GB644616A - Improvements in or relating to preparation of organic phosphates - Google Patents
Improvements in or relating to preparation of organic phosphatesInfo
- Publication number
- GB644616A GB644616A GB31309/47A GB3130947A GB644616A GB 644616 A GB644616 A GB 644616A GB 31309/47 A GB31309/47 A GB 31309/47A GB 3130947 A GB3130947 A GB 3130947A GB 644616 A GB644616 A GB 644616A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitrophenyl
- thiophosphate
- phosphate
- diethyl
- nitrophenyl thiophosphate
- 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
- 229910019142 PO4 Inorganic materials 0.000 title abstract 6
- 235000021317 phosphate Nutrition 0.000 title abstract 6
- 150000003013 phosphoric acid derivatives Chemical class 0.000 title abstract 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 5
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 abstract 3
- -1 aliphatic ester Chemical class 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 3
- 239000010452 phosphate Substances 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- GLZXJMHUANIUHI-UHFFFAOYSA-N (2,3-dibutyl-4-nitrophenoxy)-dihydroxy-sulfanylidene-lambda5-phosphane Chemical compound CCCCC1=C(C=CC(=C1CCCC)OP(=S)(O)O)[N+](=O)[O-] GLZXJMHUANIUHI-UHFFFAOYSA-N 0.000 abstract 1
- PWVYPWHCFSIKMK-UHFFFAOYSA-N (2,3-didecyl-4-nitrophenoxy)-dihydroxy-sulfanylidene-lambda5-phosphane Chemical compound CCCCCCCCCCC1=C(C=CC(=C1CCCCCCCCCC)OP(=S)(O)O)[N+](=O)[O-] PWVYPWHCFSIKMK-UHFFFAOYSA-N 0.000 abstract 1
- KKSSRKXFFQBTDZ-UHFFFAOYSA-N (2,3-diethyl-4-nitrophenoxy)-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCC1=C(CC)C([N+]([O-])=O)=CC=C1OP(O)(O)=S KKSSRKXFFQBTDZ-UHFFFAOYSA-N 0.000 abstract 1
- TYKUWERMJPOFTH-UHFFFAOYSA-N (2,3-dimethyl-4-nitrophenoxy)-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound CC1=C(C)C([N+]([O-])=O)=CC=C1OP(O)(O)=S TYKUWERMJPOFTH-UHFFFAOYSA-N 0.000 abstract 1
- YKDYSQICFWUQTF-UHFFFAOYSA-N (3,4-diethyl-2-nitrophenyl) dihydrogen phosphate Chemical compound CCC1=CC=C(OP(O)(O)=O)C([N+]([O-])=O)=C1CC YKDYSQICFWUQTF-UHFFFAOYSA-N 0.000 abstract 1
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 abstract 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- DJHGAFSJWGLOIV-UHFFFAOYSA-K Arsenate3- Chemical compound [O-][As]([O-])([O-])=O DJHGAFSJWGLOIV-UHFFFAOYSA-K 0.000 abstract 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- JLCPNHPUDJNASO-UHFFFAOYSA-N [2,3-bis(2-ethylhexyl)-4-nitrophenoxy]-dihydroxy-sulfanylidene-lambda5-phosphane Chemical compound CCCCC(CC)CC1=C(C=CC(=C1CC(CC)CCCC)OP(=S)(O)O)[N+](=O)[O-] JLCPNHPUDJNASO-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000005122 aminoalkylamino group Chemical group 0.000 abstract 1
- 229940000489 arsenate Drugs 0.000 abstract 1
- AQLMHYSWFMLWBS-UHFFFAOYSA-N arsenite(1-) Chemical compound O[As](O)[O-] AQLMHYSWFMLWBS-UHFFFAOYSA-N 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 150000007514 bases Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- DPJLPMIDTASVDX-UHFFFAOYSA-N dihydroxy-(4-nitro-2,3-diphenylphenoxy)-sulfanylidene-lambda5-phosphane Chemical compound C1=CC=C(C=C1)C2=C(C=CC(=C2C3=CC=CC=C3)OP(=S)(O)O)[N+](=O)[O-] DPJLPMIDTASVDX-UHFFFAOYSA-N 0.000 abstract 1
- LQJXXYOCQNIDEJ-UHFFFAOYSA-N dihydroxy-[4-nitro-2,3-di(propan-2-yl)phenoxy]-sulfanylidene-lambda5-phosphane Chemical compound CC(C)C1=C(C=CC(=C1C(C)C)OP(=S)(O)O)[N+](=O)[O-] LQJXXYOCQNIDEJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000008396 flotation agent Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- WYMSBXTXOHUIGT-UHFFFAOYSA-N paraoxon Chemical compound CCOP(=O)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 WYMSBXTXOHUIGT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/167—Phosphorus-containing compounds
- C23F11/1673—Esters of phosphoric or thiophosphoric acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
-
- 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
- C07F9/10—Phosphatides, e.g. lecithin
-
- 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
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
-
- 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
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
-
- 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
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/20—Esters of thiophosphoric acids containing P-halide groups
-
- 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
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/242—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of hydroxyaryl compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
- C10M137/105—Thio derivatives not containing metal
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/041—Triaryl phosphates
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/042—Metal salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/047—Thioderivatives not containing metallic elements
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Organic phosphates of the general formula <FORM:0644616/IV (b)/1> where Z is sulphur or oxygen, R1 and R2 are the same or different alkyl, aryl or aralkyl radicals and m is an integer not greater than three, are prepared by reacting a phosphate or thiophosphate of the formula <FORM:0644616/IV (b)/2> with an alkali metal or alkaline earth metal (including ammonium and magnesium) nitrophenoxide of the formula <FORM:0644616/IV (b)/3> (where X is the alkali or alkaline earth metal) in the presence of a solvent for the metal nitrophenoxide, such as a ketone, an aliphatic ester, an aliphatic nitrile, dioxane, nitrobenzene, 1 : 2-dimethoxyethane or a trialkyl phosphate, or (less suitably) water or an alcohol. In place of the alkali or alkaline earth metal nitrophenoxide, a mixture of the nitrophenol and the basic compound of the metal such as a hydroxide, carbonate, borate, arsenate, arsenite or phosphate thereof may be used. The reaction is preferably carried out at a temperature of 30-150 DEG C. The phenyl radical may carry additional substituents which are inert under the reaction conditions, such as halogen, alkyl, alkoxy, aryl, aryloxy, amino alkylamino, dialkylamino, acyl, carboalkyloxy and carboaryloxy. In examples there are prepared according to the invention diethyl-4-nitrophenyl thiophosphate, diethyl-4-nitrophenyl phosphate, diethyl-2-nitrophenyl phosphate, dimethyl-4-nitrophenyl thiophosphate, diisopropyl - 4 - nitrophenyl thiophosphate, dibutyl-4 - nitrophenyl thiophosphate, di - (2 - ethylhexyl) - 4 - nitrophenyl thiophosphate, didecyl-4 - nitrophenyl thiophosphate, diphenyl - 4-nitrophenyl thiophosphate and diethyl (mixed ortho and para)-nitrophenyl thiophosphate. Many other compounds which may be prepared are specified.ALSO:As flotation agents may be employed organic phosphates of the general formula <FORM:0644616/II/1> p wherein Z represents oxygen or sulphur, R1 and R2 represent the same or different alkyl, aryl or aralkyl radicals and m is an integer not greater than three; especially the higher members of the series, e.g. those in which R1 and R2 are alkyl radicals of at least 5 carbon atoms.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US283656XA | 1947-03-15 | 1947-03-15 | |
| US286110XA | 1947-04-10 | 1947-04-10 | |
| US260747XA | 1947-07-26 | 1947-07-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB644616A true GB644616A (en) | 1950-10-11 |
Family
ID=27362691
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30800/47A Expired GB655875A (en) | 1947-03-15 | 1947-11-20 | Improvements in or relating to pesticidal compositions |
| GB31309/47A Expired GB644616A (en) | 1947-03-15 | 1947-11-26 | Improvements in or relating to preparation of organic phosphates |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30800/47A Expired GB655875A (en) | 1947-03-15 | 1947-11-20 | Improvements in or relating to pesticidal compositions |
Country Status (5)
| Country | Link |
|---|---|
| BE (2) | BE479314A (en) |
| CH (2) | CH283656A (en) |
| FR (2) | FR957598A (en) |
| GB (2) | GB655875A (en) |
| NL (2) | NL70949C (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2758954A (en) * | 1952-01-04 | 1956-08-14 | Fmc Corp | Stable mixture of diethylparanitro-phenylthionophosphate and solid extender and method of making same |
| DE921870C (en) * | 1952-05-02 | 1954-12-30 | Bayer Ag | Process for the preparation of 0, 0-dimethyl-0-4-nitro-3-chlorophenyl thiophosphate |
| NL172081B (en) * | 1952-07-03 | Nippon Steel Corp | PROCESS FOR PREPARING A STAINLESS STEEL WITH IMPROVED PIT CORROSION RESISTANCE, AS WELL AS MOLDED PIECES. | |
| US2861876A (en) * | 1955-12-01 | 1958-11-25 | Monsanto Chemicals | Method of destroying undesired plants |
| US2857308A (en) * | 1956-11-15 | 1958-10-21 | Monsanto Chemicals | Method of destroying nematodes employing phosphorodithioates |
| NL243963A (en) * | 1958-10-03 | |||
| BE594669A (en) * | 1959-09-03 | |||
| US3301749A (en) * | 1962-12-01 | 1967-01-31 | Takeda Chemical Industries Ltd | Pesticidal omicron, omicron-dimethyl-omicron-(2-[or 3-] methoxy-4-cyanophenyl) phosphorothioate |
| FR2281724A1 (en) * | 1974-08-14 | 1976-03-12 | Philagro Sa | INSECTICIDE FOR SOIL TREATMENT |
-
0
- FR FR957803D patent/FR957803A/fr not_active Expired
- BE BE479315D patent/BE479315A/xx unknown
- FR FR957598D patent/FR957598A/fr not_active Expired
- BE BE479314D patent/BE479314A/xx unknown
- NL NL75378D patent/NL75378C/xx active
- NL NL70949D patent/NL70949C/xx active
-
1947
- 1947-11-20 GB GB30800/47A patent/GB655875A/en not_active Expired
- 1947-11-26 GB GB31309/47A patent/GB644616A/en not_active Expired
- 1947-12-30 CH CH283656D patent/CH283656A/en unknown
-
1948
- 1948-02-19 CH CH286110D patent/CH286110A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL75378C (en) | |
| FR957598A (en) | 1950-02-23 |
| FR957803A (en) | 1950-02-25 |
| CH286110A (en) | 1952-10-15 |
| CH283656A (en) | 1952-06-30 |
| GB655875A (en) | 1951-08-08 |
| BE479314A (en) | |
| NL70949C (en) | |
| BE479315A (en) |
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