Ionic liquids based on imidazolium salts incorporating a...

C - Chemistry – Metallurgy – 07 – D

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C07D 233/61 (2006.01) B01J 31/22 (2006.01) C07F 5/02 (2006.01)

Patent

CA 2534864

Novel chemical compounds of the general formula K+A-, in which K+ is a 5- or 6- membered heterocyclic ring having 1-3 hetereo atoms, which can be independently N, S, or 0; with the proviso that at least one of the hetereo atoms must be a quaternized nitrogen atom having a -R'CN substituent, wherein R' is alkyl (C1 to C12); the heterocyclic ring having up to 4 or 5 substituents independently chosen from the moieties: (i) H; (ii) halogen or (iii) alkyl (C1 to C12) , which is unsubstituted or partially or fully substituted by further groups, preferably F, Cl, N(CnF(2n+1-x)Hx)2, O(CnF(2n+1- x)Hx), S02(CnF(2n+1-x)Hx)2 or CnF(2n+1-x)Hx where 1<n<6 and 0<x<13; and (iv) a phenyl ring which is unsubstituted or partially or fully substituted by further groups, preferably F, Cl, N(CnF(2n+1-x.)Hx.)2, O(CnF(2n+1-x)Hx), S02(CnF(2n+1-x)Hx)2 or CnF(2n+1-x)Hx where 1<n<6 and 0<x<=13; and A- is any anion that provides a salt with a low melting point, below about 100 ~C; A- can be halide, BF4- , PF6-, N03-, CH3CO2-, CF3SO3-, (CF3SO2)2N-, (CF3SO2)3C- CF3CO2- or N(CN)2- or [BF3RCN]-. These compounds can be used as industrial solvents, especially as ligands for efficient catalyst recycling.

La présente invention a trait à de nouveaux composés chimiques de formule générale K?+¿A?-¿, dans laquelle: K?+¿ est un noyau hétérocyclique à 5 ou 6 chaînons comprenant 1 à 3 hétéroatomes, qui peuvent indépendamment être N, S, ou O; à condition qu'au moins un parmi les hétéroatomes soit un atome d'azote quaternisé ayant un substituant -R'CN, où R' est alkyle en C¿1?-C¿12?; le noyau hétérocyclique ayant jusqu'à 4 ou 5 substituants choisis indépendamment parmi les groupes fonctionnels: (i) H; (ii) halogène ou (iii) alkyle en C¿1?-C¿12?, qui est non substitué ou partiellement ou entièrement substitué par d'autres groupes, de préférence F, Cl, N(C¿n?F(¿2n+1-x?)H¿x?)¿2?, O(C¿n?F¿(2n+1-x)?H¿x?), SO¿2?(C¿n?F¿(2n+1-x)?H¿x?)¿2? ou C¿n?F¿(2n+1-x?)H¿x? où 1 <n<6 et 0<x<13; et (iv) un noyau phényle qui est substitué ou partiellement ou entièrement substitué par d'autres groupes, de préférence F, CI, N(C¿n?F¿(2n+1-x.)?H¿x?.)¿2?, O(C¿n?F¿(2n+1-x)?H¿x?), SO¿2?(C¿n?F¿(2n+1-x)?H¿x?)¿2? ou C¿n?F(¿2n+1-x?)H¿x? où 1 <n<6 et 0<x= 13; et A?-¿ est un anion quelconque qui fournit un sel à basse température de fusion, inférieure à environ 100 ·C; A?-¿ peut être halogénure, BF¿4??-¿, PF¿6??-¿, NO¿3??-¿, CH¿3?CO¿2??-¿, CF¿3?SO¿3??-¿, (CF¿3?SO¿2?)¿2?N?-¿, (CF¿3?SO¿2?)¿3?C?-¿ CF¿3?CO¿2??-¿ ou N(CN)¿2??-¿ ou [BF¿3?RCN]?-¿. Ces composés peuvent être utilisés comme solvants industriels, particulièrement comme ligands pour un recyclage efficace de catalyseurs.

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