- Tetraarylphosphonium perfluorocyclobutyl polyelectrolyte with low critical surface energy, high thermal stability, and high alkaline resistance
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Two tetraarylphosphonium polyelectrolytes having perfluorocyclobutyl units in their backbones have been prepared in which the counteranion is either bromide (PFP·Br) or bis(trifluoromethyl)sulfonimide (PFP·NTf2). These polymers exhibit high thermal stability as assessed by thermogravimetric analysis, with a decomposition temperature of 460 °C for PFP·NTf2. Even after heating at 300 °C for 72 h, PFP·NTf2 shows no signs of degradation detectable by nuclear magnetic resonance spectrometry. As is typical for many tetraarylphosphonium species, films of these polymers can be quite resistant to degradation by alkaline solution. Upon alkaline challenge by exposure to 6 M NaOH at 65 °C for 24 h, for example, only 16% of the phosphonium centers in PFP·NTf2 are degraded, making PFP·NTf2 one of the most alkaline-stable phosphonium polymers to date. Despite having ionic backbones, PFP·Br and PFP·NTf2 exhibit very low critical surface energies of 26.1 and 22.9 mJ m?1, respectively. These values are on par with the values for poly(vinylene fluoride) and dimethylsiloxane. Such low surface energy polycations capable of high alkaline stability may find application as components of alkaline fuel cell membranes.
- Wan, Wang,Bedford, Monte S.,Smith, Rhett C.
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Read Online
- METHOD OF MAKING PERFLUOROCYCLOBUTANE-CONTAINING MONOMER
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The invention pertains to a multi-step process for making polyfunctional aromatic compounds comprising two phenyl rings bearing reactive groups susceptible of polycondensation reaction to provide polycondensed polymers, said method using economic raw materials, and possessing high selectivity and overall yield.
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- Suzuki polycondensation and post-polymerization modification toward electro-optic perfluorocyclobutyl (PFCB) aryl ether polymers: Synthesis and characterization
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Suzuki polycondensation (SPC) as an alternative strategy has been utilized for the first time to readily yield functional perfluorocyclobutyl (PFCB) aryl ether polymers, which are difficult to obtain via the traditional [2+2] thermal cyclopolymerization s
- Wu, Jingbo,Lund, Benjamin R.,Batchelor, Benjamin,Dei, Daniel K.,Liff, Shawna M.,Smith, Dennis W.
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supporting information
p. 227 - 233
(2015/11/03)
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- Perfluorocyclobutyl-based methacrylate monomers: Synthesis and radical polymerization
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A new class of methacrylate monomers containing perfluorocyclobutyl unit was synthesized in multi-steps including crossing-dimerization, demethylation and esterification using commercially available p-substituted phenol, tetrafluoroethylene and methacryloyl chloride as starting materials. These monomers can be polymerized in solution to provide perfluorocyclobutyl-based polymethacrylate, a kind of potential transparent material.
- Li, Yongjun,Zhang, Sen,Tong, Liang,Li, Qingnuan,Li, Wenxin,Lu, Guolin,Liu, Hao,Huang, Xiaoyu
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experimental part
p. 354 - 360
(2009/12/07)
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- Novel fluorinated poly(aryl ether)s derived from 1,2-bis(4-(4-fluorobenzoyl)phenoxy)-hexafluorocyclobutane
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Two novel poly(aryl ether)s were prepared from 1,2-bis(4-(4-fluorobenzoyl)-phenoxy)-hexafluorocyclobutane and aromatic bisphenols by the aromatic nucleophilic substitution reaction in a polar aprotic solvent. These polymers have good thermal stability up to 341 °C with 10% weight loss in inert atmosphere and good solubility in common organic solvents such as THF, DMAc, DMF and DMSO.
- Zhou, You,Qing, Feng-Ling
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p. 498 - 502
(2008/12/22)
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- Synthesis and electronic factors in thermal cyclodimerization of functionalized aromatic trifluorovinyl ethers
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A series of 19 p-substituted aromatic trifluorovinyl ether compounds were prepared from versatile intermediate P-Br-C6H4-O-CF= CF2 and underwent thermal radical mediated cyclodimerization to new difunctional compounds cont
- Spraul, Bryan K.,Suresh,Jin, Jianyong,Smith Jr., Dennis W.
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p. 7055 - 7064
(2007/10/03)
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