2-[(3,3,4,4,5,5,6,6,6-nonafluorohexyl)sulfanyl]ethanol | 104568-28-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-[(3,3,4,4,5,5,6,6,6-nonafluorohexyl)sulfanyl]ethanol
• 英文别名: 2-(3,3,4,4,5,5,6,6,6-nonafluoro-hexylthio)ethanol；2-(3,3,4,4,5,5,6,6,6-nonafluorohexylthio)ethanol；2-(3,3,4,4,5,5,6,6,6-nonafluorohexylsulfanyl)ethanol
• CAS: 104568-28-7
• 化学式: C₈H₉F₉OS
• 分子量: 324.21
• InChiKey: BZEGSOOPSLUPSS-UHFFFAOYSA-N

物化性质

• 沸点：
  58-59 °C(Press: 0.795 Torr)
• 密度：
  1.465±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-[(3,3,4,4,5,5,6,6,6-nonafluorohexyl)sulfanyl]ethanol 在 sodium periodate 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 11.0h， 生成 2-[(3,3,4,4,5,5,6,6,6-nonafluorohexyl)sulfinyl]ethyl methacrylate
  参考文献：
  名称：

  New perfluoroalkylated amphiphilic methacrylates bearing sulfinyl group as monomers for biomedical applications: water content and oxygen permeability of their copolymers with DEGMA

  摘要：

  Perfluoroalkylated methacrylates 7a-c bearing sulfinyl group within a straight-chain ester group, i.e. CH2=C(CH3)CO2CH2CH2S(O)CH2CH2CF2(CF2CF2)(n)CF3 (n = 1-3) were prepared by two alternative synthetic sequences from 2-[(polyfluoroalkyl)sulfanyl]ethanols HOCH2CH2SCH2CH2CF2(CF2CF2)(n)CF3 (n = 1-3) in overall yields of 88-91%. Copolymers of 7a-c with diethylene glycol methacrylate (DEGMA) prepared in bulk under radical conditions display high transparency, increased water content and good oxygen permeability properties, which are advantageous for their application in ophthalmology and as prosthetic materials. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.06.003
• 作为产物：
  描述：

  1,1,2,2-四氢全氟己基碘 、 2-巯基乙醇 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.33h， 以81%的产率得到2-[(3,3,4,4,5,5,6,6,6-nonafluorohexyl)sulfanyl]ethanol
  参考文献：
  名称：

  [EN] FLUORINE-CONTAINING URETHANES
  [FR] URETHANES FLUORES

  摘要：

  这是一种含有氟的聚氨酯化合物，化学式为[Rf-A1-Z-X1-OC(=O)NH-]m I [-NHC(=O)O-Y1]n[-NHC(=O)O-((ClCH2-)X2O)α-R1]k。其中，I表示从聚异氰酸酯化合物中去除异氰酸基后得到的基团，Rf表示具有1-21个碳原子的全氟烷基，A1表示直接连接或具有1-21个碳原子的二价有机基团，Z表示-S-或-SO2-，X1表示具有1-5个碳原子的直链或支链脂肪族基团，可以具有至少一个羟基，X2表示具有2-5个碳原子的直链或支链脂肪族基团，是三价的，Y1表示可以具有羟基的一价有机基团，R1表示氢原子或具有1-10个碳原子的烷基。

  公开号：

  WO2006013791A1

文献信息

• Synthèse de nouveaux silanes F-alkyles dérivés de tensioactifs non-ioniques F-alkyles
  作者：J. Bommelaer、F. Szönyi、A. Cambon

  DOI：10.1016/s0022-1139(00)81255-5

  日期：1991.11

  Additivity of the properties due to the SiOSiO bonding and to the perfluorinated chain is observed in the field of the fluorinated silicones. In this work we report the synthesis of new silanes derived from a series of non-ionic F-alkylated monodisperse surfactants allowing modulation of their degree of crosslinking and their HLB (hydrophilic lipophilic balance).

  在氟化硅氧烷领域中观察到由于SiOSiO键和全氟化链引起的性质的可加性。在这项工作中，我们报告了由一系列非离子型F烷基化单分散表面活性剂衍生的新硅烷的合成，这些表面活性剂可调节其交联度和HLB（亲水亲脂平衡）。
• Synthesis de tensioactifs F-alkyles non ioniques monodisperses
  作者：F. Szönyi、A. Cambon

  DOI：10.1016/s0022-1139(00)81027-1

  日期：1987.7

  Synthesis of monodisperse fluorinated nonionic surface-active agents is usually difficult, long and expensive. We found a new synthetic strategy easy to work up from commercially available products which allows us to obtain, with good yields, homogeneous series of pure and monodisperse bisequenced nonionic perfluoroalkyl surfactants.

  单分散氟化非离子表面活性剂的合成通常是困难的，漫长的和昂贵的。我们发现了一种新的合成策略，该策略很容易从市售产品中得到应用，这使我们能够以高收率获得均一系列的纯净和单分散双序列非离子全氟烷基表面活性剂。
• Fluorine-Containing Urethanes
  申请人：Yamamoto Ikuo

  公开号：US20070245499A1

  公开（公告）日：2007-10-25

  Fluorine-containing urethanes represented by the general formula: [Rf-A 1 -Z-X 1 —OC(═O)NH—] m I[—NHC(═O)O—Y 1 ] n [—NHC(═O)O—(ClCH 2 —)X 2 O) a —R 1 ] k (1) wherein I is a group derived from a polyisocyanate by removal of the isocyanato groups; Rf is perfluoroalkyl of 1 to 21 carbon atoms; A 1 is a direct bond or an organic group of 1 to 21 carbon atoms; Z is —S— or —SO 2 —; X 1 is a divalent, straight-chain or branched, C 1-5 aliphatic group which may have at least one hydroxyl group; X 2 is a trivalent, straight-chain or branched, C 2-5 aliphatic group; Y 1 is a monovalent organic group which is optionally hydroxylated; and R 1 is hydrogen or alkyl of 1 to 10 carbon atoms.

  通式为[Rf-A1-Z-X1—OC(═O)NH—]mI[—NHC(═O)O—Y1]n[—NHC(═O)O—(ClCH2—)X2O]a—R1]k的含氟脲基化合物，其中I是通过去除异氰酸基团而来自于多异氰酸酯的基团；Rf是1至21个碳原子的全氟烷基；A1是1至21个碳原子的直接键或有机基团；Z为—S—或—SO2—；X1为双价的直链或支链的C1-5脂肪族基团，可以具有至少一个羟基；X2为三价的直链或支链的C2-5脂肪族基团；Y1为单价的有机基团，可选地含有羟基；R1为氢或1至10个碳原子的烷基。
• FLUOROPOLYMER AND SOIL REMOVER
  申请人：Uesugi Norimasa

  公开号：US20090256102A1

  公开（公告）日：2009-10-15

  A fluorocopolymer formed from, as essential ingredients, (a) a fluoromonomer represented by the general formula: CH 2 ═C(—X)—C(—O)—Y—[—(CH 2 ) m -Z-] p -(CH 2 ) n —Rf  (1) [wherein X is hydrogen, C 1-21 linear or branched alkyl, fluorine, chlorine, bromine, iodine, —CFX 1 X 2 (wherein X 1 and X 2 each is hydrogen, fluorine, chlorine, bromine, or iodine), cyano, C 1-21 linear or branched fluoroalkyl, (un)substituted benzyl, or (un)substituted phenyl; Y is —O— or —NH—; Z is —S— or —SO 2 —; Rf is C 1-21 fluoroalkyl; m is 1-10; n is 0-10; and p is 0 or 1] and (b) a polyalkylene glycol (meth)acrylate. A soil remover containing this fluorocopolymer imparts to a woven fabric, etc. excellent oil repellency, unsusceptibility to fouling, and the property of releasing stains therefrom, while maintaining durability in washing.

  由(a)一种由通式CH2═C(—X)—C(—O)—Y—[—(CH2)m-Z-]p-(CH2)n—Rf  (1)[其中X为氢、C1-21线性或支链烷基、氟、氯、溴、碘、—CFX1X2（其中X1和X2分别为氢、氟、氯、溴或碘）、氰基、C1-21线性或支链氟烷基、（未）取代苄基或（未）取代苯基；Y为—O—或—NH—；Z为—S—或—SO2—；Rf为C1-21氟烷基；m为1-10；n为0-10；p为0或1]组成的氟共聚物和(b)一种聚烷基乙二醇（甲基）丙烯酸酯。含有这种氟共聚物的除污剂赋予织物等优异的防油性、不易污染的性质和释放污渍的性质，同时保持耐洗涤性。
• Fluorine-containing urethanes
  申请人：Daikin Industries, Ltd.

  公开号：US07914589B2

  公开（公告）日：2011-03-29

  Fluorine-containing urethanes represented by the general formula: [Rf-A1-Z—X1—OC(═O)NH—]mI[—NHC(═O)O—Y1]n[—NHC(═O)O—(ClCH2—)X2O)a—R1]k   (1) wherein I is a group derived from a polyisocyanate by removal of the isocyanato groups; Rf is perfluoroalkyl of 1 to 21 carbon atoms; A1 is a direct bond or an organic group of 1 to 21 carbon atoms; Z —SO2—; X1 is a divalent, straight-chain or branched, C1-5 aliphatic group which may have at least one hydroxyl group; X2 is a trivalent, straight-chain or branched, C2-5 aliphatic group; Y1 is a monovalent organic group which is optionally hydroxylated; and R1 is hydrogen or alkyl of 1 to 10 carbon atoms.

  通式为[Rf-A1-Z—X1—OC(═O)NH—]mI[—NHC(═O)O—Y1]n[—NHC(═O)O—(ClCH2—)X2O]a—R1]k的含氟脲酯，其中I是通过去除异氰酸基团从聚异氰酸酯得到的基团；Rf是1至21个碳原子的全氟烷基；A1是直接键或1至21个碳原子的有机基团；Z是—SO2—；X1是二价的，直链或支链的C1-5脂肪基团，可能具有至少一个羟基；X2是三价的，直链或支链的C2-5脂肪基团；Y1是可选择羟基化的一价有机基团；R1是氢或1至10个碳原子的烷基。