KR102101242B1 - 용액 프로세스용 유기 반도체 재료 및 유기 반도체 디바이스 - Google Patents
용액 프로세스용 유기 반도체 재료 및 유기 반도체 디바이스 Download PDFInfo
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- KR102101242B1 KR102101242B1 KR1020157022803A KR20157022803A KR102101242B1 KR 102101242 B1 KR102101242 B1 KR 102101242B1 KR 1020157022803 A KR1020157022803 A KR 1020157022803A KR 20157022803 A KR20157022803 A KR 20157022803A KR 102101242 B1 KR102101242 B1 KR 102101242B1
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- organic semiconductor
- compound
- semiconductor material
- solution process
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- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000004896 high resolution mass spectrometry Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 229910001623 magnesium bromide Inorganic materials 0.000 description 1
- LZFCBBSYZJPPIV-UHFFFAOYSA-M magnesium;hexane;bromide Chemical compound [Mg+2].[Br-].CCCCC[CH2-] LZFCBBSYZJPPIV-UHFFFAOYSA-M 0.000 description 1
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 1
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 1
- 238000000813 microcontact printing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 238000007645 offset printing Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- VJYJJHQEVLEOFL-UHFFFAOYSA-N thieno[3,2-b]thiophene Chemical compound S1C=CC2=C1C=CS2 VJYJJHQEVLEOFL-UHFFFAOYSA-N 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- H01L51/0074—
-
- H01L51/0558—
-
- 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
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
- H10K85/6576—Polycyclic condensed heteroaromatic hydrocarbons comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
-
- 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]
- H10K10/484—Insulated gate field-effect transistors [IGFETs] characterised by the channel regions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Thin Film Transistor (AREA)
- Electroluminescent Light Sources (AREA)
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JP2013009153 | 2013-01-22 | ||
JPJP-P-2013-009153 | 2013-01-22 | ||
JP2013175678 | 2013-08-27 | ||
JPJP-P-2013-175678 | 2013-08-27 | ||
PCT/JP2014/051213 WO2014115749A1 (ja) | 2013-01-22 | 2014-01-22 | 溶液プロセス用有機半導体材料及び有機半導体デバイス |
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KR20150108918A KR20150108918A (ko) | 2015-09-30 |
KR102101242B1 true KR102101242B1 (ko) | 2020-04-17 |
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JP (1) | JP6080870B2 (zh) |
KR (1) | KR102101242B1 (zh) |
CN (1) | CN104956508B (zh) |
TW (1) | TW201444852A (zh) |
WO (1) | WO2014115749A1 (zh) |
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KR101703599B1 (ko) | 2015-07-31 | 2017-02-07 | 현대자동차 주식회사 | 루프 레이저 브레이징 시스템 |
JP6654517B2 (ja) * | 2016-06-21 | 2020-02-26 | 山本化成株式会社 | 有機トランジスタ |
JP6910880B2 (ja) * | 2016-08-03 | 2021-07-28 | 日本化薬株式会社 | 有機光電変換素子、有機光電変換素子用材料及びこれらを用いた有機撮像素子 |
JP2018190755A (ja) * | 2017-04-28 | 2018-11-29 | 日本化薬株式会社 | 撮像素子用光電変換素子 |
JP6906357B2 (ja) * | 2017-04-28 | 2021-07-21 | 日本化薬株式会社 | 撮像素子用光電変換素子 |
EP3697780B1 (en) | 2017-10-19 | 2022-07-27 | Clap Co., Ltd. | New substituted benzonaphthathiophene compounds for organic electronics |
US11152578B2 (en) | 2017-11-21 | 2021-10-19 | Clap Co., Ltd. | Sulfonium salts of DNTT and related compounds as soluble photocleavable precursors for organic semiconductors for use in organic field-effect transistors |
JP7046395B2 (ja) | 2018-03-07 | 2022-04-04 | クラップ カンパニー リミテッド | トップゲート・ボトムコンタクト有機電界効果トランジスタを製造するためのパターニング方法 |
JP7241346B2 (ja) * | 2019-05-21 | 2023-03-17 | 国立大学法人東北大学 | 芳香族化合物の製造方法 |
TW202120513A (zh) * | 2019-09-17 | 2021-06-01 | 日商日本化藥股份有限公司 | 稠合多環芳香族化合物 |
JP7317301B2 (ja) * | 2019-11-13 | 2023-07-31 | 日本化薬株式会社 | 有機半導体化合物及びその用途 |
CN110849252B (zh) * | 2019-11-14 | 2021-06-18 | 东北师范大学 | 一种制备大面积可贴合半导体型接近传感器的方法 |
TW202136272A (zh) * | 2019-12-10 | 2021-10-01 | 日商日本化藥股份有限公司 | 縮合多環芳香族化合物 |
WO2023189381A1 (ja) * | 2022-03-30 | 2023-10-05 | ソニーグループ株式会社 | 発光素子および電子機器 |
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WO2008047896A1 (fr) * | 2006-10-20 | 2008-04-24 | Nippon Kayaku Kabushiki Kaisha | Transistor à effet de champ |
EP2098527B1 (en) * | 2006-10-25 | 2016-03-30 | Nippon Kayaku Kabushiki Kaisha | Novel fused-ring aromatic compound, process for producing the same, and use thereof |
JP5428104B2 (ja) * | 2008-05-23 | 2014-02-26 | 日本化薬株式会社 | 有機半導体組成物 |
EP2402348B1 (en) | 2009-02-27 | 2017-04-12 | Nippon Kayaku Kabushiki Kaisha | Field effect transistor |
JP5674916B2 (ja) * | 2011-02-25 | 2015-02-25 | 日本化薬株式会社 | 新規複素環式化合物及びその中間体の製造方法並びにその用途 |
EP2755978A1 (en) * | 2011-09-12 | 2014-07-23 | Polyera Corporation | Compounds having semiconducting properties and related compositions and devices |
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2014
- 2014-01-22 KR KR1020157022803A patent/KR102101242B1/ko active IP Right Grant
- 2014-01-22 CN CN201480005535.6A patent/CN104956508B/zh not_active Expired - Fee Related
- 2014-01-22 JP JP2014558587A patent/JP6080870B2/ja active Active
- 2014-01-22 TW TW103102269A patent/TW201444852A/zh unknown
- 2014-01-22 WO PCT/JP2014/051213 patent/WO2014115749A1/ja active Application Filing
Also Published As
Publication number | Publication date |
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CN104956508B (zh) | 2017-07-21 |
CN104956508A (zh) | 2015-09-30 |
TW201444852A (zh) | 2014-12-01 |
JP6080870B2 (ja) | 2017-02-15 |
KR20150108918A (ko) | 2015-09-30 |
WO2014115749A1 (ja) | 2014-07-31 |
JPWO2014115749A1 (ja) | 2017-01-26 |
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