13640-78-3Relevant articles and documents
Synthesis and Optoelectronic Properties of Thiophene Donor and Thiazole Acceptor Based Blue Fluorescent Conjugated Oligomers
Mahesh,Karpagam
, p. 1457 - 1466 (2016)
We report on the synthesis and characterization of low band gap, blue light emitting and thermal stable conjugated oligomer by Wittig condensation. Thiophene and thiazole type of donor-acceptor based series of conjugated oligomers, Oligo-4,5-bis-[2-[5-[2-thiophene-2-yl-vinyl]thiophene-2-yl]-vinyl]-thiazole (OBTV-TZ) and Oligo-2,4,5-Tris–[2-[5-[2-thiophene-2-yl-vinyl]thiophene-2-yl]-vinyl]-thiazole (OTTV-TZ) were synthesized. These oligomers were confirmed by FT-IR and 1H-NMR and LC/MS analysis. The effect of the number of thiophene rings on the optical, electrochemical, thermal and morphological properties of the oligomers were systematically investigated. Both oligomers were exhibited almost same absorption wavelength in methanol solution (λmax?=?365?nm and 369?nm) which indicates both oligomers illustrate similar intra molecular charge transfer (ICT). In solid state, the oligomers were exhibited broadening peaks with higher onset absorptions (λmax?=?600?nm and 580?nm). The photoluminescence absorption spectrum of the oligomers was observed at 433?nm and 434?nm respectively in methanol solution with blue emission. The electrochemical band gap (Egec) of the OBTV-TZ was 1.55?eV (low band gap) and OTTV-TZ was exhibited greater highest occupied molecular orbital (HOMO) value (EHOMO?=??6.6?eV). Moreover morphological parameters of both oligomer film of 2D and 3D diagrams were observed by using AFM studies.
Dialkylfluorene-oligothiophene and dialkylfluorene-dithienylvinylene alternating copolymers
Asawapirom,Güntner,Forster,Farrell,Scherf
, p. 1136 - 1142 (2002)
Well defined dialkylfluorene/oligothiophene and dialkylfluorene/dithienylvinylene alternating copolymers have been synthesized via the polycondensation of 2,7-dibromo-(9,9-dialkyl-fluorene) with the appropriate distannylated (oligo)thienylene component according to a Stille-type coupling reaction using tetrakis(triphenylphosphine)palladium [Pd(PPh3)4] as catalyst. The alternate incorporation of the thienylene building blocks leads to the tunability of the photoluminescent properties of the alternating copolymers. The long wavelength absorption and photoluminescence maxima of the copolymers display a subsequent bathochromic shift upon increasing the size of the (oligo)thienylene building block.
New amidino-benzimidazolyl thiophenes: Synthesis and photochemical synthesis
Starcevic, Kristina,Boykin, David W.,Karminski-Zamola, Grace
, p. 218 - 222 (2003)
The photochemical synthesis of amidino-benzimidazolyl thiophenes was discussed. The amidino-benzimidazolyl-substituted bis-1,2-(2-thienyl) ethenes and benzo[1,2-b:4,3-b′] dithiophenes were prepared by the condensation of amidino-substituted o-phenylene diamines with corresponding dialdehydes. The synthesized bis-cationic bis-amidino benzimidazolyl substituted diphenylfurans were found to inhibit HIV-1 infection.
Role of cyano substituents on thiophene vinylene benzothiadiazole conjugated polymers and application as hole transporting materials in perovskite solar cells
Mahesh,Karpagam,Putnin, Thitirat,Le, Huong,Bui, Thanh-Tuan,Ounnunkad, Kontad,Goubard, Fabrice
, p. 238 - 247 (2019)
Two narrow-band gap of donor-acceptor based conjugated polymers, BTTP and BTTP-CN were synthesized by Wittig copolymerization with thiophene or cyano-vinylene thiophene as the donor and 2,1,3-benzothiadiazole as acceptor units. The polymers were investigated by FT-IR, UV-V is, fluorescence spectroscopy, thermal stability and cyclic voltammetry (CV). The thermal analysis revealed that the BTTP polymer was stable up to 220 °C and BTTP-CN was stable up to 254 °C. The absorption spectra showed absorption maxima at 403 nm for BTTP and 397 nm for BTTP-CN. The polymers BTTP exhibited orange colour fluorescence emission at 585 nm and BTTP-CN exhibited yellow color fluorescence emission at 520 nm. The optical band gap values of undoped polymers BTTP and BTTP-CN were calculated as 2.2 and 2.13 eV respectively. Novel synthesized polymers were then enforced as dopant/additive-free hole transport materials in perovskite solar cells. Both polymers has shown the photovoltaic performance of 3.80 % for BTTP and 3.48 % for BTTP-CN under 1 sun illumination. The photovoltaic performance are compared with reference hole transporting material of spiro-OMeTAD with and without additive as 12.53 and 7.55% respectively.
Unusual titanium-induced McMurry coupling of 4-oxo-4H-chromene-2-carbaldehydes enroute to bis-chromones
Yerrabelly, Jayaprakash Rao,Bathini, Pavan Kumar,Yerrabelly, Hemasri,Vadapalli, Kishore
, p. 4705 - 4709 (2021/03/22)
Ti/Zn-mediated McMurry coupling of a series of 4-oxo-4H-chromene-2-carbaldehydes afforded unusual chemoselective CH2-CH2tethered bis-chromones. Studying the reaction parameters and reagents further confirmed that the formation of unexpected coupled products is selective to 4-oxo-4H-chromene-2-carbaldehydes. This methodology demonstrated a simple and efficient route for the synthesis of bis-chromones.
Synthesis method of diarylethene
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Paragraph 0049-0051, (2020/09/09)
The invention discloses a synthetic method of diarylethene. The method comprise the following steps: potassium acetate and ultrapure water are added to a dry anaerobic tube, and stirred to be dissolved; then re-steamed N,N-dimethylformamide is added, and nitrogen is introduced for deoxygenation; reactants aryl bromide and 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, catalyst palladium acetate, ligand tri-o-tolylphosphine and additive tetrabutylammonium bromide are added sequentially, nitrogen is introduced for deoxygenation, temperature is increased to 100 DEG C, and stirring is performed untila reaction is finished; diarylethene with yield as high as 90% or higher is obtained finally through a post-processing procedure. With adoption of the synthetic method of diarylethene, yield is high,ethylene gas and a pressure container not easy to operate are not needed, and the synthetic method can be widely applied to industrial production and has better market application prospect.
Synthetic method A-D-A configuration organic conjugated micromolecule
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Paragraph 0026; 0033-0037, (2019/09/18)
The invention provides a synthesis method of A-D-A conjugated small molecules. The method comprises the following steps: (1) by using 2-formylthiophene as a raw material and using zinc powder and titanium tetrachloride as catalysts, preparing a compound (I); (2) activating the site 2 of the compound (I) by using n-butyllithium, so as to form a lithium salt intermediate; then, adding 1-bromooctane to prepare a compound (II); (3) activating the site 2 of the compound (II) by using n-butyllithium, so as to form a lithium salt intermediate; then, adding trimethyltin chloride to prepare a compound (III); (4) performing reaction by 4,7-dibromo diazosulfide and the compound (III) to prepare a compound (IV); (5) respectively connecting 2-octyl trans-terthienyl based on diazosulfide onto the two ends of R1, R2, R3 and R4 to synthesize final products of S1, S2, S3 and S4.
Conjugated Oligothiophene Derivatives Based on Bithiophene with Unsaturated Bonds as Building Blocks for Solution-Processed Bulk Heterojunction Organic Solar Cells
Cui, Chaohua,Wu, Yue,Cheung, Man-Sing,Ho, Cheuk-Lam,Dong, Qingchen,Lin, Zhenyang,Li, Yongfang,Wong, Wai-Yeung
, p. 3557 - 3567 (2016/12/26)
A new building block ATVTA that uses stiff carbon–carbon triple bonds (A) on 1,2-di(2-thienyl)-ethene (TVT) has been developed. Oligothiophene derivatives S-01 with a TVT unit, S-02 with a 5,5′-diethynyl-2,2′-dithienyl (AT2) unit and S-03 with ATVTA were synthesized to compare their effects in a systematic study. Due to the better π-conjugation extension of the TVT unit, S-01 exhibits the most red-shifted absorption profile among them, whereas S-02 possesses the deepest HOMO level. While the HOMO level of S-03 is down-shifted by 0.02 eV relative to that of S-01, the alkyne linkages can effectively down-shift the HOMO level. By replacing the terminal units of S-03 with stronger electron acceptors, S-04 and S-05 exhibited broader absorption profiles and lower HOMO levels than those of S-03. Organic solar cells based on these molecules were fabricated and an S-03:PC60BM (1:1, w/w) based device afforded the highest Voc value of 0.96 V and a power conversion efficiency (PCE) of 2.19 %.
Selective rhodium-catalyzed hydroformylation of alkynes to α,β-unsaturated aldehydes with a tetraphosphoramidite ligand
Zhang, Zongpeng,Wang, Qian,Chen, Caiyou,Han, Zhengyu,Dong, Xiu-Qin,Zhang, Xumu
supporting information, p. 3290 - 3293 (2016/07/13)
A tetraphosphoramidite ligand was successfully applied to a Rh-catalyzed hydroformylation of various symmetrical and unsymmetrical alkynes to afford corresponding α,β-unsaturated aldehyde products in good to excellent yields (up to 97% yield). Excellent chemo- and regioselectivities and high activities (up to 20 000 TON) were achieved. The corresponding α,β-unsaturated aldehyde products can be transformed into many useful and important organic molecules, such as indenamine derivatives and lukianol pyrroles. This great performance makes the hydroformylation of alkynes highly practical with great potential.
Novel electron acceptor -donor-acceptor Naphthalene diimide compound and organic electronic device that contains it
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Paragraph 0057-0059, (2016/11/24)
The present invention relates to an organic semiconductor compound used for manufacturing a novel naphthalene diimide derivative compound in which an electron donor compound is inserted between two naphthalene diimides. Also, a compound is manufactured by synthesizing the organic semiconductor compound of the present invention and substituted or unsubstituted thiophene including a naphthalene diimide derivative and sulfur (S) and accordingly shows a low band gap and, therefore an organic electronic device including the same has a high efficiency. Also, the organic semiconductor compound in the present invention has outstanding thermal stability and physical properties as well as a high interaction between molecules and can be accordingly used as organic semiconductor materials with a high electrical property. The organic semiconductor compound in the present invention can be used in various organic electron devices including an organic thin-film transistor.
