IP Library Granted Patent US 10,543,493
Granted Patent B2
US 10,543,493 · App. 14/899,220 · Granted Jan 28, 2020

Synthesis of new anionic surfactants and their use as collectors in froth flotation of non-sulphidic ores

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Quick Facts
Patent No.
US 10,543,493
App. No.
14/899,220
Granted
Jan 28, 2020
Kind
B2
Abstract

The present invention relates to a compound obtainable by reacting an N-acyl neutral amino acid or a salt thereof, or an N-acyl neutral amino acid oligopeptide or a salt thereof with a monohydroxy monocarboxylic acid or a salt thereof. This compound is useful as a collector in a process for froth flotation of non-sulfidic ores, especially phosphate ores. The invention also relates to a method which comprises the steps of a) conditioning a pulped phosphate ore, wherein the phosphate ore comprises a calcium phosphate mineral or a mixture of such minerals, and gangue minerals, with an effective amount of a calcium phosphate mineral collector reagent, which is the above-mentioned compound, and optionally other flotation aids and b) performing a froth flotation process to recover the calcium phosphate mineral(s).

Claims (26)

1. A compound obtainable by reacting an N-acyl neutral amino acid or a salt thereof, or an N-acyl neutral amino acid oligopeptide or a salt thereof with a monohydroxy monocarboxylic acid or a salt thereof, wherein the N-acyl group is a group R—(C═O)— where R is a hydrocarbyl group having from 7 to 23 carbon atoms, optionally substituted.

2. A compound according to claim 1 , where the neutral amino acid is selected from the group consisting of glycine, alanine, sarcosine, valine, leucine and isoleucine.

3. A compound according to claim 1 , where the monohydroxy monocarboxylic acid is selected from the group consisting of lactic acid and glycolic acid.

4. A compound according to claim 1 having the structural formula

where R is a hydrocarbyl group having from 7 to 23 carbon atoms, optionally substituted; R 1 is H or CH 3 ; R 2 is H or a C1-C4 alkyl group; R 3 is H or CH 3 ; n is a number 1-20; p is a number 1-3; X is H + or a cation which is organic or inorganic, and m represents the valency of the cation and is a number 1-2.

5. A composition comprising:

a) a compound according to claim 1 ,

b) an N-acyl neutral amino acid or a salt thereof, and

c) a fatty acid RCOOH, where R is a hydrocarbyl group having from 7 to 23 carbon atoms, optionally substituted, or a salt thereof.

6. A composition according to claim 5 wherein a) is present in an amount of 1-20 mol %, b) is present in an amount of 30-60 mol % and c) is present in an amount of 40-60 mol %, wherein the amounts are calculated based on the total molar amount of a), b) and c).

7. A method for froth flotation of non-sulfidic ores, the method comprising:

a) conditioning a pulped phosphate ore, wherein the phosphate ore comprises a calcium phosphate mineral or a mixture of such minerals, and gangue minerals, with an effective amount of a calcium phosphate mineral collector reagent, which is a compound as defined in claim 1 , and optionally other flotation aids and

b) performing a froth flotation process to recover the calcium phosphate mineral(s).

8. A pulp comprising phosphate ore, a compound according to claim 1 , and optionally a depressant.

9. A compound obtainable by reacting an N-acyl neutral amino acid or a salt thereof, or an N-acyl neutral amino acid oligopeptide or a salt thereof with a monohydroxy monocarboxylic acid or a salt thereof, wherein the compound has the structural formula

where R is a hydrocarbyl group having from 7 to 23 carbon atoms, optionally substituted; R 1 is H or CH 3 ; R 2 is H or a C1-C4 alkyl group; R 3 is H or CH 3 ; n is a number 1-20; p is a number 1-3; X is H + or a cation which is organic or inorganic, and m represents the valency of the cation and is a number 1-2.

10. A compound according to claim 9 , where the neutral amino acid is selected from the group consisting of glycine, alanine, sarcosine, valine, leucine and isoleucine.

11. A compound according to claim 9 , where the monohydroxy monocarboxylic acid is selected from the group consisting of lactic acid and glycolic acid.

12. A composition comprising:

a) a compound according to claim 9 ,

b) an N-acyl neutral amino acid or a salt thereof, and

c) a fatty acid RCOOH, where R is a hydrocarbyl group having from 7 to 23 carbon atoms, optionally substituted, or a salt thereof.

13. A composition according to claim 12 wherein a) is present in an amount of 1-20 mol %, b) is present in an amount of 30-60 mol % and c) is present in an amount of 40-60 mol %, wherein the amounts are calculated based on the total molar amount of a), b) and c).

14. A method for froth flotation of non-sulfidic ores, the method comprising:

a) conditioning a pulped phosphate ore, wherein the phosphate ore comprises a calcium phosphate mineral or a mixture of such minerals, and gangue minerals, with an effective amount of a calcium phosphate mineral collector reagent, which is a compound as defined in claim 9 , and optionally other flotation aids and

b) performing a froth flotation process to recover the calcium phosphate mineral(s).

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 →
CHANGE OF ADDRESS Recorded May 15, 2017
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 042745/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 17, 2015
From: SMOLKO-SCHVARZMAYR, NATALIJA; KLINGBERG, ANDERS
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 037317/0341 →