CH395083A - Verfahren zur Herstellung von B-Chloräthanphosphonsäuredichlorid - Google Patents
Verfahren zur Herstellung von B-ChloräthanphosphonsäuredichloridInfo
- Publication number
- CH395083A CH395083A CH692060A CH692060A CH395083A CH 395083 A CH395083 A CH 395083A CH 692060 A CH692060 A CH 692060A CH 692060 A CH692060 A CH 692060A CH 395083 A CH395083 A CH 395083A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxygen
- ethylene
- reaction
- phosphorus trichloride
- carried out
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 31
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 61
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 60
- 239000001301 oxygen Substances 0.000 claims description 60
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 57
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims description 55
- 239000005977 Ethylene Substances 0.000 claims description 51
- 238000006243 chemical reaction Methods 0.000 claims description 44
- 239000007789 gas Substances 0.000 claims description 16
- 238000009835 boiling Methods 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 5
- 239000002245 particle Substances 0.000 claims description 2
- 230000001419 dependent effect Effects 0.000 claims 3
- 238000004064 recycling Methods 0.000 claims 1
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 28
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 10
- 229960003750 ethyl chloride Drugs 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- -1 β-chloroethoxy group Chemical group 0.000 description 9
- 239000007795 chemical reaction product Substances 0.000 description 7
- NAXPJXSCPCULPL-UHFFFAOYSA-N P(=O)(Cl)Cl.ClCC Chemical compound P(=O)(Cl)Cl.ClCC NAXPJXSCPCULPL-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 3
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 3
- 239000003701 inert diluent Substances 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- MLSZIADXWDYFKM-UHFFFAOYSA-N 1-dichlorophosphorylethene Chemical compound ClP(Cl)(=O)C=C MLSZIADXWDYFKM-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 101100010166 Mus musculus Dok3 gene Proteins 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 229950005499 carbon tetrachloride Drugs 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 229940073584 methylene chloride Drugs 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000004476 plant protection product Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 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
- 238000010626 work up procedure Methods 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/42—Halides thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F30/00—Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F30/02—Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF28744A DE1103922B (de) | 1959-06-20 | 1959-06-20 | Verfahren zur Herstellung von ª-Chloraethanphosphonsaeuredichlorid |
| DEF29070A DE1108687B (de) | 1959-06-20 | 1959-07-31 | Verfahren zur Herstellung von ª-Chloraethanphosphonsaeuredichlorid |
| DEF30546A DE1123667B (de) | 1959-06-20 | 1960-02-16 | Verfahren zur Herstellung von ª-Chloraethanphosphonsaeuredichlorid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH395083A true CH395083A (de) | 1965-07-15 |
Family
ID=30448787
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH692060A CH395083A (de) | 1959-06-20 | 1960-06-17 | Verfahren zur Herstellung von B-Chloräthanphosphonsäuredichlorid |
| CH691960A CH391699A (de) | 1959-06-20 | 1960-06-17 | Verfahren zur Herstellung ungesättigter Phosphonsäuredichloride |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH691960A CH391699A (de) | 1959-06-20 | 1960-06-17 | Verfahren zur Herstellung ungesättigter Phosphonsäuredichloride |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US3206508A (en, 2012) |
| BE (2) | BE592087A (en, 2012) |
| CH (2) | CH395083A (en, 2012) |
| DE (4) | DE1103922B (en, 2012) |
| GB (2) | GB963881A (en, 2012) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3402196A (en) * | 1962-08-31 | 1968-09-17 | Hooker Chemical Corp | Organophosphorus compounds and methods for the preparation thereof |
| DE1568944C3 (de) * | 1966-12-23 | 1975-06-19 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Reinigung von beta-Chloräthanphosphonsäuredichlorid |
| US3976690A (en) * | 1975-09-15 | 1976-08-24 | Stauffer Chemical Company | Process for preparing alkane bis-dihalophosphines |
| DE3629579A1 (de) * | 1986-08-30 | 1988-03-03 | Hoechst Ag | Verfahren zur herstellung von 2-chlorethanphosphonsaeuredichlorid |
| DE3640357A1 (de) * | 1986-11-26 | 1988-06-09 | Hoechst Ag | Verfahren zur herstellung von phosphin- oder phosphonsaeurechloriden |
| DE3641100A1 (de) * | 1986-12-02 | 1988-06-09 | Hoechst Ag | Verfahren zur herstellung von 2-chlorethanphosphonsaeuredichlorid |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU116882A (en, 2012) | ||||
| US2365466A (en) * | 1942-10-23 | 1944-12-19 | Du Pont | Organic compounds |
| US2388657A (en) * | 1943-04-15 | 1945-11-06 | Wingfoot Corp | Preparation of acid chlorides |
| US2495799A (en) * | 1945-05-17 | 1950-01-31 | Victor Chemical Works | Chloroalkyl phosphorous oxy and sulfodichlorides |
| US2683168A (en) * | 1950-12-22 | 1954-07-06 | California Research Corp | Preparation of organo phosphonyl chlorides |
| US2683169A (en) * | 1952-06-11 | 1954-07-06 | California Research Corp | Preparation of organo phosphonyl chlorides from organo halides |
| SU116882A1 (ru) * | 1958-03-01 | 1958-11-30 | М.И. Кабачник | Способ получени диалкиловых эфиров винилфосфиновой кислоты и замещенных диамидов |
-
0
- BE BE592086D patent/BE592086A/xx unknown
- BE BE592087D patent/BE592087A/xx unknown
-
1959
- 1959-06-20 DE DEF28744A patent/DE1103922B/de active Pending
- 1959-07-31 DE DEF29070A patent/DE1108687B/de active Pending
- 1959-10-27 DE DEF29707A patent/DE1138770B/de active Pending
-
1960
- 1960-02-16 DE DEF30546A patent/DE1123667B/de active Pending
- 1960-06-14 US US35876A patent/US3206508A/en not_active Expired - Lifetime
- 1960-06-17 CH CH692060A patent/CH395083A/de unknown
- 1960-06-17 CH CH691960A patent/CH391699A/de unknown
- 1960-06-17 US US36732A patent/US3183264A/en not_active Expired - Lifetime
- 1960-06-20 GB GB21626/60A patent/GB963881A/en not_active Expired
- 1960-06-20 GB GB21622/60A patent/GB963882A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB963881A (en) | 1964-07-15 |
| BE592087A (en, 2012) | |
| DE1103922B (de) | 1961-04-06 |
| DE1108687B (de) | 1961-06-15 |
| GB963882A (en) | 1964-07-15 |
| DE1123667B (de) | 1962-02-15 |
| CH391699A (de) | 1965-05-15 |
| US3183264A (en) | 1965-05-11 |
| US3206508A (en) | 1965-09-14 |
| BE592086A (en, 2012) | |
| DE1138770B (de) | 1962-10-31 |
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