Category: benzothiophene

Yuan, Xiyue published the artcileAchieving 16% Efficiency for Polythiophene Organic Solar Cells with a Cyano-Substituted Polythiophene, Application In Synthesis of 1514905-24-8, the publication is Advanced Functional Materials (2022), 32(24), 2201142, database is CAplus.

Polythiophenes (PTs) are promising electron donors in organic solar cells (OSCs) due to their simple structures and excellent synthetic scalability. However, the device performance of PT-based OSCs is rather poor due mainly to large photon energy losses and an unfavorable active layer morphol. Herein, the authors report a new PT, which is abbreviated as P5TCN-2F and features cyano-group substituents for high-efficiency OSCs. The cyano-group endows P5TCN-2F with a deep-lying HOMO energy level, which thereby contributed to high open-circuit voltage in OSCs as a result of reduced non-radiative recombination energy loss. Moreover, the cyano-group leads to strong interchain interaction, improved polymer crystallinity, and appropriate miscibility with the prevailing non-fullerene acceptors. Consequently, P5TCN-2F offers over 15% power conversion efficiency when blended with various Y-series non-fullerene acceptors (Y6, Y6-BO, eC9, and L8-BO). Particularly, a champion efficiency of 16.1% is obtained by the P5TCN-2F:Y6 blend, which is largely higher than that of any previous PT-based OSCs. Moreover, the average figure of merit of the active layer based on P5TCN-2F is much superior to that of benzodithiophene-based polymers. These results suggest the renaissance of PT-based OSCs and have opened an avenue to access high-performance materials for the large-scale production of OSC modules.

Advanced Functional Materials published new progress about 1514905-24-8. 1514905-24-8 belongs to benzothiophene, auxiliary class Organic Photo-Voltaic Materials, OPV,BDT Donors, name is 4,8-Bis(5-(2-ethylhexyl)-4-fluorothiophen-2-yl)benzo[1,2-b:4,5-b’]dithiophene, and the molecular formula is C20H18BrN3, Application In Synthesis of 1514905-24-8.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Yuan, Xiyue published the artcilePolythiophenes for organic solar cells with efficiency surpassing 17%, HPLC of Formula: 1514905-24-8, the publication is Joule (2022), 6(3), 647-661, database is CAplus.

Polythiophenes (PTs) are promising electron donors for organic solar cells (OSCs) due to their low production cost. However, the device performance of PTs in OSCs is rather poor due to unmatched energy levels and unfavorable active layer morphol. Herein, we report a set of new PTs (P5TCN-Fx) with cyano-group substitutions and varied fluorination degrees to achieve high-efficiency OSCs. The incorporation of the cyano-group endows the new PTs with deep-lying energy levels, and backbone fluorination leads to strong interchain interaction, improved polymer crystallinity, and appropriate thermodn. miscibility with the prevailing acceptor Y6 for the new PTs. As a result, multiple PTs have offered over 16% efficiency in binary OSCs. Moreover, a prominent PCE of 17.2% has been obtained by P5TCN-F25 via ternary blend design, which is the new efficiency record and represents a big breakthrough for PT-based OSCs. This work opens a promising avenue to achieve high-performance OSCs from low-cost materials.

Joule published new progress about 1514905-24-8. 1514905-24-8 belongs to benzothiophene, auxiliary class Organic Photo-Voltaic Materials, OPV,BDT Donors, name is 4,8-Bis(5-(2-ethylhexyl)-4-fluorothiophen-2-yl)benzo[1,2-b:4,5-b’]dithiophene, and the molecular formula is C14H26O2, HPLC of Formula: 1514905-24-8.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Shang, Ziya published the artcileNon-equivalent D-A copolymerization strategy towards highly efficient polymer donor for polymer solar cells, HPLC of Formula: 1514905-24-8, the publication is Science China: Chemistry (2021), 64(6), 1031-1038, database is CAplus.

D-A copolymerization is a broadly utilized mol. design strategy to construct high efficiency photovoltaic materials for polymer solar cells (PSCs), and all the D-A copolymer donors reported till now are the alternate D-A copolymers with equal D-and A-units. Here, we first propose a non-equivalent D-A copolymerization strategy with unequal D- and A-units, and develop three novel non-equivalent D-A copolymer donors (PM6-D1, PM6-D2 and PM6-D3 with D/A unit ratio of 1.1:0.9, 1.2:0.8 and 1.3:0.7, resp.) by inserting more D units into the alternate D-A copolymer PM6 backbone to finely tune the physicochem. and photovoltaic properties of the polymers. The three non-equivalent D-A copolymers show the down-shifted HOMO (HOMO) energy levels, higher hole mobility, higher degree of mol. self-assembly and higher mol. crystallinity with the increase of D-unit ratio in comparison with the alternate D-A copolymer PM6. As a result, all the three non-equivalent D-A copolymer-based PSCs with Y6 as acceptor achieve improved power conversion efficiency (PCE) with higher Voc, larger Jsc and higher FF simultaneously. Particularly, the PM6-D1:Y6 based PSC achieved a high PCE of 17.71%, which is significantly higher than that (15.82%) of the PM6:Y6 based PSC and is one of the highest performances in the binary PSCs.

Science China: Chemistry published new progress about 1514905-24-8. 1514905-24-8 belongs to benzothiophene, auxiliary class Organic Photo-Voltaic Materials, OPV,BDT Donors, name is 4,8-Bis(5-(2-ethylhexyl)-4-fluorothiophen-2-yl)benzo[1,2-b:4,5-b’]dithiophene, and the molecular formula is C6H4ClNO2, HPLC of Formula: 1514905-24-8.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Aldrich, Thomas J. published the artcileStable Postfullerene Solar Cells via Direct C-H Arylation Polymerization. Morphology-Performance Relationships, COA of Formula: C34H40F2S4, the publication is Chemistry of Materials (2019), 31(11), 4313-4321, database is CAplus.

The scope of the environmentally benign direct C-H arylation polymerization (DARP) process is validated and significantly extended in the synthesis of a high-performance benzodithiophene-based copolymer series, PBDT(Ar)-FTTE, with previously untested and systematically varied heteroaryl (Ar) substituents. Bulk-heterojunction (BHJ) polymer solar cells (PSCs) containing the high-performance nonfullerene acceptor (NFA) ITIC-Th and DARP-derived donors are fabricated and evaluated, yielding PCEs as high as 8%. The relationships between Ar-sensitive copolymer structure, BHJ morphol., and PSC performance are elucidated through in-depth characterization of structural order, phase separation, and charge transport using SCLC, AFM, GIWAXS, R-SoXS, and NEXAFS measurements, which conclusively demonstrate the important effects of Ar-tunable, dimensionally smaller, and well-blended copolymer domains for maximum PSC performance. Smaller BHJ copolymer domains having greater ITIC-Th miscibility definitively correlate with enhanced JSC, FF, and PCE metrics. Surprisingly regarding cell performance durability, while unencapsulated PBDTT-FTTE:ITIC-Th PSCs deliver the highest initial PCE, the unencapsulated PBDTTF-FTTE:ITIC-Th devices exhibit the optimum combination of high initial photovoltaic metrics and stability, retaining nearly 90% of the initial PCE after 51 days in ambient conditions and 83% of initial PCE after 180 min under simulated solar illumination. Importantly, for this PBDT(Ar)-FTTE:ITIC-Th series, PSC photovoltaic stability correlates with the presence of large pure BHJ domains, and moreover rivals or exceeds the stability of the analogous fullerene-based PSCs. Together, these results argue that solar cells prepared with the environmentally benign DARP process and NFAs are promising for both greener and more stable solar energy generation.

Chemistry of Materials published new progress about 1514905-24-8. 1514905-24-8 belongs to benzothiophene, auxiliary class Organic Photo-Voltaic Materials, OPV,BDT Donors, name is 4,8-Bis(5-(2-ethylhexyl)-4-fluorothiophen-2-yl)benzo[1,2-b:4,5-b’]dithiophene, and the molecular formula is C34H40F2S4, COA of Formula: C34H40F2S4.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Chapman, Norman Bellamy published the artcilePharmacologically active benzo[b]thiophene derivatives. IV. 5- and 6-Alkyl derivatives with an N-alkyl-N-(2-chloroethyl)aminomethyl group in the 3-position, Product Details of C12H14S, the publication is Journal of the Chemical Society [Section] C: Organic (1968), 514-17, database is CAplus and MEDLINE.

3-Chloromethylbenzo[b]thiophene reacted with N-ethyl-, N-isopropyl-, N-butyl-, N-tert-butyl, or N-benzylethanolamine to give the corresponding N-alkyl – N – (2 – hydroxyethyl) – 3 – aminomethylbenzo[b]thiophene derivatives With SOCl2 in dry CHCl3 these amino alcs. gave the corresponding N-alkyl-N-(2-chloroethyl)-3-aminomethylbenzo[b]thiophene hydrochlorides. A similar range of compounds was obtained from 5- or 6-methylbenzo[b]thiophene but only the N-Et derivative was prepared from 5-ethyl-, 5-isopropyl-, or 5-tert – butylbenzo[b]thiophene. N,N – Bis(2 – hydroxyethyl) – 3-aminomethylbenzo[b]thiophene and its 5-Et derivative were also prepared and converted into the corresponding nitrogen mustards. These compounds were evaluated pharmacol., with special emphasis on their anti-5HT and antitumor activity.

Journal of the Chemical Society [Section] C: Organic published new progress about 17515-00-3. 17515-00-3 belongs to benzothiophene, auxiliary class 5.6_Aromatics,Benzothiophens, name is 5-(tert-Butyl)benzo[b]thiophene, and the molecular formula is C12H14S, Product Details of C12H14S.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Jiang, Yuyan published the artcileAmphiphilic semiconducting polymer as multifunctional nanocarrier for fluorescence/photoacoustic imaging guided chemo-photothermal therapy, Name: 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene, the publication is Biomaterials (2017), 168-177, database is CAplus and MEDLINE.

Chemo-photothermal nanotheranostics has the advantage of synergistic therapeutic effect, providing opportunities for optimized cancer therapy. However, current chemo-photothermal nanotheranostic systems generally comprise more than three components, encountering the potential issues of unstable nanostructures and unexpected conflicts in optical and biophys. properties among different components. We herein synthesize an amphiphilic semiconducting polymer (PEG-PCB) and utilize it as a multifunctional nanocarrier to simplify chemo-photothermal nanotheranostics. PEG-PCB has a semiconducting backbone that not only serves as the diagnostic component for near-IR (NIR) fluorescence and photoacoustic (PA) imaging, but also acts as the therapeutic agent for photothermal therapy. In addition, the hydrophobic backbone of PEG-PCB provides strong hydrophobic and π-π interactions with the aromatic anticancer drug such as doxorubicin for drug encapsulation and delivery. Such a trifunctionality of PEG-PCB eventually results in a greatly simplified nanotheranostic system with only two components but multimodal imaging and therapeutic capacities, permitting effective NIR fluorescence/PA imaging guided chemo-photothermal therapy of cancer in living mice. Our study thus provides a mol. engineering approach to integrate essential properties into one polymer for multimodal nanotheranostics.

Biomaterials published new progress about 1426829-76-6. 1426829-76-6 belongs to benzothiophene, auxiliary class Other Aromatic Heterocyclic,Bromide, name is 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene, and the molecular formula is C21H26Br4S2, Name: 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Li, Jingchao published the artcileOrganic Semiconducting Pro-nanostimulants for Near-Infrared Photoactivatable Cancer Immunotherapy, Formula: C21H26Br4S2, the publication is Angewandte Chemie, International Edition (2019), 58(36), 12680-12687, database is CAplus and MEDLINE.

In this study, an organic semiconducting pro-nanostimulant (OSPS) with a near-IR (NIR) photoactivatable immunotherapeutic action for synergetic cancer therapy is presented. OSPS comprises a semiconducting polymer nanoparticle (SPN) core and an immunostimulant conjugated through a singlet oxygen (¹O₂) cleavable linkers. Upon NIR laser irradiation, OSPS generates both heat and ¹O₂ to exert combinational phototherapy not only to ablate tumors but also to produce tumor-associated antigens. More importantly, NIR irradiation triggers the cleavage of ¹O₂-cleavable linkers, triggering the remote release of the immunostimulants from OSPS to modulate the immunosuppressive tumor microenvironment. Thus, the released tumor-associated antigens in conjunction with activated immunostimulants induce a synergistic antitumor immune response after OSPS-mediated phototherapy, resulting in the inhibited growth of both primary/distant tumors and lung metastasis in a mouse xenograft model, which is not observed for sole phototherapy.

Angewandte Chemie, International Edition published new progress about 1426829-76-6. 1426829-76-6 belongs to benzothiophene, auxiliary class Other Aromatic Heterocyclic,Bromide, name is 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene, and the molecular formula is C21H26Br4S2, Formula: C21H26Br4S2.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Lyu, Yan published the artcileDendronized Semiconducting Polymer as Photothermal Nanocarrier for Remote Activation of Gene Expression, Recommanded Product: 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene, the publication is Angewandte Chemie, International Edition (2017), 56(31), 9155-9159, database is CAplus and MEDLINE.

Regulation of transgene systems is needed to develop innovative medicines. However, noninvasive remote control of gene expression has been rarely developed and remains challenging. We herein synthesize a near-IR (NIR) absorbing dendronized semiconducting polymer (DSP) and utilize it as a photothermal nanocarrier not only to efficiently deliver genes but also to spatiotemporally control gene expression in conjunction with heat-inducible promoter. DSP has a high photothermal conversion efficiency (44.2 %) at 808 nm, permitting fast transduction of NIR light into thermal signals for intracellular activation of transcription. Such a DSP-mediated remote activation can rapidly and safely result in 25- and 4.5-fold increases in the expression levels of proteins in living cells and mice, resp. This study thus provides a promising approach to optically regulate transgene systems for on-demand therapeutic transgene dosing.

Angewandte Chemie, International Edition published new progress about 1426829-76-6. 1426829-76-6 belongs to benzothiophene, auxiliary class Other Aromatic Heterocyclic,Bromide, name is 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene, and the molecular formula is C21H26Br4S2, Recommanded Product: 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Chapman, Norman Bellamy published the artcileProton magnetic resonance spectra of some benzo[b]thiophene derivatives, HPLC of Formula: 17515-00-3, the publication is Journal of the Chemical Society [Section] C: Organic (1968), 764-9, database is CAplus.

Attempts are made to correlate the chem. shifts in the 100 Mc./sec. 1H N.M.R. spectra of 42 benzo[b]thiophene derivatives with the substituents present in the mol., and the relations are rationalized where possible. Coupling constants are also recorded, and their dependence on bond order and on other factors is discussed. The changes in the chem. shifts and coupling constants when the benzo[b]thiophenes are oxidized to the 1,1-dioxides are recorded and discussed. 43 references.

Journal of the Chemical Society [Section] C: Organic published new progress about 17515-00-3. 17515-00-3 belongs to benzothiophene, auxiliary class 5.6_Aromatics,Benzothiophens, name is 5-(tert-Butyl)benzo[b]thiophene, and the molecular formula is C12H14S, HPLC of Formula: 17515-00-3.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Raju, Telugu Bhim published the artcileHighly efficient and facile alkylation of 4H-cyclopenta-[2,1-b:3,4-b’]dithiophene in water, Safety of 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene, the publication is RSC Advances (2014), 4(71), 37738-37745, database is CAplus.

A new and highly convenient method to perform alkylation of 4H-cyclopenta-[2,1-b:3,4-b’]dithiophene (CPDT) in aqueous conditions is reported. This method was also extended to successfully perform alkylation of 2,6-dibromo-4H-cyclopenta-[2,1-b:3,4-b’]dithiophene for the first time. This facile method has several advantages such as the exclusive use of water instead of high boiling toxic solvents, simple separation of the defect free dialkylated CPDT product I (Y = H, Br; R = hexyl, octyl, 5-bromopentyl, etc.) and the use of mild reaction conditions. Despite using mild reagents and reaction conditions, very high yields of up to 98% pure dialkylated CPDT products I are obtained much more readily by this method in less time than literature procedures. The desired dialkylated product with the alkyl halides used here.

RSC Advances published new progress about 1426829-76-6. 1426829-76-6 belongs to benzothiophene, auxiliary class Other Aromatic Heterocyclic,Bromide, name is 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene, and the molecular formula is C21H26Br4S2, Safety of 2,6-Dibromo-4,4-bis(6-bromohexyl)-4H-cyclopenta[1,2-b:5,4-b’]dithiophene.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem