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Efficient Addition Polymerization of Norbornene with Polar Norbornene Derivatives by Neutral Nickel(Ⅱ) Catalysts

Chinese Journal of Polymer Science 2019年第12期37卷 1215-1223,I0005页

作者： Ling Guo Yan-Ping Zhang Hong-Liang Mu Li Pan Kai-Ti Wang Huan Gao Bin Wang Zhe Ma Yue-Sheng Li Tianjin Key Lab of Composite&Functional Materials School of Material Science and EngineeringTianjin UniversityTianjin UniversityTianjin 300350China Changchun Institute of Applied Chemistry Chinese Academy of SciencesChangchun 130022China School of Materials Science and Engineering Chongqing University of TechnologyChongqing 400054China Collaborative Innovation Center of Chemical Science and Engineering(Tianjin) Tianjin 300072China

A series of nickel complexes{4 a:[(2,6-iPr2C6H3)N=CHC16H12O]Ni(Me)(Py),4b:[(2,6-iPr2C6H2OCH3)N=CHC16H12O]-Ni(Me)(Py),4 c:[(2,6-iPr2C6H2Cl)N=CHC16H12O]Ni(Me)(Py),and 4d:[(2,6-iPr2C6H2CF3)N=CHC16H12O]Ni(Me)(Py)}based onβ-ketiminato ligands bearing various electron-donating or electron-withdrawing substituents on the para-position of the aniline group were synthesized and unambiguously characterized.The X-ray crystallographic analysis showed that complexes 4 b and 4 d adopted a nearsquare-planar geometry,and the anilines bearing a para-OMe or―CF3 group were found to situate on the axial position of the metal center.All complexes exhibited high activities up to 1.25×10^7–1.35×10^7 g PNB·molNi^–1·h^–1 toward norbornene(NBE)addition polymerization(conversion>91.2%in 2 min)under low loading of B(C6F5)3(B/Ni=3)at 30°C,affording polymers with high molecular weight up to 2.54×10^6–3.18×10^6.Different levels of decrease in catalytic activities could be observed for all catalysts as the reaction temperature increased;4 d bearing a strong electron-withdrawing―CF3 group showed the highest activity at 70°C,while others exhibited notable decrease in catalytic activity with the raise in reaction temperature.Complexes 4 a–4 d showed remarkable tolerance to polar groups and could efficiently promote the copolymerization of NBE with its polar derivatives,including NBE bearing small acetate and hydroxyl group,as well as bulky oligomers,yielding copolymers with high functional NBE incorporations.Novel NBE copolymers with high functional comonomer incorporations and improved solubility were obtained in high yields.

关键词： Neutral nickel catalysts Norbornene Norbornene derivatives vinyl-type polymerization

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