The present disclosure is directed to novel derivatives of naturally occurring humulones and lupulones, methods of making them, compositions comprising them, and methods for using them.

The present disclosure is directed to novel derivatives of naturally occurring humulones and lupulones, methods of making them, compositions comprising them, and methods for using them.

Disclosed is method that involves subjecting a base material to an extraction process to extract hydrocarbon fractions having molecular weights within a desired range from the base material to generate a resultant extraction material comprising mostly if not entirely of hydrocarbon fractions having molecular weights within the desired range. In some embodiments, the extraction process can involve performing the extraction in iterations.

Disclosed is method that involves subjecting a base material to an extraction process to extract hydrocarbon fractions having molecular weights within a desired range from the base material to generate a resultant extraction material comprising mostly if not entirely of hydrocarbon fractions having molecular weights within the desired range. In some embodiments, the extraction process can involve performing the extraction in iterations.

The present invention relates to a process for preparing cyclohexane by isomerizing a hydrocarbon mixture (HM1) comprising methylcyclopentane (MCP) in the presence of a catalyst. The catalyst is preferably an acidic ionic liquid. The starting material used is a stream (S1) which originates from a steamcracking process. The hydrocarbon mixture (HM1) obtained from this stream (S1) in an apparatus for aromatics removal has a reduced aromatics content compared to stream (S1), and (HM1) may optionally also be (virtually) free of aromatics. Depending on the type and amount of the aromatics remaining in the hydrocarbon mixture (HM1), especially in the case that benzene is present, the isomerization may additionally be preceded by performance of a hydrogenation of (HM1). In addition, depending on the presence of other components of (HM1), further purification steps may optionally be performed prior to or after the isomerization or hydrogenation. High-purity (on-spec) cyclohexane is preferably isolated from the hydrocarbon mixture (HM2) obtained in the isomerization, the specifications being, for example, those applicable to the use of the cyclohexane for the preparation, known to those skilled in the art, of caprolactam.

The present invention relates to a process for preparing cyclohexane by isomerizing a hydrocarbon mixture (HM1) comprising methylcyclopentane (MCP) in the presence of a catalyst. The catalyst is preferably an acidic ionic liquid. The starting material used is a stream (S1) which originates from a steamcracking process. The hydrocarbon mixture (HM1) obtained from this stream (S1) in an apparatus for aromatics removal has a reduced aromatics content compared to stream (S1), and (HM1) may optionally also be (virtually) free of aromatics. Depending on the type and amount of the aromatics remaining in the hydrocarbon mixture (HM1), especially in the case that benzene is present, the isomerization may additionally be preceded by performance of a hydrogenation of (HM1). In addition, depending on the presence of other components of (HM1), further purification steps may optionally be performed prior to or after the isomerization or hydrogenation. High-purity (on-spec) cyclohexane is preferably isolated from the hydrocarbon mixture (HM2) obtained in the isomerization, the specifications being, for example, those applicable to the use of the cyclohexane for the preparation, known to those skilled in the art, of caprolactam.

A mononuclear iron bivalent complex having iron-silicon bonds, which is represented by formula (1), can exhibit an excellent catalytic activity in at least one reaction selected from three reactions, i.e., a hydrosilylation reaction, a hydrogenation reaction and a reaction for reducing a carbonyl compound.

##STR00001##

(In the formula, R.sup.1 to R.sup.6 independently represent a hydrogen atom, an alkyl group which may be substituted by X, or the like; X represents a halogen atom, or the like; L.sup.1 represents at least one two-electron ligand selected from an isonitrile ligand, an amine ligand, an imine ligand, a nitrogenated heterocyclic ring, a phosphine ligand, a phosphite ligand and a sulfide ligand, wherein, when multiple L.sup.1's are present, two L.sup.1's may be bonded to each other; L.sup.2 represents a two-electron ligand that is different from a CO ligand or the above-mentioned L.sup.1, wherein, when multiple L.sup.2's are present, two L.sup.2's may be bonded to each other; and m.sup.1 represents an integer of 1 to 4 and m.sup.2 represents an integer of 0 to 3, wherein the sum total of m.sup.1 and m.sup.2 (i.e., m.sup.1+m.sup.2) satisfies 3 or 4.)

A mononuclear iron bivalent complex having iron-silicon bonds, which is represented by formula (1), can exhibit an excellent catalytic activity in at least one reaction selected from three reactions, i.e., a hydrosilylation reaction, a hydrogenation reaction and a reaction for reducing a carbonyl compound.

##STR00001##

(In the formula, R.sup.1 to R.sup.6 independently represent a hydrogen atom, an alkyl group which may be substituted by X, or the like; X represents a halogen atom, or the like; L.sup.1 represents at least one two-electron ligand selected from an isonitrile ligand, an amine ligand, an imine ligand, a nitrogenated heterocyclic ring, a phosphine ligand, a phosphite ligand and a sulfide ligand, wherein, when multiple L.sup.1's are present, two L.sup.1's may be bonded to each other; L.sup.2 represents a two-electron ligand that is different from a CO ligand or the above-mentioned L.sup.1, wherein, when multiple L.sup.2's are present, two L.sup.2's may be bonded to each other; and m.sup.1 represents an integer of 1 to 4 and m.sup.2 represents an integer of 0 to 3, wherein the sum total of m.sup.1 and m.sup.2 (i.e., m.sup.1+m.sup.2) satisfies 3 or 4.)

Aromatic compositions useful in various applications, such as aromatic fluid solvents and high temperature heat transfer fluids, are provided herein. Also provided are advantageous methods for obtaining the aromatic compositions, utilizing hydroalkylation of precursor aromatic hydrocarbons such as benzene, toluene, xylene, and the like. Particularly preferred aromatic compositions include one or more of cycloalkylaromatic, dicycloalkylaromatic, biphenyl, terphenyl, and diphenyl oxide compounds. The aromatic compositions may be blended with an aromatic solvent or other aromatic fluid comprising one or more of alkylnaphthalenes, alkylbenzenes, and naphthalene, e.g., to form a useful aromatic fluid solvent, or the aromatic compositions may be utilized as high temperature heat transfer fluids (with or without additional blend components).

Aromatic compositions useful in various applications, such as aromatic fluid solvents and high temperature heat transfer fluids, are provided herein. Also provided are advantageous methods for obtaining the aromatic compositions, utilizing hydroalkylation of precursor aromatic hydrocarbons such as benzene, toluene, xylene, and the like. Particularly preferred aromatic compositions include one or more of cycloalkylaromatic, dicycloalkylaromatic, biphenyl, terphenyl, and diphenyl oxide compounds. The aromatic compositions may be blended with an aromatic solvent or other aromatic fluid comprising one or more of alkylnaphthalenes, alkylbenzenes, and naphthalene, e.g., to form a useful aromatic fluid solvent, or the aromatic compositions may be utilized as high temperature heat transfer fluids (with or without additional blend components).