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US3907858A Expired / Lapsed US ⏱️ 0.0 years remaining

Process of manufacturing nitrilotriacetonitrile

Assignee: Akzo America Inc
•
Filing: 1971-11-08
•
Granted: 1975-09-23
•
Expires: 1991-11-08
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Abstract

Abstract A process for manufacturing nitrilotriacetonitrile consisting of reacting stoichiometric aqueous portions of ammonia, formaldehyde and hydrogen cyanide in the presence of an acid. The reaction is carried out continuously at critical temperatures of above 120*C. and at autogeneous pressure to maintain homogeneous reaction conditions. The reaction product in the liquid phase is quenched to below 90*C. to minimize hydrolysis of the nitrile and to precipitate the reaction product.

Inventors

  • 👤 Kenneth E Davis
  • 👤 Kyung S Shim

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 03:58
CPC Classifications
C; C07; C07C; C07C255/00

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 152 words
A CONTINUOUS PROCESS FOR MANUFACTURING NITRILOTRIACETONITRILE WHICH COMPRISES CONTINUOUSLY BRINGING INTO REACTIVE CONTACT FOR A PERIOD OF FROM ABOUT ONE TO ABOUT 30 MINUTES, UNDER SUPERATMOSPHERIC PRESSURE, AT A TEMPERATURE BETWEEN ABOUT 120*C. AND THE TEMPERATURE AT WHICH THE AUTOGENOUS PRESSURE IS ABOUT 100 POUNDS PER SQUARE INCH GAUGE, IN AN AQUEOUS LIQUID MIXTURE. AT A PH MAINTAINED BELOW 5 BY ADDITION OF A MINERAL ACID, HEXAMETHYLENETETRAMINE OR EQUIVALENT QUANTITIES OF AMMONIA AND FORMALDEHYDE WITH FORMALDEHYDE AND HYDROGEN CYANIDE, SAID HEXAMETHYLENETERTRAMINE OR EQUIVALNT QUANTITIES OF AMMINO AND FORMALDEHYDE, HYDROGEN CYANIDE AND FORMALDEHYDE BEING PROVIDED IN AMOUNTS WHICH ARE STONICHIOMETRICALLY NECCESARY TO CONVERT THE AMMONIA TO NITRILOTRIACETONITRILE, TO FORM A LIQUID REACTION MIXTURE CONTAINING NITRILOTRIACETONITRILE, CONTINUOUSLY CONVEYING THE LIQUID REACTION MIXTURE CONTAINING THE NITRILOTRIACETONITRILE PRODUCT TO A QUENCHING MEANS TO RAPIDLY COOL SAID AQUEOUS LIQUID REACTION MIXTURE TO AT LEAST BELOW 90*C. TO PRECIPITATE THE NITRILOTRIACETONITRILE PRODUCT AND CONTINUOUSLY RECOVERING THE NITRILOTRIACETONITRILE PRODUCT.
Claim 2
Dependent Claim 152 words
A CONTINUOUS PROCESS FOR MANUFACTURING NITRILOTRIACETONITRILE WHICH COMPRISES CONTINUOUSLY BRINGING INTO REACTIVE CONTACT FOR A PERIOD OF FROM ABOUT ONE TO ABOUT 30 MINUTES, UNDER SUPERATMOSPHERIC PRESSURE, AT A TEMPERATURE BETWEEN ABOUT 120*C. AND THE TEMPERATURE AT WHICH THE AUTOGENOUS PRESSURE IS ABOUT 100 POUNDS PER SQUARE INCH GAUGE, IN AN AQUEOUS LIQUID MIXTURE. AT A PH MAINTAINED BELOW 5 BY ADDITION OF A MINERAL ACID, HEXAMETHYLENETETRAMINE OR EQUIVALENT QUANTITIES OF AMMONIA AND FORMALDEHYDE WITH FORMALDEHYDE AND HYDROGEN CYANIDE, SAID HEXAMETHYLENETERTRAMINE OR EQUIVALNT QUANTITIES OF AMMINO AND FORMALDEHYDE, HYDROGEN CYANIDE AND FORMALDEHYDE BEING PROVIDED IN AMOUNTS WHICH ARE STONICHIOMETRICALLY NECCESARY TO CONVERT THE AMMONIA TO NITRILOTRIACETONITRILE, TO FORM A LIQUID REACTION MIXTURE CONTAINING NITRILOTRIACETONITRILE, CONTINUOUSLY CONVEYING THE LIQUID REACTION MIXTURE CONTAINING THE NITRILOTRIACETONITRILE PRODUCT TO A QUENCHING MEANS TO RAPIDLY COOL SAID AQUEOUS LIQUID REACTION MIXTURE TO AT LEAST BELOW 90*C. TO PRECIPITATE THE NITRILOTRIACETONITRILE PRODUCT AND CONTINUOUSLY RECOVERING THE NITRILOTRIACETONITRILE PRODUCT.
Claim 3
Dependent Claim 19 words
The process of claim 1 wherein the reactive contact is at a temperature between about 120*C. and about 142*C.
Claim 4
Dependent Claim 17 words
The process of claim 1 wherein the reactive contact is at a temperature between 125*C. and 135*C.
Claim 5
Dependent Claim 21 words
The process of claim 1 wherein the superatmospheric pressure is between about 5 and about 100 pounds per square inch gauge.
Claim 6
Dependent Claim 21 words
The process of claim 1 wherein the reaction mixture containing the nitrilotriacetonitrile product is rapidly cooled to a temperature below 50*C.
Claim 7
Dependent Claim 15 words
The process as set forth in claim 1 wherein the mineral acid is sulfuric acid.
Claim 8
Dependent Claim 12 words
The process of claim 1 wherein the pH is maintained below 3.

References Cited (Backward Citations)

US2405966A Cited
US2855428A Cited
US3061628A Cited
US3424783A Cited
US3463805A Cited
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US3504011A Cited
US3679729A Cited
US3679728A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-09-22 1979-03-24 1979-09-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-09-22 1983-03-24 1983-09-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-09-22 1987-03-24 1987-09-23 $7700.00 Window Closed / Lapsed

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