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How Fluorous Is Poly(2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxide-co-tetrafluoroethylene) (Teflon AF)?
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2004-10-01 , DOI: 10.1021/ja047453e
Hong Zhao 1 , Kamal Ismail 1 , Stephen G. Weber 1
Affiliation  

We investigated poly(2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxide-co-tetrafluoroethylene (Teflon AF 2400, Tg = 240 degrees C), a stable and permeable fluorous polymer, as a transport/extraction medium for solutes for the first time. From the study of transport behavior of a series of solutes (in chloroform solution) through the film, and detailed measurement of the partitioning and diffusion of benzene in the film, we showed that the Teflon AF film is influenced by the solvent to which it is exposed. In particular, the solvent chloroform is sorbed in the film at a high concentration of 1.13 M. This plasticizes the film, so that the diffusion coefficient of benzene is about 3 orders of magnitude larger in a chloroform-equilibrated film compared to benzene coming from the gas phase into a "dry" film. The partition ratio of the polar solute 3-hydroxypyridine is dramatically higher in the case of partitioning between chloroform and a film (0.02) compared to partitioning between chloroform and the fluorous solvent FC-72 (6.7 x 10-5). Krytox FSH, a carboxylic acid terminated perfluoropolyether, plasticizes films. Tg in a 50% (w/w) film decreases to -40 degrees C. This carboxylic acid is capable of molecular recognition in the film. The noncovalent association between Krytox FSH (0.13 M in the film) and 3-hydroxypyridine increases the distribution ratio of the polar solute into the film by 41 times. In comparison, the partition ratio into a fluorocarbon solvent (FC-72) increases 15 000 times under the same conditions. As a result of imbibing organic solvent, the films of Teflon AF 2400 are not as fluorous as a fluorous liquid.

中文翻译:

Poly(2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxide-co-四氟乙烯) (Teflon AF) 的含氟量如何?

与氯仿和氟溶剂 FC-72 之间的分配 (6.7 x 10-5) 相比,在氯仿和薄膜之间分配的情况下,极性溶质 3-羟基吡啶的分配比 (0.02) 显着更高。Krytox FSH 是一种羧酸封端的全氟聚醚,可使薄膜增塑。50% (w/w) 薄膜中的 Tg 降低至 -40 摄氏度。这种羧酸能够在薄膜中识别分子。Krytox FSH(薄膜中的 0.13 M)和 3-羟基吡啶之间的非共价结合使极性溶质在薄膜中的分布比例增加了 41 倍。相比之下,在相同条件下,分配到碳氟化合物溶剂 (FC-72) 中的分配比增加了 15 000 倍。由于吸收了有机溶剂,Teflon AF 2400 的薄膜不像含氟液体那样含氟。
更新日期:2004-10-01
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