1-oxo-1-[4-(perfluorohexyl)phenyl]hexane | 160565-83-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-oxo-1-[4-(perfluorohexyl)phenyl]hexane
• 英文别名: 1-[4-(Tridecafluorohexyl)phenyl]-1-hexanone；1-[4-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)phenyl]hexan-1-one
• CAS: 160565-83-3
• 化学式: C₁₈H₁₅F₁₃O
• 分子量: 494.296
• InChiKey: WALSJLUVIYWNTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  1-oxo-1-[4-(perfluorohexyl)phenyl]hexane 在 吡啶 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 Phosphoric acid diphenyl ester 1-(4-tridecafluorohexyl-phenyl)-hexyl ester
  参考文献：
  名称：

  Synthesis of phosphate-type fluorocarbon–hydrocarbon hybrid surfactants and their adsorption onto calcium hydroxyapatite

  摘要：

  Five novel phosphate-type hybrid surfactants, CmF2m+1C6H4CH[OPO2(OC6H5)Na]CnH2n+1 (FmPHnPPhNa: m 4,6, 8; n = 3, 5), have been synthesized. When compared with sulfate-type hybrid surfactants, CmF2m+1C6H4CH(OSO3Na)CnH2n+1(C6H4 p-phenylene), the new hybrid surfactants were found to have comparable abilities to lower the surface tension of water. The critical micelle concentrations of FmPHnPPhNa followed Klevens' rule and their occupied areas per molecule increased with increasing m and n. Calcium hydroxyapatite (CaHAp) pellets modified with FmPH3PPhNa gave high hydro and lipophobic surfaces. The hybrid surfactants are expected to be useful as new dental reagents for oral hygiene. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.05.015
• 作为产物：
  描述：

  己酰氯 在 三氯化铝 、 铜 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 1-oxo-1-[4-(perfluorohexyl)phenyl]hexane
  参考文献：
  名称：

  Synthesis of phosphate-type fluorocarbon–hydrocarbon hybrid surfactants and their adsorption onto calcium hydroxyapatite

  摘要：

  Five novel phosphate-type hybrid surfactants, CmF2m+1C6H4CH[OPO2(OC6H5)Na]CnH2n+1 (FmPHnPPhNa: m 4,6, 8; n = 3, 5), have been synthesized. When compared with sulfate-type hybrid surfactants, CmF2m+1C6H4CH(OSO3Na)CnH2n+1(C6H4 p-phenylene), the new hybrid surfactants were found to have comparable abilities to lower the surface tension of water. The critical micelle concentrations of FmPHnPPhNa followed Klevens' rule and their occupied areas per molecule increased with increasing m and n. Calcium hydroxyapatite (CaHAp) pellets modified with FmPH3PPhNa gave high hydro and lipophobic surfaces. The hybrid surfactants are expected to be useful as new dental reagents for oral hygiene. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.05.015

文献信息

• Synthesis and solution properties of sulfate-type hybrid surfactants with a benzene ring
  作者：Haruhiko Miyazawa、Kanako Igawa、Yukishige Kondo、Norio Yoshino

  DOI：10.1016/j.jfluchem.2003.08.007

  日期：2003.12

  molecules were synthesized. Alkanoyl chlorides were allowed to react with iodobenzene in the presence of aluminum chloride to give the corresponding aromatic ketones. The reaction of the ketones with perfluoroalkyl iodides yielded 1-[4-(perfluoroalkyl)phenyl]-1-alkanones as intermediates. The intermediates were allowed to react with methanol in tetrahydrofuran in the presence of sodium borohydride

  九种新型硫酸盐型杂化表面活性剂，C m F 2 m +1 C 6 H 4 CH（OSO 3 Na）C n H 2 n +1（F m PH n OS：m = 4，6，8; n = 3 ，5，7; C 6 H 4：p-亚苯基），在其分子中具有苯环。使烷酰氯在氯化铝的存在下与碘苯反应，得到相应的芳族酮。酮与全氟烷基碘的反应产生1- [4-（全氟烷基）苯基] -1-链烷酮作为中间体。在硼氢化钠存在下，使中间体与甲醇在四氢呋喃中反应，得到1- [4-（全氟烷基）苯基] -1-链烷醇。所需的杂化表面活性剂是通过使1- [4-（全氟烷基）苯基-1-链烷醇与三氧化硫/吡啶配合物在吡啶中反应，以及随后用氢氧化钠溶液中和产物而获得的。与常规杂化表面活性剂相比，C m F 2 m+1 C 6 H 4 COCH（SO 3 Na）C n H 2 n +1（F m H n S：m = 4，6; n = 2，4，6; C
• Reactive hydraulic fracturing fluid
  申请人：Saudi Arabian Oil Company

  公开号：US11339321B2

  公开（公告）日：2022-05-24

  Hydraulic fracturing fluids and methods to hydraulically fracture a subterranean formation and oxidize organic material in the subterranean formation. The hydraulic fracturing fluid includes water, another fluid, and a surfactant. An inorganic oxidizer is included in the water.

  水力压裂液和水力压裂地下地层并氧化地下地层中有机物的方法。水力压裂液包括水、另一种流体和表面活性剂。水中含有一种无机氧化剂。
• First Anionic Micelle with Unusually Long Lifetime:  Self-Assembly of Fluorocarbon−Hydrocarbon Hybrid Surfactant
  作者：Yukishige Kondo、Haruhiko Miyazawa、Hideki Sakai、Masahiko Abe、Norio Yoshino

  DOI：10.1021/ja0178564

  日期：2002.6.1

  The exchange of a fluorocarbon-hydrocarbon hybrid surfactant between monomer and micelle states in deuterium oxide has been investigated through 19F NMR and 1H NMR experiments. The CF3 group in the surfactant gives two kinds of 19F NMR signals corresponding to the monomer and micelle states, indicating slow surfactant exchange on NMR time scale. The lifetime (taumic) of micelle, estimated by line shape analysis of the signals, is 2.0 ms at cmc, 102 to 103 times longer than that of general surfactant micelles. Pulsed-gradient spin-echo (PGSE) experiments show that the hybrid surfactant forms considerably small micelles with a hydrodynamic radius of 0.6 nm. In contrast, at a higher concentration where no slow surfactant exchange is observed, the micelle radius increases to 1.1 nm. The interdigitation between the surfactant molecules in the micelle will contribute to the unusually long lifetime, in other words, slow surfactant exchange on the NMR time scale.
• Reactive Hydraulic Fracturing Fluid
  申请人：Saudi Arabian Oil Company

  公开号：US20210198558A1

  公开（公告）日：2021-07-01

  Hydraulic fracturing fluids and methods to hydraulically fracture a subterranean formation and oxidize organic material in the subterranean formation. The hydraulic fracturing fluid includes water, another fluid, and a surfactant. An inorganic oxidizer is included in the water.
• [EN] REACTIVE HYDRAULIC FRACTURING FLUID<br/>[FR] FLUIDE DE FRACTURATION HYDRAULIQUE RÉACTIF
  申请人：SAUDI ARABIAN OIL CO

  公开号：WO2021138119A1

  公开（公告）日：2021-07-08

  Hydraulic fracturing fluids and methods to hydraulically fracture a subterranean formation and oxidize organic material in the subterranean formation. The hydraulic fracturing fluid includes water, another fluid, and a surfactant. An inorganic oxidizer is included in the water.