Copolymers comprising biomolecules
AssigneeEyeSense AG
InventorsAchim Muller, Roland Schmieder, Katharina Schmid
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Abstract
The present invention relates to a copolymer, which is the reaction product of (a) a first prepolymer, comprising a bioactive moiety and at least one radically polymerizable group, and (b) a second prepolymer which is a polyvinyl alcohol having a weight average molecular weight of at least about 2000 that, based on the number of hydroxy groups of the polyvinyl alcohol, comprises from 0.5 to 80% structural units of formula (I) wherein: R is alkylene having up to 8 carbon atoms, R1 is hydrogen or alkyl having up to seven carbon atoms, and R2 is an olefinically unsaturated, electron-attracting copolymerizable radical.
Claims33
A copolymer, which is the reaction product of
- (a) a first prepolymer, comprising a bioactive moiety and at least one radically polymerizable group, and
- (b) a second prepolymer which is a polyvinyl alcohol having a weight average molecular weight of at least about 2000 that, based on the number of hydroxy groups of the polyvinyl alcohol, comprises from 0.5 to 80% structural units of formula
- wherein:
- R is alkylene having up to 8 carbon atoms, R1 is hydrogen or alkyl having up to seven carbon atoms, and R2 is an olefinically unsaturated, electron-attracting copolymerizable radical.
A prepolymer which is a polyvinyl alcohol having a weight average molecular weight of at least about 500 that, based on the number of hydroxy groups of the polyvinyl alcohol, and comprises
- from 0.5 to 80% structural units of formula (1)
- wherein R is alkylene having up to 8 carbon atoms, R1 is hydrogen or alkyl having up to seven carbon atoms, and R2 is an olefinically unsaturated electron-attracting copolymerizable radical, and
- from 0.01 to 40% units of formula (3) and/or formula (15)
- wherein
- B is the radical of a bioactive organic compound.
- X is —S—, —NH—, —O—, or —OC(O)—, and
- T is linear or branched C1-C10-alkylene which may be substituted by hydroxy and/or interrupted by one or more —O—, —NHC(O)—, —C(O)NH— and/or —NR7— groups, wherein R7 is H or C1-C4-alkyl.
A polymer precursor which is a polyvinyl alcohol having a weight average molecular weight of at least about 500 that, based on the number of hydroxy groups of the polyvinyl alcohol, and comprises
- (a) from 0.5 to 80% structural units of formula (1)
- wherein R is alkylene having up to 8 carbon atoms, R1 is hydrogen or alkyl having up to seven carbon atoms, and R2 is an olefinically unsaturated, electron-attracting copolymerizable radical, and
- (b) from 0.01 to 40% structural units of the formula (14)
- wherein,
- T3 is T is C1-C20-alkylene which may be interrupted by one or more —O—, —NHC(O)—, C(O)NH— and/or —NR7— groups, wherein R7 is C1-C4-alkyl,
- X4 is
- wherein X1 is —O—, —S— or —NH—,
- (ii) —OH or,
- (iii) a leaving group.
A polymer precursor which is a polyvinyl alcohol having a weight average molecular weight of at least about 500 that, based on the number of hydroxy groups of the polyvinyl alcohol, and comprises
- (a) from 0.5 to 80% structural units of formula (1)
- wherein R is alkylene having up to 8 carbon atoms, R1 is hydrogen or alkyl having up to seven carbon atoms, and R2 is an olefinically unsaturated, electron-attracting copolymerizable radical, and
- (b) from 0.01 to 25% structural units of the formula (16)
- wherein R10 is a substituted acyl radical forming an activated ester or an activated amide.
A composition comprising
- (a) from 0.01% to 40% by weight of a first prepoloymer comprising a bioactive moiety and at least one radically polymerizable group, wherein the bioactive moiety is a bioactive organic compound;
- (b) from 20% to 99.99% by weight of a second prepolymer which is a polyvinyl alcohol having a weight-average molecular weight of at least 2000 that, based on the number of hydroxy groups of the polyvinyl alcohol, and-comprises from 0.5% to 80% of units of formula (1)
- wherein R is alkylene having up to 8 carbon atoms, R1 is hydrogen or alkyl having up to seven carbon atoms, and R2 is an olefinically unsaturated, electron-attracting copolymerizable radical, and
- (c) from 0 to 40% of a vinylic comonomer;
- wherein the percentage of each of the components (a), (b) and (c) is based on the total weight of polymerizable and/or crosslinkable material.
A process for the manufacture of a copolymer comprising the steps of:
- (a) providing a first prepolymer, comprising a bioactive moiety and at least one radically polymerizable group, wherein the bioactive moiety is a bioactive organic compound;
- (b) providing a second prepolymer which is a polyvinyl alcohol having a weight average molecular weight of at least about 2000 that, based on the number of hydroxy groups of the polyvinyl alcohol, comprises from 0.5 to 80% structural units of formula (1)
- wherein R is alkylene having up to 8 carbon atoms, R1 is hydrogen or alkyl having up to seven carbon atoms, and R2 is an olefinically unsaturated, electron-attracting copolymerizable radical;
- (c) mixing the components according to steps (a) and (b);
- and
- (d) photocrosslinking the mixture according to step (c) in the absence or presence of an additional vinylic polymer.
33-34. (canceled)
Dependencies are inferred from the claim text.