Search results for "Conjugated"
showing 10 items of 288 documents
Polymerizable Well-Defined Oligo(thiophene amide)s and their ROMP Block Copolymers
2009
We report the synthesis of conjugated thiophene amide oligomers that constitute a new class of chromophores with potential for optoelectronic applications. The synthesis of defined norbornene-substituted oligothiophene amides using conventional coupling chemistry is described. Their electronic properties depend on the degree of oligomerization as UV/Vis and fluorescence spectroscopy demonstrate. A significant red shift in the spectra upon an increase in the oligomer length evidences conjugation of the thiophene rings via the amide linkages. ROMP of the norbornene-substituted oligomers gives homopolymers and block-copolymers with a solubilizing second block. The amphiphilic character of the …
Polycyclic aromatic chains on metals and insulating layers by repetitive [3+2] cycloadditions
2020
The vast potential of organic materials for electronic, optoelectronic and spintronic devices entails substantial interest in the fabrication of π-conjugated systems with tailored functionality directly at insulating interfaces. On-surface fabrication of such materials on non-metal surfaces remains to be demonstrated with high yield and selectivity. Here we present the synthesis of polyaromatic chains on metallic substrates, insulating layers, and in the solid state. Scanning probe microscopy shows the formation of azaullazine repeating units on Au(111), Ag(111), and h-BN/Cu(111), stemming from intermolecular homo-coupling via cycloaddition reactions of CN-substituted polycyclic aromatic az…
Bending Sensors Based on Thin Films of Semitransparent Bithiophene-Fulleropyrrolidine Bisadducts
2020
In this study, a novel bithiophene‐fulleropyrrolidine bisadducts system (bis‐Th2PC 60 ) was synthesized and electropolymerized by chronoamperometry onto flexible ITO/PET substrates. The resulting semitransparent thin film was characterized by XPS, FT‐IR, cyclic voltammetry and optical techniques, confirming the good outcome of the electropolymerization process. AFM investigations permitted to highlight an inherent disordered granular morphology, in which the grain‐to‐grain separation depends upon the application of bending. The electrical resistance of the thin film was characterized as function of bending (in the range 0°‐90°), showing promising responsivity to low bending angles (10°‐30°)…
Porphyrins and BODIPY as Building Blocks for Efficient Donor Materials in Bulk Heterojunction Solar Cells
2017
International audience; Advances in the synthesis and application of highly efficient polymers and small molecules over the last two decades have enabled the rapid advancement in the development of organic solar cells and photovoltaic technology as a promising alternative to conventional solar cells, based on silicon and other inorganic semiconducting materials. Among the different types of organic semiconducting materials, porphyrins and BODIPY-based small molecules and conjugated polymers attract high interest as efficient semiconducting organic materials for dye sensitized solar cells and bulk heterojunction organic solar cells. The highest power conversion efficiency exceeding 9% has be…
Saddle-like, π-conjugated, cyclooctatetrathiophene-based, hole-transporting material for perovskite solar cells
2019
A flexible, saddle-like, π-conjugated skeleton composed of four fused thiophene rings forming a cyclooctatetrathiophene (CoTh) with four triphenylamines (CoTh-TTPA) is presented as a hole-transporting material (HTM) for perovskite solar cells. The new HTM shows a bright red color stemming from a direct conjugation between the TPA groups and the central CoTh scaffold. This results in a charge transfer band due to the combination of the weak acceptor moiety, the CoTh unit, and the electron-donating p-methoxytriphenylamine groups. CoTh-TTPA exhibits a suitable highest-occupied molecular orbital (HOMO) level in relation to the valence band edge of the perovskite, which ensures efficient hole ex…
Toward Photopatternable Thin Film Optical Sensors Utilizing Reactive Polyphenylacetylenes
2013
Substituted polyphenylacetylenes featuring reactive pentafluorophenyl (PFP) ester moieties are synthesized. Parts of the reactive PFP groups are then converted with a mono ortho-nitrobenzyl-protected diamine in variable ratios. Thin films are prepared from these copolymers and irradiated with UV light (λ = 365 nm), resulting in crosslinking of the irradiated areas and hence enabling a photopatterning. We found that during the photocrosslinking process, the excess of PFP ester moieties is stable and remained intact, enabling a subsequent post-polymerization modification step with amines. Noteworthy, this subsequent modification with amines results in a dramatically shift in the UV-vis absorp…
Inherently fluorescent polyaniline nanoparticles in a dynamic landscape
2012
Abstract In this paper we report for the first time on the emissive behavior of two polyaniline (PANI) nanoparticle systems produced via oxidative chemical polymerization in the presence of either poly(vinyl alcohol) (PVA) or chitosan as polymeric stabilizers in water. The emission from PANI nanoparticles is irreversibly quenched by an increase of pH of the suspending medium from acid to neutral (chitosan–PANI) or alkaline (PVA–PANI). Conversely, PANI nanorods synthesized in the same conditions of the above, but in presence of poly(N-vinyl pyrrolidone), is not emissive at any pH. The role of the polymeric surfactant as a soft template is key in controlling the morphology and the properties …
Highly soluble multifunctional MnO nanoparticles for simultaneous optical and MRI imaging and cancer treatment using photodynamic therapy
2010
Superparamagnetic MnO nanoparticles were functionalized using a hydrophilic ligand containing protoporphyrin IX as photosensitizer. By virtue of their magnetic properties these nanoparticles may serve as contrast enhancing agents for magnetic resonance imaging (MRI), while the fluorescent target ligand protoporphyrin IX allows simultaneous tumor detection and treatment by photodynamic therapy (PDT). Caki-1 cells were incubated with these nanoparticles. Subsequent exposure to UV light lead to cell apoptosis due to photoactivation of the photosensitizer conjugated to the nanoparticles. This method offers great diagnostic potential for highly proliferative tissues, including tumors. In additio…
Molecular design of the diketopyrrolopyrrole-based dyes with varied donor units for efficient dye-sensitized solar cells
2014
Abstract Three types of novel diketopyrrolopyrrole-based organic dyes ( Type 1 – 3 ) with phenyl unit as an additional π -bridge and triphenylamine or phenothiazine as the donors are designed and synthesized for dye-sensitized solar cells (DSSCs). Type 1 dyes incorporating the donor segment directly to the diketopyrrolopyrrole core lead to a better electron communication between the donor and acceptor, allowing an efficient charge transfer process. Type 2 and Type 3 dyes with a phenyl unit between the donor and diketopyrrolopyrrole unit show lower delocalization of the excited state. Compared with Type 3 dyes, Type 1 dyes exhibit higher conjugated skeleton co planarity and shorter electron …
Pillar[5]arene-Diketopyrrolopyrrole Fluorescent Copolymer: A Promising Recognition and Adsorption Material for Adiponitrile by Selective Formation of…
2017
Conjugated pillar[5]arene-diketopyrrolopyrrole copolymer (P1) is synthesized by the copolymerization of a difunctionalized pillar[5]arene and a diketopyrrolopyrrole-based monomer, which shows large extinction coefficients (1.1 × 104 m-1 cm-1 ) at 519 nm and strong emission at 587 nm. P1 exhibits very strong host-guest binding affinity towards adiponitrile but low binding affinity towards 1,4-dihalobutane and 1,4-bis(imidazol-1-yl)butane. Such an enhanced selectivity is first found in the polypseudorotaxane between pillararene and neutral guests in organic solution and is successfully used for the recognition and adsorption of adiponitrile by the formation of a P1-adiponitrile polypseudorota…