Fred S Jaffe

US Patent:

6429329, Aug 6, 2002

Filed:

Sep 9, 1996

Appl. No.:

08/711135

Inventors:

Alan M. Aaronson - Fresh Meadows NY
John Tomko - Dobbs Ferry NY
Jeffrey E. Telschow - Tarrrytown NY
Johannes Hermanus Boelee - Irvington NY
Fred Jaffe - Ossining NY

Assignee:

Akzo Nobel NV - Arnhem

International Classification:

C07F 940

US Classification:

558142

Abstract:

A process for the synthesis of a hydrocarbylvinyl-1-phosphonic acid hydrocarbyl ester, such as a 1-phenylvinylphosphonic acid dialkyl ester, which utilizes: (a) the base catalyzed addition (preferably using a nonnucleophilic strong organic base) of a hydrocarbyl phosphite, such as a dialkyl phosphite containing no more than about eight carbon atoms in either of its alkyl groups, to an aldehyde or methyl ketone, such as a phenyl ketone, as exemplified by acetophenone, to form a hydrocarbyl 1-hydroxy-1-hydrocarbylphosphonate, such as a dialkyl 1-hydroxy-1-phenylalkylphosphonate compound; (b) the acid-catalyzed esterification (preferably acetylation) of the compound from (a) with an acid anhydride to form an acylated intermediate; and (c) the removal of carboxylic acid (preferably at a temperature of from about 50Â C. to about 215Â C. under reduced or atmospheric pressure) from the intermediate from (b) to form the desired hydrocarbylvinylphosphonic acid hydrocarbyl ester, such as a 1-phenylvinylphosphonic acid dialkyl ester.

US Patent:

44580355, Jul 3, 1984

Filed:

Nov 12, 1982

Appl. No.:

6/440788

Inventors:

Thomas A. Hardy - Monroe NY
Fred Jaffe - Ossining NY

Assignee:

Stauffer Chemical Company - Westport CT

International Classification:

C08G 1814

US Classification:

521107

Abstract:

Flame retardant oligomeric phosphate ester compositions having the structural formula: ##STR1## are prepared, wherein R is C. sub. 1 -C. sub. 10 alkyl or haloalkyl, R. sup. 1 and R. sup. 2 can be the same or different and are hydrogen, C. sub. 1 -C. sub. 10 alkyl or haloalkyl and n is an integer from zero to about 10. The method of preparing the compositions comprises reacting P. sub. 2 O. sub. 5 with a trialkyl or tris(haloalkyl)phosphate in the presence of about 0. 01% to about 5% of a phosphite at a temperature from about 0. degree. -200. degree. C. A polyphosphate ester having P--O--P bonds is formed which is then reacted with an epoxide to yield the oligomeric phosphate ester flame retardant compositions. Alternatively, a method of preparing similar compositions comprises reacting P. sub. 2 O. sub. 5 with a trialkyl or tris (haloalkyl)phosphite at a temperature from about 0. degree. C.

US Patent:

43820425, May 3, 1983

Filed:

Nov 4, 1981

Appl. No.:

6/318288

Inventors:

Thomas A. Hardy - Monroe NY
Fred Jaffe - Ossining NY

Assignee:

Stauffer Chemical Company - Westport CT

International Classification:

C07F 909

US Classification:

260980

Abstract:

Flame retardant oligomeric phosphate ester compositions having the structural formula: ##STR1## are prepared, wherein R is C. sub. 1 -C. sub. 10 alkyl or haloalkyl, R. sup. 1 and R. sup. 2 can be the same or different and are hydrogen, C. sub. 1 -C. sub. 10 alkyl or haloalkyl and n is an integer from zero to about 10. The method of preparing the compositions comprises reacting P. sub. 2 O. sub. 5 with a trialkyl or tris(haloalkyl)phosphate in the presence of about 0. 01% to about 5% of a phosphite at a temperature from about 0. degree. -200. degree. C. A polyphosphate ester having P--O--P bonds is formed which is then reacted with an epoxide to yield the oligomeric phosphate ester flame retardant compositions. Alternatively, a method of preparing similar compositions comprises reacting P. sub. 2 O. sub. 5 with a trialkyl or tris(haloalkyl)phosphite at a temperature from about 0. degree. C.

US Patent:

49526464, Aug 28, 1990

Filed:

Jul 20, 1989

Appl. No.:

7/382360

Inventors:

Edward D. Weil - Hastings-on-Hudson NY
John Tomko - Dobbs Ferry NY
Fred Jaffe - Ossining NY

Assignee:

Akzo America Inc. - New York NY

International Classification:

C08G 5940

US Classification:

525507

Abstract:

Epoxy resins can be cured by the use of a curing agent formed by the reaction of phosphorus pentoxide with a trialkyl phosphate or phosphonate.

US Patent:

39313611, Jan 6, 1976

Filed:

Dec 23, 1974

Appl. No.:

5/535883

Inventors:

Fred Jaffe - Ossining NY
Silvio L. Giolito - Whitestone NY
Edward N. Walsh - New City NY

Assignee:

Stauffer Chemical Company - Westport CT

International Classification:

C07F 912

US Classification:

260975

Abstract:

A method for decolorizing and stabilizing alkylphenyl esters of phosphoric acid which comprises contacting the esters with an effective amount of a sodium salt selected from the group consisting of sodium dithionite and sodium formaldehyde sulfoxylate for a sufficient length of time to decolorize and stabilize the esters against subsequent color formation.

US Patent:

39313620, Jan 6, 1976

Filed:

Dec 23, 1974

Appl. No.:

5/535884

Inventors:

Silvio L. Giolito - Whitestone NY
Fred Jaffe - Ossining NY

Assignee:

Stauffer Chemical Company - Westport CT

International Classification:

C07F 912

US Classification:

260975

Abstract:

A method for decolorizing and stabilizing alkylphenyl esters of phosphoric acid which comprises contacting the esters with an effective amount of an oxidizable nitrogenous compound for a sufficient length of time to decolorize and stabilize the esters against subsequent color formation.

US Patent:

54730937, Dec 5, 1995

Filed:

Jan 10, 1995

Appl. No.:

8/370940

Inventors:

Fred Jaffe - Ossining NY

Assignee:

Akzo Nobel N.V. - Arnhem

International Classification:

C07F 940

US Classification:

558 88

Abstract:

Diethyl ethylphosphonate is formed by the catalytic rearrangement of triethyl phosphite in a reaction medium at elevated temperature, preferably using an ethyl iodide as the rearrangement catalyst, employing a heel of diethyl ethylphosphonate in the reaction medium when the reaction is begun with maintaining of the reaction medium at a temperature above the boiling point of the triethyl phosphite (for example, a temperature of from about 175. degree. C. to about 185. degree. C. ) and addition of the triethyl phosphite to the reaction medium at a rate slow enough to maintain that temperature.

US Patent:

40124630, Mar 15, 1977

Filed:

Mar 11, 1976

Appl. No.:

5/665840

Inventors:

Edward N. Walsh - New City NY
Fred Jaffe - Ossining NY
Milton L. Honig - New York NY
Kyung S. Shim - Irvington NY
Mervin E. Brokke - Stamford CT

Assignee:

Stauffer Chemical Company - Westport CT

International Classification:

C07F 908

US Classification:

260928

Abstract:

The neutralization of products which are phosphorus containing oligomers having ##STR1## linkages between phosphorus atoms and which are obtained by the self-condensation of. beta. -halo-alkyl esters of pentavalent phosphorus acids or by the condensation of these esters with an alkyl ester of a pentavalent phosphorus acid is accomplished by reaction with an alkylene oxide, either alone or in combination with water or an alcohol having the formula ROH where R is a C. sub. 1 -C. sub. 20 alkyl group, and is enhanced by heating the products with a Lewis acid to promote alcoholysis reactions between labile groups contained therein and structures formed by alkylene oxide neutralization of free acid groups. The stabilized product formed by this process gives a better cure when incorporated in a polyurethane foam.