Synthesis of a Novel AB<sub>2</sub> Monomer with a Stilbene Chromophore and Its Polymerization Study via the Heck Reaction

Yong Man Kim; Young Gyu Kim

Journal of Industrial and Engineering Chemistry, Vol.5, No.1, 74-76, March, 1999

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Synthesis of a Novel AB₂ Monomer with a Stilbene Chromophore and Its Polymerization Study via the Heck Reaction

Yong Man Kim, and Young Gyu Kim^†

Division of Chemical Engineering, Seoul National University, Seoul 151-742 Korea

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A novel monomer 1 containing a stilbene chromophore was synthesized efficiently in four steps starting from 4-acetoxystyrene and 4-bromobenzaldehyde. The polymer product poly-1 was prepared from the polycondensation of monomer 1 using the Heck reaction and showed λ_max at 508 nm in the photoluminescence spectrum. Variation of the reaction conditions was carried out in order to improve the homogeneity of the reaction mixture. The polymer produced with the optimal conditions showed M_w = 12,100 with the polydispersity index of 1.85.

Keywords:hyperbranched polymer;stilbene chromophore;Heck reaction;photoluminescence

[References]

Burroughes JH, Bradley DDC, Brown AR, Marks RN, Mackay K, Friends RH, Burn PL, Holmes AB, Nature, 347, 539 (1990)
Zyung T, Polym. Sci. Tech., 7, 690 (1996)
Tomalia DA, Naylor AM, Goddard WA, Angew. Chem.-Int. Edit., 29, 138 (1990)
Johansson M, Malmstrom E, Hult A, TRIP, 4, 398 (1996)
Mueller A, Kowalewski T, Wooley KL, Macromolecules, 31(3), 776 (1998)
Fomina L, Fomine S, Salcedo R, Ogawa T, Polym. J., 28, 1071 (1996)
Plevyak JE, Dickerson JE, Heck RF, J. Org. Chem., 44, 4078 (1979)
Silverstein RM, Bassler GC, Morrill TC, Spectrometric Idendification of Organic Compounds, 5th Edn., p. 221, Wiley, New York (1991)
Ziegler CB, Heck RF, J. Org. Chem., 43, 2941 (1978)
Boekman RK, Charette AB, Asberom T, Johnston BH, J. Am. Chem. Soc., 113, 5337 (1991)

[Referenced By]

[Related Articles]

[1] Burroughes JH, Bradley DDC, Brown AR, Marks RN, Mackay K, Friends RH, Burn PL, Holmes AB, Nature, 347, 539 (1990)

[2] Zyung T, Polym. Sci. Tech., 7, 690 (1996)

[3] Tomalia DA, Naylor AM, Goddard WA, Angew. Chem.-Int. Edit., 29, 138 (1990)

[4] Johansson M, Malmstrom E, Hult A, TRIP, 4, 398 (1996)

[5] Mueller A, Kowalewski T, Wooley KL, Macromolecules, 31(3), 776 (1998)

[6] Fomina L, Fomine S, Salcedo R, Ogawa T, Polym. J., 28, 1071 (1996)

[7] Plevyak JE, Dickerson JE, Heck RF, J. Org. Chem., 44, 4078 (1979)

[8] Silverstein RM, Bassler GC, Morrill TC, Spectrometric Idendification of Organic Compounds, 5th Edn., p. 221, Wiley, New York (1991)

[9] Ziegler CB, Heck RF, J. Org. Chem., 43, 2941 (1978)

[10] Boekman RK, Charette AB, Asberom T, Johnston BH, J. Am. Chem. Soc., 113, 5337 (1991)