Preparation and characterization of TAMP/TIMP-Ti and Zr compounds and their catalytic activity over propylene oxide and Ɛ-caprolactone

Yıl 2017, Cilt: 4 Sayı: 1, 59 - 80, 09.01.2017

Asgar Kayan

https://doi.org/10.18596/jotcsa.14346

Cited By: 1

Öz

Titanium and zirconium  2-((p-tolylamino/p-tolylimino)methyl)phenolate (TAMP and TIMP) were prepared by reaction of  Ti- and Zr-alcoholates with 2-((p-tolylamino)methyl)phenol (TAMPH) and 2-((p-tolylimino)methyl)phenol (TIMPH) in alcohol. To characterize these compounds, ¹H, ¹³C NMR, FTIR, mass spectroscopies, and elemental analysis were used. The TAMP and TIMP metal compounds can be formulated as (TAMP)₃M₂(OR)O₂ and (TIMP)₄M₂O₂, respectively. The catalytic activity of these compounds was checked in polymerization reactions with propylene oxide (PO) and ε-caprolactone (ε-CL) and Ti-TAMP was effective. Poly-propylene oxide (PPO) and poly-caprolactone (PCL) were identified by ¹H, ¹³C NMR and gel permeation chromatography (GPC).

Kaynakça

• I. Yoshinaga, N. Yamada, S. Katayama, Journal of Sol-Gel Science and Technology,
• , 28, 65-70.
• B. Moraru, S. Gross, G. Kickelbick, G. Trimmel, U. Schubert, Monatshefte fur Chemie,
• , 132, 993-999.
• A. Kayan, Industrial Engineering Chemistry Research, 2012, 51, 13339-13345.
• G. Yalcin, A. Kayan, Applied Catalysis A: General, 2012, 433, 223-228
• A. Feinle, F. Lavoie-Cardinal, J. Akbarzadeh, H. Peterlik, M. Adlung, C. Wickleder, N.
• Husing, Chemistry of Materials, 2012, 24, 3674-3683.
• J. Uttamchandani, R.N. Kapoor, Transition Metal Chemistry, 1978, 3, 79-81.
• M. Bouyahyi, T. Roisnel, J.F. Carpentier, Organometallics, 2010, 29, 491-500.
• N. Spassky, M. Wisniewski, C. Pluta, A. LeBrogne, Macromolecular Chemistry Physics,
• , 197, 2627-2637.
• M. Ulusoy, A. Kilic, M. Durgun, Z. Tasci, B. Cetinkaya, Journal of Organometallic
• Chemistry, 2011, 696, 1372-1379.
• A. Kowalski, J. Libiszowski, A. Duda, S. Penczek, Macromolecules, 2000, 33, 1964-
• B.F. Lee, M. Wolffs , K.T. Delaney, J.K. Sprafke, F.A. Leibfarth, C.J. Hawker, N.A.
• Lynd, Macromolecules, 2012, 45, 3722-3731.
• L. Matejka, O. Dukh, J. Brus, Jr. W.J. Simonsick, B. Meissner, Journal of Non-
• Crystalline Solids, 2000, 270: 34-47.
• F. Hild, N. Nirvana, F. Bier, M. Wirsum, C. Gourlaouen, S. Dagorne, Organometallics,
• , 32, 587-598
• H. Agirbas, B. Kemal, F. Budak, Medicinal Chemistry Research, 2011, 20, 1170-
• G. Alesso, M. Sanz, M.E.G. Mosquera, T. Cuenca, European Journal of Inorganic
• Chemistry, 2008, 29, 4638-4649.
• M.H. Chisholm, D. Navarro-Llobet, W.J. Simonsick, Macromolecules, 2001, 34, 8851-
• M. Srisa-ard, R. Molloy, N. Molloy, J. Siripitayananon, M. Sriyai, Polymer
• International, 2001, 50, 891-896.
• C. Liu, Y. Zhao, L.L. Zhai, G.C. Lv, W.Y. Sun, Journal of Coordination Chemistry,
• , 65, 165-175.
• H.L. Singh, J. Singh, International Journal of Inorganic Chemistry, 2013,
• DOI:10.1155/2013/847071.
• K. Mounika, B. Anupama, J. Pragathi, C. Gyanakumari, Journal of Science Research,
• , 2, 513-524.
• C.Y. Li, C.J. Yu, B.T. Ko, Organometallics, 2013, 32, 172-180.
• R. Tanaka, P. Viehmann, S. Hecht, Organometallics, 2012, 31, 4216-4220.
• S.I. Ishii, R. Furuyama, N. Matsukawa, J. Saito, M. Mitani, H. Tanaka, T. Fujita,
• Macromolecular Rapid Communications, 2003, 24, 452-456.
• S. Gross, Journal of Materials Chemistry, 2011, 21, 15853-15861.
• S. Ivanovici, C. Rill, T. Koch, M. Puchberger, G. Kickelbick, New Journal of Chemistry,
• , 32, 1243-1252.
• A.J. Chmura, M.G. Davidson, M.D. Jones, M.D. Lunn, M.F. Mahon, A.F. Johnson,
• P. Khunkamchoo, S.L. Roberts, S.S.F. Wong, Macromolecules, 2006, 39, 7250-7257.
• O. Mert, A. Kayan, Applied Catalysis A: General, 2013, 464, 322-331.
• O. Mert, A. Kayan, Journal of Inclusion Phenomena and Macrocyclic Chemistry,
• , 80, 409-416.
• A. Kayan, O. Mert, Journal of Inorganic and Organometallic Polymers and
• Materials, 2014, 24, 1055-1062.
• C. K. Su, H. J. Chuang, C. Y. Li, C. Y. Yu, B. T. Ko, J. D. Chen, M. J. Chen,
• Organometallics, 2014, 33, 7091–7100.
• A. Kayan, Journal of Inorganic and Organometallic Polymers and
• Materials, 2015, 25, 1345-1352.
• A. Kayan, J. Journal of Inorganic and Organometallic Polymers and
• Materials, 2016, 26, 640-647.
• P. Horeglad, M. Cybularczyk, A. Litwinska, A. M. Dąbrowska, M. Dranka, G.Z.
• Zukowska, M. Urbanczyk, M. Michalak, Polymer Chemistry. 2016, 7, 2022-2036.