Alternating and semi-alternating poly(ester-anhydride) copolymers
AssigneeDexcel Pharma Technologies Ltd.
InventorsAbraham J. Domb, Michael Grishko, Ezra Hanuka, Ron Schlinger, Tal Hagigit
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Abstract
A copolymer characterized by alternating or semi-alternating ester and anhydride bonds, methods for its production and use thereof, particularly as a carrier for drug delivery, are described herein.
Claims19
A method of preparing a poly(ester-anhydride) copolymer having alternating or semi-alternating ester and anhydride bonds comprising a structure of Formula (1)
- wherein R′ and R″ are independently selected from linear or branched C1-C40 alkyl, C2-C40 alkenyl, and C2-C40 alkynyl, and wherein each x and y is independently an integer from 1 to 5 provided that x+y is not greater than 6, and n is an integer from about 2 to about 1,000, the method comprising the steps of:
- a) obtaining an activated compound of Formula (4)
- b) reacting the activated compound of Formula (4) of step (a) with a compound of Formula (3)
- to give a repeating unit comprising a compound of Formula (1a)
- wherein each x′ and y′ is independently an integer from 0 to 5 provided that x′+y′ is not greater than 6;
- and
- c) converting the repeating unit of step (b) to an alternating or semi-alternating poly(ester-anhydride) copolymer of Formula (1).
A poly(ester-anhydride) copolymer having alternating or semi-alternating ester and anhydride bonds comprising a structure of Formula (1)
- wherein the copolymer is formed by monomers of Formulae (3) and (4) at a molar ratio of 2:1:
- wherein the copolymer comprises a repeating unit comprising a monomer of Formula (3), a monomer of Formula (4), and a monomer of Formula (3) linked by two consecutive ester bonds,
- wherein R′ and R″ are independently selected from linear or branched C1-C40 alkyl, C2-C40 alkenyl, and C2-C40 alkynyl, and wherein each x and y is independently an integer from 1 to 5 provided that x+y is not greater than 6, and n is an integer from about 2 to about 1,000.
A poly(ester-anhydride) copolymer having alternating or semi-alternating ester and anhydride bonds comprising a structure of Formula (1)
- wherein the copolymer is formed by monomers of Formulae (3) and (4) at a molar ratio of 1.5:1:
- wherein the copolymer comprises two repeating units, wherein the first repeating unit comprises a monomer of Formula (3), a monomer of Formula (4), and a monomer of Formula (3) linked by two consecutive ester bonds, and wherein the second repeating unit comprises a monomer of Formula (3) and a monomer of Formula (4) linked by an ester bond,
- wherein R′ and R″ are independently selected from linear or branched C1-C40 alkyl, C2-C40 alkenyl, and C2-C40 alkynyl, and wherein each x and y is independently an integer from 1 to 5 provided that x+y is not greater than 6, and n is an integer from about 2 to about 1,000.
Dependencies are inferred from the claim text.