IP Library Granted Patent US 8,936,159
Granted Patent B2
US 8,936,159 · App. 13/697,801 · Granted Jan 20, 2015

Use of quaternary ammonium compounds as collectors in froth flotation processes

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Quick Facts
Patent No.
US 8,936,159
App. No.
13/697,801
Granted
Jan 20, 2015
Kind
B2
Abstract

The present invention relates to the use of a polymeric quaternary ester product as a collector in a froth flotation process, to a method for froth flotation utilizing the polymeric quaternary ester, to the polymeric quaternary ester as such, and to methods for the production of the polymeric quaternary ester.

Claims (30)

1. A method for froth flotation of a mineral-containing ore, the method comprising contacting the ore with:

a) a product obtainable by the condensation, in one or several steps, of:

i) a compound having the formula

where R 1 is a hydrocarbyl group having 7-24 carbon atoms, which may be branched or linear, saturated or unsaturated, AO is an alkyleneoxy group having 2-4 carbon atoms, n is a number between 0 and 20, and Y is O, C(═O)NH or NZ, where Z is a group R 2 , where R 2 is a C1-C4 alkyl group, or the benzyl group, provided that when Y is NZ or C(═O)NH, then n is ≧1;

ii) a dicarboxylic acid or a derivative thereof having the formula (IIa) or (IIb)

where D is —OH, —Cl, or —OR 4 , where R 4 is a C1-C4 alkyl group; R3 is an alkylene radical of formula —(CH 2 ) z —, in which z is an integer from 0 to 10, and in which the alkylene radical may be substituted by 1 or 2 —OH groups; the group —CH═CH—, a cycloalkylene, a cycloalkenylene, or an arylene group; and

iii) an alkanolamine having the formula (III)

where each x independently is a number between 1 and 5 and Σx on average is a number between 2 and 10, AO is an alkyleneoxy group having 2-4 carbon atoms, R 5 is a C1-C3 alkyl group or a group [AO] x where AO and x have the same meaning as above;

followed by reaction with an alkylating agent R 6 X, where R 6 is a hydrocarbyl group and X − is an anion derived from the alkylating agent R 6 X; or

b) a product obtainable by the condensation of:

i) compound (I), or of a compound obtained by partial or total quaternisation of (I);

ii) (IIa) or (IIb); and

iii) a compound obtained by partial or total quaternisation of the alkanolamine (III).

2. The method according to claim 1 where the condensation product comprises a compound of the formula

where R 1 , Y, AO, n, R3, x and R 5 have the same meaning as in claim 1 ; t is 0 when Y is O or C(═O)NH, and t is 1 when Y is NZ; R 6 is a hydrocarbyl group and X − is an anion derived from the alkylating agent R 6 X; and p is a number within the range 1-15.

3. The method according to claim 2 , where more than 50% by weight of the molecules has a value of p≧3.

4. The method of claim 1 wherein the froth flotation is reverse froth flotation and wherein the ore contains silicates.

5. The method according to claim 4 , where the ore contains calcium carbonate or ferruginous minerals.

6. The method according to claim 1 , where Y is O and n=0.

7. The method according to claim 1 , where Y is NZ and n is 1.

8. The method according to claim 1 , where R3 is arylene.

9. The method according to claim 1 , wherein said dicarboxylic acid or a derivative thereof having the formula (IIa) or (IIb) is selected from the group consisting of tetrahydrophtalic acid, the acid chloride, methyl ester or ethyl ester of tetrahydrophtalic acid, and the cyclic anhydride of tetrahydrophtalic acid.

10. The method according to claim 1 , where R3 is an alkylene radical of formula —(CH 2 ) z — in which z is an integer from 2 to 4.

11. The method according to claim 1 , where R 5 is CH 3 , AO is ethyleneoxy and x=1.

12. The method according to claim 1 where the condensation product comprises a compound of the formula

where R is a linear or branched, saturated or unsaturated acyl group having 8 to 24 carbon atoms, p is on average ≧3, R 5 is a C1-C3 alkyl group, R 6 is a C1-C4 hydrocarbyl group and X=Cl, Br, CH 3 OSO 3 , or CH 3 OCO 2 .

13. The method according to claim 1 where the condensation product comprises a compound of the formula

where R is a linear or branched, saturated or unsaturated hydrocarbyl group having 8 to 24 carbon atoms, p is on average ≧3, R 5 is a C1-C3 alkyl group, R 6 is a C1-C4 hydrocarbyl group, and X=Cl, Br, CH 3 OSO 3 , or CH 3 OCO 2 .

14. The method according to claim 1 where the condensation product comprises a compound of the formula

where R is a linear or branched, saturated or unsaturated hydrocarbyl group having 8 to 24 carbon atoms, AO is an alkyleneoxy group having 2-4, carbon atoms, n is a number between 1 and 20, Z is a group R 2 , where R 2 is a C1-C4 alkyl group, or the benzyl group, p is on average ≧3, R 5 is a C1-C3 alkyl group, R 6 is a C1-C4 hydrocarbyl group and X=Cl, Br, CH 3 OSO 3 , or CH 3 OCO 2 .

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 Jan 7, 2013
From: GOROCHOVCEVA, NATALIJA; KLINGBERG, ANDERS
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 029576/0057 →