52997-43-0Relevant articles and documents
Hierarchical Self-Assembly of Supramolecular Muscle-Like Fibers
Goujon, Antoine,Du, Guangyan,Moulin, Emilie,Fuks, Gad,Maaloum, Mounir,Buhler, Eric,Giuseppone, Nicolas
, p. 703 - 707 (2016)
An acid-base switchable [c2]daisy chain rotaxane terminated with two 2,6-diacetylamino pyridine units has been self-assembled with a bis(uracil) linker. The complementary hydrogen-bond recognition patterns, together with lateral van der Waals aggregations, result in the hierarchical formation of unidimensional supramolecular polymers associated in bundles of muscle-like fibers. Microscopic and scattering techniques reveal that the mesoscopic structure of these bundles depends on the extended or contracted states that the rotaxanes show within individual polymer chains. The observed local dynamics span over several length scales because of a combination of supramolecular and mechanical bonds. This work illustrates the possibility to modify the hierarchical mesoscopic structuring of large polymeric systems by the integrated actuation of individual molecular machines.
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)
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.
Naphthalene-Functionalized, Photoluminescent Room Temperature Ionic Liquids Bearing Small Counterions
Zhu, Hongxia,Zhang, Geping,Chen, Mengjun,Zhou, Shengju,Li, Guihua,Wang, Xiaolin,Zhu, Qingzeng,Li, Hongguang,Hao, Jingcheng
, p. 6286 - 6293 (2016)
Obtaining π-conjugated room temperature ionic liquids (RTILs) is difficult because of the relatively strong π-π interaction among the π-moieties. Existing strategies by using bulky counterions greatly hindered further property optimization and potential applications of these intriguing functional fluids through simple ion exchange. Herein, four naphthalene-functionalized, π-conjugated RTILs with small counterions (Br-) have been facilely synthesized with high yields. Our strategy is to attach branched alkyl chains to the cationic backbone of the target compounds (2 a-d), which effectively tune inter- and intramolecular interactions. Compounds 2 a-d have satisfactory thermal stability (up to 300 °C) and low melting points (-19 °C). Rheological measurements revealed the fluid character of 2 a-d, whose viscosity decrease with the increase of the alkyl chain length and temperature. The presence of the π-conjugated naphthalene moiety imparts 2 a-d photoluminescent properties in bulk solutions. Moreover, the absence of strong π-π stacking among the naphthalene units in solvent-free states enables them to be used as a new generation of photoluminescent inks.
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)
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.
IONIZABLE LIPIDS FOR NUCLEIC ACID DELIVERY
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Paragraph 00410, (2021/01/23)
The present document describes compounds, or pharmaceutically acceptable salt thereof, of a core formula (I) Wherein R1 includes an amino group. These compounds are particularly useful in the formulation and in vivo and ex vivo delivery of nucleic acid and protein therapeutics for preparing and implementing T cell transfection, gene editing, cancer therapies, cancer prophylactics, and in the preparation of vaccines.
Dithienobenzimidazole-containing conjugated donor–acceptor polymers: Synthesis and characterization
Harris, Jared D.,Stihl, Markus,Schmidt, Hans-Werner,Carter, Kenneth R.
, p. 60 - 69 (2019/01/03)
The synthesis of two new conjugated polymers based on the relatively under-exploited monomer, 5,8-dibromo-2-[5-(2-hexyldecyl)-2-thienyl]-1H-dithieno[3,2-e:2′,3′-g]benzimidazole (dithienobenzimidazole, DTBI), and either 4,7-bis[4-hexyl-5-(trimethylstannyl)-2-thienyl]-2,1,3-benzothiadiazole (BTD) or 2,6-bis(trimethylstannyl)-4,8-bis(5-(2-ethylhexyl) thiophen-2-yl)benzo[1,2-b:4,5-b′]dithiophene (BDT) is described. The polymers were synthesized via Stille polycondensation and characterized by traditional methods (1H NMR, gel-permeation chromatography, matrix-assisted laser desorption/ionization time-of-flight mass spectrometry, thermal gravimetric analysis, differential scanning calorimetry, ultraviolet–visible spectroscopy, photoluminescence, and cyclic voltammetry). Prior to their synthesis, trimer structures were modeled by DFT calculations facilitating a further understanding of the systems' electronic and geometric structure. Polymers were titrated with acid and base to take advantage of their amphiprotic imidazole moiety and their optical response monitored with ultraviolet–visible spectroscopy. Finally, pristine polymer thin-films were treated with acid and base to evaluate (de)protonation's effect on system electronics, but thin-film degradation was encountered.
Synthesis of Phosphonic Acid Ligands for Nanocrystal Surface Functionalization and Solution Processed Memristors
De Roo, Jonathan,Zhou, Zimu,Wang, Jiaying,Deblock, Loren,Crosby, Alfred J.,Owen, Jonathan S.,Nonnenmann, Stephen S.
, p. 8034 - 8039 (2018/10/25)
Here, we synthesized 2-ethylhexyl, 2-hexyldecyl, 2-[2-(2-methoxyethoxy)ethoxy]ethyl, oleyl, and n-octadecyl phosphonic acid and used them to functionalize CdSe and HfO2 nanocrystals. In contrast to branched carboxylic acids, postsynthetic surface functionalization of CdSe and HfO2 nanocrystals was readily achieved with branched phosphonic acids. Phosphonic acid capped HfO2 nanocrystals were subsequently evaluated as memristors using conductive atomic force microscopy. We found that 2-ethylhexyl phosphonic acid is a superior ligand, combining a high colloidal stability with a compact ligand shell that results in a record-low operating voltage that is promising for application in flexible electronics.
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.
supporting information, 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.
supporting information, 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.
Messenger RNA for the delivery composition and method (by machine translation)
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Paragraph 0469; 0475; 0476; 0477; 0522; 0526, (2016/10/09)
The present invention provides compositions comprising the lipid particles of encapsulated in mRNA molecular composition. Said composite particle comprising a cationic lipid, a non-cationic lipid and encapsulated in the lipid particles of the mRNA molecules in the lipid particle. The composition (for example) is used for the introduction of human subject suffering from a mRNA molecule, they are subject in said translation in order to produce the used to improve one or more of the symptoms of the disease polypeptide. The invention also provides for the preparation of said composition of the present invention a cationic lipid. (by machine translation)