CH95793A - Method for preparing a mixed phosphoric acid ester. - Google Patents
Method for preparing a mixed phosphoric acid ester.Info
- Publication number
- CH95793A CH95793A CH95793DA CH95793A CH 95793 A CH95793 A CH 95793A CH 95793D A CH95793D A CH 95793DA CH 95793 A CH95793 A CH 95793A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- cresol
- mono
- acid ester
- phosphoric acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 8
- 150000003014 phosphoric acid esters Chemical class 0.000 title claims description 5
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 claims description 12
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 claims description 8
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- 239000010452 phosphate Substances 0.000 claims description 4
- 239000004033 plastic Substances 0.000 claims description 4
- 229920003023 plastic Polymers 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 3
- 239000004902 Softening Agent Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- GZELFOWMRSGSTI-UHFFFAOYSA-N (3-methylphenyl) dihydrogen phosphate Chemical compound CC1=CC=CC(OP(O)(O)=O)=C1 GZELFOWMRSGSTI-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Verfahren zur Darstellung eines gemischten Phosphorsäureesters. Im Hauptpatent ist ein Verfahren zur Darstellung eines gemischten Phosphorsäure- esters beschrieben, das darin besteht, dass man auf die sauren Öle, die sich bei der Aufarbeitung des Teers ergeben, nach einer der üblichen Methoden Phosphorverbindungen, wie zum Beispiel Phosphoroxy chlorid oder Phosphorsäureanhydrid, einwirken lässt.
Es wurde nun gefunden, dass man nach der gleichen Methode einen gemischten Phos- phorsäureester erhält, wenn man auf 1 Mol. Phosphoroxycblorid, 2 Mol. o-Kresol und 1 Mol. m-Kresol einwirken lässt.
Das Di-o-mono-m-kresylphosphat ist ein wasserhelles, fast farbloses, leicht fluores zierendes, bei gewöhnlicher Temperatur flüs siges, viskoses<B>01,</B> das bei 300-3040 bei 70 mm Druck siedet und sich hervorragend als Weichhaltungsmittel bei der Herstellung von plastischen Kunststoffen eignet.
<I>Beispiel:</I> 216 Teile o-Kresol und 108 Teile m Kresol werden in 154 Teile Phosphoroxy- chlorid eingetragen, und das Gemisch zu nächst einige Stunden bei Wasserbadtempera- tur, dann höher erhitzt bis zum Aufhören der Salzsäureentwicklung. Beim Fraktionieren des Reaktionsproduktes erhält man den Ester als ein wasserhelles, fast farbloses, leicht fluores zierendes, bei gewöhnlicher Temperatur flüs siges Öl, das bei 300-304 bei 70 mm Druck siedet.
Man kann auch so verfahren, dass man zunächst aus 1 Mo1. m-Kresol und 1 Mol. Phosphoroxychlorid das Mono-m-kresylphos- phorsäuredichlorid darstellt und dieses so dann mit 2 Mol. o-Kresol zum Di-o-mono-m- kre--ylphosphat umsetzt;
man kann auch zu nächst aus 2 Mol. o-Kresol und 1 Mol. Phos- phöroxychlorid das Di-o-kresylpliosphorsäure- monochlorid darstellen und dieses sodann mit 1 Mol. m-Kresol zum Di-o-mono-m-kresyl- phosphat umsetzen.
Method for preparing a mixed phosphoric acid ester. The main patent describes a process for the preparation of a mixed phosphoric acid ester, which consists in acting on the acidic oils that result from the processing of the tar using one of the customary methods of phosphorus compounds, such as phosphorus oxychloride or phosphoric anhydride leaves.
It has now been found that a mixed phosphoric acid ester is obtained by the same method if 1 mol of phosphorus oxychloride, 2 mol of o-cresol and 1 mol of m-cresol are allowed to act.
The di-o-mono-m-cresyl phosphate is a water-white, almost colorless, slightly fluorescent, viscous <B> 01 that is liquid at normal temperature, </B> that boils at 300-3040 at 70 mm pressure and is excellent suitable as a softening agent in the manufacture of plastic plastics.
<I> Example: </I> 216 parts of o-cresol and 108 parts of m cresol are added to 154 parts of phosphorus oxychloride, and the mixture is initially heated for a few hours at a water bath temperature, then heated to a higher level until the evolution of hydrochloric acid ceases. When the reaction product is fractionated, the ester is obtained as a water-white, almost colorless, slightly fluorescent, liquid at ordinary temperature, which boils at 300-304 at 70 mm pressure.
One can also proceed in such a way that one starts from 1 Mo1. m-cresol and 1 mole of phosphorus oxychloride represent the mono-m-cresylphosphoric acid dichloride and then reacts this with 2 moles of o-cresol to give di-o-mono-m-cre - yl phosphate;
the di-o-cresylpliosphoric acid monochloride can also be prepared first from 2 mol. o-cresol and 1 mol. phosphorus oxychloride, and this then with 1 mol implement.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE95793X | 1920-04-21 | ||
| CH95235T | 1921-03-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH95793A true CH95793A (en) | 1922-08-01 |
Family
ID=25704940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH95793D CH95793A (en) | 1920-04-21 | 1921-03-21 | Method for preparing a mixed phosphoric acid ester. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH95793A (en) |
-
1921
- 1921-03-21 CH CH95793D patent/CH95793A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH95794A (en) | Method for preparing a mixed phosphoric acid ester. | |
| CH95796A (en) | Method for preparing a mixed phosphoric acid ester. | |
| CH95797A (en) | Method for preparing a mixed phosphoric acid ester. | |
| CH95798A (en) | Method for preparing a mixed phosphoric acid ester. | |
| DE926488C (en) | Process for the preparation of neutral esters of thiophosphoric acid | |
| DE1495947A1 (en) | Process for the preparation of organopolysiloxanes | |
| CH95795A (en) | Method for preparing a mixed phosphoric acid ester. | |
| DE299992C (en) | ||
| AT152370B (en) | Method of making a lead plaster. | |
| AT89937B (en) | Process for the preparation of liquid phosphoric acid esters. | |
| DE717969C (en) | High pressure lubricant | |
| DE725033C (en) | Process for the production of alkaline earth salts of natural creatine phosphoric acid | |
| AT321938B (en) | PROCESS FOR THE PREPARATION OF 1-HYDROXYETHYLEDENE-1,1-DIPHOSPHONIC ACID | |
| DE1230003B (en) | Process for the preparation of Alkoxyaethoxyaethylchloriden from the corresponding alcohols | |
| DE1645678A1 (en) | Process for the production of block copolymers | |
| US1983588A (en) | Manufacture of triaryl phosphates | |
| DE402088C (en) | Process for the production of phosphates soluble in two percent citric acid | |
| DE640064C (en) | Process for the preparation of oxyarylcarboxylic acid esters | |
| DE929093C (en) | Process for the preparation of solutions of the polycondensates of alkylidene- and aralkylidene-bis-thiocarboxamides | |
| DE357763C (en) | Process for the production of dicalcium phosphate | |
| CH201537A (en) | Process for the preparation of a new ester. | |
| CH95235A (en) | Method for preparing a mixed phosphoric acid ester. | |
| CH156310A (en) | Process for the preparation of 1.2.5.6-diphtaloylnaphthalene. | |
| DE552327C (en) | Process for the production of sulfonation products from polymerized, unsaturated oxyfatty acids containing fats, oils or their acids | |
| DE479227C (en) | Process for the preparation of 2-aminonaphthalene-3-carboxylic acid |