Back to results
US 5,464,929 AGranted
Absorbable polyoxaesters
AssigneeEthicon, Inc.
InventorsRao S. Bezwada, Dennis D. Jamiolkowski
Life of this patent
Estimating the term…
Abstract
The present invention describes a new aliphatic polyoxaesters that is bioabsorbable and 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.1)(R.sub.2)--C(O)-- ]I and a second repeating unit selected from the group of formulas consisting of: ##STR1## and combinations thereof.
Claims22
An aliphatic polyoxaesters comprising 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.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, 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.B -- 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 12, 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.4 is an alkylene unit containing from 2 to 8 carbon atoms;
- A is an integer in the range of from 1 to 1,000;
- R.sub.5 is 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.4 --, --(CH.sub.2).sub.F --O--C(O)-- and --(CH.sub.2).sub.F --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 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 molecular weight of formula III is less than about 40,000;
- P is an integer in the range of from 1 to m much that the molecular weight of formula XI is less than about 40,000;
- G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 2 to 12 hydroxyl groups;
- and L is an integer from about 1 to about 12.
16 more elements
A device made from analiphatic polyoxaesters comprising a first divalent repeating unit of formula I:
- [O--C(O)--C(R.sub.1) (R.sub.2)--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.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, wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkhyl 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.B - 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 abour 12, 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.4 is an alkylene unit containing from 2 to 8 carbon atoms;
- A is an integer in the range of from 1 to 1,000;
- R.sub.5 is 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.4 --, --(CH.sub.2).sub.F --O--C(O)-- and --(CH.sub.2).sub.F --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 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 molecular weight of formula III is less than about 40,000;
- P is an integer in the range of from 1 to m such that the molecular weight of formula XI is less than about 40,000;
- G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 2 to 12 hydroxyl groups;
- and L is an integer from about 1 to about 12.
16 more elements
A device coated with an absorbable coating 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 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, 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.B -- 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 12) 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.4 is an alkylene unit containing from 2 to 8 carbon atoms;
- A is an integer in the range of from 1 to 1,000;
- R.sub.5 is 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.4 -, --(CH.sub.2).sub.F --O--C(O)-- and --(CH.sub.2).sub.F --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 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 molecular weight of formula III is less than about 40,000;
- P is an integer in the range of from 1 to m such that the molecular weight of formula XI is less than about 40,000;
- G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 2 to 12 hydroxyl groups;
- and L is an integer from about 1 to about 12 wherrein the inherent viscosity of the polyoxaester 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.degree. C.
16 more elements
A device coated with an absorbable coating 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 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, 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 [containing from 2 to 12 carbon atoms] or is an oxyalkylene group of the following formula:
- --[(CH.sub.2).sub.c --O--].sub.D --(CH.sub.2).sub.B -- 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 12, 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.4 is an alkylene unit containing from 2 to 8 carbon atoms;
- A is an integer in the range of from 1 to 1,000;
- R.sub.5 is 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.4 --, --(CH.sub.2).sub.P --O--C(O)-- and --(CH.sub.2).sub.F --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 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 molecular weight of formula III is less than about 40,000;
- P is an integer in the range of from 1 to m such that the molecular weight of formula XI is less than about 40,000;
- G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 2 to 12 hydroxyl groups;
- and L is an integer from about 1 to about 12 wherein the inherent viscosity of the polyoxaester 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.degree. C.
16 more elements
Dependencies are inferred from the claim text.