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US 11,820,859 B2Granted
Infrared absorbing polymer, infrared absorbing/blocking film, photoelectric device, organic sensor, and electronic device
AssigneeSamsung Electronics Co., Ltd.
InventorsJae Jun Lee, Ohkyu Kwon, Rae Sung Kim, Hwang Suk Kim, In Sun Park, Dong-Seok Leem
Life of this patent
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Abstract
An infrared absorbing polymer includes a first structural unit represented by Chemical Formula 1 and a second structural unit including at least one of Chemical Formula 2A to Chemical Formula 2. The infrared absorbing polymer may be included in an infrared absorbing/blocking film, a photoelectric device, a sensor, and an electronic device.
Claims19
An infrared absorbing polymer, comprising:
- a first structural unit represented by Chemical Formula 1 and a second structural unit including at least one of Chemical Formula 2A to Chemical Formula 2I:
- wherein, in Chemical Formula 1,
- Ar is a substituted or unsubstituted C6 to C30 aromatic ring, a substituted or unsubstituted C3 to C30 heteroaromatic ring, or a combination thereof,
- X is O, S, Se, Te, S(═O), S(═O2), NRa, CRbRc, SiRdRe, GeRfRg, CRh═CRi, or CRhh═CRii, wherein Ra, Rb, Rc, Rd, Re, Rf, Rg, Rh, and Ri are independently hydrogen, deuterium, a C1 to C6 alkyl group, a C1 to C6 haloalkyl group, a C6 to C14 aryl group, a C3 to C12 heteroaryl group, a halogen, a cyano group, or a combination thereof, and Rhh and Rii are linked to each other to form an aromatic ring, and
- R1 and R2 are a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C3 to C30 heteroaryl group, or R1 and R2 are linked to each other to form a substituted or unsubstituted C6 to C30 arene group and a substituted or unsubstituted C3 to C30 heteroarene group,
- wherein, in Chemical Formula 2A,
- X1 is Se, Te, S(═O), S(═O)2, NRa, SiRdRe, or GeRfRg, wherein Ra, Rb, Rc, Rd, Re, Rf, Rg, Rh, and Ri are independently hydrogen, deuterium, a C1 to C20 alkyl group, a C1 to C20 haloalkyl group, a C6 to C20 aryl group, a C3 to C20 heteroaryl group, a halogen, a cyano group, or a combination thereof,
- in Chemical Formulas 2B to 2I,
- X1 to X3 are independently S, Se, Te, S(═O), S(═O)2, NRa, SiRdRe, or GeRfRg, wherein Ra, Rb, Rc, Rd, Re, Rf, Rg, Rh, and Ri are independently hydrogen, deuterium, a C1 to C20 alkyl group, a C1 to C20 haloalkyl group, a C6 to C20 aryl group, a C3 to C20 heteroaryl group, a halogen, a cyano group, or a combination thereof, provided that at least one of X1 and X2 is not S in Chemical Formulas 2B, 2C, 2F, and 2G, and
- X2 is not SiRdRe or GeRfRg in Chemical Formula 2D,
- Z1 and Z2 are independently N or CRx, wherein Rx is hydrogen, deuterium, a C1 to C10 alkyl group, a C1 to C10 haloalkyl group, a —SiH3 group, a C1 to C10 alkylsilyl group, a —NH2 group, a C1 to C10 alkylamine group, a C6 to C12 aryl group, a C3 to C12 heteroaryl group, a halogen, a cyano group, or a combination thereof,
- Y1 and Y2 are independently O, S, Se, or Te,
- in Chemical Formula 2H, n is 1,
- in Chemical Formula 2I, n is 0 or 1, and
- at least one hydrogen of each aromatic ring is optionally replaced by deuterium, a halogen, a cyano group, a C1 to C30 alkyl group, a C1 to C30 alkoxy group, a C1 to C30 haloalkyl group, a C6 to C30 aryl group, a C6 to C30 aryloxy group, a —SiH3 group, or a C1 to C30 alkylsilyl group, wherein
- the infrared absorbing polymer comprises about 20 mol % to about 50 mol % of the first structural unit and about 50 mol % to 80 mol % of the second structural unit.
13 more elements
A photoelectric device, comprising:
- a first electrode and a second electrode facing each other, and
- a photoactive layer between the first electrode and the second electrode,
- wherein the photoactive layer includes an infrared absorbing polymer including a first structural unit represented by Chemical Formula 1 and a second structural unit including at least one of Chemical Formula 2A to Chemical Formula 2I,
- wherein, in Chemical Formula 1,
- Ar is a substituted or unsubstituted C6 to C30 aromatic ring, a substituted or unsubstituted C3 to C30 heteroaromatic ring, or a combination thereof,
- X is O, S, Se, Te, S(═O), S(═O2), NRa, CRbRc, SiRdRe, GeRfRg, CRh═CRi, or CRhh═CRii, wherein Ra, Rb, Rc, Rd, Re, Rf, Rg, Rh, and Ri are independently hydrogen, deuterium, a C1 to C6 alkyl group, a C1 to C6 haloalkyl group, a C6 to C14 aryl group, a C3 to C12 heteroaryl group, a halogen, a cyano group, or a combination thereof, and Rhh and Rii are linked to each other to form an aromatic ring, and
- R1 and R2 are a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C3 to C30 heteroaryl group, or R1 and R2 are linked to each other to form a substituted or unsubstituted C6 to C30 arene group and a substituted or unsubstituted C3 to C30 heteroarene group,
- wherein, in Chemical Formula 2A,
- X1 is Se, Te, S(═O), S(═O)2, NRa, SiRdRe, or GeRfRg, wherein Ra, Rb, Rc, Rd, Re, Rf, Rg, Rh, and Ri are independently hydrogen, deuterium, a C1 to C20 alkyl group, a C1 to C20 haloalkyl group, a C6 to C20 aryl group, a C3 to C20 heteroaryl group, a halogen, a cyano group, or a combination thereof,
- in Chemical Formulas 2B to 2I,
- X1 to X3 are independently S, Se, Te, S(═O), S(═O)2, NRa, SiRdRe, or GeRfRg, wherein Ra, Rb, Rc, Rd, Re, Rf, Rg, Rh, and Ri are independently hydrogen, deuterium, a C1 to C20 alkyl group, a C1 to C20 haloalkyl group, a C6 to C20 aryl group, a C3 to C20 heteroaryl group, a halogen, a cyano group, or a combination thereof, provided that at least one of X1 and X2 is not S in Chemical Formulas 2B, 2C, 2F, and 2G, and
- X2 is not SiRdRe or GeRfRg in Chemical Formula 2D,
- Z1 and Z2 are independently N or CRx, wherein Rx is hydrogen, deuterium, a C1 to C10 alkyl group, a C1 to C10 haloalkyl group, a —SiH3 group, a C1 to C10 alkylsilyl group, a —NH2 group, a C1 to C10 alkylamine group, a C6 to C12 aryl group, a C3 to C12 heteroaryl group, a halogen, a cyano group, or a combination thereof,
- Y1 and Y2 are independently O, S, Se, or Te,
- in Chemical Formula 2H, n is 1,
- in Chemical Formula 2I, n is 0 or 1, and
- at least one hydrogen of each aromatic ring is optionally replaced by deuterium, a halogen, a cyano group, a C1 to C30 alkyl group, a C1 to C30 alkoxy group, a C1 to C30 haloalkyl group, a C6 to C30 aryl group, a C6 to C30 aryloxy group, a —SiH3 group, or a C1 to C30 alkylsilyl group, wherein
- the infrared absorbing polymer comprises about 20 mol % to about 50 mol % of the first structural unit and about 50 mol % to 80 mol % of the second structural unit.
15 more elements
Dependencies are inferred from the claim text.