Azoline ring-containing compound, electron transport/injection layer material containing the same, and organic electroluminescent element using the same

An azoline ring-containing compound represented by the following formula (1),

• wherein:
• formula (1) represents a structure in which m “group(s) formed by an azoline ring and L” is/are bonded to φ,
• in formula (1), m represents an integer of 1 to 4, and when m represents 2 to 4, “groups formed by an azoline ring and L” may be the same as or different from one another,
• in formula (1), φ is selected from the group consisting of monovalent groups (in this case m=1) represented by the following formulas (φ1-1) to (φ1-11), monovalent groups (in this case m=1) represented by the following formulas (φ1-14) to (φ1-18), divalent groups (in this case m=2) represented by the following formulas (φ2-1) to (φ2-34), trivalent groups (in this case m=3) represented by the following formulas (φ3-2) and (φ3-3), and tetravalent groups (in this case m=4) represented by the following formulas (φ4-1) and (φ4-2),
• wherein a straight line(s) * extending outward in the structural formulas of φ means a bond(s) with L,
• Z in the structural formulas of φ represents >CR2, >N—Ar, >N-L, —O—, or —S—, R's in >CR2 each independently represent an alkyl having 1 to 4 carbon atoms, an aryl having 6 to 12 carbon atoms, or a heteroaryl having 2 to 12 carbon atoms, R's may be bonded to each other to form a ring, Ar in >N—Ar represents an aryl having 6 to 12 carbon atoms or a heteroaryl having 2 to 12 carbon atoms, and L in >N-L represents L in the formula (1),
• and at least one hydrogen atom in φ may be substituted by an alkyl having 1 to 6 carbon atoms, an unsubstituted aryl having 6 to 18 carbon atoms, or an unsubstituted heteroaryl having 2 to 18 carbon atoms,
• in formula (1), Y's each independently represent —O—, —S—, or >N—Ar, Ar represents an aryl having 6 to 12 carbon atoms or a heteroaryl having 2 to 12 carbon atoms, at least one hydrogen atom in Ar may be substituted by an alkyl having 1 to 4 carbon atoms, an aryl having 6 to 12 carbon atoms, or a heteroaryl having 2 to 12 carbon atoms, and R1, R2, R3, R4 and R5 each independently represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms, with the proviso that R1 and R2 are the same as each other, R3 and R4 are the same as each other, and not all of R1, R2, R3 and R4 represent hydrogen atoms simultaneously, and with the proviso that at least one of Ar in the >N—Ar and the R1, R2, R3, R4 and R5 is a moiety bonded to L,
• in formula (1), L's are each independently selected from the group consisting of a divalent group represented by the following formula (L-1) and a divalent group represented by the following formula (L-2),
• in formula (L-1), X1, X2, X3, X4, X5 and X6 each independently represent═CR6- or ═N—, at least two of X1, X2, X3, X4, X5 and X6 each represent═CR6-, R6's in two═CR6's in X1, X2, X3, X4, X5 and X6 are each a moiety bonded to φ or an azoline ring, and R6's in the other═CR6's- each represent a hydrogen atom,
• in formula (L-2), X7, X8, X9, x10, X11, X12, X13 and X14 each independently represent ═CR6-or ═N—, at least two of X7, X8, X9, x10, X11, x12, x13 and X14 each represent═CR6-, R6's in two=CR6's in X7, X8, X9, x10, X11, X12, X13 and X14 are each a moiety bonded to φ or an azoline ring, and R6's in the other═CR6-'s each represent a hydrogen atom,
• at least one hydrogen atom in L may be substituted by an alkyl having 1 to 4 carbon atoms, an aryl having 6 to 10 carbon atoms, or a heteroaryl having 2 to 10 carbon atoms, and
• at least one hydrogen atom in the compound represented by formula (1) may be substituted by a deuterium atom.