2-(1H,1H,2H,2H,3H,3H-perfluoroundecyl)phenol | 1011483-67-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(1H,1H,2H,2H,3H,3H-perfluoroundecyl)phenol
• 英文别名: 2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecyl)phenol
• CAS: 1011483-67-2
• 化学式: C₁₇H₁₁F₁₇O
• 分子量: 554.247
• InChiKey: OWSGWFQBIDCILU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  2-(1H,1H,2H,2H,3H,3H-perfluoroundecyl)phenol 在 四(三苯基膦)钯 、 氢溴酸 、 三溴化硼 、 碳酸氢钠 、 potassium carbonate 、 溶剂黄146 、 二甲基亚砜 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 乙腈 为溶剂， 反应 32.5h， 生成
  参考文献：
  名称：

  具有（半）全氟侧链的棒状双亲分子：具有新液晶相结构的多亲嵌段分子

  摘要：

  作为关键步骤，通过钯催化的交叉偶联反应合成了由刚性联苯单元、两个末端极性 1,2-二醇单元和侧向连接（半）全氟化链组成的新型双亲分子。通过偏光光学显微镜、DSC和X射线散射研究了这些化合物的热致液晶行为，并研究了侧链的长度、数量、结构和位置对介晶性质的影响。在侧向半全氟化链伸长时发现了多种独特的液晶相。对于短链和中链长度，观察到一系列柱状相，并且随着侧链的进一步伸长，发现了一系列具有层状结构的新型中间相。在柱状相中，非极性侧链分离成柱状，这些柱状体嵌入由联苯单元组成的蜂窝状圆柱体网络中。二醇基团的氢键网络串提供保持整体结构的内聚力。改变侧链的长度会影响柱的直径，从而决定包围这些柱所需的联苯单元的数量。这些单位的数量 [4 (c2mm, p4mm)、5 (p2gg)、6 (p6mm)、8 (c2mm) 或 10 (p2gg)] 定义了圆柱体的形状以及柱状相的晶格类型。有人提出，具有 p2gg

  DOI：

  10.1021/ja036213g
• 作为产物：
  描述：

  全氟辛基碘烷 在 lithium aluminium tetrahydride 、 四(三苯基膦)钯 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 36.0h， 生成 2-(1H,1H,2H,2H,3H,3H-perfluoroundecyl)phenol
  参考文献：
  名称：

  柔性间隔物对T形双亲分子液晶自组装的影响

  摘要：

  合成了由联苯刚性核、半全氟侧链、末端位置的两个极性 1,2-二醇基团和连接极性基团与联苯核的柔性烷基间隔基组成的 T 形双亲分子，并通过偏光显微镜、DSC 进行了研究和 X 射线散射。研究了间隔物长度和间隔物位置对液晶相自组装的影响。一系列四种不同的柱状相（Col(hex)/p6mm、Col(rec)/p2gg、Col(squ)/p4gm 和 Col(squ)/p4mm），代表由具有六边形、五边形的圆柱体组成的液晶蜂窝结构和方形横截面，发现增加间隔长度。还表明，在 T 形双亲分子骨架中引入脂肪族间隔物用由方柱体组成的 Col(squ)/p4mm 相取代了由菱形柱体组成的 Col(rec)/c2mm 相。它还导致五边形圆柱的 2d 晶格将对称性从 Col(rec)/p2gg 增加到 Col(squ)/p4gm。首次观察到这两个五边形圆柱结构之间的温度相关的二阶相变。除了对圆柱体形状和相对称性

  DOI：

  10.1021/ja200822z

文献信息

• WO2008/28845
  申请人：——

  公开号：——

  公开（公告）日：——
• Novel Liquid-Crystalline Phases with Layerlike Organization
  作者：Xiao Hong Cheng、Malay Kumar Das、Siegmar Diele、Carsten Tschierske

  DOI：10.1002/1521-3773(20021104)41:21<4031::aid-anie4031>3.0.co;2-5

  日期：2002.11.4
• Liquid Crystalline Bolaamphiphiles with Semiperfluorinated Lateral Chains:  Competition between Layerlike and Honeycomb-Like Organization
  作者：Xiaohong Cheng、Malay Kumar Das、Ute Baumeister、Siegmar Diele、Carsten Tschierske

  DOI：10.1021/ja048224v

  日期：2004.10.1

  Novel bolaamphiphilic triblockmolecules consisting of a rigid biphenyl unit, with a polar 2,3-dihydroxypropyloxy group and a phenolic OH group at opposite ends, as well as a semiperfluorinated chain in a lateral position have been synthesized via palladium catalyzed cross coupling reactions as the key steps. The thermotropic liquid crystalline behavior of these compounds was investigated by polarized light microscopy, DSC and X-ray scattering, and the influence of the length of the lateral chain on the mesomorphic properties was studied. The compound with the shortest chain as well as the long chain derivatives form lamellar mesophases composed of segregated layers of the bolaamphiphilic moieties and sublayers comprising the fluid lateral chains. The layers within the lamellar phases of the short chain compound adopt a positional correlation, leading to a 2D lattice (Col(r)/p2mm), whereas the layers of the lamellar phases of the long chain derivatives are noncorrelated (Lam). Compounds with a medium chain length organize into columnar phases, where the nonpolar lateral chains segregate into columns, which are embedded in networks of regular (Col(h)) or stretched (Col(r)/c2mm) hexagonal cylinder shells consisting of the bolaamphiphilic units. In total, an unusual phase sequence was found, where, with respect to the chain length, columnar mesophases occur between two mesophases with layer organization.
• PERFLUOROALKYL SUBSTITUTED PHENOL DERIVATIVES AS SURFACE MODIFIERS
  申请人：Gerster Michele

  公开号：US20090242822A1

  公开（公告）日：2009-10-01

  The instant invention relates to a composition comprising a) an organic material which is susceptible to oxidative, thermal or light-induced degradation, and b) at least one compound of the formula (I) wherein the general symbols are as defined in claim 1 ; especially wherein at least one of the radicals R 2 , R 3 or R 4 is —CH 2 —CH(CH 3 )—S(O) p —R 12 , —CH 2 —CH 2 —CH 2 —S(O) p —R 12 , —CH 2 —CH(R 11 )—CH 2 —R 12 or —CH 2 —CH═CH—R 12 , R 11 is hydrogen or halogen, R 12 is a monovalent perfluorinated alkyl or alkenyl, linear or branched organic radical having four to twenty fully fluorinated carbon atoms; or —CH 2 CH 2 (CF 2 ) m CF 3 , m is 3 to 12, and p is 0, 1 or 2. The compounds of the formula I are useful as reducers of surface energy for organic materials, for example synthetic polymer. Polymers with such a reduced surface energy possess an “easy-to-clean”, “self-cleaning” “antisoiling”, “soil-release” “antigraffiti”, “oil resistance”, “solvent resistance”, “chemical resistance”, “self lubricating”, “scratch resistance”, “low moisture absorption”, “dirt pickup resistance”, “slip properties” and “hydrophobic surface”; and anti-adhesion properties against proteins and against microorganism such as for example bacteria, fungi and algae.
• US8258217B2
  申请人：——

  公开号：US8258217B2

  公开（公告）日：2012-09-04