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US4952241A
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(Meth)acylic acid derivatives containing urethane groups
Assignee: Kulzer GmbH
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Filing: 1989-07-13
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Granted: 1990-08-28
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Expires: 2009-07-13
Abstract
Abstract The new (meth)acrylic acid derivatives containing urethane groups can be prepared by reaction of a (meth)acrylic acid ester with diisocyanates and subsequent reaction with polyols. The compounds can be used for dental materials.
Inventors
- 👤 Jurgen Reiners
- 👤 Wolfgang Podszun
- 👤 Jens Winkel
- 👤 Carlhans Suling
- 👤 Gerhard Klein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 21:45
CPC Classifications
C; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/34; C08F20/36; A; A61; A61K; A61K6/00; A61K6/20; A61K6/80; A61K6/884; A61K6/891; A61K6/893; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08G18/672; C08G18/673; C08L; C08L75/00; C08L75/04; C08L75/14; C08L75/16; Y; Y10; Y10S; Y10S525/00; Y10S525/92
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
285 words
A dental material containing a (meth)acrylic acid derivative containing urethane groups, of the formula ##STR19## wherein A is a straight-chain or branched aliphatic radical having 2 to 20 carbon atoms in a carbon chain and optionally containing 1 to 3 oxygen bridges, an aromatic radical having 6 to 24 carbon atoms, an araliphatic radical having 7 to 26 carbon atoms or a cycloaliphatic radical having 6 to 26 carbon atoms, r represents the number of chains starting from A and denotes a number from 2 to 6, R 1 and R 2 are identical and denote hydrogen or are different and denote hydrogen and methyl, n denotes a number from 0 to 5, independently for each chain starting from A, X is a divalent, straight-chain or branched aliphatic radical having 2 to 24 carbon atoms in a carbon chain, an aromatic radical having 6 to 26 carbon atoms in a carbon chain, an araliphatic radical having 7 to 26 carbon atoms in a carbon chain or a monocycloaliphatic radical having 6 to 26 carbon atoms in a carbon chain, it being possible for the aliphatic, aromatic, araliphatic and/or monocycloaliphatic radicals to contain 1 to 2 oxygen bridges and for several of the aliphatic, aromatic, araliphatic and/or monocycloaliphatic radicals to be linked via optionally substituted methylene groups, Z denotes a trivalent straight-chain or branched aliphatic hydrocarbon radical which has 3 to 15 carbon atoms in a carbon chain and can optionally contain 1 to 3 oxygen bridges and can optionally be substituted by 1 to 3 (meth)acrylate radicals, and R 3 denotes hydrogen or methyl, independently for each chain starting from A and an effective amount of either a free radical polymerization initiator or a photoinitiator.
Claim 2
Dependent Claim
285 words
A dental material containing a (meth)acrylic acid derivative containing urethane groups, of the formula ##STR19## wherein A is a straight-chain or branched aliphatic radical having 2 to 20 carbon atoms in a carbon chain and optionally containing 1 to 3 oxygen bridges, an aromatic radical having 6 to 24 carbon atoms, an araliphatic radical having 7 to 26 carbon atoms or a cycloaliphatic radical having 6 to 26 carbon atoms, r represents the number of chains starting from A and denotes a number from 2 to 6, R 1 and R 2 are identical and denote hydrogen or are different and denote hydrogen and methyl, n denotes a number from 0 to 5, independently for each chain starting from A, X is a divalent, straight-chain or branched aliphatic radical having 2 to 24 carbon atoms in a carbon chain, an aromatic radical having 6 to 26 carbon atoms in a carbon chain, an araliphatic radical having 7 to 26 carbon atoms in a carbon chain or a monocycloaliphatic radical having 6 to 26 carbon atoms in a carbon chain, it being possible for the aliphatic, aromatic, araliphatic and/or monocycloaliphatic radicals to contain 1 to 2 oxygen bridges and for several of the aliphatic, aromatic, araliphatic and/or monocycloaliphatic radicals to be linked via optionally substituted methylene groups, Z denotes a trivalent straight-chain or branched aliphatic hydrocarbon radical which has 3 to 15 carbon atoms in a carbon chain and can optionally contain 1 to 3 oxygen bridges and can optionally be substituted by 1 to 3 (meth)acrylate radicals, and R 3 denotes hydrogen or methyl, independently for each chain starting from A and an effective amount of either a free radical polymerization initiator or a photoinitiator.
Claim 3
Dependent Claim
33 words
A dental material according to claim 1, comprising in addition to the (meth)acrylic and derivative containing urethane groups further comonomers said comonomers having a boiling point about 100° C. under 13 m bar.
Claim 4
Dependent Claim
10 words
A dental material according to claim 2 further comprising fillers.
Claim 5
Dependent Claim
33 words
In a method of filling teeth using as the filling material a (meth)acrylic acid derivative and an inorganic filler, the improvement comprising filling said teeth with the dental material according to claim 1.
Claim 6
Dependent Claim
29 words
In a method of coating teeth using as the coating material a (meth)acrylic acid derivative, the improvement comprising coating said teeth with the dental material according to claim 1.
Claim 7
Dependent Claim
44 words
In a method of preparing a tooth replacement based on polymers of (meth)acrylic acid derivatives comprising forming said tooth replacement from a dental material containing a (meth)acrylic acid derivative and polymerizing, the improvement wherein the dental material is the material according to claim 1.
Claim 8
Dependent Claim
273 words
A polymer of a (meth)acrylic acid derivative containing urethane groups, of the formula ##STR20## wherein A is a straight-chain or branched aliphatic radical having 2 to 20 carbon atoms in a carbon chain and optionally containing 1 to 3 oxygen bridges, an aromatic radical having 6 to 24 carbon atoms, an araliphatic radical having 7 to 26 carbon atoms or a cycloaliphatic radical having 6 to 26 carbon atoms, r represents the number of chains starting from A and denotes a number from 2 to 6, R 1 and R 2 are identical and denote hydrogen or are different and denote hydrogen and methyl n denotes a number from 0 to 5, independently for each chain starting from A, X is divalent, straight-chain or branched aliphatic radical having 2 to 24 carbon atoms in a carbon chain and, an aromatic radical having 6 to 26 carbon atoms in a carbon chain and, an araliphatic radical having 7 to 26 carbon atoms in a carbon chain and or a monocycloaliphatic radical having 6 to 26 carbon atoms in a carbon chain and, it being possible for the aliphatic, aromatic, araliphatic and/or monocycloaliphatic radicals to contain 1 or 2 oxygen bridges and for several of the aliphatic, aromatic, araliphatic and/or monocycloaliphatic radicals to be linked via optionally substituted methylene groups, Z denotes a trivalent straight-chain or branched aliphatic hydrocarbon radical which has 3 to 15 carbon atoms in a carbon chain and can optionally contain 1 to 3 oxygen bridges and can optionally be substituted by 1 to 3 (meth)acrylate radicals, and R 3 denotes hydrogen or methyl, independently for each chain starting from A.
Claim 9
Dependent Claim
273 words
A polymer of a (meth)acrylic acid derivative containing urethane groups, of the formula ##STR20## wherein A is a straight-chain or branched aliphatic radical having 2 to 20 carbon atoms in a carbon chain and optionally containing 1 to 3 oxygen bridges, an aromatic radical having 6 to 24 carbon atoms, an araliphatic radical having 7 to 26 carbon atoms or a cycloaliphatic radical having 6 to 26 carbon atoms, r represents the number of chains starting from A and denotes a number from 2 to 6, R 1 and R 2 are identical and denote hydrogen or are different and denote hydrogen and methyl n denotes a number from 0 to 5, independently for each chain starting from A, X is divalent, straight-chain or branched aliphatic radical having 2 to 24 carbon atoms in a carbon chain and, an aromatic radical having 6 to 26 carbon atoms in a carbon chain and, an araliphatic radical having 7 to 26 carbon atoms in a carbon chain and or a monocycloaliphatic radical having 6 to 26 carbon atoms in a carbon chain and, it being possible for the aliphatic, aromatic, araliphatic and/or monocycloaliphatic radicals to contain 1 or 2 oxygen bridges and for several of the aliphatic, aromatic, araliphatic and/or monocycloaliphatic radicals to be linked via optionally substituted methylene groups, Z denotes a trivalent straight-chain or branched aliphatic hydrocarbon radical which has 3 to 15 carbon atoms in a carbon chain and can optionally contain 1 to 3 oxygen bridges and can optionally be substituted by 1 to 3 (meth)acrylate radicals, and R 3 denotes hydrogen or methyl, independently for each chain starting from A.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1993-08-27 | 1994-02-26 | 1994-08-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-08-27 | 1998-02-26 | 1998-08-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-08-27 | 2002-02-26 | 2002-08-28 | $7700.00 | Window Closed / Lapsed |