Pd(II) Catalyzed Copolymerization of Styrene and CO in Quaternary Ammonium Ionic Liquids

Jing Tian; Jin-Tang Guo; Cheng-Cai Zhu; Xin Zhang; Yong-Shen Xu

Macromolecular Research, Vol.17, No.3, 144-148, March, 2009

Export Citation

Pd(II) Catalyzed Copolymerization of Styrene and CO in Quaternary Ammonium Ionic Liquids

Jing Tian, Jin-Tang Guo^†, Cheng-Cai Zhu, Xin Zhang, and Yong-Shen Xu

School of Chemical Engineering and Technology, TianJin University, 92 Weijin Road, Nankai District, Tianjin, China

E-mail:

Poly(1-oxo-2-phenyltrimethylene) was synthesized by palladium-catalyzed copolymerization of styrene and carbon monoxide in quaternary ammonium ionic liquids. The [Pd(bipy)2][PF6]2 compound had relatively more catalytic activity than [Pd(bipy)2][BF4]2 in ionic liquids. The catalytic activity of palladium (II) composite catalyst was superior to the catalyst formed in situ from palladium acetate, 2,2-bipyridyl, and X- (X-=PF6-, BF4-) in ionic liquids. The effects of the volume of ionic liquids, reaction time and benzoquinone content on the copolymerization were also described.

Keywords:poly(1-oxo-2-phenyltrimethylene);ionic liquids;palladium catalyst;carbon monoxide;catalytic activity.

[References]

Durand J, Milani B, Chem. Rev., 250, 542 (2006)
Drent E, Budzelaar PH, Chem. Rev., 96(2), 663 (1996)
Belov GP, Novikova EV, Russian Chem. Rev., 73, 267 (2004)
Zuiderduin WCJ, Homminga DS, Huetink J, Gaymans RJ, Polymer, 46(6), 1921 (2005)
Durand J, Scarel A, Milani B, Seraglia R, et al., Chimica Acta, 89, 1752 (2006)
Kubisa P, Prog. Polym. Sci., 29, 3 (2004)
Blanco CG, Banciella DC, Azpiroz MDG, J. Mol. Catal. A-Chem., 253(1-2), 203 (2006)
Pugin B, Studer M, Kuesters E, Sedelmeier G, Feng X, Advanced Synthesis & Catalysis, 346, 1481 (2004)
Riisager A, Fehrmann R, Haumann M, Gorle BSK, Wasserscheid P, Ind. Eng. Chem. Res., 44(26), 9853 (2005)
Balazs A, Benedek C, Toros S, J. Mol. Catal. A-Chem., 244(1-2), 105 (2006)
Carmichael AJ, Haddleton DM, Bon SAF, Seddon KR, Chem. Commun., 14, 1237 (2000)
Wasserscheid P, Hilgers C, Gordon CM, Muldoon MJ, Dunkin IR, Chem. Commun., 13, 1186 (2001)
Hardacre C, Holbrey JD, Katdare SP, Seddon KR, Green Chem., 4, 143 (2002)
Wang HJ, Wang LL, Lam WS, Yu WY, Chan ASC, Tetrahedron, 17, 7 (2006)
Milani B, Anzilutti A, Vicentini L, Sessanta o Santi A, Zangrando E, Geremia S, Mestroni G, Organometallics, 16, 5064 (1997)
Domanska U, Bogel-Lukasik R, J. Phys. Chem. B, 109(24), 12124 (2005)
Drent E, Budzelaar PHM, J. Organomet. Chem., 593, 211 (2000)
Vavasori A, Cavinato G, Toniolo L, J. Mol. Catal. A-Chem., 191(2), 209 (2003)

[1] Durand J, Milani B, Chem. Rev., 250, 542 (2006)

[2] Drent E, Budzelaar PH, Chem. Rev., 96(2), 663 (1996)

[3] Belov GP, Novikova EV, Russian Chem. Rev., 73, 267 (2004)

[4] Zuiderduin WCJ, Homminga DS, Huetink J, Gaymans RJ, Polymer, 46(6), 1921 (2005)

[5] Durand J, Scarel A, Milani B, Seraglia R, et al., Chimica Acta, 89, 1752 (2006)

[6] Kubisa P, Prog. Polym. Sci., 29, 3 (2004)

[7] Blanco CG, Banciella DC, Azpiroz MDG, J. Mol. Catal. A-Chem., 253(1-2), 203 (2006)

[8] Pugin B, Studer M, Kuesters E, Sedelmeier G, Feng X, Advanced Synthesis & Catalysis, 346, 1481 (2004)

[9] Riisager A, Fehrmann R, Haumann M, Gorle BSK, Wasserscheid P, Ind. Eng. Chem. Res., 44(26), 9853 (2005)

[10] Balazs A, Benedek C, Toros S, J. Mol. Catal. A-Chem., 244(1-2), 105 (2006)

[11] Carmichael AJ, Haddleton DM, Bon SAF, Seddon KR, Chem. Commun., 14, 1237 (2000)

[12] Wasserscheid P, Hilgers C, Gordon CM, Muldoon MJ, Dunkin IR, Chem. Commun., 13, 1186 (2001)

[13] Hardacre C, Holbrey JD, Katdare SP, Seddon KR, Green Chem., 4, 143 (2002)

[14] Wang HJ, Wang LL, Lam WS, Yu WY, Chan ASC, Tetrahedron, 17, 7 (2006)

[15] Milani B, Anzilutti A, Vicentini L, Sessanta o Santi A, Zangrando E, Geremia S, Mestroni G, Organometallics, 16, 5064 (1997)

[16] Domanska U, Bogel-Lukasik R, J. Phys. Chem. B, 109(24), 12124 (2005)

[17] Drent E, Budzelaar PHM, J. Organomet. Chem., 593, 211 (2000)

[18] Vavasori A, Cavinato G, Toniolo L, J. Mol. Catal. A-Chem., 191(2), 209 (2003)