American Cyanamid Company

Cyanamid Canada Inc.

Cytec Technology Corporation

Other

American Cyanamid

Cytec Canada Inc.

Allan J Robertson

William A Rickelton

James B Gallivan

David R Burley

Yuehui Zhou

Hans A Corver

Donato Nucciarone

Cyril Christian Henri Bourget

Jeffrey Charles Henry Dyck

Boban Jakovljevic

Jeffrey Donald Leman

Christos Savides

John Henry Hillhouse

Colleen E Micklethwaite

Douglas Baumann

Tony Ozog

Methods of preparing compounds according to Formula (I): and salts thereof as well as their corresponding phosphine intermediates are provided herein, wherein Rand Rare different and each of Rand Ris independently selected from an organic radical that branches at the alpha carbon and an organic radical that branches at the beta carbon, and each of X and Y is independently O or S, and wherein said compound is a liquid at room temperature.

Phosphinic acids and their sulfur derivatives and methods for their preparation

The present invention provides phosphinic acids and their sulfur derivatives, in accordance with the following formula (I): wherein Rand Rare different and each of Rand Ris independently selected from an organic radical that branches at the alpha carbon and an organic radical that branches at the beta carbon, and each of X and Y is independently O or S, and wherein said compound is a liquid at room temperature. Compounds of formula (I) find utility for example as metal extractants. Also provided are methods for making compounds of formula (I) and their corresponding phosphine intermediates. 

Novel phosphonium and imidazolium salts and methods for preparing them are disclosed. The novel phosphonium and imidazolium compounds are useful as polar solvents and have the general formula (I): QXwherein Qis formula (a) or formula (b); and Xis formula (c), formula (d) or formula (e); and wherein: each of R, R, R, R, R, R, R, R, R, and Ris independently a hydrocarbyl group; each of R, R, and Ris independently a hydrogen or hydrocarbyl group. 

Phosphonium and imidazolium salts and methods of their preparation

Allylphosphines and vinylphosphines are prepared by reaction of a phosphine with an allylhalide or a vinylhalide, respectively. Preferably the phosphine is a secondary phosphine, so that there is formed an allyldialkylphosphine or a dialkylvinylphosphine. The allyldialkylphosphine can be reacted further with dialkylphosphine under free radical conditions to yield a 1,3-bis-(dialkylphosphino)propane. The dialkylvinylphosphine can be reacted further with dialkylphosphine under free radical conditions to yield a 1,2 bis-(dialkylphosphino)ethane. These compounds are useful as bidentate ligands.

Method of preparing a phosphine compound

Various 1,4-disubstituted-2,3,5,6-tetrahydroxy-1,4-diphosphorinanes, their oxides and sulfides, methods for the production thereof, flame-retarded compositions of matter containing them and froth flotation processes therewith, are disclosed.

1,4-disubstituted-2,3,5,6-tetrahyddroxy-1,4-diphosphorinanes and their

1,4-Disubstituted-2,3,5,6-tetrahydroxy-1,4-diphosphorinane and their

Metals selected from the group consisting of zinc (II), cadmium (II), nickel (II), cobalt (II), manganese (II), iron (III) and copper (II) from aqueous solutions containing the same are extracted therefrom by contacting said solution with an extractant having the formula ##STR1## wherein R and R.sup.1 are, individually, selected from the group consisting of substituted or unsubstituted alkyl, cyloalkyl, alkoxyalkyl, alkylcycloalkyl, aryl, alkaryl, aralkyl and cycloalkylaryl radicals having 2-24 carbon atoms and X is hydrogen, ammonium or an alkali or alkaline earth metal salt-forming radical.

Metal recovery with monothiophosphinic acids

1,4-disubstituted-2,3,5,6-tetrahydroxy-1,4-diphosphorinanes and their

Various 1,4-disubstituted-2,3,5,6-tetrohydroxy-1,4-diphosphorinanes, their oxides and sulfides, methods for the production thereof, and flame-retarded compositions of matter containing them, are disclosed.

1,4-Disubstituted-2,3,5,6-tetrahydroxy-1,4-diphosphorinanes and their

A process for the removal of difficult-to-remove acidic organic compounds from aqueous solutions using novel phosphine oxide mixtures in which mixtures (1) at least two phosphine oxides are present, the total number of carbon atoms in a first oxide being at least 15 and the difference in the total number of carbon atoms in the first and second oxides being present in an amount of at least 5% by weight and not more than 60% by weight or (2) at least four phosphine oxides are present, the total number of carbon atoms in an oxide having at least no. of C atoms being at least 15, said phosphine oxides being present in an amount of at least 1% by weight and not more than 60% by weight. Unexpectedly high extractability is achieved using the mixtures.

Process for solvent extraction using phosphine oxide mixtures

Various 1,4-disubstituted-2,3,5,6-tetrahydroxy-1,4-diphosphorinanes, their oxides and sulfides, methods for the production thereof, and flame-retarded compositions of matter containing them, are disclosed.

A new and improved method for making diorganomonothiophosphinate compounds having the formula: ##STR1## which comprises oxidizing a secondary phosphine in aqueous media to form the corresponding secondary phosphine oxide and reacting the secondary phosphine oxide thus formed with an excess of sulfur and an hydroxide compound at elevated temperature for a time sufficient until formation of the diorganomonothiophosphinate compound is substantially complete. The new and improved process of the present invention permits the preparation of diorganomonothiophosphinate. The products are stable in aqueous systems and are useful as sulfide collectors in froth flotation beneficiation of sulfide minerals.

Process for synthesizing diorganomonothiophosphinates

The compounds bis (.beta.-carboxyethyl)isobutyl phosphine oxide, bis (.beta.-carboxyethyl) sec. butyl phosphine oxide and bis(.beta.-carboxyethyl)-t-butyl phosphine oxide and their use as components in the production of fiber-forming polyamides, fibers produced from said polyamides and a method for the production of various bis (carboxyalkyl) alkyl phosphine oxides are disclosed.

Bis(.beta.-carboxyethyl)isobutyl, sec. butyl and t-butyl phosphine oxide

Cobalt(II)-bearing aqueous solutions may be treated with an extractant comprising an organic-soluble phophinic acid, or a salt thereof, to separate the cobalt(II) from the aqueous solution. Typical extraction techniques compatible with the instant process include liquid-liquid extraction employing either mixer settlers or columns, packed beds of supported extractants as in ion exchange, liquid membrane extraction and selective supported membrane extraction.

Extractant for the selective removal of cobalt(II) from aqueous solutions

Free radical addition of two moles of 2,4,4'-trimethylpentene-1 to 2,4,4'-trimethylpentylphosphine followed by the oxidation of the 2,4,4'-trimethylpentylphosphine with two moles of hydrogen peroxide is employed to prepare 2,4,4'-trimethylpentylphosphinic acid. The 2,4,4'-trimethylpentylphosphinic acid is useful as a cobalt extractant.

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Thorold, Canada

Allan J Robertson