Synthesis and Ethylene Oligomerization Catalytic Activities of Hyperhranched Salicylaldehyde-imine Nickel Complex

doi:10.7503/cjcu20131299

Abstract

Abstract:

A novel hyperbranched salicylaldehyde-imine nickel complex was prepared and characterized via elemental analysis, electrospray ionization-mass spectrometry(ESI-MS), Fourier transform infrared spectrometry(FTIR), UV-Vis spectrometry(UV-Vis), ¹H nuclear magnetic resonance(¹H NMR) and ¹³C nuclear magnetic resonance(¹³C NMR) spectrometry. This hyperbranched complex was evaluated as catalyst precursor in the oligomerization of ethylene, using methylaluminoxane(MAO) as an activator. The effects of the Al/Ni molar ratio and polymerization temperature on the catalyst activity and product distribution were investigated. The results show that the catalyst possesses a middle catalytic activity of 5.59×10⁵ g/(mol Ni·h) with a selectivity for higher olefins(C₁₀—C₁₈) of 91%.

Key words: Hyperbranched molecule, Salicylaldehyde-imine ligand, Nickel complex, Ethylene oligomerization, Higher olefin(Ed.: S, Z, M)

CLC Number:

O643.3

TrendMD:

WANG Jun, YANG Guang, LI Cuiqin, SHI Weiguang. Synthesis and Ethylene Oligomerization Catalytic Activities of Hyperhranched Salicylaldehyde-imine Nickel Complex[J]. Chem. J. Chinese Universities, 2014, 35(7): 1536.

Figures/Tables 5

Scheme 1 Synthesis of ligand and complex

Fig.1 FTIR spectra of ligand(a) and complex(b)

Fig.2 ESI-MS spectra of pyridylimine ligand(A) and nickel complex(B)

Fig.3 Observed(A, B) and calculated(C, D) isotopic distributions for the peaks at m/z 565.3, 621.5

Table 1 Results of oligomerization of ethylene using nickel complex/MAO as catalyst*

t/℃	n(Al)/n(Ni)	10⁵ TOF/[g·(mol Ni·h)^-1]	Selectivity(%)
t/℃	n(Al)/n(Ni)	10⁵ TOF/[g·(mol Ni·h)^-1]	≤C₈	C₁₀—C₁₈
10	500	5.58	14	86
25	100	1.67	16	84
25	300	2.06	15	85
25	500	5.59	9	91
25	800	5.57	10	90
25	1200	5.03	14	86
35	500	5.28	12	88
45	500	4.40	13	87
55	500	3.49	17	83

References 15

[1]	Peitz S., Aluri B. R., Peulecke N., Chem. Eur. J., 2010, 16, 7670—7676
[2]	Wang X. K., Sit M. M., Sun J., Tang Y., Xie Z. W., Acta Chim. Sinica, 2012, 70(18), 1909—1916
	(王新科, Sit. Met-Met, 孙杰, 唐勇, 谢作伟. 化学学报, 2012, 70(18), 1909—1916)
[3]	Yuan J. C., Mei T. J., Wang X. H., Liu Y. F., Chem. J. Chinese Universities, 2011, 32(5), 1200—1204
	(袁建超, 梅铜简, 王学虎, 刘玉凤. 高等学校化学学报, 2011, 32(5), 1200—1204)
[4]	Albahily K., Licciulli S., Gambarotta S., Organometallics, 2011, 30, 3346—3352
[5]	Peitz S., Aluri B. R., Peulecke N., Müller B. H., Wöhl A., Al-Hamzi M. H., Mosa F. M., Rosenthal U., Chem. Eur. J., 2010, 16, 7670—7676
[6]	Malgas R., Mapolie S. F., Smith G. S., J. Organomet. Chem., 2008, 693, 2279—2286
[7]	Malgas R., Mapolie S. F., Ojwach S. O., Smith G. S., Darkwa J., Catal. Commun., 2008, 9, 1612—1617
[8]	Malgas R., Mapolie S. F., Polyhedron, 2012, 47, 87—93
[9]	Wang D., Astruc D., Coordin. Chem. Rev., 2013, 257, 2317—2334
[10]	Malgas R., Mapolie S. F., Inorganica Chimica Acta, 2014, 409, 96—105
[11]	Wang J., Zhang P., Li C. Q., Li H. Y., J. Macromol. Sci. A, 2013, 50(2), 163—167
[12]	Qu H.J., The Synthesis and Demulsification Study of Broom-type Molecules, Northeast University of Petroleum, Daqing, 2008
	(曲红杰. “扫帚”型分子的合成及破乳性能研究, 大庆: 东北石油大学, 2008)
[13]	Wang J., Li C. Q., Zhang S. Y., Sun F., Chinese Chem. Lett., 2008, 19, 43—46
[14]	Cai K., Wang Y. Y., Zhou X., Qi Z. P., Wang P., Su Z., Sun W. Y., Chem. J. Chinese Universities, 2011, 32(9), 2193—2197
	(蔡凯, 王媛媛, 周鑫, 亓昭鹏, 王鹏, 苏志, 孙为银. 高等学校化学学报, 2011, 32(9), 2193—2197)
[15]	Mogorosi M. M., Mahamoa T., Moss J. R., J. Organomet. Chem., 2011, 696, 3585—3592