JP2005522511A5 - - Google Patents
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- Publication number
- JP2005522511A5 JP2005522511A5 JP2003584067A JP2003584067A JP2005522511A5 JP 2005522511 A5 JP2005522511 A5 JP 2005522511A5 JP 2003584067 A JP2003584067 A JP 2003584067A JP 2003584067 A JP2003584067 A JP 2003584067A JP 2005522511 A5 JP2005522511 A5 JP 2005522511A5
- Authority
- JP
- Japan
- Prior art keywords
- hydroxide
- group
- perfluoroalkyl
- process according
- bis
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 claims 21
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 8
- -1 perfluoroalkyl phosphonates Chemical class 0.000 claims 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 6
- 229910052751 metal Inorganic materials 0.000 claims 4
- 239000002184 metal Substances 0.000 claims 4
- 239000012429 reaction media Substances 0.000 claims 4
- 150000003839 salts Chemical group 0.000 claims 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims 3
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 239000002585 base Substances 0.000 claims 3
- 150000007529 inorganic bases Chemical class 0.000 claims 3
- 150000007530 organic bases Chemical class 0.000 claims 3
- 150000002902 organometallic compounds Chemical class 0.000 claims 3
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 claims 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 238000002955 isolation Methods 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 230000002194 synthesizing effect Effects 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims 1
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-O Pyrazolium Chemical compound C1=CN[NH+]=C1 WTKZEGDFNFYCGP-UHFFFAOYSA-O 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 150000004703 alkoxides Chemical class 0.000 claims 1
- 150000003973 alkyl amines Chemical class 0.000 claims 1
- 125000005210 alkyl ammonium group Chemical group 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 150000004982 aromatic amines Chemical class 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 claims 1
- 229910001863 barium hydroxide Inorganic materials 0.000 claims 1
- ZUDYPQRUOYEARG-UHFFFAOYSA-L barium(2+);dihydroxide;octahydrate Chemical compound O.O.O.O.O.O.O.O.[OH-].[OH-].[Ba+2] ZUDYPQRUOYEARG-UHFFFAOYSA-L 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims 1
- 239000000920 calcium hydroxide Substances 0.000 claims 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- HEJQMLUVXZXFRS-UHFFFAOYSA-N difluoro-tris(1,1,2,2,2-pentafluoroethyl)-$l^{5}-phosphane Chemical compound FC(F)(F)C(F)(F)P(F)(F)(C(F)(F)C(F)(F)F)C(F)(F)C(F)(F)F HEJQMLUVXZXFRS-UHFFFAOYSA-N 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- PQVSTLUFSYVLTO-UHFFFAOYSA-N ethyl n-ethoxycarbonylcarbamate Chemical compound CCOC(=O)NC(=O)OCC PQVSTLUFSYVLTO-UHFFFAOYSA-N 0.000 claims 1
- 150000004795 grignard reagents Chemical class 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-O hydron;1,3-oxazole Chemical compound C1=COC=[NH+]1 ZCQWOFVYLHDMMC-UHFFFAOYSA-O 0.000 claims 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-O hydron;pyrimidine Chemical compound C1=CN=C[NH+]=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-O 0.000 claims 1
- 239000002608 ionic liquid Substances 0.000 claims 1
- GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 claims 1
- 229940040692 lithium hydroxide monohydrate Drugs 0.000 claims 1
- 238000006386 neutralization reaction Methods 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 239000003444 phase transfer catalyst Substances 0.000 claims 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 claims 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims 1
- 150000003457 sulfones Chemical class 0.000 claims 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims 1
- 150000003462 sulfoxides Chemical class 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10216995.0 | 2002-04-16 | ||
| DE10216995 | 2002-04-16 | ||
| DE10220547.7 | 2002-05-08 | ||
| DE10220547A DE10220547A1 (de) | 2002-04-16 | 2002-05-08 | Verfahren zur Herstellung von Monohydro-Pefluoralkanen, Perfluoralkylphosphinaten und Perfluoralkylphosphonaten |
| PCT/EP2003/002744 WO2003087111A1 (de) | 2002-04-16 | 2003-03-17 | Verfahren zur herstellung von monohydro-perfluoralkanen, bis(perfluoralkyl)phosphinaten und perfluoralkylphosphonaten |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005522511A JP2005522511A (ja) | 2005-07-28 |
| JP2005522511A5 true JP2005522511A5 (enExample) | 2006-05-11 |
| JP4739678B2 JP4739678B2 (ja) | 2011-08-03 |
Family
ID=28798484
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003584067A Expired - Fee Related JP4739678B2 (ja) | 2002-04-16 | 2003-03-17 | モノハイドロペルフルオロアルカン、ビス（ペルフルオロアルキル）ホスフィン酸塩およびペルフルオロアルキルホスホン酸塩の合成方法 |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JP4739678B2 (enExample) |
| KR (1) | KR100937128B1 (enExample) |
| AT (1) | ATE440102T1 (enExample) |
| DE (2) | DE10220547A1 (enExample) |
| ES (1) | ES2330427T3 (enExample) |
| TW (1) | TWI328010B (enExample) |
| ZA (1) | ZA200409161B (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10216997A1 (de) * | 2002-04-16 | 2003-10-30 | Merck Patent Gmbh | Verfahren zur Herstellung von Bis(perfluoralkyl)phosphinsäuren und deren Salze |
| DE10353759A1 (de) * | 2003-11-17 | 2005-06-16 | Merck Patent Gmbh | Verfahren zur Herstellung von Mono- und Bis/perfluoralkyl)phosphoranen und korrespondierenden Phosphaten |
| DE102006005579A1 (de) * | 2006-02-06 | 2007-08-09 | Cognis Ip Management Gmbh | Verfahren zur Herstellung organischer Substanzen |
| FR2912748B1 (fr) | 2007-02-16 | 2009-11-13 | Centre Nat Rech Scient | Alkyl h-phosphonates de n,n'-dialkylimidazouliums, d'ammoniums quaternaires et leurs utilisations |
| DE102008035174A1 (de) * | 2008-07-28 | 2010-02-11 | Merck Patent Gmbh | Verfahren zur Herstellung von Bis(fluoralkyl)-phosphinsäure oder Fluoralkylphosphonsäure |
| DE102009058969A1 (de) * | 2009-12-18 | 2011-06-22 | Merck Patent GmbH, 64293 | Verbindung mit (Perfluoralkyl)fluorohydrogenphosphat - Anionen |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2233941C3 (de) * | 1972-07-11 | 1978-03-02 | Cassella Farbwerke Mainkur Ag, 6000 Frankfurt | Verwendung von Perfluoralkylphosphorverbindungen als schaumdämpfende Mittel |
-
2002
- 2002-05-08 DE DE10220547A patent/DE10220547A1/de not_active Withdrawn
-
2003
- 2003-03-17 ES ES03718689T patent/ES2330427T3/es not_active Expired - Lifetime
- 2003-03-17 KR KR1020047016667A patent/KR100937128B1/ko not_active Expired - Fee Related
- 2003-03-17 DE DE50311833T patent/DE50311833D1/de not_active Expired - Lifetime
- 2003-03-17 JP JP2003584067A patent/JP4739678B2/ja not_active Expired - Fee Related
- 2003-03-17 AT AT03718689T patent/ATE440102T1/de not_active IP Right Cessation
- 2003-04-14 TW TW092108540A patent/TWI328010B/zh not_active IP Right Cessation
-
2004
- 2004-11-11 ZA ZA200409161A patent/ZA200409161B/en unknown
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