GB645134A - Improvements in and relating to the production of phosphoric esters - Google Patents
Improvements in and relating to the production of phosphoric estersInfo
- Publication number
- GB645134A GB645134A GB21968/47A GB2196847A GB645134A GB 645134 A GB645134 A GB 645134A GB 21968/47 A GB21968/47 A GB 21968/47A GB 2196847 A GB2196847 A GB 2196847A GB 645134 A GB645134 A GB 645134A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ether
- ethyl
- metaphosphate
- phosphoric acid
- organic
- 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
- 150000002148 esters Chemical class 0.000 title abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 6
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- -1 diethyl Chemical class 0.000 abstract 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 abstract 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 abstract 1
- SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical compound CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 abstract 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 abstract 1
- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical compound CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- IDCBOTIENDVCBQ-UHFFFAOYSA-N TEPP Chemical compound CCOP(=O)(OCC)OP(=O)(OCC)OCC IDCBOTIENDVCBQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000005215 alkyl ethers Chemical class 0.000 abstract 1
- 239000002216 antistatic agent Substances 0.000 abstract 1
- 150000008378 aryl ethers Chemical class 0.000 abstract 1
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 abstract 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 abstract 1
- 235000011180 diphosphates Nutrition 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- JQVXMIPNQMYRPE-UHFFFAOYSA-N ethyl dimethyl phosphate Chemical class CCOP(=O)(OC)OC JQVXMIPNQMYRPE-UHFFFAOYSA-N 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 abstract 1
- 239000000314 lubricant Substances 0.000 abstract 1
- 125000005341 metaphosphate group Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 238000009987 spinning Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical class CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Neutral esters of phosphoric acid are manufactured by reacting phosphorous pentoxide or an organic metaphosphate or pyrophosphate with excess of an organic ether free from polar substituents, at a temperature of 65-180 DEG C. (preferably 140-180 DEG C.). The reaction may be carried out in the absence of a catalyst, but improved yields are obtained by the use of an esterification catalyst, e.g. iodine, ferric chloride, sulphuric acid, phosphoric acid or cobaltous acetate. When using phosphorus pentoxide, the molar ratio of ether thereto is preferably between 3 : 1 and 10 : 1. The alternative starting materials may be, for example, ethyl metaphosphate or tetraethylpyrophosphate, or the residue from a previous reaction using phosphorus pentoxide. The ether may be an alkyl ether (simple or mixed) or an aryl ether, e.g. diethyl, di-n-propyl or di-isobutyl ether, methyl ethyl ether (which yields a mixture of diethyl methyl and dimethyl ethyl phosphates), or diphenyl ether. Examples describe the preparation of triphenyl and triethyl phosphates. The products are useful as plasticizers, spinning lubricants, antistatic agents, catalysts or surface-active agents.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US271925XA | 1943-12-08 | 1943-12-08 | |
| US221146XA | 1946-11-22 | 1946-11-22 | |
| US270247XA | 1947-02-27 | 1947-02-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB645134A true GB645134A (en) | 1950-10-25 |
Family
ID=27361793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21968/47A Expired GB645134A (en) | 1943-12-08 | 1947-12-08 | Improvements in and relating to the production of phosphoric esters |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH271925A (en) |
| FR (1) | FR982990A (en) |
| GB (1) | GB645134A (en) |
-
1947
- 1947-08-07 FR FR982990D patent/FR982990A/en not_active Expired
- 1947-08-08 CH CH271925D patent/CH271925A/en unknown
- 1947-12-08 GB GB21968/47A patent/GB645134A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH271925A (en) | 1950-11-30 |
| FR982990A (en) | 1951-06-18 |
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