초록 ▼

The invention provides compositions, organic electronic devices, and methods for preparing organic electronic devices. The compositions include a small molecule that is combined with at least one other material selected from a charge transporting material, a charge blocking material, a light emittin

The invention provides compositions, organic electronic devices, and methods for preparing organic electronic devices. The compositions include a small molecule that is combined with at least one other material selected from a charge transporting material, a charge blocking material, a light emitting material, a color conversion material, or a combination thereof. The first compound has an aromatic core and two to four identical end capping groups attached to the aromatic core. The second compound has at least some structural similarities to the first compound of the composition.

대표청구항 ▼

What is claimed is: 1. A composition comprising: (a) a first compound of Formula I that is a charge transporting material, a charge blocking material, a light emitting material, a color conversion material, or a combination thereof, wherein Ar1 is a first aromatic core and is a divalent, trival

What is claimed is: 1. A composition comprising: (a) a first compound of Formula I that is a charge transporting material, a charge blocking material, a light emitting material, a color conversion material, or a combination thereof, wherein Ar1 is a first aromatic core and is a divalent, trivalent, or tetravalent radical of that is unsubstituted or substituted with one or more substituents selected from alkyl, alkenyl, alkoxy, aryl, aryloxy, fluoro, fluoroalkyl, perfluoroalkyl, diarylamino, cyano, nitro, ester, heteroalkyl, heteroaryl, and combinations thereof; EC is a first end capping group and is a monovalent radical of that is unsubstituted or substituted with one or more substituents selected from alky), alkenyl, alkoxy, aryl, aryloxy, fluoro, fluoroalkyl, perfluoroalkyl, diarylamino, cyano, nitro, ester, heteroalkyl, heteroaryl, and combinations thereof; n is an integer of 2 to 4, wherein the first end capping groups are identical; and each R is independently an alkyl, alkenyl, alkoxy, aryl, aryloxy, fluoro, fluoroalkyl, perfluoroalkyl, diarylamino, cyano, nitro, ester, heteroalkyl, heteroaryl, or combinations thereof; each R1 is independently a hydrogen, alkyl, alkenyl, alkoxy, aryl, aryloxy, fluoro, fluoroalkyl, perfluoroalkyl, diarylamino, cyano, nitro, ester, heteroalkyl, heteroaryl, or combinations thereof; X is O, S, or NR2 where R2 is a C1-30 alkyl, a C1-30 heteroalkyl, a C6-20 aryl, a C3-20 heteroaryl, or a combination thereof; A is C, Si, Ge, Pb, or Sn; Z is NH or CH2; t is an integer of 0 to4; and (b) a second compound that is selected from a charge transporting material, a charge blocking material, a light emitting material, a color conversion material, or a combination thereof, said second compound being a polymeric material having an aromatic radical that comprises the first aromatic core of the first compound, wherein the aromatic radical of the second compound can be unsubstituted, substituted with a substituent of a same type that is present on the first aromatic core of the first compound, or substituted with a substituent that is absent on the first aromatic core of the first compound, a second end capping group that comprises the first end capping group of the first compound, wherein the second end capping group can be unsubstituted, substituted with a substituent of a same type that is present on the first end capping group, or substituted with a substituent that is absent on the first end capping group; a divalent radical that comprises a divalent radical of the first end capping group of the first compound, wherein the divalent radical in the second compound can be unsubstituted, substituted with a substituent of a same type that is present on the first end capping group, or substituted with a substituent that is absent on the first end capping group; or a combination thereof, wherein the composition is amorphous and solution processible. 2. The composition of claim 1, wherein the second compound is a light emitting polymer. 3. The composition of claim 1, wherein the second compound is an electroactive polymer. 4. The composition of claim 1, wherein the second compound is a polymer comprising the reaction product of a monomer mixture comprising a first monomer comprising the fist aromatic core of the first compound. 5. The composition of claim 1, wherein the second compound is a polymer that is the reaction product of a monomer mixture comprising a first monomer comprising the first end capping group or a radical of the first end capping group. 6. The composition of claim 1, wherein the second compound has an aromatic moiety that comprises the first aromatic core of the first compound, said first aromatic core being a divalent, trivalent, or tetravalent radical of that is unsubstituted or substituted with one or more substituents selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C1-20 fluoroalkyl, C1-20 perfluoroalkyl, C12-20 diarylamino, cyano, nitro, C2-20 ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof, wherein Z is NH or CH2; and A is C, Si, Ge, Pb, or Sn; each R is independently an C1-30 alkyl, C2-30 alkenyl, C1-30 alkoxy, C6-30 aryl, C6-30 aryloxy, fluoro, C1-30 fluoroalkyl, C1-30 perfluoroalkyl, C12-30 diarylamino, cyano, nitro, C2-30 ester, C1-30 heteroalkyl, C3-30 heteroaryl, or combinations thereof; and each R1 independently a hydrogen, C1-30 alkyl, C2-30 alkenyl, C1-30 alkoxy, C6-30 aryl, C6-30 aryloxy, fluoro, C1-30, fluoroalkyl, C1-30 perfluoroalkyl, C12-30 diarylamino, cyano, nitro, C2-30 ester, C1-30 heteroalkyl, C3-30 heteroaryl, or combinations thereof. 7. The composition of claim 1, wherein the second compound has an aromatic moiety that comprises the first aromatic core of the first compound, said first aromatic core being a divalent, trivalent, or tetravalent radical of that is unsubstituted or substituted with one or more substituents selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C1-20 fluoroalkyl, C1-20 perfluoroalkyl, C12-20 diarylamino, cyano, nitro, C2-20 ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof, wherein each R is independently an C1-30 alkyl, C2-30 alkenyl, C1-30 alkoxy, C6-30 aryl, C6-30 aryloxy, fluoro, C1-30 fluoroalkyl, C1-30 perfluoroalkyl, C12-30 diarylamino, cyano, nitro, C2-30 ester, C1-30 heteroalkyl, C3-30 heteroaryl, or combinations thereof; X is O, S, or NR2 where R2 is a C1-30 alkyl, a C1-30 heteroalkyl, a C6-20 aryl, a C3-20 heteroaryl, or a combination thereof; and t is an integer from 1 to an integer of 0 to 4. 8. The composition of claim 1, wherein the second compound has an aromatic moiety that comprises the first aromatic core of the first compound, said first aromatic core being a divalent, trivalent, or tetravalent radical of that is unsubstituted or substituted with one or more substituents selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C,1-20 fluoroalkyl, C1-20 perfluoroalkyl, diarylamino, cyano, nitro, ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof, wherein X is O, S, or NR2 where R2 is a C1-30 alkyl, a C1-30 heteroalkyl, a C6-20 aryl, a C3-20 heteroaryl, or a combination thereof. 9. The compositions of claim 1, wherein the second compound has an aromatic moiety tat comprises the first aromatic core of the first compound, said first aromatic core being selected from wherein each R3 is independently hydrogen, C1-30 alkyl, C6-20 aryl, C3-20 heteroaryl, or C1-30 heteroalkyl containing one or more atoms of S, N, O, P, or Si; and each R4is independently C1-30 alkyl, C6-20 aryl, C3-20 heteroaryl, or C1-30 heteroalkyl containing one or more atoms of S, N, O, P, or Si. 10. The composition of claim 1, wherein the second compound has a second end capping group that comprises the first end capping group or the second compound comprises a divalent radical of the first end capping group, said first end capping group selected from wherein each Ph is phenyl; each R3 is independently hydrogen, C1-30 alkyl, C6-20 aryl, C3-20 heteroaryl, C1-30 heteroalkyl, or combinations thereof; and each R4 is independently C1-30 alkyl, C6-20 aryl, C3-20 heteroaryl, C1-30 heteroalkyl; or combinations thereof. 11. The composition of claim 10, wherein R3 or R4 is methyl or phenyl. 12. The composition of claim 1, wherein the second compound has a second end capping group that comprises the first end capping group or the second compound comprises a divalent radical of the first end capping group, said first end capping group being a C6-60 carbocyclic aryl that is a monovalent radical of that is unsubstituted or substituted with one or more groups selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C1-20 fluoroalkyl, C1-20 perfluoroalkyl, C,12-20 diarylamino, cyano, nitro, C2-20 ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof, wherein each R is independently an C1-30 alkyl, C2-30 alkenyl, C1-30 alkoxy, C6-30 aryl, C6-30 aryloxy, fluoro, C1-30 fluoroalkyl, C1-30 perfluoroalkyl, C12-30 diarylamino, cyano, nitro, C2-30 ester, C1-30 heteroalkyl, C3-30 heteroaryl, or combinations thereof. 13. The composition of claim 1, wherein the second compound has a second end capping group that comprises the first end capping group or the second compound comprises a divalent radical of the first end capping group, said first end capping group being a C3-60 heteroaryl having an imine linkage and a monovalent radical of that is unsubstituted or substituted with one or more groups selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C1-20 fluoroalkyl, C1-20 perfluoroalkyl, diarylamino, cyano, nitro, ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof, wherein each R is independently an C1-30 alkyl, C2-30 alkenyl, C1-30 alkoxy, C6-30 aryl, C6-30 aryloxy, fluoro, C1-30 fluoroalkyl, C1-30 perfluoroalkyl, C12-30 diarylamino, cyano, nitro, C2-30 ester, C1-30 heteroalkyl, C3-30 heteroaryl, or combinations thereof; and X is O, S, or NR2 where R2 is a C1-30 alkyl, a C1-30 heteroalkyl, a C6-20 aryl, a C3-20 heteroaryl, or a combination thereof. 14. The composition of claim 1, wherein the second compound has a second end capping group that comprises the first end capping group or the second compound comprises a divalent radical of the first end capping group, said first end capping group being a C6-60 aromatic amino aryl or a C3-60 heteroaryl that is electron rich and a monovalent radical of that is unsubstituted or substituted with one or more groups selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C,1-20 fluoroalkyl, C1-20 perfluoroalkyl, C12-20 diarylamino, cyano, nitro, C2-20 ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof, wherein each R is independently an C1-30 alkyl, C2-30 alkenyl, C1-30 alkoxy, C6-30 aryl, C6-30 aryloxy, fluoro, C1-30 fluoroalkyl, C1-30 perfluoroalkyl, C12-30 diarylamino, cyano, nitro, C2-30 ester, C1-30 heteroalkyl, C3-20 heteroaryl, or combinations thereof; and each X is independently O, S, or NR2 where R2 is a C1-30 alkyl, a C1-30 heteroalkyl, a C6-20 aryl, a C3-20 heteroaryl, or a combination thereof. 15. The composition of claim 1, wherein the composition comprises a hole transporting material and an electron transporting material. 16. The composition of claim 1, wherein the composition comprises a hole transporting material, an electron transporting material, and a light emitting material. 17. The composition of claim 1, wherein R, R1 or a substituent on the first compound comprises at least one soft segment comprising a divalent poly(oxyalkylene) segment of formula or a divalent poly(dialkylsiloxane) segment of formula where m is an integer of 1 to 6, y is an integer of 2 to 20, and w is an integer of 1 to 10. 18. The composition of claim 1, wherein R, R1, or a substituent on the first compound comprises at least one fluoro, fluoroalkyl, or perfluoroalkyl group. 19. The composition of claim 1, wherein n is equal to 2. 20. A composition comprising: (a) a first compound of Formula II that is a light emitting material, a charge transporting material, a charge blocking material, or a combination thereof, wherein Ar 1 is a first aromatic core and is a divalent radical selected from EC are two identical first end capping groups selected from wherein each Ph is phenyl; and each R3 is independently hydrogen, C1-30 alkyl, C6-20 aryl, C3-20 heteroaryl, or C1-30 heteroalkyl; each R4 is independently C1-30 alkyl, C6-20 aryl, C3-20 heteroaryl, or C1-30 heteroalkyl; and (b) a second compound that is selected from a charge transporting material, a charge blocking material, a light emitting material, a color conversion material, or a combination thereof, said second compound being a polymeric material having an aromatic radical that comprises the first aromatic core of the first compound, wherein the aromatic radical of the second compound can be unsubstituted, substituted with a substituent of a same type that is present on the first aromatic core of the first compound, or substituted with a substituent that is absent on the first aromatic core of the first compound; a second end capping group that comprises the first end capping group of the first compound, wherein the second end capping group can be unsubstituted, substituted with a substituent of a same type that is present on the first end capping group, or substituted with a substituent that is absent on the first end capping group; a divalent radical that comprises a divalent radical of the first end capping group of the first compound, wherein the divalent radical in the second compound can be unsubstituted, substituted with a substituent of a same type that is present on the first end capping group, or substituted with a substituent that is absent on the first end capping group; or a combination thereof, wherein the composition is amorphous and solution processible. 21. A composition comprising: (b) a first compound of Formula I that is a charge transporting material, a charge blocking material, a light emitting material, a color conversion material, or a combination thereof, wherein Ar1 is a first aromatic core and is a divalent, trivalent, or tetravalent radical of that is unsubstituted substituted with one or more substituents selected from alkyl, alkenyl, alkoxy, aryl, aryloxy, fluoro, fluoroalkyl, perfluoroalkyl, diarylamino, cyano, nitro, ester, heteroalkyl, heteroaryl, and combinations thereof; EC is a first end capping group that is a C6-60 carbocyclic aryl, a C3-60 heteroaryl, a C12-30 aromatic amino aryl, or a monovalent radical of a silsesquioxane that is unsubstituted or substituted with one or more substituents selected from alkyl, alkenyl, alkoxy, aryl, aryloxy, fluoro, fluoroalkyl, perfluoroalkyl, diarylamino, cyano, nitro, ester, heteroalkyl, heteroaryl, and combinations thereof; n is an integer of 2 to 4, wherein the first end capping groups are identical; each R is independently an alkyl, alkenyl, alkoxy, aryl, aryloxy, fluoro, fluoroalkyl, perfluoroalkyl, diarylamino, cyano, nitro, ester, heteroalkyl, heteroaryl, or combinations thereof; each R1 independently a hydrogen, alkyl, alkenyl, alkoxy, aryl, aryloxy, fluoro, fluoroalkyl, perfluoroalkyl, diarylamino, cyano, nitro, ester, heteroalkyl, heteroaryl, or combinations thereof; X is O, S, or NR2 where R2 is a C1-30 alkyl, a C1-30 heteroalkyl, a C6-20 aryl, a C3-20 heteroaryl, or a combination thereof; A is C, Si, Ge, Pb, or Sn; Z is N or CH; t is an integer of 0 to 4; and (b) a second compound that is selected from a charge transporting material, a charge blocking material, a light emitting material, a color conversion material, or a combination thereof, said second compound being a polymeric material having an aromatic radical that comprises the first aromatic core of the first compound, wherein the aromatic radical of the second compound can be unsubstituted, substituted with a substituent of a same type that is present on the first aromatic core of the first compound, or substituted with a substituent that is absent on the first aromatic core of the first compound; a second end capping group that comprises the first end capping group of the first compound, wherein the second end capping group can be unsubstituted, substituted with a substituent of a same type that is present on the first end capping group, or substituted with a substituent that is absent on the first end capping group; a divalent radical that comprises a divalent radical of the first end capping group of the first compound, wherein the divalent radical in the second compound can be unsubstituted, substituted with a substituent of a same type that is present on the first end capping group, or substituted with a substituent that is absent on the first end capping group; or a combination thereof, wherein the composition is amorphous and solution processible. 22. The composition of claim 21, wherein the second compound has a second end capping group that comprises the first end capping group or the second compound comprises a divalent radical of the first end capping group, said first end capping group being a C6-60 carbocyclic aryl comprising phenyl, biphenyl, anthryl, naphthyl, acenaphthyl, phenanthryl, dihydrophenathrenyl, anthracenyl, fluorenyl, 9-silafluorenyl, tetrahydropyrenyl, perylenyl, spirobisfluorenyl, fluoranthenyl, pyrenyl, dihydropyrenyl, tetrahydropyrenyl, rubrenyl, chrysenyl, or benzo[g,h,i]perylenyl, wherein the first end capping group is unsubstituted or substituted with one or more groups selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C1-20 fluoroalkyl, C1-20 perfluoroalkyl, C2-20 diarylamino, cyano, nitro, C2-20 ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof. 23. The composition of claim 21, wherein the second compound has a second end capping group that comprises the first end capping group or the second compound comprises a divalent radical of the first end capping group, said first end capping group being a C3-60 a heteroaryl comprising a furanyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, thiazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, isothiazolyl, pyridinyl, pyridazinyl, pyrazinyl, pyrimidinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, indolyl, carbazoyl, benzoxazolyl, benzothiazolyl, benzimidazolyl, cinnolinyl, qiunazolinyl, quinoxalinyl, phthalazinyl, benzothiadiazolyl, benzotriazinyl, phenazinyl, phenanthridinyl, acridinyl, indazolyl, or siloles, wherein the first end capping group is unsubstituted or substituted with one or more groups selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C1-20 fluoroalkyl, C1-20 perfluoroalkyl, C12-20 diarylamino, cyano, nitro, C2-20 ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof. 24. The composition of claim 21, wherein the second compound has a second end capping group that comprises the first end capping group or the second compound comprises a divalent radical of the first end capping group, said first end capping group being a C12-60 tertiary aromatic amino aryl comprising a monovalent radical of diarylaniline, alkylcarbazole, arylcarbazole, tetraaryldiamine, starburst amine, peraryltriantine, dendridic amine, or spiroaxnine, wherein the first end capping group is unsubstituted or substituted with one or more groups selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C1-20 fluoroalkyl, C1-20 perfluoroalkyl, C12-20 diarylamino, cyano, nitro, C2-20 ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof. 25. The composition of claim 21, wherein the second compound has a second end capping group that comprises the first end capping group or the second compound comprises a divalent radical of the first end capping group, said first end capping group being a C12-60 tertiary aromatic amino aryl comprising a monovalent radical of N,N,N'N'-tetraarylbenzidine, N,N,N',N'-tetraayl-1,4-phenylenediaxnine, N,N,N'N'-tetraryl-2,7-diaminofluorene, N,N'-bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine, N,N'-bis(1-naphthyl)-N,N'-bis(phenyl)benzidine, 1,4-bis(carbazolyl)biphenyl, 4,4'4"-tris(N,N-diarylamino)triphenylamine, 1,3,5-tris(4-diarylaminophenyl)benzene, 4,4',4"-tris(N,N-diphenylamino)triphenylamine, 4,4',4"-tris(N-3-methylphenyl-N-phenylamino)triphenylamine, or 1,3,5-tris(4-diphenylaminophenyl)benzene, wherein the first end capping group is unsubstituted or substituted with one or more groups selected from C1-20 alkyl, C2-20 alkenyl, C1-20 alkoxy, C6-20 aryl, C6-20 aryloxy, fluoro, C1-20 fluoroalkyl, C1-20 perfluoroalkyl, C12-20 diarylamino, cyano, nitro, C2-20 ester, C1-20 heteroalkyl, C3-20 heteroaryl, and combinations thereof. 26. The composition of claim 21, wherein n is equal to 2. 27. An organic electronic device comprising the composition of claim 1. 28. The organic electronic device of claim 27, wherein organic electronic device is an organic electroluminescent device. 29. The organic electronic device of claim 28, wherein the organic electroluminescent device comprises an organic emissive element comprising the first and second compound. 30. The organic electronic device of claim 29, wherein the organic emissive element has multiple layers and the composition is in a light emitting layer. 31. The organic electronic device of claim 29, wherein the organic emissive element has multiple layers and the composition is in a charge transporting layer, a charge blocking layer, a light emitting layer, a color conversion layer, or a combination thereof.