Perfluoroalkyl-substituted amines, acids, amino acids and thioether acids

A compound of the formula:

• QF-NR1R2 (Ia), QF-N(→O)R1R2 (Ib), QF-N+R1R2R3A− (Ic) QF-S—R4—COOM (IIa), QF—S(O)2—R4—COOM (IIb), QF—SO3M (IIa), QF-NR1—(PO3)3M (IIIb) or QF-NR1—SO3M (IIIc),
• in which
• R1 is an aliphatic, aromatic or cyclo-aliphatic hydrocarbon residue with one to 20 carbon atoms, optionally interrupted by one or more oxygens and/or substituted by hydroxy groups, or is R2;
• R2 is R1 or an aliphatic, aromatic or cyclo-aliphatic hydrocarbon residue with 1 to 20 carbon atoms, substituted by one or two carboxy groups or a sulfate or a sulfonate group, and which is optionally further substituted by amino or hydroxy groups and/or interrupted by tertiary amino groups, sulfur or oxygen, with the proviso that when R2 is R1, the compound is of structure (Ib) or (Ic), and when R2 is —CH2—COOH, QF is QF1;
• R3 is C1-C5alkyl or benzyl or is a C1-C5alkylene group which is substituted by a carboxy or sulfonate group;
• R4 is C1-C5alkylene or phenylene;
• A− is an ionically or covalently bound anion;
• M is hydrogen, an alkali metal cation, ammonium, or ammonium that is mono-, di-, tri- or tetra-substituted by C1-C4alkyl, C1-C4-hydroxyalkyl, or a mixture thereof;
• and
• QF is 0 to 50% by weight QF1 and 50 to 100% by weight QF2, wherein
• QF1 is RFCH2CHI—CH2—O—CH2CH(OH)CH2— and
• QF2 is RFCH═CH—CH2O—CH2CH(OH)CH2—,
• in which
• RF is a monovalent, perfluorinated, alkyl or alkenyl, linear, branched or cyclic organic radical having three to twenty fully fluorinated carbon atoms, which organic radical is optionally interrupted by divalent oxygen or sulfur atoms,
• with the proviso that the compound of the formula
• 16
• Is excluded.