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US3972923A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of phosphonic acid dihalides

Assignee: Hoechst AG
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Filing: 1973-11-13
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Granted: 1976-08-03
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Expires: 1993-11-13
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Abstract

Abstract Process for preparing phosphonic acid dihalides of the formula ##EQU1## wherein R is alkyl of 1 to 18 carbon atoms, cycloalkyl of 4 to 8 carbon atoms, alkenyl of 2 to 18 carbon atoms, phenyl, phenalkyl or alkyl-phenyl of 7 to 8 carbon atoms, phenyl, phenalkyl or alkyl-phenyl of 7 to 8 carbon atoms, all radicals R optionally being substituted by chlorine, bromine, cyano or lower acyloxy, and wherein X is halogen such as 2-chloroethane phosphonic acid dichloride, by reacting phosphonic or thio-phosphonic acids of the formula ##EQU2## wherein Y is oxygen or sulfur, their salts or functional derivatives, with acid halides of the formula (CO).sub.n X.sub.2 (III) wherein X is chlorine or bromine and n is 1 or 2, in the presence of 0.2 - 5% or in the presence of 0.01 to 0.2% by weight of 1. compounds containing at least one tri- to pentavalent nitrogen or phosphorus atom, which in the case of nitrogen is bound with 1 to 4, in the case of phosphorus with at least 3 valences to organic radicals having up to 20 carbon atoms, two of these valences optionally forming a double bond, or 2. mono-di- or tribasic organic or inorganic fully amidated acids or tri- or pentavalent phosphorus, the N atom of which optionally being substituted by aliphatic radicals having up to 20 carbon atoms, and the organic radicals of which contain up to 20 carbon atoms, If required, in the presence of an inert solvent.

Inventors

  • 👤 Manfred Finke
  • 👤 Hans-Jerg Kleiner
  • 👤 Gerhard Stahler
  • 👤 Klaus Dehmer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 18:37
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/42

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 142 words
A process for the preparation of phosphonic acid-dihalides of the formula ##EQU9##wherein R is alkyl of 1 to 18 carbon atoms, cycloalkyl of 4 to 8 carbon atoms, alkenyl of 2 to 18 carbon atoms, phenyl, phenalkyl or alkyl phenyl both containing a total of 7 to 8 carbon atoms, R may be substituted by chlorine, bromine, a cyano or a lower acyloxy group, and wherein X is halogen, which comprises reacting a phosphonic acid of the formula ##EQU10##wherein Y is oxygen, or the corresponding acid salt, phosphonic acid monoester and salt thereof, phosphonic acid ester halide, pyrophosphonic acid or pyrophosphonic acid ester with an acid halide of the formula (CO).sub.n X.sub.2 wherein X is chlorine or bromine and n is 1 or 2, in the presence of 0.01 to 0.2% by weight or from 0.2 to 5% by weight of a
Claim 2
Dependent Claim 142 words
A process for the preparation of phosphonic acid-dihalides of the formula ##EQU9##wherein R is alkyl of 1 to 18 carbon atoms, cycloalkyl of 4 to 8 carbon atoms, alkenyl of 2 to 18 carbon atoms, phenyl, phenalkyl or alkyl phenyl both containing a total of 7 to 8 carbon atoms, R may be substituted by chlorine, bromine, a cyano or a lower acyloxy group, and wherein X is halogen, which comprises reacting a phosphonic acid of the formula ##EQU10##wherein Y is oxygen, or the corresponding acid salt, phosphonic acid monoester and salt thereof, phosphonic acid ester halide, pyrophosphonic acid or pyrophosphonic acid ester with an acid halide of the formula (CO).sub.n X.sub.2 wherein X is chlorine or bromine and n is 1 or 2, in the presence of 0.01 to 0.2% by weight or from 0.2 to 5% by weight of a
Claim 3
Dependent Claim 107 words
compound containing at least one tri- to pentavalent nitrogen or phosphorus atom, which in the case of nitrogen is bound with 1 to 4, in the case of phosphorus with at least 3 valences to organic radicals having up to 20 carbon atoms, two of these valences optionally forming a double bond, or 2. mono-, di- or tribasic organic or inorganic fully amidated acid of tri- or pentavalent phosphorus, the N atoms of which optionally being substituted by aliphatic radicals having up to 20 carbon atoms, and the organic radicals of which contain up to 20 carbon atoms, if required, in the presence of an inert solvent.
Claim 4
Dependent Claim 107 words
compound containing at least one tri- to pentavalent nitrogen or phosphorus atom, which in the case of nitrogen is bound with 1 to 4, in the case of phosphorus with at least 3 valences to organic radicals having up to 20 carbon atoms, two of these valences optionally forming a double bond, or 2. mono-, di- or tribasic organic or inorganic fully amidated acid of tri- or pentavalent phosphorus, the N atoms of which optionally being substituted by aliphatic radicals having up to 20 carbon atoms, and the organic radicals of which contain up to 20 carbon atoms, if required, in the presence of an inert solvent.
Claim 5
Dependent Claim 26 words
The process as claimed in claim 1, which comprises carrying out the reaction at a temperature in the range of from 65° C to 200° C.
Claim 6
Dependent Claim 40 words
The process for the preparation of 2-chloroethane-phosphonic acid-dichloride as claimed in claim 1, which comprises using as starting substance unpurified 2-chloroethane-phosphonic acid-bis-(2-chloroethyl)-ester obtained in the reaction of phosphorus trichloride with ethylene oxide and the subsequent rearrangement of the tris-(2-chloroethyl)-phosphite formed.

References Cited (Backward Citations)

BE784923A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-08-03 1980-02-02 1980-08-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-08-03 1984-02-02 1984-08-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-08-03 1988-02-02 1988-08-03 $7700.00 Window Closed / Lapsed

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