Skip to main content

Self-Assembled Monolayers of Chromophores on Gold Surfaces

  • Chapter
  • First Online:
Supermolecular Dye Chemistry

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 258))

Abstract

In the last two decades the field of self-assembled monolayers (SAMs) has received much attention both in research and for applications because of the stability and the simple handling of SAMs. In this account we present a short overview about the morphology and preparation of the different gold surfaces used for SAMs and about self-assembled alkanethiol monolayers on Au(111). The synthetic strategies and the aggregation of self-assembled chromophores on gold is described in more detail. The most important chromophores are introduced along with their spectroscopic UV/vis, fluorescence, electron and energy transfer characteristics. Applications of self-assembled dyes on gold as sensors, photoswitchable materials, catalysts and for photocurrent generation are outlined.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Abbreviations

AFM:

Atomic force microscopy

ARXPS:

Angle resolved X-ray photoelectron spectroscopy

COx:

Cytochrome oxidase

EN:

Energy transfer

ET:

Electron transfer

FET:

Field-effect transistors

FT-IRRAS:

Fourier transform infrared reflection absorption spectroscopy

GOD:

Glucose oxidase

IRRAS:

Infrared reflection absorption spectroscopy

ITO:

Indium tin oxide

LB:

Langmuir--Blodgett

MRH+-GOD:

Protonated merocyanine-glucose oxidase

NEXAFS:

Near-edge X-ray absorption fine structure spectroscopy

NLO:

Non-linear optical

OLED:

Organic light-emitting diode

OPV:

Oligophenylenevinylene

RAIR:

Reflection absorption infrared spectroscopy

SAM:

Self-assembled monolayer

SP-GOD:

Nitrospiropyran-glucose oxidase

STM:

Scanning tunnelling microscopy

TPP:

Tetraphenylporphyrin

XPS:

X-ray photoelectron spectroscopy

References

  1. Ulman A (1991) An introduction to ultrathin organic films: from Langmuir–Blodgett to self-assembly. Academic, Boston

    Google Scholar 

  2. Finklea HO (1996) In: Bard AJ, Rubinstein I (eds) J Electroanal Chem 19. Dekker, New York

    Google Scholar 

  3. Ulman A (1996) Chem Rev 96:1533

    Google Scholar 

  4. Crooks RM, Ricco AJ (1998) Acc Chem Res 31:219

    Google Scholar 

  5. Mallouk TE, Harrison JD (1994) Interfacial design and chemical sensing. American Chemical Society, Washington, DC

    Google Scholar 

  6. Flink S, van Weggel CJM, Reinhoudt DN (2000) Adv Mater 12:1315

    Google Scholar 

  7. Haussling L, Knoll W, Ringsdorf H, Schmitt FJ, Yang J (1991) Macromol Chem Macromol Symp 46:145

    Google Scholar 

  8. Willner I, Rubin S (1996) Angew Chem, Int Ed 35:367

    Google Scholar 

  9. Dhirani A, Lin P-H, Guyot-Sionnest P, Zehner RW, Sita LR (1997) J Chem Phys 106:5249

    Google Scholar 

  10. Kondo T, Horiuchi S, Yagi I, Yw S, Uosaki K (1999) J Am Chem Soc 121:391

    Google Scholar 

  11. Naraoka R, Kaise G, Kajikawa K, Okawa H, Ikezawa H, Hashimoto K (2002) Chem Phys Lett 362:26

    Google Scholar 

  12. Mishina E, Miyakita Y, Yu Q-K, Nakabayashi S, Sakaguchi H (2002) J Chem Phys 117:4016

    Google Scholar 

  13. Tsuboi K, Seki K, Ouchi Y, Fujita K, Kajikawa K (2003) Jpn J Appl Phys 42:607

    Google Scholar 

  14. Willner I, Lion-Dagan M, Marx-Tibbon S, Katz E (1995) J Am Chem Soc 117:6581

    Google Scholar 

  15. Willner I, Lion-Dagan M, Katz E (1996) J Chem Soc Chem Commun 623

    Google Scholar 

  16. Willner I (1997) Acc Chem Res 30:347

    Google Scholar 

  17. Willner I, Willner B (2003) Coord Chem Rev 245:139

    Google Scholar 

  18. Kondo T, Kanai T, Uosaki K (2001) Langmuir 17:6317

    Google Scholar 

  19. Wang Z, Cook MJ, Nygard A-M, A RD (2003) Langmuir 19:3779

    Google Scholar 

  20. Haussling L, Ringsdorf H, Schmitt FJ, Knoll W (1991) Langmuir 7:1837

    Google Scholar 

  21. Zamborini FP, Crook RM (1998) Langmuir 14:3279

    Google Scholar 

  22. Donhauser ZJ, Mantooth BA, Kelly KF, Bumm LA, Monnell JD, Stapleton JJ, Price Jr DW, Rawlett AM, Allara DL, Tour JM, Weiss PS (2001) Science 292:2303

    Google Scholar 

  23. Feldheim DL, Keating CD (1998) Chem Soc Rev 27:1

    Google Scholar 

  24. Fendler JH (2001) Chem Mater 13:3196

    Google Scholar 

  25. Reed MA, Chen J, Rawlett AM, Price Jr DW, Tour JM (2001) Appl Phys Lett 78:3735

    Google Scholar 

  26. Imahori H, Sakata Y (1999) Eur J Org Chem:2445

    Google Scholar 

  27. Imahori H, Mori Y, Matano Y (2003) J Photochem Photobiol C 4:51

    Google Scholar 

  28. Otsubo T, Aso Y, Takimiya K (2002) J Mater Chem 12:2565

    Google Scholar 

  29. Abbott NL, Folkers JP, Whitesides GM (1992) Science 257:1380

    Google Scholar 

  30. Lopez GP, Biebuyck HA, Frisbie CD, Whitesides GM (1993) Science 260:647

    Google Scholar 

  31. Gorman CB, Biebuyck HA, Whitesides GM (1995) Chem Mater 7:252

    Google Scholar 

  32. Rozsnyai LF, Wrighton MS (1995) Langmuir 11:3913

    Google Scholar 

  33. Chan KC, Kim T, Schoer JK, Crooks RM (1995) J Am Chem Soc 117:5875

    Google Scholar 

  34. Bell CM, Yang HC, Mallouk TE (1995) In: Interrante LV, Caspar LA, Ellis AB (eds) Materials chemistry. American Chemical Society, Washington, DC p 211

    Google Scholar 

  35. Fuhrhop J-H, Köning J (1995) In: Stoddart JF (ed) Membranes and molecular assemblies: the synkinetic approach, monographs in supramolecular chemistry. Freie Univerisität, Berlin, p 149

    Google Scholar 

  36. Roy D, Fendler J (2004) Adv Mater 16:479

    Google Scholar 

  37. Daniel M-C, Astruc D (2004) Chem Rev 104:293

    Google Scholar 

  38. Kamat PV (2002) J Phys Chem B 106:7729

    Google Scholar 

  39. Dulkeith E, Morteani AC, Niedereichholz T, Klar TA, Feldmann J, Levi SA, van Veggel FCJM, Reinhoudt DN, Möller M, Gittins DI (2002) Phys Rev Lett 89:203002

    Google Scholar 

  40. Li X-M, Paraschiv V, Huskens J, Reinhoudt DN (2003) J Am Chem Soc 125:4279

    Google Scholar 

  41. Gopidas KR, Whitesell JK, Fox MA (2003) J Am Chem Soc 125:14168

    Google Scholar 

  42. Gopidas KR, Whitesell JK, Fox MA (2003) J Am Chem Soc 125:6491

    Google Scholar 

  43. Subramanian V, Wolf EE, Kamat PV (2004) J Am Chem Soc 126:4943

    Google Scholar 

  44. Ipe BI, George Thomas K, Barazzouk S, Hotchandani S, Kamat PV (2002) J Phys Chem B 106:18

    Google Scholar 

  45. Sudeep PK, Ipe BI, George Thomas K, Geroge MV, Barazzouk S, Hotchandani S, Kamat PV (2002) Nano Lett 2:29

    Google Scholar 

  46. Frankamp BL, Boal AK, Rotello VM (2002) J Am Chem Soc 124:15146

    Google Scholar 

  47. Verma A, Nakade H, Simard JM, Rotello VM (2004) J Am Chem Soc 126:10806

    Google Scholar 

  48. Jeoung E, Rotello VM (2002) J Supramol Chem 2:53

    Google Scholar 

  49. Hong R, Emrick T, Rotello VM (2004) J Am Chem Soc 126:13572

    Google Scholar 

  50. Boal AK, Rotello VM (2000) J Am Chem Soc 122:734

    Google Scholar 

  51. Boal AK, Rotello VM (2000) Langmuir 16:9527

    Google Scholar 

  52. Levi SA, Mourran A, Spatz JP, van Veggel FCJM, Reinhoudt DN, Möller M (2002) Chem Eur J 8:3808

    Google Scholar 

  53. Thomas KG, Ipe BI, Sudeep PK (2002) Pure Appl Chem 74:1731

    Google Scholar 

  54. Thomas KG, Kamat PV (2003) Acc Chem Res 36:888

    Google Scholar 

  55. Hasobe T, Imahori H, Kamat PV, Fukuzumi S (2003) J Am Chem Soc 125:14962

    Google Scholar 

  56. Flink S, van Veggel FCJM, Reinhoudt DN (2001) J Phys Org Chem 14:407

    Google Scholar 

  57. Crego-Calama M, Reinhoudt DN (2001) Adv Mater 13:1171

    Google Scholar 

  58. Flink S, van Veggel FCJM, Reinhoudt DN (1999) Chem Commun 2229

    Google Scholar 

  59. van der Veen NJ, Flink S, Deij MA, Egberink RJM, van Veggel FCJM, Reinhoudt DN (2000) J Am Chem Soc 122:6112

    Google Scholar 

  60. Berlin A, Zotti G (2000) Macromol Rapid Commun 21:301

    Google Scholar 

  61. Imahori H, Fukuzumi S (2004) Adv Funct Mater 14:525

    Google Scholar 

  62. Taniguchi I, Toyoshima K, Yamaguchi H, K Y (1982) J Chem Soc, Chem Commun 1032

    Google Scholar 

  63. Nuzzo RG, Allara DL (1983) J Am Chem Soc 105:4481

    Google Scholar 

  64. Langmuir I (1917) J Am Chem Soc 39:1848

    Google Scholar 

  65. Blodgett KB (1935) J Am Chem Soc 57:1007

    Google Scholar 

  66. Metzger RM (2003) Chem Rev 103:3803

    Google Scholar 

  67. Lahav M, Gabriel T, Shipway AN, Willner I (1999) J Am Chem Soc 121:258

    Google Scholar 

  68. Chrisstoffels LAJ, Adronov A, Frechet JMJ (2000) Angew Chem Int Ed Engl 39:2163

    Google Scholar 

  69. Golan Y, Margulis L, Rubinstein I (1992) Surf Sci 264:312

    Google Scholar 

  70. Widrig CA, Chung C, Porter MD (1991) J Electroanal Chem 310:335

    Google Scholar 

  71. Evans SD, Goppert-Bearducci KE, Uranker E, Gerenser LJ, Ulman A (1991) Langmuir 7:2700

    Google Scholar 

  72. Guo L-H, Facci JS, McLendon G, Mosher R (1994) Langmuir 10:4588

    Google Scholar 

  73. Creager SE, Hockett LA, Rowe GK (1992) Langmuir 8:854

    Google Scholar 

  74. Steinberg S, Tor Y, Sabatani E, Rubinstein I (1991) J Am Chem Soc 113:5176

    Google Scholar 

  75. Steinberg S, Rubinstein I (1992) Langmuir 8:1183

    Google Scholar 

  76. Uosaki K, Shen Y, Kondo T (1995) J Phys Chem 99:14117

    Google Scholar 

  77. DiMilla PA, Folkers JP, Biebuyck HA, Härter R, Lopez GP, Whitesides GM (1994) J Am Chem Soc 116:2225

    Google Scholar 

  78. Kalyuzhny G, Vaskevich A, Ashkenasy G, Shanzer A, Rubinstein I (2000) J Phys Chem B 104:8238

    Google Scholar 

  79. Link S, El-Sayed MA (1999) J Phys Chem B 103:8410

    Google Scholar 

  80. Henglein A, Meisel D (1998) J Phys Chem B 102:8364

    Google Scholar 

  81. Ali AH, Luther RJ, Foss CA, Chapman GB (1997) Nanostruct Mater 9:559

    Google Scholar 

  82. Doremus R (1966) J Appl Phys 37:2775

    Google Scholar 

  83. Allpress JG, Sanders JV (1967) Surf Sci 7:1

    Google Scholar 

  84. Doremus R (1998) Thin Solid Films 326:205

    Google Scholar 

  85. Levlin M, Laakso A, Niemi HE-M, Hautojärvi P (1997) Appl Surf Sci 115:31

    Google Scholar 

  86. Liu ZH, Brown NMD, McKinley A (1997) J Phys:Condens Matter 9:59

    Google Scholar 

  87. Chidsey CED, Loiacono DN, Sleator T, Nakahara S (1988) Surf Sci 200:45

    Google Scholar 

  88. Golan Y, Margulis L, Matlis S, Rubinstein I (1995) J Electrochem Soc 142:1629

    Google Scholar 

  89. Hsu T (1983) Ultramicroscopy 11:167

    Google Scholar 

  90. Trevor DJ, Chidsey CED, Loiacono DN (1989) Phys Rev Lett 62:929

    Google Scholar 

  91. Shipway AN, Katz E, Willner I (2000) Chem Phys Chem 1:18

    Google Scholar 

  92. Elghanian R, Storhoff JJ, Mucic RC, Letsinger RL, Mirkin CA (1997) Science 277:1078

    Google Scholar 

  93. Ribrioux S, Kleymann G, Haase W, Heitmann K, Ostermeier C, Michel H (1996) J Histochem Cytochem 44:207

    Google Scholar 

  94. Rodriguez JF, Mebrahtu T, Soriaga MP (1987) J Electroanal Chem 233:283

    Google Scholar 

  95. Schreiber F (2000) Prog Surf Sci 65:151

    Google Scholar 

  96. Delamarche E, Michel B (1996) Thin Solid Films 273:54

    Google Scholar 

  97. Delamarche E, Michel B, Biebuyck HA, Gerber C (1996) Adv Mater 8:719

    Google Scholar 

  98. Pradeep T, Sandhyarani N (2002) Pure Appl Chem 74:1593

    Google Scholar 

  99. Schwartz DK (2001) Ann Rev Phys Chem 52:107

    Google Scholar 

  100. Finklea HO (1996) J Electroanal Chem 19:109

    Google Scholar 

  101. Templeton AC, Wuelfing WP, Murray RW (2000) Acc Chem Res 33:27

    Google Scholar 

  102. Hostetler MJ, Murray RW (1997) Curr Opin Colloid Interface Sci 2:42

    Google Scholar 

  103. Ishida T (2003) Chemistry of nanomolecular systems: towards the realization of molecular devices. Springer, Berlin Heidelberg New York

    Google Scholar 

  104. Liu GY, Rodriguez JA, Dvorak J, Hrbek J, Jirsak T (2002) Surf Sci 505:295

    Google Scholar 

  105. Dubois LH, Nuzzo RG (1992) Ann Phys Chem 43:437

    Google Scholar 

  106. Poirier GE (1997) Chem Rev 97:1117

    Google Scholar 

  107. Sellers H, Ulman A, Shnidman Y, Eilers JE (1993) J Am Chem Soc 115:9389

    Google Scholar 

  108. Zharinkov M, Frey S, Rong H, Yang Y-J, Heister K, Buck M, Grunze M (2000) Phys Chem Chem Phys 2:3359

    Google Scholar 

  109. Buckel F, Effenberger F, Yan C, Gölzhäuser A, Grunze M (2000) Adv Mater 12:901

    Google Scholar 

  110. Bain CD, Troughton EB, Tao Y-T, Evall J, Whitesides GM, Nuzzo RG (1989) J Am Chem Soc 111:321

    Google Scholar 

  111. Dannenberger O, Buck M, Grunze M (1999) J Phys Chem B 103:2202

    Google Scholar 

  112. Peterlinz KA, Gerogiadis R (1996) Langmuir 12:4731

    Google Scholar 

  113. Karpovich DS, Blanchard GJ (1994) Langmuir 10:3315

    Google Scholar 

  114. Xu S, Cruchon-Dupeyrat SJN, Garno JC, Liu GY, Jennings GK (1998) J Chem Phys 108:5002

    Google Scholar 

  115. DeBono RF, Loucks GD, Dellamanna D, Krull UJ (1996) Can J Chem 74:677

    Google Scholar 

  116. Dannenberger O, Wolff JJ, Buck M (1998) Langmuir 84:5164

    Google Scholar 

  117. Uosaki K, Kondo T, Zhang X-Q, Yanagida M (1997) J Am Chem Soc 119:8367

    Google Scholar 

  118. Morita T, Kimura S, Kobayashi S (2000) J Am Chem Soc 122:2850

    Google Scholar 

  119. Kobayashi K, Imabayashi S, Fujita H, Nonaka K, Kakiuchi T, Sasabe H, Knoll W (2000) Bull Chem Soc Jpn 73:1993

    Google Scholar 

  120. Lötzbeyer T, Schuhmann W, Schmidt H-L (1995) J Electroanal Chem 395:341

    Google Scholar 

  121. Zimmermann H, Lindgren A, Schuhmann W, Gorton L (2000) Chem Eur J 6:592

    Google Scholar 

  122. Fox MA, Whitesell JK, McKerrow AJ (1998) Langmuir 14:816

    Google Scholar 

  123. Frey S, Stadler V, Heister K, Eck W, Zharnikov M, Grunze M, Zeysing B, Terfort A (2001) Langmuir 17:2408

    Google Scholar 

  124. Azzam W, Wehner BI, Fischer RA, Terfort A, Wöll C (2002) Langmuir 18:7766

    Google Scholar 

  125. Himmel H-J, Terfort A, Wöll C (1998) J Am Chem Soc 120:12069

    Google Scholar 

  126. Tao YT, Wu CC, Eu JY, Lin WL (1997) Langmuir 13:4018

    Google Scholar 

  127. Chang SC, Chao I, Tao YT (1994) J Am Chem Soc 116:6792

    Google Scholar 

  128. Heister K, Rong HT, Buck M, Zharnikov M, Grunze M, Johansson LSO (2001) J Phys Chem B 105:6888

    Google Scholar 

  129. Rong HT, Frey S, Yang YJ, Zharnikov M, Buck M, Wuhn M, Woll C, Helmchen G (2001) Langmuir 17:1582

    Google Scholar 

  130. Shaporenko A, Brunnbauer M, Terfort A, Grunze M, Zharinkov M (2004) J Phys Chem B 108:14462

    Google Scholar 

  131. Dhirani A-A, Zehner RW, Hsung RP, Guyot-Sionnest P, Sita LR (1996) J Am Chem Soc 118:3319

    Google Scholar 

  132. Stapleton JJ, Harder P, Daniel TA, Reinard MD, Yao Y, Price DW, Tour JM, Allara DL (2003) Langmuir 19:8245

    Google Scholar 

  133. Michalitsch R, Nogues C, Najari A, El Kassmi A, Yassar A, Lang P, Garnier F (1999) Synthetic Metals 101:5

    Google Scholar 

  134. Michalitsch R, El Kassmi A, Yassar A, Lang P, Garnier F (1998) J Electroanal Chem 457:129

    Google Scholar 

  135. Michalitsch R, Nogues C, Najari A, El Kassmi A, Yassar A, Lang P, Rei Vilar M, Garnier F (1999) Synthetic Metals 102:1319

    Google Scholar 

  136. Liedberg B, Yang Z, Engquist I, Wirde M, Gelius U, Götz G, Bäuerle P, Hummel R-M, Ziegler C, Göpel W (1997) J Phys Chem B 101:5951

    Google Scholar 

  137. Sigal GB, Bamdad C, Barberis A, Strominger J, Whitesides GM (1996) Anal Chem 68:490

    Google Scholar 

  138. Patel N, Davies MC, Hartshorne M, Heaton RJ, Roberts CJ, Tendler SJB, Williams PM (1997) Langmuir 13:6485

    Google Scholar 

  139. El Kasmi A, Wallace JM, Bowden EF, Binet SM, Linderman RJ (1998) J Am Chem Soc 120:225

    Google Scholar 

  140. Kang JF, Liao S, Jordan R, Ulman A (1998) J Am Chem Soc 120:9662

    Google Scholar 

  141. Stranick SJ, Parikh AN, Tao Y-T, Allara DL, Weiss PS (1994) J Phys Chem 98:7636

    Google Scholar 

  142. Imahori H, Norieda H, Nishimura Y, Yamazaki I, Higuchi K, Kato N, Motohiro T, Yamada H, Tamaki K, Arimura M, Sakata Y (2000) J Phys Chem B 104:1253

    Google Scholar 

  143. Fukuzumi S, Imahori H (2000) Electron transfer in chemistry. Wiley-VCH, Weinheim

    Google Scholar 

  144. Boeckl MS, Bramblett AL, Hauch KD, Sasaki T, Ratner BD, Rogers Jr JW (2000) Langmuir 16:5644

    Google Scholar 

  145. Owens RW, Smith DA (2000) Langmuir 16:562

    Google Scholar 

  146. Kawasaki M, Sato T, Yoshimoto T (2000) Langmuir 16:5409

    Google Scholar 

  147. Imahori H, Nishimura Y, Norieda H, Karita H, Yamazaki I, Sakata Y, Fukuzumi S (2000) Chem Commun 661

    Google Scholar 

  148. Yamada H, Imahori H, Nishimura Y, Yamazaki I, Fukuzumi S (2000) Chem Commun 1921

    Google Scholar 

  149. Imahori H, Norieda H, Ozawa S, Ushida K, Yamada H, Azuma T, Tamaki K, Sakata Y (1998) Langmuir 14:5335

    Google Scholar 

  150. Imahori H, Hasobe T, Yamada H, Nishimura Y, Yamazaki I, Fukuzumi S (2001) Langmuir 17:4925

    Google Scholar 

  151. Shimazu K, Takechi M, Fujii H, Suzuki M, Saiki H, Yoshimura T, Uosaki K (1996) Thin Solid Films 273:250

    Google Scholar 

  152. Yuan H, Woo lK (1997) J Porphyrins Phthalocyanines 1:189

    Google Scholar 

  153. Yamada T, Nango M, Ohtsuka T (2002) J Electroanal Chem 528:93

    Google Scholar 

  154. Hutchinson JE, Postlethwaite TA, Chen C-H, Hathcock KW, Ingram RS, Ou W, Linton RW, Murray RW, Tyvoll DA, Chng LL, Collman JP (1997) Langmuir 13:2143

    Google Scholar 

  155. Zak J, Yuan H, Ho M, Woo K, Porter MD (1993) Langmuir 9:2772

    Google Scholar 

  156. Postlethwaite TA, Hutchinson JE, Hathcock KW, Murray RW (1995) Langmuir 11:4109

    Google Scholar 

  157. Bramblett AL, Boeckl MS, Hauch KD, Ratner BD, Sasaki T, Rogers Jr JW (2002) Surf Interface Anal 33:506

    Google Scholar 

  158. Offord DA, Sachs SB, Ennis MS, Eberspacher TA, Griffin JH, Chidsey CED, Collman JP (1998) J Am Chem Soc 120:4478

    Google Scholar 

  159. Ashkenasy G, Kalyuzhny G, Libman J, Rubinstein I, Shanzer A (1999) Angew Chem Int Ed Engl 38:1257

    Google Scholar 

  160. Kondo T, Ito T, Nomura S-i, Uosaki K (1996) Thin Solid Films 284–285:652

    Google Scholar 

  161. Kondo T, Yanagida M, Nomura S-I, Takahashi M, Uosaki K (1997) J Electroanal Chem 438:121

    Google Scholar 

  162. Gryko DT, Clausen C, Lindsay JS (1999) J Org Chem 64:8635

    Google Scholar 

  163. Gryko DT, Clausen C, Roth KM, Dontha N, Bocian DF, Kuhr WG, Lindsey JS (2000) J Org Chem 65:7345

    Google Scholar 

  164. Roth KM, Gryko DT, Clausen C, Li J, Lindsey JS, Kuhr WG, Bocian DF (2002) J Phys Chem B 106:8639

    Google Scholar 

  165. Balakumar A, Lysenko AB, Carcel C, Malinovskii VL, Gryko DT, Schweikart K-H, Loewe RS, Yasseri AA, Liu Z, Bocian DF, Lindsey JS (2004) J Org Chem 69:1435

    Google Scholar 

  166. Wei L, Padmaja K, Youngblood WJ, Lysenko AB, Lindsey JS, Bocian DF (2004) J Org Chem 69:1461

    Google Scholar 

  167. Cai L, Yao Y, Yang J, Price DW, Tour JM (2002) Chem Mater 14:2905

    Google Scholar 

  168. Kobayashi K, Shimizu M, Nagamune T, Sasabe H, Fang Y, Knoll W (2002) Bull Chem Soc Jpn 75:1707

    Google Scholar 

  169. Wright JD (1989) Prog Surf Sci 31:1

    Google Scholar 

  170. Snow AW, Barger WR (1989) Phthalocyanines – properties and applications. VCH, New York

    Google Scholar 

  171. Simpson TRE, Cook MJ, Petty MC, Thorpe SC, Russell DA (1996) Analyst 121:1501

    Google Scholar 

  172. Cook MJ (1999) Pure Appl Chem 71:2145

    Google Scholar 

  173. Chambrier I, Cook MJ, Russell DA (1995) Synthesis 1283

    Google Scholar 

  174. Revell DJ, Chambrier I, Cook MJ, Russell DA (2000) J Mater Chem 10:31

    Google Scholar 

  175. Schweikart K-H, Malinovskii VL, Yasseri AA, Li J, Lysenko AB, Bocian DF, Lindsay JS (2003) Inorg Chem 42:7431

    Google Scholar 

  176. Mirkin CA, Cladwell WB (1996) Tetrahedron 52:5113

    Google Scholar 

  177. Imahori H, Azuma T, Ozawa S, Yamada H, Ushida K, Ajavakom A, Norieda H, Sakata Y (1999) Chem Commun 557

    Google Scholar 

  178. Imahori H, Azuma T, Ajavakom A, Norieda H, Yamada H, Sakata Y (1999) J Phys Chem B 103:7233

    Google Scholar 

  179. Hirayama D, Takimiya K, Aso Y, Otsubo T, Hasobe T, Yamada H, Imahori H, Fukuzumi S, Sakata Y (2002) J Am Chem Soc 124:532

    Google Scholar 

  180. Liedberg B, Yang Z, Engquist I, Wirde M, Gelius U, Götz G, Bäuerle P, Rummel R-M, Ziegler C, Göpel W (1997) J Phys Chem B 101:5951

    Google Scholar 

  181. Natansohn A, Rochon P (2002) Chem Rev 102:4139

    Google Scholar 

  182. Nishihara H (2004) Bull Chem Soc Jpn 77:407

    Google Scholar 

  183. Wang R, Iyoda T, Jiang L, Tryk DA, Hashimoto K, Fujishima A (1997) J Electroanal Chem 438:213

    Google Scholar 

  184. Wang R, Iyoda T, Tryk DA, Hashimoto K, Fujishima A (1997) Langmuir 13:4644

    Google Scholar 

  185. Zhang A, Qin J, Gu J, Lu Z (2000) Thin Solid Films 375:242

    Google Scholar 

  186. Förster T (1969) Angew Chem, Int Ed 8:333

    Google Scholar 

  187. Fox MA, Li W, Wooten M, McKerrow AJ, Whitesell JK (1998) Thin Solid Films 327–329:477

    Google Scholar 

  188. Soto E, MacDonald JC, Cooper CGF, McGimpsey WG (2003) J Am Chem Soc 125:2838

    Google Scholar 

  189. Imahori H, Ozawa S, Ushida K, Takahashi M, Azuma T, Ajavakom A, Akiyama T, Hasegawa M, Taniguchi S, Okada T, Sakata Y (1999) Bull Chem Soc Jpn 72:485

    Google Scholar 

  190. Akiyama T, Imahori H, Ajawakom A, Sakata Y (1996) Chem Lett 907

    Google Scholar 

  191. Imahori H, Yamada H, Ozawa S, Ushida K, Sakata Y (1999) Chem Commun 1165

    Google Scholar 

  192. Imahori H, Yamada H, Nishimura Y, Yamazaki I, Sakata Y (2000) J Phys Chem B 104:2099

    Google Scholar 

  193. Imahori H, Norieda H, Yamada H, Nishimura Y, Yamazaki I, Sakata Y, Fukuzumi S (2001) J Am Chem Soc 123:100

    Google Scholar 

  194. Yanagida M, Kanai T, Zhang X-Q, Kondo T, Uosaki K (1998) Bull Chem Soc Jpn 71:2555

    Google Scholar 

  195. Kang SH, Ma H, Kang M-S, Kim K-S, Jen AK-Y, Hadi Zareie M, Sarikaya M (2004) Angew Chem, Int Ed 43:1512

    Google Scholar 

  196. Fujita K, Hara M, Sasabe H, Knoll W, Tsuboi K, Kajikawa K, Seki K, Ouchi Y (1998) Langmuir 14:7456

    Google Scholar 

  197. Frank HA (1999) The photochemistry of carotenoids. Kluwer, Dordrecht

    Google Scholar 

  198. Leatherman G, Durantini EN, Gust D, Moore TA, Stone S, Zhou Z, Rez P, Liu YZ, Lindsay SM (1999) J Phys Chem B 103:4006

    Google Scholar 

  199. Liu D, Szulczewski GJ, Kispert LD, Primak A, Moore TA, Gust D (2002) J Phys Chem B 106:2933

    Google Scholar 

  200. Li Z, Fehlner TP (2003) Inorg Chem 42:5715

    Google Scholar 

  201. Katz E, Willner I (1997) Langmuir 13:3364

    Google Scholar 

  202. Haas U, Thalacker C, Adams J, Fuhrmann J, Riethmüller S, Beginn U, Ziener U, Möller M, Dobrawa R, Würthner F (2003) J Mater Chem 13:762

    Google Scholar 

  203. Kroon JM, Koehorst RBM, van Dijk M, Sanders GM, Sudhölter JR (1997) J Mater Chem 7:615

    Google Scholar 

  204. Kasha M, Rawls HR, El-Bayoumi MA (1965) Pure Appl Chem 11:371

    Google Scholar 

  205. Kroon JM, Sudhölter JR, Schenning APHJ, Nolte RJM (1995) Langmuir 11:214

    Google Scholar 

  206. Kittredge KW, Fox MA, Whitesell JK (2001) J Phys Chem B 105:10594

    Google Scholar 

  207. Karpovich DS, Blanchard GJ (1996) Langmuir 12:5522

    Google Scholar 

  208. Porter MD, Bright TB, Allara DL, Chidsey CED (1987) J Am Chem Soc 109:3559

    Google Scholar 

  209. Nuzzo RG, Dubois LH, Allara DL (1990) J Am Chem Soc 112:558

    Google Scholar 

  210. Parikh AN, Allara DL (1992) J Chem Phys 96:927

    Google Scholar 

  211. Feringa BL (2001) Molecular switches. Wiley-VCH, Weinheim

    Google Scholar 

  212. Lion-Dagan M, Katz E, Willner I (1994) J Chem Soc Chem Commun 2741

    Google Scholar 

  213. Lahav M, Katz E, Doron A, Patolsky F, Willner I (1999) J Am Chem Soc 121:862

    Google Scholar 

  214. Chen H, Li Y, Huo F, Wang Z, Zhang X (2003) Chem Lett 32:1094

    Google Scholar 

  215. Cooper CGF, MacDonald JC, Soto E, McGimpsey WG (2004) J Am Chem Soc 126:1032

    Google Scholar 

  216. Zhu DG, Petty MC, Harris M (1990) Sens Actuators B 2:265

    Google Scholar 

  217. Simpson TRE, Russell DA, Chambrier I, Cook MJ, Horn AB, Thorpe SC (1995) Sens Actuators B 29:353

    Google Scholar 

  218. Simpson TRE, Revell DJ, Cook MJ, Russell DA (1997) Langmuir 13:460

    Google Scholar 

  219. Wang S, Liu Y, Huang X, Yu G, Zhu DG (2003) J Phys Chem B 107:12639

    Google Scholar 

  220. Collman JP, Wagenknecht PS, Hutchinson JE (1994) Angew Chem Int Ed 33:1537

    Google Scholar 

  221. Hutchinson JE, Postlethwaite TA, Murray RW (1993) Langmuir 9:3277

    Google Scholar 

  222. Willner I, Katz E (2000) Angew Chem Int Ed 39:1181

    Google Scholar 

  223. Walter DG, Campbell DJ, Mirkin CA (1999) J Phys Chem B 103:402

    Google Scholar 

  224. Dulic D, van der Molen SJ, Kudernac T, Jonkman HT, de Jong JJD, Bowden TN, van Esch J, Feringa BL, van Wees BJ (2003) Phys Rev Lett 91:207402

    Google Scholar 

  225. Qu P, Meyer GJ (2001) In: Balzani V (ed) Electron transfer in chemistry, vol 4. VCH, Weinheim, p 353

    Google Scholar 

  226. Enger O, Nuesch F, Fibbioli M, Echegoyen L, Pretsch E, Diederich F (2000) J Mater Chem 10:2231

    Google Scholar 

  227. Tour JM (2000) Acc Chem Res 33:791

    Google Scholar 

  228. Yu CJ, Chong Y, Kayyem JF, Gozin M (1999) J Org Chem 64:2070

    Google Scholar 

  229. Creager SE, Yu CJ, Bamdad C, O'Connor S, MacLean T, Lam E, Chong Y, Olsen GT, Luo J, Gozin M, Kayyem JF (1999) J Am Chem Soc 121:1059

    Google Scholar 

  230. Sachs SB, Dudek SP, Hsung RP, Sita LR, Smalley JF, Newton MD, Feldberg SW, Chidsey CED (1997) J Am Chem Soc 119:10563

    Google Scholar 

  231. Creager SE, Wooster TT (1998) Anal Chem 70:4257

    Google Scholar 

  232. Dudek SP, Sikes HD, Chidsey CED (2001) J Am Chem Soc 123:8033

    Google Scholar 

  233. Sikes HD, Smalley JF, Dudek SP, Cook AR, Newton MD, Chidsey CED, Feldberg SW (2001) Science 291:1519

    Google Scholar 

  234. Seferos DS, Banach DA, Alcantar NA, Israelachvili JN, Bazan G (2004) J Org Chem 69:1110

    Google Scholar 

  235. Kriegisch V, Lambert C (unpublished results)

    Google Scholar 

  236. Mayor M, Weber HB (2003) Chimia 56:494

    Google Scholar 

  237. Nitzan A, Ratner MA (2003) Science 300:1384

    Google Scholar 

  238. McCreery RL (2004) Chem Mat 16:4477

    Google Scholar 

  239. James DK, Tour JM (2004) Chem Mat 16:4423

    Google Scholar 

  240. Das R, Kiley PJ, Segal M, Norville J, Amy Yu A, Wang L, Trammell SA, Reddick LE, Kumar R, Stellacci F, Lebedev N, Schnur J, Bruce BD, Zhang S, Baldo M (2004) Nano Lett 4:1079

    Google Scholar 

  241. Ishida A, Majima T (1999) Chem Commun 1299

    Google Scholar 

  242. Akiyama T, Imahori H, Sakata Y (1994) Chem Lett 1447

    Google Scholar 

  243. Ishida A, Sakata Y, Majima T (1998) Chem Commun 57

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Christoph Lambert .

Editor information

Frank Würthner

Rights and permissions

Reprints and permissions

About this chapter

Cite this chapter

Kriegisch, V., Lambert, C. Self-Assembled Monolayers of Chromophores on Gold Surfaces . In: Würthner, F. (eds) Supermolecular Dye Chemistry. Topics in Current Chemistry, vol 258. Springer, Berlin, Heidelberg. https://doi.org/10.1007/b135682

Download citation

Publish with us

Policies and ethics