Quinacridone derivative, and photoactive layer and photoelectric conversion device including same
AssigneeSamsung Electronics Co., Ltd.
InventorsSeon-Jeong Lim, Kyu Sik Kim, Kwang Hee Lee, Dong-Seok Leem, Kyung Bae Park
Life of this patent
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Abstract
A quinacridone derivative may be represented by Chemical Formula 1, and a photoactive layer may include the same. A photoelectric conversion device may include a first electrode, a second electrode spaced apart from and configured to face the first electrode, and the photoactive layer including the quinacridone derivative between the first electrode and the second electrode.
Claims26
A photoelectric conversion device, comprising:
- a first electrode;
- a second electrode spaced apart from and configured to face the first electrode;
- and
- a photoactive layer between the first electrode and the second electrode, the photoactive layer including a quinacridone derivative represented by Chemical Formula 1:
- wherein, in Chemical Formula 1,
- T1 to T4 are one of same and different, and each of T1 to T4 are independently one of a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- X1 and X2 are one of same and different, and each of X1 and X2 are independently one of oxygen (O), sulfur (S), and C(CN)2,
- R1 to R10 are one of same and different, and each of R1 to R10 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group, wherein at least one of R1 and R2 is not hydrogen,
- w1 and w2 are each independently an integer ranging from 0 to 5,
- k1 and k2 are each independently an integer ranging from 1 to 4,
- n1 and n2 are each independently an integer ranging from 0 to 3,
- m1 is an integer ranging from 1 to 5, and
- R11 and R12 are one of same and different, and each of R11 and R12 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, and a substituted or unsubstituted C3 to C30 cycloalkyl group.
A photoelectric conversion device, comprising:
- a first electrode;
- a second electrode spaced apart from and configured to face the first electrode;
- and
- a photoactive layer between the first electrode and the second electrode, the photoactive layer including a quinacridone derivative represented by Chemical Formula 1:
- wherein, in Chemical Formula 1,
- T1 to T4 are one of same and different, and each of T1 to T4 are independently one of a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- X1 and X2 are one of same and different, and each of X1 and X2 are independently one of oxygen (O), sulfur (S), and C(CN)2,
- R1 to R10 are one of same and different, and each of R1 to R10 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- w1 and w2 are each independently an integer ranging from 0 to 5,
- k1 and k2 are each independently an integer ranging from 1 to 4,
- n1 and n2 are each independently an integer ranging from 0 to 3,
- m1 is an integer ranging from 2 to 5, and
- R11 and R12 are one of same and different, and each of R11 and R12 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, and a substituted or unsubstituted C3 to C30 cycloalkyl group.
A photoelectric conversion device, comprising:
- a first electrode;
- a second electrode spaced apart from and configured to face the first electrode;
- and
- a photoactive layer between the first electrode and the second electrode, the photoactive layer including a quinacridone derivative represented by Chemical Formula 1:
- wherein, in Chemical Formula 1,
- T1 to T4 are one of same and different, and each of T1 to T4 are independently one of a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- X1 and X2 are one of same and different, and each of X1 and X2 are independently one of sulfur (S) and C(CN)2,
- R1 to R10 are one of same and different, and each of R1 to R10 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- w1 and w2 are each independently an integer ranging from 0 to 5,
- k1 and k2 are each independently an integer ranging from 1 to 4,
- n1 and n2 are each independently an integer ranging from 0 to 3,
- m1 is an integer ranging from 1 to 5, and
- R11 and R12 are one of same and different, and each of R11 and R12 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, and a substituted or unsubstituted C3 to C30 cycloalkyl group.
A photoelectric conversion device, comprising:
- a first electrode;
- a second electrode spaced apart from and configured to face the first electrode;
- and
- a photoactive layer between the first electrode and the second electrode, the photoactive layer including a quinacridone derivative represented by Chemical Formula 1:
- wherein, in Chemical Formula 1,
- T1 to T4 are one of same and different, and each of T1 to T4 are independently one of a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- X1 and X2 are one of same and different, and each of X1 and X2 are independently one of oxygen, sulfur (S) and C(CN)2,
- R1 to R10 are one of same and different, and each of R1 to R10 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- w1 and w2 are each independently an integer ranging from 0 to 5,
- k1 and k2 are each independently an integer ranging from 1 to 4,
- n1 and n2 are each independently an integer ranging from 0 to 3, wherein at least one of n1 and n2 is an integer ranging from 2 to 3,
- m1 is an integer ranging from 1 to 5, and
- R11 and R12 are one of same and different, and each of R11 and R12 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, and a substituted or unsubstituted C3 to C30 cycloalkyl group.
A photoelectric conversion device, comprising:
- a first electrode;
- a second electrode spaced apart from and configured to face the first electrode;
- and
- a photoactive layer between the first electrode and the second electrode, the photoactive layer including a quinacridone derivative represented by Chemical Formula 1:
- wherein, in Chemical Formula 1,
- T1 to T4 are one of same and different, and each of T1 to T4 are independently one of a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- X1 and X2 are one of same and different, and each of X1 and X2 are independently one of oxygen, sulfur (S) and C(CN)2,
- R1 to R10 are one of same and different, and each of R1 to R10 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- w1 and w2 are each independently an integer ranging from 0 to 5,
- k1 and k2 are each independently an integer ranging from 1 to 4,
- n1 and n2 are each independently an integer ranging from 0 to 3,
- m1 is an integer ranging from 1 to 5, and
- R11 and R12 are one of same and different, and each of R11 and R12 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, and a substituted or unsubstituted C3 to C30 cycloalkyl group.
A photoelectric conversion device, comprising:
- a first electrode;
- a second electrode spaced apart from and configured to face the first electrode;
- and
- a photoactive layer between the first electrode and the second electrode, the photoactive layer including a quinacridone derivative represented by Chemical Formula 1:
- wherein, in Chemical Formula 1,
- T1 to T4 are one of same and different, and each of T1 to T4 are independently one of a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- X1 and X2 are one of same and different, and each of X1 and X2 are independently one of oxygen, sulfur (S) and C(CN)2,
- R1 to R10 are one of same and different, and each of R1 to R10 are independently one of hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a cyano group (CN), a halogen, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted C2 to C30 heteroaryl group,
- w1 and w2 are each independently an integer ranging from 0 to 5,
- k1 and k2 are each independently an integer ranging from 1 to 4,
- n1 and n2 are each independently an integer ranging from 0 to 3,
- m1 is an integer ranging from 1 to 5, and
- R11 and R12 are one of same and different, and each of R11 and R12 are independently one of a substituted or unsubstituted C2 to C30 alkyl group, and a substituted or unsubstituted C3 to C30 cycloalkyl group.
Dependencies are inferred from the claim text.