Isothiocyanate functional surfactants, formulations incorporating the same, and associated methods of use
AssigneeThe William M. Yarbrough Foundation
InventorMichael E. Silver
Life of this patent
Estimating the term…
Abstract
An isothiocyanate functional surfactant containing composition where the isothiocyanate functional surfactant containing composition includes an isothiocyanate functional surfactant where the protonated form of the surfactant includes the structure of formula (IA): wherein R1 includes the structure of formula (IIA), (IIIA), or (IVA), wherein X includes an integer ranging from approximately 0 to approximately 20, wherein R2 comprises a linear or branched aliphatic group containing approximately 8 to approximately 25 carbon atoms, and wherein R3 comprises an aliphatic or aromatic group containing approximately 1 to approximately 20 carbon atoms and at least one —N═C═S group.
Claims20
A topical formulation for treatment of skin conditions comprising an isothiocyanate functional surfactant and one or more additional surfactants, wherein the isothiocyanate functional surfactant is represented by the following chemical structure:
- wherein R1 is chosen from the group consisting of:
- an alkyl,
- a cycloalkyl,
- a polycycloalkyl,
- a heterocycloalkyl,
- an aryl,
- an alkaryl,
- an aralkyl,
- an alkoxy,
- an alkanoyl,
- an aroyl,
- an alkenyl,
- an alkynyl, and
- a cyano group containing approximately 1 to approximately 25 carbon atom(s), wherein the carbon atom(s) may be a linking group to, or part of, a halogen, a N, O, or S containing moiety, or one or more functional groups chosen from the group consisting of alcohols, esters, ammonium salts, phosphonium salts, and combinations thereof;
- a linkage to a dimer;
- a linkage to an oligomer;
- and a linkage to a polymer;
- wherein R2 consists of NCS;
- wherein R3-R5 are the same or different and are chosen from the group consisting of H;
- OH;
- an alkyl, a cycloalkyl, a polycycloalkyl, a heterocycloalkyl, an aryl, an alkaryl, an aralkyl, an alkoxy, an alkanoyl, an aroyl, an alkenyl, an alkynyl and a cyano group containing approximately 1 to approximately 25 carbon atom(s), wherein the carbon atom(s) may be a linking group to, or part of, a halogen, a N, O, or S containing moiety, or one or more functional groups chosen from the group consisting of alcohols, esters, ammonium salts, phosphonium salts, and combinations thereof;
- a linkage to a dimer;
- a linkage to an oligomer;
- and a linkage to a polymer with the proviso that at least one of R3-R5 are chosen from the group consisting of an alkyl, a cycloalkyl, a polycycloalkyl, a heterocycloalkyl, an aryl, an alkaryl, an aralkyl, an alkoxy, an alkanoyl, an aroyl, an alkenyl, an alkynyl and a cyano group containing approximately 8 to approximately 25 carbon atom(s);
- and
- wherein X is a counter cation chosen from the group consisting of:
- alkali metals;
- alkaline earth metals;
- transition metals;
- s-block metals;
- d-block metals;
- p-block metals;
- NZ4+, wherein Z is chosen from the group consisting of H, R6, and OR6, and wherein R6 is chosen from the group consisting of:
- an alkyl, a cycloalkyl, a polycycloalkyl, a heterocycloalkyl, an aryl, an alkaryl, an aralkyl, an alkoxy, an alkanoyl, an aroyl, an alkenyl, an alkynyl and a cyano group containing approximately 1 to approximately 25 carbon atom(s), wherein the carbon atom(s) are chosen from the group consisting of:
- a linking group to, or part of, a halogen, a N, O, or S containing moiety, and one or more functional groups comprising alcohols, esters, ammonium salts, phosphonium salts, and combinations thereof;
- a linkage to a dimer;
- a linkage to an oligomer;
- and a linkage to a polymer.
A topical formulation for treatment of skin conditions comprising an isothiocyanate functional surfactant and one or more additional surfactants, wherein the isothiocyanate functional surfactant is represented by the following chemical structure:
- wherein R1 is chosen from the group consisting of:
- an alkyl,
- a cycloalkyl,
- a polycycloalkyl,
- a heterocycloalkyl,
- an aryl,
- an alkaryl,
- an aralkyl,
- an alkoxy,
- an alkanoyl,
- an aroyl,
- an alkenyl,
- an alkynyl, and
- a cyano group containing approximately 1 to approximately 25 carbon atom(s), wherein the carbon atom(s) may be a linking group to, or part of, a halogen, a N, O, or S containing moiety, or one or more functional groups chosen from the group consisting of alcohols, esters, ammonium salts, phosphonium salts, and combinations thereof;
- a linkage to a dimer;
- a linkage to an oligomer;
- and a linkage to a polymer;
- wherein R2 consists of NCS;
- wherein R3-R5 are the same or different and are chosen from the group consisting of H;
- OH;
- an alkyl, a cycloalkyl, a polycycloalkyl, a heterocycloalkyl, an aryl, an alkaryl, an aralkyl, an alkoxy, an alkanoyl, an aroyl, an alkenyl, an alkynyl and a cyano group containing approximately 1 to approximately 25 carbon atom(s), wherein the carbon atom(s) may be a linking group to, or part of, a halogen, a N, O, or S containing moiety, or one or more functional groups chosen from the group consisting of alcohols, esters, ammonium salts, phosphonium salts, and combinations thereof;
- a linkage to a dimer;
- a linkage to an oligomer;
- and a linkage to a polymer with the proviso that at least one of R3-R5 are chosen from the group consisting of an alkyl, a cycloalkyl, a polycycloalkyl, a heterocycloalkyl, an aryl, an alkaryl, an aralkyl, an alkoxy, an alkanoyl, an aroyl, an alkenyl, an alkynyl and a cyano group containing approximately 8 to approximately 25 carbon atom(s);
- and
- wherein X is a counter cation chosen from the group consisting of:
- alkali metals;
- alkaline earth metals;
- transition metals;
- s-block metals;
- d-block metals;
- p-block metals;
- NZ4+, wherein Z is chosen from the group consisting of H, R6, and OR6, and wherein R6 is chosen from the group consisting of:
- an alkyl, a cycloalkyl, a polycycloalkyl, a heterocycloalkyl, an aryl, an alkaryl, an aralkyl, an alkoxy, an alkanoyl, an aroyl, an alkenyl, an alkynyl and a cyano group containing one to 25 carbon atom(s), wherein the carbon atom(s) are chosen from the group consisting of:
- a linking group to, or part of, a halogen, a N, O, or S containing moiety, and one or more functional groups comprising alcohols, esters, ammonium salts, phosphonium salts, and combinations thereof;
- a linkage to a dimer;
- a linkage to an oligomer;
- and a linkage to a polymer;
- and
- wherein the wherein the one or more additional surfactants are selected from at least one of the group consisting of a non-ionic surfactant, an anionic surfactant, and combinations thereof.
A topical formulation for the topical treatment of skin conditions comprising an isothiocyanate functional surfactant, one or more additional surfactants, wherein the isothiocyanate functional surfactant is represented by the following chemical structure:
Dependencies are inferred from the claim text.