diisopropyl 1,1-difluoro-11-bromoundecylphosphonate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diisopropyl 1,1-difluoro-11-bromoundecylphosphonate
• 英文别名: 11-Bromo-1-di(propan-2-yloxy)phosphoryl-1,1-difluoroundecane；11-bromo-1-di(propan-2-yloxy)phosphoryl-1,1-difluoroundecane
• 化学式: C₁₇H₃₄BrF₂O₃P
• 分子量: 435.33
• InChiKey: AJHQCUYUUKXXJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  24
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diisopropyl 1,1-difluoro-11-bromoundecylphosphonate 在 三乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 生成 diisopropyl 1,1-difluoro-(11-(N-methylacrylamido))undecylphosphonate
  参考文献：
  名称：

  Fluorophosphonylated Monomers for Dental Applications

  摘要：

  The synthesis of acrylate derivatives bearing a difluorophosphonic acid function has been realized by ring-opening reaction of oxac-ycles and alkylation of fluorinated carbanions. Their use in self-etch adhesives is reported. The resulting adhesives based on difluorophosphonic acid monomers provide significantly higher dentin shear bond strength (SBS) than the one based on phosphonic acid, mainly due to the presence of fluorine atoms.

  DOI：

  10.1021/op500108m
• 作为产物：
  描述：

  1,10-二溴癸烷 、 diisopropyl methylsulfanyldifluoromethylphosphonate 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以52%的产率得到diisopropyl 1,1-difluoro-11-bromoundecylphosphonate
  参考文献：
  名称：

  Fluorophosphonylated Monomers for Dental Applications

  摘要：

  The synthesis of acrylate derivatives bearing a difluorophosphonic acid function has been realized by ring-opening reaction of oxac-ycles and alkylation of fluorinated carbanions. Their use in self-etch adhesives is reported. The resulting adhesives based on difluorophosphonic acid monomers provide significantly higher dentin shear bond strength (SBS) than the one based on phosphonic acid, mainly due to the presence of fluorine atoms.

  DOI：

  10.1021/op500108m

文献信息

• [EN] FLUOROPHOSPHONYL COMPOUNDS, COMPOSITION CONTAINING SAME AND USE THEREOF FOR RESTORING TEETH<br/>[FR] COMPOSES FLUOROPHOSPHONYLES, COMPOSITION LES CONTENANT ET LEUR UTILISATION POUR RESTAURER LES DENTS
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2013105049A1

  公开（公告）日：2013-07-18

  La présente invention concerne des composés fluorophosphonylésde formule (I): dans laquelle Z est choisi parmi H, -F, -P(O)(OH)2, A1 est O ou S, m est égal à 0 ou 1, Q est un groupe alkyleen C5-C12, éventuellement interrompu par au moins un groupe aryle ou hétéroaryle, n est un nombre entier allant de 1 à 3, les groupements R étant choisis parmi l'hydrogène et les groupes alkyles en C1-C5, les groupements A sont choisis parmi les atomes d'oxygène et de soufre,les groupements Y sont choisis parmi un groupe N-(C1-C5)alkyleet un atome d'oxygèneainsi que l'acide 1,1-difluoro-2,5-bis(méthacryloyloxy)pentylphosphonique. La présente invention concerne également l'utilisation de ces composés pour restaurer les dents.
• Fluorophosphonylated Monomers for Dental Applications
  作者：Mathieu Derbanne、Anais Zulauf、Stéphane Le Goff、Emmanuel Pfund、Michaël Sadoun、Thi-Nhàn Pham、Thierry Lequeux

  DOI：10.1021/op500108m

  日期：2014.8.15

  The synthesis of acrylate derivatives bearing a difluorophosphonic acid function has been realized by ring-opening reaction of oxac-ycles and alkylation of fluorinated carbanions. Their use in self-etch adhesives is reported. The resulting adhesives based on difluorophosphonic acid monomers provide significantly higher dentin shear bond strength (SBS) than the one based on phosphonic acid, mainly due to the presence of fluorine atoms.