1,10-Diazido-3-(trifluoromethyl)-3,4,4,5,5,6,6,7,7,8,8-undecafluorodecane | 149996-54-3

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1,10-Diazido-3-(trifluoromethyl)-3,4,4,5,5,6,6,7,7,8,8-undecafluorodecane
• 英文别名: 1,10-Diazido-3-trifluoromethyl-3,4,4,5,5,6,6,7,7,8,8-undecafluorodecane；1,10-diazido-3,3,4,4,5,5,6,6,7,7,8-undecafluoro-8-(trifluoromethyl)decane
• CAS: 149996-54-3
• 化学式: C₁₁H₈F₁₄N₆
• 分子量: 490.202
• InChiKey: ZDHOFANZIAOJPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  28.7
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  1,10-Diazido-3-(trifluoromethyl)-3,4,4,5,5,6,6,7,7,8,8-undecafluorodecane 在 palladium dihydroxide 肼 作用下， 以 甲醇 为溶剂， 反应 21.0h， 以39%的产率得到1,10-Diamino-3-(trifluoromethyl)-3,4,4,5,5,6,6,7,7,8,8-undecafluorodecane
  参考文献：
  名称：

  Difunctional Monomers Based on Perfluoropropylene Telomers

  摘要：

  Telomers of perfluoropropylene with alpha,omega-diiodoperfluoroalkanes were converted to branched-chain difunctional condensation monomers. The reaction of ethylene with the telomers gave alpha,omega-bis(iodoethyl)perfluoroalkanes, which were converted to the corresponding diols by reaction with fuming sulfuric acid. The reaction of the branched-chain alpha,omega-bis(iodoethyl)perfluoroalkane a with sodium azide gave the corresponding alpha,omega-bis(azidoethyl)perfluoroalkanes. Hydrogenation of the alpha,omega-bis(azidoethyl)perfluoroalkanes gave diamines. Phosgenation of the amino groups gave diisocyanates.

  DOI：

  10.1021/jo00101a048
• 作为产物：
  描述：

  1,6-Diiodoperfluoroheptane 在 sodium azide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 25.0~160.0 ℃ 、2.07 MPa 条件下， 反应 88.0h， 生成 1,10-Diazido-3-(trifluoromethyl)-3,4,4,5,5,6,6,7,7,8,8-undecafluorodecane
  参考文献：
  名称：

  Difunctional Monomers Based on Perfluoropropylene Telomers

  摘要：

  Telomers of perfluoropropylene with alpha,omega-diiodoperfluoroalkanes were converted to branched-chain difunctional condensation monomers. The reaction of ethylene with the telomers gave alpha,omega-bis(iodoethyl)perfluoroalkanes, which were converted to the corresponding diols by reaction with fuming sulfuric acid. The reaction of the branched-chain alpha,omega-bis(iodoethyl)perfluoroalkane a with sodium azide gave the corresponding alpha,omega-bis(azidoethyl)perfluoroalkanes. Hydrogenation of the alpha,omega-bis(azidoethyl)perfluoroalkanes gave diamines. Phosgenation of the amino groups gave diisocyanates.

  DOI：

  10.1021/jo00101a048

文献信息

• Polyfluorinated, branched-chain diols and diisocyanantes and fluorinated
  申请人：Fluorochem Inc.

  公开号：US05204441A1

  公开（公告）日：1993-04-20

  Branched-chain diols and a method of forming them by reacting 1,4-diiodoperfluorobutane and perfluoropropylene to obtain branched-chain diiodide adducts thereof, reacting the diiodide adducts with ethylene to obtain I--CH.sub.2 CH.sub.2 --R--CH.sub.2 CH.sub.2 --I, wherein R is a branched-chain perfluoroalkyl radical, and hydrolysing the iodo groups to alcohols to obtain HO--CH.sub.2 CH.sub.2 --R--CH.sub.2 CH.sub.2 --OH. These diols can be reacted with branched-chain diisocyanates to form polyurethanes of better processability and lower glass transition temperatures than polyurethanes prepared from linear fluorinated monomers.

  分支链二元醇及其制备方法，通过反应1,4-二碘全氟丁烷和全氟丙烯以获得它们的分支链二碘化物加合物，将二碘加合物与乙烯反应以获得I-CH.sub.2 CH.sub.2-R-CH.sub.2 CH.sub.2-I，其中R是分支链全氟烷基，然后水解碘基以获得HO-CH.sub.2 CH.sub.2-R-CH.sub.2 CH.sub.2-OH。这些二元醇可以与分支链二异氰酸酯反应，形成比从线性氟化单体制备的聚氨酯更易加工和玻璃化转变温度更低的聚氨酯。
• US5204441A
  申请人：——

  公开号：US5204441A

  公开（公告）日：1993-04-20
• Difunctional Monomers Based on Perfluoropropylene Telomers
  作者：Kurt Baum、Aslam A. Malik

  DOI：10.1021/jo00101a048

  日期：1994.11

  Telomers of perfluoropropylene with alpha,omega-diiodoperfluoroalkanes were converted to branched-chain difunctional condensation monomers. The reaction of ethylene with the telomers gave alpha,omega-bis(iodoethyl)perfluoroalkanes, which were converted to the corresponding diols by reaction with fuming sulfuric acid. The reaction of the branched-chain alpha,omega-bis(iodoethyl)perfluoroalkane a with sodium azide gave the corresponding alpha,omega-bis(azidoethyl)perfluoroalkanes. Hydrogenation of the alpha,omega-bis(azidoethyl)perfluoroalkanes gave diamines. Phosgenation of the amino groups gave diisocyanates.