143367-56-0Relevant articles and documents
Side-Chain-Induced Rigid Backbone Organization of Polymer Semiconductors through Semifluoroalkyl Side Chains
Kang, Boseok,Kim, Ran,Lee, Seon Baek,Kwon, Soon-Ki,Kim, Yun-Hi,Cho, Kilwon
, p. 3679 - 3686 (2016)
While high-mobility p-type conjugated polymers have been widely reported, high-mobility n-type conjugated polymers are still rare. In the present work, we designed semifluorinated alkyl side chains and introduced them into naphthalene diimide-based polymers (PNDIF-T2 and PNDIF-TVT). We found that the strong self-organization of these side chains induced a high degree of order in the attached polymer backbones by forming a superstructure composed of "backbone crystals" and "side-chain crystals". This phenomenon was shown to greatly enhance the ordering along the backbone direction, and the resulting polymers thus exhibited unipolar n-channel transport in field-effect transistors with remarkably high electron mobility values of up to 6.50 cm2 V-1 s-1 and with a high on-off current ratio of 105.
New dithienophosphole-based donor-acceptor alternating copolymers: Synthesis and structure property relationships in OFET
Sung, Min Jae,Kim, Yebyeol,Lee, Sang Bong,Lee, Gi Back,An, Tae Kyu,Cha, Hyojung,Kim, Se Hyun,Park, Chan Eon,Kim, Yun-Hi
, p. 316 - 322 (2016)
Two donor-acceptor conjugated copolymers comprised of a novel dithienophosphole (DTP) as the acceptor unit and bithiophene (BT) or decylthiophenebenzodithiophene (DTBDT) as the donor unit were synthesized and characterized to elucidate the relationship between donor-acceptor (D-A) architecture and organic field-effect transistors (OFETs) performance. These characteristics of D-A copolymers were affected by the structural suitability of donor and acceptor units. Poly(DTP-BT) had an ordered structure that facilitated charge carrier transfer. The crystallinity of poly(DTP-BT) increased as annealing temperature (Tann) increased. In contrast, poly(DTP-DTBDT) was amorphous regardless of Tann due to the long alkyl chains of the DTBDT units. OFET devices made with poly(DTP-BT) and annealed at 200°C exhibit a highly crystalline morphology and a relatively high field-effect mobility (4.9 × 10-3 cm2/(V·s)).
Direct arylation polymerization toward a narrow bandgap donor–acceptor conjugated polymer of alternating 5,6-difluoro-2,1,3-benzothiadiazole and alkyl-quarternarythiophene: From synthesis, optoelectronic properties to devices
Efrem, Amsalu,Wang, Kai,Jia, Tao,Wang, Mingfeng
, p. 1869 - 1879 (2017)
ABSTRACT: Direct arylation polymerization (DAP) enabled facile synthesis of a narrow bandgap donor–acceptor conjugated polymer (PDFBT-Th4) composed of alternating 5,6-difluoro-2,1,3-benzothiadiazole and alkyl-quaternarythiophene. The optimized reaction condition of DAP catalyzed with Pd(OAc)2/(o-MeOPh)3P/PivOH/K2CO3 in o-xylene led to the target polymer with a number-average molecular weight (Mn) of 14.6 kDa without noticeable homocoupling or β-branching defects. UV-vis absorption spectra of PDFBT-Th4 indicate strong interchain aggregation in films. While the C-H selectivity and the alternating polymer structure of PDFBT-Th4 synthesized via DAP are comparable to those of the same type polymers synthesized via Stille coupling, the batch of PDFBT-Th4 synthesized via optimal DAP, despite its lower Mn, showed higher hole mobility in field effect transistors and larger power conversion efficiency in organic solar cell devices. These results further demonstrate the promising potential of DAP for efficient synthesis of high-performance D-A conjugated polymers for broad optoelectronic applications.
Synthesis and properties of 2- or 2,5-substituted thiophene and 2- or 2,5'-substituted dithiophene derivatives of platinum
Kotani, S.,Shiina, K.,Sonogashira, K.
, p. 403 - 413 (1992)
The reaction of (COD = cycloocta-1,5-diene) with 2,5-bis(trimethylstannyl)thiophene or with 2,5'-bis(trimethylstannyl)-5-(2'-thienyl)thiophene gives diplatinum complexes bridged with 2,5-thienylene or 2,5'-di(5,2'-thienylene), Cl(COD)Pt(μ-2,
Ortho-bridged perylene diimide dimer and preparation method thereof as well as application thereof in organic photovoltaic devices
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Paragraph 0063-0065, (2020/07/23)
The invention provides an ortho-bridged perylene diimide dimer (formula I), a preparation method and an application thereof in the organic photovoltaic field. The invention further relates to an organic solar cell of the compound and a preparation method of the organic solar cell. Compared with a PDI monomer molecule, a formed twisted dimer structure is capable of effectively weakening excessive aggregation among PDI molecules, so that the phase size is reduced. Meanwhile, by virtue of ortho-bridging, the deformation of a PDI inner core caused by waist bridging can be avoided, so that certain planarity and relatively strong pi-pi accumulation can be maintained, and relatively high electronic mobility can be obtained. The PDI dimer is taken as a receptor material and is combined with an electron donor polymer so as to prepare the organic solar cell, so that very high photoelectric conversion efficiency is realized.
A molecular structure and crystallization correlation study of pyromellitic diimide-based conjugated copolymers
Tsai, Ming-Chia,Liu, Ja-Wei,Huang, Ping-Tsung
, p. 828 - 834 (2018/03/21)
Three pyromellitic diimide(PMDI)-based polymers—poly(pyromellitic diimide-co-bithiophene) [poly(PMDI-BTh)], poly(pyromellitic diimide-co-tetrathiophene) [poly(PMDI-TTh)], and poly(pyromellitic diimide-co-benzodithio- phene) [poly(PMDI-BDTTh)]—are synthesized to study the influence of different thiophene-containing electron-donating groups on the crystallizability of PMDI-based conjugated polymers. Computer simulation using Density Functional Theory (DFT) [Gaussian B3LYP/6–31 + G(d,p)] indicates that poly(PMDI-BDTTh) has a more planar molecular structure than the other two copolymers. Powder XRD diffraction experiment of the poly(PMDI-BDTTh) shows a diffraction peak at about 2θ = 6.0°, but no diffraction peak occurs for poly(PMDI-BTh) and poly(PMDI-TTh). Although PMDI is a planar structure that is favorable for the molecular aggregation, a comonomer with planar structure seems to be very crucial in order to synthesize a crystallizable push–pull-type PMDI-based conjugated copolymer.
ORGANIC SEMICONDUCTOR COMPOUND HAVING LOW BAND-GAP, AND TRANSISTOR AND ELECTRONIC DEVICE INCLUDING THE SAME
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Paragraph 0178; 0197; 0200-0202, (2018/05/03)
Provided is an organic semiconductor compound comprising a structural unit represented by chemical formula (1). The definition of each substituent in chemical formula (1) is the same as that defined in the specification.(AA) Current density [mA/cm^2](BB) Voltage [V]COPYRIGHT KIPO 2018
A two-dimensional molecule with a large conjugation degree: Synthesis, two-photon absorption and charge transport ability
Chen, Dugang,Zhong, Cheng,Zhao, Yan,Nan, Lingyan,Liu, Yunqi,Qin, Jingui
supporting information, p. 5199 - 5206 (2017/07/10)
A new molecule, 5,5′-bis(4,6-bis((E)-4-(octyloxy)styryl)pyrimidin-2-yl)-2,2′-bithiophene (OSPB), was designed and synthesized. It contains two D-π-A-π-D (donor-π-acceptor-π-donor) segments with an alkoxy group D and a pyrimidine moiety A, and these two segments are connected through a bithiophene moiety to shape a two-dimensional (2D) multibranched conjugated system. The molecule showed high thermal stability. It demonstrated good solubility in THF with an emission maximum at 470 nm, and excimer emission appeared in poor solvents such as aqueous media showing an obvious red-shift. A two-photon excited fluorescence (TPEF) test revealed that the maximal two-photon absorption (2PA) cross-section of the molecule was 1352 GM, which is comparable with the reported bipyrimidine-based multibranched compounds with a stronger donor. Theoretical calculation suggested that the molecule showed good coplanarity made up by two conjugated segments with a small dihedral angle. The charge transport ability of OSPB was preliminarily studied using an organic thin-film transistor (OTFT) device via a low-cost solution processing technique, and the results demonstrated that it was a p-type semiconductor.
Indolo[3,2-b]carbazole structure unit-containing piezochromic material and application thereof
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Paragraph 0053, (2017/08/30)
The invention discloses an indolo[3,2-b]carbazole structure unit-containing piezochromic material. The piezochromic material has a structural formula shown in the description; and in the description, R represents a hydrogen atom, a methyl group, an ethyl group or an isopropyl group, n represents 1, 2 or 3, and Ar represents one of groups also shown in the description. The invention also discloses an application of the indolo[3,2-b]carbazole structure unit-containing piezochromic material in electroluminescent devices. The piezochromic material has the advantages of no toxicity, simple preparation technology, low cost and excellent piezochromic performance.
Low threshold amplified spontaneous emission and ambipolar charge transport in non-volatile liquid fluorene derivatives
Ribierre, Jean-Charles,Zhao, Li,Inoue, Munetomo,Schwartz, Pierre-Olivier,Kim, Ju-Hyung,Yoshida, Kou,Sandanayaka, Atula S. D.,Nakanotani, Hajime,Mager, Loic,Méry, Stéphane,Adachi, Chihaya
supporting information, p. 3103 - 3106 (2016/02/23)
Highly fluorescent non-volatile fluidic fluorene derivatives functionalized with siloxane chains were synthesized and used in monolithic solvent-free liquid organic semiconductor distributed feedback lasers. The photoluminescence quantum yield values, the
