DE84798T1 - Verfahren zur herstellung von phosphinoxiden. - Google Patents
Verfahren zur herstellung von phosphinoxiden.Info
- Publication number
- DE84798T1 DE84798T1 DE198383100180T DE83100180T DE84798T1 DE 84798 T1 DE84798 T1 DE 84798T1 DE 198383100180 T DE198383100180 T DE 198383100180T DE 83100180 T DE83100180 T DE 83100180T DE 84798 T1 DE84798 T1 DE 84798T1
- Authority
- DE
- Germany
- Prior art keywords
- aqueous
- chlorination
- carried out
- hydrolysis
- hypochlorite
- 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.)
- Pending
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000003004 phosphinoxides Chemical class 0.000 title 1
- 238000000034 method Methods 0.000 claims 17
- 238000005660 chlorination reaction Methods 0.000 claims 7
- 230000007062 hydrolysis Effects 0.000 claims 6
- 238000006460 hydrolysis reaction Methods 0.000 claims 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 239000012320 chlorinating reagent Substances 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- WSANLGASBHUYGD-UHFFFAOYSA-N sulfidophosphanium Chemical class S=[PH3] WSANLGASBHUYGD-UHFFFAOYSA-N 0.000 claims 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical group ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims 1
- ZKQDCIXGCQPQNV-UHFFFAOYSA-N Calcium hypochlorite Chemical compound [Ca+2].Cl[O-].Cl[O-] ZKQDCIXGCQPQNV-UHFFFAOYSA-N 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 1
- 239000005708 Sodium hypochlorite Substances 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical class ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 claims 1
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 claims 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 claims 1
- -1 phosphine sulfide derivative Triphenylphosphine sulfide Chemical class 0.000 claims 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 claims 1
- SATVIFGJTRRDQU-UHFFFAOYSA-N potassium hypochlorite Chemical compound [K+].Cl[O-] SATVIFGJTRRDQU-UHFFFAOYSA-N 0.000 claims 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims 1
- OKQKDCXVLPGWPO-UHFFFAOYSA-N sulfanylidenephosphane Chemical compound S=P OKQKDCXVLPGWPO-UHFFFAOYSA-N 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 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
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
-
- 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/11—Esters of phosphoric acids with hydroxyalkyl compounds without further substituents on alkyl
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (1)
- 00G4738EP 83 10 OI8O.5
"Shionogi & Co·, Ltd.u.Z. : S 219EP
Deutsche Übersetzung der Patentansprüche gem. Art. 67 EPÜPatentansprüche1. Ein Verfahren zur Herstellung eines Phosphinoxid-Derivates, gekennzeichnet durch Chlorierung und Hydrolyse des entsprechenden Phosphinsulfid-Derivates.2. Verfahren nach Anspruch 1, wobei das Phosphinsulfid-Derivat Tri-(monocyclisches Aryl)-phosphinsulfid oder Tri-niederalkyl-thionophosphat ist.3. Verfahren nach Anspruch 2, wobei das Phosphinsulfid-Derivat Triphenylphosphinsulfid oder Tri-(C,-Cj-)-alkylthionophosphat ist.k. Verfahren nach Anspruch 1, wobei das Chlorierungsmittel Thionylchlorid, Phosphorpentachlorid, Natriumhypochlorid,Kaliumhypochlorid, Calciumhypochlorid oder Chlor ist» 255. Verfahren nach Anspruch 4, wobei das Chlorierungsmittel ein Hypochloridsalz ist.6. Verfahren nach Anspruch 1, wobei die Chlorierung in einem Ester-Lösungsmittel, Äther-Lösungsmittel oder wäßrigen Alkanol durchgeführt wird.7. Verfahren nach Anspruch 6, wobei das Lösungsmittel Essigsäureäthylester, Dioxan, Tetrahydrofuran, wäßriges Methanol, wäßriges Äthanol, wäßriges Propanol, wäßriges Butanole wäßriges Isobutanol, wäßriges n-Pentanol oder wäßriges Isopentanol ist.00S4798_8. Verfahren nach Anspruch 1, wobei die Chlorierung mit 1 bis 10 Moläquivalenten des Chlorierungsmittels durchgeführt wird.9· Verfahren nach Anspruch 1, wobei die Chlorierungsdauer 10 Minuten bis 5 Stunden beträgt.10. Verfahren nach Anspruch 1, wobei die Chlorierung in einem Temperaturbereich zwischen 0 und 4o°C durchgeführt wird.11. Verfahren nach Anspruch 6, wobei die Chlorierung in 1 bis 50 Volumina des Lösungsmittels durchgeführt wird.12. Verfahren nach Anspruch 1, wobei die Hydrolyse mit einer wäßrigen Base durchgeführt wird.13. Verfahren nach Anspruch I3 wobei das Hydrolysereagens eine wäßrige Lösung eines Hydroxids, Carbonats oder Bicarbo-nats eines Alkalimetalls oder Erdalkalimetalls ist. 2014. Verfahren nach Anspruch 15, wobei das Alkalimetall Natrium ist.15. Verfahren nach Anspruch 1, wobei die Chlorierung und die Hydrolyse gleichzeitig durchgeführt werden.16. Verfahren nach Anspruch I3, wobei die Hydrolysedauer Minuten bis 5 Stunden beträgt.17. Verfahren nach Anspruch I3 wobei die Hydrolyse in einem Temperaturbereich zwischen 0 und 40 C durchgeführt wird.L J
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57003718A JPS58121295A (ja) | 1982-01-12 | 1982-01-12 | ホスフインスルフイドをオキシドに変換する方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE84798T1 true DE84798T1 (de) | 1984-01-05 |
Family
ID=11565085
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8383100180T Expired DE3360625D1 (en) | 1982-01-12 | 1983-01-11 | A process for preparing triaryl phosphine oxides or trialkylphosphates |
| DE198383100180T Pending DE84798T1 (de) | 1982-01-12 | 1983-01-11 | Verfahren zur herstellung von phosphinoxiden. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8383100180T Expired DE3360625D1 (en) | 1982-01-12 | 1983-01-11 | A process for preparing triaryl phosphine oxides or trialkylphosphates |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4511738A (de) |
| EP (1) | EP0084798B1 (de) |
| JP (1) | JPS58121295A (de) |
| KR (1) | KR900000244B1 (de) |
| CA (1) | CA1199333A (de) |
| DE (2) | DE3360625D1 (de) |
| DK (1) | DK165007C (de) |
| GB (1) | GB2113225B (de) |
| GR (1) | GR77891B (de) |
| HU (1) | HU188527B (de) |
| IE (1) | IE53942B1 (de) |
| IL (1) | IL67662A (de) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3426721A1 (de) * | 1984-07-20 | 1986-01-23 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung tertiaerer phosphanoxide |
| DE3544065A1 (de) * | 1985-12-13 | 1987-06-19 | Roehm Gmbh | Verfahren zur herstellung von tertiaeren phosphinoxiden |
| USD1042709S1 (en) * | 2021-04-15 | 2024-09-17 | Angstadt Arms, LLC | Firearm |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3082256A (en) * | 1959-07-20 | 1963-03-19 | Monsanto Chemicals | Preparation of phosphine oxide compounds |
| US3267149A (en) * | 1962-07-13 | 1966-08-16 | Monsanto Res Corp | 4-hydroxybutyl phosphorus compounds |
| GB1050538A (de) * | 1963-10-08 | |||
| DE2507730A1 (de) * | 1975-02-22 | 1976-09-02 | Bayer Ag | Verfahren zur reinigung von phosphorverbindungen |
-
1982
- 1982-01-12 JP JP57003718A patent/JPS58121295A/ja active Granted
-
1983
- 1983-01-07 US US06/456,221 patent/US4511738A/en not_active Expired - Fee Related
- 1983-01-10 GR GR70224A patent/GR77891B/el unknown
- 1983-01-11 KR KR1019830000076A patent/KR900000244B1/ko not_active IP Right Cessation
- 1983-01-11 HU HU8382A patent/HU188527B/hu not_active IP Right Cessation
- 1983-01-11 DK DK009383A patent/DK165007C/da not_active IP Right Cessation
- 1983-01-11 IE IE59/83A patent/IE53942B1/en not_active IP Right Cessation
- 1983-01-11 DE DE8383100180T patent/DE3360625D1/de not_active Expired
- 1983-01-11 EP EP83100180A patent/EP0084798B1/de not_active Expired
- 1983-01-11 CA CA000419194A patent/CA1199333A/en not_active Expired
- 1983-01-11 DE DE198383100180T patent/DE84798T1/de active Pending
- 1983-01-12 IL IL67662A patent/IL67662A/xx not_active IP Right Cessation
- 1983-01-12 GB GB08300714A patent/GB2113225B/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GR77891B (de) | 1984-09-25 |
| US4511738A (en) | 1985-04-16 |
| JPS58121295A (ja) | 1983-07-19 |
| IL67662A (en) | 1986-09-30 |
| KR900000244B1 (ko) | 1990-01-24 |
| CA1199333A (en) | 1986-01-14 |
| IL67662A0 (en) | 1983-05-15 |
| DK165007C (da) | 1993-02-22 |
| GB2113225A (en) | 1983-08-03 |
| HU188527B (en) | 1986-04-28 |
| DE3360625D1 (en) | 1985-10-03 |
| IE830059L (en) | 1983-07-12 |
| EP0084798B1 (de) | 1985-08-28 |
| DK9383A (da) | 1983-07-13 |
| DK165007B (da) | 1992-09-28 |
| KR840003261A (ko) | 1984-08-20 |
| DK9383D0 (da) | 1983-01-11 |
| JPH0138796B2 (de) | 1989-08-16 |
| IE53942B1 (en) | 1989-04-26 |
| GB8300714D0 (en) | 1983-02-16 |
| EP0084798A1 (de) | 1983-08-03 |
| GB2113225B (en) | 1985-06-26 |
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