GB1388924A - Perfluoroalkyl-phosphorus compounds and process for their manufacture - Google Patents
Perfluoroalkyl-phosphorus compounds and process for their manufactureInfo
- Publication number
- GB1388924A GB1388924A GB999072A GB999072A GB1388924A GB 1388924 A GB1388924 A GB 1388924A GB 999072 A GB999072 A GB 999072A GB 999072 A GB999072 A GB 999072A GB 1388924 A GB1388924 A GB 1388924A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aqueous
- perfluoroalkyl
- products
- manufacture
- compounds
- 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.)
- Expired
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 4
- -1 Perfluoroalkyl phosphorus compounds Chemical class 0.000 abstract 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- 239000007800 oxidant agent Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 239000000908 ammonium hydroxide Substances 0.000 abstract 1
- 229940043379 ammonium hydroxide Drugs 0.000 abstract 1
- 235000011114 ammonium hydroxide Nutrition 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- RLZZZVKAURTHCP-UHFFFAOYSA-N phenanthrene-3,4-diol Chemical compound C1=CC=C2C3=C(O)C(O)=CC=C3C=CC2=C1 RLZZZVKAURTHCP-UHFFFAOYSA-N 0.000 abstract 1
- 229940058401 polytetrafluoroethylene Drugs 0.000 abstract 1
- 239000004810 polytetrafluoroethylene Substances 0.000 abstract 1
- 235000011118 potassium hydroxide Nutrition 0.000 abstract 1
- 229940093932 potassium hydroxide Drugs 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Substances [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 1
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 1
- 229940083608 sodium hydroxide Drugs 0.000 abstract 1
- 229960004418 trolamine Drugs 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/004—Surface-active compounds containing F
- C11D1/006—Surface-active compounds containing fluorine and phosphorus
-
- 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
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
-
- 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)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
-
- 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
- C07F9/46—Phosphinous acids [R2POH], [R2P(= O)H]: Thiophosphinous acids including[R2PSH]; [R2P(=S)H]; Aminophosphines [R2PNH2]; Derivatives thereof
-
- 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
- C07F9/48—Phosphonous acids [RP(OH)2] including [RHP(=O)(OH)]; Thiophosphonous acids including [RP(SH)2], [RHP(=S)(SH)]; Derivatives thereof
- C07F9/4808—Phosphonous acids [RP(OH)2] including [RHP(=O)(OH)]; Thiophosphonous acids including [RP(SH)2], [RHP(=S)(SH)]; Derivatives thereof the acid moiety containing a substituent or structure which is considered as characteristic
- C07F9/4816—Acyclic saturated acids or derivatices which can have further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
Abstract
1388924 Perfluoroalkyl phosphorus compounds HOECHST AG 3 March 1972 [6 March 1971] 9990/72 Heading C2P The invention comprises compounds of the formula R f(3-x) P(O) y (OH) x in which x is 1 or 2, y is 0 or 1 and R f is a C 4 -C 24 perfluoroalkyl radical, and their salts. They may be obtained either (a) by hydrolysing a perfluoroalkyl iodide R f(3-x) PI x or mixture thereof to form the compound(s) in which y is 0 and then treatng the latter compound or compounds with an oxidizing agent in the aqueous phase, or (b) (when y is 1) by oxidizing R f PI 2 or (R f ) 2 PI with chlorine and then hydrolysing the oxidized products so obtained. Specified oxidizing agents in method (a) are I 2 , oxygen, HNO 3 , Cl 2 , HClO and H 2 O 2 . The products may be converted to salts, e.g. by reacting them in an aqueous or aqueous alcoholic solution with sodium-, potassium- or ammonium hydroxide or carbonate or with mono-, di- or tri-ethanolamine or morphol. The products are useful as wetting agents and may be used in the form of their aqueous or aqueous-alcoholic solutions. They may also be used in the manufacture of poly-tetrafluoroethylene dispersions.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19712110767 DE2110767C3 (en) | 1971-03-06 | 1971-03-06 | Perfluoroalkyl phosphorus compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1388924A true GB1388924A (en) | 1975-03-26 |
Family
ID=5800731
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB999072A Expired GB1388924A (en) | 1971-03-06 | 1972-03-03 | Perfluoroalkyl-phosphorus compounds and process for their manufacture |
Country Status (10)
Country | Link |
---|---|
JP (1) | JPS5616198B1 (en) |
BE (1) | BE780266A (en) |
CA (1) | CA977345A (en) |
CH (1) | CH565808A5 (en) |
DE (1) | DE2110767C3 (en) |
FR (1) | FR2128653B1 (en) |
GB (1) | GB1388924A (en) |
IT (1) | IT953469B (en) |
NL (1) | NL172546C (en) |
SU (1) | SU593670A3 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU647396B2 (en) * | 1989-07-08 | 1994-03-24 | Bayer Cropscience Ag | Defoamer for liquid wetting agents and low-foam liquid plant protection agents |
US6030924A (en) * | 1997-05-07 | 2000-02-29 | American Cyanamid Company | Solid formulations |
US8282808B2 (en) | 2006-06-02 | 2012-10-09 | Merck Patent Gmbh | Use of phosphinic acids and/or phosphonic acids in redox processes |
WO2013037707A1 (en) | 2011-09-14 | 2013-03-21 | Solvay Specialty Polymers Italy S.P.A. | Polymerization process |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2656384B2 (en) | 1976-12-13 | 1980-04-17 | Chemische Fabrik Kreussler & Co Gmbh, 6200 Wiesbaden | Process for cleaning textiles in organic solvent baths |
JPH03188707A (en) * | 1989-12-19 | 1991-08-16 | Pioneer Electron Corp | Sound reproducing device |
JPH0553583A (en) * | 1991-08-23 | 1993-03-05 | Kawai Musical Instr Mfg Co Ltd | Electronic musical instrument equipped with sound volume control pedal |
EP0878128A1 (en) * | 1997-05-07 | 1998-11-18 | American Cyanamid Company | Solid formulations |
WO2010009818A1 (en) | 2008-07-25 | 2010-01-28 | Merck Patent Gmbh | Bis(perfluoralkyl)phosphinous acids and derivates and use thereof |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3047619A (en) * | 1960-03-14 | 1962-07-31 | Du Pont | Beta-hydroperfluoroalkyl compounds of phosphorus |
NL6509545A (en) * | 1964-07-31 | 1966-02-01 | Bloechl W |
-
1971
- 1971-03-06 DE DE19712110767 patent/DE2110767C3/en not_active Expired
-
1972
- 1972-03-01 NL NL7202696A patent/NL172546C/en not_active IP Right Cessation
- 1972-03-02 CH CH306872A patent/CH565808A5/xx not_active IP Right Cessation
- 1972-03-03 CA CA136,164A patent/CA977345A/en not_active Expired
- 1972-03-03 JP JP2162572A patent/JPS5616198B1/ja active Pending
- 1972-03-03 GB GB999072A patent/GB1388924A/en not_active Expired
- 1972-03-04 IT IT2145472A patent/IT953469B/en active
- 1972-03-06 BE BE780266A patent/BE780266A/en not_active IP Right Cessation
- 1972-03-06 FR FR7207677A patent/FR2128653B1/fr not_active Expired
- 1972-03-06 SU SU721758808A patent/SU593670A3/en active
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU647396B2 (en) * | 1989-07-08 | 1994-03-24 | Bayer Cropscience Ag | Defoamer for liquid wetting agents and low-foam liquid plant protection agents |
US5332714A (en) * | 1989-07-08 | 1994-07-26 | Hoechst Aktiengesellschaft | Defoamer for liquid wetting agents and low-foam liquid plant protection agents |
US6030924A (en) * | 1997-05-07 | 2000-02-29 | American Cyanamid Company | Solid formulations |
US8282808B2 (en) | 2006-06-02 | 2012-10-09 | Merck Patent Gmbh | Use of phosphinic acids and/or phosphonic acids in redox processes |
WO2013037707A1 (en) | 2011-09-14 | 2013-03-21 | Solvay Specialty Polymers Italy S.P.A. | Polymerization process |
Also Published As
Publication number | Publication date |
---|---|
DE2110767B2 (en) | 1973-07-12 |
CA977345A (en) | 1975-11-04 |
SU593670A3 (en) | 1978-02-15 |
FR2128653A1 (en) | 1972-10-20 |
DE2110767A1 (en) | 1972-09-28 |
IT953469B (en) | 1973-08-10 |
NL7202696A (en) | 1972-09-08 |
JPS5616198B1 (en) | 1981-04-15 |
BE780266A (en) | 1972-09-06 |
FR2128653B1 (en) | 1977-12-23 |
NL172546C (en) | 1983-09-16 |
CH565808A5 (en) | 1975-08-29 |
DE2110767C3 (en) | 1974-02-14 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PE20 | Patent expired after termination of 20 years |