Method of producing a triarylamine compound

1. A production method of a triarylamine compound, comprising the steps of:

providing a compound represented by following formula (5) and a compound represented by following formula (2); and

allowing the compound represented by formula (5) to react with the compound represented by formula (2) in the presence of palladium and alkylphosphine, to form a compound represented by following formula (6),

wherein, in formula (5), Ar 2 , Ar 3 , Ar 5 , and Ar 6 each independently represent an aryl group which may have a methyl group, an ethyl group, a propyl group, and/or a butyl group; and Ar 4 represents an arylene group or a heteroarylene group, each of which may be substituted, selected from the group consisting of the following groups 5-1 to 5-11:

wherein, in the groups 5-1 to 5-11, * indicates a bonding site; X represents a halogen atom substituted onto Ar 2 , Ar 3 , Ar 5 and/or Ar 6 ; if a plurality of X is present, the plurality of X may be the same or different halogen atom from each other; and m is 3 to 4,

wherein, in formula (2), R 1 represents a hydrogen atom or an alkyl group; R 2 represents a hydrogen atom or a methyl group; and R 3 represents a hydrogen atom, an alkoxy group, an aryl group, an amino group, or an alkyl group, and

wherein, in formula (6), Ar 2 , Ar 3 , Ar 5 , Ar 6 , X and m have the same meanings as those of formula (5), respectively; R 1 , R 2 and R 3 have the same meanings as those of formula (2), respectively; and n represents a natural number equal to or less than m.

2. A production method of a charge transporting material having a crosslinking group, comprising the steps of:

producing the compound represented by formula (6) through the method according to claim 1 , and

modifying the substituent represented by —C(R 1 )═C(R 2 ) C(═O)R 3 of the compound represented by formula (6) to form the crosslinking group.

3. The production method of a triarylamine compound according to claim 1 wherein, in formula (5), Ar 2 , Ar 3 , Ar 5 and Ar 6 each independently represent an aryl group having 6 to 12 carbon atoms and each may have a methyl group, an ethyl group, a propyl group, and/or a butyl group.

4. The production method of a triarylamine compound according to claim 3 , wherein, in formulae (2) and (6), R 1 represents a hydrogen atom or an alkyl group; R 2 represents a hydrogen atom or a methyl group; and R 3 represents a hydrogen atom, an alkoxy group, an aryl group, an amino group, or an alkyl group.

5. The production method of a triarylamine compound according to claim 1 wherein, the compound represented by formula (2) is selected from the group consisting of formulae 2-1 to 2-24:

wherein Me represents a methyl group; Et represents an ethyl group; Bu represents an n-butyl group; i Bu represents an isobutyl group; n hexyl represents a n-hexyl group; n octyl represents a n-octyl group; n decyl represents a n-decyl group; and Ph represent a phenyl group.

6. The production method according to claim 1 , wherein the compound represented by formula (5) is obtained by halogenation of a compound represented by following formula (7),

wherein in formula (7), Ar 2 , Ar 3 , Ar 4 , Ar 5 , and Ar 6 have the same meanings as those of formula (5), respectively.

7. A production method of a triarylamine compound, comprising the steps of:

providing the following compound 202 and butyl acrylate; and

allowing compound 202 to react with butyl acrylate in the presence of palladium and alkylphosphine, to form the following compound 203,

8. A production method of a triarylamine compound, comprising the steps of:

providing a compound selected from the group consisting of formulae 1-1, 1-4 to 1-8, 1-12 to 1-14, 1-16 and 1-18 and a compound represented by formula (2); and

allowing the compound selected from the group consisting of formulae 1-1, 1-4 to 1-8, 1-12 to 1-14, 1-16 and 1-18 to react with the compound represented by formula (2) in the presence of palladium and alkylphosphine,

wherein, in formula (2), R 1 represents a hydrogen atom or an alkyl group; R 2 represents a hydrogen atom or a methyl group, and R 3 represents a hydrogen atom, an alkoxy group, an aryl group, an amino group, or an alkyl group,