62281-05-4Relevant articles and documents
Synthesis and properties of small band gap thienoisoindigo based conjugated polymers
Van Pruissen, Gijs W.P.,Gholamrezaie, Fatemeh,Wienk, Martijn M.,Janssen, Rene A.J.
, p. 20387 - 20393 (2012)
Using Stille and Suzuki polymerization reactions we incorporate thienoisoindigo (TII) as an acceptor co-monomer into a series of alternating π-conjugated copolymers with combinations of benzene, thiophene and carbazole as donor co-monomers. By changing the nature and length of the donor segments, the optical band gap of these soluble TII copolymers can be varied over a large range from 1.52 eV down to 0.87 eV. The semiconducting properties of the TII copolymers were established in bottom-gate bottom-contact field-effect transistors that provide hole mobilities for these materials in the range of 10-3 to 10-2 cm2 V-1 s-1.
LIPIDS FOR LIPID NANOPARTICLE DELIVERY OF ACTIVE AGENTS
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, (2020/05/21)
Compounds are provided having the following structure: (I) or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof, wherein G1, R1, R2, L, and n are as defined herein. Use of the compounds as a component of lipid nanoparticle formulations for delivery of a therapeutic agent, compositions comprising the compounds and methods for their use and preparation are also provided.
LIPID DELIVERY OF THERAPEUTIC AGENTS TO ADIPOSE TISSUE
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, (2018/11/10)
A method of treating a disease mediated by protein expression in adipose tissue by intraperitoneally administering a composition comprising a lipid nanoparticle encapsulating or associated with a therapeutic agent (e.g., a nucleic acid), thereby delivering the therapeutic agent to adipose tissue of the subject and altering protein expression in the adipose tissue is provided herein. A method for delivering a therapeutic agent to adipose tissue of a subject in need thereof is also provided.
Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications
Conboy, Gary,Taylor, Rupert G. D.,Findlay, Neil J.,Kanibolotsky, Alexander L.,Inigo, Anto R.,Ghosh, Sanjay S.,Ebenhoch, Bernd,Krishnan Jagadamma, Lethy,Thalluri, Gopala Krishna V. V.,Sajjad, Muhammad T.,Samuel, Ifor D. W.,Skabara, Peter J.
, p. 11927 - 11936 (2017/11/30)
A series of copolymers containing the benzo[1,2-d:4,5-d′]bis(thiazole) (BBT) unit has been designed and synthesised with bisthienyl-diketopyrrolopyrrole (DPP), dithienopyrrole (DTP), benzothiadiazole (BT), benzodithiophene (BDT) or 4,4′-dialkoxybithiazole (BTz) comonomers. The resulting polymers possess a conjugation pathway that is orthogonal to the more usual substitution pathway through the 2,6-positions of the BBT unit, facilitating intramolecular non-covalent interactions between strategically placed heteroatoms of neighbouring monomer units. Such interactions enable a control over the degree of planarity through altering their number and strength, in turn allowing for tuning of the band gap. The resulting 4,8-BBT materials gave enhanced mobility in p-type organic field-effect transistors of up to 2.16 × 10-2 cm2 V-1 s-1 for pDPP2ThBBT and good solar cell performance of up to 4.45% power conversion efficiency for pBT2ThBBT.
Thieno[3,4-c]pyrrole-4,6-dione-3,4-difluorothiophene Polymer Acceptors for Efficient All-Polymer Bulk Heterojunction Solar Cells
Liu, Shengjian,Kan, Zhipeng,Thomas, Simil,Cruciani, Federico,Brédas, Jean-Luc,Beaujuge, Pierre M.
, p. 12996 - 13000 (2016/10/30)
Branched-alkyl-substituted poly(thieno[3,4-c]pyrrole-4,6-dione-alt-3,4-difluorothiophene) (PTPD[2F]T) can be used as a polymer acceptor in bulk heterojunction (BHJ) solar cells with a low-band-gap polymer donor (PCE10) commonly used with fullerenes. The “all-polymer” BHJ devices made with PTPD[2F]T achieve efficiencies of up to 4.4 %. While, to date, most efficient polymer acceptors are based on perylenediimide or naphthalenediimide motifs, our study of PTPD[2F]T polymers shows that linear, all-thiophene systems with adequately substituted main chains can also be conducive to efficient BHJ solar cells with polymer donors.
Molecular engineering of benzothienoisoindigo copolymers allowing highly preferential face-on orientations
Ide, Marina,Saeki, Akinori,Koizumi, Yoshiko,Koganezawa, Tomoyuki,Seki, Shu
, p. 21578 - 21585 (2015/11/10)
Orientation of conjugated polymers is increasingly important in organic photovoltaics (OPV) to achieve high power conversion efficiency (PCE). The optimized orientation of conjugated backbones for photo-generated charge carriers in OPV devices is in contrast to organic semiconductor devices, demanding new strategies to control and realize face-on orientation of conjugated systems onto substrates. Here we report new conjugated polymers composed of electron-accepting benzothienoisoindigo (BTIDG), an asymmetric unit of isoindigo and thienoisoindigo. BTIDG was coupled with weakly electron-donating thiazolothiazole or benzobisthiazole, concurrently leading to moderate optical band gaps (1.41-1.52 eV) and the highest occupied molecular orbital (-5.35 to -5.50 eV). The alkylthiophene spacer between BTIDG and the donor unit provided a marked control over the orientation of polymers, among which the degree of face-on orientation as high as 95% was revealed by grazing incidence X-ray diffraction. The maximum PCE was improved up to 4.2% using the system with [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM). We present a useful basis on the structure (orientation)-property (OPV output) relationship to lay down new guidelines for the design of efficient solar cell materials.
Synthesis of 5-alkyl[3,4-c]thienopyrrole-4,6-dione-based polymers by direct heteroarylation
Berrouard, Philippe,Najari, Ahmed,Pron, Agnieszka,Gendron, David,Morin, Pierre-Olivier,Pouliot, Jean-Remi,Veilleux, Justine,Leclerc, Mario
, p. 2068 - 2071 (2012/04/04)
Don't stand Stille: A direct heteroarylation polycondensation reaction was used for the synthesis of high-molecular-weight thienopyrroledione-based polymers (see scheme) in an impressive yield (up to 96 %) and in only a few synthetic steps. This new method is an alternative to the standard Stille coupling reaction and thus avoids formation of toxic tin by-products. Copyright
Thieno[3,4- c ]pyrrole-4,6-dione-based polymer semiconductors: Toward high-performance, air-stable organic thin-film transistors
Guo, Xugang,Ortiz, Rocio Ponce,Zheng, Yan,Kim, Myung-Gil,Zhang, Shiming,Hu, Yan,Lu, Gang,Facchetti, Antonio,Marks, Tobin J.
, p. 13685 - 13697 (2011/10/09)
We report a new p-type semiconducting polymer family based on the thieno[3,4-c]pyrrole-4,6-dione (TPD) building block, which exhibits good processability as well as good mobility and lifetime stability in thin-film transistors (TFTs). TPD homopolymer P1 was synthesized via Yamamoto coupling, whereas copolymers P2-P8 were synthesized via Stille coupling. All of these polymers were characterized by chemical analysis as well as thermal analysis, optical spectroscopy, and cyclic voltammetry. P2-P7 have lower-lying HOMOs than does P3HT by 0.24-0.57 eV, depending on the donor counits, and exhibit large oscillator strengths in the visible region with similar optical band gaps throughout the series (～1.80 eV). The electron-rich character of the dialkoxybithiophene counits in P8 greatly compresses the band gap, resulting in the lowest Egopt in the series (1.66 eV), but also raising the HOMO energy to -5.11 eV. Organic thin-film transistor (OTFT) electrical characterization indicates that device performance is very sensitive to the oligothiophene conjugation length, but also to the solubilizing side chain substituents (length, positional pattern). The corresponding thin-film microstructures and morphologies were investigated by XRD and AFM to correlate with the OTFT performance. By strategically varying the oligothiophene donor conjugation length and optimizing the solubilizing side chains, a maximum OTFT hole mobility of ～0.6 cm2 V-1 s-1 is achieved for P4-based devices. OTFT environmental (storage) and operational (bias) stability in ambient was investigated, and enhanced performance is observed due to the low-lying HOMOs. These results indicate that the TPD is an excellent building block for constructing high-performance polymers for p-type transistor applications due to the excellent processability, substantial hole mobility, and good device stability.
