Polymer blends containing absorbable polyoxaesters
First Claim
1. A polymer blend comprising an aliphatic polyoxaesters having a first divalent repeating unit of formula I:
-
space="preserve" listing-type="equation">[O--C(O)--C(R.sub.1) (R.sub.2)--O--(R.sub.3)--O--C(R.sub.1) (R.sub.2)--C(O)--] Iand a second repeating unit selected from the group of formulas consisting of;
space="preserve" listing-type="equation">[--O--R.sub.4 --]A, II
space="preserve" listing-type="equation">[--O--R.sub.5 --C(O)--].sub.B, and III
space="preserve" listing-type="equation">([--O--R.sub.5 C(O)].sub.P --O--).sub.L G XIand combinations thereof, wherein R1 and R2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R3 is an alkylene unit containing from 2 to 12 carbon atoms or is an oxyalkylene group of the following formula;
space="preserve" listing-type="equation">--[(CH.sub.2).sub.C --O--].sub.D --(CH.sub.2).sub.E -- IVwherein 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;
R4 is an alkylene unit containing from 2 to 8 carbon atoms;
A is an integer in the range of from 1 to 2,000;
R5 is selected from the group consisting of --C(R6), --(R7)--, --(CH2)3 --O--, --CH2 --CH2 --O--CH2 --, --CR8 H--CH2 --, --(CH2)5 --, --(CH2)F --O--C(O)-- and --(CH2)F C(O)--CH2 --;
R6 and R7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R8 is hydrogen or methyl;
F is an integer 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; 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) and combinations thereof.
1 Assignment
0 Petitions
Accused Products
Abstract
The present invention describes a new aliphatic polyoxaesters and blends thereof that may be used to produce surgical devices such as sutures, sutures with attached needles, molded devices, and the like. The invention also contemplates a process for producing these polyesters. The aliphatic polyoxaesters of the present invention have 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.1l)(R.sub.2)--C(O)-
-] I
and a second repeating unit selected from the group of formulas consisting of:
[--O--R.sub.4 --].sub.A, II
[--O--R.sub.5 --C(O)--].sub.B, and III
([--O--R.sub.5 --C(O)].sub.P --O--).sub.L G XI
and combinations thereof. These aliphatic polyoxaesters may be blended with other polymers which are preferably biocompatable.
-
Citations
22 Claims
-
1. A polymer blend comprising an aliphatic polyoxaesters having a first divalent repeating unit of formula I:
-
space="preserve" listing-type="equation">[O--C(O)--C(R.sub.1) (R.sub.2)--O--(R.sub.3)--O--C(R.sub.1) (R.sub.2)--C(O)--] Iand a second repeating unit selected from the group of formulas consisting of;
space="preserve" listing-type="equation">[--O--R.sub.4 --]A, II
space="preserve" listing-type="equation">[--O--R.sub.5 --C(O)--].sub.B, and III
space="preserve" listing-type="equation">([--O--R.sub.5 C(O)].sub.P --O--).sub.L G XIand combinations thereof, wherein R1 and R2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R3 is an alkylene unit containing from 2 to 12 carbon atoms or is an oxyalkylene group of the following formula;
space="preserve" listing-type="equation">--[(CH.sub.2).sub.C --O--].sub.D --(CH.sub.2).sub.E -- IVwherein 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;
R4 is an alkylene unit containing from 2 to 8 carbon atoms;
A is an integer in the range of from 1 to 2,000;
R5 is selected from the group consisting of --C(R6), --(R7)--, --(CH2)3 --O--, --CH2 --CH2 --O--CH2 --, --CR8 H--CH2 --, --(CH2)5 --, --(CH2)F --O--C(O)-- and --(CH2)F C(O)--CH2 --;
R6 and R7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R8 is hydrogen or methyl;
F is an integer 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; anda 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) and combinations thereof. - View Dependent Claims (2, 3, 4)
-
-
5. A device made from a polymer blend comprising an aliphatic polyoxaesters comprising a first divalent repeating unit of formula I:
-
space="preserve" listing-type="equation">[O--C(O)--C(R.sub.1)(R.sub.2)--O--(R.sub.3)--O--C(R.sub.1) (R.sub.2)--C(O)--] Iand a second repeating unit selected from the group of formulas consisting of;
space="preserve" listing-type="equation">[--O--R.sub.4 --].sub.A, II
space="preserve" listing-type="equation">[--O--R.sub.5 --C (O)--].sub.B, and III
space="preserve" listing-type="equation">([--O--R.sub.5 --C(O)].sub.P --O--).sub.L G XIand combinations thereof, wherein R1 and R2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R3 is an alkylene unit containing from 2 to 12 carbon atoms or is an oxyalkylene group of the following formula;
space="preserve" listing-type="equation">--[(CH.sub.2).sub.C --O--].sub.D --(CH.sub.2).sub.E -- IVwherein 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;
R4 is an alkylene unit containing from 2 to 8 carbon atoms;
A is an integer in the range of from 1 to 2,000;
R5 is selected from the group consisting of --C(6) (R7)--, --(CH2)3 --O--, --CH2 --CH2 --O--CH2, --CR8 H--CH2 --, --(CH2)5 --, --(CH2)F --O--C(O)-- and --(CH2)F --C(O)--CH2 --;
R6 and R7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R8 is hydrogen or methyl;
F is an integer 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; 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) and combinations thereof. - View Dependent Claims (6, 7, 8, 9, 14, 15, 16)
-
-
10. A device coated with a polymer blend comprising an aliphatic polyoxaesters having a first divalent repeating unit of formula I:
-
space="preserve" listing-type="equation">[O----C (O)--C(R.sub.1) (R.sub.2)--O--(R.sub.3)--O--C(R.sub.1) (R.sub.2)--C(O)--.sub.] Iand a second repeating unit selected from the group of formulas consisting of;
space="preserve" listing-type="equation">[--O--R.sub.4 --].sub.A, II
space="preserve" listing-type="equation">[--O--R.sub.5 --C(O)--].sub.B, and III
space="preserve" listing-type="equation">([--O--R.sub.5 --C(O)].sub.P --O--).sub.L G XIand combinations thereof, wherein R1 and R2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R3 is an alkylene unit containing from 2 to 12 carbon atoms or is an oxyalkylene group of the following formula;
space="preserve" listing-type="equation">--[(CH.sub.2).sub.C --O--].sub.D --(CH.sub.2).sub.E -- IVwherein 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;
R4 is an alkylene unit containing from 2 to 8 carbon atoms;
A is an integer in the range of from 1 to 2,000;
R5 is selected from the group consisting of --C(R6) (R7)--, --(CH2)3 --O--, --CH2 --CH2 --O--CH2 --, --CR8 H--CH2 --, --(CH2 5 --, --(CH2)F --O--C(O)-- and --(CH2) F --C(O)--CH2 --;
R6 and R7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R8 is hydrogen or methyl;
F is an integer 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; 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) and combinations thereof wherein the inherent viscosity of the polymer blend is in the range of from about 0.05 to about 2.0 deciliters per gram (dl/g) as measured in a 0.1 g/dl solution of hexafluoroisopropanol (HFIP) at 25°
C. - View Dependent Claims (11, 12, 17, 18, 19)
-
-
13. A drug delivery matrix comprising a drug and a polymer blend containing an aliphatic polyoxaester having a first divalent repeating unit of formula I:
-
space="preserve" listing-type="equation">[O--C(O)--C(R.sub.1) (R.sub.2)--O--(R.sub.3)--O--C(R.sub.1) (R.sub.2)--C(O)--] Iand a second repeating unit selected from the group of formulas consisting of;
space="preserve" listing-type="equation">[--O--R.sub.4 --].sub.A, II
space="preserve" listing-type="equation">[--O--R.sub.5 --C(O)--].sub.B, and III
space="preserve" listing-type="equation">([--O--R.sub.5 C(O)].sub.P --O--).sub.L G XIand combinations thereof, wherein R1 and R2 are independently hydrogen or an alkyl group containing 1 to 8 carbon atoms;
R3 is an alkylene unit containing from 2 to 12 carbon atoms or is an oxyalkylene group of the following formula;
space="preserve" listing-type="equation">--[(CH.sub.2).sub.C --O--].sub.D --(CH.sub.2).sub.E -- IVwherein 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;
R4 is an alkylene unit containing from 2 to 8 carbon atoms;
A is an integer in the range of from 1 to 2,000;
R5 is selected from the group consisting of --C(R6) (R7)--, --(CH2)3 --O--, --CH2 --CH2 --O--CH2 --, --CR8 H--CH2 --, --(CH2)5 --, --(CH2)F --O--C(O)-- and --(CH2)F --C(O)--CH2 --;
R6 andR7 are independently hydrogen or an alkyl containing from 1 to 8 carbon atoms;
R8 is hydrogen or methyl;
F is an integer 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; anda 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) and combinations thereof. - View Dependent Claims (20, 21, 22)
-
Specification