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Applied Chemistry for Engineering, Vol.21, No.4, 357-365, August, 2010
유기발광재료의 조합합성
Combinatorial Synthesis of Organic Luminescent Materials
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초록
신약개발 과정에서 선도물질을 도출하기 위한 유용한 방법으로 적용되어온 조합합성은 최근 분석과 검사 기술의 빠른 발전과 더불어 다양한 분야에서 응용되고 있다. 특히 분자구조와 특성 간의 상관관계를 예측하기 어려운 신물질 개발분야에서 다양한 후보 물질들을 빠른 시간 내에 확보하기 위한 효율적인 전략으로 주목받고 있다. 그 동안 조합화학 및 조합합성 기법에 관하여 많은 수의 보고서와 총설들이 발표되었다. 본 총설에서는 조합합성을 이용한 신소재 개발동향을 간략히 소개하고, 이를 응용한 유기발광재료 개발 사례들을 논의하고자 한다.
Combinatorial synthesis, which has been adopted as an efficient method for deriving a leading compound in pharmaceutical chemistry, is recently being applied in various fields along with the rapid development of analysis and examination technology. It is especially attracting much attention as an efficient strategy to secure various potent compounds rapidly in the areas of
developing new materials where the relationship between the chemical structure and the property is not revealed. Several reports and reviews have already been published for the combinatorial chemistry and combinatorial synthesis. This report briefly introduces trends in the combinatorial development of new materials and discusses the cases of developing organic luminescent materials.
- Jung G, Combinatorial Chemistry-Synthesis, Analysis, Screening, Wiley-VCH, Weinheim (1999)
- Dolle RE, J. Comb. Chem., 6, 623 (2004)
- Dolle RE, J. Comb. Chem., 5, 693 (2003)
- Nicolaou KC, Hanko R, Hartwig W, Handbook of Combinatorial Chemistry: Drug, Catalyst, Materials, Wiley-VCH, Weinheim (2002)
- Tacheuchi I, Lauterbach J, Fasolka MJ, Materialstoday, 18 (2005)
- Maier W, Stowe K, Sieg S, Angew. Chem., Int. Ed., 46, 6016 (2007)
- Combinatorial Chemistry: Synthesis and Application, ed. Wilson SR, Czarnik AW, John Wiley & Sons, INC, New York 25 (1996)
- Marrifield RB, J. Am. Chem. Soc., 85, 2149 (1963)
- Dolle RE, Le Bourdonnec B, Morales GA, Moriarty KJ, Salvino JM, J. Comb. Chem., 8, 597 (2006)
- Dolle RE, J. Comb. Chem., 7, 739 (2005)
- Dolle RE, J. Comb. Chem., 6, 623 (2004)
- Toy PH, Janda KD, Acc. Chem. Res., 33, 546 (2000)
- Harwig CW, Gravert DJ, Janda KD, Chemtracts, 12, 1 (1999)
- Gravert DJ, Janda KD, Chem. Rev., 97, 2110 (1997)
- Miao W, Chan TH, Acc. Chem. Res., 39, 897 (2006)
- Thiem J, Steinmann A, Thimm J, Wollik N, Curr. Org. Chem., 12, 1010 (2008)
- Seeberger PH, Werz DB, Nature, 446, 1046 (2007)
- Kim CB, Cho CH, Kim CK, Park K, J. Comb. Chem., 9, 1157 (2007)
- Dai WM, Shi J, Comb. Chem. High Throughput Screening, 10, 837 (2007)
- Piscopio AD, Robinson JE, Curr. Opin. Chem. Biol., 8, 245 (2004)
- Backes BJ, Ellman JA, Curr. Opin. Chem. Biol., 1, 86 (1997)
- Ellman JA, Acc. Chem. Res., 29, 132 (1996)
- Scott PJH, Steel PG, Eur. J. Org. Chem., 2251 (2006)
- Gil C, Brase S, Curr. Opin. Chem. Biol., 8, 230 (2004)
- Phoon CW, Sim MM, Curr. Org. Chem., 6, 937 (2002)
- Brase S, Dahmen S, Chem. Eur. J., 6, 1899 (2000)
- Corma A, Serra JM, Catal. Today, 3, 107 (2005)
- Jones DJ, Gibson VC, Green SM, Maddox PJ, Chem. Commun., 1038 (2002)
- Jones DJ, Gibson VC, Green SM, Maddox PJ, White AJP, Williams DJ, J. Am. Chem. Soc., 127(31), 11037 (2005)
- Park JK, Choi KJ, Kim KN, Kim CH, Appl. Phys. Lett., 87, 031108 (2005)
- Sohn KS, Park DH, Cho SH, Kim BI, Woo SI, J. Comb. Chem., 8, 44 (2006)
- Mordkovich VZ, Hayashi H, Haemori M, Fukumura T, Kawasaki M, Adv. Funct. Mater., 223, 144 (2003)
- Christen HM, Ohkubo I, Rouleau CM, Jellison Jr. GE, Puretzky AA, Geohegan DB, Lowndes DH, Meas. Sci. Technol., 16, 21 (2005)
- Ludwig A, Zotov N, Savan A, Groudeva-Zotova S, Appl. Surf. Sci., 252(7), 2518 (2006)
- Takeuchi I, Famodu OO, Read JC, Aronova MA, Chang KS, Craciunescu C, Lofland SE, Wuttig M, Wellstood FC, Knauss L, Orozco A, Nat. Mater., 2, 180 (2003)
- Kobayashi T, Ueda A, Yamada Y, Shioyama H, Appl. Surf. Sci., 223(1-3), 102 (2004)
- Lindell SD, Pattenden LC, Shannon J, Bioorg. Med. Chem., 17, 4035 (2009)
- Kumar K, Waldmann H, Angew. Chem., Int. Ed., 48, 3224 (2009)
- Nandy JP, Prakesch M, Khadem S, Reddy PT, Sharma U, Arya P, Chem. Rev., 109(5), 1999 (2009)
- Jorgensen WL, Acc. Chem. Res., 42, 724 (2009)
- Sada K, Yoshikawa K, Miyata M, Chem. Commun., 1763 (1998)
- Finney NS, Curr. Opin. Chem. Biol., 10, 238 (2006)
- Ljosa V, Carpenter AE, Trends Biotechnol., 26, 527 (2008)
- Schiedel MS, Christoph AB, Bauerle P, Angew. Chem., Int. Ed., 40, 4677 (2001)
- Potyrailo RA, Angew. Chem., Int. Ed., 45, 702 (2006)
- Mirsky VM, Kulikov V, Hao QL, Wolfbeis OS, Macromol. Rapid Commun., 25(1), 253 (2004)
- Chisholm BJ, Webster DC, J. Coat. Technol. Res., 4, 1 (2007)
- Nolan EM, Lippard SL, Acc. Chem. Res., 42, 193 (2009)
- Sameiro M, Goncalves T, Chem. Rev., 109(1), 190 (2009)
- Jose J, Burgess K, Tetrahedron, 62, 11021 (2006)
- Wang F, Tan WB, Zhang Y, Fan X, Wang M, Nanotechnol., 17, R1 (2006)
- Barber JAS, Parkin CS, Crop Protection, 22, 15 (2003)
- Field MS, Wilhelm RG, Quinlan JF, Aley TJ, Environ. Monit. Assess., 28, 75 (1995)
- D’Alpino PHP, Pereira JC, Svizero NR, Rueggeberg FA, Pashley DH, J. Dent., 34, 623 (2006)
- Kalinowski J, Opt. Mater., 30, 792 (2008)
- Geffroy B, Le Roy P, Prat C, Polym. Int., 55, 572 (2006)
- Veinot JGC, Marks TJ, Acc. Chem. Res., 38, 632 (2005)
- Sivakumar K, Xie F, Cash BM, Long S, Barnhill HN, Wang Q, Org. Lett., 6, 4603 (2004)
- Song A, Zhang J, Lam KS, J. Comb. Chem., 6, 112 (2004)
- Xie F, Sivakumar K, Zeng Q, Bruckman MA, Hodges B, Wang Q, Tetrahedron, 64, 2906 (2008)
- Zhu Q, Yoon HS, Parikh PB, Puja B, Chang YT, Yao SQ, Tetrahedron Lett., 43, 5083 (2002)
- Min J, Lee JW, Ahn YH, Chang YT, J. Comb. Chem., 9, 1079 (2007)
- Rosania GR, Lee JW, Ding L, Yoon HS, Chang YT, J. Am. Chem. Soc., 125(5), 1130 (2003)
- Li Q, Lee JS, Ha C, Park CB, Yang G, Gan WB, Chang YT, Angew. Chem., Int. Ed., 43, 6331 (2004)
- Ahn YH, Lee JS, Chang YT, J. Am. Chem. Soc., 129(15), 4510 (2007)
- Kim E, Koh M, Ryu J, Park SB, J. Am. Chem. Soc., 130(37), 12206 (2008)
- Thelakkat M, Schmitz C, Neuber C, Schmidt HW, Macromol. Rapid Commun., 25(1), 204 (2004)
- Anderson S, Chem. Eur. J., 7, 4706 (2001)
- Briehn CA, Schiedel MS, Bonsen EM, Schuhmann W, Bauerle P, Angew. Chem., Int. Ed., 40, 4680 (2001)
- Momotake A, Arai T, J. Photochem. Photobiol. A: Photochem. Reviews, 5, 1 (2004)
- Imai M, Arai T, Tetrahedron Lett., 43, 5265 (2002)
- Meier H, Angew. Chem., Int. Ed., 31, 1399 (1992)
- Feringa L, Jager WF, de Lange B, Tetrahedron, 49, 8267 (1993)
- Um SI, Lee JK, Kang Y, Baek DJ, Dyes Pigm., 70, 84 (2006)
- Sengupta S, Tetrahedron Lett., 44, 307 (2003)
- Xu Q, Chen HZ, Wang M, Mater. Chem. Phys., 87(2-3), 446 (2004)
- Zhan CM, Cheng ZG, Zheng JY, Zhang W, Xi Y, Qin JG, J. Appl. Polym. Sci., 85(13), 2718 (2002)
- Burn PL, Lo SC, Samuel IDW, Adv. Mater., 19(13), 1675 (2007)
- Momotake A, Arai T, J. Photochem. Photobiol., C, 5, 1 (2004)
- Markham JPJ, Namdas EB, Anthopoulos TD, Samuel IDW, Richards GJ, Burn PL, Appl. Phys. Lett., 85, 1463 (2004)
- Walter G, Liebl R, Von Angerer E, Bioorg. Med. Chem., 14, 4659 (2004)
- Chavez D, Chai HB, Chagwedera TE, Gao Q, Farnsworth NR, Cordell GA, Pezzuto JM, Kinghorn AD, Tetrahedron Lett., 42, 3685 (2001)
- Iliya I, Ali Z, Tanaka T, Iinuma M, Furusawa M, Nakaya KI, Murata J, Darnaedi DI, Matsuura N, Ubukata M, Phytochemistry, 62, 601 (2003)
- Huang KS, Li RL, Wang YH, Lin M, Planta. Med., 67, 61 (2001)
- Savouret JF, Quesne M, Biomed. Pharmacother., 56, 84 (2002)
- Williard R, Jammalamadaka V, Zava D, Hunt CCA, Kushner PJ, Scanlan TS, Chem. Biol., 2, 45 (1995)
- Cho CH, Park K, Bull. Korean Chem. Soc., 28, 1159 (2007)
- Cho CH, Kim CB, Park K, J. Comb. Chem., 12, 45 (2010)
- Tu S, Wu S, Yan S, Hao W, Zhang X, Cao X, Han Z, Jiang B, Shi F, Xia M, Zhou J, J. Comb. Chem., 11, 239 (2009)
- Lowry MS, Hudson WR, Pascal RA, Bernhard S, J. Am. Chem. Soc., 126(43), 14129 (2004)
- Hsu NM, Li WR, Angew. Chem., Int. Ed., 45, 4138 (2006)
- Hsu NM, Li CY, Yang CM, Lin TS, Hu BH, Tingare YS, Chang WC, Srivastava GK, Li WR, J. Comb. Chem., 11, 943 (2009)
- Lavastre O, Illitchev I, Jegou G, Dixneuf PH, J. Am. Chem. Soc., 124(19), 5278 (2002)
- Gao JM, Strassler C, Tahmassebi D, Kool ET, J. Am. Chem. Soc., 124(39), 11590 (2002)