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US 10,259,767 B2Granted
Method for the preparation of alkylsalicylaldehyde and alkylsalicylaldoxime, and use thereof
AssigneeS.P.C.M. SA
InventorsJohann Kieffer, Cédrick Favero
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Abstract
The invention relates to an improved method for the preparation of alkylsalicylaldehyde or its corresponding metallic salts. The invention also relates to a method for the preparation of alkylsalicylaldoxime by reacting said alkylsalicylaldehyde or its corresponding metallic salts with hydroxylamine or its salt. The invention also relates to a method for extracting a metal in an aqueous solution containing dissolved metal.
Claims17
A process for the preparation of an alkylsalicylaldehyde of formula (I) or its corresponding metallic salts of formula (II)
- which comprises the following step:
- a/ reacting a phenolic compound of formula (III)
- with formaldehyde or a formaldehyde liberating compound, in the presence of:
- a solvent selected from the group consisting of heptane, octane, nonane, decane, undecane, dodecane, tridecane, their isomers, and mixtures thereof;
- and
- a magnesium based reactant;
- wherein each of R1, R2 and R3, independently, are selected from the group consisting of hydrogen atom;
- halogen atom;
- hydroxy group;
- C6-C12 alkyl group;
- C6-C12 cycloalkyl group;
- C6-C12 alkoxyl group;
- C6-C12 acyl group;
- C6-C12 aryl group;
- C12 araryl group;
- C7-C12 alkaryl group;
- and OR5 wherein R5 is a C1-C22 linear or branched alkyl group, C2-C22 linear or branched alkenyl groups, C6 aryl group, or C7-C22 aralkyl group;
- wherein R4 is selected from the group consisting of hydrogen atom;
- C1 -C22 linear or branched alkyl group;
- C2-C22 linear or branched alkenyl group;
- C6 aryl group;
- C7-C22 aralkyl group;
- OH;
- and OR5 wherein R5 is a C1-C22 linear or branched alkyl group, C2-C22 linear or branched alkenyl group, C6 aryl group, or C7-C22 aralkyl group;
- wherein M is magnesium;
- and
- wherein x is 2.
24 more elements
A process for the preparation of an alkylsalicylaldoxime of formula (VIII) or its corresponding metallic salts of formula (IX):
- which comprises the following steps:
- a/ preparing an alkylsalicylaldehyde of formula (I) or its corresponding metallic salts of formula (II)
- by reacting a phenolic compound of formula (III)
- with formaldehyde or a formaldehyde liberating compound, in the presence of:
- a solvent selected from the group consisting of heptane, octane, nonane, decane, undecane, dodecane, tridecane, their isomers, and mixtures thereof;
- and
- a magnesium based reactant;
- wherein each of R1, R2, and R3, independently, are selected from the group consisting of hydrogen atom;
- halogen atom;
- hydroxy group;
- C6-C12 alkyl group;
- C6-C12 cycloalkyl group;
- C6-C12 alkoxyl group;
- C6-C12 acyl group;
- C6-C12 aryl group;
- C12 araryl group;
- C7-C12 alkaryl group;
- and OR5 wherein R5 is a C1-C22 linear or branched alkyl group, C2-C22 linear or branched alkenyl groups, C6 aryl group, or C7-C22 aralkyl group;
- wherein R4 is selected from the group consisting of hydrogen atom;
- C1-C22 linear or branched alkyl group;
- C2-C22 linear or branched alkenyl group;
- C6 aryl group;
- C7-C22 aralkyl group;
- OH;
- and OR5 wherein R5 is a C1-C22 linear or branched alkyl group, C2-C22 linear or branched alkenyl groups, C6 aryl groups, or C7-C22 aralkyl group;
- wherein M is magnesium;
- and
- wherein x is 2;
- and
- b/ reacting the alkylsalicylaldehyde of formula (I) or its corresponding metallic salts of formula (II) resulting from step a/, with hydroxylamine or a salt of hydroxylamine.
27 more elements
A method for extracting a metal M2 in an aqueous solution containing dissolved metal comprising the following steps:
- a/ preparing an alkylsalicylaldehyde of formula (I) or its corresponding metallic salts of formula (II)
- by reacting a phenolic compound of formula (III)
- with formaldehyde or a formaldehyde liberating compound, in the presence of:
- a solvent selected from the group consisting of heptane, octane, nonane, decane, undecane, dodecane, tridecane, their isomers, and mixtures thereof;
- and
- a magnesium based reactant;
- wherein each of R1, R2, and R3, independently, are selected from the group consisting of hydrogen atom;
- halogen atom;
- hydroxy group;
- C6-C12 alkyl group;
- C6-C12 cycloalkyl group;
- C6-C12 alkoxyl group;
- C6-C12 acyl group;
- C6-C12 aryl group;
- C12 araryl group;
- C7-C12 alkaryl group;
- and OR5 wherein R5 is a C1-C22 linear or branched alkyl group, C2-C22 linear or branched alkenyl group, C6 aryl group, or C7-C22 aralkyl group;
- wherein R4 is selected from the group consisting of hydrogen atom;
- C1-C22 linear or branched alkyl group;
- C2-C22 linear or branched alkenyl group;
- C6 aryl group;
- C7-C22 aralkyl group;
- OH;
- and OR5 wherein R5 is a C1-C22 linear or branched alkyl group, C2-C22 linear or branched alkenyl group, C6 aryl group, or C7-C22 aralkyl group;
- wherein M is magnesium;
- and
- wherein x is 2;
- b/ preparing an alkylsalicylaldoxime of formula (VIII):
- by reacting the alkylsalicylaldehyde of formula (I) or its corresponding metallic salts of formula (II) resulting from step a/, with hydroxylamine or a salt of hydroxylamine;
- and
- c/ contacting an aqueous solution containing a metal M2 with a composition comprising the compound of formula (VIII) resulting from step b/.
28 more elements
Dependencies are inferred from the claim text.