Subphthalocyanine 화합물 유도체들의 합성 및 특성 비교

김재환; 허진; 이윤이; 김보현; 이근대; 홍성수; 박성수; Jae Hwan Kim; Jin Heo; Yun-Yi Lee; Bo Hyun Kim; Geun-Dae Lee; Seong-Soo Hong; Seong Soo Park

Journal of the Korean Industrial and Engineering Chemistry, Vol.20, No.1, 46-51, February, 2009

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Subphthalocyanine 화합물 유도체들의 합성 및 특성 비교

Synthesis of Subphthalocyanine Compound Derivatives and Their Properties

김재환, 허진, 이윤이, 김보현, 이근대 , 홍성수 , 박성수 ^†

부경대학교 공과대학 응용화학공학부

Jae Hwan Kim, Jin Heo, Yun-Yi Lee, Bo Hyun Kim, Geun-Dae Lee , Seong-Soo Hong , and Seong Soo Park^†

Division of Applied Chemical Engineering, Pukyong National University, Busan 608-739, Korea

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초록

본 연구에서는 중간체인 여러 종류의 전구체를 사용하여 치환기의 종류와 위치가 상이한 subphthalocyanine (SubPc) 유도체를 성공적으로 합성하였다. 중간체 및 최종 생성물의 화학적 구조는 핵자기 공명 분광기 및 푸레어 변환 적외선 분광기를 이용하여 확인하였다. 또한, 분광학적 특성 및 결정상 특성은 자외선-가시광 분광기 및 XRD를 이용하여 측정.분석하였다. 합성한 SubPc 유도체들은 각각 560∼600 nm 사이의 가시광을 선택적으로 흡수하였고, 치환기가 도입되면 용해도가 향상되었고, 치환기의 종류 및 위치에 따라 최대 흡수파장이 장파장 혹은 단파장으로 이동하였다.

Subphthalocyanine (SubPc) derivatives consisting of the different kinds and positions of substitute group were successfully synthesized using various types of the precursor as the intermediate compound. The chemical structure of precursor and product was determined by the means of 1H-NMR and FT-IR spectrometer. Also, spectroscopic and crystalline properties were determined by means of UV-Vis spectrometer and XRD, respectively. It was found that SubPc derivatives absorbed selectively visible light ranging from 560 to 600 nm, their solubility was enhanced by introducing substitute groups, and their maximum absorbing wavelength was shifted by changing the kind and position of substitute groups.

Keywords:Subphthalocyanine;derivatives;synthesis;absorbing;peak-shifting

[References]

Crawford GP, Flexible Flat Panel Displays, John Wiley & Sons, England (2005)
Tannas LE, Flat-panel Display Technologies, Noyes Pub, New Jersey (1995)
Kenyon Gjerpe I, Computer Physics Communications., 22, 239 (1981)
Meller A, Ossko A, Monatsh. Chem., 103, 150 (1972)
Rauschnabel J, Hanack M, Tetrahedron Lett., 36, 1629 (1995)
Claessens CG, Gonzalez-Rodriguez D, Torres T, Chem. Rev., 102(3), 835 (2002)
Zyss J, Ledoux I, Chem. Rev., 94(1), 77 (1994)
Kobayashi N, Kondo R, Nakajima S, Osa T, J. Am. Chem. Soc., 112, 9640 (1990)
Iglesias RS, Claessens CG, Torres T, Rehman A, Guldi DM, Chem. Commun., 2113 (2005)
Dabak S, Gill A, Bekaroglu O, Chem. Ber., 127, 2009 (1994)
Young JG, Onyebuagu W, J. Org. Chem., 55, 2155 (1990)
George RD, Snow AW, J. Heterocycl. Chem., 32, 495 (1995)
Hanack M, Geyer M, J. Chem. Soc., Chem. Commun., 2253 (1994)
Claessens CG, Torres T, Eur. J. Org. Chem., 2000, 1603 (2000)

[Referenced By]

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[1] Crawford GP, Flexible Flat Panel Displays, John Wiley & Sons, England (2005)

[2] Tannas LE, Flat-panel Display Technologies, Noyes Pub, New Jersey (1995)

[3] Kenyon Gjerpe I, Computer Physics Communications., 22, 239 (1981)

[4] Meller A, Ossko A, Monatsh. Chem., 103, 150 (1972)

[5] Rauschnabel J, Hanack M, Tetrahedron Lett., 36, 1629 (1995)

[6] Claessens CG, Gonzalez-Rodriguez D, Torres T, Chem. Rev., 102(3), 835 (2002)

[7] Zyss J, Ledoux I, Chem. Rev., 94(1), 77 (1994)

[8] Kobayashi N, Kondo R, Nakajima S, Osa T, J. Am. Chem. Soc., 112, 9640 (1990)

[9] Iglesias RS, Claessens CG, Torres T, Rehman A, Guldi DM, Chem. Commun., 2113 (2005)

[10] Dabak S, Gill A, Bekaroglu O, Chem. Ber., 127, 2009 (1994)

[11] Young JG, Onyebuagu W, J. Org. Chem., 55, 2155 (1990)

[12] George RD, Snow AW, J. Heterocycl. Chem., 32, 495 (1995)

[13] Hanack M, Geyer M, J. Chem. Soc., Chem. Commun., 2253 (1994)

[14] Claessens CG, Torres T, Eur. J. Org. Chem., 2000, 1603 (2000)