Silyl ether-modified hydrophilic polymers and uses for medical articles
AssigneeSurModics, Inc.
InventorsAleksey V. Kurdyumov, Robert Hergenrother, Bruce M. Jelle
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Abstract
Silane-functionalized hydrophilic polymers and polymeric matrices are described. Hydrophilic matrices can be formed from the polymers, and can be used in association with the preparation of implantable and injectable medical devices. Exemplary devices include those having a durable lubricious coating formed from the hydrophilic polymers.
Claims18
An implantable or insertable medical device comprising a polymeric matrix, the polymeric matrix comprising a hydrophilic polymer having pendent groups comprising a reacted silyl ether group, the matrix formed from an aqueous composition comprising hydrophilic polymer having the formula:
- where R1 comprises an organic side chain group selected from
- R2 comprises an amine group;
- R2S comprises a silyl ether group;
- R10 is independently hydrogen, methyl, or ethyl;
- and
- wherein x, y, and z independently represent the amount of each monomer species present in the polymer in random, block, or alternating configuration, with x in the range of 85 mole % to 99 mole %, y in the range of 0 mole % to 14 mole %, and z in the range of 1 mole % to 15 mole %;
- and wherein
- the hydrophilic polymer is present at a concentration in the range of 0.1 mg/mL to 50 mg/mL in the aqueous composition.
A method for providing a coating to an implantable or insertable medical device comprising steps of
- applying an aqueous composition to a surface of the device, the aqueous composition comprising a hydrophilic polymer comprising a pendent group comprising a reactive silyl ether group, the hydrophilic polymer having the formula:
- where R1 comprises an organic side chain group selected from
- R2 comprises an amine group;
- R2S comprises a silyl ether group;
- R10 is independently hydrogen, methyl, or ethyl;
- and
- wherein x, y, and z independently represent the amount of each monomer species present in the polymer in random, block, or alternating configuration, with x in the range of 85 mole % to 99 mole %, y in the range of 0 mole % to 14 mole %, and z in the range of 1 mole % to 15 mole %;
- and present at a concentration in the range of 0.1 mg/mL to 50 mg/mL in the aqueous composition;
- and
- heating the hydrophilic polymer to cause reaction of the silyl ether group and covalent bonding of the polymer to the surface or the device or to another hydrophilic polymer.
An implantable or insertable medical device comprising a polymeric matrix, the polymeric matrix comprising a hydrophilic polymer having pendent groups comprising a reacted silyl ether group, wherein the polymeric matrix is formed by a polymer having the formula:
- where
- R1 comprises an organic side chain group selected from
- R2 comprises an amine group;
- R2S comprises a silyl ether group;
- R10 is independently hydrogen, methyl, or ethyl;
- and
- wherein x, y, and z independently represent the amount of each monomer species present in the polymer in random, block, or alternating configuration, with x in the range of 85 mole % to 99 mole %, y in the range of 0 mole % to 14 mole %, and z in the range of 1 mole % to 15 mole %.
An implantable or insertable medical device comprising a polymeric matrix, the polymeric matrix comprising a hydrophilic polymer having pendent groups comprising a reacted silyl ether group, wherein the polymeric matrix is formed by a polymer having the formula:
- where
- R1 comprises an organic side chain group;
- R2 comprises an amine group;
- R2S is
- wherein
- R3 is —(CO)NH(CH2)m—, and m is an integer in the range of 1-6;
- L is selected from —NH—C(O)—NH— and —NH—C(O)—O—;
- R4 is —(CH2)n—, and n is an integer in the range of 1-6;
- R5, R6, and R7 are independently selected from R8 and OR8, wherein R8 is a linear or branched C1-C6 monovalent alkyl group, with the proviso that at least one of R5, R6, or R7 is OR8;
- R10 is independently hydrogen, methyl, or ethyl;
- and
- wherein x, y, and z independently represent the amount of each monomer species present in the polymer in random, block, or alternating configuration, with x in the range of 85 mole % to 99 mole %, y in the range of 0 mole % to 14 mole %, and z in the range of 1 mole % to 15 mole %.
Dependencies are inferred from the claim text.