Molecular Catalysis, volume 529, pages 112542

A competetive way to low-viscosity PAO base stocks via heterocene-catalyzed oligomerization of dec-1-ene

Nifant'ev Ilya E. 1, 2, 3
, 
Vinogradov Alexander A. 1
, 
Vinogradov Alexey A. 1
, 
Bagrov Vladimir V 1, 2
, 
Churakov Andrei V. 4
, 
Minyaev Mikhail E. 5
, 
Kiselev Artem 1, 3
, 
Salakhov Ildar I 1
, 
Ivchenko Pavel V 1, 2
1
 
2
 
3
 
4
 
5
 
Publication type: Journal Article
Publication date: 2022-08-01
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 4.6
ISSN: 24688231
Catalysis
Physical and Theoretical Chemistry
Process Chemistry and Technology
Abstract
• Synthesis and study of –CH 2 CH 2 – bridged indeno[2,1- b ]indole Zr (IV) ansa -complexes. • Study of dec-1-ene oligomerization using MMAO-12 and [PhNMe 2 H][B(C 6 F 5 ) 4 ] activators. • Formation and X-ray diffraction analysis of [ L6 -Zr(μ-Cl) 2 Al i Bu 2 ][B(C 6 F 5 ) 4 ]. • Oligomerization of dec-1-ene without double bond shift and skeletal rearrangements. • Hydrogenated lightweight oligomers of dec-1-ene are high-quality PAO base stocks. Hydrogenated oligomers of higher α-olefins (primarily, dec-1-ene) represent base stocks for high-quality polyolefin oils (PAOs), transmission fluids, lubricants and greases. Competitive advantages of zirconocene catalysts in oligomerization of α-olefins have been already demonstrated and industrially implemented for higher oligomers. However, the problem of the selective synthesis of α-olefin oligomers that have degree of polymerization ( DP n ) 3 and 4, remains unresolved. A series of –CH 2 CH 2 – bridged ansa -zirconocenes derived from 5,10-dihydroindeno[1,2- b ]indole, 'heterocenes' Zr4 – Zr6 , were synthesized and characterized by NMR spectroscopy and X-ray diffraction (XRD) analysis. New complexes Zr4 – Zr6 and known –SiMe 2 – bridged ansa -heterocenes Zr1 – Zr3 were investigated in oligomerization of dec-1-ene using MMAO-12 or [PhNMe 2 H][B(C 6 F 5 ) 4 ] activators. In the atmosphere of molecular hydrogen, at [dec-1-ene]/[Zr] ratios up to 4·10 5 , rac -forms Zr4r – Zr6r provided more than 85% yields of dec-1-ene oligomers without skeletal rearrangements. In some experiments, at least 50% yields of lightweight oligomers ( DP n =3–4) were achieved. After activation of Zr6r by TIBA and [PhNMe 2 H][B(C 6 F 5 ) 4 ] and completion of dec-1-ene oligomerization, we isolated new cationic complex Zr6r-Al containing Zr-(μ-Cl) 2 -Al fragment, as confirmed by XRD. Zr6r-Al alone was inactive against dec-1-ene, but after addition of TIBA oligomerization started. Due to uniform molecular structure of oligomers, complete catalytic hydrogenation of oligo(dec-1-ene)s was conducted using Ni/Al 2 O 3 catalyst under mild conditions (150°C, 3 h, 20 bar). Hydrogenated dec-1-ene oligomers turned out to be high-quality PAO base stocks far exceeding industrial dec-1-ene PAOs in terms of viscosity characteristics.
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Nifant'ev I. E. et al. A competetive way to low-viscosity PAO base stocks via heterocene-catalyzed oligomerization of dec-1-ene // Molecular Catalysis. 2022. Vol. 529. p. 112542.
GOST all authors (up to 50) Copy
Nifant'ev I. E., Vinogradov A. A., Vinogradov A. A., Bagrov V. V., Churakov A. V., Minyaev M. E., Kiselev A., Salakhov I. I., Ivchenko P. V. A competetive way to low-viscosity PAO base stocks via heterocene-catalyzed oligomerization of dec-1-ene // Molecular Catalysis. 2022. Vol. 529. p. 112542.
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TY - JOUR
DO - 10.1016/j.mcat.2022.112542
UR - https://doi.org/10.1016%2Fj.mcat.2022.112542
TI - A competetive way to low-viscosity PAO base stocks via heterocene-catalyzed oligomerization of dec-1-ene
T2 - Molecular Catalysis
AU - Nifant'ev, Ilya E.
AU - Vinogradov, Alexander A.
AU - Vinogradov, Alexey A.
AU - Bagrov, Vladimir V
AU - Churakov, Andrei V.
AU - Minyaev, Mikhail E.
AU - Kiselev, Artem
AU - Salakhov, Ildar I
AU - Ivchenko, Pavel V
PY - 2022
DA - 2022/08/01 00:00:00
PB - Elsevier
SP - 112542
VL - 529
SN - 2468-8231
ER -
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@article{2022_Nifant'ev,
author = {Ilya E. Nifant'ev and Alexander A. Vinogradov and Alexey A. Vinogradov and Vladimir V Bagrov and Andrei V. Churakov and Mikhail E. Minyaev and Artem Kiselev and Ildar I Salakhov and Pavel V Ivchenko},
title = {A competetive way to low-viscosity PAO base stocks via heterocene-catalyzed oligomerization of dec-1-ene},
journal = {Molecular Catalysis},
year = {2022},
volume = {529},
publisher = {Elsevier},
month = {aug},
url = {https://doi.org/10.1016%2Fj.mcat.2022.112542},
pages = {112542},
doi = {10.1016/j.mcat.2022.112542}
}
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