Methods of making an antistatic agent

摘要

Methods for making the phosphonium sulfonate salt of generic formula (1):
CX 3 (CX 2 ) q -(O) p -(CX 2 ) r -SO 2 -O - P + (R) 4 (1)
wherein each X is independently a halogen or hydrogen, provided that the molar ratio of halogen to hydrogen is greater than 0.90; p is 0 or 1 and q and r are integers of 0 to 7 provided that q+r is less than 8 and that if p is not zero then r is greater than zero; and each R is the same or different hydrocarbon radical containing 1 to 18 carbon atoms, the method comprising
(i) combining in an aqueous medium a compound of the generic formula (4):
CX 3 -(CX 2 ) q -(O) p -(CX 2 ) r SO 2 -F (4)
wherein X, p, q, and r are as defined above, with a compound of the generic formula (5):
(R) 4 P-OH (5)
wherein R is as defined above; or
(ii) combining in an aqueous medium sodium hydroxide and/or lithium hydroxide; a compound of the generic formula (4); and a compound of the generic formula (3):
(R) 4 P-Z (3)
wherein Z is a halogen and R is as defined above;
and separating the phosphonium sulfonate product of formula (1).