Original Fluorinated Surfactants Potentially Non- Bioaccumulable
Original Fluorinated Surfactants Potentially Non- Bioaccumulable
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DOI：
10.1016/j.jfluchem.2009.08.002
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发表时间：
2009-12
影响因子：
1.9
通讯作者：
G. Kostov;F. Boschet;B. Améduri
中科院分区：
文献类型：
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作者：
G. Kostov;F. Boschet;B. Améduri
这篇简短的综述更新了潜在的非生物蓄积性原生含氟表面活性剂的合成策略，这些策略并不详尽。不同的策略被集中在(I)制备CF3-X-(CH2)n-SO3Na(其中X=O，C6H4O或N(CF3)，n=8-12)，(Ii)六氟环氧丙烷(HFPO)的齐聚进一步合成寡聚(HFPO)-CF(CF3)CO-RH(其中RH代表亲水链)；(Iii)偏氟乙烯(VDF)与1-碘五氟乙烷或1-碘氟丁烷的调聚反应，生成CnF2n+1-(VDF)2-CH2CO2R(n=2或4，R=H或NH4)，(Iv)3，3，3-三氟丙烯(TFP)与异氟丙二醚或氢磷酸二乙酯的自由基调聚，得到(CF3)2Cf(TFP)x-RHor CF3-CH2-CH2-(TFP)y-P(O)(OH)2，以及(V)VDF和TFP的自由基聚合，或它们在(3)2CFI或氟黄药存在下的受控自由基共聚合。在大多数情况下，已经评估了表面张力与表面活性剂浓度之间的关系。这些策略导致了各种高度氟化(但尚未全氟化)的调聚体，它们的化学变化使其能够获得原始的表面活性剂，作为全氟辛酸(PFOA)、全氟辛酸铵(APFO)或全氟辛基磺酸(PFOS)的新型替代品，被认为是可生物积累的、持久的和有毒的。
This minireview updates non-exhaustive recent strategies of synthesis of original fluorosurfactants potentially non-bioaccumulable. Various strategies have been focused on (i) the preparation of CF3–X–(CH2)n–SO3Na (with X=O, C6H4O or N(CF3) and n=8–12), (ii) the oligomerization of hexafluoropropylene oxide (HFPO) to further synthesize oligo(HFPO)–CF(CF3)CO–RH(where RHstands for an hydrophilic chain); (iii) the telomerization of vinylidene fluoride (VDF) with 1-iodopentafluoroethane or 1-iodononafluorobutane to produce CnF2n+1–(VDF)2–CH2CO2R (n=2 or 4, R=H or NH4), (iv) the radical telomerization of 3,3,3-trifluoropropene (TFP) with isoperfluoropropyliodide or diethyl hydrogenophosphonate to prepare (CF3)2CF(TFP)x–RHor CF3–CH2–CH2–(TFP)y–P(O)(OH)2, and (v) the radical cotelomerization of VDF and TFP, or their controlled radical copolymerization in the presence of (CF3)2CFI or a fluorinated xanthate. In most cases, the surface tensions versus the surfactant concentrations have been assessed. These above strategies led to various highly fluorinated (but yet not perfluorinated) telomers whose chemical changes enabled to obtain original surfactants as novel alternatives to perfluorooctanoic acid (PFOA), ammonium perfluorooctanoate (APFO), or perfluorooctylsulfonic acid (PFOS) regarded as bioaccumulable, persistent, and toxic.