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CN-121975118-A - Poly (monothiooxamide) compound as well as preparation method and application thereof

CN121975118ACN 121975118 ACN121975118 ACN 121975118ACN-121975118-A

Abstract

The invention belongs to the technical field of organic chemistry, and particularly discloses a polymonothiooxamide compound, a preparation method and application thereof. The invention relates to the poly (monothio) grass the structural formula of the amide compound is N is any integer between 2 and 500. The preparation method comprises the steps of mixing polyamide dithioesters, aliphatic diamine, organic base and organic solvent, and then reacting to obtain the polymonothiooxamide compounds. The invention can realize the mass preparation of the polymonothiooxamide compound, and the prepared polymer has excellent optical and mechanical properties.

Inventors

  • HU RONGRONG
  • TANG BENZHONG
  • HU YANG

Assignees

  • 华南理工大学

Dates

Publication Date
20260505
Application Date
20260325

Claims (7)

  1. 1. A poly-monothiooxamide compound is characterized in that, the structural formula of the polythiooxamide compound is as follows: ; wherein R 1 is selected from alkyl or R 3 is selected from alkyl, and n is any integer between 2 and 500.
  2. 2. A kind of according to claim 1 a poly-monothiooxamide compound, the preparation method is characterized in that the structural formula of the polymonothiooxamide compound is as follows: 、 、 、 Or (b) 。
  3. 3. The method for preparing the polymonothiooxamide compound according to any one of claims 1 to 2, which is characterized by comprising the following steps: Mixing and reacting a polyamide dithioester compound, aliphatic diamine, organic base and an organic solvent to obtain a polymonothiooxamide compound; the structural formula of the polyamide disulfide compound is as follows: wherein R 1 is selected from alkyl or R 2 is selected from alkyl, and n is any integer between 2 and 500.
  4. 4. The method for preparing a polythiooxamide compound according to claim 3, wherein the molar ratio of the polyamidodithioesters, the aliphatic diamine and the organic base is 1:0.8-1.2:2-6.
  5. 5. The method for preparing a polythiooxamide compound according to claim 4, wherein the reaction temperature is 0-80 ℃ and the reaction time is 0.2-24 hours.
  6. 6. The method for producing a polythiooxamide compound as claimed in claim 5, wherein said aliphatic diamine comprises The R 3 is selected from alkyl; The organic base comprises one or more of 4-dimethylaminopyridine, triethylamine, N-diisopropylethylamine, 1, 8-diazabicyclo [5.4.0] undec-7-ene, triethylene diamine and triisobutylamine; the organic solvent comprises one or more of dimethyl sulfoxide, N-dimethylformamide, N-dimethylacetamide, pyridine, chloroform, methanol, dichloromethane and tetrahydrofuran.
  7. 7. The application of the polythiooxamide compound prepared by the preparation method of any one of claims 3-6 in preparation of optical lenses.

Description

Poly (monothiooxamide) compound as well as preparation method and application thereof Technical Field The invention relates to the technical field of organic chemistry, in particular to a polymonothiooxamide compound, a preparation method and application thereof. Background In recent years, novel sulfur-containing polymer materials have been developed vigorously, and their unique functions are revealed successively. Sulfur-containing polymers represented by polythioethers, polydisulfides, polythioesters, polythioureas, polythiocarbonates, polythiocarbamates, and the like, wherein sulfur elements introduced into the molecular structure of the sulfur-containing polymers can optimize the comprehensive properties of the materials in different dimensions, such as improving refractive index, enhancing mechanical properties, imparting controllable degradation capability, and the like. In order to further regulate and control the structure of the polymer main chain, prolong the life cycle of the material and even endow the material with brand new functions, the editing strategy of the polymer main chain becomes one of the few effective means at present. The precise editing of the main chain of the polymer is realized at the molecular level, the fundamental change of the material performance is expected to be induced, and a brand new stage is introduced in the life cycle of the material, namely the material crosses the traditional category boundary, so that the conversion from one type of polymer to another type of polymer is realized. However, the current editorial research on sulfur-containing polymer backbone structures is still in the beginning, and especially in terms of how to fully utilize their unique dynamic covalent chemical bonds to achieve controllable conversion and reconstruction of the backbone, there is still a lack of systematic exploration. If the strategy can be realized, the method is not only helpful for prolonging the life cycle of the sulfur-containing high polymer material and accurately regulating and controlling the functional characteristics of the sulfur-containing high polymer material, but also is expected to open up a new path for synthesizing a novel high polymer structure which is difficult to obtain by the traditional method, thereby further highlighting the unique value of sulfur chemistry in high polymer material science. Disclosure of Invention In view of the above, the invention provides a polymonothiooxamide compound, a preparation method and application thereof, so as to solve the problem of limited synthesis method and types of sulfur-containing polymers. In order to achieve the above purpose, the invention adopts the following technical scheme: A poly-monothiooxamide compound, the structural formula of the polythiooxamide compound is as follows: ; wherein R 1 is selected from alkyl or R 3 is selected from alkyl, and n is any integer between 2 and 500. Preferably, the structural formula of the polythiooxamide compound is as follows: 、 、 、 Or (b) 。 The invention also provides a preparation method of the polymonothiooxamide compound, which comprises the following steps: Mixing and reacting a polyamide dithioester compound, aliphatic diamine, organic base and an organic solvent to obtain a polymonothiooxamide compound; the structural formula of the polyamide disulfide compound is as follows: wherein R 1 is selected from alkyl or R 2 is selected from alkyl, and n is any integer between 2 and 500. Preferably, the molar ratio of the polyamide-based disulfide compound to the aliphatic diamine to the organic base is 1:0.8-1.2:2-6. Preferably, the reaction temperature is 0-80 ℃ and the reaction time is 0.2-24 hours. Preferably, the aliphatic diamine comprisesThe R 3 is selected from alkyl; The organic base comprises one or more of 4-dimethylaminopyridine, triethylamine, N-diisopropylethylamine, 1, 8-diazabicyclo [5.4.0] undec-7-ene, triethylene diamine and triisobutylamine; the organic solvent comprises one or more of dimethyl sulfoxide, N-dimethylformamide, N-dimethylacetamide, pyridine, chloroform, methanol, dichloromethane and tetrahydrofuran. The invention also provides an application of the polythiooxamide compound prepared by the preparation method in preparation of optical lenses. Compared with the prior art, the invention has the following beneficial effects: compared with the polyamide dithioester compound which is a reaction precursor, the polythiooxamide compound provided by the invention has rich hydrogen bond interaction, the thermal property and the mechanical property of the polythiooxamide compound are obviously improved, and the material selection with customizable properties is provided for the fields of flexible electronic packaging, structural materials and the like. Meanwhile, the polymer has high sulfur content and excellent light refractive index, and lays a performance foundation for the application of the polymer in high-end optical devices (such as precision