2-(Perfluorhexyl)ethyl-2'-aminoethyl-sulfid | 36097-08-2

• 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-(Perfluorhexyl)ethyl-2'-aminoethyl-sulfid
• 英文别名: 2-(1H,1H,2H,2H-perfluorooctylthio)ethylamine；2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octylsulfanyl)-ethylamine；C6F13C2H4Sch2CH2NH2；2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylsulfanyl)ethanamine
• CAS: 36097-08-2
• 化学式: C₁₀H₁₀F₁₃NS
• 分子量: 423.241
• InChiKey: KHSFYUBENHDUNX-UHFFFAOYSA-N

物化性质

• 沸点：
  239.8±40.0 °C(Predicted)
• 密度：
  1.498±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 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：
  51.3
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  2-(Perfluorhexyl)ethyl-2'-aminoethyl-sulfid 、 1,6-己二异氰酸酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以4.3 g的产率得到1,1'-(hexane-1,6-diyl)bis(3-(2-((3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)thio)ethyl)urea)
  参考文献：
  名称：

  Hydrophobic and oleophobic surface modification using fluorinated bis-urea and bis-amide gelators

  摘要：

  A series of fluorinated bis-urea and bis-amide derivatives were synthesized from fluorinated amines and explored as surface modifiers for nonwoven substrates. A majority of these derivatives showed excellent gelation properties both in organic solvents as well as in supercritical carbon dioxide (scCO(2)) at concentrations ranging from 0.3 to 3 wt%. Gelation in the presence of a nonwoven substrate led to a gel-impregnated surface, which upon drying produced a composite with porous microstructure morphology on the surface. The composites thus produced showed high water and hexadecane contact angles, indicative of excellent hydrophobic and lyophobic properties. The superior hydrophobic and oleophobic behaviors observed in these composites are attributed to a combination of increased surface roughness and the presence of fluoroalkyl functionalities in the gelator backbone. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.01.006
• 作为产物：
  描述：

  N-[2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octylsulfanyl)-ethyl]-acetamide 在 sodium hydroxide 、 水 作用下， 反应 8.0h， 生成 2-(Perfluorhexyl)ethyl-2'-aminoethyl-sulfid
  参考文献：
  名称：

  SULFUR CONTAINING FLUOROALKYL AMINES AND ISOCYANATES

  摘要：

  本发明提供了一种制备含硫氟烷基胺的方法，克服了先前已知方法存在的问题。与先前已知方法不同，本发明的方法可以在不使用昂贵溶剂的情况下实现更高产量的含硫氟烷基胺。此外，与先前已知方法不同，本发明的方法可以产生含硫氟烷基胺的氧化形式，其中其硫原子被氧化。

  公开号：

  US20090143608A1

文献信息

• FLUOROSILANES
  申请人：Herzog Axel Hans-Joachim

  公开号：US20090143598A1

  公开（公告）日：2009-06-04

  Fluoroalkyl silanes are a class of compounds useful for various industrial purposes. For example, fluoroalkyl silanes which have hydrolysable groups (called hydrolysable fluoroalkyl silanes), are compounds useful as surface treatment agents which provide durable hydrophobic and oleophobic coatings. In general, hydrolysable fluoroalkyl silanes can be represented with the following formula: (RO—) 3 Si—R T wherein R is H or an alkyl; and R T is a monovalent organic compound terminated by a perfluoroalkyl group. When used to coat a surface, the (RO—) 3 moiety reacts (via hydrolysis) with various chemical groups of the surface (e.g., hydroxyl, amine, or other reactive groups) thereby bonding the fluoroalkyl silane to the surface The R T moiety comprises a divalent organic linking group which links the silicon atom to a terminal group rich in fluorine atoms whose unique electronic properties impart desirable hydrophobic and oleophobic properties in a surface coating. Modification of the R T moiety is useful in the engineering of fluoroalkyl silanes. The present invention provides for fluoroalkyl silanes having R T moieties which have not been heretofore considered.

  氟烷基硅烷是一类在各种工业用途中有用的化合物。例如，具有可水解基团（称为可水解氟烷基硅烷）的氟烷基硅烷是作为表面处理剂有用的化合物，可以提供耐久的疏水和疏油涂层。通常，可水解氟烷基硅烷可以用以下公式表示：(RO—)₃Si—RT，其中R为H或烷基；RT是以全氟烷基基团为末端的一价有机化合物。当用于涂覆表面时，(RO—)₃基团通过水解与表面的各种化学基团（如羟基、胺基或其他反应性基团）发生反应，从而将氟烷基硅烷与表面结合。RT基团包括一种双价有机连接基团，将硅原子与富含氟原子的末端基团连接起来，其独特的电子性质赋予涂层中理想的疏水和疏油性能。对RT基团的修改对于工程氟烷基硅烷是有用的。本发明提供了具有未被考虑过的RT基团的氟烷基硅烷。
• ALDOHEXOSE-BASED FLUOROADDITIVES
  申请人：RAGHAVANPILLAI ANILKUMAR

  公开号：US20120309854A1

  公开（公告）日：2012-12-06

  Compositions comprising compounds having an aldohexose moiety, a highly fluorinated moiety, and a nitrogen-containing functional group linking the moieties together are disclosed. The aldohexose-based fluoroadditives are effective in reducing the surface tension of water and are useful in various surfactant applications. Also disclosed are processes for making aldohexose-based fluoroadditives.

  本发明揭示了包含具有醛己糖基团、高度氟化基团和含氮功能基团，将这些基团连接在一起的化合物的组合物。基于醛己糖的氟添加剂在降低水的表面张力方面具有有效性，并在各种表面活性剂应用中有用。还揭示了制备基于醛己糖的氟添加剂的方法。
• FLUORINATED POLYOXYALKYLENE GLYCOL DIAMIDE SURFACTANTS
  申请人：MURPHY PETER MICHAEL

  公开号：US20100099839A1

  公开（公告）日：2010-04-22

  A fluorinated polyoxyalkylene glycol diamide surfactant of formula 1 B—X—COCH 2 O—[—C p H 2p O—] n —CH 2 CO—X—R a (1) wherein B is M or R a , M is an ionizable hydrogen, ammonium, alkali metal, or alkaline earth metal, p is from about 2 to about 4, n is from about 5 about 43, each X is independently NR, SCH 2 CH 2 NR, SO 2 NRCH 2 CH 2 NR, or SO 2 CH 2 CH 2 NR; R is hydrogen, or a linear or branched alkyl group C b H (2b+1) wherein b is 1 to about 18, R a is R f (CH 2 CF 2 ) d —(C g H 2g )—; R f (OCF 2 CF 2 ) r —(C g H 2g )—; R f OY—; R f (CH 2 ) h [(CF 2 CF 2 ) i (CH 2 CH 2 ) j ] k —; R f (C g H 2g )—; or H(C c F 2c )—(C g H 2g )—; Y is CFHCF 2 O(C w H 2w )—; or CF(CF 3 )CONH—(C g H 2g )—; and each R f is independently C c F (2c+1) wherein c is 1 to about 6.

  化学式1B-X-CO O-[CpH2pO]n- CO-X-Ra(1)中的氟化聚氧烷基二酰胺表面活性剂，其中B为M或Ra，M为可离子化的氢、铵、碱金属或碱土金属，p为约2到4，n为约5到43，每个X独立地为NR、S NR、SO2NR NR或SO2 NR；R为氢或线性或支链烷基CbH(2b+1)，其中b为1到约18，R为Rf(CH2CF2)d-(CgH2g)-、Rf(OCF2CF2)r-(CgH2g)-、RfOY-、Rf( )h[(CF2CF2)i( )j]k-、Rf(CgH2g)-或H(CCF2c)-(CgH2g)-；Y为CFHCF2O(CwH2w)-或CF(CF3)CONH-(CgH2g)-；每个Rf独立地为CcF(2c+1)，其中c为1到约6。
• FLUOROPOLYMER COMPOSITIONS AND TREATED SUBSTRATES
  申请人：Brown Gerald Oronde

  公开号：US20110084227A1

  公开（公告）日：2011-04-14

  A composition for imparting surface properties to substrates comprising a polymer of at least one polyurethane having at least one urea linkage prepared by: (i) reacting (a) at least one diisocyanate, polyisocyanate, or mixture thereof, having isocyanate groups, and (b) at least one fluorinated compound selected from the formula (I): R f 1 -L-X  (I) wherein R f 1 is a monovalent, partially or fully fluorinated, linear or branched, alkyl radical having 2 to 100 carbon atoms; optionally interrupted by 1 to 50 oxygen atoms; wherein the ratio of carbon atoms to oxygen atoms is at least 2:1 and no oxygen atoms are bonded to each other; L is a bond or a linear or branched divalent linking group having 1 to about 20 carbon atoms, said linking group optionally interrupted by 1 to about 4 hetero-radicals selected from the group consisting of —O—, —NR 1 —, —S—, —SO—, —SO 2 —, and —N(R 1 )C(O)— wherein R 1 is H or C 1 to C 6 alkyl, and said linking group optionally substituted with CH 2 Cl; X is an isocyanate-reactive group selected from the group consisting of —OH, —N(R)H, and —SH; and thereafter (ii) reacting with (c) water and (d) 0.05 to about 2.0 % by weight of an isocyanate-reactive fluorinated particulate component, based on a total dry weight of the composition.

  一种用于赋予基材表面性能的组合物，包括至少一种聚氨酯聚合物，其具有至少一种脲键，制备方法如下：（i）反应（a）至少一种具有异氰酸基团的二异氰酸酯、多异氰酸酯或其混合物，以及（b）选择自式（I）中的至少一种氟化合物：Rf1-L-X  （I）其中，Rf1是一种单价、部分或完全氟化的、线性或支链的烷基基团，具有2至100个碳原子，可选地由1至50个氧原子中断；其中，碳原子与氧原子的比率至少为2:1，且没有氧原子相互键合；L是一种化学键或线性或支链的双价连接基团，具有1至约20个碳原子，该连接基团可选地由1至约4个异原子基团中断，所述异原子基团选自由—O—、—NR1—、—S—、—SO—、—SO2—和—N（R1）C（O）—组成，其中，R1为H或C1至C6烷基，并可选地用CH2Cl取代该连接基团；X是一种异氰酸酯反应基团，选自—OH、—N（R）H和—SH组成；然后（ii）与（c）水和（d）0.05至约2.0重量％的异氰酸酯反应性氟化颗粒组分反应，基于组合物的总干重。
• FLUOROALKYL SILANES
  申请人：Herzog Axel Hans-Joachim

  公开号：US20120022266A1

  公开（公告）日：2012-01-26

  The present invention is directed to a fluorosilane represented by (L) 3 -Si—(CH 2 ) n —(Z 1 ) a —[C(X 1 )] x —(Z 2 ) l -Q 1 -R f where each n is independently an integer from 1 to 12; L is independently chosen from a hydrolysable or non-hydrolysable monovalent group; R f is chosen from a C 2 -C 12 perfluoroalkyl provided that: i) one fluorine atom of the perfluoroalkyl can be optionally replaced by hydrogen, and/or ii) the perfluoroalkyl can be optionally interrupted by at least one oxygen, methylene, or ethylene; Q 1 is chosen from the group consisting of a C 2 -C 12 hydrocarbylene optionally interrupted by at least one divalent organic group; X 1 is chosen from O or S; —Z 2 is —NH— and Z 1 is from the group consisting of —O—, and —S—; each R 1 is independently chosen from hydrogen, phenyl, or a monovalent C 1 -C 8 alkyl optionally terminated by —C 6 H 5 , preferably H or CH 3 .

  本发明涉及一种氟硅烷，其表示为(L)3-Si—(CH2)n—(Z1)a—[C(X1)]x—(Z2)l-Q1-Rf，其中n独立地为1到12的整数；L独立地选择自可水解或不可水解的一价基团；Rf选择自C2-C12全氟烷基，条件是：i）全氟烷基的一个氟原子可选地被氢取代，和/或ii）全氟烷基可选地被至少一个氧、亚甲基或乙烯间隔；Q1选择自C2-C12烃基烷基，可选地被至少一个二价有机基团中断；X1选择自O或S；—Z2为—NH—，Z1选择自—O—和—S—；每个R1独立地选择自氢、苯基或一价C1-C8烷基，可选地终止于—C6H5，优选H或CH3。