CH615684A5 - - Google Patents
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- Publication number
- CH615684A5 CH615684A5 CH703575A CH703575A CH615684A5 CH 615684 A5 CH615684 A5 CH 615684A5 CH 703575 A CH703575 A CH 703575A CH 703575 A CH703575 A CH 703575A CH 615684 A5 CH615684 A5 CH 615684A5
- Authority
- CH
- Switzerland
- Prior art keywords
- column
- hydrogen chloride
- esterification
- trichlorosilane
- temperature
- Prior art date
Links
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 31
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 30
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 30
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 30
- 238000000034 method Methods 0.000 description 22
- 238000005886 esterification reaction Methods 0.000 description 21
- 238000009835 boiling Methods 0.000 description 20
- 230000032050 esterification Effects 0.000 description 20
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 15
- 239000005052 trichlorosilane Substances 0.000 description 15
- -1 silane ester Chemical class 0.000 description 14
- 239000002904 solvent Substances 0.000 description 14
- 238000004821 distillation Methods 0.000 description 13
- 239000005046 Chlorosilane Substances 0.000 description 12
- 239000007788 liquid Substances 0.000 description 12
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 10
- 150000001298 alcohols Chemical class 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000000376 reactant Substances 0.000 description 7
- 229910000077 silane Inorganic materials 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 6
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 5
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- 238000006460 hydrolysis reaction Methods 0.000 description 5
- 238000007086 side reaction Methods 0.000 description 5
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 5
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000010924 continuous production Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- GBXOGFTVYQSOID-UHFFFAOYSA-N trichloro(2-methylpropyl)silane Chemical compound CC(C)C[Si](Cl)(Cl)Cl GBXOGFTVYQSOID-UHFFFAOYSA-N 0.000 description 4
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 4
- 239000005050 vinyl trichlorosilane Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 3
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000004756 silanes Chemical class 0.000 description 3
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 238000010923 batch production Methods 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- 230000006735 deficit Effects 0.000 description 2
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229920006395 saturated elastomer Chemical group 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- KFUSEUYYWQURPO-OWOJBTEDSA-N trans-1,2-dichloroethene Chemical group Cl\C=C\Cl KFUSEUYYWQURPO-OWOJBTEDSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical group ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- DORVBVUZVNOVGH-UHFFFAOYSA-N 1-(2-hydroxyethoxy)-4-methoxybutan-2-ol Chemical compound COCCC(O)COCCO DORVBVUZVNOVGH-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 229940093475 2-ethoxyethanol Drugs 0.000 description 1
- KSCAZPYHLGGNPZ-UHFFFAOYSA-N 3-chloropropyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)CCCCl KSCAZPYHLGGNPZ-UHFFFAOYSA-N 0.000 description 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000001348 alkyl chlorides Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- FQEKAFQSVPLXON-UHFFFAOYSA-N butyl(trichloro)silane Chemical compound CCCC[Si](Cl)(Cl)Cl FQEKAFQSVPLXON-UHFFFAOYSA-N 0.000 description 1
- 229950005499 carbon tetrachloride Drugs 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- KTQYJQFGNYHXMB-UHFFFAOYSA-N dichloro(methyl)silicon Chemical compound C[Si](Cl)Cl KTQYJQFGNYHXMB-UHFFFAOYSA-N 0.000 description 1
- MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical compound Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000011552 falling film Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000005055 methyl trichlorosilane Substances 0.000 description 1
- 239000005048 methyldichlorosilane Substances 0.000 description 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000005053 propyltrichlorosilane Substances 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- OOXSLJBUMMHDKW-UHFFFAOYSA-N trichloro(3-chloropropyl)silane Chemical compound ClCCC[Si](Cl)(Cl)Cl OOXSLJBUMMHDKW-UHFFFAOYSA-N 0.000 description 1
- DOEHJNBEOVLHGL-UHFFFAOYSA-N trichloro(propyl)silane Chemical compound CCC[Si](Cl)(Cl)Cl DOEHJNBEOVLHGL-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07F7/02—Silicon compounds
- C07F7/025—Silicon compounds without C-silicon linkages
-
- 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
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/188—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-O linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742427085 DE2427085C3 (de) | 1974-06-05 | Kontinuierliches Verfahren zur Herstellung von Alkoxisllanen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH615684A5 true CH615684A5 (ko) | 1980-02-15 |
Family
ID=5917349
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH703575A CH615684A5 (ko) | 1974-06-05 | 1975-05-30 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4039567A (ko) |
| JP (1) | JPS6035351B2 (ko) |
| AT (1) | AT334915B (ko) |
| BE (1) | BE829853A (ko) |
| CA (1) | CA1051014A (ko) |
| CH (1) | CH615684A5 (ko) |
| DD (1) | DD120024A5 (ko) |
| DK (1) | DK142237C (ko) |
| ES (1) | ES438214A1 (ko) |
| FI (1) | FI62538C (ko) |
| FR (1) | FR2273812A1 (ko) |
| GB (1) | GB1514197A (ko) |
| IT (1) | IT1035922B (ko) |
| NL (1) | NL181926C (ko) |
| NO (1) | NO145075C (ko) |
| SE (1) | SE415181B (ko) |
| SU (1) | SU619108A3 (ko) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5087845A (ko) * | 1973-12-13 | 1975-07-15 | ||
| JPS564687Y2 (ko) * | 1976-06-16 | 1981-02-02 | ||
| JPS5459461U (ko) * | 1977-10-04 | 1979-04-24 | ||
| JPS5490482U (ko) * | 1977-12-09 | 1979-06-26 | ||
| LU80112A1 (ko) * | 1978-08-16 | 1979-01-19 | ||
| LU82173A1 (fr) * | 1980-02-15 | 1980-05-07 | Wurth Sa O | Dispositif de chargement pour fours a cuve |
| LU83280A1 (fr) * | 1981-04-03 | 1983-03-24 | Wurth Paul Sa | Procede pour actionner une goulotte oscillante dans une enceinte sous pression,dispositif pour la mise en oeuvre de ce procede et installation de chargement d'un four a cuve equipe d'un tel dispositif |
| US4609751A (en) * | 1981-12-14 | 1986-09-02 | General Electric Company | Method of hydrolyzing chlorosilanes |
| US4421926A (en) * | 1982-06-28 | 1983-12-20 | General Electric Company | Process for co-alkoxylation of halosilanes and separation of the resulting products |
| DE3236628C2 (de) * | 1982-10-04 | 1986-09-11 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur kontinuierlichen Herstellung von Alkoxysilanen |
| JPS60258189A (ja) * | 1984-06-02 | 1985-12-20 | Agency Of Ind Science & Technol | アルキルクロロシランの加水分解法 |
| DE3431839A1 (de) * | 1984-08-30 | 1986-03-06 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur herstellung von trialkylorganoxysilanen |
| DE3522904A1 (de) * | 1985-06-27 | 1987-01-08 | Dynamit Nobel Ag | Verfahren zur herstellung von orthoestern des titans, zirkons oder hafniums |
| US4855473A (en) * | 1986-05-27 | 1989-08-08 | Bayer Aktiengesellschaft | Process for the preparation of organooxychlorosilanes |
| JPS63102055U (ko) * | 1986-12-19 | 1988-07-02 | ||
| NL8700819A (nl) * | 1987-04-08 | 1988-11-01 | Philips Nv | Inrichting voor het registreren van informatie op of het uitlezen van informatie uit een informatieplaat. |
| JPH02128245U (ko) * | 1989-03-30 | 1990-10-23 | ||
| JPH02140656U (ko) * | 1989-04-21 | 1990-11-26 | ||
| US4924022A (en) * | 1989-10-04 | 1990-05-08 | Dow Corning Corporation | Method for preparation of organoalkoxysilanes |
| US5559264A (en) * | 1994-02-24 | 1996-09-24 | Osi Specialities, Inc. | Process for making chloroorganosilicon compounds |
| US5374761A (en) * | 1994-04-29 | 1994-12-20 | Corning Corporation | Process for preparation of organooxysilanes |
| ATE266669T1 (de) * | 2001-08-06 | 2004-05-15 | Degussa | Organosiliciumverbindungen |
| CN102070663B (zh) * | 2010-12-27 | 2013-01-09 | 蓝星化工新材料股份有限公司江西星火有机硅厂 | 二甲基二乙氧基硅烷制备工艺 |
| CN102532181B (zh) * | 2011-12-07 | 2014-05-28 | 江西晨光新材料有限公司 | 一种三甲氧基氢硅醇解工艺 |
| JP5978940B2 (ja) * | 2012-11-16 | 2016-08-24 | 信越化学工業株式会社 | オルガノキシシラン中の残留ハロゲン化物の低減方法 |
| CN103288865B (zh) * | 2013-05-31 | 2016-03-30 | 合盛硅业股份有限公司 | 一种利用有机硅共沸物生产正硅酸乙酯的方法 |
| CN109517006B (zh) * | 2018-11-13 | 2021-03-16 | 江西宏柏新材料股份有限公司 | 塔式有机法连续生产3-辛酰基硫代丙基三乙氧基硅烷的方法 |
| CN113150026A (zh) * | 2021-05-06 | 2021-07-23 | 兰州康鹏威耳化工有限公司 | 一种苯基三甲氧基硅烷连续制备方法和系统 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2061189C3 (de) * | 1970-12-11 | 1974-12-05 | Wacker-Chemie Gmbh, 8000 Muenchen | Verfahren zur kontinuierlichen Herstellung von Alkoxysilanen oder Alkoxypolysiloxanen |
| US3801618A (en) * | 1973-06-06 | 1974-04-02 | Chevron Res | Process for alkyl orthosilicate |
-
1975
- 1975-05-06 DD DD185863A patent/DD120024A5/xx unknown
- 1975-05-22 GB GB22342/75A patent/GB1514197A/en not_active Expired
- 1975-05-26 SU SU752136593A patent/SU619108A3/ru active
- 1975-05-30 CH CH703575A patent/CH615684A5/de not_active IP Right Cessation
- 1975-06-03 NO NO751944A patent/NO145075C/no unknown
- 1975-06-03 IT IT49870/75A patent/IT1035922B/it active
- 1975-06-03 JP JP50066986A patent/JPS6035351B2/ja not_active Expired
- 1975-06-03 AT AT419775A patent/AT334915B/de not_active IP Right Cessation
- 1975-06-03 FR FR7517298A patent/FR2273812A1/fr active Granted
- 1975-06-04 CA CA228,543A patent/CA1051014A/en not_active Expired
- 1975-06-04 ES ES438214A patent/ES438214A1/es not_active Expired
- 1975-06-04 DK DK251875A patent/DK142237C/da not_active IP Right Cessation
- 1975-06-04 BE BE157019A patent/BE829853A/xx not_active IP Right Cessation
- 1975-06-04 SE SE7506387A patent/SE415181B/xx not_active IP Right Cessation
- 1975-06-05 FI FI751673A patent/FI62538C/fi not_active IP Right Cessation
- 1975-06-05 US US05/584,271 patent/US4039567A/en not_active Expired - Lifetime
- 1975-06-05 NL NLAANVRAGE7506688,A patent/NL181926C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL181926B (nl) | 1987-07-01 |
| DK142237B (da) | 1980-09-29 |
| DK142237C (da) | 1981-02-23 |
| SU619108A3 (ru) | 1978-08-05 |
| IT1035922B (it) | 1979-10-20 |
| US4039567A (en) | 1977-08-02 |
| NL181926C (nl) | 1987-12-01 |
| ES438214A1 (es) | 1977-01-16 |
| CA1051014A (en) | 1979-03-20 |
| DE2427085A1 (de) | 1975-12-11 |
| FR2273812A1 (fr) | 1976-01-02 |
| NO145075B (no) | 1981-09-28 |
| GB1514197A (en) | 1978-06-14 |
| NO145075C (no) | 1982-01-20 |
| SE7506387L (sv) | 1975-12-08 |
| FR2273812B1 (ko) | 1978-10-13 |
| SE415181B (sv) | 1980-09-15 |
| FI751673A (ko) | 1975-12-06 |
| NO751944L (ko) | 1975-12-08 |
| DE2427085B2 (de) | 1976-07-01 |
| JPS5113725A (ko) | 1976-02-03 |
| FI62538C (fi) | 1983-01-10 |
| ATA419775A (de) | 1976-06-15 |
| AT334915B (de) | 1977-02-10 |
| BE829853A (fr) | 1975-10-01 |
| NL7506688A (nl) | 1975-12-09 |
| DK251875A (da) | 1975-12-06 |
| AU8131075A (en) | 1976-11-25 |
| JPS6035351B2 (ja) | 1985-08-14 |
| DD120024A5 (ko) | 1976-05-20 |
| FI62538B (fi) | 1982-09-30 |
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