US 5,700,583 A · Hydrogels of absorbable polyoxaesters containing amines or amido groups

A crosslinked aliphatic polyoxaester comprising a polyoxaester having a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and a second repeating unit selected from the group of formulas consisting of:
--O--R.sub.12 --!.sub.U, XIV
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero in which case E will be an integer from 2 to 12;
R.sub.12 is an alkylene unit containing from 2 to 8 carbon atoms and containing an internal amine (--N(R.sub.10)--) or amide (--N(R.sub.11)--);
R.sub.10 and R.sub.11 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
and U is an integer in the range of from 1 to about 2,000;
wherein the aliphatic polyoxaester has been crosslinked.

8 more elements

A device made from a crosslinked aliphatic polyoxaester comprising an aliphatic polyoxaester, a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and a second repeating unit selected from the group of formulas consisting of:
--O--R.sub.12 --!.sub.U, XIV
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero in which case E will be an integer from 2 to 12;
R.sub.12 is an alkylene unit containing from 2 to 8 carbon atoms and containing an internal amine (--N(R.sub.10)--) or amide (--N(R.sub.11)--);
R.sub.10 and R.sub.11 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
and U is an integer in the range of from 1 to about 2,000;
wherein the aliphatic polyoxaester has been crosslinked.

8 more elements

A coated device comprising an aliphatic polyoxaesters having a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and a second repeating unit of formula:
--O--R.sub.12 --!.sub.U, XIV
and combinations thereof, wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero in which case E will be an integer from 2 to 12;
R.sub.12 is an alkylene unit containing from 2 to 8 carbon atoms and containing an internal amine (--N(R.sub.10)--) or amide (--N(R.sub.11)--);
R.sub.10 and R.sub.11 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
and U is an integer in the range of from 1 to about 2,000;
wherein the aliphatic polyoxaester has been crosslinked.

8 more elements

A drug delivery matrix comprising a drug and a crosslinked aliphatic polyoxaester wherein the crosslinked aliphatic polyoxaester is formed from an aliphatic polyoxaester has a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and a second repeating unit of formula:
--O--R.sub.12 --!.sub.U, XIV
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero in which case E will be an integer from 2 to 12;
R.sub.12 is an alkylene unit containing from 2 to 8 carbon atoms and containing an internal amine (--N(R.sub.10)--) or amide (--N(R.sub.11)--);
R.sub.10 and R.sub.11 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
and U is an integer in the range of from 1 to about 2,000.

7 more elements

A crosslinked aliphatic polyoxaester comprising an aliphatic polyoxaester having a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and two second repeating unit of the formulas:
--O--R.sub.5 --C(O)--!.sub.B, and III
(--O--R.sub.13 --C(O)!.sub.P --O--).sub.L G XI
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero, in which case E will be from 2 to 12;
R.sub.5 and R.sub.13 are different and are selected from the group consisting of --C(R.sub.6)(R.sub.7)--, --(CH.sub.2).sub.3 --O--,--CH.sub.2 --CH.sub.2 --O--CH.sub.2 --, --CR.sub.8 H--CH.sub.2 --, --(CH.sub.2).sub.5 --, --(CH.sub.2).sub.F --O--C(O)-- and --(CH.sub.2).sub.K --C(O)--CH.sub.2 --;
R.sub.6 and R.sub.7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R.sub.8 is hydrogen or methyl;
F and K are integers in the range of from 2 to 6;
B is an integer in the range of from 1 to n such that the number average molecular weight of formula III is less than about 200,000;
P is an integer in the range of from 1 to m such that the number average molecular weight of formula XI is less than about 1,000,000;
G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 1 to about 200 hydroxyl groups;
and L is an integer from about 1 to about 200;
wherein the aliphatic polyoxaester has been crosslinked.

14 more elements

A coated device comprising a device coated with a crosslinked aliphatic polyoxaester is formed from an aliphatic polyoxaesters having a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and two second repeating unit of the formulas:
--O--R.sub.5 --C(O)--!.sub.B, III
(--O--R.sub.13 --C(O)!.sub.P --O--).sub.L G XI
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero, in which case E will be from 2 to 12;
R.sub.5 and R.sub.13 are different and are selected from the group consisting of --C(R.sub.6)(R.sub.7)--, --(CH.sub.2).sub.3 --O--, --CH.sub.2 --CH.sub.2 --O--CH.sub.2 --, --CR.sub.8 H--CH.sub.2 --, --(CH.sub.2).sub.5 --, --(CH.sub.2).sub.F --O--C(O)-- and --(CH.sub.2).sub.K --C(O)--CH.sub.2 --;
R.sub.6 and R.sub.7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R.sub.8 is hydrogen or methyl;
F and K are integers in the range of from 2 to 6;
B is an integer in the range of from 1 to n such that the number average molecular weight of formula III is less than about 200,000;
P is an integer in the range of from 1 to m such that the number average molecular weight of formula XI is less than about 1,000,000;
G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 1 to about 200 hydroxyl groups;
and L is an integer from about 1 to about 200;
wherein the polyoxaester has been crosslinked.

14 more elements

A drug delivery matrix comprising a drug and a crosslinked aliphatic polyoxaester wherein the crosslinked aliphatic polyoxaester is formed from an aliphatic polyoxaester having a first divalent repeating unit of formula I:

--O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O) --! I
and two second repeating unit of the formulas:
--O--R.sub.5 --C(O)--!.sub.B, III
(--O--R.sub.13 --C(O)!.sub.P --O--).sub.L G XI
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero, in which case E will be from 2 to 12;
R.sub.5 and R.sub.13 are different and are selected from the group consisting of --C(R.sub.6)(R.sub.7)--, --(CH.sub.2).sub.3 --O--, --CH.sub.2 --CH.sub.2 --O--CH.sub.2 --, --CR.sub.8 H--CH.sub.2 --, --(CH.sub.2).sub.5 --, --(CH.sub.2).sub.F --O--C(O)-- and --(CH.sub.2).sub.K --C(O)--CH.sub.2 --;
R.sub.6 and R.sub.7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R.sub.8 is hydrogen or methyl;
F and K are integers in the range of from 2 to 6;
B is an integer in the range of from 1 to n such that the number average molecular weight of formula III is less than about 200,000;
P is an integer in the range of from 1 to m such that the number average molecular weight of formula XI is less than about 1,000,000;
G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 1 to about 200 hydroxyl groups;
and L is an integer from about 1 to about 200;
wherein the polyoxaester has been crosslinked before or after the addition of the drug.

14 more elements

A polymer blend comprising a crosslinked aliphatic polyoxaesters formed from an aliphatic polyoxaester having a first divalent repeating unit of formula I:

--O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O) --! I
and a second repeating unit selected from the group of formulas consisting of:
--O--R.sub.12 --!.sub.U, XIV
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero in which case E will be an integer from 2 to 12;
R.sub.12 is an alkylene unit containing from 2 to 8 carbon atoms and containing an internal amine (--N(R.sub.10)--) or amide (--N(R.sub.11)--);
R.sub.10 and R.sub.11 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
and U is an integer in the range of from 1 to about 2,000;
and which has been crosslinked,
a second polymer selected from the group consisting of homopolymer and copolymer of lactone type polymers with the repeating units described by formulas III and XI, aliphatic polyurethanes, polyether polyurethanes, polyester polyurethanes, polyethylene copolymers, polyamides, polyvinyl alcohols, poly(ethylene oxide), polypropylene oxide, polyethylene glycol, polypropylene glycol, polytetramethylene oxide, polyvinyl pyrrolidone, polyacrylamide, poly(hydroxy ethyl acrylate), poly(hydroxyethyl methacrylate), absorbable polyoxalates, absorbable polyanhydrides and combinations thereof.

9 more elements

A device made from a polymer blend comprising a crosslinked aliphatic polyoxaesters formed from an aliphatic polyoxaester having a first divalent repeating unit of formula I:

--O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O) --! I
and a second repeating unit selected from the group of formulas consisting of:
--O--R.sub.12 --!.sub.U, XIV
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero in which case E will be an integer from 2 to 12;
R.sub.12 is an alkylene unit containing from 2 to 8 carbon atoms and containing an internal amine (--N(R.sub.10)--) or amide (--N(R.sub.11)--);
R.sub.10 and R.sub.11 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
and U is an integer in the range of from 1 to about 2,000;
wherein the aliphatic polyoxaester has been crosslinked and
a second polymer selected from the group consisting of homopolymer and copolymer of lactone type polymers with the repeating units described by formulas III and XI, aliphatic polyurethanes, polyether polyurethanes, polyester polyurethanes, polyethylene copolymers, polyamides, polyvinyl alcohols, poly(ethylene oxide), polypropylene oxide, polyethylene glycol, polypropylene glycol, polytetramethylene oxide, polyvinyl pyrrolidone, polyacrylamide, poly(hydroxy ethyl acrylate), poly(hydroxyethyl methacrylate), absorbable polyoxalates, absorbable polyanhydrides and combinations thereof.

9 more elements

A coated device comprising a device coated with a polymer blend of a crosslinked aliphatic polyoxaesters composed of an aliphatic polyoxaester having a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and a second repeating unit of formula:
--O--R.sub.12 --!.sub.U, XIV
and combinations thereof, wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero in which case E will be an integer from 2 to 12;
R.sub.12 is an alkylene unit containing from 2 to 8 carbon atoms and containing an internal amine (--N(R.sub.10)--) or amide (--N(R.sub.11)--);
R.sub.10 and R.sub.11 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
and U is an integer in the range of from 1 to about 2,000;
wherein the aliphatic polyoxaester has been crosslinked;
and
a second polymer selected from the group consisting of homopolymer and copolymer of lactone type polymers with the repeating units described by formulas III and XI, aliphatic polyurethanes, polyether polyurethanes, polyester polyurethanes, polyethylene copolymers, polyamides, polyvinyl alcohols, poly(ethylene oxide), polypropylene oxide, polyethylene glycol, polypropylene glycol, polytetramethylene oxide, polyvinyl pyrrolidone, polyacrylamide, poly(hydroxy ethyl acrylate), poly(hydroxyethyl methacrylate), absorbable polyoxalates, absorbable polyanhydrides and combinations thereof.

10 more elements

A drug delivery matrix comprising a drug and a polymer blend composed of a crosslinked aliphatic polyoxaester having a first divalent repeating unit of formula I formed from an aliphatic polyoxaester:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and a second repeating unit of formula:
--O--R.sub.12 --!.sub.U, XIV
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero in which case E will be an integer from 2 to 12;
R.sub.12 is an alkylene unit containing from 2 to 8 carbon atoms and containing an internal amine (--N(R.sub.10)--) or amide (--N(R.sub.11)--);
R.sub.10 and R.sub.11 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
and U is an integer in the range of from 1 to about 2,000;
wherein the aliphatic polyoxaester has been crosslinked;
and
a second polymer selected from the group consisting of homopolymer and copolymer of lactone type polymers with the repeating units described by formulas III and XI, aliphatic polyurethanes, polyether polyurethanes, polyester polyurethanes, polyethylene copolymers, polyamides, polyvinyl alcohols, poly(ethylene oxide), polypropylene oxide, polyethylene glycol, polypropylene glycol, polytetramethylene oxide, polyvinyl pyrrolidone, polyacrylamide, poly(hydroxy ethyl acrylate), poly(hydroxyethyl methacrylate), absorbable polyoxalates, absorbable polyanhydrides and combinations thereof.

10 more elements

A polymer blend comprising a crosslinked aliphatic polyoxaesters formed from an aliphatic polyoxaester having a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and two second repeating units of the formulas:
--O--R.sub.5 --C(O)--!.sub.B, and III
(--O--R.sub.13 --C(O)!.sub.P --O--).sub.L G XI
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero, in which case E will be from 2 to 12;
R.sub.5 and R.sub.13 are different and are selected from the group consisting of --C(R.sub.6)(R.sub.7)--, --(CH.sub.2).sub.3 --O--, --CH.sub.2 --CH.sub.2 --O--CH.sub.2 --, --CR.sub.8 H--CH.sub.2 --, --(CH.sub.2).sub.5 --, --(CH.sub.2).sub.F --O--C(O)-- and --(CH.sub.2).sub.K --C(O)--CH.sub.2 --;
R.sub.6 and R.sub.7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R.sub.8 is hydrogen or methyl;
F and K are integers in the range of from 2 to 6;
B is an integer in the range of from 1 to n such that the number average molecular weight of formula III is less than about 200,000;
P is an integer in the range of from 1 to m such that the number average molecular weight of formula XI is less than about 1,000,000;
G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 1 to about 200 hydroxyl groups;
and L is an integer from about 1 to about 200;
wherein the aliphatic polyoxaester has been crosslinked;
and
a second polymer selected from the group consisting of homopolymer and copolymer of lactone type polymers with the repeating units described by formulas III and XI, aliphatic polyurethanes, polyether polyurethanes, polyester polyurethanes, polyethylene copolymers, polyamides, polyvinyl alcohols, poly(ethylene oxide), polypropylene oxide, polyethylene glycol, polypropylene glycol, polytetramethylene oxide, polyvinyl pyrrolidone, polyacrylamide, poly(hydroxy ethyl acrylate), poly(hydroxyethyl methacrylate), absorbable polyoxalates, absorbable polyanhydrides and combinations thereof.

16 more elements

A coated device comprising a device coated with a crosslinked aliphatic polyoxaester formed from an aliphatic polyoxaesters having a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and two second repeating unit of the formulas:
--O--R.sub.5 --C(O)--!.sub.B, III
(--O--R.sub.13 --C(O)!.sub.P --O--).sub.L G XI
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero, in which case E will be from 2 to 12;
R.sub.5 and R.sub.13 are different and are selected from the group consisting of --C(R.sub.6)(R.sub.7)--, --(CH.sub.2).sub.3 --O--, --CH.sub.2 --CH.sub.2 --O--CH.sub.2 --, --CR.sub.8 H--CH.sub.2 --, --(CH.sub.2).sub.5 --, --(CH.sub.2).sub.F --O--C(O)-- and --(CH.sub.2).sub.K --C(O)--CH.sub.2 --;
R.sub.6 and R.sub.7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R.sub.8 is hydrogen or methyl;
F and K are integers in the range of from 2 to 6;
B is an integer in the range of from 1 to n such that the number average molecular weight of formula III is less than about 200,000;
P is an integer in the range of from 1 to m such that the number average molecular weight of formula XI is less than about 1,000,000;
G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 1 to about 200 hydroxyl groups;
and L is an integer from about 1 to about 200;
wherein the aliphatic polyoxaester is crosslinked and
a second polymer selected from the group consisting of homopolymer and copolymer of lactone type polymers with the repeating units described by formulas III and XI, aliphatic polyurethanes, polyether polyurethanes, polyester polyurethanes, polyethylene copolymers, polyamides, polyvinyl alcohols, poly(ethylene oxide), polypropylene oxide, polyethylene glycol, polypropylene glycol, polytetramethylene oxide, polyvinyl pyrrolidone, polyacrylamide, poly(hydroxy ethyl acrylate), poly(hydroxyethyl methacrylate), absorbable polyoxalates, absorbable polyanhydrides and combinations thereof.

15 more elements

A drug delivery matrix comprising a drug and a polymer blend composed of a crosslinked aliphatic polyoxaester formed from an aliphatic polyoxaesters having a first divalent repeating unit of formula I:

O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1)(R.sub.2)--C(O)-- !I
and two second repeating unit of the formulas:
--O--R.sub.5 --C(O)--!.sub.B, III
(--O--R.sub.13 --C(O)!.sub.P --O--).sub.L G XI
wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R.sub.3 is an alkylene unit or is an oxyalkylene group of the following formula:
--(CH.sub.2).sub.C --O--!.sub.D --(CH.sub.2).sub.E -- IV
wherein C is an integer in the range of from 2 to about 5, D is an integer in the range of from about 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero, in which case E will be from 2 to 12;
R.sub.5 and R.sub.13 are different and are selected from the group consisting of --C(R.sub.6)(R.sub.7)--, --(CH.sub.2).sub.3 --O--, --CH.sub.2 --CH.sub.2 --O--CH.sub.2 --, --CR.sub.8 H--CH.sub.2 --, --(CH.sub.2).sub.5 --, --(CH.sub.2).sub.F --O--C(O)-- and --(CH.sub.2).sub.K --C(O)--CH.sub.2 --;
R.sub.6 and R.sub.7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R.sub.8 is hydrogen or methyl;
F and K are integers in the range of from 2 to 6;
B is an integer in the range of from 1 to n such that the number average molecular weight of formula III is less than about 200,000;
P is an integer in the range of from 1 to m such that the number average molecular weight of formula XI is less than about 1,000,000;
G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 1 to about 200 hydroxyl groups;
and L is an integer from about 1 to about 200;
wherein the aliphatic polyoxaester is crosslinked;
and
a second polymer selected from the group consisting of homopolymer and copolymer of lactone type polymers with the repeating units described by formulas III and XI, aliphatic polyurethanes, polyether polyurethanes, polyester polyurethanes, polyethylene copolymers, polyamides, polyvinyl alcohols, poly(ethylene oxide), polypropylene oxide, polyethylene glycol, polypropylene glycol, polytetramethylene oxide, polyvinyl pyrrolidone, polyacrylamide, poly(hydroxy ethyl acrylate), poly(hydroxyethyl methacrylate), absorbable polyoxalates, absorbable polyanhydrides and combinations thereof.

16 more elements

Hydrogels of absorbable polyoxaesters containing amines or amido groups

Life of this patent

Hydrogels of absorbable polyoxaesters containing amines or amido groups

Life of this patent

Abstract

Claims67