Dimer acid-derived dimethacrylates and use in dental restorative compositions
    1.
    发明授权
    Dimer acid-derived dimethacrylates and use in dental restorative compositions 有权
    二聚酸衍生的二甲基丙烯酸酯,用于牙齿修复组合物

    公开(公告)号:US08727775B2

    公开(公告)日:2014-05-20

    申请号:US11568383

    申请日:2004-12-29

    CPC分类号: A61K6/083 C08L33/00

    摘要: The present invention provides polymerizable dental compositions comprising a dimer acid-derived monomer such as a dimer acid-derived di(meth)acrylate monomer. In one embodiment, the dimer acid-derived monomer is of the formula (I): wherein R1, R2, R3, R4, R5 and R6 are independently selected from H and optionally substituted C1-C25 straight-chained or branched aliphatic, optionally containing 1 or more double or triple bonds, wherein one or more carbons are optionally replaced by R* wherein R* is —C(O)—, —C(O)C(O)—, —C(O)NR7—, —C(O)NR7NR8—, —C(O)O—, —OC(O)—, —NR7CO2—, —O—, —NR7C(O)NR8—, —OC(O)NR7—, —NR7NR8—, —NR7C(O)—, —NR7C(O)O—, —S—, —SO—, —SO2—, —NR7—, —SO2NR7— or —NR7SO2—, where R7 and R8 are independently selected from H and optionally substituted aliphatic, cycloalkyl, heterocycloalkyl, aryl or heteroaryl; provided that at least two of R1, R2, R3, R4, R5 and R6 are substituted C1-25 straight-chained or branched aliphatic wherein at least one carbon is replaced by R* and at least one of the substituents is an alkenyl group.

    摘要翻译: 本发明提供包含二聚酸衍生的单体如二聚酸衍生的二(甲基)丙烯酸酯单体的可聚合牙科组合物。 在一个实施方案中,二聚酸衍生的单体具有式(I):其中R 1,R 2,R 3,R 4,R 5和R 6独立地选自H和任选取代的C 1 -C 25直链或支链脂族基,任选地含 1或更多个双键或三键,其中一个或多个碳任选被R *取代,其中R *是-C(O) - , - C(O)C(O) - , - C(O)NR 7 - C(O)NR 7 NR 8 - , - C(O)O-,-OC(O) - , - NR 7 CO 2 - , - O - , - NR 7 C(O)NR 8 - -NR 7 C(O) - , - NR 7 C(O)O-,-S-,-SO-,-SO 2 - , - NR 7 - , - SO 2 NR 7 - 或-NR 7 SO 2 - ,其中R 7和R 8独立地选自H 取代的脂族,环烷基,杂环烷基,芳基或杂芳基; 条件是R 1,R 2,R 3,R 4,R 5和R 6中的至少两个是取代的C 1-2直链或支链脂族基,其中至少一个碳被R *代替,并且至少一个取代基是烯基。

    Photopolymers and use in dental restorative materials
    2.
    发明授权
    Photopolymers and use in dental restorative materials 有权
    光聚合物和用于牙科修复材料

    公开(公告)号:US07838571B2

    公开(公告)日:2010-11-23

    申请号:US10576635

    申请日:2004-10-22

    IPC分类号: A61K6/087 A61K6/08 C08G75/00

    摘要: Photopolymerizable polymer composites based on dimethacrylate systems have been increasingly utilized as dental restorative materials. One of the biggest drawbacks of current dental resin systems is the volume shrinkage and shrinkage induced stresses that arise during the polymerization. Other major problems include incomplete double bond conversion and insufficient wear resistance. This invention involves the development of an entirely novel approach to the photopolymerization process that utilizes thiol-ene systems as low shrinkage and ultra-low shrinkage stress dental restorative materials. Compared with the traditional dimethacrylate dental resins, these novel photopolymerizations have demonstrated a dramatically decreased volume shrinkage, extremely rapid polymerization, abilities to photopolymerize ultrathick materials and achieve much higher conversion, lack of oxygen inhibition and ultra-low shrinkage stress due to low volume shrinkage and drastically delayed gel point conversion. These polymers have thus shown outstanding suitability as dental restorative materials.

    摘要翻译: 基于二甲基丙烯酸酯体系的可光聚合聚合物复合材料越来越多地用作牙科修复材料。 现有牙科树脂系统的最大缺点之一是在聚合期间产生的体积收缩和收缩诱导的应力。 其他主要问题包括不完全双键转化和耐磨性不足。 本发明涉及开发一种全新的光聚合方法,其利用硫醇系统作为低收缩和超低收缩应力牙科修复材料。 与传统的二甲基丙烯酸酯牙科树脂相比,这些新型光聚合已经显示体积收缩率显着降低,聚合极快,光聚合超薄材料的能力,并且由于低体积收缩而实现了更高的转化率,缺少氧抑制和超低收缩应力, 急剧延迟凝胶点转化。 因此,这些聚合物显示出作为牙科修复材料的突出的适用性。

    High strength polymeric networks derived from (meth) acrylate resins with organofluorine content and process for preparing same
    3.
    发明授权
    High strength polymeric networks derived from (meth) acrylate resins with organofluorine content and process for preparing same 失效
    衍生自具有有机氟含量的(甲基)丙烯酸酯树脂的高强度聚合物网络及其制备方法

    公开(公告)号:US06184339B2

    公开(公告)日:2001-02-06

    申请号:US08967896

    申请日:1997-11-12

    IPC分类号: C08F248

    摘要: Disclosed are fluorinated materials for use in dental uses and non-dental uses, e.g., adhesives or coatings. Multifunctional monomers and prepolymers with pendant (meth)acrylate groups were prepared from epoxide ring-opening reactions. Resins based on the fluorinated monomers and prepolymers with diluent comonomers, were photocured as composites with particulate fillers. Fluorine contents of the prepolymers ranged from 15 to 65%. Composites with high transverse strength (up to 120 MPa), low water sorption (as low as 0.11 mass %) and extremely low polymerization shrinkage (as low as 3.4% by volume) were obtained. The fluorinated resins may be employed to produce hydrophobic dental composite materials with high strength and low polymerization shrinkage.

    摘要翻译: 公开了用于牙科用途和非牙科用途的氟化材料,例如粘合剂或涂层。 由环氧化物开环反应制备具有侧链(甲基)丙烯酸酯基团的多官能单体和预聚物。 基于氟化单体和具有稀释剂共聚单体的预聚物的树脂与颗粒填料复合而光固化。 预聚物的氟含量范围为15至65%。 获得了高横向强度(高达120MPa),低吸水率(低至0.11质量%)和极低聚合收缩率(低至3.4体积%)的复合材料。 氟化树脂可以用于制备具有高强度和低聚合收缩率的疏水性牙科复合材料。

    Multifunctional acrylates and the synthesis thereof
    4.
    发明授权
    Multifunctional acrylates and the synthesis thereof 失效
    多功能丙烯酸酯及其合成

    公开(公告)号:US5380901A

    公开(公告)日:1995-01-10

    申请号:US828316

    申请日:1992-01-30

    IPC分类号: C07F7/08 C08G77/48 C08G77/60

    摘要: The present invention provides a process for converting a hydrophobic siloxane diacrylate, an aromatic fluorinated diacrylate and a hydrophilic polyethylene glycol diacrylate to their respective multifunctional oligomers. Bis(4-acryloxybutyl)tetramethyldisiloxane, prepared from the corresponding diol, is converted to relatively low viscosity, multifunctional oligomers with the use of DMSO. The hydrophilic monomer, polyethylene glycol 400 diacrylate, formed more viscous, water soluble oligomeric products without the need for a solvent. Characterization of these oligomers by infrared spectroscopy and .sup.1 H NMR supports the assigned structures. Because of the predominant 1,6-arrangement of double bonds in these oligomers, they have a propensity to undergo cyclopolymerization as well as the usual crosslinking associated with the free radical polymerization of multifunctional monomers and oligomers. These novel oligomeric monomers have potential use in dental composites, sealants, adhesives, dentures, contact lenses, biomedical prostheses, cements, drug delivery systems, coatings and caulks.

    摘要翻译: 本发明提供了将疏水性硅氧烷二丙烯酸酯,芳族氟化二丙烯酸酯和亲水性聚乙二醇二丙烯酸酯转化成它们各自的多官能低聚物的方法。 由相应的二醇制备的双(4-丙烯酰氧基丁基)四甲基二硅氧烷通过使用DMSO转化成相对低粘度的多官能低聚物。 亲水单体聚乙二醇400二丙烯酸酯形成更粘稠的水溶性低聚产物而不需要溶剂。 通过红外光谱和1H NMR表征这些低聚物支持所指定的结构。 由于这些低聚物中双键的主要排列为1,6,它们具有进行环聚合的倾向以及与多官能单体和低聚物的自由基聚合相关的通常的交联。 这些新型低聚单体在牙科复合材料,密封剂,粘合剂,假牙,隐形眼镜,生物医学假体,水泥,药物递送系统,涂层和填隙物中具有潜在的用途。

    Nanogel materials and methods of use thereof
    5.
    发明授权
    Nanogel materials and methods of use thereof 有权
    纳米凝胶材料及其使用方法

    公开(公告)号:US09138383B1

    公开(公告)日:2015-09-22

    申请号:US12328089

    申请日:2008-12-04

    IPC分类号: A61K6/083 A61K6/00

    摘要: The present invention provides soluble nanogel polymers produced by polymerization of a monomer mixture comprising a monovinyl monomer, multivinyl monomer, and an iniferter. The disclosure also provides a reactive nanogel with pendant reactive groups such as oxirane or (meth)acrylate groups.

    摘要翻译: 本发明提供通过包含单乙烯基单体,多乙烯基单体和引发剂的单体混合物的聚合制备的可溶性纳米凝胶聚合物。 本公开还提供具有侧链反应性基团的反应性纳米凝胶,例如环氧乙烷或(甲基)丙烯酸酯基团。

    DENTURE TOOTH AND MATERIAL
    6.
    发明申请
    DENTURE TOOTH AND MATERIAL 有权
    牙齿和材料

    公开(公告)号:US20150257985A1

    公开(公告)日:2015-09-17

    申请号:US14656332

    申请日:2015-03-12

    IPC分类号: A61K6/083 B29C45/00

    摘要: The present invention relates to a dental polymer composition, in particular to a polymerizable resin composition combining comonomers capable of intermolecular hydrogen bonding with one or more hydrophobic comonomers. Polymers employing the present resin system exhibit high mechanical strength properties that are retained in the presence of water.

    摘要翻译: 本发明涉及一种牙科用聚合物组合物,特别涉及将能够与一种或多种疏水性共聚单体分子间氢键合的共聚单体组合的可聚合树脂组合物。 使用本树脂体系的聚合物表现出在水存在下保留的高机械强度特性。

    Dimer Acid-Derived Dimethacrylates and Use in Dental Restorative Compositions
    7.
    发明申请
    Dimer Acid-Derived Dimethacrylates and Use in Dental Restorative Compositions 有权
    二聚酸衍生的二甲基丙烯酸酯和用于牙齿修复组合物

    公开(公告)号:US20080318188A1

    公开(公告)日:2008-12-25

    申请号:US11568383

    申请日:2004-12-29

    CPC分类号: A61K6/083 C08L33/00

    摘要: The present invention provides polymerizable dental compositions comprising a dimer acid-derived monomer such as a dimer acid-derived di(meth)acrylate monomer. In one embodiment, the dimer acid-derived monomer is of the formula (I): wherein R1, R2, R3, R4, R5 and R6 are independently selected from H and optionally substituted C1-C25 straight-chained or branched aliphatic, optionally containing 1 or more double or triple bonds, wherein one or more carbons are optionally replaced by R* wherein R* is —C(O)—, —C(O)C(O)—, —C(O)NR7—, —C(O)NR7NR8—, —C(O)O—, —OC(O)—, —NR7CO2—, —O—, —NR7C(O)NR8—, —OC(O)NR7—, —NR7NR8—, —NR7C(O)—, —NR7C(O)O—, —S—, —SO—, —SO2—, —NR7—, —SO2NR7— or —NR7SO2—, where R7 and R8 are independently selected from H and optionally substituted aliphatic, cycloalkyl, heterocycloalkyl, aryl or heteroaryl; provided that at least two of R1, R2, R3, R4, R5 and R6 are substituted C1-25 straight-chained or branched aliphatic wherein at least one carbon is replaced by R* and at least one of the substituents is an alkenyl group.

    摘要翻译: 本发明提供包含二聚酸衍生的单体如二聚酸衍生的二(甲基)丙烯酸酯单体的可聚合牙科组合物。 在一个实施方案中,二聚酸衍生的单体具有式(I):其中R 1,R 2,R 3,R 4,R 5和R 6独立地选自H和任选取代的C 1 -C 25直链或支链脂族基,任选地含 1或更多个双键或三键,其中一个或多个碳任选被R *取代,其中R *是-C(O) - , - C(O)C(O) - , - C(O)NR 7 - C(O)NR 7 NR 8 - , - C(O)O-,-OC(O) - , - NR 7 CO 2 - , - O - , - NR 7 C(O)NR 8 - -NR 7 C(O) - , - NR 7 C(O)O-,-S-,-SO-,-SO 2 - , - NR 7 - , - SO 2 NR 7 - 或-NR 7 SO 2 - ,其中R 7和R 8独立地选自H 取代的脂族,环烷基,杂环烷基,芳基或杂芳基; 条件是R 1,R 2,R 3,R 4,R 5和R 6中的至少两个是取代的C 1-2直链或支链脂族基,其中至少一个碳被R *代替,并且至少一个取代基是烯基。

    Biocompatible cementitious dental compositions
    8.
    发明授权
    Biocompatible cementitious dental compositions 失效
    生物相容水泥牙科组合物

    公开(公告)号:US4486179A

    公开(公告)日:1984-12-04

    申请号:US582759

    申请日:1984-02-23

    IPC分类号: A61K6/02 A61K6/08

    摘要: Dental cements with syringate esters such as 2-ethylhexyl syringate with or without vanillate esters dissolved in o-ethoxybenzoic acid as ingredients of the liquid when mixed with metal oxide powder yield rapid setting, insoluble cements that have high strength, do not inhibit free radical polymerization, adhere strongly to metal, and reduce carries. Use of silanized glass filler to the powder in conjunction with the addition of monomer to the liquid gives an even stronger cement.

    摘要翻译: 当与金属氧化物粉末混合时溶解在邻乙氧基苯甲酸中作为液体的成分的具有或不含香草酸酯的丁基酯类注射剂的牙科水泥产生快速凝固,具有高强度的不溶性水泥不抑制自由基聚合 ,坚持金属,减少携带。 将粉末状硅烷化玻璃填料与向液体中加入单体相结合使用,可获得更强的水泥。