1,1,1,2,2,3,3,4,4,5,5,6,6,8,8-pentadecafluoro-10-iododecane | 49676-71-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 1,1,1,2,2,3,3,4,4,5,5,6,6,8,8-pentadecafluoro-10-iododecane
• 英文别名: C6F13CH2CF2CH2CH2I；1,1,1,2,2,3,3,4,4,5,5,6,6,8,8-Pentadecafluoro-10-iododecane
• CAS: 49676-71-3
• 化学式: C₁₀H₆F₁₅I
• 分子量: 538.038
• InChiKey: MVOSMHMFUFQGRI-UHFFFAOYSA-N

物化性质

• 沸点：
  237.1±8.0 °C(Predicted)
• 密度：
  1.827±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  26
• 可旋转键数：
  8
• 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：
  15

反应信息

• 作为反应物：
  描述：

  1,1,1,2,2,3,3,4,4,5,5,6,6,8,8-pentadecafluoro-10-iododecane 在 甲醇 、 氯 、 甲基三辛基氯化铵 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 40.0h， 生成 3,3,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecane-1-sulfonic acid
  参考文献：
  名称：

  氟化磺酸盐表面活性剂

  摘要：

  合成了新型的氟化磺酸盐表面活性剂，其中全氟烷基链被醚氧（–O–）或亚甲基（–CH 2 –）单元中断。这两类分子都涉及多步合成。氟醚磺酸盐（RfOCF 2 CF 2 CH 2 CH 2 SO 3 H，Rf = C 2 F 5，C 3 F 7）通过四个步骤实现，包括全氟乙烯基醚的氟碘化（RfCF = CF 2），乙基化，氯化和水解。亚甲基间断氟磺酸盐（RfCH 2 CF 2 CH 2还分四个步骤制备CH 2 SO 3 H，Rf ＝ C 4 F 9，C 6 F 13），包括氟代烷基碘的偏二氟乙烯插入，乙烯插入，氯化和水解。所有中间体和最终产物均通过1 H和19 F NMR进行了很好的表征。将这些新型氟化表面活性剂与市售氟磺酸盐（C 6 F 13 CH 2 CH 2 SO 3H）表面活性。这些材料与市售含氟表面活性剂的表面张力相匹配，但由于它们的氟含量较低而更加有效。

  DOI：

  10.1016/j.jfluchem.2011.10.007
• 作为产物：
  描述：

  乙烯 、 1,1,1,2,2,3,3,4,4,5,5,6,6,8,8-十五氟-8-碘辛烷 在 甜橙提取物 作用下， 240.0 ℃ 、4.69 MPa 条件下， 反应 12.0h， 以68%的产率得到1,1,1,2,2,3,3,4,4,5,5,6,6,8,8-pentadecafluoro-10-iododecane
  参考文献：
  名称：

  氟化磺酸盐表面活性剂

  摘要：

  合成了新型的氟化磺酸盐表面活性剂，其中全氟烷基链被醚氧（–O–）或亚甲基（–CH 2 –）单元中断。这两类分子都涉及多步合成。氟醚磺酸盐（RfOCF 2 CF 2 CH 2 CH 2 SO 3 H，Rf = C 2 F 5，C 3 F 7）通过四个步骤实现，包括全氟乙烯基醚的氟碘化（RfCF = CF 2），乙基化，氯化和水解。亚甲基间断氟磺酸盐（RfCH 2 CF 2 CH 2还分四个步骤制备CH 2 SO 3 H，Rf ＝ C 4 F 9，C 6 F 13），包括氟代烷基碘的偏二氟乙烯插入，乙烯插入，氯化和水解。所有中间体和最终产物均通过1 H和19 F NMR进行了很好的表征。将这些新型氟化表面活性剂与市售氟磺酸盐（C 6 F 13 CH 2 CH 2 SO 3H）表面活性。这些材料与市售含氟表面活性剂的表面张力相匹配，但由于它们的氟含量较低而更加有效。

  DOI：

  10.1016/j.jfluchem.2011.10.007

文献信息

• Fluorinated pyridinium and ammonium cationic surfactants
  作者：Allison Yake、Tanya Corder、Kenneth Moloy、Tim Coope、Charles Taylor、Ming Hung、Sheng Peng

  DOI：10.1016/j.jfluchem.2016.05.003

  日期：2016.7

  New classes of partially fluorinated cationic surfactants, including pyridinium sulfonates and ammonium hydrochlorides have been prepared in which a fluoroalkyl chain is interrupted either by ether oxygen (O), or by methylene (CH2) units. These surfactants are obtained from multi-step syntheses via intermediate fluoroalkyl ethylene iodides (RfO(CF2CF2)nCH2CH2I, Rf = C3F7, C2F5, n = 1–3 or Rf(CH2CF2)m(CH2CH2)n

  已经制备了新型的部分氟化的阳离子表面活性剂，包括磺酸吡啶鎓盐和铵盐酸盐，其中氟烷基链被醚氧（O ）或亚甲基（CH 2）单元中断。这些表面活性剂是通过中间体氟代烷基碘乙烷（RfO（CF 2 CF 2）n CH 2 CH 2 I，Rf = C 3 F 7， C 2 F 5， n  = 1-3或Rf（CH 2 CF 2）m（CH 2 CH 2）n，Rf = C 4 F 9，C 6 F 13m  = 0–2，n  = 1-2）或氟代烷基碘（RfI，Rf = C 3 F 7 O（CF 2 CF 2）3 I，C 6 F 13）。检查了这些氟化阳离子表面活性剂的表面活性，并与在油田应用中用作添加剂的市售氟化阳离子表面活性剂进行了比较。一些实施例显示出相对于对照物良好的性能，但是具有更高的氟效率，因为它们比全氟烷基类似物具有更低的氟含量。对于盐酸铵，还研究了阳离子与包括乙烯，丁烯和亚异丙基的氟化链之间不同间隔基团对表面活性的影响。
• [EN] FLUORINATED AMPHOTERIC SURFACTANTS<br/>[FR] TENSIOACTIFS AMPHOTÈRES FLUORÉS
  申请人：DU PONT

  公开号：WO2011046793A1

  公开（公告）日：2011-04-21

  A compound of Formula (I), wherein Ra is linear or branched F(CF2)n(CH2CF2)m-, or linear or branched F(CF2)o interrupted by 1 to 6 catenary oxygen atoms, each oxygen bonded to two carbon atoms, m is 1 to 4, n is 2 to 6, o is 2 to 7, A is O or (CH2)k-COO, R1 is hydrogen or a methyl, R2 and R3 are each independently alkyl having 1 to 6 carbon atoms, and p, q and k are each independently integers from 1 to 10, which is suitable for use as a surfactant and in fire fighting formulations.

  化合物的化学式为（I），其中Ra是线性或支链的F（CF2）n（CH2CF2）m-，或线性或支链的F（CF2）o，中间插入1到6个接链氧原子，每个氧原子与两个碳原子键合，m为1到4，n为2到6，o为2到7，A为O或（CH2）k-COO，R1为氢或甲基，R2和R3分别独立为1到6个碳原子的烷基，p、q和k分别独立为1到10的整数，适用于作为表面活性剂和消防配方中使用。
• FLUORINATED VINYLIDENE CATIONIC SURFACTANT
  申请人：Peng Sheng

  公开号：US20110092395A1

  公开（公告）日：2011-04-21

  A fluorinated pyridinium cationic compound of formula (I) wherein, Rf is F(CF 2 ) 6 (CH 2 CF 2 ) m (CH 2 CH 2 ) n —, m and n are each independently integers of 1 to 3, and R is H, C 1 to C 5 linear or branched alkyl, or C 1 to C 5 linear or branched alkoxy, having surfactant properties for lowering surface tension in an aqueous medium or solvent medium, and for use as a foaming agent.

  一种具有表面活性特性的氟代吡啶阳离子化合物，化学式为(I)，其中，Rf为F(CF2)6(CH2CF2)m(CH2CH2)n—，m和n分别为1至3之间的整数，R为H、C1到C5的直链或支链烷基，或C1到C5的直链或支链烷氧基，可降低水性介质或溶剂介质中的表面张力，并用作起泡剂。
• Mixed fluoroalkyl-alkyl surfactants
  申请人：Acosta Erick Jose

  公开号：US20090038510A1

  公开（公告）日：2009-02-12

  A compound of Formula 1 R f -A-OP(O)(O − M + )(O—R H )   Formula 1 wherein R f is a C 2 to C 6 linear or branched perfluoroalkyl optionally interrupted by one, two or three ether oxygen atoms; A is (CH 2 CF 2 ) m (CH 2 ) n —, (CH 2 ) o SO 2 N(CH 3 )(CH 2 ) p —, O(CF 2 ) q (CH 2 ) r —, or OCHFCF 2 OE-; m is 1 to 4; n, o, p, and r are each independently 2 to 20; q is 2; E is a C 2 to C 20 linear or branched alkyl group optionally interrupted by oxygen, sulfur, or nitrogen atoms; a cyclic alkyl group, or a C 6 to C 10 aryl group; M is a Group I metal or an ammonium cation (NH x R 2 y ) + wherein R 2 is a C 1 to C 4 alkyl, x is 1 to 4, y is 0 to 3 and x+y is 4; and R H is a C 1 to C 20 linear, branched, or cyclic alkyl, or a C 6 to C 10 aryl, and its use as a surfactant is disclosed.

  化合物式为1Rf-A-OP(O)(O−M+)(O—RH)的化合物，其中： Rf是C2到C6的线性或支链全氟烷基，可以中断一个、两个或三个醚氧原子； A是(CH2CF2)m(CH2)n—，(CH2)oSO2N(CH3)(CH2)p—，O(CF2)q(CH2)r—，或OCHFCF2OE-； m为1到4；n、o、p和r各自独立地为2到20；q为2； E是C2到C20的线性或支链烷基，可选地中断氧、硫或氮原子；环状烷基或C6到C10芳基； M是第一族金属或铵阳离子(NHxR2y)+，其中R2是C1到C4烷基，x为1到4，y为0到3且x+y为4； RH是C1到C20的线性、支链或环状烷基，或C6到C10芳基，并公开了其作为表面活性剂的用途。
• Synthesis and repellent properties of vinylidene fluoride-containing polyacrylates
  作者：Ji-Qing Huang、Wei-Dong Meng、Feng-Ling Qing

  DOI：10.1016/j.jfluchem.2007.08.005

  日期：2007.12

  Fluorinated polyacrylats with side group containing vinylidene fluoride (VDF) units (CF3(CF2)(n) (CH2CF2)(m), n = 3, 5; m = 1, 2) were successfully synthesized. The water and oil repellency properties of these polymers are similar to those of fluorinated polyacrylate with side group containing long perfluorooctyl group (CF3(CF2)(7)I. The thermal telomerization of CF3(CF2)(5)I and CF3(CF2)(3)I with vinylidene fluoride (VDF) provided CF3(CF2)(5)CH2CF2I (1b) and CF3(CF2)(3)CH2CF2CH2CF2I (1c), respectively. The addition of 1b with ethylene followed by hydrolysis gave CF3(CF2)(5)CH2CF2CH2CH2OH (2b). Treatment of le with ethyl vinyl ether in the presence of Na2S2O4 followed by reduction produced CF3(CF2)(3)CH2CF2CH2CF2CH2CH2OH (2c). Fluoroacrylates 3b-d were prepared by acrylation of the corresponding fluoroalcohols 2b-d. The semi-continuous process emulsion co-polymerization of 3a-d with octadecyl acrylate and 2-hydroxylethyl acrylate initiated by (NH4)(2)S2O8 in the presence of a mixture emulsifiers of polyoxyethylene(10)nonyl phenyl ether (TX-10) and sodium lauryl sulfate provided stable latexes 4a-d, respectively. The water and oil repellency properties of 4b (R-f: CF3(CF2)(5)CH2CF2) and 4c (R-f: CF3(CF2)(3)CH2CF2CH2CF2) containing vinylidene fluoride (VDF) units were similar to those of 4a (R-f: CF3(CF2)(7)) containing long perfluoroalkyl group and much better than those of polymer 4d (Rf: CF3(CF2)(3)) with short perfluoroalkyl chain. Thus, polyacrylates containing vinylidene fluoride units showed promising aspects as the alternatives to the currently used water and oil repellent agents with long perfluoroalkyl chains. (C) 2007 Elsevier B.V. All rights reserved.