Novel onium surfactants

Details Novel onium surfactants Novel onium surfactants

1973-11-15

1978-06-06

Randolph, John D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

252117, 252121, 252541, 252542, 26029353, 260297R, 260327P, 260327TH, 260329R, 2603323R, 2605676M, 2605676P, 2605707, 2605709, 544351, C07C14946

Patent

active

040936635

ABSTRACT:
Novel onium surfactants are described which correspond to the formula X[(CH.sub.2 CH.sub.2 O).sub.m CH.sub.2 --R--CHR'--Q.sup..sym. A.sup..crclbar. ].sub.n, wherein X is an n-valent hydrophobic radical derived by the removal of n-atoms of active hydrogen from an organic compound; m is one or more; R is a divalent aromatic radical of from 6 to about 14 carbon atoms, the chain-length of which may be interrupted by oxygen or sulfur atoms; R' is hydrogen or methyl and is methyl only when R is m- or p-phenylene; Q.sup.+ is a quaternized atom of nitrogen or phosphorus or a tertiary atom of sulfur; A.sup.- is a compatible anion; and n is from 1 to 5. The following compound is an example C.sub.9 H.sub.19 --C.sub.6 H.sub.4 --O--CH.sub.2 CH.sub.2 O--.sub.15 CH.sub.2 --C.sub.6 H.sub.4 --CH.sub.2 --S.sup..sym. --(CH.sub.3).sub.2 Cl.sup..crclbar. . The novel surfactants are prepared in two steps. In step 1, various nonionic surfactants are reacted with certain chloromethylated aromatics in the presence of a strong base to give novel intermediates which are subsequently reacted in step 2 with tertiary amines, pyridines, tertiary phosphines, sulfides, thiourea etc. to give the onium surfactants.

REFERENCES:
patent: 2309691 (1943-02-01), Brannon
patent: 2395336 (1946-02-01), MacMullen et al.
patent: 2832795 (1958-04-01), Hempel et al.
patent: 3234230 (1966-02-01), Lloyd et al.
patent: 3409660 (1968-11-01), Lloyd et al.
Schwenker et al., Chem. Ber. vol. 101, pp. 2375-2380 (1968).

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