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Polymers for Photonics Applications I pp 123–191Cite as

Molecular Design for Third-Order Nonlinear Optics

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Part of the book series: Advances in Polymer Science ((POLYMER,volume 158))

Abstract

We discuss recent developments in the design of molecules for applications in third-order nonlinear optics with emphasis on all-optical signal processing and two-photon absorption. We especially concentrate on functional substitution patterns and conjugation length expansion. We show that low molecular symmetry with regard to the conjugation path of the delocalized electrons was found to be a good guideline towards linearly conjugated molecules with large second-order hyperpolarizabilities γ. We show that this guideline is also valid for two-dimensionally conjugated systems and that the observed effects can be explained by the symmetry of the electronic wavefunctions. We present scaling laws and critical conjugation lengths of rod-like molecules with electrons delocalized over a one-dimensional path and show that the exponent tends to be constant for various polymers in the transparency range and that the values presented here are of similar magnitude for various organic materials systems. Finally, we discuss different materials systems with regard to the figures of merit relevant for all-optical signal processing.

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References

  1. Stegeman GI, Wright EM (1990) Optical and Quantum Electronics 22:95

    Article  CAS  Google Scholar 

  2. Stegeman GI, Hagan DJ,T orner L (1996) J Optical and Quant Electron 28:1691

    Article  Google Scholar 

  3. Bosshard C (2000) Third-order nonlinear optics in polar materials. In: Günter P (ed) Nonlinear Optical Effects and Materials. Springer Verlag, Berlin Heidelberg New York, p. 7

    Google Scholar 

  4. Kuzyk MG, Dirk C (ed) (1998) Characterization Techniques and Tabulations for Organic Nonlinear Optical Materials, Marcel Dekker

    Google Scholar 

  5. Dick B, Stegeman G, Twieg J, Zyss J (eds) (1999) Molecular Nonlinear Optics: Materials, Phenomena, Devices, Special issue of Chem Phys 245

    Google Scholar 

  6. Sheik-Bahae M, Said AA, Wei T-H, Hagan DJ, Van Stryland EW (1990) IEEE J Quantum Electron 26:760

    Article  CAS  Google Scholar 

  7. Kleinman DA (1962) Phys Rev 126:1977

    Article  CAS  Google Scholar 

  8. Marder SR, Perry JW, Brédas JL, McCord-Maughon D, Dickinson ME, Fraser SE, Beljonne D, Kogej T (1999) Design and applications of two-photon absorbing organic chromophores. In: Brédas JL (ed) Conjugated Oligomers, Polymers, and Dendrimers: from Polydiactylene to DNA. De Boeck & Larcier, s.a., Bruxelles, p. 395

    Google Scholar 

  9. Boyd RW (1992) Nonlinear Optics, Academic Press, San Diego

    Google Scholar 

  10. Butcher PN, Cotter D (1990) The elements of nonlinear optics, Cambridge University Press, Cambridge

    Google Scholar 

  11. Milam D (1998) Appl Opt 37:546

    CAS  Google Scholar 

  12. Meredith GR (1981) Phys Rev B 24:5522

    Article  CAS  Google Scholar 

  13. Buchalter B, Meredith GR (1982) Appl Opt 21:3221

    Google Scholar 

  14. Mito A, Hagimoto K, Takahashi C (1995) Nonlinear Opt 13:3

    CAS  Google Scholar 

  15. Bosshard C, Gubler U, Kaatz P, Mazerant W, Meier U (2000) Phys Rev B 61:10688

    Article  CAS  Google Scholar 

  16. Gubler U, Bosshard C (2000) Phys Rev B 61:10702

    Article  CAS  Google Scholar 

  17. Stegeman GI (1993) In: Proceedings of Nonlinear optical properties of advanced materials, SPIE 1852, edited by Etemad S, SPIE-The International Society for Optical Engineering, Bellingham, Washington, p. 75

    Google Scholar 

  18. Galvan-Gonzales A, Canva M, Stegeman G, Twieg R, Kowalczyk T, Lackritz H (1999) Opt Lett 24:1747

    Google Scholar 

  19. Zhang Q, Canva M, Stegeman G (1998) Appl Phys Lett 73:912

    Article  CAS  Google Scholar 

  20. Galvan-Gonzales A, Canva M, Stegeman G, Twieg R, Kowalczyk T, Lackritz H (1999) Appl Phys Lett 75:3306

    Article  Google Scholar 

  21. Kajzar F, Messier J (1985) Phys Rev A 32:2352

    Article  CAS  Google Scholar 

  22. Hellwarth RW (1977) Prog Quant Electr 5:1

    Article  Google Scholar 

  23. Xu C, Webb WW (1992) J Opt Soc Am B 13:481

    Article  Google Scholar 

  24. Bosshard C, Bösch M, Liakatas I, Jäger M, Günter P (2000) Second-order nonlinear optical organic materials: recent developments. In: Günter P (ed) Nonlinear Optical Effects and Materials. Springer Verlag, p. 163

    Google Scholar 

  25. Wortmann R, Elich K, Lebus S, Liptay W, Borowicz P, Grabowska A (1992) J Phys Chem 96:9724

    Article  CAS  Google Scholar 

  26. Ueberhofen K, Deutesfeld A, Koynov K, Bubeck C (1999) J Opt Soc Am B 16:1921

    CAS  Google Scholar 

  27. Miyata S, Nalwa HS (eds) (1997) Nonlinear Optics of Organic Molecular and Polymeric Materials, CRC Press, Inc., Boca Raton

    Google Scholar 

  28. Kajzar F, Messier J, Rosilio C (1986) J Appl Phys 60:3040

    Article  CAS  Google Scholar 

  29. Neher D, Wolf A, Bubeck C, Wegner G (1989) Chem Phys Lett 163:116

    Article  CAS  Google Scholar 

  30. Miyano K, Nishiwaki T, Tomioka A (1992) Opt Commun 91:501

    Article  Google Scholar 

  31. Tang N, Partanen JP (1996) Opt Lett 21:1108

    CAS  Google Scholar 

  32. Drenser KA, Larsen RJ, Strohkendl FP, Dalton LR (1999) J Phys Chem A 103:2290

    Article  CAS  Google Scholar 

  33. Lawrence B, Torruellas WE, Cha M, Sundheimer ML, Stegeman GI, Meth J, Etemad S, Baker G (1994) Phys Rev Lett 73:597

    Article  CAS  Google Scholar 

  34. Chapple PB, Staromlynska J, Hermann JA, McKay TJ, McDuff RG (1997) Journal of Non-linear Optical Physics and Materials 6:251

    Article  Google Scholar 

  35. Mian SM, Taheri B, Wicksted JP (1996) J Opt Soc Am B 13:856

    CAS  Google Scholar 

  36. Zhao W, Pallfy-Muhoray P (1993) Appl Phys Lett 63:1613

    Article  Google Scholar 

  37. Zhao W, Palffy-Muhoray P (1994) Appl Phys Lett 65:673

    Article  CAS  Google Scholar 

  38. Feneyrou P, Doclot O, Block D, Baldeck PL, Delysse S, Nunzi JM (1997) Opt Lett 22:1132

    CAS  Google Scholar 

  39. Miniewicz A, Delysse S, Nunzi J-M, Kajzar F (1998) Chem Phys Lett 287:17

    Article  CAS  Google Scholar 

  40. Ehrlich JE, Wu XL, Lee I-YS, Hu Z-Y, Röckel H, Marder SR, Perry JW (1997) Opt Lett 22:1843

    CAS  Google Scholar 

  41. Albota M, Beljonne D, Brédas JL, Ehrlich JE, Fu J-Y, Heikal AA, Hess S, Kogej T, Levin MD, Marder SR, McCord-Maughon D, Perry JW, Röckel H, M.R, Subramaniam G, Webb WW, Xu C (1998) Science 281:1653

    Article  CAS  Google Scholar 

  42. Orr BJ, Ward JF (1971) Mol Phys 20:513

    Article  CAS  Google Scholar 

  43. Brédas JL, Adant C, Tackx P, Persoons A (1994) Chem Rev 94:243

    Article  Google Scholar 

  44. Meyers F, Marder SR, Pierce BM, Brédas JL (1994) J Am Chem Soc 116:10703

    Article  CAS  Google Scholar 

  45. Marder SR, Perry JW, Bourhill G, Gorman CB, Tiemann BG, Mansour K (1993) Science 261:186

    Article  CAS  Google Scholar 

  46. Marder SR, Gorman CB, Meyers F, Perry JW, Bourhill G, Brédas JL, Pierce BM (1994) Science 265:632

    Article  CAS  Google Scholar 

  47. Andrews JH, Khaydarov JDV, Singer KD, Hull DL, Chuang KC (1995) J Opt Soc Am B 12:2360 48. Kuzyk MG, Paek UC, Dirk CW (1991) Appl Phys Lett 59:902

    CAS  Google Scholar 

  48. Barzoukas M, Runser C, Fort A, Blanchard-Desce M (1996) Chem Phys Lett 257:531

    Article  CAS  Google Scholar 

  49. Wortmann R, Poga C, Twieg RJ, Geletneky C, Moylan CR, Lundquist PM, DeVoe RG, Cotts PM, Horn H, Rice J, Burland DM (1996) J Chem Phys 105:10637

    Article  CAS  Google Scholar 

  50. Maslak P, Chopra A, Moylan CR, Wortmann R, Lebus S, Rheingold AL, Yap GPA (1996) J Am Chem Soc 118:1471

    Article  CAS  Google Scholar 

  51. Zyss J (ed) (1994) Molecular Nonlinear Optics: Materials, Physics, Devices, Academic Press, Boston

    Google Scholar 

  52. Bosshard C, Sutter K, Prêtre P, Hulliger J, Flörsheimer M, Kaatz P, Günter P (1995) Organic Nonlinear Optical Materials, Gordon and Breach Science Publishers, Amsterdam

    Google Scholar 

  53. Cheng LT, Tam W, Marder SR, Stiegman AE, Rikken G, Spangler CW (1991) J Phys Chem 95:10643

    Article  CAS  Google Scholar 

  54. Wong MS, Meier U, Pan F, Gramlich V, Bosshard C, Günter P (1996) Adv Mater 8:416

    Article  CAS  Google Scholar 

  55. Bosshard C, Spreiter R, Günter P, Tykwinski RR, Schreiber M, Diederich F (1996) Adv Mater 8:231

    Article  CAS  Google Scholar 

  56. Marder SR, Torruellas WE, Blanchard-Desce M, Ricci V, Stegeman GI, Gilmour S, Brédas J-L, Li J, Bublitz GU, Boxer SG (1997) Science 276:1233

    Article  CAS  Google Scholar 

  57. Martin RE (1998) Monodisperse poly(triacetylene) oligomers, PhD thesis ETH Zürich, No. 12821

    Google Scholar 

  58. Garito AF, Heflin JR, Wong KY, Zamani-Khamiri O (1989) In: Proceedings of Organic Materials for Non-linear Optics:Royal Society of Chemistry Special Publication No. 69, edited by Hann RA, Bloor D, The Royal Society of Chemistry, Burlington House, London, p. 16

    Google Scholar 

  59. Martin RE, Gubler U, Boudon C, Bosshard C, Gisselbrecht J-P, Günter P, Gross M, Diederich F (2000) Chem Eur J (in print)

    Google Scholar 

  60. Alain V, Thouin L, BlanchardDesce M, Gubler U, Bosshard C, Günter P, Muller J, Fort A, Barzoukas M (1999) Adv Mater 11:1210

    Article  CAS  Google Scholar 

  61. Alain V, Rédoglia S, BlanchardDesce M, Lebus S, Lukaszuk K, Wortmann R, Gubler U, Bosshard C, Günter P (1999) Chem Phys 245:51

    Article  CAS  Google Scholar 

  62. Steybe F, Effenberger F, Gubler U, Bosshard C, Günter P (1998) Tetrahedron 54:8469

    Article  CAS  Google Scholar 

  63. Perry JW, Mansour K, Lee IYS, Wu XL, Bedworth PV, Chen CT, Ng D, Marder SR, Miles P, Tian M, Sasabe H (1996) Science 273:1533

    Article  CAS  Google Scholar 

  64. Greve DR, Schougaard SB, Geisler T, Petersen JC, Bjornholm TB (1997) Adv Mater 9:1113

    Article  CAS  Google Scholar 

  65. Kondo K,Y asuda S, Sakaguchi T, Miya M (1995) J Chem Soc, Chem Commun 1995:55

    Article  Google Scholar 

  66. Spreiter R, Bosshard C, Knöpfle G, Günter P, Tykwinski RR, Schreiber M, Diederich F (1998) J Phys Chem B 101:29

    Article  Google Scholar 

  67. Wolff J, J,, Längle D, Hillenbrand D, Wortmann R, Matschiner R, Glania C, Krämer P (1997) Adv Mater 9:138

    Article  CAS  Google Scholar 

  68. Nalwa HS (1995) Adv Mater 7:754

    Article  CAS  Google Scholar 

  69. Tykwinski RR, Gubler U, Martin RE, Diederich F, Bosshard C, Günter P (1998) J Phys Chem B 102:4451

    Article  CAS  Google Scholar 

  70. Schreiber M, Tykwinski RR, Diederich F, Spreiter R, Gubler U, Bosshard C, Poberaj I, Günter P, Boudon C, Gisselbrecht JP, Gross M, Jonas U, Ringsdorf H (1997) Adv Mater 9:339

    Article  CAS  Google Scholar 

  71. Gubler U, Spreiter R, Bosshard C, Günter P, Tykwinski RR, Diederich F (1998) Appl Phys Lett 73:2396

    Article  CAS  Google Scholar 

  72. Martin RE, Gubler U, Boudon C, Gramlich V, Bosshard C, Gisselbrecht JP, Günter P, Gross M, Diederich F (1997) Chem Eur J 3:1505

    Article  CAS  Google Scholar 

  73. Gubler U, Bosshard C, Günter P, Balakina MY, Cornil J, Brédas JL, Martin RE, Diederich F (1999) Opt Lett 24:1599

    CAS  Google Scholar 

  74. Samuel IDW, Ledoux I, Dhenaut C, Zyss J, Fox HH, Schrock RR, Silbey RJ (1994) Science 265:1070

    Article  CAS  Google Scholar 

  75. Craig GSW, Cohen RE, Schrock RR, Silbey RJ, Puccetti G, Ledoux I, Zyss J (1993) J Am Chem Soc 115:860

    Article  CAS  Google Scholar 

  76. Ledoux I, Samuel IDW, Zyss J, Yaliraki SN, Schattenmann FJ, Schrock RR, Silbey RJ (1999) Chem Phys 245:1

    Article  CAS  Google Scholar 

  77. Cheng LT, Tour JM, Wu R, Bedworth PV (1993) Nonlinear Opt 6:87

    CAS  Google Scholar 

  78. Zhao MT, Singh BP, Prasad PN (1988) J Phys Chem 89:5535

    Article  CAS  Google Scholar 

  79. Thienpont H, Rikken GLJA, Meijer EW, ten Hoeve W, Wynberg H (1990) Phys Rev Lett 65:2141

    Article  CAS  Google Scholar 

  80. Geisler T, Petersen JC, Bjornholm T, Fischer E, Larsen J, Dehu C, Brédas JL, Tormos GV, Nugara PN, Cava MP, Metzger M (1994) J Phys Chem 98:10102

    Article  CAS  Google Scholar 

  81. Samuel IDW, Ledoux I, Delporte C, Pearson DL, Tour JM (1996) Chem Mater 8:819

    Article  CAS  Google Scholar 

  82. Werncke W, Pfeiffer M, Johr T, Lau A, Grahn W, Johannes HH, Dähne L (1997) Chem Phys 216:337

    Article  CAS  Google Scholar 

  83. Ashcroft NW, Mermin D, N. (1976) Solide state physics, International Edition W. B. Saunders Company, London

    Google Scholar 

  84. Reinhardt BA, Brott LL, Clarson SJ, Dillard AG, Bhatt JC, Kannan R, Yuan LX, He GS, Prasad PN (1998) Chem Mater 10:1863

    Article  CAS  Google Scholar 

  85. Spangler CW (1999) J Mater Chem 9:2013

    Article  CAS  Google Scholar 

  86. Kogej T, Beljonne D, Meyers F, Perry JW, Marder SR, Bredas JL (1998) Chem Phys Lett 298:1

    Article  CAS  Google Scholar 

  87. Norman P, Luo Y, Agren H (1998) Chem Phys Lett 296:8

    Article  CAS  Google Scholar 

  88. Norman P, Luo Y, Agren H (1999) J Chem Phys 111:7758

    Article  CAS  Google Scholar 

  89. Norman P, Luo Y, Agren H (1999) Opt Commun 168:297

    Article  CAS  Google Scholar 

  90. Baur JW, Alexander MD, Banach M, Denny LR, Reinhardt BA, Vaia RA, Fleitz PA, Kirkpatrick SM (1999) Chem Mater 11:2899

    Article  CAS  Google Scholar 

  91. Delysse S, Raimond P, Nunzi JM (1997) Chem Phys 219:341

    Article  CAS  Google Scholar 

  92. Stegeman GI, Villeneuve A, Kang J, Aitchison JS, Ironside CN, Alhemyari K, Yang CC, Lin CH, Lin HH, Kennedy GT, Grant RS, Sibbett W (1994) Int J Nonlinear Opt Phys 3:347

    Article  CAS  Google Scholar 

  93. Thakur M, Krol DM (1990) Appl Phys Lett 56:1213

    Article  CAS  Google Scholar 

  94. Rochford K, Zanoni R, Stegeman GI, Krug W, Miao E, Beranek MW (1991) Appl Phys Lett 58:13

    Article  CAS  Google Scholar 

  95. Kim DY, Sundheimer M, Otomo A, Stegeman G, Horsthuis WHG, Möhlmann GR (1993) Appl Phys Lett 63:290

    Article  CAS  Google Scholar 

  96. Bosshard C (1996) Adv Mater 8:385

    Article  CAS  Google Scholar 

  97. Schiek R, BaekY, Stegeman GI (1996) Phys Rev A 53:1138

    CAS  Google Scholar 

  98. Newhouse MA,W eidman DL,H all DW (1990) Opt Lett 15:1185

    CAS  Google Scholar 

  99. Hall DW, Newhouse MA, Borrelli NF, Dumbauh WH, Weidman DL (1989) Appl Phys Lett 54:1293

    Article  CAS  Google Scholar 

  100. Asobe M, Kobayashi H, Itoh H, Kanamori T (1993) Opt Lett 18:1056

    Article  CAS  Google Scholar 

  101. Aitchison SJ, Oliver MK, Kapon E, Colas E, Smith PWE (1990) Appl Phys Lett 56:1305

    Article  CAS  Google Scholar 

  102. LaGasse MJ, Anderson KK, Wang CA, Haus JA, Fujimoto JG (1990) Appl Phys Lett 56:417

    Article  CAS  Google Scholar 

  103. Anderson KK, LaGasse MJ, Wang CA, Fujimoto JG, Haus HA (1990) Appl Phys Lett 56:1834

    Article  CAS  Google Scholar 

  104. Aitchison JS, Villeneuve A, Stegeman GI (1993) Opt Lett 18:1153

    CAS  Google Scholar 

  105. Villeneuve A, Aitchison JS, Yang CC, Wigley PJ, Ironside CN, Stegeman GI (1992) Appl Phys Lett 56:147

    Article  Google Scholar 

  106. Hall KL, Darwish AM, Ippen EP, Koren U, Raybon G (1993) Appl Phys Lett 62:1320

    Article  CAS  Google Scholar 

  107. Lawrence BL, Cha M, Kang JU, Toruellas W, Stegeman G, Baker G, Meth J, Etemad S (1994) Electron Lett 30:447

    Article  CAS  Google Scholar 

  108. Samoc A, Samoc M, Woodruff M, LutherDavies B (1995) Opt Lett 20:1241

    CAS  Google Scholar 

  109. Gabler T, Waldhäusl R, Bräuer A, Bartuch U, Stockmann R, Hörhold HH (1997) Opt Commun 137:31

    Article  CAS  Google Scholar 

  110. Asobe M, Yokohama I,K aino T,T omaru S,K urihara T (1995) Appl Phys Lett 67:891

    Article  CAS  Google Scholar 

  111. Marques MB, Assanto G, Stegeman GI, Möhlmann GR, Erdhuisen EWP, Horsthuis WHG (1991) Appl Phys Lett 58:2613

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Centre Suisse d’Electronique et de Microtechnique (CSEM), Untere Gründlistrasse 1, CH-6055, Alpnach, Switzerland

    Ulrich Gubler & Christian Bosshard

  2. Nonlinear Optics Laboratory, Institute of Quantum Electronics,-ETH Hönggerberg, CH-8093, Zürich, Switzerland

    Ulrich Gubler & Christian Bosshard

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  1. Ulrich Gubler
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  2. Christian Bosshard
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Editors and Affiliations

  1. Dept. of Polymer Science & Engineering, Hannam University, 133 Ojung-Dong, Taejon, 306-791, Korea

    Kwang-Sup Lee

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Gubler, U., Bosshard, C. (2002). Molecular Design for Third-Order Nonlinear Optics. In: Lee, KS. (eds) Polymers for Photonics Applications I. Advances in Polymer Science, vol 158. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-44608-7_3

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  • DOI: https://doi.org/10.1007/3-540-44608-7_3

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