GB1334365A - Process for the manufacture of alkane phosphonic acid diesters - Google Patents
Process for the manufacture of alkane phosphonic acid diestersInfo
- Publication number
- GB1334365A GB1334365A GB5930770A GB5930770A GB1334365A GB 1334365 A GB1334365 A GB 1334365A GB 5930770 A GB5930770 A GB 5930770A GB 5930770 A GB5930770 A GB 5930770A GB 1334365 A GB1334365 A GB 1334365A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphonic acid
- dec
- alkyl
- carried out
- ester
- 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
- -1 alkane phosphonic acid diesters Chemical class 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- NJLHHACGWKAWKL-UHFFFAOYSA-N ClP(Cl)=O Chemical compound ClP(Cl)=O NJLHHACGWKAWKL-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 150000001451 organic peroxides Chemical class 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 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
- C07F9/38—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
- C07F9/38—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
- C07F9/4006—Esters of acyclic acids which can have 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)
Abstract
1334365 Preparing alkane phosphonic acid diesters FARBWERKE HOECHST AG 14 Dec 1970 [16 Dec 1969 2 Sept 1970] 59307/70 Heading C2P An alkane phosphonic acid diester of the general formula in which R 1 is C 2 -C 22 alkyl and R 2 and R 3 are C 1 -C 22 alkyl is obtained by reacting a dialkyl phosphite HPO(O)(OR 2 )(OR 3 ) with an α- monoalkene of 2 to 22 carbon atoms and containing less than 0À002% by weight of sulphur in the presence of a free-radical generator at 130-250‹ C. The olefin and dialkylphosphite are preferably used in substantially equimolar proportions although an excess of either may be used. The process may be carried out in an inert gas atmosphere and in the presence of an inert solvent, e.g. an alcohol, ester or hydrocarbon but it is generally preferred to work in the absence of a solvent. Specified free radical generators are organic peroxides and/or ultraviolet light. Small amounts of the corresponding phosphonic acid and its monoester are also formed and the crude diester product may be purified by distillation or may be hydrolysed directly to form the phosphonic acid or treated with PCl 5 or phosgene to form the phosphonic acid chloride or ester chloride. The main process can be carried out continuously.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691963014 DE1963014B2 (en) | 1969-12-16 | 1969-12-16 | Process for the preparation of alkane phosphonic acid diesters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1334365A true GB1334365A (en) | 1973-10-17 |
Family
ID=5754024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5930770A Expired GB1334365A (en) | 1969-12-16 | 1970-12-14 | Process for the manufacture of alkane phosphonic acid diesters |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS544939B1 (en) |
| DE (1) | DE1963014B2 (en) |
| GB (1) | GB1334365A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2252322A (en) * | 1990-12-18 | 1992-08-05 | Albright & Wilson | Phosphonation process and phosphonates |
| US5386038A (en) * | 1990-12-18 | 1995-01-31 | Albright & Wilson Limited | Water treatment agent |
| CN114149463A (en) * | 2020-09-08 | 2022-03-08 | 中国石油天然气股份有限公司 | Process for preparing dialkyl alkylphosphonates |
-
1969
- 1969-12-16 DE DE19691963014 patent/DE1963014B2/en not_active Ceased
-
1970
- 1970-12-14 GB GB5930770A patent/GB1334365A/en not_active Expired
- 1970-12-15 JP JP11133970A patent/JPS544939B1/ja active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2252322A (en) * | 1990-12-18 | 1992-08-05 | Albright & Wilson | Phosphonation process and phosphonates |
| US5386038A (en) * | 1990-12-18 | 1995-01-31 | Albright & Wilson Limited | Water treatment agent |
| GB2252322B (en) * | 1990-12-18 | 1995-07-26 | Albright & Wilson | Phosphonated oligomers and uses thereof |
| CN114149463A (en) * | 2020-09-08 | 2022-03-08 | 中国石油天然气股份有限公司 | Process for preparing dialkyl alkylphosphonates |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1963014B2 (en) | 1976-11-18 |
| DE1963014A1 (en) | 1971-06-24 |
| JPS544939B1 (en) | 1979-03-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed |