Synthesis and Nonlinear Optical Properties of Novel Y-Type Polyesters with Enhanced Thermal Stability of Second Harmonic Generation

Jin-Hyang Kim; Ju-Yeon Lee; Dong-Seon Won; Bum Ku Rhee

Macromolecular Research, Vol.15, No.6, 506-512, October, 2007

Jin-Hyang Kim, Ju-Yeon Lee^†, Dong-Seon Won, and Bum Ku Rhee¹

Institute of Functional Materials, Department of Chemistry, Inje University, Gimhae 621-749, Korea
¹Department of Physics, Sogang University, Seoul 121-742, Korea

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: 2,3-Di-(2'-hydroxyethoxy)-4'-nitrostilbene (3) was prepared and condensed with terephthaloyl chloride, adipoyl chloride, and sebacoyl chloride to yield novel Y-type polyesters (4-6) containing the NLO-chromophores 2,3-dioxynitrostilbenyl groups, which constituted parts of the polymer backbones. Polymers 4-6 were soluble in common organic solvents such as acetone and N,N-dimethylformamide. Polymers 4-5 showed thermal stability up to 300 ℃ in thermogravimetric analysis with glass transition temperatures (Tg), obtained from differential scanning calorimetry, in the range 81-95 ℃. The second harmonic generation (SHG) coefficients (d33) of the poled polymer films at the 1064 nm fundamental wavelength were around 3.68 × 10-9 esu. The dipole alignment exhibited high thermal stability up to Tg, and there was no SHG decay below Tg due to the partial main-chain character of the polymer structure.

Keywords:nonlinear optical;polyester;SHG;thermal stability;dipole alignment

[References]

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Marks TJ, Ratner MA, Angew. Chem.-Int. Edit., 34, 155 (1995)
Yoon KR, Lee H, Rhee BK, Jung C, Macromol. Res., 12(6), 581 (2004)
Cho MJ, Lee SK, Jin JI, Choi DH, Macromol. Res., 14(6), 603 (2006)
Kato M, Hirayama T, Matsuda H, Minami M, Okada S, Nakanishi H, Macromol. Rapid Commun., 15, 741 (1994)
Boogers JA, Klaase PT, Devlieger JJ, Alkema DP, Tinnemans AH, Macromolecules, 27(1), 197 (1994)
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)
Han KS, Park SK, Shim SY, Jahng WS, Kim NJ, Bull. Korean Chem. Soc., 19, 1165 (1998)
Han KS, Park SK, Shim SY, Lee YS, Jahng WS, Kim NJ, Bull. Korean Chem. Soc., 19, 1168 (1998)
Yu D, Gharavi A, Yu LP, J. Am. Chem. Soc., 117(47), 11680 (1995)
Yu D, Gharavi A, Yu LP, Macromolecules, 29(19), 6139 (1996)
Tsutsumi N, Morishima M, Sakai W, Macromolecules, 31(22), 7764 (1998)
Woo HY, Shim HK, Lee KS, Jeong MY, Lim TK, Chem. Mater., 11, 218 (2000)
Ree M, Macromol. Res., 14(1), 1 (2006)
Lee JY, Jung WT, Lee WJ, Polym. Int., 55, 248 (2006)
Cisneros JI, Appl. Optics, 37, 5262 (1998)
Jephagnon J, Kurtz SK, J. Appl. Phys., 40, 1667 (1970)
Singer DD, Sohn JE, Lalama SJ, Appl. Phys. Lett., 49, 248 (1986)
Herman WN, Hayden LM, J. Opt. Soc. Am. B, 12, 416 (1995)
Cullinane NM, J. Chem. Soc., 123, 2053 (1923)

[Referenced By]

[1] Burland DM, Miller RD, Walsh CA, Chem. Rev., 94(1), 31 (1994)

[2] Marks TJ, Ratner MA, Angew. Chem.-Int. Edit., 34, 155 (1995)

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

[4] Cho MJ, Lee SK, Jin JI, Choi DH, Macromol. Res., 14(6), 603 (2006)

[5] Kato M, Hirayama T, Matsuda H, Minami M, Okada S, Nakanishi H, Macromol. Rapid Commun., 15, 741 (1994)

[6] Boogers JA, Klaase PT, Devlieger JJ, Alkema DP, Tinnemans AH, Macromolecules, 27(1), 197 (1994)

[7] 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)

[8] Han KS, Park SK, Shim SY, Jahng WS, Kim NJ, Bull. Korean Chem. Soc., 19, 1165 (1998)

[9] Han KS, Park SK, Shim SY, Lee YS, Jahng WS, Kim NJ, Bull. Korean Chem. Soc., 19, 1168 (1998)

[10] Yu D, Gharavi A, Yu LP, J. Am. Chem. Soc., 117(47), 11680 (1995)

[11] Yu D, Gharavi A, Yu LP, Macromolecules, 29(19), 6139 (1996)

[12] Tsutsumi N, Morishima M, Sakai W, Macromolecules, 31(22), 7764 (1998)

[13] Woo HY, Shim HK, Lee KS, Jeong MY, Lim TK, Chem. Mater., 11, 218 (2000)

[14] Ree M, Macromol. Res., 14(1), 1 (2006)

[15] Lee JY, Jung WT, Lee WJ, Polym. Int., 55, 248 (2006)

[16] Cisneros JI, Appl. Optics, 37, 5262 (1998)

[17] Jephagnon J, Kurtz SK, J. Appl. Phys., 40, 1667 (1970)

[18] Singer DD, Sohn JE, Lalama SJ, Appl. Phys. Lett., 49, 248 (1986)

[19] Herman WN, Hayden LM, J. Opt. Soc. Am. B, 12, 416 (1995)

[20] Cullinane NM, J. Chem. Soc., 123, 2053 (1923)