Macroscopic Nonlinear Optical Properties of Tricyanopyrrolidene Chromophore Containing Amorphous Polycarbonate: Effect of Molecular Lateral Moiety in the Conjugative Structure

Min Ju Cho; Sang Kyu Lee; Jung-Il Jin; Dong Hoon Choi

Macromolecular Research, Vol.14, No.6, 603-609, December, 2006

Min Ju Cho, Sang Kyu Lee, Jung-Il Jin, and Dong Hoon Choi^†

Department of Chemistry, Center for Electro- & Photo-Responsive Molecules, Korea University, Seoul 136-701, Korea

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Tricyanopyrrolidene chromophores were prepared in order to compare their macroscopic nonlinear optical (NLO) properties with a conjugated structure through the long molecular axis. A thiophene or phenyl ring was tethered to an ethylenic bond; it may act as a lateral moiety to disrupt the planarity of a chromophore and lessen the electrostatic interaction. Thin film composites of these chromophores dissolved in amorphous polycarbonate (APC) were fabricated. Real time pole and probe method was employed to investigate the change of electro-optic (EO) signal during poling. The EO properties and their relaxation behaviors of the guest-host systems containing newly synthesized chromophores were investigated in detail.

Keywords:tricyanopyrrolidene chromophore;electro-optic effect;in-situ pole and probe;organic photonic material

[References]

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You BW, Hou Z, Yu L, Adv. Mater., 16, 356 (2004)
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[Referenced By]

[1] Dalton LR, Harper AW, Ghosn R, Steier WH, Ziari M, Fetterman H, Shi Y, Mustacich RV, Jen AKY, Shea KJ, Chem. Mater., 7, 1060 (1995)

[2] Dalton LR, Harper AW, Wu B, Ghosen R, Laquindanum J, Liang Z, Hubbel A, Xu C, Adv. Mater., 7, 519 (1995)

[3] Dalton L, Harper A, Ren A, Wang F, Todorova G, Chen J, Zhang C, Lee M, Ind. Eng. Chem. Res., 38(1), 8 (1999)

[4] Samyn C, Verbiest T, Persoons A, Macromol. Rapid Commun., 21, 1 (2000)

[5] Yoon KR, Lee H, Rhee BK, Jung C, Macromol. Res., 12(6), 581 (2004)

[6] Lacroix PG, Chem. Mater., 13, 3495 (2001)

[7] Katti KV, Raghuraman K, Pillarsetty N, Karra SR, Gulotty RJ, Chartier MA, Langhoff CA, Chem. Mater., 14, 2436 (2002)

[8] Zhu P, van der Boom ME, Kang H, Evmenenko G, Dutta P, Marks TJ, Chem. Mater., 14, 4982 (2002)

[9] Facchetti A, Abbotto A, Beverina L, van der Boom ME, Dutta P, Vmenenko EG, Pagani GA, Marks TJ, Chem. Mater., 15, 1064 (2003)

[10] Chaumel F, Jiang H, Kakkar A, Chem. Mater., 13, 3389 (2001)

[11] Ahlheim M, Barzoukas M, Bedworth PV, Blancharddesce M, Fort A, Hu ZY, Marder SR, Perry JW, Runser C, Staehelin M, Zysset B, Science, 271(5247), 335 (1996)

[12] Marder SR, Cheng LT, Tiemann BG, Friedli AC, Blancharddesce M, Perry JW, Skindhoj J, Science, 263(5146), 511 (1994)

[13] Trollsas M, Orrenius C, Sahlen F, Gedde UW, Norin T, Hult A, Hermann D, Rudquist P, Komitov L, Lagerwall ST, Lindstrom J, J. Am. Chem. Soc., 118(36), 8542 (1996)

[14] Song S, Lee SJ, Cho BR, Shin DH, Park KH, Lee CJ, Kim N, Chem. Mater., 11, 1406 (1999)

[15] Breitung EM, Shu CF, McMahon RJ, J. Am. Chem. Soc., 122(6), 1154 (2000)

[16] Varanasi PR, Jen AK, Chandrasekhar J, Namboothiri IN, Rathna A, J. Am. Chem. Soc., 118(49), 12443 (1996)

[17] Albert ID, Marks TJ, Ratner MA, J. Am. Chem. Soc., 119(28), 6575 (1997)

[18] He MQ, Leslie TM, Sinicropi JA, Chem. Mater., 14, 2393 (2002)

[19] Grunnetjepsen A, Thompson CL, Moerner WE, Science, 277(5325), 549 (1997)

[20] Marder SR, Kippelen B, Jen AK, Peyghambarian N, Nature, 388(6645), 845 (1997)

[21] You BW, Hou Z, Yu L, Adv. Mater., 16, 356 (2004)

[22] Jang SH, Luo J, Tucker NM, Leclercq A, Zojer E, Haller MA, Kim TD, Kang JW, Firestone K, Bale D, Lao D, Benedict JB, Cohen D, Kaminsky W, Kahr B, Bredas JL, Reid P, Dalton LR, Jen AKY, Chem. Mater., 18, 2982 (2006)

[23] Cho MJ, Lee SK, Lim JH, Hong CS, Choi DH, J. Mater. Chem., submitted (2006)

[24] Zhang C, Wang CG, Dalton LR, Zhang H, Steier WH, Macromolecules, 34(2), 253 (2001)