57271-90-6Relevant academic research and scientific papers
Lactone Backbone Density in Rigid Electron-Deficient Semiconducting Polymers Enabling High n-type Organic Thermoelectric Performance
Alsufyani, Maryam,Stoeckel, Marc-Antoine,Chen, Xingxing,Thorley, Karl,Hallani, Rawad K.,Puttisong, Yuttapoom,Ji, Xudong,Meli, Dilara,Paulsen, Bryan D.,Strzalka, Joseph,Regeta, Khrystyna,Combe, Craig,Chen, Hu,Tian, Junfu,Rivnay, Jonathan,Fabiano, Simone,McCulloch, Iain
supporting information, (2021/12/23)
Three lactone-based rigid semiconducting polymers were designed to overcome major limitations in the development of n-type organic thermoelectrics, namely electrical conductivity and air stability. Experimental and theoretical investigations demonstrated that increasing the lactone group density by increasing the benzene content from 0 % benzene (P-0), to 50 % (P-50), and 75 % (P-75) resulted in progressively larger electron affinities (up to 4.37 eV), suggesting a more favorable doping process, when employing (N-DMBI) as the dopant. Larger polaron delocalization was also evident, due to the more planarized conformation, which is proposed to lead to a lower hopping energy barrier. As a consequence, the electrical conductivity increased by three orders of magnitude, to achieve values of up to 12 S cm and Power factors of 13.2 μWm?1 K?2 were thereby enabled. These findings present new insights into material design guidelines for the future development of air stable n-type organic thermoelectrics.
The effect of aromatic ring size in electron deficient semiconducting polymers for n-type organic thermoelectrics
Alsufyani, Maryam,Bristow, Helen,Chen, Hu,Chen, Xingxing,Fabiano, Simone,Hallani, Rawad K.,Ji, Xudong,McCulloch, Iain,Paulsen, Bryan D.,Rivnay, Jonathan,Sirringhaus, Henning,Wang, Suhao,Xiao, Mingfei,Xu, Kai
supporting information, p. 15150 - 15157 (2020/11/23)
N-type semiconducting polymers have been recently utilized in thermoelectric devices, however they have typically exhibited low electrical conductivities and poor device stability, in contrast to p-type semiconductors, which have been much higher performing. This is due in particular to the n-type semiconductor's low doping efficiency, and poor charge carrier mobility. Strategies to enhance the thermoelectric performance of n-type materials include optimizing the electron affinity (EA) with respect to the dopant to improve the doping process and increasing the charge carrier mobility through enhanced molecular packing. Here, we report the design, synthesis and characterization of fused electron-deficient n-type copolymers incorporating the electron withdrawing lactone unit along the backbone. The polymers were synthesized using metal-free aldol condensation conditions to explore the effect of enlarging the central phenyl ring to a naphthalene ring, on the electrical conductivity. When n-doped with N-DMBI, electrical conductivities of up to 0.28 S cm-1, Seebeck coefficients of -75 μV K-1 and maximum Power factors of 0.16 μW m-1 K-2 were observed from the polymer with the largest electron affinity of -4.68 eV. Extending the aromatic ring reduced the electron affinity, due to reducing the density of electron withdrawing groups and subsequently the electrical conductivity reduced by almost two orders of magnitude. This journal is
NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation
Blaess, Markus,Bibak, Nelly,Claus, Ralf A.,Kohl, Matthias,Bonaterra, Gabriel A.,Kinscherf, Ralf,Laufer, Stefan,Deigner, Hans-Peter
supporting information, p. 73 - 104 (2017/10/17)
Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli-induced increase of C16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH-dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus.
Multifunctional geometrical isomers of ferrocene-benzo[1,2-b:4,5-b′]difuran-2,6-(3H,7H)-dione adducts: second-order nonlinear optical behaviour and charge transport in thin film OFET devices
Singla, Priya,Van Steerteghem, Nick,Kaur, Navdeep,Ashar,Kaur, Paramjit,Clays, Koen,Narayan,Singh, Kamaljit
, p. 697 - 708 (2017/01/28)
Geometrical isomers of a set of new ferrocene-benzo[1,2-b:4,5-b′]difuran-2,6-(3H,7H)-dione dyads were synthesized and their optical, nonlinear optical (NLO) and electrochemical properties were investigated. The compounds were fully characterized by spectroscopic data and single crystal X-ray analysis in few cases. The second-order nonlinear polarizabilities were measured in chloroform using a femtosecond hyper-Rayleigh scattering (HRS) method at 1300 nm. The dyads exhibit structure-dependent NLO properties, which could be rationalized by correlation with electrochemical and theoretical data. The (Z)-6 chromophore recorded higher βHRS values than the corresponding (E)-6 isomer, in the donor-acceptor (D-A) type dyads. Similarly, in D-A-D chromophore 7, the βHRS values of isomers follow the order (Z,Z) > (E,Z) > (E,E), which matches with the trend of the wavelength of their maximum absorption as well as an increasing band gap in that order. Owing to the inbuilt structural features, two of these D-A compounds were also explored as semiconducting materials in vacuum deposited top contact bottom gated thin film organic field-effect transistors (OFETs). Defying steric restrictions of the ferrocene unit, the triad (Z,Z)-7 depicted an unbalanced (μe: 3 × 10?3 cm?2 V?1 s?1 and μh: 7 × 10?5 cm?2 V?1 s?1) charge transport behaviour. Evaluation of the isomers of the type studied in this investigation constitutes one of very few reports, in particular this study reveals for the first time the semiconducting behaviour of thermally stable redox active Fc based semiconductors.
