Processes are described for separating 3,4′- and 4,4′-dimethylbiphenyl from a mixture comprising at least 3,3′-, 3,4′- and 4,4′-dimethylbiphenyl. In the processes, the mixture is cooled to produce a crystallization product comprising at least of the 4,4′-dimethylbiphenyl from the feed mixture and a first mother liquor product. The first mother liquor product is distilled to produce a bottoms stream enriched in 4,4′-dimethylbiphenyl as compared with the first mother liquor product and an overhead stream deficient in 4,4′-dimethylbiphenyl as compared with the first mother liquor product. The overhead stream is then cooled to produce a second crystallization product comprising at least part of the 3,4′-dimethylbiphenyl from the overhead stream and a second mother liquor product.

Processes are described for separating 3,4′- and 4,4′-dimethylbiphenyl from a mixture comprising at least 3,3′-, 3,4′- and 4,4′-dimethylbiphenyl. In the processes, the mixture is cooled to produce a crystallization product comprising at least of the 4,4′-dimethylbiphenyl from the feed mixture and a first mother liquor product. The first mother liquor product is distilled to produce a bottoms stream enriched in 4,4′-dimethylbiphenyl as compared with the first mother liquor product and an overhead stream deficient in 4,4′-dimethylbiphenyl as compared with the first mother liquor product. The overhead stream is then cooled to produce a second crystallization product comprising at least part of the 3,4′-dimethylbiphenyl from the overhead stream and a second mother liquor product.

Processes are described for separating 3,4′- and 4,4′-dimethylbiphenyl from a mixture comprising at least 3,3′-, 3,4′- and 4,4′-dimethylbiphenyl. In the processes, the mixture is cooled to produce a crystallization product comprising at least of the 4,4′-dimethylbiphenyl from the feed mixture and a first mother liquor product. The first mother liquor product is distilled to produce a bottoms stream enriched in 4,4′-dimethylbiphenyl as compared with the first mother liquor product and an overhead stream deficient in 4,4′-dimethylbiphenyl as compared with the first mother liquor product. The overhead stream is then cooled to produce a second crystallization product comprising at least part of the 3,4′-dimethylbiphenyl from the overhead stream and a second mother liquor product.

The present invention relates to an electrophotographic photoreceptor comprising, on a conductive base: a charge generation layer; and a charge transport layer having a film thickness of 15 μm to 40 μm, wherein the charge transport layer is an outermost layer, and the charge transport layer contains an inorganic filler and a hydrocarbon compound represented by the following Formula (1).

In a process for dehydrogenating cyclohexylbenzene and/or alkyl-substituted cyclohexylbenzene compounds, a dehydrogenation catalyst comprising at least one Group 10 metal compound on a support is heated in the presence of hydrogen from a first temperature from 0° C. to 200° C. to a second, higher temperature from 60° C. to 500° C. at a ramp rate no more than 100° C./hour. The dehydrogenation catalyst is contacted with hydrogen at the second temperature for a time from 3 to 300 hours to produce an activated dehydrogenation catalyst. A feed comprising cyclohexylbenzene and/or an alkyl-substituted cyclohexylbenzene compound is then contacted with hydrogen in the presence of the activated dehydrogenation catalyst under conditions effective to produce a dehydrogenation reaction product comprising biphenyl and/or an alkyl-substituted biphenyl compound.

In a process for dehydrogenating cyclohexylbenzene and/or alkyl-substituted cyclohexylbenzene compounds, a dehydrogenation catalyst comprising at least one Group 10 metal compound on a support is heated in the presence of hydrogen from a first temperature from 0° C. to 200° C. to a second, higher temperature from 60° C. to 500° C. at a ramp rate no more than 100° C./hour. The dehydrogenation catalyst is contacted with hydrogen at the second temperature for a time from 3 to 300 hours to produce an activated dehydrogenation catalyst. A feed comprising cyclohexylbenzene and/or an alkyl-substituted cyclohexylbenzene compound is then contacted with hydrogen in the presence of the activated dehydrogenation catalyst under conditions effective to produce a dehydrogenation reaction product comprising biphenyl and/or an alkyl-substituted biphenyl compound.

Disclosed is a cross-coupling reaction method which forms a chemical bond selected from C—N, C—B, C—C, C—O and C—S bonds, the method comprising: preparing an aromatic compound (1) having a leaving group; preparing a compound (2) capable of undergoing a cross-coupling reaction selected from an aromatic amino compound (2-1), a diboronic acid ester or the like (2-2), an aromatic boronic acid or the like (2-3), an aromatic compound (2-4) having a hydroxyl group and an aromatic compound (2-5) having a thiol group; and performing a cross-coupling reaction of the compound (1) with the compound (2) in the presence of a palladium catalyst, a base and a compound (4) having a carbon-carbon double bond or a carbon-carbon triple bond, in the absence of a solvent.

Disclosed is a cross-coupling reaction method which forms a chemical bond selected from C—N, C—B, C—C, C—O and C—S bonds, the method comprising: preparing an aromatic compound (1) having a leaving group; preparing a compound (2) capable of undergoing a cross-coupling reaction selected from an aromatic amino compound (2-1), a diboronic acid ester or the like (2-2), an aromatic boronic acid or the like (2-3), an aromatic compound (2-4) having a hydroxyl group and an aromatic compound (2-5) having a thiol group; and performing a cross-coupling reaction of the compound (1) with the compound (2) in the presence of a palladium catalyst, a base and a compound (4) having a carbon-carbon double bond or a carbon-carbon triple bond, in the absence of a solvent.

In a process for producing a methyl-substituted biphenyl compound, at least one methyl-substituted cyclohexylbenzene compound of the formula: ##STR00001##
wherein each of m and n is independently 1, 2, or 3, is contacted with hydrogen in the presence of a hydrogenation catalyst to produce a hydrogenation reaction product comprising at least one methyl-substituted bicyclohexane compound, and the methyl-substituted bicyclohexane compound is then contacted with a dehydrogenation catalyst to produce a dehydrogenation reaction product comprising at least one methyl-substituted biphenyl compound.

In a process for producing a methyl-substituted biphenyl compound, at least one methyl-substituted cyclohexylbenzene compound of the formula: ##STR00001##
wherein each of m and n is independently 1, 2, or 3, is contacted with hydrogen in the presence of a hydrogenation catalyst to produce a hydrogenation reaction product comprising at least one methyl-substituted bicyclohexane compound, and the methyl-substituted bicyclohexane compound is then contacted with a dehydrogenation catalyst to produce a dehydrogenation reaction product comprising at least one methyl-substituted biphenyl compound.