CH164197A - Process for the preparation of triphenyl phosphate. - Google Patents
Process for the preparation of triphenyl phosphate.Info
- Publication number
- CH164197A CH164197A CH164197DA CH164197A CH 164197 A CH164197 A CH 164197A CH 164197D A CH164197D A CH 164197DA CH 164197 A CH164197 A CH 164197A
- Authority
- CH
- Switzerland
- Prior art keywords
- triphenyl phosphate
- preparation
- triphenyl
- oxygen
- anhydride
- Prior art date
Links
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 3
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical class [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 2
- COHDHYZHOPQOFD-UHFFFAOYSA-N arsenic pentoxide Chemical compound O=[As](=O)O[As](=O)=O COHDHYZHOPQOFD-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Inorganic materials O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- ZJRXSAYFZMGQFP-UHFFFAOYSA-N barium peroxide Chemical compound [Ba+2].[O-][O-] ZJRXSAYFZMGQFP-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 150000004968 peroxymonosulfuric acids Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 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
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
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)
Description
Verfahren zur Darstellung von Triphenylphosphat. Es wurde gefunden, dass man das be kannte und zum Beispiel als Weichmachungs- mittel in der Lackindustrie viel verwendete Triphenylphosphat leicht und in guter Aus beute durch Einwirkenlassen von sauerstoff abgebenden Stoffen oder Gemischen auf Triphenylphosphit gewinnen kann.
Als ge eignet haben sich solche sauerstoffabgebende Stoffe herausgestellt, die durch Sauerstoff abgabe in niedere Oxydationsstufen überge führt werden können; zum Beispiel Arsen- pentoxyd, Schwefelsäureanhydrid beziehungs weise Schwefelsäure oder rauchende Schwe felsäure, Vanadinsäureanhydrid;
ferner Stick- oxyde und Superoxyde, wie Wasserstoffsuper oxyd oder Bariumsuperoxyd, und Persäuren wie Perschwefelsäure. Ausgeführt wird die teils sehr heftige Reaktion zweckmässig unter Kühlung, gegebenenfalls auch in einem neu tralen Lösungsmittel.
<I>Beispiel:</I> In 100 Gewichtsteile Triphenylphosphit leitet man unter Rühren und Kühlung einen mit 30 Gewichtsteilen Schwefelsäureanhydrid beladenen Gasstrom im Laufe von 2-3 Stunden ein. Bei 20-300 C Reaktionstem peratur setzt sich das Anhydrid sofort mit dem Phosphit um und es entweicht in regel mässigem Strom Schwefeldioxyd. Gegen Ende der Reaktion wird die Schmelze dickflüssiger. Sie wird nun mit der 4-5fachen Menge Wasser verrührt und erstarrt dabei zu einer weissen Kristallmasse von bereits sehr reinem Triphenylphosphat. Man schmilzt dieses unter Wasser, neutralisiert und trocknet es schliess lich. Die Ausbeute ist fast quantitativ.
Der Erstarrungspunkt beträgt 47,8-47,90 C.
Process for the preparation of triphenyl phosphate. It has been found that the well-known triphenyl phosphate, which is widely used, for example, as a plasticizer in the paint industry, can be obtained easily and in good yield by allowing oxygen-releasing substances or mixtures to act on triphenyl phosphite.
As ge suitable have been found to be those oxygen-releasing substances that can be converted into lower oxidation levels by releasing oxygen; for example arsenic pentoxide, sulfuric anhydride or sulfuric acid or fuming sulfuric acid, vanadic anhydride;
also nitrogen oxides and super oxides, such as hydrogen superoxide or barium superoxide, and peracids such as persulfuric acid. The sometimes very violent reaction is expediently carried out with cooling, if appropriate also in a neutral solvent.
<I> Example: </I> A gas stream loaded with 30 parts by weight of sulfuric anhydride is introduced into 100 parts by weight of triphenyl phosphite with stirring and cooling over the course of 2-3 hours. At 20-300 C reaction temperature, the anhydride reacts immediately with the phosphite and sulfur dioxide escapes in a regular stream. Towards the end of the reaction, the melt becomes thicker. It is now mixed with 4-5 times the amount of water and solidifies to a white crystal mass of already very pure triphenyl phosphate. This is melted under water, neutralized and finally dried. The yield is almost quantitative.
The freezing point is 47.8-47.90 C.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH164197T | 1932-10-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH164197A true CH164197A (en) | 1933-09-30 |
Family
ID=4417213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH164197D CH164197A (en) | 1932-10-20 | 1932-10-20 | Process for the preparation of triphenyl phosphate. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH164197A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2851476A (en) * | 1956-07-05 | 1958-09-09 | Shea Chemical Corp | Process of making phosphates |
-
1932
- 1932-10-20 CH CH164197D patent/CH164197A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2851476A (en) * | 1956-07-05 | 1958-09-09 | Shea Chemical Corp | Process of making phosphates |
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