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公开(公告)号:US10588830B2
公开(公告)日:2020-03-17
申请号:US15766382
申请日:2016-10-07
Applicant: DENTSPLY SIRONA Inc.
Inventor: Joachim E. Klee , Florian Szillat , Maximilian Maier , Helmut Ritter , Jacques Lalevee , Jean Pierre Fouassier , Fabrice Morlet-Savary , Celine Dietlin , Mariem Bouzrati-Zerelli , Christoph P Fik
Abstract: The present invention relates to a dental composition comprising a specific polymerization initiator system comprising a compound having an acylsilyl- or acylgermanyl-group. The present invention also relates the use of the compound having an acylsilyl- or acylgermanyl group for the preparation of a dental composition.
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公开(公告)号:US10449125B2
公开(公告)日:2019-10-22
申请号:US15951319
申请日:2018-04-12
Applicant: DENTSPLY SIRONA Inc.
Inventor: Joachim E. Klee , Helmut Ritter , Maximilliam Maier , Julia Gansel , Andreas Facher , Oliver Elsner , Sven Pohle
Abstract: A process for producing a water-soluble, hydrolysis-stable, polymerizable polymer, comprising a) a step of copolymerizing a mixture comprising (i) a first copolymerizable monomer comprising at least one optionally protected carboxylic acid group and a first polymerizable organic moiety, and (ii) a second copolymerizable monomer comprising one or more optionally protected primary and/or secondary amino groups and a second polymerizable organic moiety, for obtaining an amino group containing copolymer; b) a step of coupling to the amino group containing copolymer a compound having a polymerizable moiety and a functional group reactive with an amino group of repeating units derived from the second copolymerizable monomer in the amino group containing copolymer obtained in the first step wherein the optionally protected amino group is deprotected, so that polymerizable pendant groups are linked to the backbone by hydrolysis-stable linking groups, and, optionally, a step of deprotecting the protected carboxylic acid group after step (a) or step (b), for obtaining a polymerizable polymer.
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公开(公告)号:US10899861B2
公开(公告)日:2021-01-26
申请号:US15754303
申请日:2016-09-09
Applicant: DENTSPLY SIRONA inc.
Inventor: Joachim Klee , Caroline Renn , Florian Szillat , Oliver Elsner , Christian Scheufler , Ulrich Lampe , Helmut Ritter
IPC: A61F2/00 , C08F220/56 , C08F8/30 , C08F290/12 , C08F220/06 , C07C233/20
Abstract: The present invention relates to a polymerizable polyacidic polymer and to a process for preparing the polymerizable polyacidic polymer. Furthermore, the present invention relates to an aqueous dental composition comprising the polymerizable polyacidic polymer, to a use of the polymerizable polyacidic polymer for the preparation of a dental composition and to an acrylic acid derivative copolymer.
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公开(公告)号:US20190201297A1
公开(公告)日:2019-07-04
申请号:US16237983
申请日:2019-01-02
Applicant: DENTSPLY SIRONA Inc.
Inventor: Caroline Renn , Florian Szillat , Joachim E. Klee , Christian Scheufler , Oliver Elsner , Thomas Tigges , Mattias Worm , Helmut Ritter , Xiaoming Jin
CPC classification number: A61K6/0835 , A61K6/0017 , A61K6/0023 , A61K6/0038 , A61K6/0052 , C08L33/26 , C08L33/10 , C08L33/08
Abstract: A dental composition comprising a polymerizable acidic compound of the following formula (I): wherein R1 which may be the same or different when more than one R1 is present, represents a hydrogen atom or a methyl group; R2 which may be the same or different when more than one R2 is present, represents a hydrogen atom, a straight-chain or branched C1-6 alkyl group, a C3-8 cycloalkyl group or a straight-chain or branched C2-6 alkenyl group; R3 which may be the same or different when more than one R3 is present, represents a monovalent organic moiety substituted by a group selected from —COOM, —PO3M, —O—PO3M2 and —SO3M, wherein M independently represents a hydrogen atom or a metal atom; or R2 and R3 form together a divalent organic moiety substituted by a group selected from —COOM, —PO3M, —O—PO3M2 and —SO3M, wherein M independently represents a hydrogen atom or a metal atom; L represents a (m+n+1)-valent organic linker group; X represents a hydrogen atom or a group selected from —COOM, —PO3M, —O—PO3M2 or —SO3M, wherein M independently is a hydrogen atom or a metal atom; m is an integer of 0 to 6; n is an integer of 0 to 6; wherein (m+n) is at least 2; provided that when n is 0, then X cannot be a hydrogen atom.
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公开(公告)号:US12268763B2
公开(公告)日:2025-04-08
申请号:US17291337
申请日:2019-11-08
Applicant: DENTSPLY SIRONA INC.
Inventor: Matthias Worm , Joachim E. Klee , Helmut Ritter , Özgür Capar , Laura Hartmann , Moniralsadat Tabatabai
Abstract: The present invention is related to a curable dental two-pack composition comprising: (a) a first paste comprising (a-1) one or more crosslinker having at least four primary amino groups; and (b) a second paste comprising (b-1) one or more compounds polymerizable with a crosslinker of the first paste in a step-growth polymerization reaction; wherein (b-1) the compound polymerizable with the crosslinker compounds is a compound of the following formula (II): wherein A is a hydrocarbon group which may contain one or more hetero atoms selected from oxygen and sulfur atoms; R1 is as defined in claim 1; R4, R5, R6 and R7 are independent from each other and represent a hydrogen atom or a methyl group and the Y, which are independent from each other represent a single bond, an oxygen atom, a sulfur atom, an ester bond or a urethane bond.
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公开(公告)号:US20220000723A1
公开(公告)日:2022-01-06
申请号:US17291337
申请日:2019-11-08
Applicant: DENTSPLY SIRONA INC.
Inventor: Matthias Worm , Joachim E. Klee , Helmut Ritter , Özgür Capar , Laura Hartmann , Monir Tabatabai
Abstract: The present invention is related to a curable dental two-pack composition comprising: (a) a first paste comprising (a-1) one or more crosslinker having at least four primary amino groups; and (b) a second paste comprising (b-1) one or more compounds polymerizable with a crosslinker of the first paste in a step-growth polymerization reaction; wherein (b-1) the compound polymerizable with the crosslinker compounds is a compound of the following formula (II): wherein A is a hydrocarbon group which may contain one or more hetero atoms selected from oxygen and sulfur atoms: R1 is as defined in claim 1; R4, R5, R6 and R7 are independent from each other and represent a hydrogen atom or a methyl group and the Y, which are independent from each other represent a single bond, an oxygen atom, a sulfur atom, an ester bond or a urethane bond.
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公开(公告)号:US10512594B2
公开(公告)日:2019-12-24
申请号:US15766397
申请日:2016-10-10
Applicant: DENTSPLY SIRONA Inc.
Inventor: Joachim E. Klee , Florian Szillat , Maximilian Maier , Helmut Ritter , Jacques Lalevee , Jean Pierre Fouassier , Fabrice Morlet-Savary , Celine Dietlin , Mariem Bouzrati-Zerelli , Christoph P Fik
Abstract: The present invention relates to a dental composition comprising an initiator system comprising a sensitizer compound having an acylsilyl- or acylgermyl-group and a specific coinitiator compound. The present invention also relates to an initiator system consisting essentially of the sensitizer compound having an acylsilyl- or acylgermyl-group and a coinitiator compound wherein a C—H bond dissociation energy is less than 95 Kcal/mol. Furthermore, the present invention relates to the use of this initiator system for the preparation of a dental composition.
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公开(公告)号:US10849831B2
公开(公告)日:2020-12-01
申请号:US16237983
申请日:2019-01-02
Applicant: DENTSPLY SIRONA Inc.
Inventor: Caroline Renn , Florian Szillat , Joachim E. Klee , Christian Scheufler , Oliver Elsner , Thomas Tigges , Mattias Worm , Helmut Ritter , Xiaoming Jin
Abstract: A dental composition comprising a polymerizable acidic compound of the following formula (I): wherein R1 which may be the same or different when more than one R1 is present, represents a hydrogen atom or a methyl group; R2 which may be the same or different when more than one R2 is present, represents a hydrogen atom, a straight-chain or branched C1-6 alkyl group, a C3-8 cycloalkyl group or a straight-chain or branched C2-6 alkenyl group; R3 which may be the same or different when more than one R3 is present, represents a monovalent organic moiety substituted by a group selected from —COOM, —PO3M, —O—PO3M2 and —SO3M, wherein M independently represents a hydrogen atom or a metal atom; or R2 and R3 form together a divalent organic moiety substituted by a group selected from —COOM, —PO3M, —O—PO3M2 and —SO3M, wherein M independently represents a hydrogen atom or a metal atom; L represents a (m+n+1)-valent organic linker group; X represents a hydrogen atom or a group selected from —COOM, —PO3M, —O—PO3M2 or —SO3M, wherein M independently is a hydrogen atom or a metal atom; m is an integer of 0 to 6; n is an integer of 0 to 6; wherein (m+n) is at least 2; provided that when n is 0, then X cannot be a hydrogen atom.
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公开(公告)号:US20170296441A1
公开(公告)日:2017-10-19
申请号:US15486335
申请日:2017-04-13
Applicant: DENTSPLY SIRONA Inc.
Inventor: Caroline RENN , Oliver Elsner , Maximilian Maier , Florian Szillat , Joachim Klee , Christoph Weber , Uwe Walz , Christian Scheufler , Helmut Ritter , Andrew Lichkus , Xiaoming Jin
IPC: A61K6/083
CPC classification number: A61K6/0835 , C08L33/00 , C08L33/10 , C08L33/08
Abstract: The present disclosure relates to an aqueous dental glass ionomer composition comprising a reactive particulate glass, a water-soluble, polymerizable polymer which is reactive with the particulate glass in a cement reaction, a hydrolysis-stable, water-soluble monomer having a single polymerizable double bond and optionally a carboxylic acid group or hydroxyl group; and a polymerization initiator system, wherein the polymerizable polymer is obtainable by a process comprising a step of polymerizing a mixture comprising a first polymerizable monomer comprising at least one optionally protected carboxylic acid group and a first polymerizable organic moiety, and optionally a second copolymerizable monomer comprising one or more optionally protected primary and/or secondary hydroxyl and/or amino group(s) and a second polymerizable organic moiety, for obtaining an water-soluble polymer; a step of coupling to the water-soluble polymer a compound having a olymerizable moiety and a functional group reactive with an optionally protected carboxylic acid group of repeating units derived from the first polymerizable monomer or an optionally protected hydroxyl and/or amino group of repeating units derived from the second copolymerizable monomer in the water-soluble polymer obtained in step a), wherein the optionally protected carboxylic acid group and the optionally protected hydroxyl and/or amine group are deprotected, so that polymerizable pendant groups are linked to the backbone by ester groups, urethane groups and/or amide groups, and, optionally, a step of deprotecting the protected carboxylic acid group for obtaining a polymerizable polymer.
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