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Catalyst and preparation method thereof, and preparation method of styrene monomer isotactic polymer

A catalyst and ligand technology, applied in the preparation of isotactic polymers of styrene monomers, in the field of catalysts and their preparation, can solve the problems of no catalytic activity and inapplicability

Active Publication Date: 2021-07-02
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, for the polar styrenic monomers without polar substituent groups in the ortho position (the polar styrenic monomers described here are polar groups without bulky protecting groups and alkylaluminum protection), so far There is no catalytic system to polymerize it into isotactic polymers
[0004] It can be seen that the non-rare earth catalysts reported in the existing literature can catalyze the isotropic selective polymerization of styrene monomers with polar groups in the ortho position, but the non-rare earth catalysts have no polar groups in the ortho position. Monomers have little or no catalytic activity
However, other catalytic systems with isotactic selectivity for styrene polymerization can only catalyze the isotropic selective polymerization of non-polar styrene monomers or polar styrene with bulky group protection, which is not applicable. Isoselective polymerization of polar styrenic monomers without polar groups in the ortho position, but with polar groups in the meta and / or para positions

Method used

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  • Catalyst and preparation method thereof, and preparation method of styrene monomer isotactic polymer
  • Catalyst and preparation method thereof, and preparation method of styrene monomer isotactic polymer
  • Catalyst and preparation method thereof, and preparation method of styrene monomer isotactic polymer

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preparation example Construction

[0091] The present invention also provides a method for preparing the catalyst described in the above technical solution, comprising the following steps:

[0092] a) Ligand A and alkyl alkali metal reagent MR 1 react to form alkali metal salt B;

[0093] b) Alkali metal salt B and rare earth halide RE(X') 3 The suspension and the monoanionic alkali metal reagent MX are mixed and reacted to form the catalyst shown in formula I;

[0094]

[0095] in:

[0096] The MR 1 Among them, M is an alkali metal, R 1 is an alkyl, hydrogen or amine group;

[0097] The RE(X') 3 Among them, X' is a halogen element;

[0098] The rare earth halide RE(X') 3 The solvent in the suspension is a neutral Lewis base;

[0099] In the MX, M is an alkali metal, and X is the monoanion ligand.

[0100] Regarding step a):

[0101] In the present invention, the source of the ligand A is not particularly limited, and it can be a general commercial product or prepared according to a preparation me...

Embodiment 1

[0162] Embodiment 1: Catalyst shown in preparation formula Ⅰ-1

[0163] 1. The synthetic route is as follows:

[0164]

[0165] 2. The synthesis process is as follows:

[0166] S1. Under an inert atmosphere, dissolve 2 mmol of ligand A in 10 mL of tetrahydrofuran solvent to obtain a solution of ligand A; The total volume of the solution is 2.5mL) was gradually added to the above solution, and reacted for 30min to obtain Ligand Lithium Salt Reaction Solution 1.

[0167] S2, under an inert atmosphere, 2mmolYCl 3 Stirring with 10 mmol tetrahydrofuran (ie THF) at room temperature (20° C.) for 4 h to obtain YCl 3 suspension in tetrahydrofuran.

[0168] S3. Mix the Ligand Lithium Salt Reaction Solution 1 with YCl at 0°C 3 The tetrahydrofuran suspension was mixed and reacted for 5h; after that, the alkyllithium LiCH was added to the system 2 SiMe 3 (the content of alkyllithium is 2mmol, and the total volume of the solution is 5mL), gradually warming up to room temperature (...

Embodiment 2

[0170] Embodiment 2: Catalyst shown in preparation formula Ⅰ-2

[0171] According to the preparation process of Example 1, the difference is: the rare earth halide YCl in step S2 3 Replaced by LuCl 3 , the alkyllithium LiCH in step S3 2 SiMe 3 The replacement of LiCH 2 Ph. The catalyst of formula I-2 was obtained with a product yield of 72% and a purity of >95%.

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Abstract

The invention provides a catalyst and a preparation method thereof, and a preparation method of a styrene monomer isotactic polymer. The catalyst in the formula I is a ligand chelated rare earth catalyst with large steric hindrance and strong conjugation effect, the large steric hindrance of the chelated ligand weakens the acting force of meta-position and para-position polar groups of styrene monomers and central metal of the rare earth catalyst, and the poisoning effect of the polar groups on the catalyst is reduced. Meanwhile, the stronger conjugation effect of the chelating ligand enhances the Lewis acidity of central metal of the catalyst, so that the catalytic activity of the catalyst can be improved, and isotactic selective polymerization of styrene monomers modified by meta-position and para-position polar groups is realized.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a catalyst, a preparation method thereof, and a preparation method of an isotactic polymer of styrene monomers. Background technique [0002] Styrene polymers can be divided into three types: isotactic, syndiotactic and atactic according to their stereoregularity. So far, there are only a handful of catalytic systems capable of catalyzing the isotactic selectivity of styrenic monomers. Specifically, the catalytic system capable of isotactic selective polymerization of non-polar styrene monomers includes Ziegler-Natta catalysts, bisphenol ligand chelated titanium, zirconium catalysts and bisindene rare earth catalysts. However, these catalytic systems are mainly used for the isotactic selective polymerization of styrene. [0003] Recently, patent literature CN105440186A, non-patent literature Angew.Chem.Int.Ed.2015,54,5205-5209 and Chem.Eur.J.2019,25,2043-2050 reported that usin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F112/08C08F112/14C08F112/12C08F112/32C08F112/34C08F130/08C08F212/08C08F212/14C08F4/52C08F4/58
CPCC08F112/08C08F112/22C08F112/30C08F112/12C08F112/32C08F112/34C08F130/08C08F212/08C08F212/22C08F212/30C08F4/52C08F4/58
Inventor 崔冬梅李世辉姜洋
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI