公开(公告)号：US08557888B2

公开(公告)日：2013-10-15

申请号：US13295362

申请日：2011-11-14

申请人： Norbert Moszner ,  Ulrich Salz ,  Peter Burtscher ,  Robert Liska ,  Astrid Gugg ,  Christian Gorsche

发明人： Norbert Moszner ,  Ulrich Salz ,  Peter Burtscher ,  Robert Liska ,  Astrid Gugg ,  Christian Gorsche

IPC分类号： C08F2/50 ,  C08B37/00 ,  B29C71/04 ,  H05B6/68 ,  C08G61/04

CPC分类号： C08F4/32 ,  A61K6/0094 ,  C08F2/48 ,  A61K6/083 ,  C08L33/08 ,  C08L3/10 ,  C08L33/26

摘要： Composition which contains polymerizable binder and an initiator according to the following Formula I: R1—X—O—O—[Y—O—O—]nR2  (Formula I) and having a large through-curing depth and a sufficiently long processing time and which cures without the development of high temperatures.

摘要翻译： 包含可聚合粘合剂和根据下式I的引发剂的组合物：R1-XOO- [YOO-] nR2（式I），并且具有大的固化深度和足够长的加工时间，并且固化而不发展高 温度。

公开(公告)号：US09668946B2

公开(公告)日：2017-06-06

申请号：US14343297

申请日：2012-09-10

申请人： Norbert Moszner ,  Iris Lamparth ,  Thorsten Bock ,  Urs Karl Fischer ,  Ulrich Salz ,  Volker Rheinberger ,  Robert Liska

发明人： Norbert Moszner ,  Iris Lamparth ,  Thorsten Bock ,  Urs Karl Fischer ,  Ulrich Salz ,  Volker Rheinberger ,  Robert Liska

IPC分类号： A61K6/083 ,  A61K6/00 ,  C07D239/47 ,  C07F3/06 ,  C08F122/22

CPC分类号： A61K6/0835 ,  A61K6/0002 ,  A61K6/0023 ,  A61K6/083 ,  C07D239/47 ,  C07F3/06 ,  C08F122/22 ,  C08L33/00

摘要： The invention relates to a dental restorative material which comprises a thermolabile or photolabile polymerizable compound of Formula I: [(Z1)m-Q1-X)]k-T-[Y-Q2-(Z2)n]l  Formula I, in which T represents a thermolabile or photolabile group, Z1 and Z2 in each case independently represent a polymerizable group selected from vinyl groups, CH2═CR1—CO—O— and CH2═CR1—CO—NR2— or an adhesive group selected from —Si(OR)3, —COOH, —O—PO(OH)2, —PO(OH)2, —SO2OH and —SH, wherein at least one Z1 or Z2 is a polymerizable group, Q1 in each case independently is missing or represents an (m+1)-valent linear or branched aliphatic C1-C20 radical which can be interrupted by —O—, —S—, —CO—O—, —O—CO—, —CO—NR3—, —NR3—CO—, —O—CO—NR3—, —NR3—CO—O— or —NR3—CO—NR3—, Q2 in each case independently is missing or represents an (n+1)-valent linear or branched aliphatic C1-C20 radical which can be interrupted by —O—, —S—, —CO—O—, —O—CO—, —CO—NR3—, —NR3—CO—, —O—CO—NR3—, —NR3—CO—O— or —NR3—CO—NR3—, X and Y in each case independently are missing or represent —O—, —S—, CO—O—, —O—CO—, —CO—NR3—, —NR3—CO—, —O—CO—NR3—, —NR3—CO—O— or —NR3—CO—NR3—, R, R1, R2 and R3 in each case independently represent H or a C1-C7 alkyl radical and k, l, m and n in each case independently are 1, 2 or 3.

公开(公告)号：US20140329929A1

公开(公告)日：2014-11-06

申请号：US14343297

申请日：2012-09-10

申请人： Norbert Moszner ,  Iris Lamparth ,  Thorsten Bock ,  Urs Karl Fischer ,  Ulrich Salz ,  Volker Rheinberger ,  Robert Liska

发明人： Norbert Moszner ,  Iris Lamparth ,  Thorsten Bock ,  Urs Karl Fischer ,  Ulrich Salz ,  Volker Rheinberger ,  Robert Liska

IPC分类号： A61K6/083

CPC分类号： A61K6/0835 ,  A61K6/0002 ,  A61K6/0023 ,  A61K6/083 ,  C07D239/47 ,  C07F3/06 ,  C08F122/22 ,  C08L33/00

摘要： The invention relates to a dental restorative material which comprises a thermolabile or photolabile polymerizable compound of Formula I: [(Z1)m-Q1-X)]k-T-[Y-Q2-(Z2)n]1  Formula I, in which T represents a thermolabile or photolabile group, Z1 and Z2 in each case independently represent a polymerizable group selected from vinyl groups, CH2═CR1—CO—O— and CH2═CR1—CO—NR2— or an adhesive group selected from —Si(OR)3, —COOH, —O—PO(OH)2, —PO(OH)2, —SO2OH and —SH, wherein at least one Z1 or Z2 is a polymerizable group, Q1 in each case independently is missing or represents an (m+1)-valent linear or branched aliphatic C1-C20 radical which can be interrupted by —O—, —S—, —CO—O—, —O—CO—, —CO—NR3—, —NR3—CO—, —O—CO—NR3—, —NR3—CO—O— or —NR3—CO—NR3—, Q2 in each case independently is missing or represents an (n+1)-valent linear or branched aliphatic C1-C20 radical which can be interrupted by —O—, —S—, —CO—O—, —O—CO—, —CO—NR3—, —NR3—CO—, —O—CO—NR3—, —NR3—CO—O— or —NR3—CO—NR3—, X and Y in each case independently are missing or represent —O—, —S—, CO—O—, —O—CO—, —CO—NR3—, —NR3—CO—, —O—CO—NR3—, —NR3—CO—O— or —NR3—CO—NR3—, R, R1, R2 and R3 in each case independently represent H or a C1-C7 alkyl radical and k, l, m and n in each case independently are 1, 2 or 3.

公开(公告)号：US07605190B2

公开(公告)日：2009-10-20

申请号：US11902865

申请日：2007-09-26

申请人： Norbert Moszner ,  Ulrich Salz ,  Urs Karl Fischer ,  Robert Liska ,  Heinrich Gruber ,  Beate Ganster

发明人： Norbert Moszner ,  Ulrich Salz ,  Urs Karl Fischer ,  Robert Liska ,  Heinrich Gruber ,  Beate Ganster

IPC分类号： A61C13/00 ,  A61C13/225 ,  A61K6/00 ,  C08F2/50 ,  C08J3/28

CPC分类号： C08F2/50 ,  A61K6/083 ,  C08F4/72 ,  Y10S522/908 ,  C08L33/00

摘要： Composition with at least one polymerizable binder and at least one polymerization initiator, which contains at least one acylgermanium compound according to general Formula (I), in which R0 is a substituted or unsubstituted C1-18-alkyl radical or an acyl group; R1 and R2 are H, an acyl group or have one of the meanings given for R3; R3 is a branched or linear C1-18-alkyl radical which can be unsubstituted or substituted one or more times by —O—, —NH—, —NR—, —S— or interrupted by other groups, trimethylsilyl, hal-(CH3)2Si—[OSi(CH3)2]r−, (CH3)3Si—[OSi(CH3)2]r—, —COOH, —COO—R10, —CO—NR11R12, —CO-vinyl, —CO-phenyl, phenyl-C1-4-alkyl, phenyl, naphthyl or biphenyl, C5-12 cycloalkyl, a 5 or 6-membered O, S or N-containing heterocyclic ring, halogen, OH, an aromatic C6-30 radical which can be substituted or unsubstituted and/or interrupted by O, S or —NR—, or a branched, cyclic or linear C1-20 alkyl, -alkenyl, -alkoxy or -alkenoxy radical; m is 1, 2 or 3; n is 0 or 1 and p is 0 or 1; wherein in each case two of the radicals R0, R1, R2 or R3 can be connected to each other accompanied by the formulation of a 5 to 8 member ring; and the use of acylegermanium compounds of Formula (I), for example, as initiator for radical polymerization.

摘要翻译： 含有至少一种可聚合粘合剂和至少一种聚合引发剂的组合物，其含有至少一种根据通式（I）的酰基锗化合物，其中R 0是取代或未取代的C 1-18 - 烷基或酰基; R 1和R 2是H，酰基或具有R 3给出的含义之一; R3是支链或直链的C1-18 - 烷基，其可以是未取代的或被-O - ， - NH - ， - NR - ， - S-取代或被其它基团间隔的一个或多个，三甲基甲硅烷基，hal-（CH 3 ）2Si- [OSi（CH 3）2] r - ，（CH 3）3 Si- [OSi（CH 3）2] r - ，-COOH，-COO-R 10，-CO-NR 11 R 12，-CO-乙烯基， 苯基，C 1-4 - 烷基，苯基，萘基或联苯基，C 5-12环烷基，5或6元O，S或N的杂环，卤素，OH，可被取代的芳族C 6-30基团 或未取代和/或被O，S或-NR-或支链，环状或直链的C 1-20烷基， - 烯基， - 烷氧基或 - m为1,2或3; n为0或1，p为0或1; 其中在每种情况下，基团R 0，R 1，R 2或R 3中的两个可以相互连接，伴随着5-8元环的配制; 以及使用式（I）的乙烯基锗化合物，例如作为自由基聚合的引发剂。

公开(公告)号：US07714034B2

公开(公告)日：2010-05-11

申请号：US11385058

申请日：2006-03-21

申请人： Norbert Moszner ,  Volker M. Rheinberger ,  Ulrich Salz ,  Heinrich Gruber ,  Robert Liska ,  Beate Ganster ,  Gerald Ullrich

发明人： Norbert Moszner ,  Volker M. Rheinberger ,  Ulrich Salz ,  Heinrich Gruber ,  Robert Liska ,  Beate Ganster ,  Gerald Ullrich

IPC分类号： C08F2/50 ,  A61K6/00 ,  A61K6/083

CPC分类号： A61K6/083 ,  A61K6/0023 ,  C08L33/00

摘要： Polymerizable dental material which contains at least one radically-polymerizable monomer and at least one bisacylphosphine oxide of the Formula I, in which R1 is a linear or branched C2 to C14 alkyl residue, which can be interrupted by one or more O atoms, PG-Y—R2—X— or a substituted or unsubstituted, aromatic C6 to C14 radical; R2 is absent or a linear or branched C1 to C20 alkylene radical, which can be interrupted by one or more O atoms; R3 is H, a linear or branched C1 to C6 alkyl residue or PG-Y—R2—X—; R4 is a linear or branched C1-C6 alkyl or —O—C1-C6 alkyl residue; R5 is H or PG-Y—R2—X—; R6 is H or PG-Y—R213 X—; PG is a polymerizable group; X is absent, O or S; Y is absent, O, S, an ester, amide or urethane group; the bisacylphosphine oxide having at least one PG-Y—R2—X group and X and/or Y being absent if R2 is absent.

摘要翻译： 含有至少一种可自由基聚合的单体和至少一种式I的双酰基氧化膦的可聚合的牙科材料，其中R 1是可被一个或多个O原子间隔的直链或支链C 2至C 14烷基残基，PG- Y-R2-X或取代或未取代的芳族C 6至C 14基; R2不存在或可被一个或多个O原子中断的直链或支链C1至C20亚烷基; R3是H，直链或支链C1至C6烷基残基或PG-Y-R2-X-; R4是直链或支链C1-C6烷基或-O-C1-C6烷基残基; R5是H或PG-Y-R2-X-; R6是H或PG-Y-R213 X-; PG是可聚合基团; X不存在，O或S; Y不存在，O，S，酯，酰胺或氨基甲酸酯基; 如果R2不存在，则具有至少一个PG-Y-R2-X基团的双酰基氧化膦和X和/或Y不存在。

公开(公告)号：US20080277814A1

公开(公告)日：2008-11-13

申请号：US11902865

申请日：2007-09-26

申请人： Norbert Moszner ,  Ulrich Salz ,  Urs Karl Fischer ,  Robert Liska ,  Heinrich Gruber ,  Beate Ganster

发明人： Norbert Moszner ,  Ulrich Salz ,  Urs Karl Fischer ,  Robert Liska ,  Heinrich Gruber ,  Beate Ganster

IPC分类号： A61C13/087

CPC分类号： C08F2/50 ,  A61K6/083 ,  C08F4/72 ,  Y10S522/908 ,  C08L33/00

摘要： Composition with at least one polymerizable binder and at least one polymerization initiator, which contains at least one acylgermanium compound according to general Formula (I), in which R0 is a substituted or unsubstituted C1-18-alkyl radical or an acyl group; R1 and R2 are H, an acyl group or have one of the meanings given for R3; R3 is a branched or linear C1-18-alkyl radical which can be unsubstituted or substituted one or more times by —O—, —NH—, —NR—, —S— or interrupted by other groups, trimethylsilyl, hal-(CH3)2Si—[OSi(CH3)2]r−, (CH3)3Si—[OSi(CH3)2]r—, —COOH, —COO—R10, —CO—NR11R12, —CO-vinyl, —CO-phenyl, phenyl-C1-4-alkyl, phenyl, naphthyl or biphenyl, C5-12 cycloalkyl, a 5 or 6-membered O, S or N-containing heterocyclic ring, halogen, OH, an aromatic C6-30 radical which can be substituted or unsubstituted and/or interrupted by O, S or —NR—, or a branched, cyclic or linear C1-20 alkyl, -alkenyl, -alkoxy or -alkenoxy radical; m is 1, 2 or 3; n is 0 or 1 and p is 0 or 1; wherein in each case two of the radicals R0, R1, R2 or R3 can be connected to each other accompanied by the formulation of a 5 to 8 member ring; and the use of acylegermanium compounds of Formula (I), for example, as initiator for radical polymerization.

摘要翻译： 含有至少一种可聚合粘合剂和至少一种聚合引发剂的组合物，其含有至少一种根据通式（I）的酰基锗化合物，其中R 0是取代或未取代的C 1 -18-烷基或酰基; R 1和R 2均为H，酰基或具有R 3给出的含义之一; R 3是支链或直链C 1-18 - 烷基，其可以是未取代的或被-O - ， - NH-，-NR- ，-S-或被其它基团中断，三甲基甲硅烷基，卤代（CH 3）2 Si- [OSi（CH 3）3） （CH 3）3 Si- [OSi（CH 3）3） -COOH，-COO-R 10，-CO-NR， - ， - SO 2 - ， - 11- 12，-CO-乙烯基，-CO-苯基，苯基-C 1-4 - 烷基，苯基，萘基或联苯基，C

公开(公告)号：US20080076847A1

公开(公告)日：2008-03-27

申请号：US11730533

申请日：2007-04-02

申请人： Norbert Moszner ,  Ulrich Salz ,  Urs Karl Fischer ,  Robert Liska ,  Heinrich Gruber ,  Beate Ganster

发明人： Norbert Moszner ,  Ulrich Salz ,  Urs Karl Fischer ,  Robert Liska ,  Heinrich Gruber ,  Beate Ganster

IPC分类号： C08F2/50 ,  A61K6/08 ,  C08J3/28 ,  C08F2/46

CPC分类号： A61K6/0023 ,  A61K6/0017 ,  A61K6/0052 ,  A61K6/083 ,  C08F2/50 ,  C08F4/72 ,  C08F222/1006 ,  C08F230/10 ,  C08L33/00

摘要： Composition with at least one polymerizable binder and a polymerization initiator, which contains at least one acylgermane according to general Formula (I), in which R0 is a substituted or unsubstituted C1-18-alkyl radical or an acyl group; R1 and R2 are H, an acyl group or have one of the meanings given for R3; R3 is a branched or linear C1-18-alkyl radical which can be unsubstituted or substituted one or more times by —O—, —NH—, —NR—, —S— or interrupted by other groups, trimethylsilyl, hal-(CH3)2Si—[OSi(CH3)2]r−, (CH3)3Si—[OSi(CH3)2]r—, —COOH, —COO—R10, —CO—NR11R12, —CO-vinyl, —CO-phenyl, phenyl-C1-4-alkyl, phenyl, naphthyl or biphenyl, C5-12 cycloalkyl, a 5 or 6-membered O, S or N-containing heterocyclic ring, halogen, OH, an aromatic C6-30 radical which can be substituted or unsubstituted and/or interrupted by O, S or —NR—, or a branched, cyclic or linear C1-20 alkyl, -alkenyl, -alkoxy or -alkenoxy radical; m is 1, 2 or 3; n is 0 or 1 and p is 0 or 1; and the use of acyl germanes of Formula (I) for example as initiator for radical polymerization.

摘要翻译： 含有至少一种可聚合粘合剂和聚合引发剂的组合物，其含有至少一种根据通式（I）的酰基锗烷，其中R 0是取代或未取代的C 1-18烷基， /烷基或酰基; R 1和R 2均为H，酰基或具有R 3给出的含义之一; R 3是支链或直链C 1-18 - 烷基，其可以是未取代的或被-O - ， - NH-，-NR- ，-S-或被其它基团中断，三甲基甲硅烷基，卤代（CH 3）2 Si- [OSi（CH 3）3） （CH 3）3 Si- [OSi（CH 3）3） -COOH，-COO-R 10，-CO-NR， - ， - SO 2 - ， - 11- 12，-CO-乙烯基，-CO-苯基，苯基-C 1-4 - 烷基，苯基，萘基或联苯基，C

公开(公告)号：US20070027229A1

公开(公告)日：2007-02-01

申请号：US11385058

申请日：2006-03-21

申请人： Norbert Moszner ,  Volker Rheinberger ,  Ulrich Salz ,  Heinrich Gruber ,  Robert Liska ,  Beate Ganster ,  Gerald Ullrich

发明人： Norbert Moszner ,  Volker Rheinberger ,  Ulrich Salz ,  Heinrich Gruber ,  Robert Liska ,  Beate Ganster ,  Gerald Ullrich

IPC分类号： A61K6/10

CPC分类号： A61K6/083 ,  A61K6/0023 ,  C08L33/00

摘要： Polymerizable dental material which contains at least one radically-polymerizable monomer and at least one bisacylphosphine oxide of the Formula I, in which R1 is a linear or branched C2 to C14 alkyl residue, which can be interrupted by one or more O atoms, PG-Y-R2-X- or a substituted or unsubstituted, aromatic C6 to C14 radical; R2 is absent or a linear or branched C1 to C20 alkylene radical, which can be interrupted by one or more O atoms; R3 is H, a linear or branched C1 to C6 alkyl residue or PG-Y-R2-X-; R4 is a linear or branched C1-C6 alkyl or —O—C1-C6 alkyl residue; R5 is H or PG-Y-R2-X-; R6 is H or PG-Y-R2-X-; PG is a polymerizable group; X is absent, O or S; Y is absent, O, S, an ester, amide or urethane group; the bisacylphosphine oxide having at least one PG-Y-R2-X group and X and/or Y being absent if R2 is absent.

摘要翻译： 含有至少一种可自由基聚合的单体和至少一种式I的双酰基氧化膦的可聚合的牙科材料，其中R 1是直链或支链C 2〜C 可以被一个或多个O原子间隔的烷基残基，PG-YR 2 -X-或取代或未取代的芳族C 6 - SUB>至C 14 基团; R 2不存在或可以被一个或多个O原子中断的直链或支链C 1至C 20亚烷基; R 3是H，直链或支链C 1至C 6烷基或PG-YR 2 - X-; R 4是直链或支链C 1 -C 6烷基或-OC 1 -C 1 -C 6烷基， 6个烷基残基; R 5是H或PG-Y-R 2 -X-; R 6是H或PG-Y-R 2 -X-; PG是可聚合基团; X不存在，O或S; Y不存在，O，S，酯，酰胺或氨基甲酸酯基; 具有至少一个PG-Y-R 2 -X基团的双酰基氧化膦和如果R 2不存在X和/或Y不存在。

公开(公告)号：US5889132A

公开(公告)日：1999-03-30

申请号：US850161

申请日：1997-05-02

申请人： Volker Rheinberger ,  Norbert Moszner ,  Ulrich Salz ,  Herbert Wolter ,  Werner Storch ,  Helma Baeuerlein

发明人： Volker Rheinberger ,  Norbert Moszner ,  Ulrich Salz ,  Herbert Wolter ,  Werner Storch ,  Helma Baeuerlein

IPC分类号： A61K6/093 ,  C08F230/08

CPC分类号： A61K6/093

摘要： A dental material is described which is characterized by a content of silicic acid condensates of norbornene or mercapto silanes, and which, after thiol-ene polymerisation with suitable reactants, shows only slight polymerisation shrinkage and produces polymerisates with high mechanical strength.

摘要翻译： 描述了一种牙科材料，其特征在于降冰片烯或巯基硅烷的硅酸缩合物的含量，并且在与合适的反应物硫醇聚合之后，仅显示轻微的聚合收缩并产生具有高机械强度的聚合物。

公开(公告)号：US5780668A

公开(公告)日：1998-07-14

申请号：US450812

申请日：1995-05-25

申请人： Volker Rheinberger ,  Norbert Moszner ,  Ulrich Salz

发明人： Volker Rheinberger ,  Norbert Moszner ,  Ulrich Salz

IPC分类号： A61K6/083 ,  C07C69/76 ,  C07C69/78 ,  C07C69/84 ,  C07C69/92 ,  C07C229/54 ,  C07C229/56 ,  C07C229/60 ,  C07C229/64 ,  C07C233/54 ,  C07C233/69 ,  C07C233/75 ,  C08F20/26 ,  C08F20/30 ,  C08F20/34 ,  C08F20/36 ,  C08F220/30 ,  C08F290/00 ,  C08F290/06 ,  C07C69/767 ,  A61C5/08 ,  C07C235/42 ,  C07C235/88

CPC分类号： A61K6/083 ,  C07C233/54 ,  C07C69/76 ,  C08F220/30

摘要： X-ray opaque esters or amides of iodosubstituted benzoic acid according to formula I and polymers and dental materials produced therefrom. ##STR1## R.sup.1 =hydrogen or C.sub.1 to C.sub.3 alkyl, preferably H or CH.sub.3 ; R.sup.2 =straight-chain or branched C.sub.1 to C.sub.6 alkylene, oxyalkylene or arylene, preferably C.sub.2 to C.sub.4 alkylene and particularly preferably --CH.sub.2 --CH.sub.2 -- and --CH.sub.2 CH(--)CH.sub.2 --; X=O or NH, preferably O; R.sup.3 -R.sup.7 =at least 3 iodine substituents, preferably in R.sup.3, R.sup.4 and R.sup.6 or R.sup.3, R.sup.5 and R.sup.7 position, the other groups are hydrogen, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy, --Cl, --Br, --OH, --NH.sub.2, --N(C.sub.1 to C.sub.6 alkyl).sub.2 or --NH--CO--(C.sub.1 to C.sub.6 alkyl), preferably R.sup.3, R.sup.4, and R.sup.6 are=I and R.sup.5 and R.sup.7 =H, or R.sup.3, R.sup.5 and R.sup.7 =I and R.sup.4 and R.sup.6 =--NH(COCH.sub.3); n=1, 2 or 3, preferably 1 or 2. The benzoic acid esters and amides according to the invention can be well polymerized radically or anionically, the polymers are well soluble in the usual dental monomers. Dental materials produced from the monomers or polymers are characterized in that the X-ray opaque component is bonded covalently into the polymeric matrix material and cannot therefore be washed out. Furthermore, excellent X-ray opacity can be achieved without using fillers.

摘要翻译： 根据式I的碘取代苯甲酸的X-射线不透明酯或酰胺和由其制备的聚合物和牙科材料。 式I R1 =氢或C1至C3烷基，优选H或CH3; R2 =直链或支链C1至C6亚烷基，氧化烯或亚芳基，优选C2至C4亚烷基，特别优选-CH2-CH2-和-CH2CH（ - ）CH2-; X = O或NH，优选O; R3-R7 =至少3个碘取代基，优选在R3，R4和R6或R3，R5和R7位置，其他基团是氢，C1至C6烷基，C1至C6烷氧基，-Cl，-Br，-OH， -NH 2，-N（C 1至C 6烷基）2或-NH-CO-（C 1至C 6烷基），优选R 3，R 4和R 6为= I且R 5和R 7 = H，或R 3，R 5和R 7 = 和R 4和R 6 = -NH（COCH 3）; n = 1,2或3，优选1或2.根据本发明的苯甲酸酯和酰胺可以完全聚合或阴离子聚合，这些聚合物在通常的牙科单体中很好地溶解。 由单体或聚合物生产的牙科材料的特征在于，X射线不透明组分共价键合到聚合物基体材料中，因此不能被洗掉。 此外，可以在不使用填料的情况下实现优异的X射线不透明度。