CN105829325A - 硼酯稠合噻吩单体 - Google Patents

硼酯稠合噻吩单体 Download PDF

Info

Publication number
CN105829325A
CN105829325A CN201480057596.7A CN201480057596A CN105829325A CN 105829325 A CN105829325 A CN 105829325A CN 201480057596 A CN201480057596 A CN 201480057596A CN 105829325 A CN105829325 A CN 105829325A
Authority
CN
China
Prior art keywords
optionally substituted
alkyl chain
independently
methods
equal
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
CN201480057596.7A
Other languages
English (en)
Chinese (zh)
Inventor
贺明谦
J·R·马修斯
钮渭钧
A·L·华莱士
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.)
Corning Inc
Original Assignee
Corning Inc
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 Corning Inc filed Critical Corning Inc
Publication of CN105829325A publication Critical patent/CN105829325A/zh
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L65/00—Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
    • 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
    • C07D495/12—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 three hetero rings
    • C07D495/14—Ortho-condensed systems
    • 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
    • C07D495/22—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 four or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/025—Boronic and borinic acid compounds
    • 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
    • C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
    • C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
    • C08G61/124—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one nitrogen atom in the ring
    • 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
    • C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
    • C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
    • C08G61/126—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one sulfur atom in the ring
    • 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
    • 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
    • H10K85/151—Copolymers
    • 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
    • H10K85/30—Coordination compounds
    • H10K85/321—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
    • H10K85/322—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3] comprising boron
    • 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
    • H10K85/655—Aromatic compounds comprising a hetero atom comprising only sulfur as heteroatom
    • 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
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/658—Organoboranes
    • 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
    • C08G2261/141—Side-chains having aliphatic units
    • C08G2261/1412—Saturated aliphatic 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
    • C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
    • C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
    • C08G2261/3243—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing one or more sulfur atoms as the only heteroatom, e.g. benzothiophene
    • 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
    • C08G2261/34—Monomer units or repeat units incorporating structural elements in the main chain incorporating partially-aromatic structural elements in the main chain
    • C08G2261/344—Monomer units or repeat units incorporating structural elements in the main chain incorporating partially-aromatic structural elements in the main chain containing heteroatoms
    • 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
    • C08G2261/411—Suzuki reactions
    • 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
    • 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
    • H10K30/30—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising bulk heterojunctions, e.g. interpenetrating networks of donor and acceptor material domains
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Inorganic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CN201480057596.7A 2013-08-22 2014-08-20 硼酯稠合噻吩单体 Pending CN105829325A (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361868720P 2013-08-22 2013-08-22
US61/868,720 2013-08-22
PCT/US2014/051776 WO2015026882A1 (en) 2013-08-22 2014-08-20 Boron ester fused thiophene monomers

Publications (1)

Publication Number Publication Date
CN105829325A true CN105829325A (zh) 2016-08-03

Family

ID=51539322

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201480057596.7A Pending CN105829325A (zh) 2013-08-22 2014-08-20 硼酯稠合噻吩单体

Country Status (7)

Country Link
US (2) US9070882B2 (https=)
EP (1) EP3036245A1 (https=)
JP (1) JP2016534113A (https=)
KR (1) KR20160045781A (https=)
CN (1) CN105829325A (https=)
TW (1) TWI617550B (https=)
WO (1) WO2015026882A1 (https=)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112457328A (zh) * 2019-09-06 2021-03-09 康宁股份有限公司 通过Pd催化的直接(杂)芳基化或直接烯基化的基于FT4的有机半导体小分子的合成
CN115109046A (zh) * 2021-03-18 2022-09-27 常州强力先端电子材料有限公司 一种高产酸的酰亚胺磺酸酯类光产酸剂、组合物及应用

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9070882B2 (en) * 2013-08-22 2015-06-30 Corning Incorporated Boron ester fused thiophene monomers
US9580556B2 (en) * 2015-01-29 2017-02-28 Corning Incorporated DPP with branched alkyl-chain or (and) fused thiophene with branched alkyl-chain and the related designing strategy to increase the molecular weight of their semi-conducting copolymers
JP7342565B2 (ja) * 2018-09-28 2023-09-12 東ソー株式会社 共役ポリマー、有機半導体層形成用溶液、有機半導体層、及び有機薄膜トランジスタ

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012018663A1 (en) * 2010-08-06 2012-02-09 Corning Incorporated Di-tin fused thiophene compounds and polymers and methods of making
WO2013066732A1 (en) * 2011-10-31 2013-05-10 Corning Incorporated Conjugated fused thiophenes, methods of making conjugated fused thiophenes, and uses thereof
CN103124732A (zh) * 2010-06-30 2013-05-29 佳能株式会社 新型有机化合物和包括该有机化合物的电致变色器件

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7893191B2 (en) * 2007-02-28 2011-02-22 Corning Incorporated Fused thiophenes, methods for making fused thiophenes, and uses thereof
US7919634B2 (en) * 2009-05-28 2011-04-05 Corning Incorporated Fused thiophenes, articles, and methods thereof
US8298453B2 (en) * 2010-01-06 2012-10-30 Korea University Research And Business Foundation Photochromic material
US8420297B2 (en) * 2010-08-20 2013-04-16 Eastman Kodak Company Developers and method of coloring lithographic printing members
CN102148879A (zh) 2010-10-22 2011-08-10 华为技术有限公司 端口映射方法、装置与通信系统
WO2012060460A1 (ja) * 2010-11-05 2012-05-10 住友化学株式会社 置換カルコゲノアセン化合物
JP5836815B2 (ja) 2011-06-07 2015-12-24 キヤノン株式会社 新規有機化合物およびそれを有するエレクトロクロミック素子
CN103619851B (zh) 2011-06-07 2016-08-17 佳能株式会社 电致变色器件
US9070882B2 (en) * 2013-08-22 2015-06-30 Corning Incorporated Boron ester fused thiophene monomers

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103124732A (zh) * 2010-06-30 2013-05-29 佳能株式会社 新型有机化合物和包括该有机化合物的电致变色器件
WO2012018663A1 (en) * 2010-08-06 2012-02-09 Corning Incorporated Di-tin fused thiophene compounds and polymers and methods of making
WO2013066732A1 (en) * 2011-10-31 2013-05-10 Corning Incorporated Conjugated fused thiophenes, methods of making conjugated fused thiophenes, and uses thereof

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
JOHAN C. BIJLEVELD等: "Copolymers of diketopyrrolopyrrole and thienothiophene for photovoltaic cells", 《J. MATER. CHEM.》 *
MATTHIAS REHAHN等: "Soluble poly(para-phenylene)s 3 Variation of the length and the density of the solubilizing side chains", 《MUKROMOL. CHEM.》 *
MINGQIAN HE等: "Alkylsubstituted Thienothiophene Semiconducting Materials:Structure-Property Relationships", 《J. AM. CHEM. SOC.》 *
PETER STANETTY等: "Halogenated 2′-Chlorobithiazoles via Pd-Catalyzed Cross-Coupling Reactions", 《J. ORG. CHEM.》 *
SHINJIRO OKADA等: "Improvement of the redox stability of dithieno[3,2-b:2 derivatives by using bulky substituents", 《JOURNAL OF MOLECULAR STRUCTURE》 *
WEIJUN NIU等: "Substituent effects on the structure and supramolecular assembly of bis(dioxaborole)s", 《CHEM. COMMUN》 *
邢其毅等: "Suzuki-Miyaura反应", 《基础有机化学》 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112457328A (zh) * 2019-09-06 2021-03-09 康宁股份有限公司 通过Pd催化的直接(杂)芳基化或直接烯基化的基于FT4的有机半导体小分子的合成
CN115109046A (zh) * 2021-03-18 2022-09-27 常州强力先端电子材料有限公司 一种高产酸的酰亚胺磺酸酯类光产酸剂、组合物及应用
CN115109046B (zh) * 2021-03-18 2024-09-03 常州强力先端电子材料有限公司 一种高产酸的酰亚胺磺酸酯类光产酸剂、组合物及应用

Also Published As

Publication number Publication date
WO2015026882A1 (en) 2015-02-26
US9070882B2 (en) 2015-06-30
TWI617550B (zh) 2018-03-11
JP2016534113A (ja) 2016-11-04
US9580448B2 (en) 2017-02-28
US20150057420A1 (en) 2015-02-26
TW201509933A (zh) 2015-03-16
KR20160045781A (ko) 2016-04-27
US20150252062A1 (en) 2015-09-10
EP3036245A1 (en) 2016-06-29

Similar Documents

Publication Publication Date Title
Matsidik et al. C–H arylation of unsubstituted furan and thiophene with acceptor bromides: access to donor–acceptor–donor-type building blocks for organic electronics
CN109791987A (zh) 有机半导体化合物
CN106573940B (zh) 二酮吡咯并吡咯半导性材料及其制法与用途
CN109790176A (zh) 有机半导体化合物
TW201345910A (zh) 新型融合萘雜環化合物及其方法與用途
CN105829325A (zh) 硼酯稠合噻吩单体
Wang et al. Luminescent dendrimers composed of quinacridone core and carbazole dendrons: structure, electrochemical, and photophysical properties
JP6332644B2 (ja) 化合物、高分子化合物、有機半導体材料、有機半導体デバイス、化合物の合成方法、高分子化合物の合成方法
CN102659752A (zh) 一类并四苯衍生物场效应晶体管材料及其制备方法
Zhang et al. Palladium-catalyzed C2-selective direct arylation of benzo [b] thiophene 1, 1-dioxides with arylboronic acids
WO2015033597A1 (ja) ベンゾビスチアゾール化合物
CN112638918A (zh) 亚甲基二氢吡嗪与稠合噻吩的半导体共聚物
CN105176518A (zh) 一种双噻吩并吡啶锌配合物发光材料及其制备方法
US20210074930A1 (en) Synthesis of ft4-based organic semiconducting small molecules by pd-catalyzed direct (hetero)arylation or direct alkenylation
KR101775991B1 (ko) 보론-함유 유기반도체 화합물 및 이의 제조 방법
US20150065722A1 (en) Fused thiophene ditin monomers
CN104119356B (zh) 一种工字形噻吩并苯化合物及其制备方法
Zhang et al. Diarylfluorene‐Based Shape‐Persistent Organic Nanomolecular Frameworks via Iterative Friedel‐Crafts Protocol toward Multicomponent Organic Semiconductors
JP2011183366A (ja) Ｃ−ｃカップリング反応用触媒組成物
Wehrmann Synthesis and Optoelectronic Properties of Bisphenalenyl Open-Shell Materials
Sen et al. Synthesis and structure–property investigation of multi-arm oligothiophenes
JP2016079291A (ja) モノマーセグメントとしてスルファニル置換チエノピラジン誘導体を含む共役系高分子化合物、その製造方法およびそれを用いた有機薄膜太陽電池
CN104119311A (zh) 一种2，6-二芳基萘类化合物及其制备方法
JP2021031391A (ja) π共役系ホウ素化合物、π共役系ホウ素化合物の製造方法および電子装置
VARZEGHANI SYNTHESIS OF DERIVATIVES OF 3-(4-CYANOPHENYL) THIENO [3, 2-b] THIOPHENE AND THEIR ELECTRONIC AND OPTOELECTRONIC APPLICATIONS

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication

Application publication date: 20160803

RJ01 Rejection of invention patent application after publication