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Preparation of new crosslinking agents and additives for use in polymer electrolyte membranes (PEMs) for fuel cell applications

机译：制备用于燃料电池应用的聚合物电解质膜（PEM）的新型交联剂和添加剂

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摘要

The most commonly used proton conductive membrane in polymer electrolyte membrane fuel cells (PEMFC) and direct methanol fuel cells (DMFC) studies to date is DuPont's NafionRTM, which is a perfluorinated copolymer of tetrafluoroethylene (TFE) and perfluorovinyl ether with a pendant sulfonic acid group. A focus of this work is to find ways to improve the performance of NafionRTM membranes.;Crosslinking the TFE chains of fluorinated ionomeric copolymers to improve their thermal and mechanical stability is a proven route to this goal. A straightforward synthetic route to perfluorinated divinyl ethers of the formula CF2=CFO(CF 2)3[OCF(CF3)CF2]mOCF=CF 2 (m = 0-1) has been demonstrated. The compounds CF2=CFO(CF 2)3OCF=CF2 and CF2=CFO(CF2) 3OCF(CF3)CF2OCF=CF2 were prepared and characterized by GC-MS, 13C and 19F NMR, and gas-IR spectroscopy. Synthetic routes to fluorosulfato-tetrafluoropropionyl fluoride [FSO3CF2CF2C(O)F] and difluoromalonyl difluoride [F(O)CCF2C(O)F] with improved yields were found.;The second focus of the dissertation was the development of fluorous triarylphosphines for use as new doping materials for the modification of NafionRTM membranes and for use as ligands in catalysts for biphasic catalysis. The synthesis and characterization of a series of new polyhexafluoropropylene oxide derivatives for preparation of fluorous triarylphosphines and phosphonium salts was studied, such as F[CF(CF3)CF2O] 4CF(CF3)CH2CH2I, F[CF(CF3)CF 2O]4CF(CF3)CH=CH2, F[CF(CF3)CF 2O]4CF(CF3) CH2CH2C6H5, and F[CF(CF 3)CF2O]4CF(CF3)CH2CH 2C6H4Br.;In a separate study, the photochlorination of 2,2,3,3-tetrafluoro-1-propanol (HCF2CF2CH2OH) and 2,2,3,3-tetrafluoropropyl 2,2,3,3-tetrafluoropropionate [HCF2CF2C(O)OCH2 CF2CF2H] with super diazo blue light (lambda max = 420 nm) were investigated. The photochemical products are different from those obtained under mercury light (lambda = 253.7nm). A new compound ClCF2CF2C(O)OC(H)ClCF2CF2Cl was prepared and characterized by GC-MS, elemental analysis, 1H, 13C and 19F NMR, and gas-IR spectroscopy.
机译：迄今为止，在聚合物电解质膜燃料电池（PEMFC）和直接甲醇燃料电池（DMFC）研究中最常用的质子传导膜是杜邦的NafionRTM，它是四氟乙烯（TFE）和全氟乙烯基醚的全氟共聚物，带有侧基磺酸基。这项工作的重点是找到改善NafionRTM膜性能的方法。交联氟化离聚物共聚物的TFE链以提高其热稳定性和机械稳定性是实现这一目标的可靠途径。已经证明了直接合成式CF 2 = CFO（CF 2）3 [OCF（CF 3）CF 2] mOCF = CF 2（m = 0-1）的二氟醚的合成路线。制备了化合物CF2 = CFO（CF 2）3OCF = CF2和CF2 = CFO（CF2）3OCF（CF3）CF2OCF = CF2并通过GC-MS，13C和19F NMR以及气体红外光谱进行了表征。发现了合成氟代硫酸根-四氟丙酰氟[FSO3CF2CF2C（O）F]和二氟丙二酰二氟[F（O）CCF2C（O）F]的合成途径。用于修饰NafionRTM膜的新型掺杂材料，并用作双相催化催化剂中的配体。研究了用于制备氟代三芳基膦和phospho盐的一系列新型聚六氟环氧丙烷衍生物的合成和表征，例如F [CF（CF3）CF2O] 4CF（CF3）CH2CH2I，F [CF（CF3）CF 2O] 4CF（ CF3）CH = CH2，F [CF（CF3）CF 2O] 4CF（CF3）CH2CH2C6H5和F [CF（CF 3）CF2O] 4CF（CF3）CH2CH 2C6H4Br .；在另一研究中，光氯化为2,2 ，3,3-四氟-1-丙醇（HCF2CF2CH2OH）和2,2,3,3-四氟丙基2,2,3,3-四氟丙酸酯[HCF2CF2C（O）OCH2 CF2CF2H]，带有重氮超蓝光（λmax= 420 nm）进行了调查。该光化学产品不同于在汞灯（λ= 253.7nm）下获得的光化学产品。制备了新的化合物ClCF2CF2C（O）OC（H）ClCF2CF2Cl，并通过GC-MS，元素分析，1H，13C和19F NMR以及气相色谱进行了表征。

著录项

  • 作者

    Zhou, Yangliu.;

  • 作者单位

    The University of Alabama.;

  • 授予单位 The University of Alabama.;
  • 学科 Organic chemistry.;Energy.
  • 学位 Ph.D.
  • 年度 2007
  • 页码 159 p.
  • 总页数 159
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

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