Novel prepolymers useful in biomedical devices

A copolymer material formed by polymerizing a comonomer mixture comprised of:

• (I) the prepolymer described by the general chemical formulae
• E(*D*A*D*G)a*D*A*D*E′orE(*D*G*D*A)a*D*G*D*E′
• where
• A denotes a divalent polymeric radical chosen from the group of
• —(CH2)n′—O—(RPO)n—(CH2)n″—;—(CH2)m′—O—(RFO)m—(CH2)m″—;
• and
• 19
• wherein RP denotes a straight or branched alkyl group with 1 to 6 carbon atoms and n provides for a moiety weight of the radical between 2000 and 10,000;
• RF denotes a fluorinated straight or branched alkyl radical with 1 to 6 carbon atoms and m provides a moiety weight of between 400 and 10,000;
• RS denotes an alkyl radical or a short chain fluorinated alkyl radical with 1 to 3 carbon atoms;
• and
• p provides a moiety weight of 400 to 10,000;
• D denotes an alkyl diradical, an alkyl cycloalkyl diradical, a cycloalkyl diradical, an alkylaryl diradical or an aryl diradical, with 6 to 30 carbon atoms;
• G denotes an alkyl diradical, a cycloalkyl diradical, an alkyl cycloalkyl diradical, an aromatic diradical or an alkylaromatic diradical with 1 to 40 carbon atoms;
• * denotes a urethane or ureido linkage;
• and
• E and E′ denote polymerizable unsaturated organic radicals represented by the general chemical formula:
• 20
• wherein R1 denotes a divalent alkylene radical with 1 to 10 carbon atoms
• R2 denotes a —H or —CH3 radical;
• R3 denotes a —H radical or an alkyl radical with 1 to 6 carbon atoms or a
• 21
• radical where Y is —O—, —S— or —NH—;
• and R4 denotes an alkyl radical with 1 to 12 carbon atoms;
• X denotes
• 22
• Ar denotes an aromatic radical with 6 to 30 carbon atoms;
• a is at least L;
• w is 0 to 6;
• x is 0 or 1;
• y is 0 or 1;
• z is 0 or 1;
• and
• (II) a hydrophilic comonomer.

A copolymer formed by polymerizing a comonomer mixture comprised of:

• (I) the prepolymer described by the general chemical formulae
• E(*D*A*D*G)a*D*A*D*E′orE(*D*G*D*A)a*D*G*D*E′
• where
• A denotes a divalent polymeric radical chosen from the group of
• —(CH2)n′—O—(RPO)n (CH2)n″—;—(CH2)m′—O—(RFO)m (CH2)m″—;
• and
• 23
• wherein RP denotes a straight or branched alkyl group with 1 to 6 carbon atoms and n provides for a moiety weight of the radical between 2000 and 10,000;
• RF denotes a fluorinated straight or branched alkyl radical with 1 to 6 carbon atoms and m provides a moiety weight of between 400 and 10,000;
• RS denotes an alkyl radical or a short chain fluorinated alkyl radical with 1 to 3 carbon atoms;
• and
• p provides a moiety weight of 400 to 10,000;
• D denotes an alkyl diradical, an alkyl cycloalkyl diradical, a cycloalkyl diradical, an alkylaryl diradical or an aryl diradical, with 6 to 30 carbon atoms;
• G denotes an alkyl diradical, a cycloalkyl diradical, an alkyl cycloalkyl diradical, an aromatic diradical or an alkylaromatic diradical with 1 to 40 carbon atoms;
• * denotes a urethane or ureido linkage;
• and
• E and E′ denote polymerizable unsaturated organic radicals represented by the general chemical formula:
• 24
• wherein R1 denotes a divalent alkylene radical with 1 to 10 carbon atoms
• R2 denotes a —H or —CH3 radical;
• R3 denotes a —H radical or an alkyl radical with 1 to 6 carbon atoms or a
• 25
• radical where Y is —O—, —S— or —NH—;
• and R4 denotes an alkyl radical with 1 to 12 carbon atoms;
• X denotes
• 26
• Ar denotes an aromatic radical with 6 to 30 carbon atoms;
• a is at least 1;
• w is 0 to 6;
• x is 0 or 1;
• y is 0 or 1;
• z is 0 or 1;
• and
• (II) a hydrophilic comonomer.

A copolymer formed by polymerizing a comonomer mixture comprised of:

• (I) the prepolymer described by the general chemical formulae
• E(*D*A*D*G)a*D*A*D*E′orE(*D*G*D*A)a*D*G*D*E′
• where
• A denotes a divalent polymeric radical chosen from the group of
• —(CH2)n′—O—(RPO)n (CH2)n″—;—(CH2)m′—O—(RFO)m (CH2)m″—;
• and
• 27
• wherein RP denotes a straight or branched alkyl group with 1 to 6 carbon atoms and n provides for a moiety weight of the radical between 2000 and 10,000;
• RF denotes a fluorinated straight or branched alkyl radical with 1 to 6 carbon atoms and m provides a moiety weight of between 400 and 10,000;
• RS denotes an alkyl radical or a short chain fluorinated alkyl radical with 1 to 3 carbon atoms;
• and
• p provides a moiety weight of 400 to 10,000;
• D denotes an alkyl diradical, an alkyl cycloalkyl diradical, a cycloalkyl diradical, an alkylaryl diradical or an aryl diradical, with 6 to 30 carbon atoms;
• G denotes an alkyl diradical, a cycloalkyl diradical, an alkyl cycloalkyl diradical, an aromatic diradical or an alkylaromatic diradical with 1 to 40 carbon atoms;
• * denotes a urethane or ureido linkage;
• and
• E and E′ denote polymerizable unsaturated organic radicals represented by the general chemical formula:
• 28
• wherein R1 denotes a divalent alkylene radical with 1 to 10 carbon atoms
• R2 denotes a —H or —CH3 radical;
• R3 denotes a —H radical or an alkyl radical with 1 to 6 carbon atoms or a
• 29
• radical where Y is —O—, —S— or —NH—;
• and R4 denotes an alkyl radical with 1 to 12 carbon atoms;
• X denotes
• 30
• Ar denotes an aromatic radical with 6 to 30 carbon atoms;
• a is at least I;
• w is 0 to 6;
• x is 0 or 1;
• y is 0 or 1;
• z is 0 or 1;
• and
• (II) a fluoroorgano comonomer