3-perfluorooctylpropyl bromide | 2059-22-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 3-perfluorooctylpropyl bromide
• 英文别名: 11-bromo-1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoroundecane；3-(Perfluorooctyl)propyl bromide
• CAS: 2059-22-5
• 化学式: C₁₁H₆BrF₁₇
• 分子量: 541.045
• InChiKey: QLWIPCBVEBBHKI-UHFFFAOYSA-N

物化性质

• 沸点：
  230.4±8.0 °C(Predicted)
• 密度：
  1.710±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  3-perfluorooctylpropyl bromide 、 香草醛 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以99.5%的产率得到4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecoxy)-3-methoxybenzaldehyde
  参考文献：
  名称：

  Fluorinated compound, water repellent composition and thin film

  摘要：

  通过使用能量相对较低的紫外光，提供一种氟化合物，可以轻松形成具有疏水/亲水图案的薄膜。通过用以下式1所代表的氟化合物形成的薄膜照射紫外光，形成具有疏水/亲水图案的薄膜（在式1中，R1、R2、R3和R4各自独立，是氢原子、卤素原子或一价有机基团，至少其中之一是含有氟原子的一价有机基团，R5是氢原子或一价有机基团，R6是一价有机基团，A是杂原子）。

  公开号：

  US20060222865A1
• 作为产物：
  描述：

  3-全氟辛基丙醇 在 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-perfluorooctylpropyl bromide
  参考文献：
  名称：

  Precise Synthesis of Novel Chain-End-Functionalized Polystyrenes with a Definite Number of Perfluorooctyl Groups and Their Surface Characterization

  摘要：

  We have successfully synthesized two types of chain-end-functionalized polystyrenes with a definite number of C8F17 groups that are dendritically distributed and linearly aligned in a double line. They are referred to as D and L types, respectively. In each type, there are three series of polymers whose C8F17 groups are connected to the main polystyrene chains by pheryl ether, benzyl ether, and benzyl ester linkages. A definite number of C8F17 groups from 2 to 32 and 1 to 10 are introduced at the chain ends of D and L type polymers, respectively. The resulting polymers all were well-defined in architecture and precisely controlled in chain length and degree of chain-end functionalization of C8F17 group. These polymers were cast into film and, after annealing, examined the surface segregation behavior Of C8F17 group by angle-dependent X-ray photoelectron spectroscopy and contact angle measurements using water and dodecane droplets. All of the C8F17-chain-end-functionalized polymers showed fairly large surface segregation and enrichment of C8F17 group- Furthermore, it was found that the segregation behavior strongly depended on the number and the alignment of C8F17 group and the linkage between C8F17 group and main chain. In general, the extent of the enrichment increased with increasing number of C8F17 groups and appeared to be saturated at a certain number Of C8F17 groups, ranging from 4 to 16 depending on the polymer series.

  DOI：

  10.1021/ma050457z

文献信息

• Syntheses of fluorous quaternary ammonium salts and their application as phase transfer catalysts for halide substitution reactions in extremely nonpolar fluorous solvents
  作者：Debaprasad Mandal、John A. Gladysz

  DOI：10.1016/j.tet.2009.11.012

  日期：2010.1

  shows that ionic displacements can take place in extremely nonpolar fluorous phases, and suggests a classical phase transfer mechanism for the catalyzed reactions. Interestingly, the non-fluorous ammonium salt mixture CH3(CH3(CH2)m)3N+ Cl− (3, Aliquat® 336; m=2:1 7/9) also catalyzes halide substitutions, but under triphasic conditions with 3 suspended between the lower fluorous and upper aqueous layers

  氟代烷基卤化物R f 8（CH 2）m X（m = 2，3; X = Cl，I）的全氟甲基萘烷溶液对NaCl，KI，KCN和NaOAc水溶液呈惰性。然而，替代以10摩尔％的氟铵盐的存在下发生，在100℃（ř ˚F 8（CH 2）2）（R ˚F 8（CH 2）5）3 Ñ +我- （1）或（R f 8（CH 2）3）4Ñ +溴- （2）（10摩尔％），这是完全或部分可溶于这些条件下perfluoromethyldecalin。（a）1和R f 8（CH 2）3 Br以及（b）2和R f 8（CH 2）2 I的化学计量反应在全氟甲基十氢化萘中于100°C进行，得到相同的R f 8（ CH 2）m I / R f 8（CH 2）m溴平衡比（60–65：40–35）。这表明离子置换可以发生在极非极性的氟相中，并提出了催化反应的经典相转移机理。有趣的是，所述非氟铵盐混合物CH 3（CH 3（CH 2）米）3
• Fluorescent Cyanine Dye J-Aggregates in the Fluorous Phase
  作者：Wei Cao、Ellen M. Sletten

  DOI：10.1021/jacs.7b11925

  日期：2018.2.28

  perfluorocarbon-hydrocarbon amphiphilic cyanine dye that J-aggregates in fluorous solvent. J-Aggregation is a special type of fluorophore aggregation, affording enhanced photophysical properties. Cyanine dyes are excellent J-aggregators in water but, until now, cyanine J-aggregates have not been translated to nonaqueous media. The fluorous phase J-aggregate displays enhanced photostability and processability

  我们提出了一种全氟化碳-烃两亲性花青染料，它在含氟溶剂中 J-聚集。J-Aggregation 是一种特殊类型的荧光团聚集，可提供增强的光物理特性。花青染料在水中是极好的 J-聚集体，但直到现在，花青 J-聚集体还没有被转化为非水介质。与类似的水性聚集体相比，氟相 J 聚集体显示出增强的光稳定性和可加工性。
• Synthesis of Hexa-peri-hexobenzocoronenes Carrying Linear or Branched Perfluoroalkylated Side Chains
  作者：Titus Jenny、Olivier Aebischer、David Muñoz、Patrick Tondo、Jean-Luc Débieux

  DOI：10.1055/s-0029-1218667

  日期：2010.4

  Substituted disc-shaped perfluoroalkylated hexa-peri-hexabenzocoronenes (HBC), known to self-assemble into conducting ordered architectures, were synthesized and characterized. A systematic variation of the linear or branched perfluoroalkylated side chains was performed in order to screen the influence of the lateral chain on their one-dimensional self-aggregation.

  研究人员合成并表征了取代的圆盘状全氟化六六六苯并硼烯（HBC），众所周知，HBC 可以自组装成导电的有序结构。我们对全氟烷基化侧链的线性或支链进行了系统的变化，以筛选侧链对其一维自聚集的影响。
• NOVEL SURFACE ACTIVE POLYMERIC SYSTEMS
  申请人：Hutchings Lian Richard

  公开号：US20100036054A1

  公开（公告）日：2010-02-11

  A polymer comprising a bulk polymer or copolymer P B together with an amount of a polymer-dendron additive D-P D of formula (I): is provided, such that the polymer comprises from 0.001 to 50% of dendron-additive D-P D calculated as weight of dendron D in polymers D-P D and P B , wherein: P D is a polymer chain comprising at least one monomer repeat unit and is cyclic (having no ends) or has at least two ends and is linked to group Y in chain or at least one of its ends; Y is a linking group; a and b are each zero or a whole number integer in the range from 1 to 5; A is a branching group; each XZ 1 is a functional group independently selected from one or more of OH, halo, amino, cyano, carboxylic acid, ester, thiol, silane, azide, alkyl, alkenyl, alkynyl, oligoalkyl, oligoalkenyl, oligoalkylether or any organometallic group, a linear, branched or cyclic C 1-20 alkyl, alkenyl or cycloalkyl group optionally comprising a heteroatom O or S and comprising from 3 to 37 functional groups selected from halo, OH, NR 2 , CN, COOH, COOR, SR, SiCl 3 , SiRCl 2 SiR 2 Cl, Si(OR) 3 , and a combination thereof; Z is O or S; is derived as functional groups as hereinbefore defined; G indicates the Generation of a given dendron, in which both a (where present) and b are in the range 1 to 5.

  提供一种聚合物，包括大量聚合物或共聚物PB，以及化学式（I）的聚合物树枝添加剂D-PD的一定量，使得聚合物中包含从0.001％到50％的树枝添加剂D-PD，其计算为聚合物D-PD和PB中树枝D的重量，其中：PD是由至少一个单体重复单元组成的聚合物链，是环状的（没有末端）或至少有两个末端，并与链中的Y基团或其至少一个末端连接；Y是连接基团；a和b分别为0或1至5范围内的整数；A是分支基团；每个XZ1是从OH，卤素，氨基，氰基，羧酸，酯，硫醇，硅烷，叠氮化物，烷基，烯基，炔基，寡烷基，寡烯基，寡烷醚或任何有机金属基团，线性，支链或环状C1-20烷基，烯基或环状基团，可选包含杂原子O或S，并包含来自3至37个卤素，OH，NR2，CN，COOH，COOR，SR，SiCl3，SiRCl2SiR2Cl，Si（OR）3和其组合的功能基团；Z是O或S；派生自如上所定义的功能基团；G表示给定树枝的代数，在其中a（如存在）和b均在1至5的范围内。
• NOVEL SURFACE ACTIVE POLYMERIC-DENDRON SYSTEMS
  申请人：UNIVERSITY OF DURHAM

  公开号：EP1907452B1

  公开（公告）日：2017-04-05