Organophotoreceptor with charge transport material having a hydrazone group linked to an epoxy group and a heterocyclic ring

An electrophotographic imaging apparatus comprising:

• (a) a light imaging component;
• and
• (b) an organophotoreceptor oriented to receive light from the light imaging component, the organophotoreceptor comprising an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising:
• (i) a charge transport material having the formula
• where R1 and R2 are, independently, H, an alkyl group, an alkaryl group, or an aryl group;
• X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 1 and 20, inclusive, and one or more of the methylene groups is optionally replaced by O, S, C═O, O═S═O, a heterocyclic group, an aromatic group, urethane, urea, an ester group, a NR3 group, a CHR4 group, or a CR5R6 group where R3, R4, R5, and R6 are, independently, H, hydroxyl group, thiol group, an alkyl group, an alkaryl group, a heterocyclic group, or an aryl group;
• E is an epoxy group;
• and
• Z comprises a phenothiazine group, a phenoxazine group, a phenoxathiin group, a dibenzo(1,4)dioxin group, a thianthrene group, or a phenazine group;
• and
• (ii) a charge generating compound.

An electrophotographic imaging process comprising;

• (a) applying an electrical charge to a surface of an organophotoreceptor comprising an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising
• (i) a charge transport material having the formula
• where R1 and R2 are, independently, H, an alkyl group, an alkaryl group, or an aryl group;
• X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 1 and 20, inclusive, and one or more of the methylene groups is optionally replaced by O, S, C═O, O═S═O, a heterocyclic group, an aromatic group, urethane, urea, an ester group, a NR3 group, a CHR4 group, or a CR5R6 group where R3, R4, R5, and R6 are, independently, H, hydroxyl group, thiol group, an alkyl group, an alkaryl group, a heterocyclic group, or an aryl group;
• E is an epoxy group;
• and
• Z comprises a phenothiazine group, a phenoxazine group, a phenoxathiin group, a dibenzo(1,4)dioxin group, a thianthrene group, or a phenazine group;
• and
• (ii) a charge generating compound.
• (b) imagewise exposing the surface of the organophotoreceptor to radiation to dissipate charge in selected areas and thereby form a pattern of charged and uncharged areas on the surface;
• (c) contacting the surface with a toner to create a toned image;
• and
• (d) transferring the toned image to substrate.

A charge transport material having the formula

• where R1 and R2 are, independently, H, an alkyl group, an alkaryl group, or an aryl group;
• X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 1 and 20, inclusive, and one or more of the methylene groups is optionally replaced by O, S, C═O, O═S═O, a heterocyclic group, an aromatic group, urethane, urea, an ester group, a NR3 group, a CHR4 group, or a CR5R6 group where R3, R4, R5, and R6 are, independently, H, hydroxyl group, thiol group, an alkyl group, an alkaryl group, a heterocyclic group, or an aryl group;
• E is an epoxy group;
• and
• Z comprises a phenothiazine group, a phenoxazine group, a phenoxathiin group, a dibenzo(1,4)dioxin group, a thianthrene group, or a phenazine group.