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Application of a kind of Lewis base, sorbate polymer and derivative thereof

A technology of Lewis base and sorbate, applied in the direction of adhesives, etc., can solve the problems of low initiation efficiency, low nucleophilicity, and inability to initiate polymerization reactions well

Active Publication Date: 2022-07-01
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the strong basicity and low nucleophilicity of NHC, the polymerization reaction cannot be initiated well, resulting in low initiation efficiency; moreover, (BHT) 2 AlMe, as LA, will bite back during the polymerization process at room temperature, resulting in chain inactivation, and cannot achieve 100% 1,4-addition polymerization of methyl sorbate at room temperature

Method used

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  • Application of a kind of Lewis base, sorbate polymer and derivative thereof
  • Application of a kind of Lewis base, sorbate polymer and derivative thereof
  • Application of a kind of Lewis base, sorbate polymer and derivative thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0061] The invention provides a preparation method of sorbate polymer, comprising the following steps:

[0062] (E,E)-sorbate, Lewis acid, Lewis base and organic solvent are mixed to carry out 1,4-selective addition polymerization to obtain sorbate polymer; the 1,4-selective addition The temperature of the polymerization reaction is -50~100℃;

[0063] The Lewis base is the Lewis base described in the above technical scheme.

[0064] In the present invention, unless otherwise specified, all raw material components are commercially available commodities well known to those skilled in the art.

[0065] In the present invention, the (E,E)-sorbate monomer preferably has the structure shown in formula III:

[0066]

[0067] In the formula III, R preferably includes methyl, ethyl, isopropyl, n-butyl, isobutyl, tert-butyl, phenyl, benzyl, trimethylsilyl, triethylsilyl, trimethylsilyl Oxysilyl, triphenylmethyl or methyl ethyl ether group; the (E,E)-sorbate monomer preferably incl...

Embodiment 1

[0096] Dissolve 2.0 mmol of methyl sorbate (MS) in 500 μL of toluene, add 0.5 mL of 0.08 mol / L LA toluene solution (the amount of LA is 0.04 mmol) and stir for 1 min, add 500 mL of 0.04 mol / L concentration The toluene solution of NHO1 (the amount of LB is 0.02 mmol), toluene was added until the total volume of toluene was 2.0 mL, and the 1,4-selective addition polymerization was carried out at 25 ° C for 1 h to obtain a sorbate polymer (PMS). );

[0097] where LA is (BHT) 2 AlPh; LB is NHO1; LB:LA:MS molar ratio=1:2:100;

Embodiment 2～15

[0099] The sorbate polymer was prepared according to the method of Example 1. The preparation conditions of Examples 2 to 15 were shown in Table 1. Other conditions not listed in Table 1 were the same as those of Example 1.

[0100] Table 1 Preparation conditions of Examples 1-15

[0101]

[0102]

[0103] (1) Structural characterization of sorbate polymers

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Abstract

The invention provides an application of a Lewis base, a sorbate polymer and a derivative thereof, and belongs to the technical field of catalysts. The nitrogen heterocyclic olefin with the structure shown in the formula I or the formula II adopted by the present invention has strong nucleophilicity, and can improve the initiation efficiency and polymerization activity of the (E,E)-sorbate monomer polymerization; the organoaluminum compound The steric hindrance and acidity are suitable to avoid chain back bite and deactivation during the polymerization of (E,E)-sorbate monomers, and Lewis bases are used in conjunction with Lewis acids (organoaluminum compounds and / or organoboron compounds). As a polymerization catalyst for (E,E)-sorbate, it can achieve 100% 1,4-selective addition polymerization at room temperature, with high initiation efficiency.

Description

technical field [0001] The invention relates to the technical field of catalysts, in particular to the application of a Lewis base, sorbate polymers and derivatives thereof. Background technique [0002] Conjugated diene monomer (E,E)-sorbate (structure shown in formula A) can be polymerized by 1,2-addition and 1,4-addition to prepare polymers, if it can be completely By controlling the polymerization mode of (E,E)-sorbate, only in the 1,2-addition or 1,4-addition mode, the double bond with C=C on the main chain or side chain can be obtained functional polymers. [0003] [0004] Takasu et al. (see J.Am.Chem.Soc. 2017, 139, 15005-15012) used N-heterocyclic Carbene (NHC) as Lewis base (LB), (4-Me-2,6- t Bu 2 -C 6 H 2 O) 2 AlMe((BHT) 2 AlMe) as Lewis acid (LA) to catalyze the synthesis of cyclic PMS from (E,E)-methyl sorbate (MS), where MS:NHC (molar ratio)=20:1. However, due to the strong basicity and low nucleophilicity of NHC, it cannot initiate polymerization we...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F136/14C08F4/54C08F4/52C09J147/00
CPCC08F136/14C09J147/00C08F4/54C08F4/52
Inventor 张越涛赵武超何江华
Owner JILIN UNIV