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A kind of preparation method of the polymer of lipoic acid compound

A technology for lipoic acids and compounds, which is applied in the field of polymer preparation, can solve the problems of complex reaction conditions, difficult control of configuration and molecular weight, etc., and achieves the effects of simple preparation method, rapid and efficient ring-opening polymerization, and wide sources.

Active Publication Date: 2022-04-05
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Direct thermal polymerization and photopolymerization mainly use the disulfide bond breakage under the action of heat or light to generate sulfur free radicals, and the sulfur free radicals between different molecules are connected to each other to form bonds again, so as to realize ring-opening polymerization, thermal polymerization and photopolymerization conditions Mild, simple process, fast preparation, high atom utilization, but there are also disadvantages such as difficulty in controlling the configuration and molecular weight, and the need for additional cross-linking agents to quench excess free radicals; the thiol induction method is passed in alkaline solution Sulfide anion triggers disulfide bond ring-opening polymerization chain reaction, the reaction can be completed at room temperature, high conversion rate can be achieved in a short time, and the structure of the polymer can be precisely controlled under specific conditions, but this The method needs to be carried out in a strictly anhydrous and oxygen-free organic solvent, which is not suitable for monomers containing carboxyl groups, and requires the participation of organic bases, mercaptans, and quenchers at the same time, and the reaction conditions are relatively complicated (Architecture-controlled ring-openingpolymerization for dynamic covalentpoly(disulfide)s[J].J.Am.Chem.Soc.,2019,141(43):17075-17080.)

Method used

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  • A kind of preparation method of the polymer of lipoic acid compound
  • A kind of preparation method of the polymer of lipoic acid compound
  • A kind of preparation method of the polymer of lipoic acid compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Solvent-free direct hot melt catalytic polymerization:

[0035]It is weighed in a clean small flask in a clean small flask. The acetone solution of the amine hexafluorophosphate continues to be heated in the flask for 5 minutes. The molar ratio of the hydraulic acid compound and the catalyst is 4000: 4, stop heating, cooling the liquid to room temperature, i.e., the hot melt catalytic polymerization process is completed to obtain a dry gel of a sulfuric polymer.

[0036] figure 1 A sulfuric polymer image is shown in Example 1 Direct hot melt catalyst polymerization, which can be seen from the figure, a yellow transparent elastic dry gel shape; figure 2 For example, the nuclear magnetic resonance spectrum of the sulfic acid polymer dry gel obtained by the solvent-free direct hot melt catalyst, can be seen from the figure, and most of the sulfic acid monomers have been transformed into polysulculin; image 3 The sulfuric polymer dry gel obtained by the solvent-free direct hot...

Embodiment 2~4

[0038] In addition to alter the molar ratio of the sulfic acid, the catalyst, the remaining steps and conditions are the same as in Example 1, as shown in Table 1:

[0039] Table 1

[0040]

Embodiment 5

[0042] EtOAc EtOAc EtOAc m., The acetone solution was then added 20 ul of 0.725 mol / ln-n-butylbenzylamine hexafluorophosphate to the flask, and the mixture was continued for 1 minute, the viscosity of the solution was gradually increased, and then placed in an open polytetrafluoroide mold. At room temperature, the solvent was evaporated in 1 hour to give a dry gel of a sulfic acid polymer.

[0043] Figure 4 A gel image schematic diagram of a hydrochloric polymer obtained by catalyzing a polymerization of a room temperature solution; it can be seen from the figure, a yellow transparent elastic dry gel shape.

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Abstract

The invention discloses a method for preparing a polymer of lipoic acid compounds, which is selected from solvent-free direct hot-melt catalytic polymerization or room temperature solution catalytic polymerization; the catalyst used in the method of the invention has a wide range of sources, is easy to prepare, and is inexpensive. Inexpensive, diverse catalytic methods and simple process, no metal ions, only a small amount of catalyst is needed to achieve high-efficiency catalysis, and has practical industrial feasibility; it can catalyze polymerization under the condition of direct heating and melting without solvent, or at room temperature Catalytic polymerization in the solution under the environment; the direct hot melt catalytic method does not need any organic solvent, the catalytic process is rapid, the conditions are mild, the operation is simple and safe, the utilization rate of atoms is high, and there is no three wastes, which meets the requirements of green chemistry; the room temperature solution catalytic method does not need heating and complicated High-efficiency catalytic polymerization at room temperature can be achieved by adding a small amount of catalyst to the monomer solution.

Description

Technical field [0001] The present invention belongs to the chemical technology of polymer material, and more particularly to a method of preparing a polymer of a sulfic acid compound. Background technique [0002] Disulfide bond is a dynamic covalent bond existing in the living body. It is an important part of protein secondary and third-level structures. It has an important role in the stability of the peptide chain structure and the stereoscopic form of protein molecules. Due to its relatively low key energy (251 kJ / mol), the disulfide bond has a dynamic reversibility similar to the super molecule, and can realize the disconnection and reconnection of the S-S bond under external conditions. For a cyclic compound containing a disulfide bond, the disulfide bond is utilized under certain conditions such that the disulfide bond is disconnected in the molecule, and then reconnects between the molecules, this characteristic makes it open The loop polymerization shows huge potentia...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G75/06
CPCC08G75/06
Inventor 曲大辉王邦森张琦施晨宇何丹丹
Owner EAST CHINA UNIV OF SCI & TECH
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