Polymers containing acetal, carboxy-acetal, ortho ester and carboxyortho ester linkages
AssigneePharmaceutical Delivery Systems, Inc.
InventorsJorge Heller, Steve Y. W. Ng, Donald W. H. Penhale
Life of this patent
Estimating the term…
Abstract
Biodegradable polymers that are useful for making biodegradable sustained release agent dispensers and which contain acetal, carboxy-acetal, ortho ester and/or carboxy-ortho ester linkages.
Claims39
A linear or crosslinked biodegradable polymer containing a combination of the following mer units:
- ##STR31## wherein X is a quadrivalent organic grouping, A and B may be the same or different and are selected from the group consisting of hydrogen, and lower alkyl, and R.sup.1, R.sup.2, R', R" and R'" may be the same or different and are selected from the group consisting of hydrocarbyl of 1 to 14 carbon atoms, oxyhydrocarbyl of 1 to 14 carbon atoms containing 1 to 4 oxy groups, and aryl of 1 to 4 rings, and wherein said R.sup.1, R.sup.2, R', R" and R'" are unsubstitent or substituted with one or more longer alkyl, amino, nitro or halogen moieties.
A method for preparing a linear or crosslinked biodegradable polymer, comprising, under anhydrous conditions:
- (i) reacting a diketene acetal having the formula ##STR33## with at least one vinyl ether selected from the group consisting of mono-hydroxy vinyl ethers HO--R.sup.1 --O--CH.dbd.CH.sub.2 and mono-carboxy vinyl ethers HOOC--R.sup.2 --O--CH.dbd.CH.sub.2 to give an intermediate compound comprising a vinyl-terminated monomer;
- and
- (b) reacting said vinyl-terminated monomer with at least one compound given by R'(OH).sub.n, R"(COOH).sub.n, or R'"(OH).sub.1 (COOH).sub.m, wherein n is an integer greater than or equal to 2, and l and m are integers greater than or equal to 1.
A biodegradable polymer containing the mer unit ##STR34## wherein X is a quadrivalent organic grouping, A and B may be the same or different and are selected from the group consisting of hydrogen and lower alkyl, and R.sup.1 and R' may be the same or different and are selected from the group consisting of hydrocarbyl of 1 to 1-4 carbon atoms, oxyhydrocarbyl of 1 to 14 carbon atoms containing 1 to 4 oxy groups, and aryl of 1 to 4 rings, and wherein said R.sup.1 and R' are unsubstituted or substituted with one or more lower alkyl, amino, nitro or halogen moieties.
A biodegradable polymer containing the mer unit ##STR35## wherein X is a quadrivalent organic grouping, A and B may be the same or different and are selected from the group consisting of hydrogen and lower alkyl, and R.sup.2 and R' may be the same or different and are selected from the group consisting of hydrocarbyl of 1 to 14 carbon atoms, oxyhydrocarbyl of 1 to 14 carbon atoms containing 1 to 4 oxy groups, and aryl of 1 to 4 rings, and wherein said R.sup.2 and R' are unsubstituted or substituted with one or more lower alkyl, amino, nitro or halogen moieties.
A biodegradable polymer containing the mer unit ##STR36## wherein X is a quadrivalent organic grouping, A and B may be the same or different and are selected from the group, consisting of hydrogen and lower alkyl, and R.sup.1 and R" may be the same or different and are selected from the group consisting of hydrocarbyl of 1 to 14 carbon atoms, oxyhydrocarbyl of 1 to 14 carbon atoms containing 1 to 4 oxy groups, and aryl of 1 to 4 rings, and wherein said R.sup.1 and R" are unsubstituted or substituted with one or more lower alkyl, amino, nitro or halogen moieties.
A biodegradable polymer containing the mer unit ##STR37## wherein X is a quadrivalent organic grouping, A and B may be the same or different and are selected from the group consisting of hydrogen and lower alkyl, and R.sup.2 and R" may be the same or different and are selected from the group consisting of hydrocarbyl of 1 to 14 carbon atoms, oxyhydrocarbyl of 1 to 14 carbon atoms containing 1 to 4 oxy groups, and aryl of 1 to 4 rings, and wherein said R.sup.2 and p are unsubstituted or substituted with one or more lower alkyl, amino, nitro or halogen moieties.
Dependencies are inferred from the claim text.