IP Library Granted Patent US 9,080,133
Granted Patent B2
US 9,080,133 · App. 12/673,683 · Granted Jul 14, 2015

Glutamic acid N,N-diacetic amide, glutamic acid N-acetic amide N-acetonitrile, alkali metal salts thereof, process to prepare them and their use

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Quick Facts
Patent No.
US 9,080,133
App. No.
12/673,683
Granted
Jul 14, 2015
Kind
B2
Abstract

The present invention relates to glutamic acid N,N-diacetic amide, potassium or sodium glutamate N,N-diacetic amide, glutamic acid N-acetic amide N-acetonitrile, potassium or sodium glutamate N-acetic amide N-acetonitrile, to processes to prepare such compounds and the use thereof.

Claims (16)

1. A solid compound of glutamic acid N,N-diacetic amide, potassium or sodium glutamate N,N-diacetic amide, glutamic acid N-acetic amide N-acetonitrile, or potassium or sodium glutamate N-acetic amide N-acetonitrile, wherein the solid compound is in isolatable form.

2. A process to prepare the acetic amide compound of claim 1 , comprising the hydrolysis of glutamic acid N,N-diacetonitrile, or the potassium or sodium salt thereof, at a pH between 0.5 and 7.

3. The process of claim 2 further comprising in a subsequent step isolating the glutamic acid-N,N-diacetic amide, glutamic acid N-monoacetic amide N-monoacetonitrile or the potassium or sodium salt thereof by a crystallization or precipitation step.

4. A process to prepare the acetic amide compound of claim 1 , comprising reacting glutamic acid, a sodium or potassium salt thereof or a mixture thereof with formaldehyde, hydrogen cyanide, a potassium or sodium salt thereof or a mixture thereof and potassium hydroxide, sodium hydroxide or a mixture thereof, in an aqueous solution, and in a subsequent step hydrolyzing the nitrile compound formed in the first step at a pH between 0.5 and 7.

5. The process of claim 2 further comprising performing a subsequent hydrolysis at a temperature of at least 90.degree. C. and an alkaline pH to give glutamic acid-N,N-diacetic acid or the sodium or potassium salt thereof.

6. The process of claim 4 further comprising performing a subsequent hydrolysis at a temperature of at least 90.degree. C. and an alkaline pH to give glutamic acid-N,N-diacetic acid or the sodium or potassium salt thereof.

7. A process to prepare glutamic acid N,N-diacetic acid or salts thereof comprising the step of hydrolyzing the acetic amide compound of claim 1 .

8. A crystallization inhibitor comprising the solid compound of claim 1 .

9. An oil well composition comprising the solid compound of claim 1 .

10. A detergent composition comprising the solid compound of claim 1 .

11. A descaling composition comprising the solid compound of claim 1 .

12. A microbial composition comprising the solid compound of claim 1 .

13. A micronutrient composition comprising the solid compound of claim 1 .

14. A gas sweetening composition comprising the solid compound of claim 1 .

15. A pulp and paper bleaching composition comprising the solid compound of claim 1 .

16. A aqueous solution comprising glutamic acid N,N-diacetic amide, potassium or sodium glutamate N,N-diacetic amide, glutamic acid N-acetic amide N-acetonitrile, potassium or sodium glutamate N-acetic amide N-acetonitrile, wherein the solution has a pH between 0.5 and 7.

Assignments (4)
CHANGE OF NAME Recorded Sep 18, 2019
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: NOURYON CHEMICALS INTERNATIONAL B.V.
Reel/Frame 050426/0671 →
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 13, 2017
From: AKZO NOBEL N.V.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 044427/0759 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 26, 2010
From: BOONSTRA, TJERK OEDSE; HEUS, MARTIN; CARSTENS, AXEL; LEPAGE, JIM
To: AKZO NOBEL N.V.
Reel/Frame 024290/0882 →