Textile treatment compositions including quternary bis-imidazoline compounds derived from linear tetramines useful to improve moisture management and provide antimicrobial protection

A method of making a treatment composition comprising a quaternized bis-imidazoline, comprising the steps of:

• a) providing a bis-amide according to the formula
• wherein each Z1, Z2, Z3, Z4, Z5, and Z6 independently is a monovalent moiety or at least first and second of the Z1, Z2, Z3, Z4, Z5, and Z6 moieties are linked to each other in a manner effective to form a divalent moiety that attaches to the corresponding imidazoline ring(s) at two attachment sites;
• and each RH independently is a hydrophobic, monovalent moiety comprising 6 to 50 carbon atoms;
• b) causing ingredients comprising at least the bis-amide to form a bis-imidazoline according to the formula
• wherein at least a portion of forming the bis-imidazoline occurs in a vacuum at a temperature less than 325° C.;
• and
• c) using ingredients comprising the bis-imidazoline to form a composition having a pH in the range from 4.0 to 6.9 and comprising a quaternary ammonium bis-imidazoline cation or salt thereof.