1,2-Syndiotactic polymerization of butadiene catalyzed by iron (III) acetylacetonate in combination with exogenous phosphate

Hu, Wenhong; Xu, Yaqian; Ying, Weilun; Hu, Zhonghan; Luo, Wanwei; Tang, Fawei; Huang, Weizhong; Jia, Xiaoyu; Gong, Dirong

doi:10.1016/j.mcat.2020.111219

Cited by 8 publications

(6 citation statements)

References 26 publications

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“…Highly syndiotactic 1,2-polybutadiene ([ rrrr ] up to 98%) was instead achieved by using a catalyst system comprised of Fe(III) acetylacetonate, triphenyl phosphate derivative, and trialkylaluminum …”

Section: Catalysts Based On Transition Metal and Lanthanide Complexes...mentioning

confidence: 99%

Dienes Polymerization: Where We Are and What Lies Ahead

Ricci¹,

Pampaloni

Sommazzi

et al. 2021

Macromolecules

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Recently, the research activity in the field of the stereospecific polymerization of conjugated dienes has focused on the use of catalysts based on organometallic complexes having a well-defined structure and containing ligands of various types (e.g., phosphines, bis-imines, and pyridylimines), since it has been observed that the nature of the ligand, as expected on the basis of the diene polymerization mechanism proposed several years ago by Porri, is able to exert a strong influence on the polymerization regioand stereoselectivity, on the polymer molecular weights and their distribution, and in some cases to impart a living feature to the catalysts themselves. In this Perspective we highlight the most recent results obtained in this field and discuss possible future developments in this area.

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Section: Catalysts Based On Transition Metal and Lanthanide Complexes...mentioning

confidence: 99%

Dienes Polymerization: Where We Are and What Lies Ahead

Ricci¹,

Pampaloni

Sommazzi

et al. 2021

Macromolecules

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“…Most of the work carried out concerned, in particular, cobalt-based catalysts and, to a lesser extent, chromium, vanadium, titanium, zirconium, and lanthanide (neodymium in particular) derivatives . Recently, however, there has been a considerable rediscovery of iron-based systems, − which have proved to be extremely active, selective, in some cases with living characteristics, and capable of polymerizing different types of conjugated dienes (e.g., 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, and 3-methyl-1,3-pentadiene), affording stereoregular polymers having different structures depending on the monomer employed. − This last feature specifically allowed us to improve and confirm our knowledge on the conjugated diene polymerization mechanism …”

Section: Introductionmentioning

confidence: 99%

Highly Stereoregular 1,3-Butadiene and Isoprene Polymers through Monoalkyl-N-Aryl-Substituted Iminopyridine Iron Complex-Based Catalysts: Synthesis and Characterization

Ricci¹,

Leone²,

Zanchin³

et al. 2021

Macromolecules

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Some novel monoalkyl-N-aryl-substituted iminopyridine iron chloride complexes, differing in the nature of the substituent at the iminic carbon and at the ortho position of the aryl ring, were synthesized and characterized. For one of them, single crystals were obtained, which allowed for the determination of its crystalline structure, in which the iron center is coordinated to the chlorides and to the two nitrogen atoms of the ligand. The coordination around iron is distorted tetrahedral, a coordination mode rarely identified for FeCl2 adducts with bidentate nitrogen ligands. All the complexes were used, in combination with methylaluminoxane, for the polymerization of 1,3-butadiene and isoprene, providing syndiotactic 1,2 poly(1,3-butadiene)s and poly(isoprene)s with a predominantly cis-1,4/3,4 alternating structure, in which short cis-1,4 sequences of three or five units, whose length depends on the nature of the ligand on the iron atom, are present. A detailed NMR characterization (1H-, 13C-, and 2D experiments) of the resultant poly(isoprene)s is reported, and a tentative scheme for the formation of the novel isoprene polymers is proposed.

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“…These catalysts were very active in diene polymerizations under ambient temperature, providing binary cis-1,4/3,4, trans-1,4/3,4 polyisoprene, cis-1,4/1,2 (major) polybutadiene, as well as polymyrcene in some cases. [12][13][14][15] Over the past decades, there are significant progresses in stereoselective polymerization of butadiene promoted by iron, [16][17][18][19][20][21][22] cobalt, 23 chromium 24,25 and molydenium catalyts [26][27][28] with phosphine, phosphate or phosphite as an additive or ligand. Preceding this work, [16][17][18][19][20][21][22] we have reported phosphate and phosphite are efficient additives for iron catalyzed 1,2 stereopolymerization of butadiene.…”

Section: Introductionmentioning

confidence: 99%

“…[12][13][14][15] Over the past decades, there are significant progresses in stereoselective polymerization of butadiene promoted by iron, [16][17][18][19][20][21][22] cobalt, 23 chromium 24,25 and molydenium catalyts [26][27][28] with phosphine, phosphate or phosphite as an additive or ligand. Preceding this work, [16][17][18][19][20][21][22] we have reported phosphate and phosphite are efficient additives for iron catalyzed 1,2 stereopolymerization of butadiene. Notable syndiotactic selectivity and excellent activity are achieved at 100 C, significant improvement compared with typical ironbased catalyst.…”

Section: Introductionmentioning

confidence: 99%

“…Over the past decades, there are significant progresses in stereoselective polymerization of butadiene promoted by iron, 16–22 cobalt, 23 chromium 24,25 and molydenium catalyts 26–28 with phosphine, phosphate or phosphite as an additive or ligand. Preceding this work, 16–22 we have reported phosphate and phosphite are efficient additives for iron catalyzed 1,2 stereopolymerization of butadiene. Notable syndiotactic selectivity and excellent activity are achieved at 100°C, significant improvement compared with typical iron‐based catalyst.…”

Section: Introductionmentioning

confidence: 99%

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Fe‐based catalyst with diphenylphosphite as donor for stereopolymerization of butadiene, isoprene, and myrcene

Chen

Zhou

et al. 2022

J of Applied Polymer Sci

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Iron catalyst has been encountered with low activity and stereoselectivity sensitive to the operational conditions for diene polymerization. In this study, diphenylphosphite has been proved as an efficient donor in iron‐based tertiary catalyst for butadiene, isoprene and myrcene stereopolymerizations. Thermal robustness of active species has been demonstrated as the high activity and 1,2 stereoselectivity are survived in a wide temperature scope ranging from 5°C to 80°C. The resultant polybutadienes are found to have 1,2 incorporation up to 92.8% with syndiotactic conformation (rrrr: 95.1%), and more than 65% of irregular 3,4 enchainments are generated for polyisoprene and polymyrcene. The active species are formed preferably following addition sequence of iron compound, donor and activator in the presence of monomer. The development of this highly active and stable catalyst combining cost‐efficient components and mild operation parameters could provide accessible catalyst recipe to produce new types of polydienes.

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1,2-Syndiotactic polymerization of butadiene catalyzed by iron (III) acetylacetonate in combination with exogenous phosphate

Cited by 8 publications

References 26 publications

Dienes Polymerization: Where We Are and What Lies Ahead

Dienes Polymerization: Where We Are and What Lies Ahead

Highly Stereoregular 1,3-Butadiene and Isoprene Polymers through Monoalkyl-N-Aryl-Substituted Iminopyridine Iron Complex-Based Catalysts: Synthesis and Characterization

Fe‐based catalyst with diphenylphosphite as donor for stereopolymerization of butadiene, isoprene, and myrcene

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