Patent EP-2039717-A1 (EP)
Inventor: CHROBACZEK HARALD DR
IPC: C08G77/388
Filed: 2007-09-18
Abstract: Dimeric and/or oligomeric silane prepared by either reacting a silane compound (II) or their mixtures with water, or reacting mixture of (II) and metal compound (III), is new, where: water (0.5-1.5 mol) are used per mole of silane or silane mixture, to give a dimeric and/or oligomeric product which contains 2-200, preferably 2-15, silicon atoms in the molecule or to give a mixture of such dimeric or oligomeric products; and optionally in a first step silanes compounds (II) are reacted together to give a dimer or oligomer and then this dimer or oligomer is further reacted with water. Dimeric and/or oligomeric silane prepared by either reacting a silane compound (II) of formula (RO-Si(OR)(R 1>)-R 2>) or their mixtures with water, or reacting mixture of (II) and a metal compound (III) of formula (X(OR 15>) 4), is new, where: water (0.5-1.5 mol) are used per mole of silane or silane mixture, to give a dimeric and/or oligomeric product which contains 2-200, preferably 2-15, silicon atoms in the molecule or to give a mixture of such dimeric or oligomeric products; and optionally in a first step silanes compounds (II) are reacted together to give a dimer or oligomer and then this dimer or oligomer is further reacted with water. X : Si or Ti; R 15>R or -P(=O)(OH)-O-P(=O)(O-R)-O-R, preferably -CH(CH 3) 2; R : phenyl radical or 1-18C alkyl (preferably CH 3or C 2H 5); R 1>R, OR or phenyl amine moiety; R 2>carbonyl radical of formula (-R 4>-O-CH 2-CH(O-R 5>)-CH 2-O-R 5>) (II), amide radical of formula (-R 4>-NH-C(=O)-(CH 2) 3-O-C(=O)-C(-R 3>)=CH 2) (III) or (-R 4>-NH-((CH 2) 2-NH) p-C(=O)-(CH 2) 3-O-C(=O)-C(-R 3>)=CH 2) (IV); R 5>-C(=O)-C(-R 3>)=CH 2(where one of R 5>is H and the other is -C(=O)-C(-R 3>)=CH 2); p : 0-2; R 3>H or CH 3; R 2>ester radical of formulae (-R 4>-O-C(=O)-C-(R 3>)=CH 2) (V) (preferred), -(CH 2) 3-O-CH 2-C(R)(CH 2O-C(=O)-C(R 3>)=CH 2) 2(VI), (-R 4>-NH-CH(R 9>)-CH(R 3>)-COOR 8>) (VII), or (-R 4>-NH-CH 2CH 2-NH-CH(R 9>)-CH(R 3>)-COOR 8>) (X), silane group of formula (-R 4>-R 10>-R 4>-Si(OR)(R 1>)-OR) (XI), carbonyl groups of formulae (-R 4>-(NH-CH 2-CH 2) p-N(R 16>)-(C(=O)-O) f-CHR-CH 2-OH) (XV) or (-R 4>-(N(R 16>)-CH 2-CH 2) p-N(R 16>)-(C(=O)-O) f-CHR-CH 2-O-C(=O)-CH=CH 2) (XVI), alkyl group (-R 4>-O-CH 2-CH(OH)-CH 2-N(R 13>)-(CH-2) 3-M) (XVIII), substituted cyclohexane moiety of formula (XVIIa), siloxane radical of formula (-R 4>-O-CH 2-CHOH-CH 2-O-(CH 2-CH 2-O-) k(CH(R 3>)-CH(R 3>)-O-) l-(CH 2) 3-Si(OSi(CH 3) 3)(CH 3)-OSi(CH 3) 3) (XIX), or amino group of formula (-R 4>-(NH-CH 2-CH 2) p-NH-CH(R 3>)-CH(R 3>)-C(=O)-NR 2) (XIa), (-R 4>-(NH-CH 2-CH 2) p-NH-CH(R 3>)-CH(R 3>)-C(=O)-O-R 14>) (XII), or (-R 4>-(NH-CH 2-CH 2) p-NH-C(=O)-CH 2-CH 2-CH 2-OH) (XIII), amino group of formulae (-R 4>-(NH-CH 2-CH 2) p-NH-CH 2-CH(OH)-CH 2-RF) (XX), (-R 4>-(NH-CH 2-CH 2) p-NH-CH(CH 2-OH)-RF) (XXa), (-R 4>-(NH-CH 2-CH 2) p-NH-CH 2-CH(OH)-CH 2-O-C(=O)-C-(R 3>)=CH 2) (XXb) (-R 4>-(NH-CH 2-CH 2) p-NH-CH 2-CH(OH)-CH 2-NR 2) (XXc) and (-R 4>-O-CH-2-CH(OH)-CH 2-NH-(CH 2-CH 2-O) u-A-(CH(R 3>)-CH(R 3>)-O) v-R 17>) (XVII), or ethyl phenyl amine moiety (XIV); R 4>1-4C divalent radical; R 8>H, CH 3, C 2H 5or CH 2CH 2OH; R 9>H or COOR 8>; R 16>H, -((C=O)-O) f-CH(R)-CH 2-OH or -((C=O)-O) f-CHR-CH 2-O-C(=O)-CH=CH 2; f : 0 or 1; k, l : 1-22; k+l : 3-25; R 14>H, 1-18C alkyl or siloxane radical (XIX) (where the individual units -(CH 2-CH 2-O)- and -(CHR 3>-CHR 3>-O)- may be distributed arbitrarily over the chain); A : direct bond or divalent radical of formula (-CH 2-C(-CH 2-O-(CH(R 3>)-CH(R 3>)-O-) s-R 17>)(R 12>)-CH 2-O-) (where the individual units -CH 2-CH 2-O- and CH(R 3>)-CH(R 3>)-O- can be distributed arbitrarily over the chain); u, v, s : 100-5000; R 12>H or C 2H 5; R 17>R, R 4>-NH 2or silane group of formula (-CH 2-CH(CH 3)-NH-CH 2-CH(OH)-CH 2-O-R 4>-Si(OR) 2(R 1>)); M : OR, NR 2, morpholine moiety or -Si(CH 3)[OSi(CH 3) 3] 2; R 13>H, CH(CH 3) 2or -CH 2-CH(CH 3) 2; L : 2-18C alkylene radical; RF : 5-23C perfluoroalkyl radical; R 10>divalent radical of one of the formulae (XXI) to (XXIVa), amino radical of formula (-O-CH 2-CH(OH)-CH 2-N(R 13>)-R 11>-N-(R 13>)-CH 2-CH-(OH)-CH 2-O-) (XXI), amino cyclohexanol of formula (XXII), amino group of formula (-(NH-CH 2-CH 2) p-NH-CH(R 3>)-CH(R 3>)-C(=O)-O-L-O-C(=O)-CH(R 3>)-CH(R 3>)-NH-(CH 2-CH 2-NH) p-) (XXIII), cyclohexanol of formula (XXIII) or ester compound of formula (XXIVa); d : 1-6; R 11>-(CH 2) d-, amino group of formula (-(CH 2) 2-NH-(CH 2) 2-) (XXV), piperidine moiety of formula (XXVI), benzyl compound of formula (XXVIII), substituted cyclohexane of formula (XXIX), silane group of formulae (-(CH 2) 2-NH-R 4>-(Si-(R)(R)-O) z-Si(R)(R)-R 4>-NH-(CH 2) 2-) or (-R 4>-(Si(R)(R)-O) z-Si(R)(R)-R 4>-); and z : 8-500, preferably 8-20. Where: all or some of the nitrogen atoms which are present in the formulae and which are not part of an amide group may be present in quatemized form; and one or two of u, v and s can also assume the value 0. An independent claim is included for a polyorganosiloxane prepared by the reaction of dimeric and/or oligomeric silane of a mixture of such silanes with organosilaxane of formula (R 7>(R) 2-Si-O-[Si(R)(R 6>)] x-Si(R) 2R 7>) (VIII) or with mixture of organosilaxanes. R 6>-[OSi(R) 2-] y-O-Si-(R) 2R 7>; x : 0-1500, preferably 10-1500; and y : 0-500. All of the radicals R 7>present are R or OH or OR, where the (VIII) preferably contains at least one radical R 7>which is a hydroxy group. [Image] [Image] [Image] [Image].