Polymerizable cyclopropyl acrylates

    公开(公告)号:US20060178469A1

    公开(公告)日:2006-08-10

    申请号:US11200488

    申请日:2005-08-09

    IPC分类号: C08L31/00 C07C69/74

    摘要: Cyclopropyl acrylate of general formula (1), constitutional and stereoisomers thereof and their mixtures in which A is selected from: Y for A=A1 is absent, CH2 or 0, and for A=A2=CH2 or 0; n for Y is absent=0, 1, 2 or 3, and for Y=CH2 or 0=1; m for Y is absent=0, 1, 2 or 3, and for Y=CH2 or 0=1; r=1, 2, 3 or 4; R1=H, a C1 to C10 alkyl, C6 to C12 aryl, C1 to C10 arylalkyl or bicyclic C5-C12 radical or —R10—X—; R2=an aliphatic C1-C20 hydrocarbon radical, substituted r times by the expression in brackets, which can be interrupted by O or S, cycloaliphatic C4-C12 radical, bicyclic C5-C12 radical, a C6-C14 aryl or C7-C20 alkylaryl radical; R3=—CO—OR9, —CO—R9, —S(O)R9, SO2R9, —SO2(OR9), —PO(OR9)2, —CN, —H, —R9; R4=—CO—OR9, —CO—R9, —S(O)R9, —SO2R9, —SO2(OR9), —PO(OR9)2, —CN or —R11—R10—X—; R5-R8=independently of one another H, —CO—OR9, —CO—NHR9, —CO—NR92, —CO—R9, —CN, a C1-C20 alkyl radical which can be interrupted by O or S, a cycloaliphatic C4-C12 radical, a bicyclic C5-C12 radical, a C6-C14 aryl, C7-C20 alkylaryl radical, or at least two of the radicals form together with the carbon atoms to which they are bonded a 5- to 8-membered ring system; R9=a C1-C20 alkyl radical which can be interrupted by O or S, a cycloaliphatic C4-C12 radical, a bicyclic C5-C12 radical, a C6-C14 aryl or C7-C20 alkylaryl radical; R10=is absent or a C1-C20 alkylene radical which can be interrupted by O or S, a cycloaliphatic or bicyclic C5-C12 radical, a C6-C14 arylene or C7-C20 alkylenearylene radical; R11=—COO—, —CO—, —SO—, —SO2—, —SO2(O—), —PO(OR9)(O—); X=is absent, —O—CO—, —CO—O—, —NH—CO—, —CO—NH—, —NH—CO—O— or —O—CO—NH—, wherein X has the meaning “is absent” if R10 is absent, wherein the radicals R2 and R5-9 can be substituted or unsubstituted, either R4=—R11—R10—X— or R1=—R10—X— and the expression in brackets is bonded to R2 via X and wherein several radicals of one type can be identical or different.

    X-ray opaque dental materials
    80.
    发明授权
    X-ray opaque dental materials 失效
    X光透镜牙科材料

    公开(公告)号:US5780668A

    公开(公告)日:1998-07-14

    申请号:US450812

    申请日:1995-05-25

    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。