Novel orthoester polymers and orthocarbonate polymers
AssigneeAlza Corporation
InventorsNam S. Choi, Jorge Heller
Life of this patent
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Abstract
The invention concerns orthoester and orthocarbonate polymers having a repeating mer comprising a hydrocarbon radical and a symmetrical dioxycarbon unit of the general formula: ##STR1## wherein R.sub.1 is a multivalent hydrocarbon radical, R.sub.2 and R.sub.3 are hydrocarbon radicals with at least one of R.sub.2 or R.sub.3 bonded to the dioxycarbon through an oxygen linkage, and which polymers are synthesized by reacting a polyol with an orthoester or orthocarbonate. The polymers are useful for making articles of manufacture, including devices and coatings for delivering beneficial agents.
Claims55
A polymer of the general formula:
- ##STR60## wherein R.sub.1 is the member selected from the group of divalent, trivalent and tetravalent radicals consisting of alkylene of 2 to 10 carbons;
- alkenylene of 2 to 10 carbons;
- alkyleneoxy of 2 to 6 carbons;
- cycloalkylene of 3 to 7 carbons;
- cycloalkylene of 3 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and and alkenyl of 2 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons;
- arylene;
- and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons;
- R.sub.2 and R.sub.3 are selected from the group consisting of alkyl of 1 to 7 carbons;
- alkenyl of 2 to 7 carbons;
- alkoxy of 1 to 7 carbons;
- alkenyloxy of 2 to 7 carbons;
- alkylene of 2 to 6 carbons;
- alkenylene of 3 to 6 carbons;
- alkyleneoxy of 2 to 6 carbons;
- alkenyleneoxy of 3 to 6 carbons;
- arylene;
- aryloxy and aralkyleneoxy of 8 to 12 carbons intramolecularyl covalently bonded to each other;
- aralkenyleneoxy of 8 to 12 carbons;
- aralkylenedioxy of 8 to 12 carbons;
- aralkenylenedioxy of 8 to 12 carbons;
- oxa;
- OR.sub.1 O with R.sub.1 as defined above;
- a heterocyclic ring of 5 to 8 atoms formed when R.sub.2 and R.sub.3 are taken together;
- a heterocyclic ring of 5 to 8 atoms substituted with an alkyl of 1 to 7 carbons;
- an alkoxy of 1 to 7 carbons and an alkenyl of 2 to 7 carbons formed when R.sub.2 and R.sub.3 are taken together;
- a fused polycyclic ring of 8 to 12 atoms formed when R.sub.2 and R.sub.3 are taken together;
- a fused polycyclic ring of 8 to 12 atoms substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons and an alkenyl of 2 to 7 carbons;
- and wherein at least one of said member R.sub.2 and R.sub.3 is selected from the group consisting of alkoxy, alkenyloxy and OR.sub.1 O, and when R.sub.2 and R.sub.3 are independently alkoxy and alkenyloxy and the other member of said R.sub.2 and R.sub.3 is selected from the group consisting of alkyl, alkenyl, alkoxy, alkenyloxy, alkylene, alkenylene, alkyleneoxy and oxa;
- and when R.sub.2 and R.sub.3 are taken together, a member selected from the group of heterocyclic and fused polycyclic rings;
- and n is greater than 10.
A polymer of the formula, wherein n is at least 10:
- ##STR103##
A polymer of the formula, wherein n is at least 10:
- ##STR104##
A polymer of the formula:
- ##STR105## wherein R.sub.1 is a member selected from the group consisting of alkylene of 2 to 10 carbons;
- alkenylene of 2 to 10 carbons;
- alkyleneoxy of 2 to 6 carbons;
- cycloalkylene of 3 to 7 carbons;
- cycloalkylene of 3 to 7 carbons substituted with a member selected from the group consisting of an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons;
- arylene;
- and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons;
- and wherein a is 0 or 1, b is 2 to 6, and n is greater than 10.
A copolymer comprised of mers I and II according to the following formula:
- ##STR106## wherein R.sub.1 is a member selected from the group consisting of alkylene of 2 to 10 carbons;
- alkenylene of 2 to 10 carbons;
- alkyleneoxy of 2 to 6 carbons;
- cycloalkylene of 3 to 7 carbons;
- cycloalkylene of 3 to 7 carbons substituted with a member selected from the group consisting of alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons;
- arylene;
- and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons;
- and wherein a is 0 to 1;
- b is 2 to 6;
- m is greater than 10;
- n is greater than 10;
- and at least one of R.sub.1, a, and b in mer I is different than R.sub.1, a and b in mer II.
A terpolymer of mers I, II and III according to the following formula:
- ##STR107## wherein R.sub.1 is a member selected from the group consisting of alkylene of 2 to 10 carbons;
- alkenylene of 2 to 10 carbons;
- alkyleneoxy of 2 to 6 carbons;
- cycloalkylene of 3 to 7 carbons;
- cycloalkylene of 3 to 7 carbons substituted with a member selected from the group consisting of alkyl of 1 to 7 carbons, alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons;
- arylene;
- and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons and an alkenyl of 2 to 7 carbons;
- and wherein a is 0 to 1;
- b is 2 to 6;
- m is greater than 10;
- n is greater than 10;
- p is greater than 10;
- and at least one of R.sub.1, a, and b in mers I, II and III is different than R.sub.1, a, and b in mers I, II and III.
A polymer of the general formula:
- ##STR108## wherein R.sub.1 is a member selected from the group of divalent, trivalent and tetravalent radicals consisting of alkylene of 2 to 10 carbons;
- alkenylene of 2 to 10 carbons;
- alkyleneoxy of 2 to 6 carbons;
- cycloalkylene of 3 to 7 carbons;
- cycloalkylene of 3 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons;
- cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons;
- arylene;
- and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and alkenyl of 2 to 7 carbons;
- and wherein R.sub.2 and R.sub.3 are selected from the group consisting of fused polycyclic and heterocyclic ring selected from the group consisting of dioxolanyl, dioxanyl, dioxepanyl, dioxocanyl, dioxonanyl, tetrahydrofuranyl, dihydrofuranyl, pyranyl, ocanyl, oxepanyl, dihydrodioxanyl, benz-dioxolanyl, benz-dioxanyl, benz-dioxepanyl, benz-dioxocanyl and benz-dioxonanyl.
Dependencies are inferred from the claim text.