Formulations for metal catalysis in water comprising a surfactant and a lipophilic compound

Patent metadata

Field	Value
Publication number	US-2023191383-A1
Application number	US-202117999346-A
Country	US
Kind code	A1
Filing date	May 27, 2021
Priority date	May 27, 2020
Publication date	Jun 22, 2023
Grant date	—

Abstract

A dry formulation obtained by desiccation of an emulsion comprises at least one surfactant, at least one lipophilic compound, and at least one metal catalyst. The dry formulation may be used to carry out a catalysed reaction in an aqueous medium. The dry formulation has a water content of less than (10) wt% relative to the total weight of the dry formulation, and wherein: - the at least one surfactant is selected from the group comprising dendrimers of Dendri-TAC type, oligomers of F,TACn or H,TACn type, TPGS 1000, TPGS 750 M, surfactants derived from sugars and/or amino acids, and combinations thereof; - the at least one lipophilic compound is selected from the group comprising lipids, hydrophobic complexing agents and combinations thereof; and - the metal catalyst comprises a metal selected from Groups (3) to (12) of the Periodic Table.

First claim

1 . A dry formulation comprising at least one surfactant, at least one lipophilic compound and at least one metal catalyst, wherein the dry formulation has a water content of less than 10 wt%, with respect to the total weight of the dry formulation, and wherein:
the at least one surfactant is selected from the group comprising dendrimers of Dendri-TAC type, oligomers of F i TAC n or H i TAC n type, TPGS 1000, TPGS 750 M, surfactants derived from sugars and/or amino acids, and combinations thereof; the at least one lipophilic compound is selected from the group comprising lipids, hydrophobic complexing agents and combinations thereof; and the at least one metal catalyst comprises a metal selected from Groups 3 to 12 of the Periodic Table.

2 . The dry formulation according to claim 1 , wherein the lipid is selected from the group comprising glycerol mono-, di- or triesters, or glycerol derivatives, citric acid mono-, di-, tri- or tetraesters or citric acid derivatives, fatty acids, monoesters of fatty acids, sterides, sphingolipids, glycerophospholipids, polyketides, saccharolipids, lipids derived from prenol, essential oils, fat substitutes, waxes and combinations thereof.

3 . The dry formulation according to claim 1 , wherein the hydrophobic complexing agent is selected from the group comprising trialkyl phosphates and dialkyl sulfides.

4 . The dry formulation according to claim 1 , wherein the at least one lipophilic compound is present in a percentage by weight, with respect to the total weight of the dry formulation, of at least 50 wt%.

5 . The dry formulation according to claim 1 , wherein the at least one metal catalyst originates from a source selected from the group comprising a metal-accumulating plant, a metal-accumulating fungus or a metal-accumulating alga, material resulting from the recycling of electronic waste, polluted surface or ground water comprising a predetermined concentration of metals, an ore and combinations thereof.

6 . The dry formulation according to claim 1 , wherein the at least one metal catalyst comprises a metal selected from the group consisting of copper, iron and combinations thereof.

7 . A method for for carrying out a catalyzed reaction in an aqueous medium, the method comprising carrying out a catalyzed reaction in an aqueous medium with the dry formulation, wherein the dry formulation is as defined in claim 1 .

8 . The method according to claim 7 , comprising bringing together water with the dry formulation, resulting in the formation of an emulsion comprising:
a discontinuous phase comprising droplets including the at least one surfactant, the at least one lipophilic compound and the at least one metal catalyst; and a continuous aqueous phase.

9 . The method according to claim 8 , further comprising a step of ultracentrifugation of the emulsion.

10 . The method according to claim 8 , wherein the droplets exhibit a mean diameter D of between 100 nm and 3000 nm.

11 . The method according to claim 8 , wherein the reaction allows forming a C—C bond, a C—N bond, a C—O bond or a C—S bond.

12 . A method for for carrying out a catalyzed reaction in an aqueous medium with a dry formulation obtained by drying an emulsion, wherein the dry formulation comprises at least one surfactant and at least one lipophilic compound, wherein:
the at least one surfactant is selected from the group comprising dendrimers of Dendri-TAC type, oligomers of F i TAC n or H i TAC n type, TPGS 1000, TPGS 750 M, surfactants derived from sugars and/or amino acids, and combinations thereof; the at least one lipophilic compound is selected from the group comprising lipids, hydrophobic complexing agents and combinations thereof;
the method comprising the following steps:
bringing together water with the dry formulation, resulting in the formation of an emulsion comprising:
a discontinuous phase comprising droplets including the at least one surfactant and the at least one lipophilic compound, and
a continuous aqueous phase;

bringing together at least one metal catalyst comprising a metal selected from Groups 3 to 12 of the Periodic Table with the dry formulation or with the emulsion formed by bringing together water with the dry formulation.

13 . A process for obtaining a dry formulation according to claim 1 , comprising the following steps:
providing a mixture comprising water, at least one surfactant, at least one lipophilic compound and a source comprising at least one metal catalyst; emulsifying the mixture, resulting in the formation of an emulsion; wherein the emulsion comprises:
a continuous aqueous phase; and
a discontinuous lipid phase comprising the at least one lipophilic compound, the at least one surfactant and the at least one metal catalyst extracted from the source during the emulsifying; and
drying the emulsion; wherein:
the at least one surfactant is selected from the group comprising dendrimers of Dendri-TAC type, oligomers of F i TAC n or H i TAC n type, TPGS 1000, TPGS 750 M, surfactants derived from sugars and/or amino acids, and combinations thereof;
the at least one lipophilic compound is selected from the group comprising lipids, hydrophobic complexing agents and combinations thereof; and
the at least one metal catalyst comprises a metal selected from Groups 3 to 12 of the Periodic Table.

14 . The process according to claim 13 , wherein drying the emulsion consists of freeze-drying the emulsion.

15 . A method for carrying out a catalyzed reaction, the method comprising carrying out a catalyzed reaction in an aqueous medium with the dry formulation obtained by the process according to claim 13 .

Assignees

• Univ Strasbourg
• Avignon Univ
• Centre Nat Rech Scient
• Univ Montpellier
• Enscm

Inventors

• Bihel Frédéric
• Bourgeois Damien
• Contino-Pepin Christiane
• Desgranges Stéphane
• Lacanau Valentin

Classifications

• B01J31/22

  Organic complexes · CPC title

• B01J31/064 Primary

  Dendrimers · CPC title

• B01J35/0013

  Operations & Transport · mapped topic

• B01J31/0209

  Esters of carboxylic or carbonic acids · CPC title

• B01J2531/16

  Copper · CPC title