轻水泡沫灭火剂 FN-3 | 151772-58-6

• 物质功能分类: 表面活性剂 - 工业表面活性剂
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 轻水泡沫灭火剂 FN-3
• 中文别名: 氟碳表面活性剂FN-3；全氟-3,6-二噁庚酸；轻水泡沫灭火剂FN-3
• 英文名称: nonafluoro-3,6-dioxaheptanoic acid
• 英文别名: perfluoro(3,6-dioxaheptanoic) acid；perfluoro(3,6-dioxheptanoic) acid；perfluoro(2-methoxyethoxyacetic acid)；Perfluoro-3,6-dioxaheptanoic acid；2,2-difluoro-2-[1,1,2,2-tetrafluoro-2-(trifluoromethoxy)ethoxy]acetic acid
• CAS: 151772-58-6
• 化学式: C₅HF₉O₄
• 分子量: 296.046
• InChiKey: PPWRLPJIHGWGFH-UHFFFAOYSA-N

物化性质

• 沸点：
  145 °C
• 密度：
  1.765±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（水中的溶解度为）、甲醇（微量）

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  13

安全信息

• 危险等级：
  IRRITANT, CORROSIVE
• 危险品标志：
  Xi,C
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34
• 海关编码：
  2918990090
• 危险品运输编号：
  UN 3265

制备方法与用途

化学性质：本品是一种微黄色或琥珀色的粘稠液体，耐热性良好，在250 ℃下不分解。其在强酸、强碱及强氧化还原条件下展现出良好的化学稳定性。

用途：主要用于制作灭火剂和杀菌剂。

生产方法：采用全氟醚辛酸与N,N-二乙基丙二胺为原料，先进行酰胺化反应，再经过氧化步骤得到最终产品。具体工艺详见氟碳表面活性剂中的FN-2氟碳表面活性剂的制备过程。

反应信息

• 作为反应物：
  描述：

  轻水泡沫灭火剂 FN-3 以 二氯甲烷 、 丙酮 为溶剂， 反应 8.0h， 生成 [1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene][2-isopropoxy-5-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)benzylidene]bis(perfluoro-3,6-dioxaheptanoyloxy)ruthenium(IV)
  参考文献：
  名称：

  Heavy fluorous phosphine-free ruthenium catalysts for alkene metathesis

  摘要：

  Second generation Grubbs catalyst was modified stepwise with perfluoroalkylated isopropoxystyrene and two perfluoroalkanoate or perfluoropolyoxaalkanoate ligands to afford heavy fluorous phosphine-free ruthenium complexes, which displayed high activity in model ring-closing metathesis reactions. Surprisingly, substitution with linear perfluoropolyether chains led to the complexes of higher activity and fluorophilicity compared to perfluoroalkyl chains, while the use of branched perfluoropolyether ponytails resulted in significantly inferior activity probably due to increased steric hindrance around the active ruthenium centre. Similar reactivity pattern with slightly lower activity was observed for the second generation Hoveyda-Grubbs catalysts bearing perfluoroalkanoate or perfluoropolyoxaalkanoate groups and non-fluorinated isopropoxybenzylidene ligand. Depending on the reaction system, unactivated precatalysts can be recycled by heavy fluorous extraction with perfluoro(methylcyclohexane). (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.03.003

文献信息

• Heavy fluorous phosphine-free ruthenium catalysts for alkene metathesis
  作者：Mario Babuněk、Ondřej Šimůnek、Jan Hošek、Markéta Rybáčková、Josef Cvačka、Anna Březinová、Jaroslav Kvíčala

  DOI：10.1016/j.jfluchem.2014.03.003

  日期：2014.5

  Second generation Grubbs catalyst was modified stepwise with perfluoroalkylated isopropoxystyrene and two perfluoroalkanoate or perfluoropolyoxaalkanoate ligands to afford heavy fluorous phosphine-free ruthenium complexes, which displayed high activity in model ring-closing metathesis reactions. Surprisingly, substitution with linear perfluoropolyether chains led to the complexes of higher activity and fluorophilicity compared to perfluoroalkyl chains, while the use of branched perfluoropolyether ponytails resulted in significantly inferior activity probably due to increased steric hindrance around the active ruthenium centre. Similar reactivity pattern with slightly lower activity was observed for the second generation Hoveyda-Grubbs catalysts bearing perfluoroalkanoate or perfluoropolyoxaalkanoate groups and non-fluorinated isopropoxybenzylidene ligand. Depending on the reaction system, unactivated precatalysts can be recycled by heavy fluorous extraction with perfluoro(methylcyclohexane). (C) 2014 Elsevier B.V. All rights reserved.