JP2016505524A - グラフェンナノリボンを生成するためのポリマー前駆体およびそれらを調製するための適当なオリゴフェニレンモノマー - Google Patents

グラフェンナノリボンを生成するためのポリマー前駆体およびそれらを調製するための適当なオリゴフェニレンモノマー Download PDF

Info

Publication number
JP2016505524A
JP2016505524A JP2015542391A JP2015542391A JP2016505524A JP 2016505524 A JP2016505524 A JP 2016505524A JP 2015542391 A JP2015542391 A JP 2015542391A JP 2015542391 A JP2015542391 A JP 2015542391A JP 2016505524 A JP2016505524 A JP 2016505524A
Authority
JP
Japan
Prior art keywords
halogen
substituted
oligophenylene
graphene nanoribbons
hydrocarbon residue
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.)
Pending
Application number
JP2015542391A
Other languages
English (en)
Japanese (ja)
Other versions
JP2016505524A5 (OSRAM
Inventor
ミューレン，クラウス
フェン，シンリヤン
カイ，チンミン
ルフュー，パスカル
ファゼル，ロマン
明光 成田
明光 成田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of JP2016505524A publication Critical patent/JP2016505524A/ja
Publication of JP2016505524A5 publication Critical patent/JP2016505524A5/ja
Pending legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • C07C25/18—Polycyclic aromatic halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B32/00—Carbon; Compounds thereof
    • C01B32/15—Nano-sized carbon materials
    • C01B32/182—Graphene
    • C01B32/184—Preparation
    • 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
    • C08G61/02—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
    • C08G61/121—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from organic halides
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y40/00—Manufacture or treatment of nanostructures
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B2204/00—Structure or properties of graphene
    • C01B2204/06—Graphene nanoribbons
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B2204/00—Structure or properties of graphene
    • C01B2204/20—Graphene characterized by its properties
    • C01B2204/22—Electronic properties
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10—Definition of the polymer structure
    • C08G2261/14—Side-groups
    • C08G2261/148—Side-chains having aromatic units
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/31—Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/312—Non-condensed aromatic systems, e.g. benzene
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/31—Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/314—Condensed aromatic systems, e.g. perylene, anthracene or pyrene
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/40—Polymerisation processes
    • C08G2261/41—Organometallic coupling reactions
    • C08G2261/414—Stille reactions
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/70—Post-treatment
    • C08G2261/72—Derivatisation
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/90—Applications
    • C08G2261/91—Photovoltaic applications
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/90—Applications
    • C08G2261/92—TFT applications
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/90—Applications
    • C08G2261/95—Use in organic luminescent diodes
    • 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]
    • 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
    • H10K10/80—Constructional details
    • H10K10/82—Electrodes
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
    • H10K30/80—Constructional details
    • H10K30/81—Electrodes
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/80—Constructional details
    • H10K50/805—Electrodes
    • H10K50/81—Anodes
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/80—Constructional details
    • H10K50/805—Electrodes
    • H10K50/82—Cathodes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Nanotechnology (AREA)
  • Inorganic Chemistry (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Photovoltaic Devices (AREA)
  • Electroluminescent Light Sources (AREA)
  • Carbon And Carbon Compounds (AREA)
JP2015542391A 2012-11-16 2013-11-12 グラフェンナノリボンを生成するためのポリマー前駆体およびそれらを調製するための適当なオリゴフェニレンモノマー Pending JP2016505524A (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201261727157P 2012-11-16 2012-11-16
US61/727157 2012-11-16
PCT/IB2013/060075 WO2014076634A1 (en) 2012-11-16 2013-11-12 Polymeric precursors for producing graphene nanoribbons and suitable oligophenylene monomers for preparing them

Publications (2)

Publication Number Publication Date
JP2016505524A true JP2016505524A (ja) 2016-02-25
JP2016505524A5 JP2016505524A5 (OSRAM) 2017-01-05

Family

ID=50730661

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2015542391A Pending JP2016505524A (ja) 2012-11-16 2013-11-12 グラフェンナノリボンを生成するためのポリマー前駆体およびそれらを調製するための適当なオリゴフェニレンモノマー

Country Status (7)

Country Link
US (1) US20150299381A1 (OSRAM)
EP (1) EP2920136A4 (OSRAM)
JP (1) JP2016505524A (OSRAM)
KR (1) KR20150087300A (OSRAM)
CN (1) CN104936932A (OSRAM)
TW (1) TW201431902A (OSRAM)
WO (1) WO2014076634A1 (OSRAM)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018172237A (ja) * 2017-03-31 2018-11-08 富士通株式会社 グラフェンナノリボン及びその製造に用いる前駆体分子
US10636539B2 (en) 2017-06-16 2020-04-28 Fujitsu Limited Compound, compound fabrication method, and graphene nanoribbon fabrication method

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105502351B (zh) * 2015-12-04 2017-10-20 华南理工大学 一种可溶性石墨烯纳米带及其合成方法与应用
CN105399074B (zh) * 2015-12-04 2017-06-06 华南理工大学 一种石墨烯纳米带及其合成方法与应用
KR102901200B1 (ko) * 2019-03-12 2025-12-16 타오카 케미컬 컴퍼니 리미티드 그래핀 나노리본 및 그 제조 방법
CN114181220B (zh) * 2021-12-17 2023-03-10 中国科学技术大学 一种螺线管状磁性碳纳米材料及其制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007019086A (ja) * 2005-07-05 2007-01-25 Toyota Central Res & Dev Lab Inc 有機半導体材料、それを用いた半導体装置及び電界効果トランジスタ
JP2008098359A (ja) * 2006-10-11 2008-04-24 Mitsui Chemicals Inc 有機トランジスタ

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5575350B2 (ja) * 2000-04-10 2014-08-20 ハネウェル・インターナショナル・インコーポレーテッド キノンのアリール化を介して製造されるオリゴマー性及びポリマー性ｏｌｅｄ材料
US7268193B2 (en) * 2004-03-04 2007-09-11 Mississippi Polymer Technologies, Inc. Branched polyphenylene polymers
US9991391B2 (en) * 2008-07-25 2018-06-05 The Board Of Trustees Of The Leland Stanford Junior University Pristine and functionalized graphene materials
MX2011013545A (es) * 2009-06-15 2012-05-08 Univ Rice William M Nanolistones de grafeno preparados a partir de nanotubos de carbono vía exposición a metal alcalin0.
WO2011026104A2 (en) * 2009-08-31 2011-03-03 The Regents Of The University Of Michigan Preparation of layer-by-layer materials and coatings from ionic liquids
US9410040B2 (en) * 2010-01-08 2016-08-09 Indiana University Research And Technology Corporation Soluble graphene nanostructures and assemblies therefrom
CN101787589B (zh) * 2010-02-03 2012-04-25 山东大学 一种截面形状为“一”字型的石墨烯薄膜带的制备方法
US8361853B2 (en) * 2010-10-12 2013-01-29 International Business Machines Corporation Graphene nanoribbons, method of fabrication and their use in electronic devices
WO2012149257A2 (en) * 2011-04-28 2012-11-01 Cornell University Graphene nanoribbons, methods of making same, and uses thereof
CN102653399B (zh) * 2012-05-16 2013-09-25 西安电子科技大学 向3C-SiC注入硅的铜膜退火石墨烯纳米带制备方法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007019086A (ja) * 2005-07-05 2007-01-25 Toyota Central Res & Dev Lab Inc 有機半導体材料、それを用いた半導体装置及び電界効果トランジスタ
JP2008098359A (ja) * 2006-10-11 2008-04-24 Mitsui Chemicals Inc 有機トランジスタ

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 51, JPN6017033758, 2012, pages 7640 - 7654, ISSN: 0003636125 *
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 130, JPN6017033759, 2008, pages 4216 - 4217, ISSN: 0003636126 *
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 134, JPN6017033755, 2012, pages 18169 - 18172, ISSN: 0003636124 *
NATURE, vol. 466, JPN6017033761, 2010, pages 470 - 473, ISSN: 0003636127 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018172237A (ja) * 2017-03-31 2018-11-08 富士通株式会社 グラフェンナノリボン及びその製造に用いる前駆体分子
US10636539B2 (en) 2017-06-16 2020-04-28 Fujitsu Limited Compound, compound fabrication method, and graphene nanoribbon fabrication method

Also Published As

Publication number Publication date
WO2014076634A1 (en) 2014-05-22
CN104936932A (zh) 2015-09-23
TW201431902A (zh) 2014-08-16
KR20150087300A (ko) 2015-07-29
US20150299381A1 (en) 2015-10-22
EP2920136A4 (en) 2016-05-04
EP2920136A1 (en) 2015-09-23

Similar Documents

Publication Publication Date Title
TWI579316B (zh) 用於製造石墨烯奈米帶之聚合性先質及其製備方法
US20170081192A1 (en) Ortho-terphenyls for the preparation of graphene nanoribbons
Narita et al. Bottom‐up synthesis of chemically precise graphene nanoribbons
KR101071323B1 (ko) 벤조비스티아졸 화합물, 벤조비스티아졸 중합체 및 그것을 구비하는 유기막 및 트랜지스터
CN104039743B (zh) 用于制备石墨烯纳米带的低聚亚苯基单体和聚合物前体
KR20130076904A (ko) [1]벤조티에노[3,2-ｂ][1]벤조티오펜 화합물 및 이의 제조 방법, 및 이를 이용한 유기 전자 소자
US20150299381A1 (en) Polymeric precursors for producing graphene nanoribbons and suitable oligophenylene monomers for preparing them
TWI577683B (zh) 芳香族雜環化合物、其製造方法、有機半導體材料、有機半導體元件、有機半導體膜、有機薄膜電晶體及有機光伏元件
JP5481815B2 (ja) ビフェニレン誘導体、その用途、及びその製造方法
JP2011222974A (ja) 有機半導体材料及び有機半導体素子
JP6275117B2 (ja) 有機トランジスタ用有機半導体材料及び有機トランジスタ素子
JP6303474B2 (ja) カーボン膜の製造方法
Ma et al. Graphene Nanoribbons from Tetraphenylethene‐Based Polymeric Precursor: Chemical Synthesis and Application in Thin‐Film Field‐Effect Transistor
Krzoska Peropyrene: Synthesis, Derivatization, and Analysis of Optical Properties
WO2020022128A1 (ja) 有機高分子及びその製造方法並びにその用途

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20161111

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20161111

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20170831

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20170905

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20180327