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US5241081A
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N-alkyl-n-(meth)acryloyloxyalkylcarboxamides of aromatic carboxylic acids and aromatic carboxylic acid anhydrides, and adhesives containing these compounds
Assignee: Kulzer GmbH
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Filing: 1991-08-09
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Granted: 1993-08-31
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Expires: 2011-08-09
Abstract
Abstract The invention relates to new N-alkyl-N-(meth)acryloyloxyalkylcarboxamides of aromatic carboxylic acids and aromatic carboxylic acid anhydrides, their preparation and formulations of these compounds for use as adhesives for the treatment of dental hard substance.
Inventors
- 👤 Michael Muller
- 👤 Wolfgang Podszun
- 👤 Werner Finger
- 👤 Jens Winkel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 14:20
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/87; C07D307/89; C07C; C07C233/00; C07C233/64; C07C233/67; C07C233/68; C07C233/69; Y; Y10; Y10S; Y10S526/00; Y10S526/936
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
100 words
N-Alkyl-N-(meth)acryloyloxyalkylcarboxamides of the formula (I) ##STR24## in which X represents an N-alkyl-N-(meth)acryloyloxyalkylcarboxamide of the formula ##STR25## wherein R 1 denotes hydrogen or methyl, R 2 denotes a divalent aliphatic radical (C 2 -C 6 ) and R 3 denotes a monovalent aliphatic radical (C 1 -C 4 ), Y represents COOH, it also being possible for adjacent groups Y to be linked to form an anhydride group (--CO--O--CO--) Z represents H, X or, if Y denotes COOH, Y and Ph represents a tri- or tetrasubstituted benzene ring (1,2,3-/1,2,4- or 1,2,4,5-substitution) or a tri- or tetrasubstituted naphthalene ring (1,2,6-/1,4,5-/2,3,6-/1,4,5,8- or 2,3,6,7-substitution).
Claim 2
Dependent Claim
100 words
N-Alkyl-N-(meth)acryloyloxyalkylcarboxamides of the formula (I) ##STR24## in which X represents an N-alkyl-N-(meth)acryloyloxyalkylcarboxamide of the formula ##STR25## wherein R 1 denotes hydrogen or methyl, R 2 denotes a divalent aliphatic radical (C 2 -C 6 ) and R 3 denotes a monovalent aliphatic radical (C 1 -C 4 ), Y represents COOH, it also being possible for adjacent groups Y to be linked to form an anhydride group (--CO--O--CO--) Z represents H, X or, if Y denotes COOH, Y and Ph represents a tri- or tetrasubstituted benzene ring (1,2,3-/1,2,4- or 1,2,4,5-substitution) or a tri- or tetrasubstituted naphthalene ring (1,2,6-/1,4,5-/2,3,6-/1,4,5,8- or 2,3,6,7-substitution).
Claim 3
Dependent Claim
66 words
N-Alkyl-N-(meth)acryloyloxyalkylcarboxamides of the formula (II) ##STR26## in which R 1 denotes hydrogen or methyl, R 2 denotes a divalent aliphatic radical (C 2 -C 6 ) and R 3 denotes a monovalent aliphatic radical (C 1 -C 4 ), Z' denotes hydrogen or COOH and Ph represents a tri- or tetrasubstituted benzene ring (1,2,3-/1,2,4- or 1,2,4,5-substitution) or a tri- or tetrasubstituted naphthalene ring (1,2,6-/1,4,5-/2,3,6-/1,4,5,8- or 2,3,6,7-substitution).
Claim 4
Dependent Claim
66 words
N-Alkyl-N-(meth)acryloyloxyalkylcarboxamides of the formula (II) ##STR26## in which R 1 denotes hydrogen or methyl, R 2 denotes a divalent aliphatic radical (C 2 -C 6 ) and R 3 denotes a monovalent aliphatic radical (C 1 -C 4 ), Z' denotes hydrogen or COOH and Ph represents a tri- or tetrasubstituted benzene ring (1,2,3-/1,2,4- or 1,2,4,5-substitution) or a tri- or tetrasubstituted naphthalene ring (1,2,6-/1,4,5-/2,3,6-/1,4,5,8- or 2,3,6,7-substitution).
Claim 5
Dependent Claim
68 words
N-Alkyl-N-(meth)acryloyloxyalkylcarboxamides of the formula (III) ##STR27## in which R 1 denotes hydrogen or methyl, R 2 denotes a divalent aliphatic radical (C 2 -C 6 ) and R 3 denotes a monovalent aliphatic radical (C 1 -C 4 ), Z' denotes hydrogen or COOH and Ph represents a benzene ring which is tri- or tetrasubstituted (1,2,3-/1,2,4- or 1,2,4,5-substitution) or a tri- or tetrasubstituted naphthalene ring (1,2,6-/1,4,5-/2,3,6-/1,4,5,8- or 2,3,6,7-substitution).
Claim 6
Dependent Claim
68 words
N-Alkyl-N-(meth)acryloyloxyalkylcarboxamides of the formula (III) ##STR27## in which R 1 denotes hydrogen or methyl, R 2 denotes a divalent aliphatic radical (C 2 -C 6 ) and R 3 denotes a monovalent aliphatic radical (C 1 -C 4 ), Z' denotes hydrogen or COOH and Ph represents a benzene ring which is tri- or tetrasubstituted (1,2,3-/1,2,4- or 1,2,4,5-substitution) or a tri- or tetrasubstituted naphthalene ring (1,2,6-/1,4,5-/2,3,6-/1,4,5,8- or 2,3,6,7-substitution).
Claim 7
Dependent Claim
66 words
N-Alkyl-N-(meth)acryloyloxyalkylcarboxamides of the formula (IV) ##STR28## in which R 1 denotes hydrogen or methyl, R 2 denotes a divalent aliphatic radical (C 2 -C 6 ) and R 3 denotes a monovalent aliphatic radical (C 1 -C 4 ), Z' denotes hydrogen or COOH and Ph represents a tri- or tetrasubstituted benzene ring (1,2,3-/1,2,4- or 1,2,4,5-substitution) or a tri- or tetrasubstituted naphthalene ring (1,2,6-/1,4,5-/2,3,6-/1,4,5,8- or 2,3,6,7-substitution).
Claim 8
Dependent Claim
66 words
N-Alkyl-N-(meth)acryloyloxyalkylcarboxamides of the formula (IV) ##STR28## in which R 1 denotes hydrogen or methyl, R 2 denotes a divalent aliphatic radical (C 2 -C 6 ) and R 3 denotes a monovalent aliphatic radical (C 1 -C 4 ), Z' denotes hydrogen or COOH and Ph represents a tri- or tetrasubstituted benzene ring (1,2,3-/1,2,4- or 1,2,4,5-substitution) or a tri- or tetrasubstituted naphthalene ring (1,2,6-/1,4,5-/2,3,6-/1,4,5,8- or 2,3,6,7-substitution).
Claim 9
Dependent Claim
14 words
Compositions containing carboxamides according to claim 1, a solvent and if appropriate an initiator.
Claim 10
Dependent Claim
27 words
Compositions containing carboxamides according to claim 1, a solvent and if appropriate an initiator, said initiator being selected from mono- or dicarbonyl compounds which form free radicals.
Claim 11
Dependent Claim
17 words
Compositions containing carboxamides according to claim 1, a solvent and if appropriate an initiator, comprising a coactivator.
Claim 12
Dependent Claim
23 words
Compositions containing carboxamides according to claim 1, a solvent and if appropriate an initiator, additionally comprising (meth)acrylic acid esters which can form crosslinkings.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-08-30 | 1997-03-01 | 1997-08-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-08-30 | 2001-03-01 | 2001-08-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-08-30 | 2005-03-01 | 2005-08-31 | $7700.00 | Window Closed / Lapsed |