1H,1H,2H,2H-perfluorotetradecanethiol | 79840-60-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 英文名称: 1H,1H,2H,2H-perfluorotetradecanethiol
• 英文别名: 1-Tetradecanethiol, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,14-pentacosafluoro-；3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,14-pentacosafluorotetradecane-1-thiol
• CAS: 79840-60-1
• 化学式: C₁₄H₅F₂₅S
• 分子量: 680.22
• InChiKey: VINOXRJHEBZURZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  26

反应信息

• 作为产物：
  描述：

  Ethanethioic acid, S-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,14-pentacosafluorotetradecyl) ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 1H,1H,2H,2H-perfluorotetradecanethiol
  参考文献：
  名称：

  Self-assembled monolayers on gold generated from terminally perfluorinated alkanethiols bearing propyl vs. ethyl hydrocarbon spacers

  摘要：

  This paper examines the structural and interfacial properties of terminally perfluorinated self-assembled monolayers (FSAMs) on gold generated from the adsorption of a new series of terminally perfluorinated propanethiols F(CF2)(n)CH2)(3)SH, where n = 8, 10, and 12. Analysis of these FSAMs by ellipsometry and X-ray photoelectron spectroscopy (XPS) confirmed the formation of the monolayer films. The contact angles of water and n-hexadecane on these FSAMs indicated a high degree of hydrophobicity and oleophobicity. Polarization modulation infrared reflection-adsorption spectroscopy (PM-IRRAS) analysis of the films revealed that the fluorinated chains are oriented largely perpendicular to the gold surface. In addition, the FSAMs formed from the new adsorbates were compared to known FSAMs derived from F(CF2)(n)(CH2)(2)SH, where n = 8, 10, and 12, to examine the influence of the number of CH2 groups in the short alkyl spacer upon the conformational order and packing structure of the films. Analysis of the XPS spectra for the normalized peak intensity of the F 1s and S 2p binding energies for both types of films suggest a slight increase in packing density for the chains having the propyl vs. the ethyl hydrocarbon spacer. This conclusion is consistent with the observed decrease in the wetting behavior of hexadecane on the FSAMs formed from the new adsorbates. However, the preponderance of the data indicates that these two series of partially fluorinated alkanethiols form films with highly similar structure/packing characteristics with no discernible "odd-even" effect between the two series. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.09.003

文献信息

• Fluorhaltige Zusammensetzungen mit verbesserten Oberflächeneigenschaften
  申请人：Evonik Degussa GmbH

  公开号：EP2085442A1

  公开（公告）日：2009-08-05

  Es werden neuartige fluorhaltige Zusammensetzungen mit verbesserten Oberflächeneigenschaften zur permanten öl- und wasserabweisenden Oberflächenbehandlung bzw. -modifizierung von mineralischen und nichtmineralischen Untergründen für verschiedene Anwendungsbereich beansprucht, die in zweikomponentiger Form vorliegen. Bei einem gleichzeitig erniedrigten Fluorgehalt weisen diese Zusammensetzungen deutlich verbesserte anwendungstechnische Eigenschaften auf und sie können in Kombination mit geeigneten Stabilisierungskomponenten und hydrophilen Silankomponenten zusätzlich hinsichtlich ihrer hydrophoben, oleophoben und schmutzabweisenden Eigenschaften optimiert werden, wobei sie insgesamt eine ausgezeichnete Lagerstabilität aufweisen. Übersicht Komponenten DCO Y (A)(i) Fluorsilan-Komponente (A)(ii) vorgefertigte Fluorsilan-Komponente (B)(i) (Per)fluoralkylalkohol-Komponente (B)(ii) (Per)fluoralkylalkylenamin-Komponente (B)(iii) fluormodifizierte Makromonomere oder Telechele (B)(iv) (Per)fluoralkylalkylenisocyanat-Komponente (B)(v) (Per)fluoralkylcarbonsäurederivat-Komponente (C) (i) Isocyanatoalkylalkoxysilan-Komponente (C)(ii) andere Isocyanatosilan-Komponente (D)(i) Polyisocyanat-Komponente (D)(ii) Polyisocyanat-Komponente (E)(i) Aminoalkylalkoxysilan-Komponente (E)(ii) andere Aminosilan-Komponente (E)(iii) nichtionische Silan-Komponente (E)(iv) Aminosilikonöl-Komponente (E)(v) niedermolekulare Silan-Komponente (E)(vi) hydrophilierte wässrige Silan-Komponente (F)(i) monofunktionelle Hexafluorpropenoxid-Komponente (F)(ii) difunktionelle Hexafluorpropenoxid-Komponente (G)(i) monofunktionelle Polyalkylenglykol-Komponente (G)(ii) monofunktionelle Polyoxyalkylenamin-Komponente (G)(iii) polyfunktionelle Polyalkylenglykol-Komponente (G)(iv) polyfunktionelle Polyoxyalkylenamin-Komponente (H) Triazin-Komponente (I) Hydroxycarbonsäure-Komponente (J) NCN-Komponente (K) Carbonyl-Komponente (L)(i) Mercaptoalkylalkoxysilan-Komponente (L)(ii) andere Mercaptosilan-Komponente (M) (Per)fluoralkylalkylenoxid-Komponente (N)(i) Epoxyalkylolalkoxysilan-Komponente (N)(ii) andere Epoxysilan-Komponente (O) Polyamin-Komponente (P)(i) epoxyfunktionelle polyhedrale oligomere Polysilasesquioxan-Komponente (P)(ii) aminofunktionelle polyhedrale oligomere Polysilasesquioxan-Komponente (P)(iii) (meth)acryloylfunktionelle polyhedrale oligomere Polysilasesquioxan-Komponente (Q)(i) Aminoalkohol-Komponente (Q)(ii) andere Aminoalkohol-Komponente (R) Katalysator-Komponente (S)(i) Lösemittel-Komponente (S)(ii) Lösemittel-Komponente (T) Stabilisierungs-Komponente (U)(i) Säure-Komponente (U)(ii) Säure-Komponente (U)(iii) Säure-Komponente (U)(iv) Säure-Komponente (V) hydrophile Silan-Komponente (W) Neutralisations-Komponente (Y)(i) Formulierungs-Komponente (Y)(ii) (reaktive) Nanopartikel-Komponente (Z) Funktionalisierungs-Komponente

  新型含氟组合物具有更好的表面性能，可对矿物和非矿物基材进行永久性憎油性和憎水性表面处理或改性，适用于各种应用领域。由于同时降低了氟含量，这些组合物的应用性能得到了显著改善，与合适的稳定成分和亲水性硅烷成分结合使用，还可进一步优化其疏水、疏油和憎污性能，从而表现出优异的整体储存稳定性。 成分概述 DCO Y (A)(i) 氟硅烷成分 (A)(ii) 预制氟硅烷成分 (B)(i) (全氟烷基醇成分 (B)(ii) (全氟烷基亚烷基胺成分 (B)(iii) 氟改性大单体或远志 (B)(iv) (全)氟烷基异氰酸酯组分 (B)(v) (全)氟烷基羧酸衍生物组分 (C) (i) 异氰酸烷基烷氧基硅烷组分 (C)(ii) 其他异氰酸硅烷组分 (D)(i) 多异氰酸酯组分 (D)(ii) 多异氰酸酯组分 (E)(i) 氨基烷基烷氧基硅烷组分 (E)(ii) 其他氨基硅烷成分 (E)(iii) 非离子硅烷成分 (E)(iv) 氨基硅油成分 (E)(v) 低分子量硅烷成分 (E)(vi) 亲水性硅烷组分 (F)(i) 单官能团六氟丙烯氧化物成分 (F)(ii) 双官能团六氟丙烯氧化物组分 (G)(i) 单官能团聚亚烷基二醇成分 (G)(ii) 单官能团聚氧亚烷基胺成分 (G)(iii) 多官能团聚亚烷基二醇组分 (G)(iv) 多官能团聚氧亚烷基胺成分 (H) 三嗪成分 (I) 羟基羧酸组分 (J) 氮化萘成分 (K) 羰基成分 (L)(i) 巯基烷氧基硅烷成分 (L)(ii) 其他巯基硅烷成分 (M) (全氟烷基氧化烯成分 (N)(i) 环氧烷基烷氧基硅烷成分 (N)(ii) 其他环氧硅烷成分 (O) 聚胺组分 (P)(i) 环氧官能团多面体低聚聚硅氧烷组分 (P)(ii) 氨基功能多面体低聚聚硅氧烷组份 (P)(iii) (甲基)丙烯酰官能团多面体低聚聚硅氧烷组分 (Q)(i) 氨基醇成分 (Q)(ii) 其他氨基醇成分 (R) 催化剂成分 (S)(i) 溶剂成分 (S)(ii) 溶剂组分 (T) 稳定组分 (U)(i) 酸组分 (U)(ii) 酸性成分 (U)(iii) 酸组分 (U)(iv) 酸性成分 (V) 亲水性硅烷成分 (W) 中和组分 (Y)(i) 配方成分 (Y)(ii) (纳米粒子成分 (Z) 功能化成分
• Liquid fluorine-containing and two-component compositions for the surface treatment of mineral and non-mineral substrates
  申请人：Weinelt Frank

  公开号：US20090198000A1

  公开（公告）日：2009-08-06

  Fluorine-containing and two-component compositions exhibit improved surface properties for the permanent oil- and water-repellent surface treatment or modification of mineral and non-mineral substrates for various fields of application. At a simultaneously reduced fluorine content, these compositions have considerably improved application properties and, in combination with suitable stabilizing components and hydrophilic silane components, they exhibit excellent hydrophobic, oleophobic and soil-repellent properties, having overall excellent storage stability.
• FUNCTIONALIZED POLYURETHANE RESIN, METHOD FOR THE PRODUCTION THEREOF, AND USE THEREOF
  申请人：Maier Alois

  公开号：US20090240004A1

  公开（公告）日：2009-09-24

  Disclosed is a functionalized polyurethane resin containing a binder component, a hardener component and, optionally, a formulation component. The binder component consists essentially of urethane dispersions with defined structural components which, in turn, consist of special reaction products. Such polyurethane resins are used for the production of fluorine-modified polyurethane coatings and generally in construction or industrial applications for the permanent oil-, water- and dirt-resistant coating of mineral and non-mineral surfaces on the basis of, for example, hydraulically setting components.
• FLUID, FLUORINE-CONTAINING AND SINGLE-COMPONENT COMPOSITION
  申请人：Maier Alois

  公开号：US20100324205A1

  公开（公告）日：2010-12-23

  Novel fluorine-containing compositions which have improved surface properties for the permanent oil- and water-repellent surface treatment or modification of mineral and nonmineral substrates for various fields of application and are present in single-component form are claimed. These compositions have, at a reduced fluorine content, significantly improved use properties and they can, in combination with suitable stabilizing components and hydrophilic silane components, be additionally optimized in terms of their hydrophobic, oleophobic and dirt-repellent properties, and they have excellent storage stability.
• Self-assembled monolayers on gold generated from terminally perfluorinated alkanethiols bearing propyl vs. ethyl hydrocarbon spacers
  作者：Oussama Zenasni、Andrew C. Jamison、Maria D. Marquez、T. Randall Lee

  DOI：10.1016/j.jfluchem.2014.09.003

  日期：2014.12

  This paper examines the structural and interfacial properties of terminally perfluorinated self-assembled monolayers (FSAMs) on gold generated from the adsorption of a new series of terminally perfluorinated propanethiols F(CF2)(n)CH2)(3)SH, where n = 8, 10, and 12. Analysis of these FSAMs by ellipsometry and X-ray photoelectron spectroscopy (XPS) confirmed the formation of the monolayer films. The contact angles of water and n-hexadecane on these FSAMs indicated a high degree of hydrophobicity and oleophobicity. Polarization modulation infrared reflection-adsorption spectroscopy (PM-IRRAS) analysis of the films revealed that the fluorinated chains are oriented largely perpendicular to the gold surface. In addition, the FSAMs formed from the new adsorbates were compared to known FSAMs derived from F(CF2)(n)(CH2)(2)SH, where n = 8, 10, and 12, to examine the influence of the number of CH2 groups in the short alkyl spacer upon the conformational order and packing structure of the films. Analysis of the XPS spectra for the normalized peak intensity of the F 1s and S 2p binding energies for both types of films suggest a slight increase in packing density for the chains having the propyl vs. the ethyl hydrocarbon spacer. This conclusion is consistent with the observed decrease in the wetting behavior of hexadecane on the FSAMs formed from the new adsorbates. However, the preponderance of the data indicates that these two series of partially fluorinated alkanethiols form films with highly similar structure/packing characteristics with no discernible "odd-even" effect between the two series. (C) 2014 Elsevier B.V. All rights reserved.