38565-52-5Relevant articles and documents
Highly selective synthesis of [(perfluoroalkyl)methyl]oxiranes (by the addition of iodoperfluoroalkanes to allyl acetate)
Cirkva, Vladimir,Ameduri, Bruno,Boutevin, Bernard,Paleta, Oldrich
, p. 151 - 158 (1997)
Mixtures of regioisomeric adducts of monoiodoperfluoroalkanes RF-I (RF = C4F9, C6F13, C8F17) with allyl acetate, RFCH2CHICH2OAc (1a-1c) and rearranged adducts RFCH2CH(OAc)-CH2I (2a-2c), were converted chemoselectively to the corresponding oxiranes RFCH2CH(-O-)CH2 (3a-3c) in yields of 94-96% (total yields of the two-step synthesis starting from RF-I were 85-87%). The chemoselectivity of the oxirane formation appeared to be very dependent on the solvent used. Dependence on the reaction conditions on formation of byproducts RFCH=CHCH2OAc (4a-4c) and RFCH=CHCH2OH (5a-5c) in the epoxidation reaction was studied.
Mixed fluoroalkyl-alkyl surfactants
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Page/Page column 7, (2009/03/07)
A surfactant of formula 1 [in-line-formulae](Rf-A)a-Q-([B]k—R)b??Formula 1[/in-line-formulae] wherein a and b are each independently 1 or 2;Rf is a linear or branched perfluoroalkyl radical having from 2 to about 20 carbon atoms, optionally interrupted with at least one oxygen;R is a C1 to C20 linear, branched or cyclic alkyl, or a C6 to C10 aryl;B is —(CH2CHR1O)x—,k is 0 or 1, x is 1 to about 20,A is —(CH2)m[(CHR1CH2O)]s—[(CH2)m(CH)tCHOH(CH2)m]e—, wherein each m is independently 0 to 3, s is 0 to about 30, t is 0 or 1, and e is 0 or 1,R1 is H or CH3,Q is: —OP(O)(O?M+)(O)—,—O—,—S—(CH2)m—C(O)—O—,—SO2—O——CH2CH2O—C(O)CH2C(OH)(V)CH2C(O)O—;—(CH2CH2O)xCH2CH(OH)—(CH2CH2O)x—(CH2)m—Si[OSi(R2)3]2—, —SO2NR2—,—(CH2CH2O)zC(O)CH(SO3?M+)CH2C(O)(OCH2CH2)z—wherein z is 1 to about 15, or a bond when s is a positive integer,V is —C(O)OR3 and R3 is H, CH3 or Rf;R2 is C1 to C4 alkyl, andM+ is a Group 1 metal or an ammonium (NHxR2y)+ cation wherein x+y=4, and R2 is C1 to C4 alkyl,provided that when Q is —OP(O)(O?M+)(O)— or when Q is —(CH2CH2O)z—C(O)CH(SO3?M+)CH2C(O)(OCH2CH2)z—, then at least one of s or e is a positive integer.
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Rubio,Blancou,Commeyras
, p. 1 - 5 (2007/10/03)
A new synthesis of perfluoroalkylmethyloxiranes and perfluoroalkylmethylaziridines is accomplished by addition of allylalcohol or allylamine to iodoperfluoroalkanes in the presence of potassium or sodium hydroxide.