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US4239695A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of preparing phosphonates from nitriles

Assignee: Magna Corp
•
Filing: 1977-03-24
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Granted: 1980-12-16
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Expires: 1997-03-24
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Abstract

Abstract Amino-phosphonates typified by the general formula R--C(PO(OH) 2 ) 2 NH 2 are prepared by reacting phosphorous acid with nitriles at elevated temperatures.

Inventors

  • 👤 Bong J. Chai
  • 👤 Fred D. Muggee

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 07:46
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/3804; C07F9/3839; C07F9/3873

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 122 words
The process for producing aminophosphonic acids having the following formulae, ##STR6## wherein R is a saturated or unsaturated aliphatic radical having 1-22 carbon atoms or phenyl or benzyl or naphthyl radical or substituted aliphatic or aromatic radicals, R' is a difunctional aliphatic bridging radical having 1-10 carbon atoms, and n is ≧2, comprising reacting at a temperature of from about 100° C. to about 200° C. a mixture consisting essentially of phosphorous acid and an organonitrile selected from the group consisting essentially of R--CN, NC--R'--CN and ##STR7## R being a saturated or unsaturated aliphatic radical, or phenyl, benzyl or naphthyl or substituted aliphatic or aromatic radical, R' being an aliphatic bridging radical, and n being a positive integer of 2 or greater.
Claim 2
Dependent Claim 122 words
The process for producing aminophosphonic acids having the following formulae, ##STR6## wherein R is a saturated or unsaturated aliphatic radical having 1-22 carbon atoms or phenyl or benzyl or naphthyl radical or substituted aliphatic or aromatic radicals, R' is a difunctional aliphatic bridging radical having 1-10 carbon atoms, and n is ≧2, comprising reacting at a temperature of from about 100° C. to about 200° C. a mixture consisting essentially of phosphorous acid and an organonitrile selected from the group consisting essentially of R--CN, NC--R'--CN and ##STR7## R being a saturated or unsaturated aliphatic radical, or phenyl, benzyl or naphthyl or substituted aliphatic or aromatic radical, R' being an aliphatic bridging radical, and n being a positive integer of 2 or greater.
Claim 3
Dependent Claim 91 words
The process for producing aminophosphonic acids having the formula ##STR8## wherein R is a saturated or unsaturated aliphatic radical having 1-22 carbon atoms or phenyl or benzyl or naphthyl radical or substituted aliphatic or aromatic radicals, comprising reacting a mixture at temperatures of from about 100° C. to about 200° C., said mixture consisting essentially of phosphorous acid and an organonitrile of the formula R--C.tbd.N wherein R is a saturated or unsaturated aliphatic radical having 1-22 carbon atoms or phenyl or benzyl or naththyl radical or substituted aliphatic or aromatic radicals.
Claim 4
Dependent Claim 91 words
The process for producing aminophosphonic acids having the formula ##STR8## wherein R is a saturated or unsaturated aliphatic radical having 1-22 carbon atoms or phenyl or benzyl or naphthyl radical or substituted aliphatic or aromatic radicals, comprising reacting a mixture at temperatures of from about 100° C. to about 200° C., said mixture consisting essentially of phosphorous acid and an organonitrile of the formula R--C.tbd.N wherein R is a saturated or unsaturated aliphatic radical having 1-22 carbon atoms or phenyl or benzyl or naththyl radical or substituted aliphatic or aromatic radicals.
Claim 5
Dependent Claim 62 words
The process for producing aminophosphonic acids having the formula ##STR9## wherein R' is a aliphatic bridging radical having 1-10 carbon atoms, comprising reacting a mixture at a temperature of from about 100° C. to about 200° C., said mixture consisting essentially of phosphorous acid with an organo-dinitrile of the formula N.tbd.C--R'--C.tbd.N wherein R' is an aliphatic bridging radical having 1-10 carbon atoms.
Claim 6
Dependent Claim 62 words
The process for producing aminophosphonic acids having the formula ##STR9## wherein R' is a aliphatic bridging radical having 1-10 carbon atoms, comprising reacting a mixture at a temperature of from about 100° C. to about 200° C., said mixture consisting essentially of phosphorous acid with an organo-dinitrile of the formula N.tbd.C--R'--C.tbd.N wherein R' is an aliphatic bridging radical having 1-10 carbon atoms.
Claim 7
Dependent Claim 64 words
The process for producing aminophosphonic acids having the formula ##STR10## wherein n is a positive integer equal to or greater than 2 comprising reacting a mixture at a temperature of from about 100° C. to about 200° C., said mixture consisting essentially of phosphorous acid with an organonitrile of the formula ##STR11## wherein n is a positive integer equal to or greater than 2.
Claim 8
Dependent Claim 64 words
The process for producing aminophosphonic acids having the formula ##STR10## wherein n is a positive integer equal to or greater than 2 comprising reacting a mixture at a temperature of from about 100° C. to about 200° C., said mixture consisting essentially of phosphorous acid with an organonitrile of the formula ##STR11## wherein n is a positive integer equal to or greater than 2.
Claim 9
Dependent Claim 176 words
The process for preparing organo-alphaamino-diphosphonic acids having the general structural formula ##STR12## where X is: R, R being a saturated or unsaturated aliphatic radical having from 1 to about 22 carbon atoms or phenyl, benzyl or naphthyl radical or substituted aliphatic or aromatic radicals; or ##STR13## R' being an aliphatic bridging radical having from 1 to about 10 carbonatoms; or --CH.sub.2 --CH].sub.n where n is a positive integer of 2 or greater; or --R'--CN, R' being an aliphatic bridging radical having from about 1 to about 10 carbon atoms, comprising reacting at a temperature of from about 100° C. to 200° C. a mixture, said mixture consisting essentially phosphorous acid with an organonitrile selected from the group consisting of R--CN, NC--R'--CN and ##STR14## R being a saturated or unsaturated aliphatic radical having from about 1 to about 22 carbon atoms or phenyl, benzyl or naphthyl radical or substituted aliphatic or aromatic radicals, R' being an aliphatic bridging radical having from 1 to about 10 carbon atoms, and n being a positive integer of 2 or greater.
Claim 10
Dependent Claim 176 words
The process for preparing organo-alphaamino-diphosphonic acids having the general structural formula ##STR12## where X is: R, R being a saturated or unsaturated aliphatic radical having from 1 to about 22 carbon atoms or phenyl, benzyl or naphthyl radical or substituted aliphatic or aromatic radicals; or ##STR13## R' being an aliphatic bridging radical having from 1 to about 10 carbonatoms; or --CH.sub.2 --CH].sub.n where n is a positive integer of 2 or greater; or --R'--CN, R' being an aliphatic bridging radical having from about 1 to about 10 carbon atoms, comprising reacting at a temperature of from about 100° C. to 200° C. a mixture, said mixture consisting essentially phosphorous acid with an organonitrile selected from the group consisting of R--CN, NC--R'--CN and ##STR14## R being a saturated or unsaturated aliphatic radical having from about 1 to about 22 carbon atoms or phenyl, benzyl or naphthyl radical or substituted aliphatic or aromatic radicals, R' being an aliphatic bridging radical having from 1 to about 10 carbon atoms, and n being a positive integer of 2 or greater.
Claim 11
Dependent Claim 20 words
The process of claim 5 wherein the reaction is carried out at a temperature of at least about 100° C.
Claim 12
Dependent Claim 23 words
The process of claim 5 wherein the reaction is carried out at a temperature of from about 135° C. to about 160° C.
Claim 13
Dependent Claim 14 words
The process of claim 5 wherein the reaction is carried out in a solvent.
Claim 14
Dependent Claim 23 words
The process of claim 8 wherein the reaction is carried out at a temperature of from about 135° C. to about 160° C.
Claim 15
Dependent Claim 22 words
The process of claim 9 wherein the solvent is excess phosphorous acid, an organic acid, dimethylsulfoxide, tetramethylene sulfone, or chlorinated aromatic hydrocarbon.
Claim 16
Dependent Claim 49 words
The process for producing 1-aminoalkane-1,1-diphosphonic acid of the formula ##STR15## wherein R is an alkyl radical, which comprises reacting at a temperature between about 140° C. and about 200° C., a mixture consisting essentially of phosphorous acid and a nitrile of the formula R--CN, R being defined as above.
Claim 17
Dependent Claim 49 words
The process for producing 1-aminoalkane-1,1-diphosphonic acid of the formula ##STR15## wherein R is an alkyl radical, which comprises reacting at a temperature between about 140° C. and about 200° C., a mixture consisting essentially of phosphorous acid and a nitrile of the formula R--CN, R being defined as above.

References Cited (Backward Citations)

DE1002355B Cited
GB995462A Cited
US3565949A Cited
US3919296A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-12-16 1984-06-16 1984-12-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-12-16 1988-06-16 1988-12-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-12-16 1992-06-16 1992-12-16 $7700.00 Window Closed / Lapsed

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