Patent DE-19932628-A1 (DE)
Title: Oxygenator membrane for use e.g. in heart operations, obtained by hydrolytic condensation of mixture containing organosilane with polymerizable double bonds, then processing as film and hardening, e.g. by irradiation
Inventor: WOLTER HERBERT
IPC: C08G77/20
Filed: 1999-07-13
Abstract: Oxygenator membranes are produced by processing a liquid obtained by hydrolytic condensation of hydrolyzable organo-silanes with polymerizable unsaturated groups and/or hydrolyzable organo-silanes with other functions such as mercapto groups and then hardening the resulting film.  Oxygenator membranes, obtained by processing a slightly viscous to resinous liquid to form a membrane which is optionally dried and then subjected to thermal and/or radiation-induced and/or chemically-induced hardening. The liquid used is obtained (a) by hydrolytic polycondensation of compound(s) of formula (I) and/or (II) and/or (III) and/or (IV) and/or from precondensates derived from (I)-(IV) and optionally from compounds of formula (V) and/or precondensates derived from these, carried out by addition of water or moisture, in the presence or absence of solvent and/or condensation catalyst, using a mol ratio of (I + II + III + IV):(V) = (1:0)-(1:20), and optionally (b) with the addition of monomer(s) and/or oligomer(s) which is/are copolymerisable and/or suitable for (poly)addition reactions and/or with the addition of hardening catalyst(s).  R  = 1-15C alkyl, alkenyl, aryl, alkaryl or aralkyl, optionally containing oxygen or sulfur atoms and/or ester, carbonyl, carboxyl, amine and/or amino groups;  R<1>, R<2>  = 0-15C alkylene, arylene, arylene-alkylene or alkylene-arylene, all optionally modified as for R;  R<3>  = H, -R<2>-R<1>-R<4>-SiXxR3-x, carboxyl or a group R as defined above;  R<4>  = -(CHR<6>CHR<6>)n-, -CHR<6>CHR<6>-S-R<5>-, -CO-S-R<5>-, -CHR<6>CHR<6>-NR<6>-R<5>-, -Y-CS-NH-R<5>-, -S-R<5>-, -Y-CONH-R<5>-, -COOR<5>-, -Y-CO-C2H3(COOH)-R<5>-, -Y-CO-C2H3(OH)-R<5>- or -CO-NR<6>-R<5>-; R<5>  = as for R<1> and R<2>, but with 1-15C atoms;  R<6>  = H, or 1-10C alkyl or aryl;  R<7>  = H or a group as defined for R;  X  = H, halogen, hydroxy, alkoxy, acyloxy, alkylcarbonyl, alkoxycarbonyl or NR2;  R  = H, alkyl or aryl;  Y  = -O-. -S- or -NR<6>-;  Z  = -O- or -(CHR<6>)m-;  m  = 1 or 2;  a  = 1, 2 or 3, with b = 1 for a = 2 or 3;  b  = 1, 2 or 3, with a = 1 for b = 2 or 3;  c  = 1-6;  x  = 1, 2 or 3;  (a+x)  = 2, 3 or 4. In (II),  B  = a 4-50C linear or branched organic residue with at least one C=C double bond;  R  = as in (I); R<3>  = 0-10C alkylene, arylene, arylene-alkylene or alkylene-arylene, optionally with in-chain O, S or amino groups;  X = as in (I), but with R = H, alkyl, aryl or alkylaryl;  A  = (a) O, S or NH for d = 1, Z = CO, R<1> = 1-10C alkylene, arylene or alkylene-arylene (optionally with in-chain O, S or amino) and R<2> = COOH or H, or (b) O, S, NH or COO for d = 1, Z = CHR' (with R' = H, alkyl, aryl or aralkyl), R<1> as in (a) and R<2> = OH, or (c) O, S, NH or COO for d = 0, R<1> as in (a) and R<2> = OH, or (d) S, for d = 1, Z = CO, R<1> = N and R<2> = H;  a  = 1, 2 or 3;  b  = 0, 1 or 2; (a+b)  = 3;  c  = 1, 2, 3 or 4. ((HS-R<5>)nR<6>-S-E-R<5>)aSixR4-a-x (IV')  A  = O, S, PR, POR, NHCOO or NHCONR;  B  = a linear or branched organic residue derived from a 5-50C compound B' with at least one C=C double bond (if c = 1 and A = NHCOO or NHCONR) or at least two C=C bonds;  R  = as in (I);  R'  = alkylene, arylene or alkylene-arylene;  R  = H, alkyl, aryl or alkylaryl;  X  = as in (II);  a  = 1, 2 or 3;  b  = 0, 1 or 2;  c  = 0 or 1;  x  = a whole number, the value of which equals the number of double bonds in compound B' minus 1 or the number of double bonds in B', if c = 1 and A = NHCOO or NHCONR;  alkyl/alkenyl  = optionally substituted 1- or 2-20C linear, branched or cyclic groups;  aryl  = optionally substituted phenyl, naphthyl or biphenyl;  other groups (alkoxy, acyloxy, alkylcarbonyl, alkoxycarbonyl, alkylaryl, aralkyl, arylene, alkylene and alkylene-aryl)  = groups derived from alkyl and aryl groups as defined above . In (IV),  R  = as in (I);  X  = as in (II); Y  = an organic residue with 1-30 (preferably 1-20) C atoms and 1-5 (preferably 1-4) mercapto groups;  a, x  = 1, 2 or 3;  (a+x)  = 2, 3 or 4 . In (V),  R  = as in (I);  X  = as in (II);  a  = 1, 2 or 3. An Independent claim is also included for a process for the production of oxygenator membranes by preparation of a slightly viscous to resinous liquid as described above, followed by processing by conventional methods to form a membrane which is optionally dried and then hardened as above.