IP Library Granted Patent US 8,372,176
Granted Patent B2
US 8,372,176 · App. 12/301,806 · Granted Feb 12, 2013

Metal complexes comprising a ligand derived from 2-aryl-2-hydroxyacetic acid and a divalent or trivalent metal cation, and their use

Inventors: Alain Schouteeten (Ezanville, FR); Sébastien Jus (Paris, FR); Claude Cathelineau (Vaujours, FR)
Assignee: Clariant Specialty Fine Chemicals (France)
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Quick Facts
Patent No.
US 8,372,176
App. No.
12/301,806
Granted
Feb 12, 2013
Kind
B2
Abstract

The invention relates to the use of metal complexes comprising a ligand derived from 2-aryl-2-hydroxyacetic acid and a divalent or trivalent metal cation and to the use of the said ligands in dissolving divalent or trivalent metal cations in aqueous phase. The said complexes can be used to treat metal deficiencies in plants.

Claims (44)

1. A method for preventing or treating a metal deficiency in plants comprising the step of providing a plant with an effective amount of at least one metal complex comprising

a) at least one ligand derived from 2-aryl-2-hydroxyacetic acid in which the ligand is a compound of formula (I)

wherein

R is a halogen, an OH group, a COOH group, an SO 3 H group, a PO 3 H 2 group, a CN group, an NO 2 group, a linear or branched C 1 -C 4 alkyl group or a C 1 -C 4 alkoxy group,

n has the value 1, 2 or 3,

m has a value from 0 to 5-n,

the group

is found in the ortho position, para position or both with respect to the OH group of the phenyl ring,

one of its alkali metal salts or ammonium salts or a mixture thereof,

and

b) a divalent or trivalent metal cation.

2. The method according to claim 1 , wherein m is equal to 0.

3. The method according to claim 1 , wherein

m is equal to 0, and

n has the value 1 or 2.

4. The method according to claim 1 , wherein

m is equal to 0, and

n has the value 1.

5. The method according to claim 1 , wherein the compound of formula (I) or one of its salts is selected from the group consisting of 2-(2-hydroxyphenyl)-2-hydroxyacetic acid (OHM), the sodium salt of 2-(2-hydroxyphenyl)-2-hydroxyacetic acid (OHMNa), the disodium salt of 2-(2-hydroxyphenyl)-2-hydroxyacetic acid (OHM.2Na), 2-(4-hydroxyphenyl)-2-hydroxyacetic acid (PHM), the sodium salt of 2-(4-hydroxyphenyl)-2-hydroxyacetic acid (PHMNa), the disodium salt of 2-(4-hydroxyphenyl)-2-hydroxyacetic acid (PHM.2Na), and their mixtures.

6. The method according to claim 1 , wherein the metal cation is selected from the group consisting of Fe(II), Cu(II), Mg(II), Cr(II), Fe(III), Cr(III) and Al(III).

7. The method according to claim 1 , wherein the metal cation is Fe(III).

8. The method according to claim 1 , wherein the at least one metal complex is either in the form of a powder, an aqueous solution or as a composition comprising the at least one metal complex in the form of a powder or aqueous solution.

9. A method for fertilizing a plant comprising the step of providing a plant with an effective amount of at least one metal complex comprising

a) at least one ligand derived from 2-aryl-2-hydroxyacetic acid in which the ligand is a compound of formula (I)

wherein

R is a halogen, an OH group, a COOH group, an SO 3 H group, a PO 3 H 2 group, a CN group, an NO 2 group, a linear or branched C 1 -C 4 alkyl group or a C 1 -C 4 alkoxy group,

n has the value 1, 2 or 3,

m has a value from 0 to 5-n,

the group

is found in the ortho position, para position or both with respect to the OH group of the phenyl ring,

one of its alkali metal or ammonium salts or a mixture thereof,

and

b) a divalent or trivalent metal cation.

10. The method according to claim 9 , wherein m is equal to 0.

11. The method according to claim 9 , wherein

m is equal to 0, and

n has the value 1 or 2.

12. The method according to claim 9 , wherein

m is equal to 0, and

n has the value 1.

13. The method according to claim 9 , wherein the compound of formula (I) or one of its salts is selected from the group consisting of 2-(2-hydroxyphenyl)-2-hydroxyacetic acid (OHM), the sodium salt of 2-(2-hydroxyphenyl)-2-hydroxyacetic acid (OHMNa), the disodium salt of 2-(2-hydroxyphenyl)-2-hydroxyacetic acid (OHM.2Na), 2-(4-hydroxyphenyl)-2-hydroxyacetic acid (PHM), the sodium salt of 2-(4-hydroxyphenyl)-2-hydroxyacetic acid (PHMNa), the disodium salt of 2-(4-hydroxyphenyl)-2-hydroxyacetic acid (PHM.2Na), and their mixtures.

14. The method according to claim 9 , wherein the metal cation is selected from the group consisting of Fe(II), Cu(II), Mg(II), Cr(II), Fe(III), Cr(III) and Al(III).

15. The method according to claim 9 , wherein the metal cation is Fe(III).

16. The method according to claim 9 , wherein the at least one metal complex is either in the form of a powder, an aqueous solution or as a composition comprising the at least one metal complex in the form of a powder or aqueous solution.

Assignments (3)
CHANGE OF NAME Recorded Nov 7, 2014
From: CLARIANT SPECIALTY FINE CHEMICALS (FRANCE)
To: WEYLCHEM LAMOTTE S.A.S.
Reel/Frame 034215/0470 →
RECEIVING ADDRESS Recorded Sep 3, 2013
From: CLARIANT SPECIALTY FINE CHEMICALS (FRANCE)
To: CLARIANT SPECIALTY FINE CHEMICALS (FRANCE)
Reel/Frame 031142/0412 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 21, 2008
From: SCHOUTEETEN, ALAIN; JUS, SEBASTIEN; CATHELINEAU, CLAUDE
To: CLARIANT SPECIALITY FINE CHEMICALS (FRANCE)
Reel/Frame 021872/0535 →
Priority Claims (1)
FR 06 04679 · May 24, 2006 · national
Continuity (1)
Related Publication 20100288004A1 · Nov 18, 2010