hydrazinium sulphosalicylate, its preparation and its use as an antioxidizing stabilizer for tin(II) compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3938472A DE3938472C1 (enExample) | 1989-11-20 | 1989-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3938472C1 true DE3938472C1 (enExample) | 1990-06-21 |
Family
ID=6393853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3938472A Expired - Lifetime DE3938472C1 (enExample) | 1989-11-20 | 1989-11-20 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US5202470A (enExample) |
| BE (1) | BE1003127A3 (enExample) |
| DE (1) | DE3938472C1 (enExample) |
| ES (1) | ES2026064A6 (enExample) |
| FR (1) | FR2654724B1 (enExample) |
| GB (1) | GB2238311B (enExample) |
| IT (1) | IT1246324B (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2654724A1 (fr) * | 1989-11-20 | 1991-05-24 | Goldschmidt Ag Th | Sulfosalicylate d'hydrazine, procede pour sa preparation et application comme stabilisateur a effet antioxydant pour composes stanneux. |
| DE4330068A1 (de) * | 1993-09-06 | 1995-03-09 | Heraeus Gmbh W C | Verfahren zum Regenerieren und Stabilisieren von cyanidischen Silber-Zinn-Bädern |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7494413B2 (en) | 2002-02-20 | 2009-02-24 | Igt | Slot machine game having a plurality of ways for a user to obtain payouts for one or more additional pay lines formed by the appearance of special symbols in a symbol matrix |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2852557A (en) * | 1954-04-09 | 1958-09-16 | Schenley Ind Inc | 4-sulfonyl derivatives of salicylic acid |
| DE3533788C1 (de) * | 1985-09-21 | 1986-11-06 | Th. Goldschmidt Ag, 4300 Essen | Verfahren zur Herstellung von Sulfosalicylsäure |
| DE3938472C1 (enExample) * | 1989-11-20 | 1990-06-21 | Th. Goldschmidt Ag, 4300 Essen, De | |
| US5055605A (en) * | 1990-10-15 | 1991-10-08 | Imperial Chemical Industries Plc | Preparation of trisubstituted benzoic acid precursors |
-
1989
- 1989-11-20 DE DE3938472A patent/DE3938472C1/de not_active Expired - Lifetime
-
1990
- 1990-10-09 FR FR909012418A patent/FR2654724B1/fr not_active Expired - Lifetime
- 1990-11-07 IT IT04845190A patent/IT1246324B/it active IP Right Grant
- 1990-11-19 GB GB9025104A patent/GB2238311B/en not_active Expired - Lifetime
- 1990-11-19 US US07/615,223 patent/US5202470A/en not_active Expired - Fee Related
- 1990-11-19 ES ES9002929A patent/ES2026064A6/es not_active Expired - Lifetime
- 1990-11-19 BE BE9001091A patent/BE1003127A3/fr not_active IP Right Cessation
-
1992
- 1992-12-16 US US07/991,654 patent/US5286284A/en not_active Expired - Fee Related
Non-Patent Citations (1)
| Title |
|---|
| NICHTS ERMITTELT * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2654724A1 (fr) * | 1989-11-20 | 1991-05-24 | Goldschmidt Ag Th | Sulfosalicylate d'hydrazine, procede pour sa preparation et application comme stabilisateur a effet antioxydant pour composes stanneux. |
| BE1003127A3 (fr) * | 1989-11-20 | 1991-12-03 | Erich Ruf | Sulfosalicylate d'hydrazine, procede pour sa preparation et application comme stabilisateur a effet antioxydant pour composes stanneux. |
| DE4330068A1 (de) * | 1993-09-06 | 1995-03-09 | Heraeus Gmbh W C | Verfahren zum Regenerieren und Stabilisieren von cyanidischen Silber-Zinn-Bädern |
Also Published As
| Publication number | Publication date |
|---|---|
| IT9048451A1 (it) | 1992-05-07 |
| GB9025104D0 (en) | 1991-01-02 |
| FR2654724A1 (fr) | 1991-05-24 |
| US5202470A (en) | 1993-04-13 |
| US5286284A (en) | 1994-02-15 |
| ES2026064A6 (es) | 1992-04-01 |
| IT1246324B (it) | 1994-11-17 |
| IT9048451A0 (it) | 1990-11-07 |
| BE1003127A3 (fr) | 1991-12-03 |
| GB2238311B (en) | 1992-03-25 |
| FR2654724B1 (fr) | 1992-07-31 |
| GB2238311A (en) | 1991-05-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8100 | Publication of patent without earlier publication of application | ||
| D1 | Grant (no unexamined application published) patent law 81 | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |