Solution-processable 2,1,3-benzothiadiazole containing compound based on the novel 1-dodecyl-6-dodecoxynaphthyridine-2-one unit for organic field-effect transistors

Small molecule organic semiconductors have well-defined structures and can be used in place of polymers which often show batch-to-batch variation. Many different electron-rich donor and electron-deficient acceptor units have been used to design materials with reduced HOMO-LUMO gaps and improved mobilities. Here we introduce a novel acceptor unit, 1-dodecyl-6-dodecoxynaphthyridine-2-one. This acceptor unit has been used in the synthesis of two novel compounds, with thiophene and 2,1,3-benzothiadiazole (BT) cores. The BT-containing compound shows a narrower HOMO-LUMO gap, broad solid-state absorption and has been applied to organic field-effect transistors, showing a mobility of 0.022 cm2 V−1 s−1 after optimisation of devices using self-assembled monolayers

BODIPY-based conjugated polymers for broadband light sensing and harvesting applications

The synthesis of novel low band-gap polymers has significantly improved light sensing and harvesting in polymer-fullerene devices. Here the synthesis of two low band-gap polymers based on the 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene core (BODIPY), and either bis(3,4-ethylenedioxythiophene) (bis-EDOT) or its all-sulfur analogue bis(3,4-ethylenedithiathiophene) (bis-EDTT) are described. The polymers demonstrate ambipolar charge transport and are shown to be suitable for broadband light sensing and solar energy harvesting in solution-processable polymer-fullerene devices

Effect of end group functionalisation of small molecules featuring the fluorene-thiophene-benzothiadiazole motif as emitters in solution-processed red and orange organic light-emitting diodes

A series of red fluorescent materials (compounds 1-4), which each contain the symmetric fluorene-thiophene-BT-thiophene-fluorene core, is presented along with their performance in solution-processed OLED devices. Extending the molecular conjugation through end-capping with additional fluorene units (compound 2), or through incorporation of donor functionalities (compounds 3 and 4) improves OLED performance relative to the parent compound 1. Notably, incorporating triphenylamine donor groups in compound 3 led to solution-processed OLED devices operating with a peak luminance of 2888 cd m −2 and a low turn-on voltage (3.6 V)

Nanoparticles of Cu2ZnSnS4 as performance enhancing additives for organic field-effect transistors

The addition of oleylamine coated Cu2ZnSnS4 (CZTS) nanoparticles to solutions of an organic semiconductor used to fabricate organic field-effect transistors (OFETs) has been investigated. The oligothiophene-based small molecule 5T-TTF and the polymer poly(3-hexylthiophene) (P3HT) were each applied in the transistors with various concentrations of CZTS (5-20%). Atomic force microscopy (AFM) was applied to characterise the surface morphology of the OFETs. The use of 5 and 10 wt% of the CZTS nanoparticles in 5T-TTF and P3HT solutions, respectively, appears to be a simple and effective way of improving OFET performance

Correction: Nanoparticles of Cu2ZnSnS4 as performance enhancing additives for organic field-effect transistors

Correction for 'Nanoparticles of Cu2ZnSnS4 as performance enhancing additives for organic field-effect transistors' by Punarja Kevin et al., J. Mater. Chem. C, 2016, DOI: 10.1039/c6tc01650b

Thiazole-induced rigidification in substituted dithieno-tetrathiafulvalene : the effect of planarisation on charge transport properties

Two novel tetrathiafulvalene (TTF) containing compounds 1 and 2 have been synthesised via a four-fold Stille coupling between a tetrabromo-dithienoTTF 5 and stannylated thiophene 6 or thiazole 4. The optical and electrochemical properties of compounds 1 and 2 have been measured by UV-vis spectroscopy and cyclic voltammetry and the results compared with density functional theory (DFT) calculations to confirm the observed properties. Organic field effect transistor (OFET) devices fabricated from 1 and 2 demonstrated that the substitution of thiophene units for thiazoles was found to increase the observed charge transport, which is attributed to induced planarity through S-N interactions of adjacent thiazole nitrogen atoms and TTF sulfur atoms and better packing in the bulk

Cool to warm white light emission from hybrid inorganic/organic light-emitting diodes

The synthesis and characterisation of two novel organic down-converting molecules is disclosed, together with their performance as functional colour-converters in combination with inorganic blue light-emitting diodes (LEDs). Each molecule contains two fluorene-triphenylamine arms, connected to either a benzothiadiazole or bisbenzothiadiazole core. These molecules have been selected on the basis that they are free from absorption bands in the green region of the visible spectrum to maximise their performance and offer improvements compared with previous BODIPY-containing analogues. The inorganic InGaN/GaN LED emits at 444 nm, overlying the absorption of each of the organic molecules. The combination of the blue (inorganic) and yellow (organic) emission is shown to produce reasonable quality, white light-emitting hybrid devices for both down-converter molecules. Cool to warm white light is achieved for both molecules by increasing the concentration. An optimum colour rendering index (CRI) value of 66 is obtained for the mono-benzothiadiazole molecule. Also a high blue-to-white efficacy (defined as white luminous flux (lm)/blue radiant flux (W)) of 368 lm/W is achieved, superseding the current phosphor converters of 200-300 lm/W. A comparison of these down-converting molecules to the older generation BODIPY-containing molecules is also provided

Fused H-shaped tetrathiafulvalene-oligothiophenes as charge transport materials for OFETs and OPVs

A series of hybrid tetrathiafulvalene-oligothiophene compounds has been synthesised, where the tetrathiafulvalene unit is fused at each side to an end-capped oligothiophene chain of varying length (terthiophene, quinquithiophene and septithiophene). Each hybrid structure (1-3) has been studied by cyclic voltammetry and triple EPR-UV-Vis-NIR spectroelectrochemistry in the case of the quinquithiophene compound (2). Comparison is made with the corresponding half-units, which lack the fulvalene core and contain just one oligothiophene chain. The highest hole mobility of quinquithiophene-TTF 2 was obtained from field effect transistors (8.61 × 10-3 cm 2 V-1 s-1); its surface morphology was characterised by tapping mode atomic force microscopy and a power conversion of 2.5% was achieved from a bulk heterojunction organic solar cell device using PC71BM as the acceptor. This journal is © the Partner Organisations 2014

Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications

We are grateful to the EPSRC for funding through grants C, EP/L012294/1, EP/L017008/1 and EP/L012200/1 and to the European Research Council for funding from Grant 321305. Supporting data are accessible from 10.15129/9b457e8c-12bc-4a3a-9af3-7f53474f4e5c.A series of copolymers containing the benzo[1,2-d:4,5-d′]bis(thiazole) (BBT) unit has been designed and synthesised with bisthienyl-diketopyrrolopyrrole (DPP), dithienopyrrole (DTP), benzothiadiazole (BT), benzodithiophene (BDT) or 4,4′-dialkoxybithiazole (BTz) comonomers. The resulting polymers possess a conjugation pathway that is orthogonal to the more usual substitution pathway through the 2,6-positions of the BBT unit, facilitating intramolecular non-covalent interactions between strategically placed heteroatoms of neighbouring monomer units. Such interactions enable a control over the degree of planarity through altering their number and strength, in turn allowing for tuning of the band gap. The resulting 4,8-BBT materials gave enhanced mobility in p-type organic field-effect transistors of up to 2.16 × 10-2 cm2 V-1 s-1 for pDPP2ThBBT and good solar cell performance of up to 4.45% power conversion efficiency for pBT2ThBBT.Publisher PDFPeer reviewe

An air-stable DPP-thieno-TTF copolymer for single-material solar cell devices and field effect transistors

Following an approach developed in our group to incorporate tetrathiafulvalene (TTF) units into conjugated polymeric systems, we have studied a low band gap polymer incorporating TTF as a donor component. This polymer is based on a fused thieno-TTF unit that enables the direct incorporation of the TTF unit into the polymer, and a second comonomer based on the diketopyrrolopyrrole (DPP) molecule. These units represent a donor–acceptor copolymer system, p(DPP-TTF), showing strong absorption in the UV–visible region of the spectrum. An optimized p(DPP-TTF) polymer organic field effect transistor and a single material organic solar cell device showed excellent performance with a hole mobility of up to 5.3 × 10–2 cm2/(V s) and a power conversion efficiency (PCE) of 0.3%, respectively. Bulk heterojunction organic photovoltaic devices of p(DPP-TTF) blended with phenyl-C71-butyric acid methyl ester (PC71BM) exhibited a PCE of 1.8%