A New Photo-Control Method for Organic–Inorganic Interface Dipoles and Its Application to Photo-Controllable Molecular Devices

The ability to manipulate the behavior of electrons at organic–inorganic interfaces is of crucial importance in the development of future molecular devices. It has been shown that interface dipoles, created by the chemisorption of a self-assembled organic monolayer (SAM) on a solid surface, induce carrier injection effects. This means that the interface electronic properties can be manipulated by designing the molecular dipoles and arrangements in the SAMs. In this study, a novel strategy to photo-control molecular dipoles through the use of photochromic SAMs is proposed, and a number of photo-controllable molecular devices have been developed based on this strategy. This account provides a review of the basic concept of the photo-control of interface dipoles and the recent advances in the development of photo-controllable molecular devices.

[1]  K. Tsukagoshi,et al.  Strain‐Tunable Superconducting Field‐Effect Transistor with an Organic Strongly‐Correlated Electron System , 2014, Advanced materials.

[2]  Maria D. Marquez,et al.  Inverted Surface Dipoles in Fluorinated Self-Assembled Monolayers , 2015 .

[3]  R. Naaman,et al.  Cooperative effect in electron transfer between metal substrate and organized organic layers , 2003 .

[4]  David Cahen,et al.  The Cooperative Molecular Field Effect , 2005 .

[5]  A. Tsukazaki,et al.  Electric-field-induced superconductivity in electrochemically etched ultrathin FeSe films on SrTiO3 and MgO , 2015, Nature Physics.

[6]  R. Naaman,et al.  Increased superconducting transition temperature of a niobium thin film proximity coupled to gold nanoparticles using linking organic molecules. , 2011, Physical review letters.

[7]  Vladimir I Minkin,et al.  Photo-, thermo-, solvato-, and electrochromic spiroheterocyclic compounds. , 2004, Chemical reviews.

[8]  Y. Einaga,et al.  Reversible photoswitching of ferromagnetic FePt nanoparticles at room temperature. , 2007, Journal of the American Chemical Society.

[9]  Y. Einaga,et al.  Room Temperature Ferromagnetism at the Interface between Nonmagnetic Semiconductors , 2010 .

[10]  Qiang Zhang,et al.  Tuning the critical temperature of cuprate superconductor films with self-assembled organic layers. , 2012, Angewandte Chemie.

[11]  Y. Einaga Photo-Control of Magnetization by Photochromic Compounds , 2006 .

[12]  B. Donnio,et al.  Magnetism in gold nanoparticles. , 2012, Nanoscale.

[13]  Z. Vager,et al.  Magnetism induced by the organization of self-assembled monolayers , 2003 .

[14]  S. Parkin,et al.  Magnetization switching in ferromagnets by adsorbed chiral molecules without current or external magnetic field , 2017, Nature Communications.

[15]  L. Kronik,et al.  Cold denaturation induces inversion of dipole and spin transfer in chiral peptide monolayers , 2016, Nature Communications.

[16]  Christophe Serbutoviez,et al.  Influence of substrate surface chemistry on the performance of top-gate organic thin-film transistors. , 2011, Journal of the American Chemical Society.

[17]  R. Naaman,et al.  Surprising electronic–magnetic properties of closed packed organized organic layers , 2004 .

[18]  Y. Einaga,et al.  Size-reduction induced ferromagnetism and photo-magnetic effects in azobenzene-thiol-passivated gold nanoparticles , 2009 .

[19]  Gonen Ashkenasy,et al.  Molecular engineering of semiconductor surfaces and devices. , 2002, Accounts of chemical research.

[20]  R. Naaman,et al.  New electronic and magnetic properties emerging from adsorption of organized organic layers. , 2006, Physical chemistry chemical physics : PCCP.

[21]  Y. Iwasa,et al.  Metallic ground state in an ion-gated two-dimensional superconductor , 2015, Science.

[22]  S. Burdette,et al.  Photoisomerization in different classes of azobenzene. , 2012, Chemical Society reviews.

[23]  P. Ruden,et al.  Large Magnetoresistance at Room Temperature in Organic Molecular Tunnel Junctions with Nonmagnetic Electrodes. , 2016, ACS nano.

[24]  Y. Einaga,et al.  Gigantic Photomagnetic Effect at Room Temperature in Spiropyran‐Protected FePt Nanoparticles , 2017 .

[25]  Y. Einaga,et al.  Photochromism-induced amplification of critical current density in superconducting boron-doped diamond with an azobenzene molecular layer. , 2015, ACS applied materials & interfaces.

[26]  L. Zhen,et al.  Carrier control of MoS2 nanoflakes by functional self-assembled monolayers. , 2013, ACS nano.

[27]  Xingzhong Zhao,et al.  Interface engineering in planar perovskite solar cells: energy level alignment, perovskite morphology control and high performance achievement , 2017 .

[28]  K. Tsukagoshi,et al.  Field-induced carrier delocalization in the strain-induced mott insulating state of an organic superconductor. , 2009, Physical review letters.

[29]  A. Gossard,et al.  Molecular enhancement of ferromagnetism in GaAs∕GaMnAs heterostructures , 2006 .

[30]  Naoto Tamai,et al.  Ultrafast Dynamics of Photochromic Systems. , 2000, Chemical reviews.

[31]  A strained organic field-effect transistor with a gate-tunable superconducting channel. , 2013, Nature communications.

[32]  Oleksandr Voznyy,et al.  High-Efficiency Colloidal Quantum Dot Photovoltaics via Robust Self-Assembled Monolayers. , 2015, Nano letters.

[33]  J. Misewich,et al.  Superconductor–insulator transition in La2 − xSrxCuO4 at the pair quantum resistance , 2011, Nature.

[34]  Y. Einaga,et al.  Reversible optical manipulation of superconductivity. , 2010, Angewandte Chemie.

[35]  H. Osada,et al.  Difference in gating and doping effects on the band gap in bilayer graphene , 2017, Scientific Reports.

[36]  A. Hernando,et al.  Magnetism in nanoparticles: tuning properties with coatings , 2013, Journal of physics. Condensed matter : an Institute of Physics journal.

[37]  M. Kawasaki,et al.  Collective bulk carrier delocalization driven by electrostatic surface charge accumulation , 2012, Nature.

[38]  K. Seki,et al.  ENERGY LEVEL ALIGNMENT AND INTERFACIAL ELECTRONIC STRUCTURES AT ORGANIC/METAL AND ORGANIC/ORGANIC INTERFACES , 1999 .

[39]  T. Sham,et al.  X-ray studies of the structure and electronic behavior of alkanethiolate-capped gold nanoparticles: the interplay of size and surface effects. , 2003, Physical review letters.

[40]  Xuying Liu,et al.  Homogeneous Dewetting on Large-Scale Microdroplet Arrays for Solution-Processing Electronics , 2017, 2019 International Conference on Electronics Packaging (ICEP).

[41]  Y. J. Zhang,et al.  Superconducting Dome in a Gate-Tuned Band Insulator , 2012, Science.

[42]  W. E. Ford,et al.  Organic dipole layers for ultralow work function electrodes. , 2014, ACS nano.

[43]  A. Hernando,et al.  Permanent magnetism, magnetic anisotropy, and hysteresis of thiol-capped gold nanoparticles. , 2004, Physical review letters.

[44]  Hiroshi M. Yamamoto,et al.  Critical Behavior in Doping-Driven Metal-Insulator Transition on Single-Crystalline Organic Mott-FET. , 2017, Nano letters.

[45]  R. Kato,et al.  Quantum Hall effect in multilayered massless Dirac fermion systems with tilted cones , 2012, 1211.3185.

[46]  Shimpei Ono,et al.  A comparative study of organic single-crystal transistors gated with various ionic-liquid electrolytes , 2009 .

[47]  Motohiro Suzuki,et al.  Reversible phototuning of ferromagnetism at Au-S interfaces at room temperature. , 2008, Angewandte Chemie.

[48]  Michinori Karikomi,et al.  Structural and Photoelectrical Characterization of Thin Films of a Novel Amphiphilic Oxa[9]helicene Derivative , 2016 .

[49]  K. Kanoda Metal–Insulator Transition in κ-(ET)2X and (DCNQI)2M: Two Contrasting Manifestation of Electron Correlation , 2006 .

[50]  C. Sanchez,et al.  Magnetic Gold Confined in Ordered Mesoporous Titania Thin Films: A Noble Approach for Magnetic Devices. , 2017, ACS Applied Materials and Interfaces.

[51]  Y. Einaga,et al.  Photoswitchable magnetic layer-by-layer films consisting of azobenzene derivatives and iron oxide nanoparticles , 2005 .

[52]  Katsuhiko Ariga,et al.  Two-Dimensional (2D) Nanomaterials towards Electrochemical Nanoarchitectonics in Energy-Related Applications , 2017 .

[53]  T. Shimoda,et al.  Control of carrier density by self-assembled monolayers in organic field-effect transistors , 2004, Nature materials.

[54]  K. Tsukagoshi,et al.  Strain-induced superconductor/insulator transition and field effect in a thin single crystal of molecular conductor , 2008 .

[55]  Hiroshi M. Yamamoto,et al.  Light-induced superconductivity using a photoactive electric double layer , 2015, Science.

[56]  S. Namuangruk,et al.  N‐Type Superconductivity in an Organic Mott Insulator Induced by Light‐Driven Electron‐Doping , 2017, Advanced materials.

[57]  Katsuhiko Ariga,et al.  Electrochemical nanoarchitectonics and layer-by-layer assembly: From basics to future , 2015 .

[58]  Kei Saito,et al.  Ferromagnetism of polythiophene-capped Au nanoparticles , 2011 .

[59]  T. Fukushima,et al.  Raising the metal–insulator transition temperature of VO2 thin films by surface adsorption of organic polar molecules , 2015 .

[60]  Yasuaki Einaga,et al.  Reversible phototuning of the large anisotropic magnetization at the interface between a self-assembled photochromic monolayer and gold. , 2009, Journal of the American Chemical Society.

[61]  Y. Einaga,et al.  Sequential assembly of phototunable ferromagnetic ultrathin films with perpendicular magnetic anisotropy. , 2009, Angewandte Chemie.

[62]  Mathias Brust,et al.  Synthesis of thiol-derivatised gold nanoparticles in a two-phase liquid-liquid system , 1994 .

[63]  Masashi Kawasaki,et al.  Electric-field-induced superconductivity in an insulator. , 2008, Nature materials.

[64]  Surprising electronic–magnetic properties of close-packed organized organic layers , 2002 .

[65]  H. Wolf,et al.  Photoswitching of Azobenzene Derivatives Formed on Planar and Colloidal Gold Surfaces , 1998 .

[66]  Y. Einaga,et al.  Modulation of critical current density in polycrystalline boron‐doped diamond by surface modification , 2013 .

[67]  Kunio Awaga,et al.  Electric-double-layer field-effect transistors with ionic liquids. , 2013, Physical chemistry chemical physics : PCCP.