Back to results
US 9,790,236 B2Granted
Organic semiconductor compound, and transistor and electronic device including the same
AssigneeSamsung Electronics Co., Ltd.
InventorsJeong-il Park, Bang Lin Lee, Jong Won Chung
Life of this patent
Estimating the term…
Abstract
An example embodiment relates to an organic semiconductor compound, represented by Chemical Formula 1 herein, which may be polymerized and used in transistors and electronic devices. The organic semiconductor compound includes a base structure of four fused benzene rings with functional groups R1 to R3 connected to a first benzene ring and with functional groups R4 to R6 connected to a second benzene ring. The base structure's third and fourth benzene rings are connected to X1, X2 and X3, X4 respectfully. At least one of X1 and X2 is a sulfur atom. At least one of X3 and X4 is a sulfur atom. The base structure further includes functional groups R7 and R8.
Claims20
An organic semiconductor compound having a structure represented by the following Chemical Formula 2:
- wherein, in the above Chemical Formula 2,
- R1 to R6 are each independently one of (i) hydrogen, a halogen, a substituted C1 to C20 linear alkyl group, a substituted C1 to C20 branched alkyl group, an unsubstituted C1 to C20 linear alkyl group, an unsubstituted C1 to C20 branched alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C3 to C20 cycloalkyloxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C6 to C30 aryloxy group, a substituted or unsubstituted heteroaryl group, a heteroaromatic ring wherein the heteroatom is at least one electron withdrawing imine nitrogen atom, a heteroaromatic ring wherein the heteroatom is at least one sulfur atom, NR51R52, C(O)OR53, C(O)NR54R55, and (ii) structured so two adjacent substituents of R1 to R6 are linked to each other to provide one of a thiophenyl ring group fused with a pyrene moiety and a thiazolyl ring group fused with a pyrene moiety,
- wherein R51 to R55 are each independently one of hydrogen, a substituted C1 to C20 linear alkyl group, a substituted C1 to C20 branched alkyl group, an unsubstituted C1 to C20 linear alkyl group, an unsubstituted C1 to C20 branched alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, and a substituted or unsubstituted heteroaryl group,
- wherein the heteroaromatic ring wherein the heteroatom is at least one electron withdrawing imine nitrogen atom bonded to a functional group is one of the groups represented by the following Chemical Formula 3:
- wherein, in the above Chemical Formula 3,
- Y is one of hydrogen, a C1 to C20 linear or branched alkyl group, a C3 to C20 cycloalkyl group, a C6 to C30 aryl group, a C1 to C16 linear or branched alkoxy group, and a C3 to C16 cycloalkoxyalkyl group,
- wherein the heteroaromatic ring wherein the heteroatom is at least one sulfur atom is one of the groups represented by the following Chemical Formula 4:
- wherein, in the above Chemical Formula 4,
- Y is one of hydrogen, a C1 to C20 linear or branched alkyl group, a C3 to C20 cycloalkyl group, a C6 to C30 aryl group, a C1 to C16 linear or branched alkoxy group, and a C3 to C16 cycloalkoxyalkyl group, and
- wherein, in the above Chemical Formula 2, R7 and R8 each independently are one of hydrogen, a halogen, a substituted or unsubstituted thiophene group, a substituted or unsubstituted bithiophene group, a substituted or unsubstituted benzothiophene group, a substituted or unsubstituted thienothiophene group, and a substituted heteroaromatic ring having at least one thiophenyl group.
7 more elements
An organic semiconductor polymer having a structural unit represented by the following Chemical Formula 6:
- wherein, in the above Chemical Formula 6,
- R1 to R6 are each independently one of (i) hydrogen, a halogen, a substituted C1 to C20 linear alkyl group, a substituted C1 to C20 branched alkyl group, an unsubstituted C1 to C20 linear alkyl group, an unsubstituted C1 to C20 branched alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C3 to C20 cycloalkyloxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C6 to C30 aryloxy group, a substituted or unsubstituted heteroaryl group, a heteroaromatic ring wherein the heteroatom is at least one electron withdrawing imine nitrogen atom, a heteroaromatic ring wherein the heteroatom is at least one sulfur atom, NR51R52, C(O)OR53, C(O)NR54R55, and (ii) structured so two adjacent substituents of R1 to R6 are linked to each other to provide one of a thiophenyl ring group fused with a pyrene moiety and a thiazolyl ring group fused with a pyrene moiety,
- wherein R51 to R55 are each independently one of hydrogen, a substituted C1 to C20 linear alkyl group, a substituted C1 to C20 branched alkyl group, an unsubstituted C1 to C20 linear alkyl group, an unsubstituted C1 to C20 branched alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted heteroaryl group,
- wherein the heteroaromatic ring wherein the heteroatom is at least one electron withdrawing imine nitrogen atom bonded to a functional group is one of the groups represented by the following Chemical Formula 3:
- wherein, in the above Chemical Formula 3,
- Y is one of hydrogen, a C1 to C20 linear or branched alkyl group, a C3 to C20 cycloalkyl group, a C6 to C30 aryl group, a C1 to C16 linear or branched alkoxy group, and a C3 to C16 cycloalkoxyalkyl group,
- wherein the heteroaromatic ring wherein the heteroatom is at least one sulfur atom is one of the groups represented by the following Chemical Formula 4:
- wherein, in the above Chemical Formula 4,
- Y is one of hydrogen, a C1 to C20 linear or branched alkyl group, a C3 to C20 cycloalkyl group, a C6 to C30 aryl group, a C1 to C16 linear or branched alkoxy group, and a C3 to C16 cycloalkoxyalkyl group, and
- Ar1 and Ar2 each independently include one of a substituted or unsubstituted thiophene group, a substituted or unsubstituted bithiophene group, a substituted or unsubstituted thienothiophene group, and a substituted heteroaromatic ring having at least one thiophenyl group, p and q are each independently integers ranging from 0 to 10, and when p or q are each 2 or more, a plurality of Ar1 and Ar2 are the same or different from each other.
7 more elements
Dependencies are inferred from the claim text.