FI66877C - Foerfarande foer framstaellning av organiska trihalogentenn(iv)-foereningar - Google Patents
Foerfarande foer framstaellning av organiska trihalogentenn(iv)-foereningar Download PDFInfo
- Publication number
- FI66877C FI66877C FI801644A FI801644A FI66877C FI 66877 C FI66877 C FI 66877C FI 801644 A FI801644 A FI 801644A FI 801644 A FI801644 A FI 801644A FI 66877 C FI66877 C FI 66877C
- Authority
- FI
- Finland
- Prior art keywords
- compound
- tin
- olefin
- process according
- excess
- Prior art date
Links
- QHGNHLZPVBIIPX-UHFFFAOYSA-N tin(ii) oxide Chemical compound [Sn]=O QHGNHLZPVBIIPX-UHFFFAOYSA-N 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 20
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 16
- 150000001336 alkenes Chemical class 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 15
- -1 tin (II) compound Chemical class 0.000 claims description 15
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 6
- FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 239000007789 gas Substances 0.000 claims description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 230000003213 activating effect Effects 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- PBZROIMXDZTJDF-UHFFFAOYSA-N hepta-1,6-dien-4-one Chemical compound C=CCC(=O)CC=C PBZROIMXDZTJDF-UHFFFAOYSA-N 0.000 claims description 2
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- MCVVUJPXSBQTRZ-ONEGZZNKSA-N methyl (e)-but-2-enoate Chemical compound COC(=O)\C=C\C MCVVUJPXSBQTRZ-ONEGZZNKSA-N 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000012429 reaction media Substances 0.000 claims description 2
- 101100450129 Caenorhabditis elegans hal-3 gene Proteins 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 239000000460 chlorine Substances 0.000 description 7
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- 229910000039 hydrogen halide Inorganic materials 0.000 description 3
- 239000012433 hydrogen halide Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical group COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 241000208152 Geranium Species 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000001356 alkyl thiols Chemical class 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- PKHHQFAULPTXEW-UHFFFAOYSA-N ethane;prop-2-enoic acid Chemical compound CC.OC(=O)C=C PKHHQFAULPTXEW-UHFFFAOYSA-N 0.000 description 1
- XHIOOWRNEXFQFM-UHFFFAOYSA-N ethyl prop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(=O)C=C XHIOOWRNEXFQFM-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical group 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000001119 stannous chloride Substances 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
- C08K5/57—Organo-tin compounds
-
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Claims (6)
1. Förfarande för framställning av organotenn(IV)-trihalo-genider genom omsättning av en tenn(II)-förening med en olefinförening innehällande en aktiverande karbonylgrupp invid kol-kol-dubbelbindningen, i närvaro av en vätesyra, kännetecknat av att reaktionsmediet ej innehäller nägot främmande lösningsmedel, utan det innehäller ett över-skott av olefinen, och detta överskott är ätminstone 0,5 mol per mol tenn(II)-förening.
2. Förfarande enligt patentkravet 1, kännetecknat av att den som utgängsmaterial använda tenn(II)-föreningen är tenn(II)-oxid SnO.
3. Förfarande enligt patentkravet 1, kännetecknat av att mängden av olefinföreningen med formeln R2 ’ /R3 r1 -C -C = C vid framställning av föreningen 1 " \
0 R4 R3 R2 I I Hai-, Sn - C - C - CO R. J I I ' R. H 4 väri R2, R-j och R4 betecknar väte eller en alkylkolväterest med 1-3 kolatomer och R^ betecknar en alkyl- eller hydroxyl-
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7913108A FR2458554A1 (fr) | 1979-05-23 | 1979-05-23 | Procede de preparation de trihalogenures organostanniques |
| FR7913108 | 1979-05-23 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI801644A FI801644A (fi) | 1980-11-24 |
| FI66877B FI66877B (fi) | 1984-08-31 |
| FI66877C true FI66877C (fi) | 1984-12-10 |
Family
ID=9225765
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI801644A FI66877C (fi) | 1979-05-23 | 1980-05-21 | Foerfarande foer framstaellning av organiska trihalogentenn(iv)-foereningar |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4324737A (sv) |
| EP (1) | EP0021032B1 (sv) |
| JP (1) | JPS55157590A (sv) |
| AR (1) | AR224531A1 (sv) |
| AU (1) | AU536559B2 (sv) |
| BR (1) | BR8003216A (sv) |
| CA (1) | CA1139310A (sv) |
| DE (1) | DE3062262D1 (sv) |
| ES (1) | ES491738A0 (sv) |
| FI (1) | FI66877C (sv) |
| FR (1) | FR2458554A1 (sv) |
| GR (1) | GR68551B (sv) |
| IL (1) | IL60142A0 (sv) |
| IN (1) | IN154329B (sv) |
| NO (1) | NO801536L (sv) |
| PT (1) | PT71267A (sv) |
| YU (1) | YU136380A (sv) |
| ZA (1) | ZA803046B (sv) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL147517B1 (en) * | 1985-09-25 | 1989-06-30 | Politechnika Warszawska | Method of obtaining cyanoorganic compounds |
| DK0816367T3 (da) * | 1996-06-25 | 2001-07-23 | Crompton Gmbh | Monovinyltintrihalogenider og fremgangsmåde til deres fremstilling |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7412230A (nl) * | 1974-09-16 | 1976-03-18 | Akzo Nv | Werkwijze voor de bereiding van organotintri- halogeniden. |
| US4105684A (en) * | 1974-09-16 | 1978-08-08 | Akzo N.V. | Process for the preparation of organotin trihalides |
| NL7503116A (nl) * | 1975-03-17 | 1976-09-21 | Akzo Nv | Werkwijze voor het bereiden van organotindihaloge- niden, alsmede daarvan afgeleide organotinstabi- lisatoren. |
| US4080363A (en) * | 1975-03-17 | 1978-03-21 | Akzo N.V. | Process for making organotin dihalides and trihalides and stabilizers prepared therefrom |
| DE2648107B1 (de) * | 1976-10-23 | 1978-02-02 | Schering Ag | Verfahren zur Herstellung von Diorganozinn-dihalogeniden |
| DE2735757A1 (de) * | 1977-08-09 | 1979-02-15 | Hoechst Ag | Neue organozinnhalogenide und verfahren zu deren herstellung |
| EP0002019A1 (de) * | 1977-11-14 | 1979-05-30 | Ciba-Geigy Ag | Verfahren zur Herstellung von Organozinnverbindungen |
-
1979
- 1979-05-23 FR FR7913108A patent/FR2458554A1/fr active Granted
-
1980
- 1980-05-19 IN IN364/DEL/80A patent/IN154329B/en unknown
- 1980-05-20 PT PT71267A patent/PT71267A/pt unknown
- 1980-05-20 DE DE8080102793T patent/DE3062262D1/de not_active Expired
- 1980-05-20 EP EP80102793A patent/EP0021032B1/fr not_active Expired
- 1980-05-20 US US06/151,642 patent/US4324737A/en not_active Expired - Lifetime
- 1980-05-21 YU YU01363/80A patent/YU136380A/xx unknown
- 1980-05-21 FI FI801644A patent/FI66877C/fi not_active IP Right Cessation
- 1980-05-21 AU AU58635/80A patent/AU536559B2/en not_active Ceased
- 1980-05-22 GR GR62024A patent/GR68551B/el unknown
- 1980-05-22 ES ES491738A patent/ES491738A0/es active Granted
- 1980-05-22 BR BR8003216A patent/BR8003216A/pt unknown
- 1980-05-22 JP JP6718780A patent/JPS55157590A/ja active Pending
- 1980-05-22 CA CA000352536A patent/CA1139310A/fr not_active Expired
- 1980-05-22 ZA ZA00803046A patent/ZA803046B/xx unknown
- 1980-05-22 NO NO801536A patent/NO801536L/no unknown
- 1980-05-22 IL IL60142A patent/IL60142A0/xx unknown
-
1981
- 1981-05-20 AR AR281120A patent/AR224531A1/es active
Also Published As
| Publication number | Publication date |
|---|---|
| BR8003216A (pt) | 1980-12-30 |
| GR68551B (sv) | 1982-01-18 |
| AU5863580A (en) | 1980-11-27 |
| FR2458554A1 (fr) | 1981-01-02 |
| PT71267A (fr) | 1980-06-01 |
| IN154329B (sv) | 1984-10-20 |
| FI801644A (fi) | 1980-11-24 |
| EP0021032A1 (fr) | 1981-01-07 |
| ES8105335A1 (es) | 1981-05-16 |
| YU136380A (en) | 1983-02-28 |
| FI66877B (fi) | 1984-08-31 |
| NO801536L (no) | 1980-11-24 |
| AU536559B2 (en) | 1984-05-10 |
| ES491738A0 (es) | 1981-05-16 |
| EP0021032B1 (fr) | 1983-03-09 |
| US4324737A (en) | 1982-04-13 |
| CA1139310A (fr) | 1983-01-11 |
| ZA803046B (en) | 1981-08-26 |
| IL60142A0 (en) | 1980-07-31 |
| JPS55157590A (en) | 1980-12-08 |
| FR2458554B1 (sv) | 1982-07-09 |
| AR224531A1 (es) | 1981-12-15 |
| DE3062262D1 (en) | 1983-04-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: SOCIETE NATIONALE ELF AQUITAINE |