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1.
Chemistry ; 25(26): 6613-6620, 2019 May 07.
Artigo em Inglês | MEDLINE | ID: mdl-30883930

RESUMO

A chemical strategy to efficiently perform the dimerization of α-fused boron-dipyrromethene (BODIPY) is reported. The straightforward synthesis of one of these dimers is described and its properties have been investigated through UV/Vis spectroscopy, cyclic voltammetry, differential scanning calorimetry, and charge-carrier mobility measurements by using organic field-effect transistors and space-charge-limited current diodes. The results allow a chemical strategy to decrease the tendency of α-fused BODIPY to crystallize, to increase its light-harvesting properties, and to promote isotropic charge carriers transport. Moreover, the disclosed approach is also a way to maintain the deep LUMO level of α-fused BODIPY; thus making this class of materials highly desirable for optoelectronic applications.

2.
Molecules ; 23(6)2018 May 25.
Artigo em Inglês | MEDLINE | ID: mdl-29799506

RESUMO

In this work, a new n-type polymer based on a thiazole-diketopyrrolopyrrole unit has been synthesized through direct (hetero)arylation polycondensation. The molar mass has been optimized by systematic variation of the the monomer concentration. Optical and electrochemical properties have been studied. They clearly suggested that this polymer possess a high electron affinity together with a very interesting absorption band, making it a good non-fullerene acceptor candidate. As a consequence, its charge transport and photovoltaic properties in a blend with the usual P3HT electron-donating polymer have been investigated.


Assuntos
Elétrons , Cetonas/síntese química , Polímeros/síntese química , Pirróis/síntese química , Tiazóis/síntese química , Técnicas de Química Sintética , Transporte de Elétrons , Peso Molecular , Energia Solar , Termodinâmica
3.
ACS Appl Mater Interfaces ; 15(3): 4267-4274, 2023 Jan 25.
Artigo em Inglês | MEDLINE | ID: mdl-36630212

RESUMO

Dynamic windows allow monitoring of in-door solar radiation and thus improve user comfort and energy efficiency in buildings and vehicles. Existing technologies are, however, hampered by limitations in switching speed, energy efficiency, user control, or production costs. Here, we introduce a new concept for self-powered switchable glazing that combines a nematic liquid crystal, as an electro-optic active layer, with an organic photovoltaic material. The latter aligns the liquid crystal molecules and generates, under illumination, an electric field that changes the molecular orientation and thereby the device transmittance in the visible and near-infrared region. Small-area devices can be switched from clear to dark in hundreds of milliseconds without an external power supply. The drop in transmittance can be adjusted using a variable resistor and is shown to be reversible and stable for more than 5 h. First solution-processed large-area (15 cm2) devices are presented, and prospects for smart window applications are discussed.

4.
J Am Chem Soc ; 134(42): 17404-7, 2012 Oct 24.
Artigo em Inglês | MEDLINE | ID: mdl-23035618

RESUMO

Green-absorbing dipyrromethene dyes engineered from bis-vinyl-thienyl modules are planar molecules, exhibiting strong absorption in the 713-724 nm range and displaying comparable electron and hole mobilities in thin films (maximum value 1 × 10(-3) cm(2)/(V·s)). Bulk heterojunction solar cells assembled with these dyes and a fullerene derivative (PC(61)BM) at a low ratio give a power conversion efficiency as high as 4.7%, with short-circuit current values of 14.2 mA/cm(2), open-circuit voltage of 0.7 V, and a broad external quantum efficiency ranging from 350 to 920 nm with a maximum value of 60%.

5.
ChemSusChem ; 10(9): 1878-1882, 2017 05 09.
Artigo em Inglês | MEDLINE | ID: mdl-28326678

RESUMO

Boron dipyrromethene (BODIPY) and its derivatives are known to be efficient photon-harvesting chromophores. However, their study as active materials in bulk heterojunction (BHJ) solar cells is still scarce. In this study, the development of new synthetic ways to design original BODIPY-based dumbbell-shape molecules, including a first 2,3,5,6-tetravinyl aromatic BODIPY molecule, is reported. High fill factors can be obtained in BHJ solar cells when blended with a fullerene derivative, leading to a new record BODIPY-based power conversion efficiency of 5.8 %.


Assuntos
Boro/química , Fontes de Energia Elétrica , Indóis/química , Porfobilinogênio/análogos & derivados , Energia Solar , Engenharia Química/métodos , Corantes Fluorescentes , Fulerenos/química , Conformação Molecular , Porfobilinogênio/química
6.
Org Lett ; 13(22): 6030-3, 2011 Nov 18.
Artigo em Inglês | MEDLINE | ID: mdl-22029570

RESUMO

A series of triazatruxene (TAT)-functionalized Bodipy dyes were prepared by a sequence of reactions involving either cross-coupling reactions promoted by Pd complexes or a Knoevenagel reaction leading to a vinyl linker. The new dyes show large absorption coefficients and fluorescence quantum yields as well as interesting electrochemical properties. The blue dyes of this series exhibit interesting photovoltaic effects (V(OC) = 0.83 V, J(SC) = 3.6 mA/cm(2), efficiency 0.9%) in bulk heterojunction solar cells, due to the good hole mobility imported by the TAT entity.

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