Patent EP-1070722-B1 (EP)
Inventor: DENAT FRANCK
IPC: C01B13/02
Filed: 2000-06-22
Granted: 2004-08-11
Abstract: A new poly-aza-cycloalkane compound incorporating groups with more than six nitrogen atoms is claimed. The new poly-aza-cycloalkane compound incorporating groups with more than six nitrogen atoms is of formula (I). W1, W2, W3 = divalent radical of formula -((CT5T6)a -(CT1T2)n -(N(R4))p -(CT3T4)m -(CT7T8)b)l- (A); p = 0 or 1; l = 1-10 (preferably 1-5); n and m = 1-3; a and b = 0-2; T1-T8 = H, 1-15C linear/branched alkyl or 7-12C ((hetero)aryl) alkyl, or CT1T2 and/or CT3T4 and/or CT5T6 and/or CT7T8 represent divalent group -(C=O)-; R4 = H, 1-15C linear/branched alkyl (substituted or not with one or more functional groups) or 7-12C ((hetero)aryl) alkyl, or formula R5-Si(X1)(X2)(X3) (B); X1, X2 and X3 = H, halogen or OR6; R6 = H or 1-4C alkyl; R5 = divalent radical derived from 1-10C aliphatic (un)saturated hydrocarbon chain optionally including one or more chain structures selected from arylene or -O-, -S-, -O-C(=O)-, -N(R7)- or -C(=O)- groups; R7 = H, 1-6C aliphatic hydrocarbon, benzyl or phenetyl; R1-R3 = identical or different (independently from each other and R4) H, 1-15C linear/branched alkyl (substituted or not with one or more functional groups) or 7-12C ((hetero)aryl) alkyl, or formula (B). Full definitions given in DEFINITIONS. Independent claims are also included for: (1) the preparation of compound (I) by: (a) reacting compound of formula Z-R5'-Si (X1) (X2) (X3) (C) with a compound of formula (I') at least one of cyclic N atoms is non-substituted, to form (I) as defined before; and (b) functionalizing all or part of non-substituted cyclic N of compound (I) as defined before, to form the compound of formula (Id), which corresponds to (I) having at least one of R1-R4 representing radical -(CH2)w-C(=O)-V (with w and V as defined before); (2) polysiloxane gel (III) incorporating polyaza-macrocycles and metallic complexes of their N-ligands, and obtained by hydrolysis of compound (I) as claimed, leading to formation of polysiloxane gel incorporating non-metallic polyaza-macrocycles (III'), followed by its treatment of (III') with metallic salt, where the metal element is cobalt or copper; (3) polysiloxane gel (IV) incorporating polyaza-macrocycles and metal complexes of their N-ligands, obtained by treating compound (I) as claimed with metallic salt (preferably of copper or cobalt) to form organometallic complex of (I), followed by hydrolysis of obtained organometallic complex; (4) the preparation of gel (III) and (IV); (5) the use of hybrid metallized gels as claimed in process of separation of gases from their mixtures, under conditions permitting absorption of gas to be separated in gel, followed by desorption and recuperation of desorbed gas (especially in process of separation of oxygen from air, aimed at production of pure oxygen, or at elimination of oxygen from air); (6) non-metallic gel (III') as defined before; (7) the use of gel (III') in purification of liquids and especially hydrogen peroxide; and (8) use of gel (III') in purification of gases by adsorption of undesired impurities. X1, X2 and X3 = H, halogen or OR6; R6 = H or 1-4C alkyl; R5 = divalent radical derived from 1-10C aliphatic (un)saturated hydrocarbon chain optionally including one or more chain structures selected from arylene or -O-, -S-, -O-C(=O)-, -N(R7)- or -C(=O)- groups; R7 = H, 1-6C aliphatic hydrocarbon radical, or benzyl or phenetyl radical; Z = functional group able to react with secondary amine group =N-H, and form covalent N-C liaison; W1', W2', W3' = divalent group of formula -((CT5T6)a -(CT1T2)n -(N(R4'))p -(CT3T4)m -(CT7T8)b)l- (A'); a, b, p, l, m, n, T1-T8 = same as in (A) of (I); R4' = H, 1-15C linear/branched alkyl radical (substituted or not with one or more functional groups) or 7-12C ((hetero)aryl) alkyl radical;   R1'-R3' = identical or different (independently from each other and R4') H, 1-15C linear/branched alkyl (substituted or not with one or more functional groups) or 7-12C ((hetero)aryl) alkyl.