High-Performance <italic style="font-style: italic">α</italic>-Diimine Nickel Complexes for Facile Access of PE Elastomers with Exceptional Material Properties

Li-Dong Qin; Xin-Yu Wang; Qaiser Mahmood; Zhi-Xin Yu; Yi-Zhou Wang; Song Zou; Tong-Ling Liang; Wen-Hua Sun

doi:10.1007/s10118-024-3073-0

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High-Performance α-Diimine Nickel Complexes for Facile Access of PE Elastomers with Exceptional Material Properties

RESEARCH ARTICLE | Updated：2024-04-12

- High-Performance α-Diimine Nickel Complexes for Facile Access of PE Elastomers with Exceptional Material Properties
- High-Performance α-Diimine Nickel Complexes for Facile Access of PE Elastomers with Exceptional Material Properties
- 高分子科学（英文版） 2024年42卷第5期页码：620-635
- Affiliations：
  
  a.School of Pharmaceutical Sciences, Changchun University of Chinese Medicine, Changchun 130117, China
  b.Chemistry and Chemical Engineering Guangdong Laboratory, Shantou 515031, China
  c.Key Laboratory of Engineering Plastics and Beijing National Laboratory for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
- Author bio：
  
  qaiser@ccelab.com.cn (Q.M.)
  yuzx01@ccucm.edu.cn (Z.X.Y.)
  whsun@iccas.ac.cn (W.H.S.)
- Funds：
  
  This work was financially supported by the Chemistry and Chemical Engineering Guangdong Laboratory (Nos. 2111018 and 2132012), and Q.M. would like to express gratitude towards the Foreign Youth Talent Program (No. QN2022030008L) for their support.;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-024-3073-0.
- DOI：10.1007/s10118-024-3073-0
  中图分类号：
- 收稿：2023-11-04，
  
  修回：2023-11-21，
  
  录用：2023-11-27，
  
  网络首发：2023-12-26，
  
  纸质出版：2024-05-01
- Accepted：
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Qin, L. D.; Wang, X. Y.; Mahmood, Q.; Yu, Z. X.; Wang, Y. Z.; Zou, S.; Liang, T. L.; Sun, W. H. High-performance α-diimine nickel complexes for facile access of PE elastomers with exceptional material properties. Chinese J. Polym. Sci. 2024, 42, 620–635

Li-Dong Qin, Xin-Yu Wang, Qaiser Mahmood, et al. High-Performance α-Diimine Nickel Complexes for Facile Access of PE Elastomers with Exceptional Material Properties[J]. Chinese Journal of Polymer Science, 2024, 42(5): 620-635. DOI: 10.1007/s10118-024-3073-0.
Qin, L. D.; Wang, X. Y.; Mahmood, Q.; Yu, Z. X.; Wang, Y. Z.; Zou, S.; Liang, T. L.; Sun, W. H. High-performance α-diimine nickel complexes for facile access of PE elastomers with exceptional material properties. Chinese J. Polym. Sci. 2024, 42, 620–635 DOI： 10.1007/s10118-024-3073-0.

Li-Dong Qin, Xin-Yu Wang, Qaiser Mahmood, et al. High-Performance α-Diimine Nickel Complexes for Facile Access of PE Elastomers with Exceptional Material Properties[J]. Chinese Journal of Polymer Science, 2024, 42(5): 620-635. DOI: 10.1007/s10118-024-3073-0. DOI：

摘要

In this study

symmetrical α-diimine nickel precatalysts displayed high activity (typically 10

- 10

g mol-1 h

−1

) and robust thermal stability for synthesizing highly branched polyethylene. Mechanical analysis demonstrated excellent tensile strength and strain recovery

highlighting the superior material properties of the prepared thermoplastic polyethylene elastomers.

Abstract

For practicable elastomeric polyethylene

achieving high catalyst thermal stability and activity

along with precise control of polymer properties such as branching density

molecular weights

and distribution

is crucial but challenging. In this study

two sets of symmetrical

-diimine nickel complexes

each comprising four nickel bromide or chloride complexes

were synthesized and investigated their performance for ethylene polymerization under various reaction conditions. Upon activation with either Et

AlCl or MMAO cocatalysts

these complexes displayed not only high activity but also generated high molecular weight polyethylenes with controlled polydispersity and a substantial number of branches. The catalyst with the least steric hindrance displayed the remarkable high activity (up to 1.2×10

g·mol

−1

·h

−1

). Notably

nickel bromides demonstrated higher activity compared to their chloride counterparts. The investigation into the effect of reaction temperature on catalytic performance revealed that

NiBr

-MMAO system displayed high thermal stability (activity up to 2.51×10

g·mol

−1

·h

−1

at 100 °C) and consistently yielded high polymer molecular weights with narrow polydispersity over a broad temperature range of 30−100 °C. Of significant note

mechanical analysis of the resulting polyethylene demonstrated excellent ultimate tensile strength and high strain at break. Particularly

the polyethylene sample prepared at 100 °C exhibited ultimate tensile strength up to 10 MPa with 1863% maximum strain at break and a strain recovery of up to 54.9% after ten cycles at a fixed strain of 300%

indicating excellent material properties of prepared thermoplastic polyethylene elastomers (TPE).

关键词

Keywords

references

Phillips, A. M. F.; Suo, H. Y.; Guedes da Silva, M. F. C.; Pombeiro, A. J. L.; Sun, W. H. Recent developments in vanadium-catalyzed olefin coordination polymerization. Coord. Chem. Rev. 2020 , 416 , 213332..

Mahmood, Q.; Li, X. X.; Qin, L. D.; Wang, L. Y.; Sun, W. H. Structural evolution of iminopyridine support for nickel/palladium catalysts in ethylene (oligo) polymerization. Dalton Trans. 2022 , 51 , 14375−14407..

Wu, R. K.; Wu, W. W. K.; Stieglitz, L.; Gaan, S.; Rieger, B.; Heuberger, M. Recent advances on α -diimine Ni and Pd complexes for catalyzed ethylene (co)polymerization: a comprehensive review. Coord. Chem. Rev. 2023 , 474 , 214844..

Zhang, J.; Wang, X.; Jin, G. X. Polymerized metallocene catalysts and late transition metal catalysts for ethylene polymerization. Coord. Chem. Rev. 2006 , 250 , 95−109..

Wang, Z.; Liu, Q. B.; Solan, G. A.; Sun, W. H. Recent advances in Ni-mediated ethylene chain growth: Nimine-donor ligand effects on catalytic activity, thermal stability and oligo-/polymer structure. Coord. Chem. Rev. 2017 , 350 , 68−83..

Johnson, L. K.; Killian, C. M.; Brookhart, M. New Pd (II)- and Ni (II)-based catalysts for polymerization of ethylene and α -olefins. J. Am. Chem. Soc. 1995 , 117 , 6414−6415..

Killian, C. M.; Tempel, D. J.; Johnson, L. K.; Brookhart, M. Living polymerization of α -olefins using Ni II - α -diimine catalysts. Synthesis of new block polymers based on α-olefins. J. Am. Chem. Soc. 1996 , 118 , 11664−11615..

Gao,M. L.; Du, S. Z.; Ban, Q.; Xing, Q. F.; Sun, W. H. Ethylene polymerization by 2,3-diiminobutylnickel bromide pre-catalysts bearing remote benzhydryl substituents. J. Organomet. Chem. 2015 , 798 , 401−407..

Liu, H.; Zhao, W. Z.; Hao, X.; Redshaw, C.; Huang, W.; Sun, W. H. 2,6-Dibenzhydryl- N -(2-phenyliminoacenaphthylenylidene)-4-methylbenzenamine nickel dibromides: synthesis, characterization, and ethylene polymerization. Organometallics 2011 , 30 , 2418–2424..

Sui, X. L.; Hong, C. W.; Pang, W. M; Chen, C. L. Unsymmetrical α -diimine palladium catalysts and their properties in olefin (co)polymerization. Mater. Chem. Front. 2017 , 1 , 967−972..

Na, Y. N.; Wang, X. B.; Lian, K. B.; Zhu, Y.; Li, W. M.; Luo, Y.; Chen, C. L. Dinuclear α -diimine Ni II and Pd II complexes that catalyze ethylene polymerization and copolymerization. ChemCatChem. 2017 , 9 , 1062−1066..

Dai, S. Y.; Chen, C. L. Direct synthesis of functionalized high-molecular-weight polyethylene by copolymerization of ethylene with polar monomers. Angew. Chem. Int. Ed. 2016 , 55 , 13281−13285..

Dai, S. Y.; Zhou, S. X.; Zhang, W.; Chen, C. L. Systematic investigations of ligand steric effects on α -diimine palladium catalyzed olefin polymerization and copolymerization. Macromolecules 2016 , 49 , 8855−8862..

Guo, L. H.; Dai, S. Y.; Chen, C. L. Investigations of the ligand electronic effects on α -diimine nickel (II) catalyzed ethylene polymerization. Polymers 2016 , 8 , 37..

Wang, L. Y.; Liu, M.; Mahmood, Q.; Yuan, S. F.; Li, X. X.; Qin, L. D.; Zou, S.; Liang, T. L.; Sun, W. H. Enhancing the thermal stability of α -diimine Ni(II) catalysts for ethylene polymerization via symmetrical axial shielding strategy. Eur. Polym. J. 2023 , 194 , 112112..

Wen, C. Y.; Yuan, S. F.; Shi, Q. S.; Yue, E.; Liu, D. S.; Sun, W. H. Tailoring polyethylenes by nickel complexes bearing modified 1-(2-benzhydrylnaphthylimino)-2-phenyliminoacenaphthylene derivatives. Organometallics 2014 , 33 , 7223−7231..

Yuan, S. F.; Yue, E.; Wen, C. Y.; Sun, W, H. Synthesis, characterization, and ethylene polymerization of 1-[2,4-bis(bis(4-fluorophenyl)methyl)naphthylimino]-2-aryliminoacenaphthylnickel bromides: influences of polymerization parameters on polyethylenes. RSC Adv. 2016 , 6 , 7431−7438..

Katla, V.; Yue, E.; Rajendran, N. M.; Liang, T. L.; Sun, W. H. Synthesis, characterization and ethylene polymerization of 1-(2,6-dimethyl-4-fluorenylphenylimino)-2-aryliminoacenaphthylnickel bromides. C. R. Chim. 2016 , 19 , 604−613..

Zada, M.; Guo, L. W.; Zhang, R. D.; Zhang, W. J.; Ma, Y. P.; Solan, G. A.; Sun, Y.; Sun, W. H. Moderately branched ultra-high molecular weight polyethylene by using N,N ′-nickel catalysts adorned with sterically hindered dibenzocycloheptyl groups. Appl. Organomet. Chem. 2019 , 33 , e4749..

Gao, R.; Sun, W. H.; Redshaw, C. Nickel complex pre-catalysts in ethylene polymerization: new approaches to elastomeric materials. Catal. Sci. Technol. 2013 , 3 , 1172−1179..

Hai, Z. J.; Lu, Z.; Li, S. K.; Cao, Z. Y.; Dai, S. Y. The synergistic effect of rigid and flexible substituents on insertion polymerization with α -diimine nickel and palladium catalysts. Polym. Chem. 2021 , 12 , 4643−4653..

Rhinehart, J. L.; Mitchell, N. E.; Long, B. K. Enhancing α -diimine catalysts for high-temperature ethylene polymerization. ACS Catalysis. 2014 , 4 , 2501−2504..

Guo, L. H.; Lian, K. B.; Kong, W. Y.; Xu, S.; Jiang, G. R.; Dai, S. Y. Synthesis of various branched ultra-high-molecular-weight polyethylenes using sterically hindered acenaphthene-based α -diimine Ni(II) catalysts. Organometallics 2018 , 37 , 2442−2449..

Dai, S. Y.; Li, S. K.; Xu, G. Y.; Wu, C.; Liao, Y. D.; Guo, L. H. Flexible cycloalkyl substituents in insertion polymerization with α -diimine nickel and palladium species. Polym. Chem. 2020 , 11 , 1393−1400..

Wang, Y. Y.; Wang, C. Q.; Hu, X. Q.; Xia, Y.; Chi, Y.; Zhang, Y. X.; Jian, Z. B. Benzosuberyl substituents as a “sandwich-like” function in olefin polymerization catalysis. Chinese J. Polym. Sci. 2021 , 39 , 984−993..

Dai, S. Y.; Li, G.; Lu, W. Q.; Liao, Y. D.; Fan, W. G. Suppression of chain transfer via a restricted rotation effect of dibenzosuberyl substituents in polymerization catalysis. Polym. Chem. 2021 , 12 , 3240−3249..

Wang, C. Q.; Kang, X. H.; Dai, S. Y.; Cui, F. C.; Li, Y. Q.; Mu, H. L.; Mecking, S. F.; Jian, Z. B. Efficient suppression of chain transfer and branching via Cs-type shielding in a neutral nickel(II) catalyst. Angew. Chem. Int. Ed. 2021 , 60 , 4018−4022..

Kanai, Y.; Foro, S.; Plenio, H. Bispentiptycenyl-diiminenickel complexes for ethene polymerization and copolymerization with polar monomers. Organometallics 2019 , 38 , 544−551..

Liao, Y. D.; Zhang, Y. X.; Cui, L.; Mu, H. L.; Jian, Z. B. Pentiptycenyl substituents in insertion polymerization with α -diimine nickel and palladium species. Organometallics 2019 , 38 , 2075−2083..

Zhang, Y. X.; Wang, C. Q.; Mecking, S.; Jian, Z. B. Ultrahigh branching of main-chain-functionalized polyethylenes by inverted insertion selectivity. Angew. Chem. Int. Ed. 2020 , 59 , 14296−14302..

Zhang, D. F.; Nadres, E. T.; Brookhart, M.; Daugulis, O. Synthesis of highly branched polyethylene using “sandwich” (8- p -tolyl naphthyl α -diimine)nickel(II) catalysts. Organometallics 2013 , 32 , 5136−5143..

Mahmood, Q.; Zeng, Y. N.; Yue, E.; Solan, G. A.; Liang, T. L.; Sun, W. H. Ultra-high molecular weight elastomeric polyethylene using an electronically and sterically enhanced nickel catalyst. Polym. Chem. 2017 , 8 , 6416..

Fan, L. L; Du, S. Z.; Guo, C. Y.; Hao, X.; Sun, W. H. 1-(2,6-Dibenzhydryl-4-fluorophenylimino)-2-aryliminoacenaphthylylnickel halides highly polymerizing ethylene for the polyethylenes with high branches and molecular weights. J. Polym. Sci., Part A: Polym. Chem. 2015 , 53 , 1369..

Mahmood, Q.; Zeng, Y. N.; Wang, X. X.; Sun, Y.; Sun, W. H. Advancing polyethylene properties by incorporating NO 2 moiety in 1,2-bis(arylimino)acenaphthylnickel precatalysts: synthesis, characterization and ethylene polymerization. Dalton Trans. 2017 , 46 , 6934..

Liu, M.; Zhang, R. D.; Ma, Y. P.; Han, M. Y.; Solan, G. A.; Yang, W. H.; Liang, T. L.; Sun, W. H. Trifluoromethoxy-substituted nickel catalysts for producing highly branched polyethylenes: impact of solvent, activator and N,N ′-ligand on polymer properties. Polym. Chem. 2022 , 13 , 1040−1058..

Liu, H.; Zhao, W. Z.; Yu, J. G.; Yang, W. H.; Hao, X.; Redshaw, C.; Chen, L. Q.; Sun, W. H. Synthesis, characterization and ethylene polymerization behavior of nickel dihalide complexes bearing bulky unsymmetrical α -diimine ligands. Catal. Sci. Technol. 2012 , 2 , 415−422..

Fan, L. L.; Yue, E.; Du, S. Z.; Guo, C. Y.; Hao, X.; Sun, W. H. Enhancing thermo-stability to ethylene polymerization: synthesis, characterization and the catalytic behavior of 1-(2,4-dibenzhydryl-6-chlorophenylimino)-2-aryliminoacenaphthylnickel halides. RSC Adv. 2015 , 5 , 93274−93282..

Brown, L.; Anderson, W.; Mitchell, N.; Gmernicki, K.; Long, B. High temperature, living polymerization of ethylene by a sterically-demanding nickel(II) α -diimine catalyst. Polymers 2018 , 10 , 41..

Zhao, Y. H.; Li, S. K.; Fan, W. G.; Dai, S. Y. Reversion of the chain walking ability of α -diimine nickel and palladium catalysts with bulky diarylmethyl substituents. J. Organomet. Chem. 2021 , 932 , 121649..

Guo, L. H.; Kong, W. Y.; Xu, Y. J.; Yang, Y. L.; Ma, R.; Cong, L.; Dai, S. Y.; Liu, Z. Large-scale synthesis of novel sterically hindered acenaphthene-based α -diimine ligands and their application in coordination chemistry. J. Organomet. Chem. 2018 , 859 , 58−67..

Zhai, F.; Jordan, R. F. ( α -Diimine)nickel complexes that contain menthyl substituents: synthesis, conformational behavior, and olefin polymerization catalysis. Organometallics 2017 , 36 , 2784–2799..

Wang, X. X.; Fan, L. L.; Ma, Y. P.; Guo, C. Y.; Solan, G. A.; Sun, Y.; Sun, W. H. Elastomeric polyethylenes accessible via ethylene homo-polymerization using an unsymmetrical α -diimino-nickel catalyst. Polym. Chem. 2017 , 8 , 2785−2795..

Jia, D. D.; Zhang, W. J.; Liu, W. L.; Wang, L.; Redshaw, C.; Sun, W. H. Unsymmetrical α -diiminonickel bromide complexes: synthesis, characterization and their catalytic behavior toward ethylene. Catal. Sci. Technol. 2013 , 3 , 2737−2745..

Rhinehart, J. L.; Brown, L. A.; Long, B. K. A robust Ni(II) α -diimine catalyst for high temperature ethylene polymerization. J. Am. Chem. Soc. 2013 , 135 , 16316−16319..

Yang, W. H.; Meraz, M.; Fidelis, T. T.; Sun, W. H. The quantitative influence of coordinated halogen atoms on the catalytic performance of bisiminoacenaphthylnickel complexes in ethylene polymerization. ChemPhysChem. 2021 , 22 , 585−592..

Zhu, G. Q.; Wang, L.; Mahmood, Q.; Zhou. L.; Wang, Q. G. Ligand-regulated polymerization of conjugated dienes catalyzed by confined iminopyridine iron complexes with high activity and thermal stability. Polym. Test. 2021 , 102 , 107317..

Zhang, X. F.; Duan, B. G.; Sun, W. H.; Hsu, S. L.; Yang, X. Z. Catalytic activity correlation of Ni(II), Co(II) and Pd(II) complexes to metal atom net charge. Sci. China. Ser B: Chem. 2009 , 52 , 48−55..

Chen, Y.; Yang, W. H.; Sha, R.; Fu, R. D.; Sun, W. H. Correlating net charges and the activity of bis(imino)pyridylcobalt complexes in ethylene polymerization. Inorg. Chim. Acta 2014 , 423 , 450−453..

Yang, W. H.; Chen, Y.; Sun, W. H. Assessing catalytic activities through modeling net charges of iron complex precatalysts. Macromol. Chem. Phys. 2014 , 215 , 1810−1817..

Xu, L.; Li, J. X.; Lin, W. H.; Ma, Y. P.; Hu, X. Q.; Flisak. Z.; Sun, W. H. Ethylene oligomerization with 2-hydroxymethyl-5,6,7-trihydroquinolinyl-8-ylideneamine-Ni(II) chlorides. J. Organomet. Chem. 2021 , 937 , 121720..

Chen, Y. J.; Du. S. Z.; Huang. C. B.; Solan. G. A.; Hao. X.; Sun. W. H. Balancing high thermal stability with high activity in diaryliminoacenaphthene-nickel(II) catalysts for ethylene polymerization. J. Polym. Sci., Part A: Polym Chem. 2017 , 55 , 1971..

Zeng, Y. N.; Mahmood, Q.; Hao, X.; Sun, W. H. Synthesis and ethylene polymerization of 8-(fluorenylarylimino)-5,6,7-trihydroquinolylnickel chlorides: tailoring polyethylenes by adjusting fluorenyl position and adduct Et 2 Zn. J. Polym. Sci., Part A: Polym Chem. 2017 , 55 , 1910−1919..

Britovsek, G. J. P.; Cohen, S. A.; Gibson, V. C.; Meurs, M. V. Iron catalyzed polyethylene chain growth on zinc: a study of the factors delineating chain transfer versus catalyzed chain growth in zinc and related metal alkyl systems. J. Am. Chem. Soc. 2004 , 126 , 10701−10712..

Yue, E.; Xing, Q. F.; Zhang, L. P.; Shi, Q. S.; Cao, X. P.; Wang, L.; Radshaw, C.; Sun, W. H. Synthesis and characterization of 2-(2-benzhydrylnaphthyliminomethyl)pyridylnickel halides: formation of branched polyethylene. Dalton Trans. 2014 , 43 , 3339−3346..

Qasim, M.; Bashir, M. S.; Iqbal, S.; Mahmood, Q. Recent advancements in α -diimine-nickel and -palladium catalysts for ethylene polymerization. Eur. Polym. J. 2021 , 160 , 110783..

Zeng, Y. N.; Mahmood, Q.; Liang, T. L.; Sun, W. H. Judiciously balancing steric and electronic influences on 2,3-diiminobutane-based Pd(II) complexes in nourishing polyethylene properties. J. Polym. Sci., Part A: Polym Chem. 2017 , 55 , 3214−3222..

Gates, D. P.; Svejda, S. A.; Oňate, E.; Killian, C. M.; Johnson, L. K.; White, P. S.; Brookhart, M. Synthesis of branched polyethylene using ( α -diimine) nickel (II) catalysts: influence of temperature, ethylene pressure, and ligand structure on polymer properties. Macromolecules 2000 , 33 , 2320−2334..

Mahmood, Q.; Guo, J. J.; Zhang, W. J.; Ma, Y. P.; Liang, T. L.; Sun, W. H. Concurrently improving thermal stability and activity of Ferrous precatalysts for the production of saturated/unsaturated polyethylene. Organometallics 2018 , 37 , 957−970..

Du, S. Z.; Kong, S. L.; Shi, Q. S.; Mao, J.; Guo, C. Y.; Yi, J.J.; Liang, T. L.; Sun, W. H. Enhancing the activity and thermal stability of nickel complex precatalysts using 1-[2,6-bis(bis(4-fluorophenyl)methyl)-4-methyl phenylimino]-2-aryliminoacenaphthylene derivatives. Organometallics 2015 , 34 , 582−590..

Killian, C. M.; Johnson, L. K.; Brookhart, M. Preparation of linear α -olefins using cationic nickel(II) α -diimine catalysts. Organometallics 1997 , 16 , 2005−2007..

Wang, X. X.; Fan, L. L.; Yuan, Y. C.; Du, S. Z.; Sun, Y.; Solan, G. A.; Guo, C. Y.; Sun, W. H. Raising the N -aryl fluoride content in unsymmetrical diaryliminoacenaphthylenes as a route to highly active nickel(II) catalysts in ethylene polymerization. Dalton Trans. 2016 , 45 , 18313−18323..

Suo, H. Y.; Oleynik, I. V.; Huang, C. B.; Oleynik, I.; Solan, G. A.; Ma, Y. P.; Liang, T. L.; Sun, W. H. Ortho -cycloalkyl substituted N,N ′-diaryliminoacenaphthene-Ni(II) catalysts for polyethylene elastomers; exploring ring size and temperature effects. Dalton Trans . 2017 , 46 , 15684–15697..

Zhang, R. D.; Wang, Z.; Ma, Y. P.; Solan, G. A.; Sun, Y.; Sun, W. H. Plastomeric-like polyethylenes achievable using thermally robust N,N ′-nickel catalysts appended with electron withdrawing difluorobenzhydryl and nitro groups. Dalton Trans. 2019 , 48 , 1878−1891..

Huang, F.; Sun, Z. L.; Du. S. Z.; Yue, E. L.; Ba, J. J.; Hu, X. Q.; Liang, T. L.; Galland, G. B.; Sun, W. H. Ring-tension adjusted ethylene polymerization by aryliminocycloheptapyridyl nickel complexes. Dalton Trans. 2015 , 44 , 14281−11492..

Xu, G. Q.; Mahmood, Q.; Lv, C. D.; Yang, R. L.; Zhou, L.; Wang, Q. G. Asymmetric kinetic resolution polymerization. Coord. Chem. Rev. 2020 , 414 , 213296..

Jiang, S.; Zheng, Y. T.; Liu, M.; Yu, Z. X.; Ma, Y. P.; Solan, G. A.; Zhang, W. J.; Liang, T. L.; Sun, W. H. Polyethylene waxes with short chain branching via steric and electronic tuning of an 8-(arylimino)-5,6,7-trihydroquinoline-nickel catalyst. Organometallics 2022 , 41 , 3197−3211..

Yuan, S. F.; Wang, L. Y.; Yan, Y.; Liu, T.; Flisak, Z.; Ma, Y. P.; Sun, W. H. 4,4′-Dimethoxybenzhydryl substituent augments performance of bis(imino)pyridine cobalt-based catalysts in ethylene polymerization. RSC Adv . 2022 , 12 , 15741–15750..

McGarvey, B. Theory of the NMR paramagnetic shift of pseudotetrahedral complexes of nickel(II) and cobalt(II). Inorg. Chem. 1995 , 34 , 6000−6007..

Wang, Z.; Mahmood, Q.; Zhang, W. J.; Sun, W. H. Recent progress on the tridentate iron complex catalysts for ethylene oligo-/polymerization. Adv. Organomet. Chem. 2023 , 79 , 41−86..

Guo, J. J.; Zhang, W. J.; Mahmood, Q.; Zhang, R. D.; Sun, Y.; Sun, W. H. Vinyl/vinylene functionalized highly branched polyethylene waxes obtained using electronically controlled cyclohexyl-fused pyridinylimine-nickel precatalysts. J. Polym. Sci., Part A: Polym. Chem. 2018 , 56 , 1269−1281..

Zhang, R. D.; Wang, Z.; Flisak, Z.; Hao, X.; Liu, Q.; Sun, W. H. Achieving branched polyethylene waxes by aryliminocycloocta[ b ]pyridylnickel precatalysts: synthesis, characterization, and ethylene polymerization. J. Polym. Sci., Part A: Polym. Chem. 2017 , 55 , 2601−2610..

Yan, Z. P.; Xu, G. Y.; Wang, H.; Dai, S. Y. Synthesis of thermoplastic polyethylene elastomers and ethylene-methyl acrylate copolymers using methylene-bridged binuclear bulky dibenzhydryl α -diimine Ni(II) and Pd(II) catalysts. Eur. Polym. J. 2022 , 168 , 111105..

Li, S. K.; Zhao, Y. H.; Dai, S. Y. Synthesis of polyethylene thermoplastic elastomer by using robust α -diimine Ni(II) catalysts with abundant t Bu substituents. J. Polym. Sci. 2021 , 59 , 638−645..

Yuan, W. B.; Li, W. M.; Dai, S. Y. Preparation of polyethylene thermoplastic elastomers using CS-symmetric nickel catalysts in ethylene polymerization. Polymer 2023 , 285 , 126322..

Camacho, D. H.; Salo, E. V.; Ziller, J. W.; Guan, Z. Cyclophane-based highly active late-transition-metal catalysts for ethylene polymerization. Angew. Chem. Int. Ed. 2004 , 43 , 1821−1825..

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High-Performance α-Diimine Nickel Complexes for Facile Access of PE Elastomers with Exceptional Material Properties

High-Performance α-Diimine Nickel Complexes for Facile Access of PE Elastomers with Exceptional Material Properties

DOI：10.1007/s10118-024-3073-0

摘要

Abstract

关键词

Keywords

references