화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Korean Journal of Chemical Engineering, Vol.34, No.5, 1281-1293, May, 2017
DOI10.1007/s11814-017-0064-7  Export Citation
Interfacial phenomena between conjugated organic molecules and noble metals
Ju-Hyung Kim1, 2, †
  • 1Department of Chemical Engineering, Ajou University, Suwon 16499, Korea
  • 2Department of Energy Systems Research, Ajou University, Suwon 16499, Korea
E-mail:
Understanding interfacial interaction between conjugated organic molecules and noble metals is important not only for surface science, but also in relation to organic epitaxy, the architecture of intermolecular networks or nanostructures, and organic electronics. Particularly, properties of interfacial geometric and electronic structures and their related phenomena have attracted much interest for their potential in various electronic and optoelectronic applications, and thus extensive efforts have been devoted to understand and control organic/metal interfaces. We provide an overview of interfacial phenomena between conjugated organic molecules and noble metals via various interactions at the organic/metal interfaces such as surface-molecule and intermolecular interactions, as well as recent progress achieved in this area.
Keywords:Organic Molecules;Organic Thin-films;Noble Metals;Organic/Metal Interfaces;Interfacial Interactions
  1. Heeger AJ, Kivelson S, Schrieffer JR, Su WP, Rev. Mod. Phys., 60, 781 (1988)
  2. Dimitrakopoulos CD, Malenfant PRL, Adv. Mater., 14(2), 99 (2002)
  3. Heath JR, Ratner MA, Phys. Today, 56, 43 (2003)
  4. Forrest SR, Nature, 428, 911 (2004)
  5. Berggren M, Richter-Dahlfors A, Adv. Mater., 19(20), 3201 (2007)
  6. Zhu XY, Surf. Sci. Rep., 56, 1 (2004)
  7. Tang CW, Appl. Phys. Lett., 48, 183 (1986)
  8. Tang CW, VanSlyke SA, Appl. Phys. Lett., 51, 913 (1987)
  9. Braun D, Heeger AJ, Appl. Phys. Lett., 58, 1982 (1991)
  10. Yu G, Gao J, Hummelen JC, Wudl F, Heeger AJ, Science, 270(5243), 1789 (1995)
  11. Nitzan A, Ratner MA, Science, 300, 1384 (2003)
  12. Peumans P, Uchida S, Forrest SR, Nature, 425, 158 (2003)
  13. Peumans P, Yakimov A, Forrest SR, J. Appl. Phys., 93, 3693 (2003)
  14. D'Andrade BW, Forrest SR, Adv. Mater., 16(18), 1585 (2004)
  15. Forrest SR, MRS Bull., 30, 28 (2005)
  16. Hanggi P, Marchesoni F, Rev. Mod. Phys., 81, 387 (2009)
  17. Uoyama H, Goushi K, Shizu K, Nomura H, Adachi C, Nature, 492(7428), 234 (2012)
  18. Beesley DJ, Semple J, Jagadamma LK, Amassian A, McLachlan MA, Anthopoulos TD, Nat. Commun., 5, 3933 (2014)
  19. Forrest SR, Chem. Rev., 97(6), 1793 (1997)
  20. Barth JV, Costantini G, Kern K, Nature, 437, 671 (2005)
  21. Bartels L, Nat. Chem., 2, 87 (2010)
  22. Ishii H, Sugiyama K, Ito E, Seki K, Adv. Mater., 11(8), 605 (1999)
  23. Yamane H, Kanai K, Ouchi Y, Ueno N, Seki K, J. Electron Spectrosc. Relat. Phenom., 174, 28 (2009)
  24. Hammer B, Norskov JK, Nature, 376(6537), 238 (1995)
  25. Tautz F, Prog. Surf. Sci., 82, 479 (2007)
  26. Ramalho JPP, Gomes JRB, Illas F, RSC Adv., 3, 13085 (2013)
  27. Egger DA, Liu ZF, Neaton JB, Kronik L, Nano Lett., 15, 2448 (2015)
  28. Wisendanger R, Scanning probe microscopy and spectroscopy: Methods and applications, Cambridge University Press, New York (1994).
  29. Binnig G, Rohrer H, Gerber C, Weibel E, Appl. Phys. Lett., 40, 178 (1982)
  30. Binnig G, Rohrer H, Gerber C, Weibel E, Phys. Rev. Lett., 50, 120 (1983)
  31. Binnig G, Rohrer H, Rev. Mod. Phys., 59, 615 (1987)
  32. Hamers R, Annu. Rev. Phys. Chem., 40, 531 (1989)
  33. Becker R, Golovchenko JA, Hamann D, Swartzentruber B, Phys. Rev. Lett., 55, 2032 (1985)
  34. Binnig G, Frank K, Fuchs H, Garcia N, Reihl B, Rohrer H, Salvan F, Williams A, Phys. Rev. Lett., 55, 991 (1985)
  35. Binnig G, Garcia N, Rohrer H, Phys. Rev. B, 32, 1336 (1985)
  36. Bruch LW, Surf. Sci., 125, 194 (1983)
  37. Hoffmann R, Rev. Mod. Phys., 60, 601 (1988)
  38. Barlow SM, Raval R, Surf. Sci. Rep., 50, 201 (2003)
  39. Humblot V, Barlow SM, Raval R, Prog. Surf. Sci., 76, 1 (2004)
  40. Lindstrom CD, Zhu XY, Chem. Rev., 106(10), 4281 (2006)
  41. Crispin X, Geskin V, Crispin A, Cornil J, Lazzaroni R, Salaneck WR, Bredas JL, J. Am. Chem. Soc., 124(27), 8131 (2002)
  42. Braun S, Salaneck WR, Fahlman M, Adv. Mater., 21(14-15), 1450 (2009)
  43. Frenken JWM, Stoltze P, Phys. Rev. Lett., 82, 3500 (1999)
  44. Skriver HL, Rosengaard NM, Phys. Rev. B, 45, 9410 (1992)
  45. Skriver HL, Rosengaard NM, Phys. Rev. B, 46, 7157 (1992)
  46. Hooks DE, Fritz T, Ward MD, Adv. Mater., 13(4), 227 (2001)
  47. Chen W, Madhavan V, Jamneala T, Crommie M, Phys. Rev. Lett., 80, 1469 (1998)
  48. Bohringer M, Morgenstern K, Schneider WD, Wuhn M, Woll C, Berndt R, Surf. Sci., 444, 199 (2000)
  49. Clair S, Pons S, Brune H, Kern K, Barth JV, Angew. Chem.-Int. Edit., 44, 7294 (2005)
  50. Silly F, Shaw AQ, Briggs GAD, Castell MR, Appl. Phys. Lett., 92, 023102 (2008)
  51. Maksymovych P, Dougherty DB, Surf. Sci., 602, 2017 (2008)
  52. Han P, Mantooth BA, Sykes ECH, Donhauser ZJ, Weiss PS, J. Am. Chem. Soc., 126(34), 10787 (2004)
  53. Schroeder PG, France CB, Park JB, Parkinson BA, J. Appl. Phys., 91, 3010 (2002)
  54. Song YJ, Lee K, Kim SH, Choi BY, Yu J, Kuk Y, Nano Lett., 10, 996 (2010)
  55. Komeda T, Isshiki H, Liu J, Sci. Technol. Adv. Mater., 11, 054602 (2010)
  56. Mantooth BA, Sykes ECH, Han P, Moore AM, Donhauser ZJ, Crespi VH, Weiss PS, J. Phys. Chem. C, 111, 6167 (2007)
  57. Kang J, Zhu XY, Chem. Mater., 18, 1318 (2006)
  58. Seidel C, Ellerbrake R, Gross L, Fuchs H, Phys. Rev. B, 64, 195418 (2001)
  59. Manandhar K, Sambur JB, Parkinson BA, J. Appl. Phys., 107, 063716 (2010)
  60. Kim JH, Jung J, Tahara K, Tobe Y, Kim Y, Kawai M, J. Chem. Phys., 140, 074709 (2014)
  61. Kahn A, Koch N, Gao WY, J. Polym. Sci. B: Polym. Phys., 41(21), 2529 (2003)
  62. Witte G, Lukas S, Bagus PS, Woll C, Appl. Phys. Lett., 87, 263502 (2005)
  63. Glockler K, Seidel C, Soukopp A, Sokolowski M, Umbach E, Bohringer M, Berndt R, Schneider WD, Surf. Sci., 405, 1 (1998)
  64. Eremtchenko M, Schaefer J, Tautz F, Nature, 425, 602 (2003)
  65. Hauschild A, Karki K, Cowie BCC, Rohlfing M, Tautz FS, Sokolowski M, Phys. Rev. Lett., 94, 036106 (2005)
  66. Zou Y, Kilian L, Scholl A, Schmidt T, Fink R, Umbach E, Surf. Sci., 600, 1240 (2006)
  67. Lorente N, Hedouin MFG, Palmer RE, Persson M, Phys. Rev. B, 68, 155401 (2003)
  68. Ferretti A, Baldacchini C, Calzolari A, Di Felice R, Ruini A, Molinari E, Betti MG, Phys. Rev. Lett., 99, 046802 (2007)
  69. Gottschalck J, Hammer B, J. Chem. Phys., 116(2), 784 (2002)
  70. Maksymovych P, Sorescu DC, Yates JT, Phys. Rev. Lett., 97, 146103 (2006)
  71. Toyoda K, Nakano Y, Hamada I, Lee K, Yanagisawa S, Morikawa Y, Surf. Sci., 603, 2912 (2009)
  72. Toyoda K, Hamada I, Lee K, Yanagisawa S, Morikawa Y, J. Chem. Phys., 132, 134703 (2010)
  73. Kind M, Woll C, Prog. Surf. Sci., 84, 230 (2009)
  74. Doering M, Buisset J, Rust HP, Briner BG, Bradshaw AM, Faraday Discuss., 105, 163 (1996)
  75. Kim JT, Kawai T, Yoshinobu J, Kawai M, Surf. Sci., 360, 50 (1996)
  76. Yoshinobu J, Tanaka H, Kawai T, Kawai M, Phys. Rev. B, 53, 7492 (1996)
  77. Lang ND, Phys. Rev. Lett., 46, 842 (1981)
  78. Bagus PS, Staemmler V, Woll C, Phys. Rev. Lett., 89, 096104 (2002)
  79. Norskov JK, Rep. Prog. Phys., 53, 1253 (1990)
  80. Brivio GP, Trioni MI, Rev. Mod. Phys., 71, 231 (1999)
  81. Newns DM, Phys. Rev., 178, 1123 (1969)
  82. Koyama K, Yamaguchi N, Miyasaka T, Science, 265(5173), 762 (1994)
  83. Donhauser ZJ, Mantooth BA, Kelly KF, Bumm LA, Monnell JD, Stapleton JJ, Price DW, Rawlett AM, Allara DL, Tour JM, Weiss PS, Science, 292, 2303 (2001)
  84. Taylor J, Brandbyge M, Stokbro K, Phys. Rev. B, 68, 121101 (2003)
  85. Lewis PA, Inman CE, Maya F, Tour JM, Hutchison JE, Weiss PS, J. Am. Chem. Soc., 127(49), 17421 (2005)
  86. Moore AM, Dameron AA, Mantooth BA, Smith RK, Fuchs DJ, Ciszek JW, Maya F, Yao YX, Tour JM, Weiss PS, J. Am. Chem. Soc., 128(6), 1959 (2006)
  87. Lindsay SM, Ratner MA, Adv. Mater., 19(1), 23 (2007)
  88. Mativetsky JM, Pace G, Elbing M, Rampi MA, Mayor M, Samori P, J. Am. Chem. Soc., 130(29), 9192 (2008)
  89. Wang YF, Ge X, Schull G, Berndt R, Tang H, Bornholdt C, Koehler F, Herges R, J. Am. Chem. Soc., 132(4), 1196 (2010)
  90. Lukas S, Witte G, Woll C, Phys. Rev. Lett., 88, 028301 (2002)
  91. Gavioli L, Fanetti M, Sancrotti M, Betti MG, Phys. Rev. B, 72, 035458 (2005)
  92. Baldacchini C, Mariani C, Betti MG, J. Chem. Phys., 124, 154702 (2006)
  93. Pawin G, Wong KL, Kwon KY, Bartels L, Science, 313, 961 (2006)
  94. Vonau F, Aubel D, Bouteiller L, Reiter G, Simon L, Phys. Rev. Lett., 99, 086103 (2007)
  95. Konishi Y, Sainoo Y, Kanazawa K, Yoshida S, Taninaka A, Takeuchi O, Shigekawa H, Phys. Rev. B, 71, 193410 (2005)
  96. Zoppi L, Garcia A, Baldridge KK, J. Phys. Chem. A, 114, 8864 (2010)
  97. Wegner D, Yamachika R, Wang Y, Brar VW, Bartlett BM, Long JR, Crommie MF, Nano Lett., 8, 131 (2008)
  98. Fernandez-Torrente I, Monturet S, Franke KJ, Fraxedas J, Lorente N, Pascual JI, Phys. Rev. Lett., 99, 176103 (2007)
  99. Bauert T, Merz L, Bandera D, Parschau M, Siegel JS, Ernst KH, J. Am. Chem. Soc., 131(10), 3460 (2009)
  100. Merz L, Parschau M, Zoppi L, Baldridge KK, Siegel JS, Ernst KH, Angew. Chem.-Int. Edit., 48, 1966 (2009)
  101. Guillermet O, Niemi E, Nagarajan S, Bouju X, Martrou D, Gourdon A, Gauthier S, Angew. Chem.-Int. Edit., 48, 1970 (2009)
  102. Tseng TC, Urban C, Wang Y, Otero R, Tait SL, Alcami M, Ecija D, Trelka M, Gallego JM, Lin N, Nat. Chem., 2, 374 (2010)
  103. Barth JV, Weckesser J, Cai CZ, Gunter P, Burgi L, Jeandupeux O, Kern K, Angew. Chem.-Int. Edit., 39, 1230 (2000)
  104. MacLeod JM, Ivasenko O, Fu CY, Taerum T, Rosei F, Perepichka DF, J. Am. Chem. Soc., 131(46), 16844 (2009)
  105. Kim HW, Jung J, Han MN, Lim S, Tamada K, Hara M, Kawa M, Kim Y, Kuk Y, J. Am. Chem. Soc., 133(24), 9236 (2011)
  106. Theobald JA, Oxtoby NS, Phillips MA, Champness NR, Beton PH, Nature, 424, 1029 (2003)
  107. Kwon KY, Pawin G, Wong KL, Peters E, Kim D, Hong S, Rahman TS, Marsella M, Bartels L, J. Am. Chem. Soc., 131(15), 5540 (2009)
  108. Li Q, Han CB, Horton SR, Fuentes-Cabrera M, Sumpter BG, Lu WC, Bernholc J, Maksymovych P, Pan MH, ACS Nano, 6, 566 (2012)
  109. Dmitriev A, Spillmann H, Lin N, Barth JV, Kern K, Angew. Chem.-Int. Edit., 42, 2670 (2003)
  110. Schlickum U, Decker R, Klappenberger F, Zoppellaro G, Klyatskaya S, Ruben M, Silanes I, Arnau A, Kern K, Brune H, Barth JV, Nano Lett., 7, 3813 (2007)
  111. Kuhne D, Klappenberger F, Decker R, Schlickum U, Brune H, Klyatskaya S, Ruben M, Barth JV, J. Am. Chem. Soc., 131(11), 3881 (2009)
  112. Kley CS, Cechal J, Kumagai T, Schramm F, Ruben M, Stepanow S, Kern K, J. Am. Chem. Soc., 134(14), 6072 (2012)
  113. Li Y, Xiao J, Shubina TE, Chen M, Shi ZL, Schmid M, Steinruck HP, Gottfried JM, Lin N, J. Am. Chem. Soc., 134(14), 6401 (2012)
  114. Abdurakhmanova N, Floris A, Tseng TC, Comisso A, Stepanow S, De Vita A, Kern K, Nat. Commun., 3, 940 (2012)
  115. Floris A, Comisso A, De Vita A, ACS Nano, 7, 8059 (2013)
  116. Qiu XH, Wang C, Zeng QD, Xu B, Yin SX, Wang HN, Xu SD, Bai CL, J. Am. Chem. Soc., 122(23), 5550 (2000)
  117. Xu S, Zeng Q, Lu J, Wang C, Wan L, Bai CL, Surf. Sci., 538, L451 (2003)
  118. Merz L, Guntherodt HJ, Scherer LJ, Constable EC, Housecroft CE, Neuburger M, Hermann BA, Chem.-Eur. J., 11, 2307 (2005)
  119. Ahn S, Morrison CN, Matzger AJ, J. Am. Chem. Soc., 131(23), 7946 (2009)
  120. Kim JH, Tahara K, Jung J, De Feyter S, Tobe Y, Kim Y, Kawai M, J. Phys. Chem. C, 116, 17082 (2012)
  121. Xi M, Bent BE, J. Am. Chem. Soc., 115, 7426 (1993)
  122. Grill L, Dyer M, Lafferentz L, Persson M, Peters MV, Hecht S, Nat. Nanotechnol., 2(11), 687 (2007)
  123. Zwaneveld NAA, Pawlak R, Abel M, Catalin D, Gigmes D, Bertin D, Porte L, J. Am. Chem. Soc., 130(21), 6678 (2008)
  124. Gourdon A, Angew. Chem.-Int. Edit., 47, 6950 (2008)
  125. Lingle RL, Padowitz DF, Jordan RE, Mcneill JD, Harris CB, Phys. Rev. Lett., 72, 2243 (1994)
  126. Harris CB, Ge NH, Lingle RL, McNeill JD, Wong CM, Annu. Rev. Phys. Chem., 48, 711 (1997)
  127. Dutton G, Zhu XY, J. Phys. Chem. B, 105(44), 10912 (2001)
  128. Muntwiler M, Lindstrom CD, Zhu XY, J. Chem. Phys., 124, 081104 (2006)
  129. Schouteden K, Lievens P, Van Haesendonck C, Phys. Rev. B, 79, 195409 (2009)
  130. Andrews KM, Pearl TP, J. Chem. Phys., 132, 214701 (2010)
  131. Ternes M, Pivetta M, Patthey F, Schneider WD, Prog. Surf. Sci., 85, 1 (2010)
  132. Shockley W, Phys. Rev., 56, 317 (1939)
  133. Davis L, Everson M, Jaklevic R, Shen W, Phys. Rev. B, 43, 3821 (1991)
  134. Avouris P, Lyo IW, Molinas-Mata P, Chem. Phys. Lett., 240, 423 (1995)
  135. Durr AC, Koch N, Kelsch M, Ruhm A, Ghijsen J, Johnson RL, Pireaux JJ, Schwartz J, Schreiber F, Dosch H, Kahn A, Phys. Rev. B, 68, 115428 (2003)
  136. Nicoara N, Roman E, Gomez-Rodriguez JM, Martin-Gago JA, Mendez J, Org. Electron., 7, 287 (2006)
  137. Kawabe E, Yamane H, Sumii R, Koizumi K, Ouchi Y, Seki K, Kanai K, Org. Electron., 9, 783 (2008)
  138. Torrente IF, Franke KJ, Pascual JI, Int. J. Mass Spectrom., 277, 269 (2008)
  139. Ziroff J, Gold P, Bendounan A, Forster F, Reinert F, Surf. Sci., 603, 354 (2009)
  140. Soe WH, Manzano C, De Sarkar A, Chandrasekhar N, Joachim C, Phys. Rev. Lett., 102, 176102 (2009)
  141. Repp J, Meyer G, Rieder KH, Phys. Rev. Lett., 92, 036803 (2004)
  142. Kim JH, Ribierre JC, Yang YS, Adachi C, Kawai M, Jung J, Fukushima T, Kim Y, Nat. Commun., 7, 10653 (2016)
  143. Gross L, Moresco F, Savio L, Gourdon A, Joachim C, Rieder KH, Phys. Rev. Lett., 93 (2004)
  144. Temirov R, Soubatch S, Luican A, Tautz F, Nature, 444, 350 (2006)
  145. Kanazawa K, Sainoo Y, Konishi Y, Yoshida S, Taninaka A, Okada A, Berthe M, Kobayashi N, Takeuchi O, Shigekawa H, J. Am. Chem. Soc., 129(4), 740 (2007)
  146. Schwalb CH, Sachs S, Marks M, Scholl A, Reinert F, Umbach E, Hofer U, Phys. Rev. Lett., 101, 146801 (2008)
  147. Dyer MS, Persson M, J. Phys. Condens. Matter, 20, 312002 (2008)
  148. Gonzalez-Lakunza N, Fernandez-Torrente I, Franke K, Lorente N, Arnau A, Pascual J, Phys. Rev. Lett., 100, 156805 (2008)
  149. Dyer MS, Persson M, New J. Phys., 12, 063014 (2010)
  150. Hamalainen SK, Sun ZX, Boneschanscher MP, Uppstu A, Ijas M, Harju A, Vanmaekelbergh D, Liljeroth P, Phys. Rev. Lett., 107, 236803 (2011)
  151. Phark SH, Borme J, Vanegas AL, Corbetta M, Sander D, Kirschner J, ACS Nano, 5, 8162 (2011)
  152. Subramaniam D, Libisch F, Li Y, Pauly C, Geringer V, Reiter R, Mashoff T, Liebmann M, Burgdorfer J, Busse C, Michely T, Mazzarello R, Pratzer M, Morgenstern M, Phys. Rev. Lett., 108, 046801 (2012)
  153. Kim HW, Takemoto S, Minamitani E, Okada T, Takami T, Motobayashi K, Trenary M, Kawai M, Kobayashi N, Kim Y, J. Phys. Chem. C, 120, 345 (2015)
  154. Wandelt K, Surf. Sci., 251, 387 (1991)
  155. Kamna M, Stranick S, Weiss P, Isr. J. Chem., 36, 59 (1996)
  156. Yokoyama D, J. Mater. Chem., 21, 19187 (2011)