TW200951160A - Perylene-imide semiconductor polymers - Google Patents
Perylene-imide semiconductor polymers Download PDFInfo
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- TW200951160A TW200951160A TW098103783A TW98103783A TW200951160A TW 200951160 A TW200951160 A TW 200951160A TW 098103783 A TW098103783 A TW 098103783A TW 98103783 A TW98103783 A TW 98103783A TW 200951160 A TW200951160 A TW 200951160A
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- alkyl
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- 229920000642 polymer Polymers 0.000 title claims abstract description 124
- 239000004065 semiconductor Substances 0.000 title claims abstract description 75
- 239000000463 material Substances 0.000 claims abstract description 43
- 125000000217 alkyl group Chemical group 0.000 claims description 135
- 125000003118 aryl group Chemical group 0.000 claims description 84
- -1 -(^(CO-OC! Chemical group 0.000 claims description 60
- 125000001188 haloalkyl group Chemical group 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 33
- 125000003342 alkenyl group Chemical group 0.000 claims description 31
- 125000001424 substituent group Chemical group 0.000 claims description 31
- 125000001072 heteroaryl group Chemical group 0.000 claims description 25
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 24
- 239000000758 substrate Substances 0.000 claims description 24
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 22
- 125000004122 cyclic group Chemical group 0.000 claims description 21
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 21
- 229910052736 halogen Inorganic materials 0.000 claims description 20
- 125000006575 electron-withdrawing group Chemical group 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 19
- 238000007639 printing Methods 0.000 claims description 19
- 125000003545 alkoxy group Chemical group 0.000 claims description 18
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 17
- 239000002904 solvent Substances 0.000 claims description 17
- 150000002367 halogens Chemical class 0.000 claims description 15
- 230000005669 field effect Effects 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 14
- 125000000304 alkynyl group Chemical group 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 125000005647 linker group Chemical group 0.000 claims description 12
- 239000010409 thin film Substances 0.000 claims description 12
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 claims description 11
- 239000002131 composite material Substances 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 125000002704 decyl 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])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 10
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims description 10
- 239000010408 film Substances 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 125000000468 ketone group Chemical group 0.000 claims description 8
- 230000003287 optical effect Effects 0.000 claims description 8
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- 239000003989 dielectric material Substances 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 7
- 125000003367 polycyclic group Chemical group 0.000 claims description 7
- 238000004528 spin coating Methods 0.000 claims description 7
- 238000000151 deposition Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 229930194542 Keto Natural products 0.000 claims description 5
- 229910003828 SiH3 Inorganic materials 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 229910052731 fluorine Inorganic materials 0.000 claims description 5
- 125000002950 monocyclic group Chemical group 0.000 claims description 5
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 5
- 230000000694 effects Effects 0.000 claims description 4
- 238000007646 gravure printing Methods 0.000 claims description 4
- 150000002466 imines Chemical class 0.000 claims description 4
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- 229910052747 lanthanoid Inorganic materials 0.000 claims description 4
- 150000002602 lanthanoids Chemical class 0.000 claims description 4
- 125000005187 nonenyl group Chemical group C(=CCCCCCCC)* 0.000 claims description 4
- 230000005693 optoelectronics Effects 0.000 claims description 4
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 125000004414 alkyl thio group Chemical group 0.000 claims description 3
- 125000006612 decyloxy group Chemical group 0.000 claims description 3
- 239000002270 dispersing agent Substances 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 125000000335 thiazolyl group Chemical group 0.000 claims description 3
- 239000000080 wetting agent Substances 0.000 claims description 3
- 239000005864 Sulphur Substances 0.000 claims description 2
- 239000002518 antifoaming agent Substances 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 125000005070 decynyl 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])C([H])([H])C#C* 0.000 claims description 2
- 239000003599 detergent Substances 0.000 claims description 2
- 238000003618 dip coating Methods 0.000 claims description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 2
- 150000004060 quinone imines Chemical class 0.000 claims description 2
- OLRJXMHANKMLTD-UHFFFAOYSA-N silyl Chemical compound [SiH3] OLRJXMHANKMLTD-UHFFFAOYSA-N 0.000 claims description 2
- 238000005507 spraying Methods 0.000 claims description 2
- 238000010345 tape casting Methods 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 235000006040 Prunus persica var persica Nutrition 0.000 claims 1
- 240000006413 Prunus persica var. persica Species 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 239000000022 bacteriostatic agent Substances 0.000 claims 1
- 239000003999 initiator Substances 0.000 claims 1
- 239000003607 modifier Substances 0.000 claims 1
- 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 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 241000894007 species Species 0.000 claims 1
- 125000002730 succinyl group Chemical group C(CCC(=O)*)(=O)* 0.000 claims 1
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- 238000012545 processing Methods 0.000 abstract description 8
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- 239000010410 layer Substances 0.000 description 27
- 238000006243 chemical reaction Methods 0.000 description 20
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 17
- 239000000178 monomer Substances 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 125000005842 heteroatom Chemical group 0.000 description 15
- 125000004432 carbon atom Chemical group C* 0.000 description 13
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
- 239000000460 chlorine Substances 0.000 description 12
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 125000004429 atom Chemical group 0.000 description 11
- 230000007613 environmental effect Effects 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 9
- 229910052707 ruthenium Inorganic materials 0.000 description 9
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical class C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 8
- 125000003710 aryl alkyl group Chemical group 0.000 description 8
- 150000002923 oximes Chemical class 0.000 description 8
- 230000009467 reduction Effects 0.000 description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 7
- 239000003990 capacitor Substances 0.000 description 7
- 125000000623 heterocyclic group Chemical group 0.000 description 7
- 230000031700 light absorption Effects 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
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- 238000005481 NMR spectroscopy Methods 0.000 description 6
- 229910052794 bromium Inorganic materials 0.000 description 6
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- 238000005259 measurement Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 125000006413 ring segment Chemical group 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 235000021419 vinegar Nutrition 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
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- 238000010521 absorption reaction Methods 0.000 description 4
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 4
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- RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 description 4
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- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 239000000052 vinegar Substances 0.000 description 4
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
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- 238000000862 absorption spectrum Methods 0.000 description 3
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- 235000019439 ethyl acetate Nutrition 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
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- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
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- UQPUONNXJVWHRM-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 UQPUONNXJVWHRM-UHFFFAOYSA-N 0.000 description 2
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- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
- C08G61/10—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aromatic carbon atoms, e.g. polyphenylenes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/62—Cyclic imides or amidines of peri-dicarboxylic acids of the anthracene, benzanthrene, or perylene series
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
- C09B69/101—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing an anthracene dye
- C09B69/102—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing an anthracene dye containing a perylene dye
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
- C09B69/105—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing a methine or polymethine dye
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
- C09B69/106—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing an azo dye
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
- H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
- H01B1/124—Intrinsically conductive polymers
- H01B1/127—Intrinsically conductive polymers comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes
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- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
- H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
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- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/151—Copolymers
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- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/40—Organosilicon compounds, e.g. TIPS pentacene
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/14—Macromolecular compounds
- C09K2211/1441—Heterocyclic
- C09K2211/1458—Heterocyclic containing sulfur as the only heteroatom
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/14—Macromolecular compounds
- C09K2211/1441—Heterocyclic
- C09K2211/1483—Heterocyclic containing nitrogen and sulfur as heteroatoms
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
- H10K10/40—Organic transistors
- H10K10/46—Field-effect transistors, e.g. organic thin-film transistors [OTFT]
- H10K10/462—Insulated gate field-effect transistors [IGFETs]
- H10K10/464—Lateral top-gate IGFETs comprising only a single gate
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
- H10K10/40—Organic transistors
- H10K10/46—Field-effect transistors, e.g. organic thin-film transistors [OTFT]
- H10K10/462—Insulated gate field-effect transistors [IGFETs]
- H10K10/466—Lateral bottom-gate IGFETs comprising only a single gate
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/621—Aromatic anhydride or imide compounds, e.g. perylene tetra-carboxylic dianhydride or perylene tetracarboxylic di-imide
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Thin Film Transistor (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Photovoltaic Devices (AREA)
- Electroluminescent Light Sources (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
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| TW098103783A TW200951160A (en) | 2008-02-05 | 2009-02-05 | Perylene-imide semiconductor polymers |
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| TWI580020B (zh) * | 2010-12-30 | 2017-04-21 | 巴地斯顏料化工廠 | 以苝為基質之半導體及其製備方法與用途 |
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| GB0618955D0 (en) * | 2006-09-26 | 2006-11-08 | Cryscade Solar Ltd | Organic compound and organic photovoltaic device |
| US9000423B2 (en) * | 2007-10-31 | 2015-04-07 | The Regents Of The University Of California | Processing additive for single-component solution processed organic field-effect transistors |
| TWI427098B (zh) * | 2008-02-05 | 2014-02-21 | Basf Se | 由芮－（π－受體）共聚物製備之半導體材料 |
| WO2009144205A1 (en) * | 2008-05-30 | 2009-12-03 | Basf Se | Rylene-based semiconductor materials and methods of preparation and use thereof |
| TW201026740A (en) * | 2008-11-07 | 2010-07-16 | Basf Se | Organic semiconducting polymers |
| EP2660889A3 (en) | 2008-11-24 | 2014-11-12 | Basf Se | Photocurable polymeric dielectrics and methods of preparation and use thereof |
| CN102317345B (zh) * | 2008-12-18 | 2013-07-10 | 巴斯夫欧洲公司 | 由二噻吩基亚乙烯基共聚物制备的半导体材料 |
| US8927971B2 (en) | 2009-04-06 | 2015-01-06 | University Of Kentucky Research Foundation | Semiconducting compounds and devices incorporating same |
| US8877657B2 (en) | 2009-04-28 | 2014-11-04 | Basf Se | Process for producing semiconductive layers |
| US8831073B2 (en) | 2009-08-31 | 2014-09-09 | Sony Corporation | Wireless transmission system, wireless communication device, and wireless communication method |
| US8164089B2 (en) * | 2009-10-08 | 2012-04-24 | Xerox Corporation | Electronic device |
| US8580384B2 (en) | 2010-01-17 | 2013-11-12 | Polyera Corporation | Dielectric materials and methods of preparation and use thereof |
| CN102146151B (zh) * | 2010-02-04 | 2013-10-16 | 海洋王照明科技股份有限公司 | 苝四羧酸二酰亚胺共轭聚合物及其制备方法和应用 |
| JP5634530B2 (ja) * | 2010-03-15 | 2014-12-03 | ▲海▼洋王照明科技股▲ふん▼有限公司 | 有機太陽電池及びその製造方法 |
| JP5477577B2 (ja) * | 2010-03-31 | 2014-04-23 | 凸版印刷株式会社 | ブロック共重合体、有機薄膜、光電変換素子及び太陽電池 |
| WO2011134959A1 (en) | 2010-04-27 | 2011-11-03 | University Of Princeton | Remote n-doping of organic thin film transistors |
| US20130085249A1 (en) * | 2010-06-09 | 2013-04-04 | Ocean's King Lighting Science &Technology Co., Ltd | Conjugated polymer based on perylene tetracarboxylic acid diimide and dibenzothiophene and the preparation method and application thereof |
| CN102372840B (zh) * | 2010-08-11 | 2013-04-17 | 海洋王照明科技股份有限公司 | 一类苝四羧酸二酰亚胺共聚物及其制备方法和应用 |
| US8598302B2 (en) * | 2010-09-10 | 2013-12-03 | Ocean's King Lighting Science & Technology Co., Ltd. | Perylenetetracarboxylic diimide organic semiconductor material and the preparation method and application thereof |
| CN103154185B (zh) * | 2010-09-28 | 2016-05-11 | 皇家飞利浦电子股份有限公司 | 具有有机磷光体的发光装置 |
| CN103403903B (zh) * | 2010-10-07 | 2017-02-15 | 乔治亚州技术研究公司 | 场效应晶体管及其制造方法 |
| TWI548635B (zh) | 2011-04-15 | 2016-09-11 | 喬治亞工業研究股份有限公司 | 作為有機半導體之萘－二醯亞胺－雜環－萘二醯亞胺低聚物以及自其產生之電晶體 |
| US8986842B2 (en) | 2011-05-24 | 2015-03-24 | Ecole Polytechnique Federale De Lausanne (Epfl) | Color conversion films comprising polymer-substituted organic fluorescent dyes |
| WO2013004730A1 (en) * | 2011-07-05 | 2013-01-10 | Basf Se | Dithienophthalimide semiconductor polymers |
| FR2980040B1 (fr) * | 2011-09-14 | 2016-02-05 | Commissariat Energie Atomique | Transistor organique a effet de champ |
| CN103044660A (zh) * | 2011-10-11 | 2013-04-17 | 中国科学院化学研究所 | 芳酰亚胺共轭聚合物、其制备方法及其在有机光电子器件中的应用 |
| CN103044661A (zh) * | 2011-10-11 | 2013-04-17 | 中国科学院化学研究所 | 芳酰亚胺共轭聚合物、其制备方法及其在有机光电子器件中的应用 |
| EP2794609A4 (en) * | 2011-12-22 | 2015-05-20 | Chinese Acad Inst Chemistry | REACTION PRODUCTS OF STANNYL DERIVATIVES FROM NAPHTHALINDIIMIDES WITH RYLENE COMPOUNDS |
| WO2013096924A1 (en) | 2011-12-22 | 2013-06-27 | Georgia Tech Research Corporation | Oligomers and polymers and polymers and methods derived from stannyl derivatives of naphthalene diimides |
| WO2013096915A1 (en) | 2011-12-22 | 2013-06-27 | Georgia Tech Research Corporation | Stannyl derivatives of naphthalene diimides and related compositions and methods |
| KR101607421B1 (ko) | 2012-02-02 | 2016-03-29 | 바스프 에스이 | 유기 반도체 장치의 제조 방법 |
| US10005879B2 (en) | 2012-02-03 | 2018-06-26 | Basf Se | Method for producing an organic semiconductor device |
| TWI561611B (en) * | 2012-02-04 | 2016-12-11 | Basf Se | Method for producing an organic semiconductor device |
| WO2013119717A1 (en) | 2012-02-07 | 2013-08-15 | Polyera Corporation | Photocurable polymeric materials and related electronic devices |
| JP5859872B2 (ja) * | 2012-02-17 | 2016-02-16 | 富士フイルム株式会社 | 有機光電変換素子組成物、これを含む薄膜、光電池、これに用いられる有機半導体ポリマー、化合物およびポリマーの製造方法 |
| US8835598B2 (en) * | 2012-03-22 | 2014-09-16 | Polyera Corporation | Conjugated polymers and their use in optoelectronic devices |
| US10781288B2 (en) * | 2012-05-28 | 2020-09-22 | Ube Industries, Ltd. | Polyimide precursor and polyimide |
| JP6070701B2 (ja) | 2012-05-31 | 2017-02-01 | 三菱化学株式会社 | コポリマー、有機半導体材料、有機電子デバイス及び太陽電池モジュール |
| CN104335333A (zh) | 2012-06-01 | 2015-02-04 | 三菱化学株式会社 | 含金属氧化物半导体层的制造方法和电子设备 |
| US8901547B2 (en) | 2012-08-25 | 2014-12-02 | Polyera Corporation | Stacked structure organic light-emitting transistors |
| CN105164509B (zh) | 2012-08-28 | 2018-02-23 | 阿科尼生物系统公司 | 用于纯化核酸的方法和试剂盒 |
| WO2014097079A1 (en) * | 2012-12-18 | 2014-06-26 | Basf Se | Semiconducting materials based on naphthalenediimide-vinylene-oligothiophene-vinylene polymers |
| KR20150133219A (ko) * | 2013-03-13 | 2015-11-27 | 사우디 베이식 인더스트리즈 코포레이션 | 반도체 고분자들 |
| EP2808373A1 (en) * | 2013-05-29 | 2014-12-03 | Solvay SA | Semiconductor materials on the basis of rylene diimide derivatives or napththalene derivatives, and polymers and semiconductor devices comprising said materials |
| CN105659310B (zh) | 2013-08-13 | 2021-02-26 | 飞利斯有限公司 | 电子显示区域的优化 |
| TWI655807B (zh) | 2013-08-27 | 2019-04-01 | 飛利斯有限公司 | 具有可撓曲電子構件之可附接裝置 |
| WO2015031426A1 (en) | 2013-08-27 | 2015-03-05 | Polyera Corporation | Flexible display and detection of flex state |
| CN103739829A (zh) * | 2013-09-06 | 2014-04-23 | 中国科学院上海有机化学研究所 | 受体-受体型交替共轭聚合物及其制备方法和应用 |
| WO2015038684A1 (en) | 2013-09-10 | 2015-03-19 | Polyera Corporation | Attachable article with signaling, split display and messaging features |
| CN104674348B (zh) * | 2013-12-02 | 2017-05-10 | 济南大学 | 一种制备不同晶相的硫化锌/双亲苝酰亚胺混杂半导体材料的方法 |
| KR20160103083A (ko) | 2013-12-24 | 2016-08-31 | 폴리에라 코퍼레이션 | 탈부착형 2차원 플렉서블 전자 기기용 지지 구조물 |
| WO2015100224A1 (en) | 2013-12-24 | 2015-07-02 | Polyera Corporation | Flexible electronic display with user interface based on sensed movements |
| JP2017504204A (ja) | 2013-12-24 | 2017-02-02 | ポリエラ コーポレイション | 可撓性電子構成要素のための支持構造 |
| JP2017508493A (ja) | 2013-12-24 | 2017-03-30 | ポリエラ コーポレイション | 可撓性電子構成要素のための支持構造 |
| US20150227245A1 (en) | 2014-02-10 | 2015-08-13 | Polyera Corporation | Attachable Device with Flexible Electronic Display Orientation Detection |
| US10261634B2 (en) | 2014-03-27 | 2019-04-16 | Flexterra, Inc. | Infrared touch system for flexible displays |
| WO2015161203A1 (en) | 2014-04-18 | 2015-10-22 | Massachusetts Institute Of Technology | Functionalized nanostructures and devices including photovoltaic devices |
| TWI692272B (zh) | 2014-05-28 | 2020-04-21 | 美商飛利斯有限公司 | 在多數表面上具有可撓性電子組件之裝置 |
| WO2015183567A1 (en) | 2014-05-28 | 2015-12-03 | Polyera Corporation | Low power display updates |
| EP2960280A1 (en) | 2014-06-26 | 2015-12-30 | E.T.C. S.r.l. | Photocrosslinkable compositions, patterned high k thin film dielectrics and related devices |
| WO2016100983A1 (en) | 2014-12-19 | 2016-06-23 | Polyera Corporation | Photocrosslinkable compositions, patterned high k thin film dielectrics and related devices |
| WO2016138356A1 (en) | 2015-02-26 | 2016-09-01 | Polyera Corporation | Attachable device having a flexible electronic component |
| CN113889579A (zh) * | 2015-03-31 | 2022-01-04 | 索尼公司 | 用于有机图像传感器的活性材料 |
| US10254795B2 (en) | 2015-05-06 | 2019-04-09 | Flexterra, Inc. | Attachable, flexible display device with flexible tail |
| WO2016201310A1 (en) * | 2015-06-12 | 2016-12-15 | Rhodia Operations | Hybrid nanoparticles containing dendrons, methods of producing such hybrid nanoparticles, and uses thereof |
| CN104974334B (zh) * | 2015-06-19 | 2018-05-25 | 南京工业大学 | 一种有机电子传输材料 |
| JP6463475B2 (ja) | 2015-07-07 | 2019-02-06 | 富士フイルム株式会社 | 有機半導体素子、化合物、有機半導体組成物、および、有機半導体膜の製造方法 |
| WO2017086320A1 (ja) | 2015-11-20 | 2017-05-26 | 富士フイルム株式会社 | 有機半導体組成物、有機半導体膜、有機薄膜トランジスタおよび有機薄膜トランジスタの製造方法 |
| US10818849B2 (en) * | 2015-12-29 | 2020-10-27 | The University Of Chicago | Electron acceptors based on alpha-position substituted PDI for OPV solar cells |
| WO2017159703A1 (ja) | 2016-03-16 | 2017-09-21 | 富士フイルム株式会社 | 有機半導体組成物、有機薄膜トランジスタの製造方法、及び有機薄膜トランジスタ |
| JP2017183153A (ja) * | 2016-03-31 | 2017-10-05 | 株式会社デンソー | 有機ｅｌ素子の製造方法 |
| WO2017170280A1 (ja) | 2016-04-01 | 2017-10-05 | 富士フイルム株式会社 | 有機半導体素子、重合体、有機半導体組成物及び有機半導体膜 |
| JP6706316B2 (ja) | 2016-04-01 | 2020-06-03 | 富士フイルム株式会社 | 有機半導体素子、重合体、有機半導体組成物及び有機半導体膜 |
| CN105679940A (zh) * | 2016-04-19 | 2016-06-15 | 中国科学院化学研究所 | 一种双极性聚合物场效应晶体管及其制备方法与应用 |
| EP3464415B1 (en) | 2016-05-25 | 2020-08-19 | Basf Se | Semiconductors |
| CN107523290B (zh) * | 2016-06-20 | 2019-10-18 | 国家纳米科学中心 | 一种有机分子二维有序结构及其制备方法 |
| US9831434B1 (en) | 2016-06-22 | 2017-11-28 | International Business Machines Corporation | Functionalized pyranopyran-derived acceptors for donor-acceptor polymers |
| CN109478595B (zh) | 2016-06-27 | 2023-02-07 | 富士胶片株式会社 | 有机薄膜晶体管、有机半导体膜、化合物、有机薄膜晶体管用组合物及有机薄膜晶体管的制造方法 |
| WO2018021970A1 (en) * | 2016-07-25 | 2018-02-01 | Agency For Science, Technology And Research | Conjugated polyviologen derivatives |
| WO2018076247A1 (en) * | 2016-10-27 | 2018-05-03 | South University Of Science And Technology Of China | A weak electron-donating building block, copolymers thereof and their preparation methods as well as their applications |
| JP6752466B2 (ja) | 2017-03-31 | 2020-09-09 | 富士フイルム株式会社 | 有機半導体素子、有機半導体組成物、有機半導体膜の製造方法、有機半導体膜、並びに、これらに用いる化合物及びポリマー |
| WO2018181054A1 (ja) | 2017-03-31 | 2018-10-04 | 富士フイルム株式会社 | 有機半導体素子、有機半導体組成物、有機半導体膜の製造方法、有機半導体膜、並びに、これらに用いる化合物及びポリマー |
| WO2018181055A1 (ja) | 2017-03-31 | 2018-10-04 | 富士フイルム株式会社 | 有機半導体素子、有機半導体組成物、有機半導体膜の製造方法、有機半導体膜、並びに、これらに用いる化合物及びポリマー |
| CN107286157B (zh) * | 2017-06-06 | 2019-07-23 | 武汉工程大学 | 一种苝二酰亚胺类化合物及其制备方法、应用 |
| EP3658559A4 (en) * | 2017-07-28 | 2021-05-05 | Phillips 66 Company | A 1,2,5,6-naphthalenediimide co-polymer |
| CN107501527A (zh) * | 2017-08-01 | 2017-12-22 | 南昌大学 | 一类基于1,8‑萘酰亚胺的高迁移率半导体聚合物及合成方法 |
| US11518677B2 (en) | 2017-08-31 | 2022-12-06 | Panasonic Intellectual Property Management Co., Ltd. | Heterofullerene and n-type semiconductor film using same, and electronic device |
| CN107556461B (zh) * | 2017-08-31 | 2019-12-06 | 京东方科技集团股份有限公司 | 聚合物及其制备方法和太阳能电池 |
| CN111052429B (zh) | 2017-08-31 | 2023-07-04 | 松下知识产权经营株式会社 | 包含杂富勒烯的p型半导体膜和电子设备 |
| JP6892076B2 (ja) * | 2017-08-31 | 2021-06-18 | 東洋紡株式会社 | ｎ型半導体として使用可能な化合物 |
| CN109749060B (zh) * | 2017-11-03 | 2024-02-20 | 东莞伏安光电科技有限公司 | 一种侧链支化点可调的萘酰亚胺n型共轭聚合物及其应用 |
| CN109651631B (zh) * | 2018-01-18 | 2020-09-25 | 深圳瑞华泰薄膜科技股份有限公司 | 一种低介质损耗的聚酰亚胺薄膜 |
| EP3740523B1 (en) | 2018-01-19 | 2024-07-31 | Flexterra, Inc. | Organic dielectric materials and devices including them |
| WO2019146368A1 (ja) | 2018-01-23 | 2019-08-01 | 富士フイルム株式会社 | 有機半導体素子、有機半導体組成物、有機半導体膜、有機半導体膜の製造方法、及び、これらに用いるポリマー |
| KR102130593B1 (ko) * | 2018-06-07 | 2020-07-06 | 한국과학기술연구원 | 자가치유 광활성층 형성용 조성물 및 이를 포함하는 유기태양전지 |
| CN108727568B (zh) * | 2018-06-08 | 2020-10-16 | 福建师范大学 | 可交联的基于萘二酰亚胺的全聚物太阳能电池受体材料、制备方法及其应用 |
| CN108658993B (zh) * | 2018-06-25 | 2020-07-10 | 兰州大学 | 一种芘酰亚胺衍生物及其合成方法和应用 |
| CN113677987B (zh) * | 2019-05-15 | 2024-09-24 | 株式会社Lg化学 | 用于选择有机发光器件用材料的方法 |
| CN112430239B (zh) * | 2019-08-26 | 2022-03-22 | 广州华睿光电材料有限公司 | 基于七元环结构的化合物、高聚物、混合物、组合物及有机电子器件 |
| CN111748342A (zh) * | 2020-07-13 | 2020-10-09 | 常熟涤纶有限公司 | 一种可荧光识别的聚丙烯酸高荧光微球及其制备方法 |
| DE102020126207A1 (de) | 2020-10-07 | 2022-04-07 | ZF Automotive Safety Germany GmbH | Gassackmodulbaugruppe, verfahren zu deren herstellung und qualitätsprüfung sowie fahrzeuglenkrad mit einer solchen gassackmodulbaugruppe |
| CN113416201B (zh) * | 2021-05-10 | 2022-08-19 | 复旦大学 | p掺杂有机小分子及其制备方法和应用 |
| CN113956447B (zh) * | 2021-10-17 | 2024-04-02 | 徐州工程学院 | 基于稠环酰亚胺结构的电子型聚合物及其制备方法和器件应用 |
| WO2023106405A1 (ja) * | 2021-12-09 | 2023-06-15 | 国立大学法人大阪大学 | 化合物、有機半導体材料、および有機電子デバイス |
| CN115020625A (zh) * | 2022-07-12 | 2022-09-06 | 青岛科技大学 | 一种有机半导体分子纳米层状结构及其制备方法 |
| PL446287A1 (pl) * | 2023-10-02 | 2025-04-07 | Politechnika Śląska | Polimer perinonowy z rdzeniem perylenowym oraz sposób otrzymywania polimeru perinonowego z rdzeniem perylenowym w procesie polimeryzacji elektrochemicznej |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05291598A (ja) * | 1991-10-30 | 1993-11-05 | Ricoh Co Ltd | 有機光起電力素子 |
| DE19848555A1 (de) * | 1998-10-21 | 2000-04-27 | Heinz Langhals | Neue Fluoreszenzfarbstoffe durch Kern-Erweiterung von Perylen-3,4:9,10-tetracarbonsäurebisimiden |
| WO2002009201A1 (en) | 2000-07-24 | 2002-01-31 | Northwestern University | n-TYPE THIOPHENE SEMICONDUCTORS |
| US6585914B2 (en) | 2000-07-24 | 2003-07-01 | Northwestern University | N-type thiophene semiconductors |
| JP4053289B2 (ja) * | 2001-12-12 | 2008-02-27 | 本田技研工業株式会社 | 蓄電池の温度制御装置、及びそれを用いた車両装置 |
| CN1554726A (zh) * | 2003-12-27 | 2004-12-15 | 复旦大学 | 一种电致发光器件用聚合物材料及其制备方法 |
| CN1980791B (zh) * | 2004-01-26 | 2012-08-22 | 西北大学 | 苝n-型半导体和相关器件 |
| US7528176B2 (en) | 2004-09-14 | 2009-05-05 | Northwestern University | Carbonyl-functionalized thiophene compounds and related device structures |
| DE102004057585A1 (de) * | 2004-11-29 | 2006-06-01 | Basf Ag | Durch cyclische Aminogruppen substituierte Rylentetracarbonsäurediimide |
| US7198977B2 (en) * | 2004-12-21 | 2007-04-03 | Eastman Kodak Company | N,N′-di(phenylalky)-substituted perylene-based tetracarboxylic diimide compounds as n-type semiconductor materials for thin film transistors |
| WO2006086082A2 (en) | 2004-12-23 | 2006-08-17 | Northwestern University | Siloxane-polymer dielectric compositions and related organic field-effect transistors |
| DE102005021362A1 (de) * | 2005-05-04 | 2006-11-09 | Basf Ag | Terrylen- und Quaterrylenderivate |
| DE102005032583A1 (de) * | 2005-07-11 | 2007-01-25 | Basf Ag | Substituierte Rylenderivate |
| US7422777B2 (en) * | 2005-11-22 | 2008-09-09 | Eastman Kodak Company | N,N′-dicycloalkyl-substituted naphthalene-based tetracarboxylic diimide compounds as n-type semiconductor materials for thin film transistors |
| WO2007075748A2 (en) | 2005-12-20 | 2007-07-05 | Northwestern University | Intercalated superlattice compositions and related methods for modulating dielectric property |
| WO2007093643A1 (de) * | 2006-02-17 | 2007-08-23 | Basf Se | Fluorierte rylentetracarbonsäurederivate und deren verwendung |
| KR20080104181A (ko) * | 2006-03-09 | 2008-12-01 | 코나르카 테크놀로지, 인코포레이티드 | 광기전력 전지 |
| EP1843407A1 (de) * | 2006-04-07 | 2007-10-10 | Basf Aktiengesellschaft | Flüssig-kristalline Rylentetracarbonsäurederivate und deren Verwendung |
| US7569693B2 (en) * | 2006-06-12 | 2009-08-04 | Northwestern University | Naphthalene-based semiconductor materials and methods of preparing and use thereof |
| US7902363B2 (en) | 2006-11-17 | 2011-03-08 | Polyera Corporation | Diimide-based semiconductor materials and methods of preparing and using the same |
| WO2008063583A1 (en) * | 2006-11-17 | 2008-05-29 | Polyera Corporation | Acene-based organic semiconductor materials and methods of preparing and using the same |
| WO2008085942A2 (en) | 2007-01-08 | 2008-07-17 | Polyera Corporation | Methods for preparing arene-bis(dicarboximide)-based semiconducting materials and related intermediates for preparing same |
| WO2008091670A2 (en) * | 2007-01-24 | 2008-07-31 | Polyera Corporation | Organic semiconductor materials and precursors thereof |
| TWI427098B (zh) * | 2008-02-05 | 2014-02-21 | Basf Se | 由芮－（π－受體）共聚物製備之半導體材料 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI580020B (zh) * | 2010-12-30 | 2017-04-21 | 巴地斯顏料化工廠 | 以苝為基質之半導體及其製備方法與用途 |
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