US4180646A
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Novel orthoester polymers and orthocarbonate polymers
Assignee: Alza Corp
•
Filing: 1978-03-03
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Granted: 1979-12-25
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Expires: 1998-03-03
Abstract
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 1 is a multivalent hydrocarbon radical, R 2 and R 3 are hydrocarbon radicals with at least one of R 2 or R 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.
Inventors
- 👤 Nam S. Choi
- 👤 Jorge Heller
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 22:26
CPC Classifications
C; C08; C08G; C08G4/00; A; A61; A61K; A61K9/00; A61K9/20; A61K9/2004; A61K9/2022; A61K9/2031; A61K9/204; C08G65/00; C08G65/34; C08G67/00
Claims Analysis
Total Claims: 62
Claim 1
Independent Claim
471 words
A polymer of the general formula: ##STR60## wherein R 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 2 and R 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 1 O with R 1 as defined above; a heterocyclic ring of 5 to 8 atoms formed when R 2 and R 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 2 and R 3 are taken together; a fused polycyclic ring of 8 to 12 atoms formed when R 2 and R 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 2 and R 3 is selected from the group consisting of alkoxy, alkenyloxy and OR 1 O, and when R 2 and R 3 are independently alkoxy and alkenyloxy and the other member of said R 2 and R 3 is selected from the group consisting of alkyl, alkenyl, alkoxy, alkenyloxy, alkylene, alkenylene, alkyleneoxy and oxa; and when R 2 and R 3 are taken together, a member selected from the group of heterocyclic and fused polycyclic rings; and n is greater than 10.
Claim 2
Dependent Claim
471 words
A polymer of the general formula: ##STR60## wherein R 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 2 and R 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 1 O with R 1 as defined above; a heterocyclic ring of 5 to 8 atoms formed when R 2 and R 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 2 and R 3 are taken together; a fused polycyclic ring of 8 to 12 atoms formed when R 2 and R 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 2 and R 3 is selected from the group consisting of alkoxy, alkenyloxy and OR 1 O, and when R 2 and R 3 are independently alkoxy and alkenyloxy and the other member of said R 2 and R 3 is selected from the group consisting of alkyl, alkenyl, alkoxy, alkenyloxy, alkylene, alkenylene, alkyleneoxy and oxa; and when R 2 and R 3 are taken together, a member selected from the group of heterocyclic and fused polycyclic rings; and n is greater than 10.
Claim 3
Dependent Claim
49 words
A polymer according to claim 1, wherein R 1 is divalent when R 2 and R 3 are selected from the group consisting of alkyl, alkenyl, alkoxy and alkenyloxy, with at least one of said R 2 and R 3 selected from the group consisting of alkoxy and alkenyloxy.
Claim 4
Dependent Claim
42 words
A polymer according to claim 1, wherein R 1 is divalent when R 2 and R 3 taken together is a heterocyclic ring when R 2 is selected from alkyleneoxy, and alkenyleneoxy, and R 3 is selected from alkyleneoxy, alkenyleneoxy and alkylene.
Claim 5
Dependent Claim
49 words
A polymer according to claim 1, wherein R 1 is divalent when R 2 and R 3 taken together is a fused polycyclic ring when R 2 is selected from oxa, alkyleneoxy and alkenyleneoxy and R 3 is taken from the group consisting of aryloxy, aralkyleneoxy, aralkenyleneoxy and aralkylene.
Claim 6
Dependent Claim
53 words
A polymer according to claim 1, wherein R 1 is divalent when one of said R 2 and R 3 is an OR 1 O bridge between polymer backbones and the other of said R 2 and R 3 is a member selected from the group consisting of alkyl, alkenyl, alkyloxy and alkenyloxy.
Claim 7
Dependent Claim
33 words
A polymer according to claim 1, wherein R 1 is trivalent when R 2 and R 3 taken together is a member selected from the group consisting of heterocyclic and fused polycyclic rings.
Claim 8
Dependent Claim
33 words
A polymer according to claim 1, wherein R 1 is tetravalent when R 2 and R 3 taken together is a member selected from the group consisting of heterocyclic and fused polycyclic rings.
Claim 9
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR61##
Claim 10
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR62##
Claim 11
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR63##
Claim 12
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR64##
Claim 13
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR65##
Claim 14
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR66##
Claim 15
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR67##
Claim 16
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR68##
Claim 17
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR69##
Claim 18
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR70##
Claim 19
Dependent Claim
16 words
A polymer according to claim 1 of the formula, wherein y is 2 to 10: ##STR71##
Claim 20
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR72##
Claim 21
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR73##
Claim 22
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR74##
Claim 23
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR75##
Claim 24
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR76##
Claim 25
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR77##
Claim 26
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR78##
Claim 27
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR79##
Claim 28
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR80##
Claim 29
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR81##
Claim 30
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR82##
Claim 31
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR83##
Claim 32
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR84##
Claim 33
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR85##
Claim 34
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR86##
Claim 35
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR87##
Claim 36
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR88##
Claim 37
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR89##
Claim 38
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR90##
Claim 39
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR91##
Claim 40
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR92##
Claim 41
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR93##
Claim 42
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR94##
Claim 43
Dependent Claim
16 words
A polymer according to claim 1 of the formula, when y is 1 to 10: ##STR95##
Claim 44
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR96##
Claim 45
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR97##
Claim 46
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR98##
Claim 47
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR99##
Claim 48
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR100##
Claim 49
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR101##
Claim 50
Dependent Claim
10 words
A polymer according to claim 1 of the formula: ##STR102##
Claim 51
Dependent Claim
12 words
A polymer of the formula, wherein n is at least 10: ##STR103##
Claim 52
Dependent Claim
12 words
A polymer of the formula, wherein n is at least 10: ##STR103##
Claim 53
Dependent Claim
12 words
A polymer of the formula, wherein n is at least 10: ##STR104##
Claim 54
Dependent Claim
12 words
A polymer of the formula, wherein n is at least 10: ##STR104##
Claim 55
Dependent Claim
181 words
A polymer of the formula: ##STR105## wherein R 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.
Claim 56
Dependent Claim
181 words
A polymer of the formula: ##STR105## wherein R 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.
Claim 57
Dependent Claim
212 words
A copolymer comprised of mers I and II according to the following formula: ##STR106## wherein R 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 1 , a, and b in mer I is different than R 1 , a and b in mer II.
Claim 58
Dependent Claim
212 words
A copolymer comprised of mers I and II according to the following formula: ##STR106## wherein R 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 1 , a, and b in mer I is different than R 1 , a and b in mer II.
Claim 59
Dependent Claim
215 words
A terpolymer of mers I, II and III according to the following formula: ##STR107## wherein R 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 1 , a, and b in mers I, II and III is different than R 1 , a, and b in mers I, II and III.
Claim 60
Dependent Claim
215 words
A terpolymer of mers I, II and III according to the following formula: ##STR107## wherein R 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 1 , a, and b in mers I, II and III is different than R 1 , a, and b in mers I, II and III.
Claim 61
Dependent Claim
197 words
A polymer of the general formula: ##STR108## wherein R 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 2 and R 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.
Claim 62
Dependent Claim
197 words
A polymer of the general formula: ##STR108## wherein R 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 2 and R 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.
References Cited (Backward Citations)
GB1239504A
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-24 | 1983-06-25 | 1983-12-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-24 | 1987-06-25 | 1987-12-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-24 | 1991-06-25 | 1991-12-25 | $7700.00 | Window Closed / Lapsed |