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1. 发明申请

US20080237907A1 Process for the preparation of a polymerizable dental composition 审中-公开
标题翻译：制备可聚合牙科组合物的方法
公开(公告)号：US20080237907A1
公开(公告)日：2008-10-02
申请号：US12156794
申请日：2008-06-04
申请人： Joachim E. Klee , Uwe Walz , Andreas Facher , Christoph Weber , Rolf Mulhaupt , Holger Frey , Ekkehard Muh
发明人： Joachim E. Klee , Uwe Walz , Andreas Facher , Christoph Weber , Rolf Mulhaupt , Holger Frey , Ekkehard Muh
IPC分类号： A61C13/20
CPC分类号： A61K6/083 , A61K6/093 , C08L33/00 , C08L83/10
摘要： A process for the preparation of a polymerizable dental composition comprising the steps of (a) preparing a liquid mixture comprising (i) 1 to 99% w/w of a hybrid monomer component containing at least one hybrid monomer compound having one hydrolysable siloxane group and at least one polymerizable organic moiety, and (ii) 99 to 1% w/w of a monomer component polymerizable with the polymerizable organic moiety of the hybrid monomer compounds; and (b) adding at least a stoichiometrically sufficient amount of water to the mixture to hydrolyse the hydrolysable siloxane group of the hybrid monomer compound and to form spherical polymerizable nanoparticles having an average particle size of from 1 to 100 nm dispersed in the monomer component, whereby the nanoparticles have a structure with Si—O—Si bonds and peripherally exposed polymerizable organic moieties.
摘要翻译：一种制备可聚合牙科用组合物的方法，包括以下步骤：（a）制备液体混合物，其包含（i）1至99％w / w的含有至少一种具有一个可水解硅氧烷基团的杂化单体化合物的杂化单体组分和至少一个可聚合的有机部分，和（ii）99-1％w / w的可与所述杂化单体化合物的可聚合有机部分聚合的单体组分; 和（b）向所述混合物中加入至少一种化学计量的足够量的水以水解所述杂化单体化合物的可水解硅氧烷基团并形成分散在单体组分中的平均粒度为1至100nm的球形可聚合纳米颗粒，由此纳米颗粒具有具有Si-O-Si键和外围暴露的可聚合有机部分的结构。

2. 发明申请

US20080274442A1 Laser curable polymerisable composition for the protection of hard tissue 审中-公开
标题翻译：用于保护硬组织的激光可固化聚合组合物
公开(公告)号：US20080274442A1
公开(公告)日：2008-11-06
申请号：US12215821
申请日：2008-06-30
申请人： Joachim E. Klee , Andreas Facher , Christoph Weber , Rolf Mulhaupt , Martin Schmider
发明人： Joachim E. Klee , Andreas Facher , Christoph Weber , Rolf Mulhaupt , Martin Schmider
IPC分类号： A61C5/04 , A61K6/083 , C08F4/34
CPC分类号： A61K6/0017 , C08L33/00 , C08L63/00
摘要： One-component heat-curable sealant composition for the protection of exposed dental surfaces, comprising (a) a polymerisable monomer and/or oligomer which has at least two polymerizable double bonds per molecule, and (b) an initiator system comprising benzoylperoxide in an amount of at least 2 wt.-% based on the total composition.
摘要翻译：用于保护暴露的牙齿表面的单组分可热固化的密封剂组合物，其包含（a）每分子具有至少两个可聚合双键的可聚合单体和/或低聚物，和（b）包含量为过氧化苯甲酰的引发剂体系至少为2重量％。

3. 发明授权

US09193849B2 Composite filler particles and process for the preparation thereof 有权
标题翻译：复合填料颗粒及其制备方法
公开(公告)号：US09193849B2
公开(公告)日：2015-11-24
申请号：US13714803
申请日：2012-12-14
申请人： Simon Stelzig , Jörg Kempter , Stephanie Noerpel , Joachim E. Klee , Andreas Facher , Uwe Walz , Christoph Weber
发明人： Simon Stelzig , Jörg Kempter , Stephanie Noerpel , Joachim E. Klee , Andreas Facher , Uwe Walz , Christoph Weber
IPC分类号： C08K5/5419 , A61K6/00 , A61K6/083 , C03C17/00 , C09C3/00 , B05D7/24 , C09C1/40 , C09C3/04 , C09C3/08 , C09C3/12 , A61K6/02
CPC分类号： C09D143/04 , A61K6/0008 , A61K6/0076 , A61K6/0085 , A61K6/0091 , A61K6/0215 , A61K6/024 , A61K6/025 , A61K6/083 , B01J2/16 , B05D7/24 , C01P2004/61 , C03C14/008 , C03C17/00 , C03C17/30 , C03C2214/12 , C08K3/40 , C08K5/5419 , C09C1/40 , C09C3/00 , C09C3/006 , C09C3/045 , C09C3/08 , C09C3/12 , C08L33/00
摘要： A process for the preparation of composite filler particles, comprising: (a) coating a particulate filler having a median particle size (D50) of from 1 to 1200 nm; (b) agglomerating the coated particulate filler, for providing a granulation of the coated particulate filler wherein the granulation contains the coated particulate filler particles whereby the at least one coating layer may be crosslinked by crosslinking groups obtained by reacting the reactive groups and optionally a further crosslinking agent.
摘要翻译：一种制备复合填料颗粒的方法，包括：（a）涂覆中值粒径（D50）为1至1200nm的颗粒填料; （b）使涂覆的颗粒填料凝聚，以提供涂覆的颗粒填料的造粒，其中造粒物包含涂覆的颗粒填料颗粒，由此至少一个涂层可以通过使反应性基团反应获得的交联基团和任选地进一步的交联剂。

4. 发明授权

US06339114B1 Liquid crystalline (meth)acrylate compounds, composition and method 失效
公开(公告)号：US06339114B1
公开(公告)日：2002-01-15
申请号：US09391539
申请日：1999-09-08
申请人： Joachim E. Klee , Holger Frey , Dirk Holter , Rolf Mulhaupt
发明人： Joachim E. Klee , Holger Frey , Dirk Holter , Rolf Mulhaupt
IPC分类号： A61K6083
CPC分类号： A61K6/0017 , A61K6/0023 , A61K6/0038 , A61K6/083 , A61K6/09 , C07C69/712 , C07C255/54 , C08F290/06 , C08F290/061 , C08F290/064 , C08G18/835 , C08G59/10 , C08G59/12 , C08G59/1466 , C08G59/1494 , C08G59/4292 , C08G63/52 , C08G2270/00 , C08L67/07 , C09K19/2028 , C09K19/3068 , C09K2019/0448 , C08L33/00 , C08L75/16 , C08L43/02
摘要： Liquid crystalline (meth)acrylates of the invention include at least three rigid rod-like moieties. One of these moieties is comprised between the (meth)acrylate rests and further two moieties are bonded as side chains. The liquid crystalline (meth)acrylates polymerizable using redox initiators and/or photo initiators. The (meth)acrylates of the invention polymerize quantitative and with very low volume shrinkage of less than 2.5 percent. The invention provides a polymerizable compound within the scope of the general formula: wherein R1 is a group of the general formula —A—, —A—Y1—B—, —A—Y1—B—Y2—C—, or a steroidal moiety, preferably selected of the group of cholesteryl compounds, wherein each A, B and C independently is a substituted or unsubstituted aromatic moiety having 6 to 24 carbon atoms, a substituted or unsubstituted heteroaromatic moiety having 2 to 24 carbon atoms or a substituted or unsubstituted cycloalkylene moiety having 5 to 30 carbon atoms, a substituted or unsubstituted alkylene moiety having 2 to 20 carbon atoms, each Y1 and Y2 independently is a covalent bond, OCO, N═N, CH═N, C═C, CO, O, S, SO2, O(CO)O, OCS, CH2—O, CH2—S, each L1 and L2 independently is a hydrogen, a alkylene having 1 to 20 carbon atoms or CN, R3 is a covalent bond or a substituted or unsubstituted alkylene having 1 to 20 carbon atoms, oxyalkylene having 1 to 20 carbon atoms, thioalkylene having 1 to 20 carbon atoms or a carboxyalkylene having 1 to 20 carbon atoms, R4 is hydrogen, a substituted or an unsubstituted alkyl having 1 to 20 carbon atoms, cycloalkyl having 5 to 12 carbon atoms, or aryl rest having 6 to 20 carbon atoms, M is a mesogenic group of the general formula —A—Z, —A—Y1—B—Z, —A—Y1—B—Y2—C—Z, or a steroidal moiety, preferably selected of the group of cholesteryl compounds, wherein each A, B and C independently is a substituted or unsubstituted aromatic moiety having 6 to 24 carbon atoms, a substituted or unsubstituted heteroaromatic moiety having 2 to 24 carbon atoms or a substituted or unsubstituted cycloalkylene moiety having 5 to 30 carbon atoms, each Y1 and Y2 independently is a covalent bond, OCO, N═N, CH═N, C═C, CO, O, S, SO2, O(CO)O, OCS, CH2—O, CH2—S, each L1 and L2 independently is a hydrogen, a alkylene having 1 to 20 carbon atoms or CN, Z is a hydrogen, halogen, CN, —OR, COOR, NO2, a halogen substituted or unsubstituted alkylene or alkenyl having 1 to 20 carbon atoms, a halogen substituted or unsubstituted oxyalkylene or oxyalkenyl having 1 to 20 carbon atoms, a halogen substituted or unsubstituted thioalkylene or thioalkenyl having 1 to 20 carbon atoms, a halogen substituted or unsubstituted carboxyalkylene or alkanoylenoxy having 1 to 20 carbon atoms, X is a covalent bond, CO, NHCO, OCO and n is an integer from 1 to 10. These compounds are used in dental compositions and methods of use thereof.

5. 发明授权

US5998499A Liquid crystalline (meth)acrylate compounds, composition and method 失效
标题翻译：液晶（甲基）丙烯酸酯化合物，组成和方法
公开(公告)号：US5998499A
公开(公告)日：1999-12-07
申请号：US723443
申请日：1996-10-07
申请人： Joachim E. Klee , Holger Frey , Dirk Holter , Rolf Mulhaupt
发明人： Joachim E. Klee , Holger Frey , Dirk Holter , Rolf Mulhaupt
IPC分类号： G02F1/13 , A61K6/00 , A61K6/083 , A61K6/087 , A61K6/09 , C07C69/54 , C07C69/712 , C07C255/54 , C08F290/06 , C08G18/83 , C08G59/10 , C08G59/12 , C08G59/14 , C08G59/17 , C08G59/42 , C08G63/52 , C08L67/07 , C09K19/20 , C09K19/30 , C09K19/38
CPC分类号： A61K6/0017 , A61K6/0023 , A61K6/0038 , A61K6/083 , A61K6/09 , C07C255/54 , C07C69/712 , C08F290/06 , C08F290/061 , C08F290/064 , C08G18/835 , C08G59/10 , C08G59/12 , C08G59/1466 , C08G59/1494 , C08G59/4292 , C08G63/52 , C08L67/07 , C09K19/2028 , C09K19/3068 , C08G2270/00 , C09K2019/0448
摘要： A liquid crystalline compound, a polymeric product formed by polymerization of the liquid crystalline compound, a dental composition including the liquid crystalline compound and method of using the dental composition. Polymerization of the liquid crystalline compound results in an low volume percent shrinkage and a high conversion to polymer. The composition of the invention is useful for dental adhesive, primer, cement, pit and fissure sealant and restorative.
摘要翻译：液晶化合物，通过液晶化合物的聚合形成的聚合物，包含液晶化合物的牙科用组合物和使用该牙科用组合物的方法。液晶化合物的聚合导致收缩率低，聚合物转化率高。本发明的组合物可用于牙科粘合剂，底漆，水泥，凹坑和裂缝密封剂和修复剂。

6. 发明申请

US20180071175A1 DENTAL CEMENT COMPOSITION 审中-公开
公开(公告)号：US20180071175A1
公开(公告)日：2018-03-15
申请号：US13979806
申请日：2011-10-18
申请人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
发明人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
IPC分类号： A61K6/083 , C07C233/09 , C07C233/20 , A61K6/00 , C08F122/38
CPC分类号： A61K6/0835 , A61K6/0023 , A61K6/0091 , A61K6/09 , C07C233/09 , C07C233/20 , C08F122/385 , C08L33/00 , C08L75/16
摘要： Dental cement composition comprising (i) a particulate filler reactive with a polyacid in a cement reaction; (ii) a water-soluble polymerizable compound of the following formula (1), AXn (1) wherein A is a linker group containing at least n nitrogen atoms and optionally one or more acidic groups, X are moieties containing a polymerizable double bond and forming an amide bond with a nitrogen atom of A, which X may be the same or different and are represented by the following formula (2) wherein R1 and R2 are independent from each other and represent a hydrogen atom, a C1-6 alkyl group or a group —(CH2)m—Z, wherein Z is COOM, OPO3M2, PO3M2, SO3M, and M is independently a hydrogen atom or a metal atom, and m is an integer of from 0 to 6, L is a bond or a C1-6 alkylene group; and n is an integer of at least 1; provided that at least one X cannot be a (meth)acryl group; and (iii) an initiator system; optionally a polyacidic polymer having polymerizable double bonds; and optionally water.

7. 发明授权

US10117810B2 Dental cement composition 有权
公开(公告)号：US10117810B2
公开(公告)日：2018-11-06
申请号：US13979806
申请日：2011-10-18
申请人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
发明人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
IPC分类号： A61K6/083 , A61K6/00 , A61K6/09 , C07C233/09 , C07C233/20 , C08F122/38
摘要： Dental cement composition comprising (i) a particulate filler reactive with a polyacid in a cement reaction; (ii) a water-soluble polymerizable compound of the following formula (1), AXn (1) wherein A is a linker group containing at least n nitrogen atoms and optionally one or more acidic groups, X are moieties containing a polymerizable double bond and forming an amide bond with a nitrogen atom of A, which X may be the same or different and are represented by the following formula (2) wherein R1 and R2 are independent from each other and represent a hydrogen atom, a C1-6 alkyl group or a group —(CH2)m—Z, wherein Z is COOM, OPO3M2, PO3M2, SO3M, and M is independently a hydrogen atom or a metal atom, and m is an integer of from 0 to 6, L is a bond or a C1-6 alkylene group; and n is an integer of at least 1; provided that at least one X cannot be a (meth)acryl group; and (iii) an initiator system; optionally a polyacidic polymer having polymerizable double bonds; and optionally water.

8. 发明授权

US09603780B2 Dental composition 有权
公开(公告)号：US09603780B2
公开(公告)日：2017-03-28
申请号：US13979811
申请日：2011-10-18
申请人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
发明人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
IPC分类号： B29C47/92 , A61K6/083 , A61K6/00 , A61K6/02 , C07C233/31 , C08F290/06 , C07C233/20
CPC分类号： A61K6/083 , A61K6/0023 , A61K6/0835 , C07C233/20 , C08L33/00
摘要： Dental composition comprising a water-soluble polymerizable compound of the following formula (1): wherein A is a linear or branched linker group represented by the following formula (3), wherein the nitrogen atom of at least two of the termini forms an amide bond with an X moiety; wherein R′ represents a hydrogen atom or a substituted or unsubstituted aliphatic or cycloaliphatic hydrocarbon group, wherein each R may be the same or different L1, L2, and L3 which may be the same or different, independently represent a single bond, or a C2-20 straight-chain, branched or cyclic hydrocarbon group optionally containing from 1 to 6 heteroatoms selected from nitrogen and oxygen in the backbone of the hydrocarbon group, and optionally from 1 to 6 functional groups selected from carboxylic acid groups or a salt thereof, hydroxyl groups, thiol groups and amino groups, and in case a plurality of L1 and L2 are present, each of L1 and L2 may be the same or different; Q1 and Q2, which may be the same or different, independently represent a single bond or a linkage selected from an amide, a urethane, a urea and a thiourea linkage; k is an integer of at least 0, X are moieties containing a polymerizable double bond and forming an amide bond with a nitrogen atom of A, wherein each X may be the same or different and are represented by the following formula (2): wherein R1 and R2 are independent from each other and represent a hydrogen atom, a C1-6 alkyl group or a group —(CH2)m—COOM, wherein M represents a hydrogen atom or a metal atom, m is an integer of from 0 to 6, L is a bond or a C1-6 alkylene group; and n is an integer of at least 2; (ii) an initiator system; optionally a polyacidic polymer; optionally water and/or a water soluble solvent; and optionally a particulate filler.

9. 发明申请

US20140039088A1 DENTAL COMPOSITION 审中-公开
标题翻译：牙科成分
公开(公告)号：US20140039088A1
公开(公告)日：2014-02-06
申请号：US13979815
申请日：2011-10-18
申请人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
发明人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
IPC分类号： A61K6/087 , A61K6/083
CPC分类号： A61K6/0091 , A61K6/0023 , A61K6/08 , A61K6/083 , A61K6/0835 , A61K6/087 , A61K6/09 , C07C231/02 , C08L33/00 , C08L75/16 , C08L33/10 , C07C233/38
摘要： Dental composition comprising (i) a particulate filler; (ii) a polymerizable hydrolysis-stable compound of the following formula (1) AXn wherein A is a linker group containing at least n nitrogen atoms and optionally one or more acidic groups, X are moieties containing a polymerizable double bond and forming an amide bond with a nitrogen atom of A, which X may be the same or different and are represented by the following formula (2) wherein R1 and R2 are independent from each other and represent a hydrogen atom, a C1-6 alkyl group or a group —(CH2)m—Z, wherein Z is COOM, OPO3M2, PO3M2, SO3M, and M is independently a hydrogen atom or a metal atom, and m is an integer of from 0 to 6, L is a bond, a C1-6 alkylene group; and n is an integer of at least 1; provided that at least one X cannot be a (meth)acryl group; and (iii) an initiator system.
摘要翻译：牙科组合物，其包含（i）颗粒填料; （ii）下式（1）的可聚合水解稳定化合物AXn其中A是至少含有n个氮原子和任选一个或多个酸性基团的连接基团，X是含有可聚合双键并形成酰胺键的部分与A的氮原子一起，X可以相同或不同，并由下式（2）表示，其中R 1和R 2彼此独立地表示氢原子，C 1-6烷基或基团 - （CH 2）m Z，其中Z为COOM，OPO3M2，PO3M2，SO3M和M独立地为氢原子或金属原子，m为0-6的整数，L为键，C1-6亚烷基 ; n为1以上的整数。条件是至少一个X不能是（甲基）丙烯酰基; 和（iii）引发剂体系。

10. 发明申请

US20140039087A1 DENTAL COMPOSITION 有权
标题翻译：牙科成分
公开(公告)号：US20140039087A1
公开(公告)日：2014-02-06
申请号：US13979811
申请日：2011-10-18
申请人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
发明人： Simon Stelzig , Joachim E. Klee , Andreas Facher , Christoph Weber
IPC分类号： A61K6/083
CPC分类号： A61K6/083 , A61K6/0023 , A61K6/0835 , C07C233/20 , C08L33/00
摘要： Dental composition comprising a water-soluble polymerizable compound of the following formula (1): wherein A is a linear or branched linker group represented by the following formula (3), wherein the nitrogen atom of at least two of the termini forms an amide bond with an X moiety; wherein R′ represents a hydrogen atom or a substituted or unsubstituted aliphatic or cycloaliphatic hydrocarbon group, wherein each R may be the same or different L1, L2, and L3 which may be the same or different, independently represent a single bond, or a C2-20 straight-chain, branched or cyclic hydrocarbon group optionally containing from 1 to 6 heteroatoms selected from nitrogen and oxygen in the backbone of the hydrocarbon group, and optionally from 1 to 6 functional groups selected from carboxylic acid groups or a salt thereof, hydroxyl groups, thiol groups and amino groups, and in case a plurality of L1 and L2 are present, each of L1 and L2 may be the same or different; Q1 and Q2, which may be the same or different, independently represent a single bond or a linkage selected from an amide, a urethane, a urea and a thiourea linkage; k is an integer of at least 0, X are moieties containing a polymerizable double bond and forming an amide bond with a nitrogen atom of A, wherein each X may be the same or different and are represented by the following formula (2): wherein R1 and R2 are independent from each other and represent a hydrogen atom, a C1-6 alkyl group or a group —(CH2)m—COOM, wherein M represents a hydrogen atom or a metal atom, m is an integer of from 0 to 6, L is a bond or a C1-6 alkylene group; and n is an integer of at least 2; (ii) an initiator system; optionally a polyacidic polymer; optionally water and/or a water soluble solvent; and optionally a particulate filler.
摘要翻译： 1.一种牙科用组合物，其含有下述式（1）所示的水溶性聚合性化合物：式中，A为下述通式（3）所示的直链或支链连接基团，其中，所述末端中的至少2个的氮原子形成酰胺键与X部分; 其中R'表示氢原子或取代或未取代的脂族或脂环族烃基，其中每个R可以相同或不同，可以相同或不同的L1，L2和L3独立地表示单键，或C2 -20个直链，支链或环状烃基，任选地含有1至6个选自氮原子和氧的杂原子在烃基的主链中，以及任选地1-6个选自羧酸基团或其盐的官能团，羟基基团，硫醇基和氨基，并且在存在多个L1和L2的情况下，L1和L2中的每一个可以相同或不同; Q1和Q2可以相同或不同，独立地表示单键或选自酰胺，氨基甲酸酯，脲和硫脲键的键; k是至少为0的整数，X是含有可聚合双键并与A的氮原子形成酰胺键的部分，其中每个X可以相同或不同，并由下式（2）表示：其中 R 1和R 2彼此独立地表示氢原子，C 1-6烷基或基团 - （CH 2）m -COOM，其中M表示氢原子或金属原子，m表示0〜 6，L是键或C1-6亚烷基; 且n为至少2的整数; （ii）引发剂体系; 任选的多酸聚合物; 任选的水和/或水溶性溶剂; 和任选的颗粒填料。

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