EP0398472A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Biodegradable polyurethanes
Assignee: Ono Pharmaceutical Co Ltd
•
Filing: 1990-03-16
•
Granted: —
•
Expires: 2010-03-16
Abstract
Abstract A polyurethane (I) of 1000 to 100000 in molecular weight, comprising plural segments, which are each structural units of A-B, A-C and A-D of the formulae: A-B: - @NH-R<1>-NH-@-aza- A-C: - @NH-R<1>-NH-@-Z-R<2>-Z- and A-D: - @NH-R<1>-NH@-O-R<3>-O- the molar proportion of the said segments of A-B, A-C and A-D i.e. x : y : z being 0.01 to 0.8 : 0 to 0.80 : 0 to 0.99, provided that the sum of x, y and z is 1.0; wherein R<1> is a skeleton of a diisocyanate, aza is a group of the formula: <CHEM> wherein Y<1> and Y<2>, represent oxygen, imino (-NH-) and hydrocarbon derivatives thereof; R<4> and R<5> are optional substituents; R<2> is a polyalkylene glycol residue; Z is oxygen or imino; R<3> is alkylene or the residue of an ether or secondary or tertiary amine. The polurethanes are useful for coating medicaments for release in the large intestine.
Inventors
- 👤 Yoshiharu Kimura
- 👤 Soonih C/O Minase Research Institute Kim
- 👤 Akio C/O Minase Research Institute Nishiura
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-25 03:54
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/48; A61K9/50; A61K9/5005; A61K9/5021; A61K9/5031; C; C08; C08G; C08G18/00; A61K9/4891; A61K9/5073; A61K9/5078; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3819; C08G18/3836; C08G2230/00
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
292 words
A polyurethane (I) of 1000 to 100000 in average molecular weight, comprising plural segments, which are each structural units of A-B, A-C and A-D of the formulae: and the molar proportion of the said segments of A-B, A-C and A-D i.e. x : y : z being 0.01 to 0.8 : 0 to 0.80 : 0 to 0.99, provided that the sum of x, y and z is 1.0; the seqments A, B, C and D beinq structural units of the formulae: B: -aza- C: -Z-R 2- Z- and D: -0-R 3- 0-; wherein R 1 is a skeleton of a diisocyanate and the three R' groups in each of the segments A-B, A-C and A-D are same or different; aza is a group of the formula: or wherein Y 1 and Y 2 , which may be the same or different, represent oxygen, imino (-NH-) or a group of the formula: *R 6 -O, *R 6 -NH, O-R 6 -O, *NHCO-R 6 -NH or *CONH-R 6 -NH; wherein R 6 is alkylene and the atom or the end of the group marked by * is bonded to the phenyl ring; R 4 and R 5 are each, independently, hydrogen, halogen, nitro or phenyl; R 2 is a polyalkylene glycol residue; Z is oxygen or imino and both groups Z are the same; R 3 is alkylene or a group of the formula: R 7 -O-R 8 , R 7- NH-R S or wherein R 7 and R 8 , which may be the same or different, are alkylene; and R 9 is alkyl; each segment of the said polyurethane being contained in the proportion of x, y and z and being a block-type polymer, random type polymer, or a combination thereof.
Claim 2
Dependent Claim
292 words
A polyurethane (I) of 1000 to 100000 in average molecular weight, comprising plural segments, which are each structural units of A-B, A-C and A-D of the formulae: and the molar proportion of the said segments of A-B, A-C and A-D i.e. x : y : z being 0.01 to 0.8 : 0 to 0.80 : 0 to 0.99, provided that the sum of x, y and z is 1.0; the seqments A, B, C and D beinq structural units of the formulae: B: -aza- C: -Z-R 2- Z- and D: -0-R 3- 0-; wherein R 1 is a skeleton of a diisocyanate and the three R' groups in each of the segments A-B, A-C and A-D are same or different; aza is a group of the formula: or wherein Y 1 and Y 2 , which may be the same or different, represent oxygen, imino (-NH-) or a group of the formula: *R 6 -O, *R 6 -NH, O-R 6 -O, *NHCO-R 6 -NH or *CONH-R 6 -NH; wherein R 6 is alkylene and the atom or the end of the group marked by * is bonded to the phenyl ring; R 4 and R 5 are each, independently, hydrogen, halogen, nitro or phenyl; R 2 is a polyalkylene glycol residue; Z is oxygen or imino and both groups Z are the same; R 3 is alkylene or a group of the formula: R 7 -O-R 8 , R 7- NH-R S or wherein R 7 and R 8 , which may be the same or different, are alkylene; and R 9 is alkyl; each segment of the said polyurethane being contained in the proportion of x, y and z and being a block-type polymer, random type polymer, or a combination thereof.
Claim 3
Dependent Claim
30 words
A polyurethane according to claim 1 in which R 1 is a C 2 - 9 alkylene, an aromatic group of the formula: or an alicylic groups of the formula:
Claim 4
Dependent Claim
57 words
A polyurethane composition according to claim 1 or 2 in which the diisocyanate residue, unit A, is the residue of tetramethylene diisocyanate, hexamethylene diisocyanate, 2,2,5-trimethylhexamethylene diisocyanate, octamethylene diisocyanate, o-, m- or p-phenylene diisocyanate, 2,4- or 2,6-tolylene diisocyanate (TDI), 4,4'-diphenylmethane diisocyanate (MDI), o-, m- or p-xylylene diisocyanate, naphthalene 1,5-diisocyanate, hydrogenated TDI, hydrogenated MDI, dicyclohexyldimethylmethane 4,4-diisocyanate, or isophorone diisocyanate.
Claim 5
Dependent Claim
57 words
A polyurethane according to claim 1 or 2, wherein R 1 is C 4 - 8 alkylene, or a divalent group of a benzene or cyclohexyl, both which may be optionally substituted by one to four methyl groups, and R' may be linked to the cyanate residues either directly, or when present, optionally via a methyl group.
Claim 6
Dependent Claim
14 words
A polyurethane according to claim 4 wherein R 1 is hexamethylene, 3,5,5-trimethylcyclohexan-1-yl-3-ylmethylene, or xylylene.
Claim 7
Dependent Claim
65 words
A polyurethane according to any one of the preceding claims wherein aza is a group of the formula: or wherein Y 1 and Y 2 , which may be the same or different, are oxygen, imino or a group of the formula: * R 6- or * R 6- NH (in which R 6 is C1-4 alkylene) and R 4 and R 5 are hydrogen.
Claim 8
Dependent Claim
21 words
A polyurethane according to any one of the preceding claims wherein R 2 is a polymer residue of C1-4 alkylene glycol.
Claim 9
Dependent Claim
44 words
A polyurethane according to any one of the preceding claims wherein R 3 is C1-6 alkylene or a group of the formula: R 7- 0-R 8 (in which R 7 and R 8 , which may be the same or different, are C1-6 alkylene).
Claim 10
Dependent Claim
54 words
A polyurethane according to any one of the preceding claims wherein proportion of the segments, x : y is less than 0.6: more than 0.4, x : z is less than 0.2 : more than 0.8, or x : y : z is less than 0.2 : less than 0.1 : more than 0.7.
Claim 11
Dependent Claim
49 words
A polyurethane according to claim 1, wherein R' is a group of the formula: and R 1 in each of the segments A-B, A-C and A-D are the same, aza is a group of the formula: Z-R 2- Z is a polyethylene glycol residue and R 3 is 1,2-propylene.
Claim 12
Dependent Claim
141 words
A process for the preparation of the polyurethane (I) as claimed in claim 1, which comprises: (i) mixing an azobenzene monomer having two functional groups, which gives the structural unit B (azo compound (B)) with at least one of a polymer which gives the structural unit C (polymer (C)) and a diol compound which gives the structural unit D (diol compound (D)) in appropriate molar proportions, and then subjecting the resulting mixture to a polyaddition reaction with a diisocyanate which gives the structural unit A (diisocyanate (A)) in amounts equimolar with the sum of three preceding compounds; or (ii) reacting azo compound (B) and equimolecular diisocyanate (A), and at least one of (a) reacting polymer (C) and equimolecular diisocyanate (A), and (b) reacting diol compound (D) and equimolecular diisocyanate (A), and optionally mincing the resulting mixture of block copolymers thus obtained.
Claim 13
Dependent Claim
15 words
A pharmaceutical adjuvant containing a polyurethane claimed in any one of claims 1 to 10.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
Maintenance schedule is calculated for granted US utility patents.