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US 12,448,397 B2Granted
Composition for photoelectric device, and photoelectric device, image sensor and electronic device including the same
AssigneeSamsung Electronics Co., Ltd.
InventorsJeong Il Park, Cheol Ham, Hyeongju Kim, Feifei Fang, Sung Young Yun, Youn Hee Lim, Hye Rim Hong
Life of this patent
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Abstract
A composition for a photoelectric device includes a compound represented by Chemical Formula 1, and an image sensor and an electronic device including the same: In Chemical Formula 1, each substituent is the same as defined in the detailed description.
Claims27
A composition for a photoelectric device, the composition comprising:
- a p-type semiconductor compound represented by Chemical Formula 1 and an n-type semiconductor compound:
- wherein, in Chemical Formula 1,
- L is —O—, —S—, —Se—, —Te—, —NRa1—, —BRa2—, —SiRbRc—, —SiRbbRcc—, —GeRdRe—, —GeRddRee—, —(CRfRg)n1—, —(CRffRgg)—, —(C(Rm)═C(Rn))—, —(C(Rmm)═C(Rnn))—, —(C(Rp)═N)—, or a single bond, wherein Ra1, Ra2, Rb, Rc, Rd, Re, Rf, Rg, Rm, Rn, and Rp are each independently hydrogen, deuterium, a halogen, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C6 to C20 aryloxy group, each pair of Rbb and Rcc, Rdd and Ree, Rff and Rgg, or Rmm and Rnn are linked to each other to form a ring structure, and n1 of —(CRfRg)n1— is 1 or 2, or L is linked to Y1 or Y4 to provide a ring structure,
- Y1 to Y6 are each independently N or CRk, wherein Rk is hydrogen, deuterium, a halogen, a cyano group, a nitro group, a hydroxyl group, amine group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C1 to C10 alkoxy group or adjacent Rk's are linked to each other to provide a substituted or unsubstituted C6 to C30 arene group, a substituted or unsubstituted C3 to C30 heteroarene group, or a condensed ring thereof,
- X1 is —S—, —Se—, —Te—, —S(═O)—, —S(═O)2—, —NRa1—, —BRa2—, —SiRbRc—, —SiRbbRcc—, —GeRdRe—, —GeRddRee—, —CRfRg—, or —CRffRgg—, wherein Ra1, Ra2, Rb, Rc, Rd, Re, Rf, and Rg are each independently hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C6 to C20 aryloxy group, or a substituted or unsubstituted C3 to C20 heteroaryl group, and each pair of Rbb and Rcc, Rdd and Ree, or Rff and Rgg are linked to each other to provide a ring structure,
- X2 is —O—, —S—, —Se—, —Te—, —S(═O)—, —S(═O)2—, —NRa1—, —BRa2—, —SiRbRc—, —SiRbbRcc—, —GeRdRe—, —GeRddRee—, —(CRfRg)n1—, —(CRffRgg)—, —(C(Rm)═C(Rn))—, —(C(Rmm)═C(Rnn))—, or —(C(Rp)═N)—, wherein Ra1, Ra2, Rb, Rc, Rd, Re, Rf, Rg, Rm, Rn, and Rp are each independently hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C6 to C20 aryloxy group or a substituted or unsubstituted C3 to C20 heteroaryl group, and each pair of Rbb and Rcc, Rdd and Ree, Rff and Rgg, or Rmm and Rnn is linked to each other to provide a ring structure, and n1 of —(CRfRg)n1— is 1 or 2,
- Ar3 is a substituted or unsubstituted C6 to C30 hydrocarbon cyclic group having at least one functional group selected from C═O, C═S, C═Se, and C═Te, a substituted or unsubstituted C2 to C30 heterocyclic group having at least one functional group selected from C═O, C═S, C═Se, and C═Te, or a fused ring thereof, and
- R1 and R2 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 acyl group, a halogen, a cyano group (—CN), a cyano-containing group, a nitro group, a pentafluorosulfanyl group (—SF5), a hydroxyl group, an amine group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SiRaRbRc, wherein Ra, Rb, and Rc are each independently hydrogen or a substituted or unsubstituted C1 to C10 alkyl group, or any combination thereof.
5 more elements
A composition, comprising:
- a compound represented by Chemical Formula 1:
- wherein, in Chemical Formula 1,
- L is —O—, —S—, —Se—, —Te—, —NRa1—, —BRa2—, —SiRbRc—, —SiRbbRcc—, —GeRdRe—, —GeRddRee—, —(CRfRg)n1—, —(CRffRgg—, —(C(Rm)═C(Rn))—, —(C(Rmm)═C(Rnn))—, —(C(Rp)═N)—, or a single bond, wherein Ra1, Ra2, Rb, Rc, Rd, Re, Rf, Rg, Rm, Rn, and Rp are each independently hydrogen, deuterium, a halogen, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C6 to C20 aryloxy group, each pair of Rbb and Rcc, Rdd and Ree, Rff and Rgg, or Rmm and Rnn are linked to each other to form a ring structure, and n1 of —(CRfRg)n1—is 1 or 2, or L is linked to Y1 or Y4 to provide a ring structure,
- Y1 to Y6 are each independently N or CRk, wherein Rk is hydrogen, deuterium, a halogen, a cyano group, a nitro group, a hydroxyl group, amine group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C1 to C10 alkoxy group or adjacent Rk's are linked to each other to provide a substituted or unsubstituted C6 to C30 arene group, a substituted or unsubstituted C3 to C30 heteroarene group, or a condensed ring thereof,
- X1 is —S—, —Se—, —Te—, —S(═O)—, —S(═O)2—, —NRa1—, —BRa2—, —SiRbRc—, —SiRbbRcc—, —GeRdRe—, —GeRddRee—, —CRfRg—, or —CRffRgg—, wherein Ra1, Ra2, Rb, Rc, Rd, Re, Rf, and Rg are each independently hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C6 to C20 aryloxy group, or a substituted or unsubstituted C3 to C20 heteroaryl group, and each pair of Rbb and Rcc, Rdd and Ree, or Rff and Rgg are linked to each other to provide a ring structure,
- X2 is —O—, —S—, —Se—, —Te—, —S(═O)—, —S(═O)2—, —NRa1—, —BRa2—, —SiRbRc—, —SiRbbRcc—, —GeRdRe—, —GeRddRee—, —(CRfRg)n1—, —(CRffRgg—, —(C(Rm)═C(Rn))—, —(C(Rmm)═C(Rnn))—, or —(C(Rp)═N)—, wherein Ra1, Ra2, Rb, Rc, Rd, Re, Rf, Rg, Rm, Rn, and Rp are each independently hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C6 to C20 aryloxy group or a substituted or unsubstituted C3 to C20 heteroaryl group, and each pair of Rbb and Rcc, Rdd and Ree, Rff and Rgg, or Rmm and Rnn is linked to each other to provide a ring structure, and n1 of —(CRfRg)n1—is 1 or 2,
- Ar3 is a substituted or unsubstituted C6 to C30 hydrocarbon cyclic group having at least one functional group selected from C═O, C═S, C═Se, and C═Te, a substituted or unsubstituted C2 to C30 heterocyclic group having at least one functional group selected from C═O, C═S, C═Se, and C═Te, or a fused ring thereof, and
- R1 and R2 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 acyl group, a halogen, a cyano group (—CN), a cyano-containing group, a nitro group, a pentafluorosulfanyl group (—SF5), a hydroxyl group, an amine group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SiRaRbRc, wherein Ra, Rb, and Rc are each independently hydrogen or a substituted or unsubstituted C1 to C10 alkyl group, or any combination thereof.
5 more elements
Dependencies are inferred from the claim text.