Process for preparing polysulfide chain terminator

Details Process for preparing polysulfide chain terminator Process for preparing polysulfide chain terminator

1979-12-17

1981-03-24

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Sulfur containing

528373, C07C14900

Patent

active

042582121

ABSTRACT:
A process is disclosed for preparing a mixture of hydroxyl containing di- and trisulfides, from either 2-mercaptoethanol or 3-mercaptopropanol, directly in two steps, without the formation of deleterious byproducts. Precise control of process conditions (a) in a first step in which the disulfide is formed, includes oxidation of mercapto-lower alkanol with a stoichiometric amount of H.sub.2 O.sub.2 while maintaining the pH and temperature of a relatively dilute aqueous reaction mixture within a specific narrow range; and, (b) in a second step in which a predetermined portion of the disulfide is converted substantially exclusively to the trisulfide, requires controlled heating of the reaction mixture to a temperature not to exceed 100.degree. C. The process may be carried out in a single reaction vessel, and directly yields a preselected distribution of disulfide and trisulfide in the mixture. The mixture is especially useful as a chain terminator in the preparation of hydroxyl-terminated liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule (referred to as "HTPS" polymers).

REFERENCES:
patent: 2754333 (1956-07-01), McCarthy
E. Gasson et al., J. Chem. Soc. (1948) pp. 44-46.
E. Reid, Org. Chem. of Bivalent Sulfur, III, p. 365, Chem. Publ. Co., N.Y. 1960.
G. Bennett, J. Chem. Soc. (1921), 119, 418-425.
Gilman, Org. Chem. I, 2nd Edition, 861-866.

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