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Application of Lewis base, sorbate polymer and derivative of sorbate polymer

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: 2021-12-03
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 Lewis base, sorbate polymer and derivative of sorbate polymer
  • Application of Lewis base, sorbate polymer and derivative of sorbate polymer
  • Application of Lewis base, sorbate polymer and derivative of sorbate polymer

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preparation example Construction

[0061] The invention provides a kind of preparation method of sorbic acid ester polymer, comprises the following steps:

[0062] Mix (E,E)-sorbate, Lewis acid, Lewis base and an organic solvent to perform 1,4-selective addition polymerization to obtain a 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 products 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 group, triphenylmethyl group or methyl ethyl ether group; the (E,E)-sorbate ...

Embodiment 1

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

[0097] Among them, 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 2-15 were shown in Table 1, and other conditions not listed in Table 1 were the same as in Example 1.

[0100] The preparation conditions of table 1 embodiment 1~15

[0101]

[0102]

[0103] (1) Structural characterization of sorbate polymer

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Abstract

The invention provides application of Lewis base, a sorbate polymer and a derivative of the sorbate polymer, belonging to the technical field of catalysts. According to the invention, azacyclo-olefin with a structure as shown in a formula I or a formula II is high in nucleophilicity, and the initiation efficiency and the polymerization activity of polymerization of an (E,E)-sorbate monomer can be improved; the steric hindrance and acidity of an organic aluminum compound are appropriate, back biting and inactivation of chains in the polymerization process of the (E,E)-sorbate monomer are avoided, the lewis base and lewis acid (the organic aluminum compound and / or an organic boron compound) are used in cooperation to serve as a polymerization catalyst of the (E,E)-sorbate, 1,4-selective addition polymerization reaction can be achieved 100% at a room temperature, and initiation efficiency is high.

Description

technical field [0001] The invention relates to the technical field of catalysts, in particular to the application of a Lewis base, a sorbate polymer 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. Control the polymerization mode of (E,E)-sorbate, and only polymerize by 1,2-addition or 1,4-addition, then you can get C=C double bonds on the main chain or side chain functional polymers. [0003] [0004] Takasu et al. (see J.Am.Chem.Soc.2017,139,15005-15012) used nitrogen heterocyclic carbene (N-heterocyclicCarbene, NHC) as Lewis base (LB), (4-Me-2,6- t Bu 2 -C 6 h 2 O) 2 AlMe ((BHT) 2 AlMe) was used as Lewis acid (LA) to catalyze the synthesis of cyclic PMS from (E,E)-methyl sorbate (MS), wherein MS:NHC (molar ratio)=20:1. However, due to the strong basicity and low nucleophilicity of NHC, the polymerization reaction ...

Claims

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Application Information

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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
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