Sulfobetaine detergents,and lubricants and cosmetics containing same

Abstract

Abstract Z") NOVEL SULFOBETAINES, PREPARED FROM TERTIARY AMINES AND SULTONES, HAVING THE STRUCTURE R-CH(-M(+))-(CH2)N-SO3(-) IN WHICH R IS AN ALKYL GROUP HAVING FROM 6 TO 23 CARBON ATOMS, N IS THE INTEGER 2 OR 3, AND M$ IS A RADICAL HAVING THE STRUCTURE Z''-(C(-X'')(-Y''))B-N(+)(-(C(-X)(-Y))A-Z)(-(C(-X")(-Y"))C- IN WHICH M IS 0 OR AN INTEGER OF FROM 1 TO 5 AND R'' IS H- OR AN ALKYL GROUP HAVING FROM 1 TO 3 CARBON ATOMS, (V) -NR2" IN WHICH EACH R" IS, INDEPENDENTLY, HOR AN ALKYL GROUP HAVING FROM 1 TO 4 CARBON ATOMS, AND (VI) -OR"'', IN WHICH R"'' IS AN ALKYL GROUP HAVING FROM 1 TO 4 CARBON ATOMS, AT LEAST ONE OF SAID SUBSTITUENTS BEING OTHER THAN HYDROGEN ARE PROVIDED. THE FIVE OR SIX MEMBERED CHAIN INCLUDING THE -SO3(-) AND >N(+)< GROUPS PROVIDES FOR READY INNER SALT OR RING FORMATION, GIVING RESISTANCE TO DEGRADATION, SUCH AS N+(-)3-(CH2)3-SO3(-) AND N+(-)3-(CH2)4-SO3(-) NOT READILY OBTAINED WITH SIMILAR CHAINS CONTAINING OTHER NUMBERS OF ATOMS SUCH AS =N$-CH2-CH2-SO3$, WHICH WOULD REQUIRE A HIGHLY STRAINED FOUR-MEMBERED RING. A MORE EFFECTIVE DETERGENT IS PROVIDED THAN IN COMPOUNDS HAVING THE NITROGEN ATOM IN THE LONGEST CHAIN OF THE MOLECULE. THE DETERGENT COMPOUNDS ARE USEFUL, FOR EXAMPLE, IN LUBRICANTS AND COSMETICS, ALL AS IS MORE PARTICULARLY DESCRIBED IN THE SPECIFICATION WHICH FOLLOWS. WHEREIN A, B, AND C ARE, INDEPENDENTLY, INTEGERS OF FROM 1 TO 6, AND THE SUBSTITUENTS X, X'', X", Y, Y'', Y", Z, Z'', AND Z", ATTACHED TO EACH CARBON ATOM, ARE INDEPENDENTLY, SELECTED FROM THE GROUP CONSISTING OF: (I) HYDROGEN, (II) HYDROXYL, (III)HALOGEN, (IV) -(CH2)M-COO-R''

Inventors

• 👤 George F Kite
• 👤 Arthur C Whitaker

Bibliographic Details