Macromolecular Research, Vol.15, No.6, 541-546, October, 2007
Synthesis and Characterization of Low Molecular Weight Poly(methyl acrylate)-b-Polystyrene by a Combination of ATRP and Click Coupling Method
E-mail:
The combination of atom transfer radical polymerization (ATRP) and click chemistry was employed for the efficient preparation of well-defined block copolymers. Bromo terminated poly(methyl acrylate) (pMA-Br) was prepared by an ATRP initiator, ethyl-2-bromoisobutyrate (EBiB). Subsequently, the bromine chain end of pMA-Br was converted to an azide group by simple nucleophilic substitution reaction. -Alkyn- -bromo-functionalized polystyrene was also synthesized by ATRP using the alkyn-functionalized initiator, propargyl-2-bromoisobutyrate (PgBiB). In both cases, the conversion was limited to a low level to ensure a high degree of chain end functionality. Then the coupling reaction between the azide end group in pMA-N3 and alkyn-functionalized PgBiB-pSt was performed by Cu(I)catalysis. This coupling reaction was monitored by gel permeation chromatography (GPC). The synthesized block copolymer was characterized by FT-IR, 1H-NMR spectroscopy and 1H-1H COSY correlation spectroscopy.
- Hadjichristidis N, Pispas S, Floudas G, Block Copolymers, Wiley, Hoboken, NJ (2003)
- Matyjaszewski K, Davis TP, Eds, Handbook of Radical Polymerization, Wiley, Hoboken, NJ (2002)
- Wang JS, Matyjaszewski K, J. Am. Chem. Soc., 117(20), 5614 (1995)
- Matyjaszewski K, Xia JH, Chem. Rev., 101(9), 2921 (2001)
- Kamigaito M, Ando T, Sawamoto M, Chem. Rev., 101(12), 3689 (2001)
- Kwark YJ, Kim J, Novak BM, Macromol. Res., 15(1), 31 (2007)
- Cho HY, Han BH, Kim I, Paik HJ, Macromol. Res., 14(5), 539 (2006)
- Hong SC, Shin KE, Noh SK, Lyoo WS, Macromol. Res., 13(5), 391 (2005)
- Moon B, Kang M, Macromol. Res., 13(3), 229 (2005)
- Lee YW, Kang SM, Yoon KR, Chi YS, Choi IS, Hong SP, Yu BC, Paik HJ, Yun WS, Macromol. Res., 13(4), 356 (2005)
- Coessens V, Pintauer T, Matyjaszewski K, Prog. Polym. Sci, 26, 337 (2001)
- Coessens V, Matyjaszewski K, J. Macromol. Sci.-Pure Appl. Chem., 36, 667 (1999)
- Gaynor SG, Nakagawa Y, Matyjaszewski K, Macromol. Rapid Commun., 18, 1057 (1997)
- Huisgen R, Angew. Chem. Int. Ed., 2, 565 (1963)
- Rostovtsev VV, Green LG, Fokin VV, Sharpless KB, Angew. Chem.-Int. Edit., 41, 2596 (2002)
- Tornoe CW, Christensen C, Meldal M, J. Org. Chem., 67, 3057 (2002)
- Li HM, Cheng FO, Duft AM, Adronov A, J. Am. Chem. Soc., 127(41), 14518 (2005)
- Sumerlin BS, Tsarevsky NV, Louche G, Lee RY, Matyjaszewski K, Macromolecules, 38(18), 7540 (2005)
- Sumerlin BS, Tsarevsky NV, Gao H, Golas P, Louche G, Lee RY, Matyjaszewski K, ACS Sym. Ser., 944, 140 (2006)
- Gao HF, Louche G, Sumerlin BS, Jahed N, Golas P, Matyjaszewski K, Macromolecules, 38(22), 8979 (2005)
- Wu P, Feldman AK, Nugent A, Hawker K, Scheel CJ, Voit A, Pyun B, Frechet J, Sharpless KB, Fokin VV, Angew. Chem.-Int. Edit., 43, 3928 (2004)
- Joralemon MJ, O'Reilly RK, Matson JB, Nugent AK, Hawker CJ, Wooley KL, Macromolecules, 38(13), 5436 (2005)
- Fernandez-Megia E, Correa J, Rodriguez-Meizoso I, Riguera R, Macromolecules, 39(6), 2113 (2006)
- Joralemon MJ, O'Reilly RK, Hawker CJ, Wooley KL, J. Am. Chem. Soc., 127(48), 16892 (2005)
- Gao HF, Matyjaszewski K, Macromolecules, 39(15), 4960 (2006)
- Laurent BA, Grayson SM, J. Am. Chem. Soc., 128(13), 4238 (2006)
- Opsteen JA, van Hest JCM, Chem. Commun., 57 (2005)
- Durmaz H, Colakoclu B, Tunca U, Hizal G, J. Polym. Sci. A: Polym. Chem., 44(5), 1667 (2006)
- Quemener D, Davis TP, Barner-Kowollik C, Stenzel MH, Chem. Commun., 5051 (2006)
- Matyjaszewski K, Patten TE, Xia JH, J. Am. Chem. Soc., 119(4), 674 (1997)
- luedtke AE, Timberlake JW, J. Org. Chem., 50, 268 (1985)
- Tsarevsky NV, Sumerlin BS, Matyjaszewski K, Macromolecules, 38(9), 3558 (2005)
- Paik HJ, Gaynor S, Matyjaszewski K, Macromol. Rapid Commun., 19, 47 (1998)
- Lutz JF, Boerner HG, Weichenhan K, Macromol. Rapid Commun., 26, 514 (2005)
- Lutz JF, Borner HG, Weichenhan K, Macromolecules, 39(19), 6376 (2006)
- Lutz JF, Matyjaszewski K, Macromol. Chem. Phys., 203, 1385 (2002)
- Lutz JF, Matyjaszewski K, J. Polym. Sci. A: Polym. Chem., 43(4), 897 (2005)
- Vogt AP, Sumerlin BS, Macromolecules, 39(16), 5286 (2006)