CA2100588A1 - Process for the direct synthesis of organotin chlorides and their use - Google Patents
Process for the direct synthesis of organotin chlorides and their useInfo
- Publication number
- CA2100588A1 CA2100588A1 CA002100588A CA2100588A CA2100588A1 CA 2100588 A1 CA2100588 A1 CA 2100588A1 CA 002100588 A CA002100588 A CA 002100588A CA 2100588 A CA2100588 A CA 2100588A CA 2100588 A1 CA2100588 A1 CA 2100588A1
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- chloride
- aryl
- tin
- chlorides
- 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.)
- Abandoned
Links
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 16
- 238000003786 synthesis reaction Methods 0.000 title claims abstract description 16
- 238000000034 method Methods 0.000 title claims abstract description 15
- 150000001805 chlorine compounds Chemical class 0.000 title claims description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 19
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims abstract description 16
- 235000011150 stannous chloride Nutrition 0.000 claims abstract description 16
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 claims abstract description 16
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical class [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000001348 alkyl chlorides Chemical class 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 150000001412 amines Chemical class 0.000 claims abstract description 9
- 235000019270 ammonium chloride Nutrition 0.000 claims abstract description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- 125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 6
- 125000003118 aryl group Chemical group 0.000 claims abstract description 6
- 125000003107 substituted aryl group Chemical group 0.000 claims abstract description 6
- 239000013067 intermediate product Substances 0.000 claims abstract description 3
- 238000004519 manufacturing process Methods 0.000 claims abstract description 3
- 229920005989 resin Polymers 0.000 claims abstract description 3
- 239000011347 resin Substances 0.000 claims abstract description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 6
- CNDHHGUSRIZDSL-UHFFFAOYSA-N 1-chlorooctane Chemical compound CCCCCCCCCl CNDHHGUSRIZDSL-UHFFFAOYSA-N 0.000 claims description 5
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 claims description 4
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 claims description 2
- 229920000915 polyvinyl chloride Polymers 0.000 claims 1
- 239000004800 polyvinyl chloride Substances 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 150000003841 chloride salts Chemical class 0.000 abstract 2
- -1 alkyl tin halides Chemical class 0.000 description 4
- 229910008066 SnC12 Inorganic materials 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 150000004694 iodide salts Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000004809 thin layer chromatography Methods 0.000 description 3
- INTLMJZQCBRQAT-UHFFFAOYSA-K trichloro(octyl)stannane Chemical compound CCCCCCCC[Sn](Cl)(Cl)Cl INTLMJZQCBRQAT-UHFFFAOYSA-K 0.000 description 3
- 150000001347 alkyl bromides Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 230000036647 reaction Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 2
- XXLJTZALNKUUEP-UHFFFAOYSA-N 3-ethoxyhexan-3-ol Chemical compound CCCC(O)(CC)OCC XXLJTZALNKUUEP-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 241001331845 Equus asinus x caballus Species 0.000 description 1
- 229910008046 SnC14 Inorganic materials 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001649 bromium compounds Chemical class 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- YMLFYGFCXGNERH-UHFFFAOYSA-K butyltin trichloride Chemical compound CCCC[Sn](Cl)(Cl)Cl YMLFYGFCXGNERH-UHFFFAOYSA-K 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 description 1
- SBOSGIJGEHWBKV-UHFFFAOYSA-L dioctyltin(2+);dichloride Chemical compound CCCCCCCC[Sn](Cl)(Cl)CCCCCCCC SBOSGIJGEHWBKV-UHFFFAOYSA-L 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229940031098 ethanolamine Drugs 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 150000004795 grignard reagents Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- REOJLIXKJWXUGB-UHFFFAOYSA-N mofebutazone Chemical group O=C1C(CCCC)C(=O)NN1C1=CC=CC=C1 REOJLIXKJWXUGB-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N monoethanolamine hydrochloride Natural products NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- 229950004492 octil Drugs 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- YSCVYRUCAPMZFG-UHFFFAOYSA-K trichlorotin Chemical compound Cl[Sn](Cl)Cl YSCVYRUCAPMZFG-UHFFFAOYSA-K 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
- C07F7/2208—Compounds having tin linked only to carbon, hydrogen and/or halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4101760.9 | 1991-01-22 | ||
| DE4101760A DE4101760A1 (de) | 1991-01-22 | 1991-01-22 | Verfahren fuer die direktsynthese von organozinnchloriden sowie deren verwendung |
| PCT/DE1992/000037 WO1992012984A1 (de) | 1991-01-22 | 1992-01-21 | Verfahren für die direktsynthese von organozinnchloriden sowie deren verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2100588A1 true CA2100588A1 (en) | 1992-07-23 |
Family
ID=6423463
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002100588A Abandoned CA2100588A1 (en) | 1991-01-22 | 1992-01-21 | Process for the direct synthesis of organotin chlorides and their use |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0557465A1 (de) |
| JP (1) | JPH06504540A (de) |
| AU (1) | AU1176292A (de) |
| CA (1) | CA2100588A1 (de) |
| DE (1) | DE4101760A1 (de) |
| WO (1) | WO1992012984A1 (de) |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3340283A (en) * | 1964-05-20 | 1967-09-05 | M & T Chemicals Inc | Preparation of organotin-trihalides |
| US3824264A (en) * | 1972-06-08 | 1974-07-16 | Cosan Chem Corp | Preparation of monohydrocarbyl tin trihalides |
| GB1472498A (en) * | 1975-03-20 | 1977-05-04 | Chugoku Marine Paints | Method for producing monoalkyl-tin-trihalides |
| JPS5242824A (en) * | 1975-09-29 | 1977-04-04 | Sankyo Yuki Gosei Kk | Process for preparation of methyltin chloride |
| EP0433473A1 (de) * | 1989-12-18 | 1991-06-26 | Chemische Werke München Otto Bärlocher GmbH | Verfahren für die Direktsynthese von Organozinnverbindungen und deren Verwendung |
-
1991
- 1991-01-22 DE DE4101760A patent/DE4101760A1/de not_active Withdrawn
-
1992
- 1992-01-21 CA CA002100588A patent/CA2100588A1/en not_active Abandoned
- 1992-01-21 WO PCT/DE1992/000037 patent/WO1992012984A1/de not_active Application Discontinuation
- 1992-01-21 JP JP4503009A patent/JPH06504540A/ja active Pending
- 1992-01-21 AU AU11762/92A patent/AU1176292A/en not_active Abandoned
- 1992-01-21 EP EP92903073A patent/EP0557465A1/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| WO1992012984A1 (de) | 1992-08-06 |
| EP0557465A1 (de) | 1993-09-01 |
| JPH06504540A (ja) | 1994-05-26 |
| DE4101760A1 (de) | 1992-07-23 |
| AU1176292A (en) | 1992-08-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Dead |