Abstract
The phenomenological description of second-(χ(2)) and third-order (χ(3)) nonlinear optical phenomena and studies on nonlinear optical properties of tetrapyrrole molecules are reviewed. Issues of the formation of two-photon absorption spectra of tetrapyrrole compounds and ways to synthesize new molecular systems possessing high nonlinear optical parameters are presented and discussed in detail. The experience of use of the nonlinear optical properties of tetrapyrrole compounds in industry, medicine, and biology and future trends in this area are presented and analyzed.
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H. S. Nalwa and S. Miyata, Nonlinear Optics of Organic Molecules and Polymers, CRC Press, Boca Raton (1997).
W. Denk, J. H. Strickler, and W. W. Webb, Science, 248, 73–76 (1990).
W. R. Zipfel, R. M. Williams, and W. W. Webb, Nat. Biotechnol., 21, 1369–1377 (2003).
A. Karotki, M. Kruk, M. Drobizhev, A. Rebane, E. Nickel, and C. W. Spangler, IEEE J. Sel. Top. Quantum Electron., 7, 971–975 (2001).
N. Kruk, A. Karotki, M. Drobizhev, A. Rebane, G. Isakov, and P. Petrov, in: Modern Problems in Physics [in Russian], B. I. Stepanov Inst. Phys., Minsk (2004), 14–18.
Y. R. Shen, Principles of Nonlinear Optics, John Wiley, New York (1984).
R. W. Boyd, Nonlinear Optics, Academic Press, Amsterdam (2003).
P. A. Chollet, F. Kajzar, and J. L. Moigne, Proc. SPIE Int. Soc. Opt. Eng., 1273, 10089–10098 (1990).
T. Yamada, H. Hoshi, K. Ishikawa, H. Takezoe, and A. Fukuda, Jpn. J. Appl. Phys., 34, L299–L304 (1995).
H. Hoshi, K. Hamamoto, T. Yamada, K. Ishikawa, H. Takezoe, A. Fukuda, S. Fang, K. Kohama, and Y. Maruyama, Jpn. J. Appl. Phys., 33, L1555–L1560 (1994).
K. Kumagai, G. Mizutani, H. Tsukioka, T. Yamaguchi, and S. Ushioda, Phys. Rev. B: Condens. Matter Mater. Phys., 48, 14488–14495 (1993).
H. Hoshi, N. Nakamura, and Y. Matuyama, J. Appl. Phys., 70, 7244–7253 (1991).
U. Liu, Y. Xu, D. Zhu, T. Wada, H. Sasabe, L. Liu, and W. Wang, Thin Solid Films, 244, 943–950 (1994).
R. D. Neuman, P. Shah, and U. Akki, Opt. Lett., 17, 798–805 (1992).
K. S. Suslik, C.-T. Chen, G. R. Meredit, and L.-T. Cheng, J. Am. Chem. Soc., 114, 6928–6930 (1992).
I. D. L. Albert, T. J. Marks, and M. A. Ratner, Chem. Mater., 10, 753–762 (1998).
S. M. LeCours, H.-W. Guan, S. G. DiMagno, C. H. Wang, and M. J. Therein, J. Am. Chem. Soc., 118, 1497–1503 (1996).
S. Priadarshi, M. J. Therein, and D. N. Beratan, J. Am. Chem. Soc., 118, 1504–1510 (1996).
T. E. O. Screen, I. M. Blake, L. H. Rees, W. Clegg, S. J. Borowick, and H. L. Anderson, J. Chem. Soc. Perkin Trans., 1, 320–329 (2002).
Z. Z. Ho, C. Y. Yu, and W. M. Heterington III, J. Appl. Phys., 62, 716–720 (1987).
J. S. Shirk, J. R. Lindle, F. J. Bartoli, C. A. Hoffman, Z. H. Kafafi, and A. W. Snow, Appl. Phys. Lett., 55, 1287–1294 (1989).
J. S. Shirk, J. R. Lindle, F. J. Bartoli, Z. H. Kafafi, and A. W. Snow, in: Materials for Nonlinear Optics: Chemical Perspectives, ACS Symp. Ser. 45, ACS, Washington, DC (1991), 626.
J. S. Shirk, J. R. Lindle, F. J. Bartoli, and Z. H. Kafafi, Int. J. Nonlinear Opt. Phys., 1, 699–707 (1992).
J. S. Shirk, J. R. Lindle, F. J. Bartoli, and M. E. Boyle, J. Chem. Phys., 96, 5847–5853 (1992).
R. A. Norwood, J. R. Sounik, J. Popolo, and D. R. Holcomb, Proc. SPIE Int. Soc. Opt. Eng., 1560, 54–63 (1991).
H. S. Nalwa, T. Saito, A. Kakuta, and T. Iwayanagi, J. Phys. Chem., 97, 10515–10601 (1993).
N. Q. Wang, I. M. Cai, J. R. Helfin, J. W. Wu, D. C. Rodenberger, and A. F. Garito, Polymeric, 32, 1752–1760 (1991).
C. Meloney, H. Byrne, W. M. Dennis, W. Blau, and J. M. Kelly, Chem. Phys., 121, 21–28 (1988).
T. Sakaguchi, Y. Shimizu, M. Miya, T. Fukumi, K. Ohta, and A. Nagata, Chem. Lett., 21, 281–285 (1992).
K. Divakara Rao, S. Ananta Ramakrishna, and P. K. Gupta, Appl. Phys. B: Lasers Opt., 72, 215–219 (2001).
T. C. Wen, L. C. Hwang, and W. Y. Lin, J. Chin. Chem. Soc., 49, 875–881 (2002).
T. C. Wen, L. C. Hwang, W. Y. Lin, C. H. Chen, and C. H. Wu, Chem. Phys., 286, 293–302 (2003).
A. G. Bezerra Jr., I. E. Borissevitch, R. E. de Araujo, A. S. L. Gomes, and Cid B. De Araujo, Chem. Phys. Lett., 318, 511–516 (2000).
F. Z. Henari, W. J. Blau, L. R. Milgrom, G. Yahiogly, D. Phillips, and J. A. Lacey, Chem. Phys. Lett., 267, 229–233 (1997).
A. Karotki, M. Drobizhev, Yu. Dzenis, P. N. Taylor, H. L. Anderson, and A. Rebane, Phys. Chem. Chem. Phys., 6, 7–10 (2004).
M. Drobizhev, Yu. Stepanenko, Yu. Dzenis, A. Karotki, A. Rebane, P. N. Taylor, and H. L. Anderson, J. Am. Chem. Soc., 126, 15352–15353 (2004).
Y. Zhang and X.-Z. You, J. Chem. Res. (S), No. 2, 156–157 (1999).
D. V. G. L. N. Rao, F. J. Arando, J. F. Roach, and D. E. Remy, Appl. Phys. Lett., 58, 1241–1248 (1991).
M. Hosoda, T. Wada, A. F. Garito, and H. Sasabe, Jpn. J. Appl. Phys. Lett., 31, L249–L253 (1992).
D. Beljonne, J. E. O’Keefe, P. J. Hamer, R. H. Friend, H. L. Anderson, and J. L. Bredas, J. Chem. Phys., 106, 9439–9460 (1997).
S. J. Martin, H. L. Anderson, and D. D. C. Bradley, Adv. Mater. Opt. Electron., 4, 277–235 (1994).
J. R. G. Torne, S. M. Kueber, R. G. Denning, I. M. Blake, P. N. Taylor, and H. L. Anderson, Chem. Phys., 248, 181–193 (1999).
S. M. Kueber, R. G. Denning, and H. L. Anderson, J. Am. Chem. Soc., 122, 339–347 (2000).
M. Terazima, H. Shimizu, and A. Osuka, J. Appl. Phys., 81, 2946–2951 (1997).
X. Chern Lin and P. D. Laible, Chem. Phys. Lett., 270, 255–262 (1997).
M. Goeppert-Meyer, Ann. Phys. (Leipzig, Ger.), 9, 275–294 (1931).
V. I. Bredikhin, M. D. Galanin, and V. N. Genkin, Usp. Fiz. Nauk, 110, 3–43 (1973).
E. S. Voropai, V. A. Gaisenok, and I. I. Zholnerevich, in: Spectroscopy and Luminescence of Molecular Systems [in Russian], Bel. Gos. Univ., Minsk (2002), 229–244.
M. Kruk, A. Karotki, M. Drobizhev, V. Kuzmitsky, V. Gael, and A. Rebane, J. Lumin., 105, 45–55 (2003).
A. Stone and E. B. Fleisher, J. Am. Chem. Soc., 90, 2735–2748 (1968).
H. N. Fonda, J. V. Gilbert, R. A. Cormier, et al., J. Phys. Chem., 97, 7024–7033 (1993).
V. I. Gael, V. A. Kuzmitsky, and K. N. Solovyov, Zh. Prikl. Spektrosk., 63, No. 6, 932–942 (1996).
P. Bour, K. Zaruba, M. Urbanova, V. Setnichka, P. Matejka, Z. Fiedler, V. Kral, and K. Volka, Chirality, 12, 191–198 (2000).
K. N. Solovyov, L. L. Gladkov, A. S. Starukhin, and S. F. Shkirman, Spectroscopy of Porphyrins: Vibrational States [in Russian], Nauka i Tekhnika, Minsk (1985).
A. Karotki, M. Drobizhev, M. Kruk, C. W. Spangler, E. Nickel, N. Mamardashvili, and A. Rebane, J. Opt. Soc. Am., B, 20, 321–332 (2003).
J. Rodriguez, C. Kirmaier, and D. Holten, J. Am. Chem. Soc., 111, 6500–6506 (1989).
D. Magde, M. W. Windsor, D. Holten, and M. Gouterman, Chem. Phys. Lett., 29, 183–188 (1974).
S. Tobita, Y. Kaizu, H. Kobayashi, and I. Tanaka, J. Chem. Phys., 81, 2962–2969 (1984).
V. A. Kuzmitsky and K. N. Solovyov, Zh. Prikl. Spektrosk., 27, No. 4, 724–730 (1977).
M. B. Masthay, L. A. Findsen, B. M. Pierce, D. F. Bocian, J. S. Lindsey, and R. R. Birge, J. Chem. Phys., 84, 3901–3915 (1986).
V. A. Kuzmitsky, K. N. Solovyov, and M. P. Tsvirko, in: Porphyrins: Spectroscopy, Electrochemistry, and Application [in Russian], Nauka, Moscow (1987), 7–126.
H. Nakatsuji, J. Hasegawa, and M. Hada, J. Chem. Phys., 104, 2321–2329 (1996).
V. A. Kuzmitsky, Zh. Prikl. Spektrosk., 68, No. 5, 581–586 (2001).
M. Kruk, A. Karotki, M. Drobizhev, and A. Rebane, Lithuan. J. Phys., 45, 115–123 (2005).
M. Drobizhev, A. Karotki, M. Kruk, A. Rebane, E. Nickel, C. W. Spangler, and N. Mamardashvili, Proc. SPIE Int. Soc. Opt. Eng., 4797, 152–162 (2003).
R. F. Pasternack, R. P. Huber, P. Boyd, et al., J. Am. Chem. Soc., 94, 4511–4517 (1972).
M. Drobizhev, A. Kartoki, M. Kruk, and A. Rebane, Chem. Phys. Lett., 355, 175–182 (2002).
E. A. Wachter, W. P. Partridge, W. G. Fisher, H. C. Dees, and M. G. Petersen, Proc. SPIE Int. Soc. Opt. Eng., 3269, 68–75 (1998).
R. L. Goyan and D. T. Gramb, Photochem. Photobiol., 72, 821–827 (2000).
D. T. Gramg and R. L. Goyan, Proc. SPIE Int. Soc. Opt. Eng., 4262, 41–47 (2001).
A. A. Andrade, N. M. Barbosa Neto, L. Misoguti, L. De Boni, S. C. Zilio, and C. R. Mendonca, Chem. Phys. Lett., 390, 506–510 (2004).
M. Drobizhev, A. Karotki, M. Kruk, N. Mamardashvili, and A. Rebane, Chem. Phys. Lett., 361, 504–512 (2002).
S. S. Dvornikov, V. N. Knyukshto, V. A. Kuzmitsky, A. M. Shulga, and K. N. Solovyov, J. Lumin., 23, 373–392 (1981).
O. G. Khelevina and N. V. Chizhova, in: Progress in Porphyrin Chemistry [in Russian], Vol. 3, NII Khimii SPbGU, St. Petersburg (2001), 72–86.
N. Kruk, A. Karotki, M. Drobizhev, A. Rebane, G. Isakov, and P. Petrov, in: Materials of the International Conference “Laser Physics and Applications” [in Russian], May 14–16, 2003, B. I. Stepanov Inst. Phys., Minsk (2003), 263–265.
M. Drobizhev, A. Karotki, and A. Rebane, Chem. Phys. Lett., 334, 76–82 (2001).
A. Karotki, M. Kruk, M. Drobizhev, and A. Rebane, J. Modern Opt., 49, 379–390 (2002).
P. D. Zhao, P. Chen, G. Q. Tang, G. L. Zhang, and W. J. Chen, Chem. Phys. Lett., 390, 41–44 (2004).
A. P. Shreve, J. K. Trautman, T. G. Owens, and A. C. Albrecht, Chem. Phys. Lett., 170, 51–56 (1990).
V. A. Kuzmitsky, Zh. Prikl. Spektrosk., 72, No. 3, 339–347 (2005).
K. Ogawa, A. Ohashi, Y. Kobuke, K. Kamada, and K. Ohta, J. Am. Chem. Soc., 125, 13356–13357 (2003).
A. Karotki, M. Drobizhev, M. Kruk, A. Rebane, E. Nickel, and C. W. Spangler, Proc. SPIE Int. Soc. Opt. Eng., 4612, 143–151 (2002).
F. Meng, E. Nickel, M. Drobizhev, M. Kruk, A. Karotki, Y. Dzenis, A. Rebane, and C. W. Spangler, Polym. Mater.: Sci. Eng., 89, 462–463 (2003).
M. Drobizhev, A. Karotki, M. Kruk, Yu. Dzenis, A. Rebane, F. Meng, E. Nickel, and C. W. Spangler, Proc. SPIE Int. Soc. Opt. Eng., 5211, 63–74 (2003).
W. R. Dichtel, J. S. Serin, C. Edder, J. M. L. Freshet, M. Matuszewski, L.-S. Tan, T. Y. Ohulchanskyy, and P. N. Prasad, J. Am. Chem. Soc., 126, 5380–5381 (2004).
S. Hecht and J. M. J. Frechet, Angew. Chem. Int. Ed. Engl., 40, 74–91 (2001).
M. Kruk, M. Drobizhev, A. Karotki, and A. Rebane, Proc. SPIE Int. Soc. Opt. Eng., 6727, 67272F-1–67272F-8 (2007).
L. A. Martarano, C.-P. Wong, W. DeW. Horrocks, and A. M. P. Goncalves, J. Phys. Chem., 80, 2389–2393 (1976).
J. Aaviksoo, A. Freiberg, S. Savikhin, G. F. Stelmakh, and M. P. Tsvirko, Chem. Phys. Lett., 111, 275–278 (1984).
Y. Kurabayashi, K. Kikuchi, H. Kokubun, Y. Kaizu, and H. Kobayashi, J. Phys. Chem., 88, 1308–1310 (1984).
O. Ohno, Y. Kaizu, and H. Kobayashi, J. Chem. Phys., 82, 1779–1787 (1985).
D. Dini, M. Barthel, and M. Hanack, Eur. J. Org. Chem., No. 12, 3759–3769 (2001).
M. Drobizhev, A. Rebane, A. Karotki, and C. W. Spangler, Recent Res. Dev. Appl. Phys., 4, 197–222 (2001).
R. W. Shirmer and A. L. Gaeta, J. Opt. Soc. Am. B, 14, 2865–2868 (1997).
R. Bonnett, Chemical Aspects of Photodynamic Therapy, Gordon and Breach Science Publishers, Amsterdam (2000), 305.
S. Wan, J. A. Parrish, R. Rox Anderson, and M. Madden, Photochem. Photobiol., 34, 679–681 (1981).
L. Kelbauskas and W. Dietel, Photochem. Photobiol., 76, 686–694 (2002).
P. T. Petrov, V. M. Tsarenkov, A. L. Meshcheryakova, et al., Medium for Photodynamic Therapy of Tumors, Fotolon [in Russian], RB Pat. No. 5651 (1999).
Yu. P. Meshalkin, E. E. Alfimov, N. E. Vasil’ev, A. N. Denisov, V. K. Makukha, and A. P. Ogirenko, Kvantovaya Élektron., 29, 227–229 (1999).
A. Karotki, “Simultaneous two-photon absorption of tetrapyrrole molecules: from femtosecond coherence experiments to photodynamic therapy,” Ph.D. Dissertation in Physics, Montana State University, Bozeman (2003).
C. Xu, W. Zipfel, J. B. Shear, R. M. Williams, and W. W. Webb, Proc. Natl. Acad. Sci. USA, 93, 10763–10768 (1996).
A. V. Reshetnikov, V. I. Svets, and G. V. Ponomarev, in: Progress in Porphyrin Chemistry [in Russian], Vol. 2, NII Khimii SPbGU, St. Petersburg (1999), 70–114.
R. R. Birge, B. Parsons, Q. W. Song, and J. R. Tallent, in: Molecular Electronics, Blackwell Science Ltd., Oxford (1997), 439–472.
A. Rebane, M. Drobizhev, and A. Karotki, J. Lumin., 98, 341–353 (2002).
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Translated from Zhurnal Prikladnoi Spektroskopii, Vol. 75, No. 4, pp. 433–457, July–August, 2008.
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Kruk, N.N. Nonlinear optical properties of tetrapyrrole compounds and prospects for their application (a review). J Appl Spectrosc 75, 461–482 (2008). https://doi.org/10.1007/s10812-008-9088-4
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DOI: https://doi.org/10.1007/s10812-008-9088-4