C6F13CH2CF2CH2CH2OH | 932747-89-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: C6F13CH2CF2CH2CH2OH
• 英文别名: 3,3,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecan-1-ol
• CAS: 932747-89-2
• 化学式: C₁₀H₇F₁₅O
• 分子量: 428.141
• InChiKey: SLWBEAPUHPGZGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  C6F13CH2CF2CH2CH2OH 、 丙烯酰氯 在 三乙胺 、 对苯二酚 作用下， 以 正己烷 为溶剂， 以73%的产率得到acrylic acid 3,3,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluoro-decyl ester
  参考文献：
  名称：

  Synthesis and repellent properties of vinylidene fluoride-containing polyacrylates

  摘要：

  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.

  DOI：

  10.1016/j.jfluchem.2007.08.005
• 作为产物：
  描述：

  1,1,1,2,2,3,3,4,4,5,5,6,6,8,8-pentadecafluoro-10-iododecane 在 硫酸 作用下， 反应 1.5h， 以52%的产率得到C6F13CH2CF2CH2CH2OH
  参考文献：
  名称：

  Synthesis and repellent properties of vinylidene fluoride-containing polyacrylates

  摘要：

  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.

  DOI：

  10.1016/j.jfluchem.2007.08.005

文献信息

• 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。
• Partially fluorinated compositions and surface active agents
  申请人：Acosta Erick Jose

  公开号：US20080113172A1

  公开（公告）日：2008-05-15

  Partially fluorinated amino acid derivatives are provided that are useful as organogelators and surface treatment materials to provide oil- and water-repellency properties to substrates. Also provided are composite materials comprising a porous support and a porous nanoweb. The porous nanoweb contains fibrous structures of about 10 nm to about 1000 nm effective average fiber diameter.

  提供部分氟化氨基酸衍生物，可用作有机凝胶剂和表面处理材料，以赋予基材油和水的抗性。还提供了复合材料，包括多孔支撑体和多孔纳米网。多孔纳米网包含有效平均纤维直径约为10纳米至1000纳米的纤维结构。
• WO2008/60352
  申请人：——

  公开号：——

  公开（公告）日：——
• US7842626B2
  申请人：——

  公开号：US7842626B2

  公开（公告）日：2010-11-30
• 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.