Polymerizations of Propylene with Unsymmetrical ( α-Diimine)nickel(II) Catalysts

Manseong Jeon; Chul Jong Han; Sang Youl Kim

Macromolecular Research, Vol.14, No.3, 306-311, June, 2006

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Polymerizations of Propylene with Unsymmetrical ( α-Diimine)nickel(II) Catalysts

Manseong Jeon, Chul Jong Han, and Sang Youl Kim^†

Polyolefin Materials Research Center, Department of Chemistry and School of Molecular Science (BK21), Korea Advanced Institute of Science and Technology, Daejeon 305-701, Korea

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New unsymmetrical ( α-diimine)nickel(II) catalysts having different pendent groups at the ortho positions on aromatic rings were synthesized and subjected to propylene polymerizations with MAO (methylaluminoxane). Structural analyses of the resulting polypropylenes by 1H and 13C NMR showed that the ortho substituents on aromatic rings of ( α-diimine)nickel(II) catalyst affected significantly the polypropylene microstructure. While Cs symmetric catalyst afforded a syndiotactic polypropylene (rr triad content=66%) due to the syndiospecific chain end control, C1 symmetric catalysts produced much less stereoregular polypropylenes (rr triads content <50%), presumably because of collision of the isospecific site control with the syndiospecific chain end control.

Keywords:( α-diimine)nickel(II) catalysts;late transition metal complex;poly(propylene) (PP);tacticity;unsymmetrical ligands

[References]

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Gibson VC, Spitzmesser SK, Chem. Rev., 103, 28 (2003)
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Killian CM, Tempel DJ, Johnson LK, Brookhart M, J. Am. Chem. Soc., 118(46), 11664 (1996)
McLain SJ, Feldman J, McCord EF, Gardner KH, Teasley MF, Coughlin EB, Sweetman BJ, Johnson LK, Brookhart M, Macromolecules, 31(19), 6705 (1998)
Leatherman MD, Brookhart M, Macromolecules, 34(9), 2748 (2001)
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[Referenced By]

[1] Ittel SD, Johnson LK, Brookhart M, Chem. Rev., 100(4), 1169 (2000)

[2] Mecking S, Angew. Chem.-Int. Edit., 40, 534 (2001)

[3] Britovsek GJP, Gibson VC, Wass DF, Angew. Chem.-Int. Edit., 38, 428 (1999)

[4] Gibson VC, Spitzmesser SK, Chem. Rev., 103, 28 (2003)

[5] Johnson LK, Killian CM, Brookhart M, J. Am. Chem. Soc., 117(23), 6414 (1995)

[6] Killian CM, Tempel DJ, Johnson LK, Brookhart M, J. Am. Chem. Soc., 118(46), 11664 (1996)

[7] McLain SJ, Feldman J, McCord EF, Gardner KH, Teasley MF, Coughlin EB, Sweetman BJ, Johnson LK, Brookhart M, Macromolecules, 31(19), 6705 (1998)

[8] Leatherman MD, Brookhart M, Macromolecules, 34(9), 2748 (2001)

[9] Correia SG, Marques MM, Ascenso JR, Ribeiro AFG, Gomes PT, Dias AR, Blais M, Rausch MD, Chien JCW, J. Polym. Sci. A: Polym. Chem., 37(14), 2471 (1999)

[10] Kim I, Kim JS, Han BH, Ha CS, Macromol. Res., 11(6), 514 (2003)

[11] Schmid M, Eberhardt R, Klinga M, Leskela M, Rieger B, Organometallics, 20, 2321 (2001)

[12] Camacho DH, Salo EV, Ziller JW, Guan Z, Angew. Chem.-Int. Edit., 43, 1821 (2004)

[13] Gates DP, Svejda SK, Onate E, Killian CM, Johnson LK, White PS, Brookhart M, Macromolecules, 33(7), 2320 (2000)

[14] Killian CM, Johnson LK, Brookhart M, Organometallics, 16, 2005 (1997)

[15] Pellecchia C, Zambelli A, Macromol. Rapid Commun., 17, 333 (1996)

[16] Zambelli A, Sessa I, Grisi F, Fusco R, Accomazzi P, Macromol. Rapid Commun., 22, 297 (2001)

[17] Pellecchia C, Zambelli A, Oliva L, Pappalardo D, Macromolecules, 29(22), 6990 (1996)

[18] Pellecchia C, Zambelli A, Mazzeo M, Pappalardo D, J. Mol. Catal. A-Chem., 128, 229 (1998)

[19] McCord EF, McLain SJ, Nelson LTJ, Arthur SD, Coughlin EB, Ittel SD, Johnson LK, Tempel D, Killian CM, Brookhart M, Macromolecules, 34(3), 362 (2001)

[20] Milano G, Guerra G, Pellecchia C, Cavallo L, Organometallics, 19, 1343 (2000)

[21] Milano G, Fiorello G, Guerra G, Cavallo L, Macromol. Chem. Phys., 203, 1564 (2002)

[22] Pappalardo D, Mazzeo M, Antinucci S, Pellecchia C, Macromolecules, 33(26), 9483 (2000)

[23] Cherian AE, Rose JM, Lobkovsky EB, Coates GW, J. Am. Chem. Soc., 127(40), 13770 (2005)

[24] Hall HK, Padias AB, Williams PA, Gosau JM, Boone HW, Park DK, Macromolecules, 28(1), 1 (1995)

[25] Dibattista J, Schmidt BM, Padias AB, Hall HK, J. Polym. Sci. A: Polym. Chem., 40(1), 43 (2002)

[26] Higuchi M, Yamamoto K, Org. Lett., 1, 1881 (1999)

[27] Higuchi M, Shiki S, Ariga K, Yamamoto K, J. Am. Chem. Soc., 123(19), 4414 (2001)

[28] Schleis T, Heinemann J, Spaniol TP, Mulhaupt R, Okuda J, Inorg. Chem. Commun., 1, 431 (1998)

[29] Laine TV, Lappalainen K, Liimatta J, Aitola E, Lofgren B, Leskela M, Macromol. Rapid Commun., 20, 487 (1999)

[30] Schmid M, Eberhardt R, Kukral J, Rieger B, Z. Naturforsch., 57b, 1141 (2002)

[31] Brookhart M, Kotov V, WO2005105734 (2005)

[32] Ewen JA, Jones RL, Razavi A, J. Am. Chem. Soc., 110, 6255 (1988)

[33] Coates GW, Chem. Rev., 100(4), 1223 (2000)

[34] Small BL, Brookhart M, Macromolecules, 32(7), 2120 (1999)