GB1200273A - Method of producing aryl and vinyl phosphonic acid esters, aryl and vinyl phosphinic acid esters or aryl and vinyl phosphinic oxides - Google Patents
Method of producing aryl and vinyl phosphonic acid esters, aryl and vinyl phosphinic acid esters or aryl and vinyl phosphinic oxidesInfo
- Publication number
- GB1200273A GB1200273A GB56309/68A GB5630968A GB1200273A GB 1200273 A GB1200273 A GB 1200273A GB 56309/68 A GB56309/68 A GB 56309/68A GB 5630968 A GB5630968 A GB 5630968A GB 1200273 A GB1200273 A GB 1200273A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aryl
- vinyl
- acid esters
- phosphinic
- producing
- 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
- 125000003118 aryl group Chemical group 0.000 title abstract 9
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 229920002554 vinyl polymer Polymers 0.000 title abstract 2
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical class OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 title abstract 2
- MQIGTIFMSSGUBS-UHFFFAOYSA-N ethenylphosphinic acid Chemical class OP(=O)C=C MQIGTIFMSSGUBS-UHFFFAOYSA-N 0.000 title 1
- -1 vinyl phosphinic acid ester Chemical class 0.000 abstract 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052759 nickel Inorganic materials 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 abstract 2
- ONLFBNDNPYLPCT-UHFFFAOYSA-N 1-phosphorosoethene Chemical compound C=CP=O ONLFBNDNPYLPCT-UHFFFAOYSA-N 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- 229930192474 thiophene Natural products 0.000 abstract 1
- 229920001567 vinyl ester resin Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
-
- 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
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
-
- 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)]
- C07F9/32—Esters 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
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters 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
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4021—Esters of aromatic acids (P-C aromatic linkage)
-
- 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
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5397—Phosphine oxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,200,273. Preparing aryl or vinyl esters. SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ N.V. 27 Nov., 1968, No. 56309/68. Heading C2C. A method of producing an aryl or a vinyl phosphonic acid ester, an aryl or a vinyl phosphinic acid ester, or an aryl or a vinyl phosphine oxide, or a mixture containing at least one such compound, comprises reacting a compound R(Hal) n where Hal is halogen, R is an optionally substituted aryl or vinyl group and n represents 1 or 2, with a trialkyl phosphite, an alkylalkylene phosphite, a dialkyl-phosphonite, or an alkyl phosphinite, optionally in the presence of a solvent, at a temperature between 50‹ and 250‹ C. in the presence of catalytic quantities of a nickel halide and in an inert gas atmosphere. The term "aryl" includes hetero aryl compounds e.g. thiophene. The nickel halide is preferably dried before use and an amount between 0À1 and 20 mol. per cent with respect to aryl or vinyl halide is preferably used. In general, temperatures between 130‹ and 200‹ C. are used, and the reaction may be carried out batchwise or continuously.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1736368A CH505152A (en) | 1968-11-21 | 1968-11-21 | Process for the production of phosphonic acid esters, phosphinic acid esters or phosphine oxides |
| DE19681810431 DE1810431A1 (en) | 1968-11-21 | 1968-11-22 | Process for the production of aryl and vinyl phosphonic acid esters, aryl and vinyl phosphinic acid esters or aryl and vinyl phosphine oxides |
| GB56309/68A GB1200273A (en) | 1968-11-21 | 1968-11-27 | Method of producing aryl and vinyl phosphonic acid esters, aryl and vinyl phosphinic acid esters or aryl and vinyl phosphinic oxides |
| NL6817815A NL6817815A (en) | 1968-11-21 | 1968-12-12 | |
| BE725475D BE725475A (en) | 1968-11-21 | 1968-12-13 |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1736368A CH505152A (en) | 1968-11-21 | 1968-11-21 | Process for the production of phosphonic acid esters, phosphinic acid esters or phosphine oxides |
| DE19681810431 DE1810431A1 (en) | 1968-11-21 | 1968-11-22 | Process for the production of aryl and vinyl phosphonic acid esters, aryl and vinyl phosphinic acid esters or aryl and vinyl phosphine oxides |
| GB56309/68A GB1200273A (en) | 1968-11-21 | 1968-11-27 | Method of producing aryl and vinyl phosphonic acid esters, aryl and vinyl phosphinic acid esters or aryl and vinyl phosphinic oxides |
| NL6817815A NL6817815A (en) | 1968-11-21 | 1968-12-12 | |
| BE725475 | 1968-12-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1200273A true GB1200273A (en) | 1970-07-29 |
Family
ID=27507704
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB56309/68A Expired GB1200273A (en) | 1968-11-21 | 1968-11-27 | Method of producing aryl and vinyl phosphonic acid esters, aryl and vinyl phosphinic acid esters or aryl and vinyl phosphinic oxides |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE725475A (en) |
| CH (1) | CH505152A (en) |
| DE (1) | DE1810431A1 (en) |
| GB (1) | GB1200273A (en) |
| NL (1) | NL6817815A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4279813A (en) * | 1978-07-06 | 1981-07-21 | Bayer Aktiengesellschaft | Aqueous process for the preparation of aromatic phosphorus compounds |
| US4444930A (en) * | 1981-08-26 | 1984-04-24 | Ato Chimie | Fire-resistant synthetic resin composition containing a polycarbonate, a phosphorous fireproofing additive, and possibly other additives and/or fillers, and articles made from this composition |
| WO2002042248A3 (en) * | 2000-11-24 | 2002-12-19 | Novartis Ag | Naphthalene derivatives |
| US6613717B1 (en) | 1999-04-27 | 2003-09-02 | Basf Aktiengesellschaft | Phosphoric benzoyl derivatives and their use as herbicides |
| AU2009240832B2 (en) * | 2000-11-24 | 2012-03-15 | Novartis Ag | Naphthalene derivatives |
| CN112321637A (en) * | 2020-11-26 | 2021-02-05 | 重庆化工职业学院 | Novel diphosphonate compound and synthesis method thereof |
| CN117903195A (en) * | 2023-01-06 | 2024-04-19 | 湖南理工学院 | A method for preparing (2-oxo-2-arylethyl) (phenyl) phosphonic acid alkyl ester compounds |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3025377C2 (en) * | 1980-07-04 | 1983-06-23 | Bayer Ag, 5090 Leverkusen | Process for the preparation of diphenyl benzene phosphonate |
-
1968
- 1968-11-21 CH CH1736368A patent/CH505152A/en not_active IP Right Cessation
- 1968-11-22 DE DE19681810431 patent/DE1810431A1/en active Pending
- 1968-11-27 GB GB56309/68A patent/GB1200273A/en not_active Expired
- 1968-12-12 NL NL6817815A patent/NL6817815A/xx unknown
- 1968-12-13 BE BE725475D patent/BE725475A/xx unknown
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4279813A (en) * | 1978-07-06 | 1981-07-21 | Bayer Aktiengesellschaft | Aqueous process for the preparation of aromatic phosphorus compounds |
| US4444930A (en) * | 1981-08-26 | 1984-04-24 | Ato Chimie | Fire-resistant synthetic resin composition containing a polycarbonate, a phosphorous fireproofing additive, and possibly other additives and/or fillers, and articles made from this composition |
| US6613717B1 (en) | 1999-04-27 | 2003-09-02 | Basf Aktiengesellschaft | Phosphoric benzoyl derivatives and their use as herbicides |
| WO2002042248A3 (en) * | 2000-11-24 | 2002-12-19 | Novartis Ag | Naphthalene derivatives |
| JP2004514663A (en) * | 2000-11-24 | 2004-05-20 | ノバルティス アクチエンゲゼルシャフト | Naphthalene derivatives |
| US7045533B2 (en) | 2000-11-24 | 2006-05-16 | Novartis Ag | Naphthalene derivatives |
| JP2008050361A (en) * | 2000-11-24 | 2008-03-06 | Novartis Ag | Naphthalene derivatives |
| RU2354646C2 (en) * | 2000-11-24 | 2009-05-10 | Новартис Аг | Naphthalene derivatives |
| AU2009240832B2 (en) * | 2000-11-24 | 2012-03-15 | Novartis Ag | Naphthalene derivatives |
| CN112321637A (en) * | 2020-11-26 | 2021-02-05 | 重庆化工职业学院 | Novel diphosphonate compound and synthesis method thereof |
| CN117903195A (en) * | 2023-01-06 | 2024-04-19 | 湖南理工学院 | A method for preparing (2-oxo-2-arylethyl) (phenyl) phosphonic acid alkyl ester compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| BE725475A (en) | 1969-06-13 |
| CH505152A (en) | 1971-03-31 |
| NL6817815A (en) | 1970-06-16 |
| DE1810431A1 (en) | 1970-06-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |