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Polymerization inhibitor and preparation method and application thereof

A technology of polymerization inhibitor and initiator, which is applied in the preparation of carboxylate, chemical instruments and methods, preparation of organic compounds, etc. Effect

Active Publication Date: 2020-03-24
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The polymerization inhibitor solves the problem of easy entrainment of conventional polymerization inhibitors while not affecting the polymerization inhibition effect, ensures the quality of the product, is suitable for preventing the reaction system of double bond monomer polymerization, and is especially suitable for high boiling point ( In the meth)acrylate reaction system

Method used

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  • Polymerization inhibitor and preparation method and application thereof
  • Polymerization inhibitor and preparation method and application thereof
  • Polymerization inhibitor and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] (1) Dissolve MHPD and benzyl trithiocarbonate propionic acid in dichloromethane, add catalyst 4-dimethylaminopyridine and N, N-dicyclohexylcarbodiimide, wherein benzyl trithio The molar ratio of carbonate-based propionic acid and MHPD is 1:1, the molar ratio of 4-dimethylaminopyridine and MHPD is 0.1:1, and the molar ratio of N,N-dicyclohexylcarbodiimide and MHPD is 1: 1. Under the condition of 20°C, react for 24 hours, filter after the reaction, concentrate by rotary evaporation, and precipitate with diethyl ether twice to obtain a light yellow solid, which is dried in vacuum to obtain the compound of formula I; Infrared analysis is carried out to the compound of formula I obtained, and 1732cm appears -1 ester bond peaks.

[0064] (2) Dissolve the compound of formula I and methyl methacrylate in N,N-dimethylformamide, and react under the initiation of 2,2'-azobisisobutyronitrile, wherein the initiator and formula I The molar ratio of the compound is 0.4:1, and the m...

Embodiment 2

[0073] (1) Dissolve MHPD and benzyl trithiocarbonate propionic acid in chloroform, add catalyst 4-dimethylaminopyridine and N, N-dicyclohexylcarbodiimide, wherein benzyl trithio The mol ratio of carbonate group propionic acid and MHPD is 3:1, the mol ratio of 4-dimethylaminopyridine and MHPD is 0.3:1, and the mol ratio of N,N-dicyclohexylcarbodiimide and MHPD is 3: 1. Under the condition of 50°C, react for 72 hours, filter after the reaction, concentrate by rotary evaporation, and precipitate with diethyl ether twice to obtain a light yellow solid, which is dried in vacuum to obtain the compound of formula I; Infrared analysis is carried out to the compound of formula I obtained, and 1737cm appears -1 ester bond peaks.

[0074] (2) Dissolving the compound of formula I and methyl acrylate in N,N-dimethylacetamide, and reacting under the initiation of 2,2'-azobisisoheptanonitrile, wherein the initiator and the compound of formula I The molar ratio is 0.6:1, the molar ratio of...

Embodiment 3

[0084] (1) MHPD and benzyl trithiocarbonate propionic acid are dissolved in the solvent chloroform, add catalyst 4-dimethylaminopyridine and N, N-dicyclohexylcarbodiimide, wherein benzyl trisulfide The molar ratio of carbonate group propionic acid and MHPD is 2:1, the molar ratio of 4-dimethylaminopyridine and MHPD is 0.2:1, and the molar ratio of N,N-dicyclohexylcarbodiimide and MHPD is 2 : 1, under the condition of 25°C, react for 48h, filter after the reaction, concentrate by rotary evaporation, and precipitate with solvent diethyl ether twice to obtain a light yellow solid, which is dried in vacuo to obtain the compound of formula I; Infrared analysis is carried out to the compound of formula I obtained, and 1725cm appears -1 ester bond peaks.

[0085] (2) Dissolve the compound of formula I and ethyl methacrylate in N,N-dimethylacetamide, and react under the initiation of 2,2'-azobisisobutyronitrile, wherein the initiator and formula I The molar ratio of the compound is...

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Abstract

The invention discloses a polymerization inhibitor and a preparation method and application thereof. The polymerization inhibitor comprises a compound as shown in a general structural formula which isdescribed in the specification and / or another compound shown in another general structural formula which is described in the specification. In the general structural formulas, R1 is H or a methyl group; R2 is a methyl group or an ethyl group; m is in a range of 20-40, preferably 25-35; and x is greater than or equal to 1 and less than or equal to m. The polymerization inhibitor is a high-molecular homogeneous-phase load type polymerization inhibitor and is applicable to a high-boiling-point (methyl)acrylate reaction system. The polymerization inhibitor can effectively prevent the polymerization of raw materials and products; and in the separation process, the entrainment effect of products on the polymerization inhibitor is significantly reduced, and the purity of the products is ensured.Downstream use requirements on the polymerization inhibitor are met, so the polymerization inhibitor has good application prospects.

Description

technical field [0001] The invention relates to the field of polymerization inhibition, in particular to a polymer homogeneously loaded polymerization inhibitor and its application in the preparation of (meth)acrylate. Background technique [0002] Phenolic polymerization inhibitors, phenothiazines, nitroxide free radicals, and metal polymerization inhibitors are commonly used polymerization inhibitors in industry, but there are still many problems in these polymerization inhibitors. On the one hand, it is difficult to guarantee the polymerization inhibition effect, especially in In the high-temperature separation process, it is difficult for a single polymerization inhibitor to avoid product polymerization; on the other hand, rectification is a conventional means to remove the polymerization inhibitor, but most of the polymerization inhibitors have low saturated vapor pressure (especially high-efficiency polymerization inhibitors, such as nitrogen oxide free Base), it is di...

Claims

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Application Information

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IPC IPC(8): C08F120/14C08F8/14C08F8/32C07C67/08C07C67/03C07C67/04C07C69/653
CPCC07C67/03C07C67/04C07C67/08C08F8/14C07C2601/14C07C2602/42C08F8/32C08F120/14C07C69/653
Inventor 郭华鞠昌迅郑京涛陆国太黎源
Owner WANHUA CHEM GRP CO LTD
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