Preparation Procedure poliazacicloalcano immobilized on silica gel and use of immobilized compounds.

摘要

Process for preparing an immobilized poliazacicloalcano on silica gel, from a poliazacicloalcano of formula (A): ** ** Formula (A) wherein R1 and R2, identical or different, represent each independently of each other a hydrogen atom, an alkyl radical, linear or branched, comprising from 1 to 15 carbon atoms or a radical [hetero (aryl)] alkyl comprising from 7 to 12 carbon atoms, W1, W2 and W3 identical or different , independently of one another, a divalent radical chosen from those represented by the general formula (B): - [(CT1T2) n- [N (R3)] p- (CT3T4) m] l (B) wherein p represents an integer equal to 1 or equal to 0, l represents an integer equal to 1 or 2, n and m, identical or different, represent each independently of each other a whole number or equal to 3 and greater than or equal to 1, T1, T2, T3 and T4, equal or different, represent either each independently of one another an atom of h idrogeno, an alkyl radical, linear or branched, comprising from 1 to 15 carbon atoms, or a radical [hetero (aryl)] alkyl comprising from 7 to 12 carbon atoms, or CT1T2 and / or CT3T4 represent the group divalent - (C = O) -, R3 represents, independently of R1 or R2, unátomo hydrogen, an alkyl radical, linear or branched, comprising from 1 to 15 carbon atoms, or a radical [hetero (aryl)] alkyl comprising from 7 to 12 carbon atoms, it being understood that the core poliazacicloalcano the compound of formula (a) comprises at most 30 cyclic carbon atoms and at most 6 carbon atoms cyclic nitrogen, wherein: a) the compound formula (a) is reacted with a compound of formula (C) Z-R4 -Si (X1) (X2) (X3) (C) in which: X1, X2 and X3, the same or different, each independently represent of each other a hydrogen atom, a halogen atom or an OR5 radical, in which R5 represents an atom hyd ROGENO or an alkyl radical comprising of1 to 4 carbon atoms, R4 represents a divalent radical derived from a saturated aliphatic hydrocarbon chain or unsaturated comprising 1 to 10 carbon atoms, which are optionally intercalated one or more structural links chosen between arylene group, or fragments -O-, -S-, -OC (= O) -, -N (R6) -C (= O) or -N (R6) -, wherein R6 represents an atom hydrogen, an aliphatic hydrocarbon radical comprising from 1 to 6 carbon atoms, a benzyl radical or a phenethyl radical, unsubstituted or substituted said chain with one or more substituents selected from halogen atoms, hydroxy group, alkyl radicals comprising 1 to 4 carbon atoms or benzyl radicals or phenethyl, and Z represents a functional group capable of reacting with the function of secondary amine, = NH, to form a covalent bond NC, to form a compound of formula (D) * * ** formula (D) in which R''4 re presents or R4, as defined above, or R4sustituido a radical from the reaction of Z with the secondary amine group = NH, b) said compound of formula (D) is condensed on sites silanol gel silica, to form the immobilized poliazacicloalcano of formula (E): ** ** formula (E) wherein: X2 represents X''2, as Denio above or O- (silica gel), and X '' 3 is X3, as Denio above or O- (silica gel); c) and certain sites silanol unreacted are protected, if desired, by Z ', a protective group of the hydroxyl function to form the immobilized poliazacicloalcano of formula (E'), correspondientea formula (E) in which all or part of the free -OH sites of the silica gel are blocked in the form of site OZ '' and, particularly, in forms of sites (trialkyl) silyloxy.