Photoelectric conversion element, imaging element, optical sensor, and compound

A photoelectric conversion element comprising, in the following order:

• a conductive film;
• a photoelectric conversion film;
• and
• a transparent conductive film,
• wherein the photoelectric conversion film contains a compound represented by Formula (1A) and a coloring agent,
• in Formula (1A), XA represents a sulfur atom or an oxygen atom, ArA represents a group represented by any of Formula (4-1) to Formula (4-8), Formula (5-1) to Formula (5-7), Formula (6-1) and Formula (6-2), Formula (7-1) and Formula (7-2), Formula (8-1) and Formula (8-2), Formula (9-1) to Formula (9-8), Formula (10-1) to Formula (10-3), and Formula (11-1),
• where, two XA's present in Formula (1A) are each a group having the same structure, and two ArA's present in Formula (1A) are each a group having the same structure,
• in Formula (4-1) to Formula (4-8), Formula (5-1) to Formula (5-7), Formula (6-1) and Formula (6-2), Formula (7-1) and Formula (7-2), Formula (8-1) and Formula (8-2), Formula (9-1) to Formula (9-8), Formula (10-1) to Formula (10-3), and Formula (11-1), * represents a bonding position, Xa1 to Xa3 each independently represent a sulfur atom or an oxygen atom, Za1 to Za13 each independently represent —CH═, —CF═, or —N═,
• in Formula (4-1), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (4-2), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (4-3), at least one of Za1 to Za8 is —CF═ or —N═, in Formula (4-4), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (4-5), at least one of Za1 to Za5 is —CF═ or —N═, in Formula (4-6), at least one of Za1 to Za5 is —CF═ or —N═, in Formula (4-7), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (4-8), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (5-1), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (5-2), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (5-3), at least one of Za1 to Za10 is —CF═ or —N═, in Formula (5-4), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (5-5), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (5-6), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (5-7), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (6-1), at least one of Za1 to Za5 is —CF═ or —N═, in Formula (6-2), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (7-1), at least one of Za1 to Za8 is —CF═ or —N═, in Formula (7-2), at least one of Za1 to Za10 is —CF═ or —N═, in Formula (8-1), at least one of Za1 to Za8 is —CF═ or —N═, in Formula (8-2), at least one of Za1 to Za10 is —CF═ or —N═, in Formula (9-1), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (9-2), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (9-3), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (9-4), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (9-5), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (9-6), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (9-7), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (9-8), at least one of Za1 to Za13 is —CF═ or —N═, in Formula (10-1), at least one of Za1 to Za5 is —CF═ or —N═, in Formula (10-2), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (10-3), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (11-1), at least one of Za1 to Za7 is —CF═ or —N═.

A compound represented by Formula (1),

• A-D-A (1)
• in Formula (1), D is a group represented by any of Formula (1-1) to Formula (1-9) and Formula (1-11) to Formula (1-15),
• A is a group represented by any of Formula (3-1) to Formula (3-14),
• in a case where D is a group represented by Formula (1-6), A is a group represented by any one of formula (3-1) to Formula (3-9) and formula (3-11) to Formula (3-14),
• where, two A's present in Formula (1) are each a group having the same structure,
• in Formula (1-1) to Formula (1-15), * represents a bonding position,
• X1 represents a sulfur atom, an oxygen atom, a selenium atom, or a tellurium atom,
• one of Y1 and Y2 represents a sulfur atom, an oxygen atom, a selenium atom, or a tellurium atom, and another one represents —CH═,
• one of Y3 and Y4 represents a sulfur atom, an oxygen atom, a selenium atom, or a tellurium atom, and another one represents —CH═,
• one of Y5 and Y6 represents a sulfur atom, an oxygen atom, a selenium atom, or a tellurium atom, and another one represents —CH═,
• one of Y7 and Y8 represents a sulfur atom, an oxygen atom, a selenium atom, or a tellurium atom, and another one represents —CH═,
• n1 represents an integer of 3 to 5,
• n2 represents an integer of 3 to 5,
• n3 represents an integer of 0 to 2,
• where, at least one of two n3's present in each of Formula (1-4) to Formula (1-7) represents an integer of 1 or 2,
• n4 to n21 each independently represent an integer of 0 to 2,
• Ar in Formula (1-1) and Formula (1-2) is a group represented by Formula (2-3),
• Ar in Formula (1-4) is a group represented by any of Formula (2-1) to Formula (2-3),
• Ar in Formula (1-5) to Formula (1-9) and Formula (1-11) to Formula (1-15) is a group represented by any of Formula (2-1) to Formula (2-4),
• in Formula (2-1) to Formula (2-4), * represents a bonding position,
• X2 represents a sulfur atom, an oxygen atom, a selenium atom, or a tellurium atom,
• Z1 represents —CH═ or —N═, where, at least one of two Z1's in Formula (2-3) is —N═,
• Z4 represents —CH═ or —N═,
• one or more of —CH═ included in a ring structure in a group represented by D in Formula (1) may be substituted with —CR3═, R3 represents a halogen atom,
• in Formula (3-1) to Formula (3-14), * represents a bonding position,
• B1 and B2 each independently represent a sulfur atom, an oxygen atom, ═C(CN)2, or ═C(CN)(CO2R1), R1 represents an alkyl group having 1 or 2 carbon atoms, which may have a halogen atom as a substituent,
• E represents an aromatic ring, which may have a group selected from the group consisting of a halogen atom, a methyl group, an ethyl group, and a methoxy group, as a substituent, where the methyl group, the ethyl group, and the methoxy group each may further have a halogen atom as a substituent,
• R represents an alkyl group having 1 or 2 carbon atoms, which may have a halogen atom as a substituent,
• G represents —CRG═ or —N═, RG represents a hydrogen atom, a halogen atom, or a cyano group, where, at least one of five G's in Formula (3-8) is —N═, and at least one of seven G's in Formula (3-13) is —N═,
• m1 represents an integer of 1 to 5,
• m2 represents an integer of 1 to 5,
• m3 represents an integer of 0 to 3,
• m4 represents an integer of 0 to 4,
• where, in Formula (3-14), m3+m4 is 1 or more,
• one or more of —CH═ included in a ring structure in a group represented by Formula (3-10) and Formula (3-14) may be substituted with —CR4═, R4 represents a halogen atom other than a fluorine atom,
• X4 represents a sulfur atom, an oxygen atom, a selenium atom, or a tellurium atom,
• Z2 to Z5 each independently represent —CRZ═ or —N═, R2 represents a hydrogen atom or a halogen atom, where, at least one of Z2 and Z3 in Formula (3-11) is —N═, one of four Z5's in Formula (3-12) is a substituent including a carbon atom,
• J represents a hydrogen atom, a halogen atom, an aryl group, a heteroaryl group, or an alkyl group having 1 or 2 carbon atoms, which may have a halogen atom as a substituent, the aryl group and the heteroaryl group that are represented by J may have one or both of a halogen atom and an alkyl group having 1 or 2 carbon atoms, which has a halogen atom as a further substituent, J and Z3 may be bonded to each other to form an aromatic ring, which may have a halogen atom as a substituent, in a case where J and Z3 are bonded to each other to form the aromatic ring, both Z2 and Z3 may be other than —N═,
• ArL is a group represented by any of Formula (Ar1) to Formula (Ar3),
• in Formula (Ar1) to Formula (Ar3), *D represents a bonding position with respect to a group represented by D, and *A represents a bonding position with respect to a group other than the group represented by D,
• mx is 1 in a group represented by any of Formula (Ar1) to Formula (Ar3) as ArL in Formula (3-5), and is the same value as m1 in a group represented by any of Formula (Ar1) to Formula (Ar3) as ArL in Formula (3-9),
• X3 represents a sulfur atom, an oxygen atom, a selenium atom, or a tellurium atom,
• Y9 represents —CH═, —CR2═, or —N═, R2 represents a halogen atom or an alkyl group having 1 or 2 carbon atoms, which may have a halogen atom as a substituent,
• Y10 represents —CH═ or —CR3═, R3 represents a halogen atom,
• in a case where A is a group represented by Formula (3-5) and D is a group represented by Formula (1-8) in which n4 and n5 are each independently an integer of 1 or 2 and all Ar's are a group represented by Formula (2-1), ArL in Formula (3-5) is a group represented by Formula (Ar1) or Formula (Ar3),
• in a case where A is a group represented by Formula (3-8), D is a group represented by Formula (1-1) to Formula (1-7), a group represented by Formula (1-8) in which n4 and n5 are each independently an integer of 1 or 2 and Ar is a group represented by Formula (2-3), a group represented by Formula (1-9), a group represented by formula (1-11) in which n8 and n9 are each independently an integer of 1 or 2 and Ar is a group represented by Formula (2-3), a group represented by Formula (1-12) or Formula (1-13), a group represented by Formula (1-14) in which n14 and n15 are each independently an integer of 1 or 2, or a group represented by Formula (1-15),
• in a case where A is a group represented by Formula (3-9), D is a group represented by Formula (1-1) in which n18 and n19 are each independently an integer of 1 or 2, a group represented by Formula (1-2), a group represented by Formula (1-4) in which n3 is an integer of 1 or 2 and Ar that is directly bonded to A is a group represented by Formula (2-3), a group represented by Formula (1-5) in which n3 is an integer of 1 or 2, a group represented by Formula (1-6) in which n3 is an integer of 1 or 2, a group represented by Formula (1-7) in which n3 is an integer of 1 or 2, a group represented by Formula (1-8) in which n4 and n5 are each independently an integer of 1 or 2 and Ar is a group represented by Formula (2-3), a group represented by Formula (1-9) in which n6 and n7 are each independently an integer of 1 or 2, a group represented by Formula (1-10), a group represented by Formula (1-11) in which n8 and n9 are each independently an integer of 1 or 2, a group represented by Formula (1-12) in which n10 and n11 are each independently an integer of 1 or 2, a group represented by Formula (1-13) in which n12 and n13 are each independently an integer of 1 or 2, a group represented by Formula (1-14) in which n14 and n15 are each independently an integer of 1 or 2, or a group represented by Formula (1-15) in which n16 and n17 are each independently an integer of 1 or 2,
• in a case where A is a group represented by Formula (3-10), D is a group represented by Formula (1-1) in which n18 and n19 are each independently an integer of 1 or 2, a group represented by Formula (1-2), a group represented by Formula (1-4) in which n3 is an integer of 1 or 2 and Ar that is directly bonded to A is a group represented by Formula (2-3), a group represented by Formula (1-5) in which n3 is an integer of 1 or 2 and Ar is a group represented by Formula (2-3), a group represented by Formula (1-6) in which n3 is an integer of 1 or 2 and Ar is a group represented by Formula (2-3) or Formula (2-4), a group represented by Formula (1-7) in which n3 is an integer of 1 or 2, a group represented by Formula (1-8) in which n4 and n5 are each independently an integer of 1 or 2 and Ar is a group represented by Formula (2-3), a group represented by Formula (1-9) in which n6 and n7 are each independently an integer of 1 or 2, a group represented by Formula (1-11) in which n8 and n9 are each independently an integer of 1 or 2 and Ar is a group represented by Formula (2-3), a group represented by Formula (1-12) in which n10 and n11 are each independently an integer of 1 or 2, a group represented by Formula (1-13) in which n12 and n13 are each independently an integer of 1 or 2, a group represented by Formula (1-14) in which n14 and n15 are each independently an integer of 1 or 2, or a group represented by Formula (1-15) in which n16 and n17 are each independently an integer of 1 or 2,
• In a case where A is a group represented by Formula (3-11) and D is a group represented by Formula (1-8), J and Z3 in Formula (3-11) may not be bonded to each other to form an aromatic ring, in a case where A is a group represented by Formula (3-11) and D is a group represented by Formula (1-11) in which n8 and n9 both are 0, J and Z3 in Formula (3-11) may not be bonded to each other to form an aromatic ring, in a case where A is a group represented by Formula (3-11), and D is a group represented by Formula (1-12) in which n10 and n11 both are 1 and all Ar's are a group represented by Formula (2-2), J and Z3 in Formula (3-11) may not be bonded to each other to form an aromatic ring,
• in a case where A is a group represented by Formula (3-12), D is a group represented by Formula (1-1) to Formula (1-7), a group represented by Formula (1-8) in which n4 and n5 are each independently an integer of 1 or 2, a group represented by Formula (1-9), a group represented by formula (1-11) in which n8 and n9 are each independently an integer of 1 or 2 and Ar is a group represented by Formula (2-3) or Formula (2-4), or a group represented by Formula (1-12) to Formula (1-15), when A is a group represented by Formula (3-12) and D is a group represented by Formula (1-12), a case that n10 and n11 both are 1, and all Ar's are a group represented by Formula (2-2) is excluded, and
• in a case where A is a group represented by Formula (3-13), D is a group represented by Formula (1-1) to Formula (1-7), a group represented by Formula (1-8) in which n4 and n5 are each independently an integer of 1 or 2 and Ar is a group represented by Formula (2-3) or Formula (2-4), a group represented by Formula (1-9), a group represented by formula (1-11) in which n8 and n9 are each independently an integer of 1 or 2 and Ar is a group represented by Formula (2-1), Formula (2-3) or Formula (2-4), or a group represented by Formula (1-12) to Formula (1-15).

A compound represented by Formula (1A),

• in Formula (1A), XA represents a sulfur atom or an oxygen atom, ArA represents a group represented by any of Formula (4-1) to Formula (4-8), Formula (5-1) to Formula (5-7), Formula (6-1) and Formula (6-2), Formula (7-1) and Formula (7-2), Formula (8-1) and Formula (8-2), Formula (9-1) to Formula (9-8), Formula (10-1) to Formula (10-3), and Formula (11-1),
• where, two XA's present in Formula (1A) are each a group having the same structure, and two ArA's present in Formula (1A) are each a group having the same structure,
• in Formula (4-1) to Formula (4-8), Formula (5-1) to Formula (5-7), Formula (6-1) and Formula (6-2), Formula (7-1) and Formula (7-2), Formula (8-1) and Formula (8-2), Formula (9-1) to Formula (9-8), Formula (10-1) to Formula (10-3), and Formula (11-1), * represents a bonding position, Xa1 to Xa3 each independently represent a sulfur atom or an oxygen atom, Za1 to Za13 each independently represent —CH═, —CF═, or —N═,
• in Formula (4-1), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (4-2), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (4-3), at least one of Za1 to Za8 is —CF═ or —N═, in Formula (4-4), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (4-5), at least one of Za1 to Za5 is —CF═ or —N═, in Formula (4-6), at least one of Za1 to Za5 is —CF═ or —N═, in Formula (4-7), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (4-8), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (5-1), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (5-2), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (5-3), at least one of Za1 to Za10 is —CF═ or —N═, in Formula (5-4), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (5-5), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (5-6), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (5-7), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (6-1), at least one of Za1 to Za5 is —CF═ or —N═, in Formula (6-2), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (7-1), at least one of Za1 to Za8 is —CF═ or —N═, in Formula (7-2), at least one of Za1 to Za10 is —CF═ or —N═, in Formula (8-1), at least one of Za1 to Za8 is —CF═ or —N═, in Formula (8-2), at least one of Za1 to Za10 is —CF═ or —N═, in Formula (9-1), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (9-2), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (9-3), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (9-4), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (9-5), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (9-6), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (9-7), at least one of Za1 to Za11 is —CF═ or —N═, in Formula (9-8), at least one of Za1 to Za13 is —CF═ or —N═, in Formula (10-1), at least one of Za1 to Za5 is —CF═ or —N═, in Formula (10-2), at least one of Za1 to Za7 is —CF═ or —N═, in Formula (10-3), at least one of Za1 to Za9 is —CF═ or —N═, in Formula (11-1), at least one of Za1 to Za7 is —CF═ or —N═.