GB578694A - Improvements in or relating to methods of concentrating ores - Google Patents

Improvements in or relating to methods of concentrating ores

Info

Publication number
GB578694A
GB578694A GB6314/43A GB631443A GB578694A GB 578694 A GB578694 A GB 578694A GB 6314/43 A GB6314/43 A GB 6314/43A GB 631443 A GB631443 A GB 631443A GB 578694 A GB578694 A GB 578694A
Authority
GB
United Kingdom
Prior art keywords
diethylene triamine
fatty acids
alkyl
imidazoline
hydrochloride
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB6314/43A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB578694A publication Critical patent/GB578694A/en
Expired legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B03SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03DFLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D1/00Flotation
    • B03D1/02Froth-flotation processes
    • B03D1/021Froth-flotation processes for treatment of phosphate ores
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B03SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03DFLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D1/00Flotation
    • B03D1/001Flotation agents
    • B03D1/004Organic compounds
    • B03D1/01Organic compounds containing nitrogen
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B03SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03DFLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2201/00Specified effects produced by the flotation agents
    • B03D2201/02Collectors
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B03SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03DFLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2203/00Specified materials treated by the flotation agents; specified applications
    • B03D2203/02Ores
    • B03D2203/04Non-sulfide ores
    • B03D2203/06Phosphate ores

Abstract

The separation of acidic materials from other ore constituents by flotation, stratification, tabling and like processes is effected in the presence of N-alkyl polyalkylene polyamines or their acyl derivatives of the formul : <FORM:0578694/IV/1> <FORM:0578694/IV/2> <FORM:0578694/IV/3> or salts thereof, where n is an integer not greater than 6, x an integer not greater than 5, y is zero or an integer not greater than 4, R is an alkyl or substituted alkyl group of from 8-32 carbon atoms, and R1 is hydrogen or an alkyl or substituted alkyl group. The temperature at which acylation is effected determines whether the acyl derivative is a straight chain compound or an imidazoline. The compounds may be prepared by treating polyalkylene polyamines such as diethylene triamine, triethylene tetramine, tetraethylene pentamine, dipropylene traimine or mixtures thereof, made by heating an alkylene chloride with ammonia under pressure, with an alkylating agent having from 8-32 carbon atoms such as lauryl or cetyl bromide to form mono- or di-alkyl derivatives. Further alkyl or substituted alkyl groups may be introduced using such alkylating agents as methyl bromide, ethyl iodide, ethylene chlorhydrin, esters of chloracetic acid or of chlorhydrins, and benzyl chloride. The N1-acyl derivatives may be prepared by heating with fatty acids, especially those having at least 9 carbon atoms, e.g. lauric, palmitic, stearic, oleic, ricinoleic, capric, myristic, mixtures of fatty acids from fats and oils, the glycerides themselves, such as vegetable and fish oils, or carboxylic acids such as talloel or naphthenic acid. The process is particularly useful in the separation by froth flotation of silica or silicates from non-metallic ores such as phosphate rock. The compounds are used in amounts ranging from 0.2 lb. per ton of ore, either alone or with other promoters, or materials such as hydrocarbon oils, fatty acids or esters. They may be used in aqueous solutions or emulsions or in organic solvents such as alcohol. In Examples: (1) N-cetyl triethylene tetramine acetate is prepared by heating the polyamine and cetyl bromide at 150 DEG C., extracting the alkylated base, and adding acetic acid. Such compounds may be acylated. Thus N-decyl diethylene triamine is heated to 185 DEG C. with fatty acids of coconut oil to form the N1-acylated compound. The same product can be made by alkylating the amide formed from diethylene triamine and coconut oil fatty acids; (2) the hydrochloride of N-ethoxy-N1-stearoyl diethylene triamine is made by refluxing the monostearoyl amide with ethylene chlorhydrin; (3) coconut oil and mixed polyethylene polyamines are heated to form the mono-fatty acids amide which is alkylated with 2-brom-octane; (4) m -heptadecyl-N-2-aminoethyl imidazoline, prepared by heating equimolar quantities of stearic acid and diethylene triamine to 270 DEG C., is refluxed with ethylene chlorhydrin to give the hydrochloride of the N-(2-ethoxy-aminoethyl) derivative; (5) the reaction product of coconut oil and mixed polyethylene polyamines is heated with 2-brom-octane to give the alkylated m -alkyl imidazoline. Results are given of flotation tests on deslimed phosphate rock using pine oil with N-(N1-hydroxyethyl aminoethyl)-m -heptadeyl imidazoline hydrochloride, N-stearoyl-N1-hydroxyethyl diethylene triamine hydrochloride, N-lauroyl-N1-octyl diethylene triamine hydrobromide, N-(N1-octyl aminoethyl)-m -dodecyl imidazoline hydrobromide or cetyl triethylene tetramine acetate as promoter. The treatment of rake classifier sands from cement plants and of iron ores also is referred to.
GB6314/43A 1942-03-31 1943-04-20 Improvements in or relating to methods of concentrating ores Expired GB578694A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US578694XA 1942-03-31 1942-03-31

Publications (1)

Publication Number Publication Date
GB578694A true GB578694A (en) 1946-07-09

Family

ID=22013221

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6314/43A Expired GB578694A (en) 1942-03-31 1943-04-20 Improvements in or relating to methods of concentrating ores

Country Status (1)

Country Link
GB (1) GB578694A (en)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2768089A (en) * 1952-10-13 1956-10-23 Gen Mills Inc Clay soil improved by an alkylene polyamine
US2894848A (en) * 1956-10-29 1959-07-14 Minerals & Chemicals Corp Of A Joint sealing compounds containing attapulgite
US2937106A (en) * 1957-09-11 1960-05-17 American Cyanamid Co Dialkylpolyaminopolyalkalene amides as asphalt antistripping agents
US2950211A (en) * 1957-03-06 1960-08-23 Cincinnati Milling Machine Co Heterocyclic asphalt additives
US3008993A (en) * 1957-02-14 1961-11-14 Monsanto Chemicals Alkenyl polyamines
US3047414A (en) * 1957-08-28 1962-07-31 Katz Jacob Asphalt compositions and wetting and anti-stripping agents for use in connection therewith
FR2128087A1 (en) * 1971-03-04 1972-10-20 Alsace Mines Potasse Flotation purification of salts - using diamine salts as flotation collectors
FR2170823A2 (en) * 1972-02-02 1973-09-21 Alsace Mines Potasse Flotation of salts - using mixt of fatty acid salts
EP2017009A1 (en) * 2007-07-20 2009-01-21 Clariant (Brazil) S.A. Reverse iron ore flotation by collectors in aqueous nanoemulsion
DE102009059149A1 (en) 2009-05-04 2010-11-18 Heinrichs, Annette, Dr. Composition, useful e.g. as solvent pastes, comprises e.g. diaminediamide long-chain carboxylic acids, diamine monoamide, basic reaction products of e.g. dialkyldiamines, polyamines and/or alkanolamines, and free long chain carboxylic acid
WO2012139939A1 (en) * 2011-04-13 2012-10-18 Basf Se Diamine compounds and their use for inverse froth flotation of silicate from iron ore
CN104781010A (en) * 2012-11-30 2015-07-15 阿克佐诺贝尔化学国际公司 Flotation of silicates from ores
CN112619901A (en) * 2020-12-08 2021-04-09 北矿化学科技(沧州)有限公司 Preparation method and application of modified oleic acid collecting agent

Cited By (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2768089A (en) * 1952-10-13 1956-10-23 Gen Mills Inc Clay soil improved by an alkylene polyamine
US2894848A (en) * 1956-10-29 1959-07-14 Minerals & Chemicals Corp Of A Joint sealing compounds containing attapulgite
US3008993A (en) * 1957-02-14 1961-11-14 Monsanto Chemicals Alkenyl polyamines
US2950211A (en) * 1957-03-06 1960-08-23 Cincinnati Milling Machine Co Heterocyclic asphalt additives
US3047414A (en) * 1957-08-28 1962-07-31 Katz Jacob Asphalt compositions and wetting and anti-stripping agents for use in connection therewith
US2937106A (en) * 1957-09-11 1960-05-17 American Cyanamid Co Dialkylpolyaminopolyalkalene amides as asphalt antistripping agents
FR2128087A1 (en) * 1971-03-04 1972-10-20 Alsace Mines Potasse Flotation purification of salts - using diamine salts as flotation collectors
FR2170823A2 (en) * 1972-02-02 1973-09-21 Alsace Mines Potasse Flotation of salts - using mixt of fatty acid salts
AU2008338029B2 (en) * 2007-07-20 2012-07-26 Clariant S.A. Reverse iron ore flotation by collectors in aqueous nanoemulsion
US8784678B2 (en) 2007-07-20 2014-07-22 Clariant S.A. Reverse iron ore flotation by collectors in aqueous nanoemulsion
CN101795776A (en) * 2007-07-20 2010-08-04 科莱恩(巴西)私人控股公司 Reverse iron ore flotation by collectors in aqueous nanoemulsion
EP2017009A1 (en) * 2007-07-20 2009-01-21 Clariant (Brazil) S.A. Reverse iron ore flotation by collectors in aqueous nanoemulsion
US9403174B2 (en) 2007-07-20 2016-08-02 Clariant S.A. Reverse iron ore flotation by collectors in aqueous nanoemulsion
WO2009077015A1 (en) * 2007-07-20 2009-06-25 Clariant (Brazil) S.A. Reverse iron ore flotation by collectors in aqueous nanoemulsion
DE102009059149A1 (en) 2009-05-04 2010-11-18 Heinrichs, Annette, Dr. Composition, useful e.g. as solvent pastes, comprises e.g. diaminediamide long-chain carboxylic acids, diamine monoamide, basic reaction products of e.g. dialkyldiamines, polyamines and/or alkanolamines, and free long chain carboxylic acid
US9346061B2 (en) 2011-04-13 2016-05-24 Basf Se Diamine compounds and their use for inverse froth flotation of silicate from iron ore
JP2014524823A (en) * 2011-04-13 2014-09-25 ビーエーエスエフ ソシエタス・ヨーロピア Diamine compounds and their use for reverse flotation of silicates from iron ore
CN103476505B (en) * 2011-04-13 2016-01-06 巴斯夫欧洲公司 Diamine compound and the purposes in froth flotation silicate anti-from iron ore thereof
EA023145B1 (en) * 2011-04-13 2016-04-29 Басф Се Diamine compounds and their use for inverse froth flotation of silicate from iron ore
CN103476505A (en) * 2011-04-13 2013-12-25 巴斯夫欧洲公司 Diamine compounds and their use for inverse froth flotation of silicate from iron ore
WO2012139939A1 (en) * 2011-04-13 2012-10-18 Basf Se Diamine compounds and their use for inverse froth flotation of silicate from iron ore
CN104781010A (en) * 2012-11-30 2015-07-15 阿克佐诺贝尔化学国际公司 Flotation of silicates from ores
US20150290659A1 (en) * 2012-11-30 2015-10-15 Akzo Nobel Chemicals International B.V. Flotation of silicates from ores
US9550191B2 (en) * 2012-11-30 2017-01-24 Akzo Nobel Chemicals International B.V. Flotation of silicates from ores
US9724706B2 (en) 2012-11-30 2017-08-08 Akzo Nobel Chemicals International B.V. Flotation of silicates from ores
CN112619901A (en) * 2020-12-08 2021-04-09 北矿化学科技(沧州)有限公司 Preparation method and application of modified oleic acid collecting agent
CN112619901B (en) * 2020-12-08 2023-05-02 北矿化学科技(沧州)有限公司 Preparation method and application of modified oleic acid collector

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