Collector compositions and methods for making and using same

1. A collector composition, comprising an amidoamine and an amine, wherein:

a weight ratio of the amidoamine to the amine is about 99:1 to about 1:99,

the amidoamine is produced by reacting tall oil fatty acids and a polyamine comprising 1,3-diaminopentane, and

the amine has a formula:

R 6 —NH 2 ,

wherein R 6 is a (C 1 -C 24 )alkyl, a phenyl, a benzyl, a (C 1 -C 24 )alkenyl, a heterocyclyl, an unsubstituted aryl, or an aryl substituted by one or more (C 1 -C 8 )alkyl substituents.

2. The composition of claim 1 , wherein the weight ratio of the amidoamine to the amine is about 1:3 to about 3:1.

3. The composition of claim 1 , wherein the polyamine further comprises diethylenetriamine; N-(hydroxyethyl)ethylenediamine; 3-(dimethylamino)-1-propylamine; aminoguanidine bicarbonate; 1,5-diamino-2-methylpentane; 1,2-diaminopropane; 2,4-diaminotoluene; 2,4-diaminobenzene sulfonic acid; N,N-dimethylaminopropyl-N-proplyenediamine; 3-(N,N-diethylamino)propylamine, 2-amino-4-methylpyridine; 2-(N,N-diethylamino)ethylamine; 2-amino-6-methylpyridine; 2-aminothiazole; aminoguanidine carbonate; aminoethylpiperazine; 1-methylpiperazine; 2-aminopyrimidine; aminoethylaminopropyltrimethoxysilane; 2-aminopyridine; 5-aminotetrazole; 2-amino-3-methylpyridine; 2-aminobenzothiazole; 3-aminomethylpyridine; 3-picolylamine; 3-morpholinopropylamine; 1-ethylpiperazine; N-methylpropylenediamine, histidine; aminoethylaminoethylaminopropyltrimethoxysilane; 3-aminopyridine; N-ethylethylenediamine; aminopropylimidazole; 2-methylpiperazine; 2-amino-5-diethylaminopentane; 3-amino-1,2,4-triazole; 2-(N,N-dimethylamino)ethylamine; L-ornithine-monohydrochloride; N-(aminoethyl)morpholine; 6-aminopurine; histamine; 1-[2-[[2-[(2-aminoethyl)amino]ethyl]amino]ethyl]-piperazine); N-[(2-aminoethyl)2-aminoethyl]piperazine)]; 5,6-diamino-2-thiouracil; adenosine; adenosine 3′,5′-cyclic monophosphate; S-adenosylmethionine, S-adenosyl homocysteine; 5-hydroxylysine; carnosine; serotonin; 5-hydroxytryptophan; N-methyltryptamine; norbaeocystin; 5, 6-dibromotryptamine; 6-bromotryptamine; anserine; beta-methylamino-L-alanine, diphthamide; ibotenic acid; saccharopine; 4-aminopiperidine; 3-aminopiperidine; 2,4-diaminobenzoic acid; 1,2-diaminoanthraquinone; 2,3-diaminophenol; 2,4-diaminophenol; 2,3-diaminopropionic acid; 1-amino-4-methylpiperidine; 4-(aminomethyl)piperidine; 4-amino-2,2,6,6-tetramethylpiperidine; 3-aminopyrrolidine; 4-aminobenzylamine; 2-aminobenzylamine; or any mixture thereof.

4. The composition of claim 1 , wherein the polyamine further comprises diethylenetriamine.

5. The composition of claim 1 , wherein the collector composition further comprises:

one or more etheramines having a formula:

R 7 —O—R 8 —NH 2 ,

wherein:

R 7 is hydrogen, a (C 1 -C 18 )alkyl, a halogen-(C 1 -C 18 )alkyl, a phenyl, a (C 1 -C 6 )alkenyl, a heterocyclyl, an unsubstituted aryl, or an aryl substituted by one or more substituents selected from a halogen, a (C 1 -C 18 )alkyl, and a halogen-(C 1 -C 18 )alkyl; and

R 8 is selected from a (C 1 -C 6 )alkylene, a halogen-(C 1 -C 6 )alkylene, a phenylene, a (C 1 -C 6 )alkenylene, a heterocyclylene, an unsubstituted arylene, or an arylene substituted by one or more substituents selected from a halogen, a (C 1 -C 6 )alkyl, and a halogen-(C 1 -C 6 )alkyl;

wherein the weight ratio of the amidoamine to the amine is about 98:1 to about 1:98; and

wherein a weight ratio of the amidoamine to the etheramine is about 98:1 to about 1:98.

6. The composition of claim 1 , wherein the collector composition further comprises:

one or more ether diamines having a formula:

R 9 —O—R 10 —NH—R 11 —NH 2 ,

wherein:

R 9 is hydrogen, a (C 1 -C 18 )alkyl, a halogen-(C 1 -C 18 )alkyl, a phenyl, a (C 1 -C 18 )alkenyl, a heterocyclyl, an unsubstituted aryl, or an aryl substituted by one or more substituents selected from a halogen, a (C 1 -C 18 )alkyl, and a halogen-(C 1 -C 18 )alkyls; and

R 10 and R 11 are independently selected from a (C 1 -C 6 )alkylene, a halogen-(C 1 -C 6 )alkylene, a phenylene, a (C 1 -C 6 )alkenylene, a heterocyclylene, an unsubstituted arylene, or an arylene substituted by one or more substituents selected from a halogen, a (C 1 -C 6 )alkyl, and a halogen-(C 1 -C 6 )alkyl;

wherein a weight ratio of the amidoamine to the amine is about 98:1 to about 1:98; and

wherein a weight ratio of the amidoamine to the etheramine is about 98:1 to about 1:98.

7. A collector composition, comprising an amidoamine and an amine, wherein:

a weight ratio of the amidoamine to the amine is about 99:1 to about 1:99,

the amidoamine is produced by reacting coconut oil and a polyamine comprising 1,3-diaminopentane, and

the amine has a formula:

R 6 —NH 2 ,

wherein R 6 is a (C 1 -C 24 )alkyl, a phenyl, a benzyl, a (C 1 -C 24 )alkenyl, a heterocyclyl, an unsubstituted aryl, or an aryl substituted by one or more (C 1 -C 8 )alkyl substituents.

8. The composition of claim 7 , wherein the polyamine further comprises diethylenetriamine; N-(hydroxyethyl)ethylenediamine; 3-(dimethylamino)-1-propylamine; aminoguanidine bicarbonate; 1,5-diamino-2-methylpentane; 1,2-diaminopropane; 2,4-diaminotoluene; 2,4-diaminobenzene sulfonic acid; N,N-dimethylaminopropyl-N-proplyenediamine; 3-(N,N-diethylamino)propylamine, 2-amino-4-methylpyridine; 2-(N,N-diethylamino)ethylamine; 2-amino-6-methylpyridine; 2-aminothiazole; aminoguanidine carbonate; aminoethylpiperazine; 1-methylpiperazine; 2-aminopyrimidine; aminoethylaminopropyltrimethoxysilane; 2-aminopyridine; 5-aminotetrazole; 2-amino-3-methylpyridine; 2-aminobenzothiazole; 3-aminomethylpyridine; 3-picolylamine; 3-morpholinopropylamine; 1-ethylpiperazine; N-methylpropylenediamine, histidine; aminoethylaminoethylaminopropyltrimethoxysilane; 3-aminopyridine; N-ethylethylenediamine; aminopropylimidazole; 2-methylpiperazine; 2-amino-5-diethylaminopentane; 3-amino-1,2,4-triazole; 2-(N,N-dimethylamino)ethylamine; L-ornithine-monohydrochloride; N-(aminoethyl)morpholine; 6-aminopurine; histamine; 1-[2-[[2-[(2-aminoethyl)amino]ethyl]amino]ethyl]-piperazine); N-[(2-aminoethyl)2-aminoethyl]piperazine)]; 5,6-diamino-2-thiouracil; adenosine; adenosine 3′,5′-cyclic monophosphate; S-adenosylmethionine, S-adenosyl homocysteine; 5-hydroxylysine; carnosine; serotonin; 5-hydroxytryptophan; N-methyltryptamine; norbaeocystin; 5, 6-dibromotryptamine; 6-bromotryptamine; anserine; beta-methylamino-L-alanine, diphthamide; ibotenic acid; saccharopine; 4-aminopiperidine; 3-aminopiperidine; 2,4-diaminobenzoic acid; 1,2-diaminoanthraquinone; 2,3-diaminophenol; 2,4-diaminophenol; 2,3-diaminopropionic acid; 1-amino-4-methylpiperidine; 4-(aminomethyl)piperidine; 4-amino-2,2,6,6-tetramethylpiperidine; 3-aminopyrrolidine; 4-aminobenzylamine; 2-aminobenzylamine; or any mixture thereof.

9. The composition of claim 7 , wherein the polyamine further comprises diethylenetriamine.

10. The composition of claim 7 , wherein the collector composition further comprises:

one or more etheramines having a formula:

R 7 —O—R 8 —NH 2 ,

wherein:

R 7 is hydrogen, a (C 1 -C 18 )alkyl, a halogen-(C 1 -C 18 )alkyl, a phenyl, a (C 1 -C 6 )alkenyl, a heterocyclyl, an unsubstituted aryl, or an aryl substituted by one or more substituents selected from a halogen, a (C 1 -C 18 )alkyl, and a halogen-(C 1 -C 18 )alkyl; and

R 8 is selected from a (C 1 -C 6 )alkylene, a halogen-(C 1 -C 6 )alkylene, a phenylene, a (C 1 -C 6 )alkenylene, a heterocyclylene, an unsubstituted arylene, or an arylene substituted by one or more substituents selected from a halogen, a (C 1 -C 6 )alkyl, and a halogen-(C 1 -C 6 )alkyl;

wherein the weight ratio of the amidoamine to the amine is about 98:1 to about 1:98; and

wherein a weight ratio of the amidoamine to the etheramine is about 98:1 to about 1:98.

11. The composition of claim 7 , wherein the collector composition further comprises:

one or more ether diamines having a formula:

R 9 —O—R 10 —NH—R 11 —NH 2 ,

wherein:

R 9 is hydrogen, a (C 1 -C 18 )alkyl, a halogen-(C 1 -C 18 )alkyl, a phenyl, a (C 1 -C 18 )alkenyl, a heterocyclyl, an unsubstituted aryl, or an aryl substituted by one or more substituents selected from a halogen, a (C 1 -C 18 )alkyl, and a halogen-(C 1 -C 18 )alkyls; and

R 10 and R 11 are independently selected from a (C 1 -C 6 )alkylene, a halogen-(C 1 -C 6 )alkylene, a phenylene, a (C 1 -C 6 )alkenylene, a heterocyclylene, an unsubstituted arylene, or an arylene substituted by one or more substituents selected from a halogen, a (C 1 -C 6 )alkyl, and a halogen-(C 1 -C 6 )alkyl;

wherein a weight ratio of the amidoamine to the amine is about 98:1 to about 1:98; and

wherein a weight ratio of the amidoamine to the etheramine is about 98:1 to about 1:98.

12. A method for froth flotation, comprising:

contacting an aqueous slurry comprising a crude material with a collector composition comprising an amidoamine and an amine to provide a treated mixture, wherein:

the crude material comprises a siliceous contaminant,

a weight ratio of the amidoamine to the amine is about 99:1 to about 1:99,

the amidoamine is produced by reacting tall oil fatty acids and a polyamine comprising 1,3-diaminopentane, and

the amine has a formula:

R 6 —NH 2 ,

wherein R 6 is a (C 1 -C 24 )alkyl, a phenyl, a benzyl, a (C 1 -C 24 )alkenyl, a heterocyclyl, an unsubstituted aryl, or an aryl substituted by one or more (C 1 -C 8 )alkyl substituents; and

collecting a purified product from the treated mixture.

13. The method of claim 12 , wherein the purified product comprises iron, one or more iron oxides, or any mixture thereof.

14. The method of claim 12 , wherein the siliceous contaminant comprises sand, clay, ash, or any mixture thereof.

15. The method of claim 12 , wherein the purified product comprises phosphorus, one or more phosphorus oxides, or any mixture thereof.

16. The method of claim 12 , wherein the collector composition further comprises:

one or more ether diamines having a formula:

R 9 —O—R 10 —NH—R 11 —NH 2 ,

wherein:

R 9 is hydrogen, a (C 1 -C 18 )alkyl, a halogen-(C 1 -C 18 )alkyl, a phenyl, a (C 1 -C 18 )alkenyl, a heterocyclyl, an unsubstituted aryl, or an aryl substituted by one or more substituents selected from a halogen, a (C 1 -C 18 )alkyl, and a halogen-(C 1 -C 18 )alkyls; and

R 10 and R 11 are independently selected from a (C 1 -C 6 )alkylene, a halogen-(C 1 -C 6 )alkylene, a phenylene, a (C 1 -C 6 )alkenylene, a heterocyclylene, an unsubstituted arylene, or an arylene substituted by one or more substituents selected from a halogen, a (C 1 -C 6 )alkyl, and a halogen-(C 1 -C 6 )alkyl;

wherein a weight ratio of the amidoamine to the amine is about 98:1 to about 1:98; and

wherein a weight ratio of the amidoamine to the etheramine is about 98:1 to about 1:98.

17. The method of claim 16 , wherein the purified product comprises iron, one or more iron oxides, or a mixture thereof.

18. The method of claim 16 , wherein the purified product comprises phosphorus, one or more phosphorus oxides, or a mixture thereof.

19. The method of claim 12 , wherein the collector composition further comprises:

one or more etheramines having a formula:

R 7 —O—R 8 —NH 2 ,

wherein:

R 7 is hydrogen, a (C 1 -C 18 )alkyl, a halogen-(C 1 -C 18 )alkyl, a phenyl, a (C 1 -C 6 )alkenyl, a heterocyclyl, an unsubstituted aryl, or an aryl substituted by one or more substituents selected from a halogen, a (C 1 -C 18 )alkyl, and a halogen-(C 1 -C 18 )alkyl; and

R 8 is selected from a (C 1 -C 6 )alkylene, a halogen-(C 1 -C 6 )alkylene, a phenylene, a (C 1 -C 6 )alkenylene, a heterocyclylene, an unsubstituted arylene, or an arylene substituted by one or more substituents selected from a halogen, a (C 1 -C 6 )alkyl, and a halogen-(C 1 -C 6 )alkyl;

wherein the weight ratio of the amidoamine to the amine is about 98:1 to about 1:98; and

wherein a weight ratio of the amidoamine to the etheramine is about 98:1 to about 1:98.

20. The method of claim 19 , wherein the purified product comprises iron, one or more iron oxides, or any mixture thereof.

21. The method of claim 19 , wherein the purified product comprises phosphorus, one or more phosphorus oxides, or any mixture thereof.