This journal is a The Royal Society of Water soluble pentacene† Chandrani Pramanik, Yushu Li, Anup Singh, Weimin Lin, Jennifer L. Hodgson, Jonathan B. Briggs, Simka Ellis, Peter Müller, Nicol E. McGruer and Glen P. Miller* Awater soluble pentacene, potassium 3,30-(pentacene-6,13-diylbis(sulfanediyl))dipropanoate (4), has been synthesized and characterized. The synthesis of 4 is straightforward ...

The supramolecular pinwheel cluster is a unique chiral structure with evident handedness. Previous studies reveal that the chiral pinwheels are composed of chiral or achiral molecules with polar groups, which result in strong intermolecular interactions such as hydrogen-bonding or dipole interactions. Herein, it is shown that the simple linear aromatic molecule, pentacene, can be self-assembled...

Near edge x-ray absorption fine structure (NEXAFS) spectroscopy is used to study the orientation of pentacene molecules within thin films on SiO2 for thicknesses ranging from monolayers to the bulk (150 nm). The spectra exhibit a strong polarization dependence of the pi* orbitals for all films, which indicates that the pentacene molecules are highly oriented. At all film thicknesses the orienta...

In this study, we employ a nucleation additive 4-octylbenzoic acid (OBA) with an optimized solvent evaporation method to regulate crystal orientation and grain width of small-molecule organic semiconductors. When 6,13-bis(triisopropylsilylethynyl) pentacene (TIPS pentacene) was utilized as benchmark material mix the additive, self-assembled OBA interfacial layer formed promoted uniform depositi...

Studying highly energetic pentacene impinging on a surface, we demonstrated that the perpendicular component of the momentum drives the dynamics of molecule-molecule interactions and hence the island nucleation process, while the parallel component governs the dynamics of the interactions between the surface and the molecule and therefore determines the sticking coefficient and the island fract...

The small-molecule organic semiconductor tetraceno[2,3-b]thiophene has been synthesized through an environmentally friendly synthetic route, utilizing NaBH4, rather than Al/HgCl2, for the reduction of the quinone. Lowvoltage organic thin-film transistors (TFTs) have been fabricated using tetraceno[2,3-b]thiophene and, for comparison, pentacene and anthradithiophene as the semiconductor. The tet...

We report the epitaxial growth of thin films of a small organic molecule (pentacene) on polymer substrates with controllable photoalignment over a wide range. The pentacene molecular plane exhibited a distinct orientational change from parallel to perpendicular relative to the polymer chain with increasing substrate polymer alignment. Each orientation consists of twinlike domains. Such characte...

Singlet fission (SF) has the potential to supersede the traditional solar energy conversion scheme by means of boosting the photon-to-current conversion efficiencies beyond the 30% Shockley-Queisser limit. Here, we show unambiguous and compelling evidence for unprecedented intramolecular SF within regioisomeric pentacene dimers in room-temperature solutions, with observed triplet quantum yields...

A high-performance orthogonal time-of flight (TOF) mass spectrometer, in combination with the matrix assisted laser desorption/ionization (MALDI) source operating at elevated pressure ( approximately 1 torr in N(2)), was used to perform MALDI-TOF analyses of pentacene and some of its derivatives with and without an added matrix. These molecules are among the most interesting semiconductor mater...