Absorbable copolylactides and their use
OwnerChristian Jurgens, Hans Rytger-Kricheldorf +1inventors
InventorsChristian Jurgens, Hans Rytger-Kricheldorf, Ingrid Kreiser-Saunders
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Abstract
The invention relates to novel copolylactides which have been polymerized from units of racemic lactide and the comonomers ε-caprolactone, δ-valerolactone, 1,4-dioxan-2-one or 1,3-dioxan-2-one in a lactide/comonomer molar ratio of 90-80/10-20 in the presence of tin(II) di(ethylhexanoate) as initiator and of a cocatalyst at about 160° C., and have a glass transition temperature between 30 and 43° C., a molecular weight Mn of from 15,000 to 50,000 and a polydispersity Pn (Mw/Mn) between 1.2 and 2. The novel copolylactides are particularly suitable in an outstanding manner for the management of all types of wounds.
Claims23
A flexible, transparent copolylactide comprising polymerized units of racemic lactide and a comonomer of ε-caprolactone, said copolylactide having a glass transition temperature of33° to 37° C. and a polydispersity Pn of 1.4 to 1.7, obtained by polymerizing racemic lactide with said ε-caprolactone comonomer at a temperature not exceeding 168° C., at a molar ratio of lactide to comonomer of 84:16, 85:15 or 86:14, in the presence of tin(II) di(ethylhexanoate) as an initiator, at a molar ratio of initiator to lactide/comonomer of 1:30,000 to 1:50,000, and in the presence of an n-alkanol cocatalyst, at a molar ratio of cocatalyst to lactide/comonomer of 1:200 to 1:600.
A process for preparing a copolylactide, comprising polymerizing racemic lactide with an E-caprolactone comonomer, at a molar ratio of lactide to comonomer of 84:16, 85:15 or 86:14, in the presence of tin(II) di(ethylhexanoate) as an initiator, at a molar ratio of initiator to lactide/comonomer of 1:30,000 to 1:50,000, and in the presence of an n-alkanol cocatalyst, where the molar ratio of cocatalyst to lactide/comonomer is 1:200 to 1:600, at a temperature not exceeding 165° C.
A process for controlling the molecular weight distribution Mw/Mn of a copolymer comprising polymerized units of racemic lactide and at least one comonomer of ε-caprolactone, comprising polymerizing racemic lactide with an ε-caprolactone comonomer, at a molar ratio of lactide to comonomer of 84:16, 85:15 or 86:14, in the presence of tin(II) di(ethylhexanoate) as an initiator, at a molar ratio of initiator to lactide/comonomer of 1:30,000 to 1:50,000, and in the presence of an n-alkanol cocatalyst, where the molar ratio of cocatalyst to lactide/comonomer is 1:200 to 1:600, at a temperature not exceeding 165° C., whereby Mw/Mn is 1.2 to 2.0.
A flexible, transparent copolylactide comprising polymerized units of racemic lactide and a comonomer of ε-caprolactone, δ-valerolactone, 1,4dioxan-2-one, 1,3-dioxane-2-one or mixtures thereof, having a glass transition temperature of 33 to 37° C., a number average molecular weight Mn of 15,000 to 50,000 and a polydispersity Pn of 1.4 to 1.7.
A process for preparing a copolylactide, comprising polymerizing racemic lactide with an ε-caprolactone, δ-valerolactone, 1,4-dioxan-2-one or 1,3-dioxan-2-one comonomer, or a mixture thereof, at a molar ratio of lactide to comonomer of 90-80:10-20, in the presence of tin(II) di(ethylhexanoate) as an initiator, at a molar ratio of initiator to lactide/comonomer of 1:30,000 to 1:50,000, and in the presence of an n-alkanol, an oligoethylene glycol monomethyl ether or a polyol cocatalyst, where the molar ratio of cocatalyst to lactide/comonomer is 1:200 to 1:600, at a temperature not exceeding 165° C.
A process for controlling the molecular weight distribution Mw/Mn of a copolymer comprising polymerized units of racemic lactide and at least one comonomer of ε-caprolactone, δ-valerolactone, 1,4-dioxan-2-one, 1,3-dioxan-2-one or a mixture thereof, comprising polymerizing racemic lactide with an ε-caprolactone, δ-valerolactone, 1,4-dioxan-2-one or 1,3-dioxan-2-one, comonomer, or a mixture thereof, at a molar ratio of lactide to comonomer of 90-80:10-20, in the presence of tin(II) di(ethylhexanoate) as an initiator, at a molar ratio of initiator to lactide/comonomer of 1:30,000 to 1:50,000, and in the presence of an n-alkanol, an oligoethylene glycol monomethyl ether or a polyol cocatalyst, where the molar ratio of cocatalyst to lactide/comonomer is 1:200 to 1:600, at a temperature not exceeding 165° C., whereby Mw/Mn is 1.2 to 2.0.
A flexible, transparent copolylactide comprising polymerized units of racemic lactide and a comonomer of 1,4-dioxan-2-one, 1,3-dioxane-2-one or mixtures thereof, having a glass transition temperature of 30 to 43° C., a number average molecular weight Mn of 15,000 to 50,000 and a polydispersity Pn of 1.2 to 2.0.
A process for preparing a copolylactide, comprising polymerizing racemic lactide with an 1,4-dioxan-2-one or 1,3-dioxan-2-one comonomer, or a mixture thereof, at a molar ratio of lactide to comonomer of 90-80:10-20, in the presence of tin(II) di(ethylhexanoate) as an initiator, at a molar ratio of initiator to lactide/comonomer of 1:30,000 to 1:50,000, and in the presence of an n-alkanol, an oligoethylene glycol monomethyl ether or a polyol cocatalyst, where the molar ratio of cocatalyst to lactide/comonomer is 1:200 to 1:600, at a temperature not exceeding 165° C.
A process for controlling the molecular weight distribution Mw/Mn of a copolymer comprising polymerized units of racemic lactide and at least one comonomer of 1,4-dioxan-2-one, 1,3-dioxan-2-one or a mixture thereof, comprising polymerizing racemic lactide with an ε-caprolactone, δ-valerolactone, 1,4-dioxan-2-one or 1,3-dioxan-2-one, comonomer, or a mixture thereof, at a molar ratio of lactide to comonomer of 90-80:10-20, in the presence of tin(II) di(ethylhexanoate) as an initiator, at a molar ratio of initiator to lactide/comonomer of 1:30,000 to 1:50,000, and in the presence of an n-alkanol, an oligoethylene glycol monomethyl ether or a polyol cocatalyst, where the molar ratio of cocatalyst to lactide/comonomer is 1:200 to 1:600, at a temperature not exceeding 165° C., whereby Mw/Mn is 1.2 to 2.0.
Dependencies are inferred from the claim text.