DE102015101768A1 - Lichtabsorber - Google Patents
Lichtabsorber Download PDFInfo
- Publication number
- DE102015101768A1 DE102015101768A1 DE102015101768.7A DE102015101768A DE102015101768A1 DE 102015101768 A1 DE102015101768 A1 DE 102015101768A1 DE 102015101768 A DE102015101768 A DE 102015101768A DE 102015101768 A1 DE102015101768 A1 DE 102015101768A1
- Authority
- DE
- Germany
- Prior art keywords
- benzyl
- butyl
- substituted
- independently
- quinoid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000006096 absorbing agent Substances 0.000 title claims description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 88
- 230000005693 optoelectronics Effects 0.000 claims abstract description 31
- -1 COOR 4 Chemical group 0.000 claims description 122
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 47
- 125000003118 aryl group Chemical group 0.000 claims description 40
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 37
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 36
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 35
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 35
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims description 30
- 239000001257 hydrogen Substances 0.000 claims description 30
- 125000001624 naphthyl group Chemical group 0.000 claims description 25
- 125000001424 substituent group Chemical group 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000001072 heteroaryl group Chemical group 0.000 claims description 21
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 18
- HKNRNTYTYUWGLN-UHFFFAOYSA-N dithieno[3,2-a:2',3'-d]thiophene Chemical compound C1=CSC2=C1SC1=C2C=CS1 HKNRNTYTYUWGLN-UHFFFAOYSA-N 0.000 claims description 14
- 229910052731 fluorine Inorganic materials 0.000 claims description 13
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 13
- VJYJJHQEVLEOFL-UHFFFAOYSA-N thieno[3,2-b]thiophene Chemical compound S1C=CC2=C1C=CS2 VJYJJHQEVLEOFL-UHFFFAOYSA-N 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 12
- 125000004001 thioalkyl group Chemical group 0.000 claims description 12
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 11
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 10
- 125000002178 anthracenyl group Chemical group C1(=CC=CC2=CC3=CC=CC=C3C=C12)* 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 10
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- 125000001781 1,3,4-oxadiazolyl group Chemical group 0.000 claims description 9
- 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 claims description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 229930192474 thiophene Natural products 0.000 claims description 9
- GLTGXIGJLCSEAM-UHFFFAOYSA-N 2,3,4,5-tetrafluorobenzonitrile Chemical compound FC1=CC(C#N)=C(F)C(F)=C1F GLTGXIGJLCSEAM-UHFFFAOYSA-N 0.000 claims description 8
- YNVVTXLRVIUIGR-UHFFFAOYSA-N CC1=CSC2=C1SC1=C2C=C[S+]1C Chemical compound CC1=CSC2=C1SC1=C2C=C[S+]1C YNVVTXLRVIUIGR-UHFFFAOYSA-N 0.000 claims description 8
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 8
- 150000004056 anthraquinones Chemical class 0.000 claims description 8
- 125000006182 dimethyl benzyl group Chemical group 0.000 claims description 8
- 150000002791 naphthoquinones Chemical class 0.000 claims description 8
- 125000004306 triazinyl group Chemical group 0.000 claims description 8
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 239000010409 thin film Substances 0.000 claims description 5
- USPWUOFNOTUBAD-UHFFFAOYSA-N 1,2,3,4,5-pentafluoro-6-(trifluoromethyl)benzene Chemical compound FC1=C(F)C(F)=C(C(F)(F)F)C(F)=C1F USPWUOFNOTUBAD-UHFFFAOYSA-N 0.000 claims description 4
- 150000004057 1,4-benzoquinones Chemical class 0.000 claims description 4
- XHKUTQNVGAHLPK-UHFFFAOYSA-N 2-fluorocyclohexa-2,5-diene-1,4-dione Chemical compound FC1=CC(=O)C=CC1=O XHKUTQNVGAHLPK-UHFFFAOYSA-N 0.000 claims description 4
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 claims description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 4
- 230000003287 optical effect Effects 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 125000003944 tolyl group Chemical group 0.000 claims description 4
- 230000005669 field effect Effects 0.000 claims description 3
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 108091008695 photoreceptors Proteins 0.000 claims description 3
- 238000010791 quenching Methods 0.000 claims description 3
- 125000001544 thienyl group Chemical group 0.000 claims description 3
- BVCFYIIHEUUQBH-UHFFFAOYSA-N 1,6-dimethylanthracene Chemical compound CC1=CC=CC2=CC3=CC(C)=CC=C3C=C21 BVCFYIIHEUUQBH-UHFFFAOYSA-N 0.000 claims description 2
- PJLZITLLDBNTCB-UHFFFAOYSA-N 2-thieno[3,2-b]thiophen-5-ylpyridine Chemical compound N1=C(C=CC=C1)C1=CC2=C(C=CS2)S1 PJLZITLLDBNTCB-UHFFFAOYSA-N 0.000 claims description 2
- WPKBXABUVMQLAX-UHFFFAOYSA-N 2-thieno[3,2-b]thiophen-5-ylpyrimidine Chemical compound N1=C(N=CC=C1)C1=CC2=C(C=CS2)S1 WPKBXABUVMQLAX-UHFFFAOYSA-N 0.000 claims description 2
- KWMRVTDUWMBHRV-UHFFFAOYSA-N 3,4-diethylthiophene Chemical compound CCC1=CSC=C1CC KWMRVTDUWMBHRV-UHFFFAOYSA-N 0.000 claims description 2
- UGIBDPMYKKYHTB-UHFFFAOYSA-N 3,4-difluorothiophene Chemical compound FC1=CSC=C1F UGIBDPMYKKYHTB-UHFFFAOYSA-N 0.000 claims description 2
- GPSFYJDZKSRMKZ-UHFFFAOYSA-N 3,4-dimethylthiophene Chemical compound CC1=CSC=C1C GPSFYJDZKSRMKZ-UHFFFAOYSA-N 0.000 claims description 2
- ZIZRLANNRILZMP-UHFFFAOYSA-N 4-thieno[3,2-b]thiophen-5-yloxadiazole Chemical compound O1N=NC(=C1)C1=CC2=C(C=CS2)S1 ZIZRLANNRILZMP-UHFFFAOYSA-N 0.000 claims description 2
- RTMOGLNIQKNIAH-UHFFFAOYSA-N 5,6-dimethylthieno[3,2-b]thiophene Chemical compound C1=CSC2=C1SC(C)=C2C RTMOGLNIQKNIAH-UHFFFAOYSA-N 0.000 claims description 2
- UHYMLDDEIYMPJQ-UHFFFAOYSA-N 5-[(2,3-difluorophenyl)-difluoromethyl]thieno[3,2-b]thiophene Chemical compound FC=1C(=C(C(C2=CC3=C(C=CS3)S2)(F)F)C=CC=1)F UHYMLDDEIYMPJQ-UHFFFAOYSA-N 0.000 claims description 2
- SDFLTYHTFPTIGX-UHFFFAOYSA-N 9-methylcarbazole Chemical compound C1=CC=C2N(C)C3=CC=CC=C3C2=C1 SDFLTYHTFPTIGX-UHFFFAOYSA-N 0.000 claims description 2
- LSZJZNNASZFXKN-UHFFFAOYSA-N 9-propan-2-ylcarbazole Chemical compound C1=CC=C2N(C(C)C)C3=CC=CC=C3C2=C1 LSZJZNNASZFXKN-UHFFFAOYSA-N 0.000 claims description 2
- KAXKCARXVQDYOW-UHFFFAOYSA-N 9h-fluorene-1,2-dione Chemical compound C1=CC=C2C(C=CC(C3=O)=O)=C3CC2=C1 KAXKCARXVQDYOW-UHFFFAOYSA-N 0.000 claims description 2
- 125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 239000010408 film Substances 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 37
- 239000010410 layer Substances 0.000 description 60
- 239000000370 acceptor Substances 0.000 description 19
- 239000004020 conductor Substances 0.000 description 15
- 239000000758 substrate Substances 0.000 description 15
- 239000002800 charge carrier Substances 0.000 description 12
- 239000012044 organic layer Substances 0.000 description 11
- 238000010521 absorption reaction Methods 0.000 description 10
- 0 C*=CC(*C=C*=C(C=C1)*=CC1=*C#N)=CSC(C)=C(*)S Chemical compound C*=CC(*C=C*=C(C=C1)*=CC1=*C#N)=CSC(C)=C(*)S 0.000 description 9
- 239000011368 organic material Substances 0.000 description 9
- 150000003384 small molecules Chemical class 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 239000004065 semiconductor Substances 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 238000011161 development Methods 0.000 description 5
- 150000002390 heteroarenes Chemical class 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 150000002894 organic compounds Chemical class 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 238000009792 diffusion process Methods 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 125000005842 heteroatom Chemical group 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- NLLUNFZNKDKPJA-UHFFFAOYSA-N 2-[5-(1,3-dithiol-2-ylidene)-4-phenyl-1,3-thiazol-2-ylidene]propanedinitrile Chemical compound S1C(SC=C1)=C1C(=NC(S1)=C(C#N)C#N)C1=CC=CC=C1 NLLUNFZNKDKPJA-UHFFFAOYSA-N 0.000 description 3
- VBETZJOZJZYRIP-UHFFFAOYSA-N 2-[5-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]thiophen-2-ylidene]propanedinitrile Chemical compound CSC=1SC(SC=1SC)=C1C=CC(S1)=C(C#N)C#N VBETZJOZJZYRIP-UHFFFAOYSA-N 0.000 description 3
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical class C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 description 3
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000000295 complement effect Effects 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 230000005284 excitation Effects 0.000 description 3
- 230000031700 light absorption Effects 0.000 description 3
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 3
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 3
- 229920000767 polyaniline Polymers 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000005215 recombination Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 230000003595 spectral effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- TWYYFYNJOJGNFP-CUXYNZQBSA-N (2s,4r,5s,6s)-2-[(4s,5r)-4-acetyloxy-5-methyl-3-methylidene-6-phenylhexyl]-2-carbamoyl-4-[[(e,4s,6s)-4,6-dimethyloct-2-enoyl]oxymethyl]-5-hydroxy-1,3-dioxane-4,5,6-tricarboxylic acid Chemical compound O1[C@H](C(O)=O)[C@](C(O)=O)(O)[C@](COC(=O)/C=C/[C@@H](C)C[C@@H](C)CC)(C(O)=O)O[C@]1(C(N)=O)CCC(=C)[C@@H](OC(C)=O)[C@H](C)CC1=CC=CC=C1 TWYYFYNJOJGNFP-CUXYNZQBSA-N 0.000 description 2
- GMRZAYVWYQDGIW-UHFFFAOYSA-N 2-[5-(1,3-benzodithiol-2-ylidene)-4-phenyl-1,3-thiazol-2-ylidene]propanedinitrile Chemical compound S1C(SC2=C1C=CC=C2)=C1C(=NC(S1)=C(C#N)C#N)C1=CC=CC=C1 GMRZAYVWYQDGIW-UHFFFAOYSA-N 0.000 description 2
- GVCBIRCAWPBGRX-UHFFFAOYSA-N 2-[5-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-4-phenyl-1,3-thiazol-2-ylidene]propanedinitrile Chemical compound CSC=1SC(SC=1SC)=C1C(=NC(S1)=C(C#N)C#N)C1=CC=CC=C1 GVCBIRCAWPBGRX-UHFFFAOYSA-N 0.000 description 2
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- XRWSZZJLZRKHHD-WVWIJVSJSA-N asunaprevir Chemical compound O=C([C@@H]1C[C@H](CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)OC1=NC=C(C2=CC=C(Cl)C=C21)OC)N[C@]1(C(=O)NS(=O)(=O)C2CC2)C[C@H]1C=C XRWSZZJLZRKHHD-WVWIJVSJSA-N 0.000 description 2
- 125000002676 chrysenyl group Chemical group C1(=CC=CC=2C3=CC=C4C=CC=CC4=C3C=CC12)* 0.000 description 2
- 229940125961 compound 24 Drugs 0.000 description 2
- 229920001940 conductive polymer Polymers 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 229910003472 fullerene Inorganic materials 0.000 description 2
- ZTYYDUBWJTUMHW-UHFFFAOYSA-N furo[3,2-b]furan Chemical compound O1C=CC2=C1C=CO2 ZTYYDUBWJTUMHW-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000003933 pentacenyl group Chemical group C1(=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C12)* 0.000 description 2
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
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- 125000001725 pyrenyl group Chemical group 0.000 description 2
- RQGPLDBZHMVWCH-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole Chemical compound C1=NC2=CC=NC2=C1 RQGPLDBZHMVWCH-UHFFFAOYSA-N 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
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- 229910052710 silicon Inorganic materials 0.000 description 2
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- 125000001935 tetracenyl group Chemical group C1(=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C12)* 0.000 description 2
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- BUHVIAUBTBOHAG-FOYDDCNASA-N (2r,3r,4s,5r)-2-[6-[[2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)ethyl]amino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound COC1=CC(OC)=CC(C(CNC=2C=3N=CN(C=3N=CN=2)[C@H]2[C@@H]([C@H](O)[C@@H](CO)O2)O)C=2C(=CC=CC=2)C)=C1 BUHVIAUBTBOHAG-FOYDDCNASA-N 0.000 description 1
- 125000004502 1,2,3-oxadiazolyl group Chemical group 0.000 description 1
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- 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 description 1
- 125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 description 1
- 125000004514 1,2,4-thiadiazolyl group Chemical group 0.000 description 1
- 125000004530 1,2,4-triazinyl group Chemical group N1=NC(=NC=C1)* 0.000 description 1
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 description 1
- 125000004506 1,2,5-oxadiazolyl group Chemical group 0.000 description 1
- 125000004517 1,2,5-thiadiazolyl group Chemical group 0.000 description 1
- 125000003363 1,3,5-triazinyl group Chemical group N1=C(N=CN=C1)* 0.000 description 1
- OHZAHWOAMVVGEL-UHFFFAOYSA-N 2,2'-bithiophene Chemical group C1=CSC(C=2SC=CC=2)=C1 OHZAHWOAMVVGEL-UHFFFAOYSA-N 0.000 description 1
- NORONYJVLRVVGJ-UHFFFAOYSA-N 2-(4-phenyl-1,3-thiazol-2-yl)propanedinitrile Chemical compound S1C(C(C#N)C#N)=NC(C=2C=CC=CC=2)=C1 NORONYJVLRVVGJ-UHFFFAOYSA-N 0.000 description 1
- WSBGWSSKWNRDRT-UHFFFAOYSA-N 2-[5-(5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-4-phenyl-1,3-thiazol-2-ylidene]propanedinitrile Chemical compound S1C(SC2=C1SCCS2)=C1C(=NC(S1)=C(C#N)C#N)C1=CC=CC=C1 WSBGWSSKWNRDRT-UHFFFAOYSA-N 0.000 description 1
- XGFPEOLAQHGOOH-UHFFFAOYSA-N 2-thiophen-2-ylpropanedinitrile Chemical compound N#CC(C#N)C1=CC=CS1 XGFPEOLAQHGOOH-UHFFFAOYSA-N 0.000 description 1
- HOFVXSUZSDYZSA-UHFFFAOYSA-N 4,5-bis(methylsulfanyl)-1,3-dithiole-2-thione Chemical compound CSC=1SC(=S)SC=1SC HOFVXSUZSDYZSA-UHFFFAOYSA-N 0.000 description 1
- JBRZTFJDHDCESZ-UHFFFAOYSA-N AsGa Chemical compound [As]#[Ga] JBRZTFJDHDCESZ-UHFFFAOYSA-N 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
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| DE102015101768.7A DE102015101768A1 (de) | 2015-02-06 | 2015-02-06 | Lichtabsorber |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10347841B2 (en) * | 2015-09-01 | 2019-07-09 | Samsung Electronics Co., Ltd. | Compound for organic photoelectric device and organic photoelectric device image sensor, and electronic device including the same |
| WO2020239456A1 (de) | 2019-05-29 | 2020-12-03 | Senorics Gmbh | Bispyranilidene, dithiobispyranilidene und diselenobispyranilidene und deren verwendung |
| DE102019127296A1 (de) * | 2019-10-10 | 2021-04-15 | Technische Universität Dresden | Präkursoren für die Herstellung heterochinoider Tetrathiafulvalen-Derivate |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113956211A (zh) * | 2020-07-20 | 2022-01-21 | 北京夏禾科技有限公司 | 一种新型有机电致发光材料及其器件 |
| EP3960738B1 (en) | 2020-08-31 | 2024-02-14 | Samsung Electronics Co., Ltd. | Compound and film and ir sensor and combination sensor and electronic device |
Citations (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE60205824T2 (de) | 2001-07-09 | 2006-05-18 | Merck Patent Gmbh | Thienothiophenderivate |
| WO2006092134A1 (de) | 2005-03-04 | 2006-09-08 | Heliatek Gmbh | Organisches photoaktives bauelement |
| WO2006111511A1 (de) | 2005-04-19 | 2006-10-26 | Basf Aktiengesellschaft | Hexarylen- und pentarylentetracarbonsäurediimide |
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| US10347841B2 (en) * | 2015-09-01 | 2019-07-09 | Samsung Electronics Co., Ltd. | Compound for organic photoelectric device and organic photoelectric device image sensor, and electronic device including the same |
| WO2020239456A1 (de) | 2019-05-29 | 2020-12-03 | Senorics Gmbh | Bispyranilidene, dithiobispyranilidene und diselenobispyranilidene und deren verwendung |
| DE102019127296A1 (de) * | 2019-10-10 | 2021-04-15 | Technische Universität Dresden | Präkursoren für die Herstellung heterochinoider Tetrathiafulvalen-Derivate |
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