Polythioamide as well as preparation method and application thereof

A polythioamide and polymerization reaction technology, applied in the field of polymer materials, can solve the problems of difficulty in synthesizing aromatic diacetylenes, reducing application value, etc., and achieve the effects of high yield, wide application range and good thermal stability

Active Publication Date: 2018-01-23
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent CN105001419A reports a method for preparing polythioamides by ternary polymerization using alkynes, sulfur and amines. The aromatic diynes used are difficult to synthesize, which reduces their industrial application value.

Method used

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  • Polythioamide as well as preparation method and application thereof
  • Polythioamide as well as preparation method and application thereof
  • Polythioamide as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] 1. In this embodiment, polythioamide is prepared by binary copolymerization of p-xylylenediamine and elemental sulfur, and the reaction equation is as follows:

[0048]

[0049] The concrete steps that present embodiment prepares polythioamide are as follows:

[0050] (1) Under the protection of an inert gas, dissolve 136.2 mg of p-xylylenediamine in 250 μL of N-methylpyrrolidone, then add 96.2 mg of sublimed sulfur, and raise the temperature to 110 ° C for 24 hours.

[0051] (2) After the reaction is completed and cooled to room temperature, the reaction solution is added to methanol for precipitation, and the precipitate is centrifuged and dissolved in dimethylformamide, and then precipitated in carbon disulfide again. After repeating twice, dry to constant weight in a vacuum oven to obtain the product polythioamide.

[0052] 2. Results

[0053] (1) The yield of the polythioamide prepared in this example was 83.8% by weighing method, and its weight-average molecu...

Embodiment 2

[0057] 1. In this example, polythioamide is prepared by ternary copolymerization of p-xylylenediamine, 1,6-hexamethylenediamine and elemental sulfur. The reaction equation is as follows:

[0058]

[0059] The concrete steps that present embodiment prepares polythioamide are as follows:

[0060] (1) Under the protection of an inert gas, dissolve 68.1mg of p-xylylenediamine and 58.1mg of 1,6-hexanediamine in 250µL of N-methylpyrrolidone, then add 96.2mg of sublimed sulfur, and raise the temperature to 110°C for 24 hours .

[0061] (2) After the reaction is completed and cooled to room temperature, the reaction solution is added to methanol for precipitation, and the precipitate is centrifuged and dissolved in dimethylformamide, and then precipitated in carbon disulfide again. After repeating twice, dry to constant weight in a vacuum oven to obtain the product polythioamide.

[0062] 2. Results

[0063] (1) The yield of the polythioamide prepared in this example was 43.8% b...

Embodiment 3

[0068] 1. In this example, polythioamide is prepared by ternary copolymerization of p-xylylenediamine, 1,4-cyclohexanediamine and elemental sulfur, wherein p-xylylenediamine and 1,4-cyclohexanediamine The feed ratio is 3:1, and the reaction equation is as follows:

[0069]

[0070] The concrete steps that present embodiment prepares polythioamide are as follows:

[0071] (1) Under the protection of an inert gas, dissolve 102.2mg of p-xylylenediamine and 28.6mg of 1,4-cyclohexanediamine in 250μL of N-methylpyrrolidone, then add 96.2mg of sublimed sulfur, and heat up to 110°C for 24 Hour.

[0072] (2) After the reaction is completed and cooled to room temperature, the reaction solution is added to methanol for precipitation, and the precipitate is centrifuged and dissolved in dimethylformamide, and then precipitated in carbon disulfide again. After repeating twice, dry to constant weight in a vacuum oven to obtain the product polythioamide.

[0073] 2. Results

[0074] (1...

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Abstract

The invention discloses polythioamide as well as a preparation method and application thereof. The structural formula of the polythioamide prepared by the method is shown in a formula (I), wherein R1is aryl and R2 has an aryl or alkyl structure; R1 and R2 can be same or different according to different monomer varieties, and the proportion of the two units in a polymer can be adjusted and controlled by adjusting the monomer feeding ratio. The polythioamide provided by the invention is obtained by performing one-step condensation polymerization on elemental sulfur and aliphatic diamine under the heating condition, a catalyst is not needed, the feeding ratio of the diamine to the sulfur does not need to be controlled strictly, the preparation method is simple and efficient, the raw materials are cheap and easily available, the purification step is simple and convenient, and the preparation method is suitable for industrialized production. Compared with the conventional polyamide, the polythioamide prepared by the method has higher solubility in a polar solvent, so the polythioamide has higher processability; furthermore, the polymer has excellent heat stability and high refraction performance, can serve as a potential high-refraction material, and has great application prospect.

Description

technical field [0001] The invention belongs to the technical field of polymer materials. More specifically, it relates to a polythioamide and its preparation method and application. Background technique [0002] In recent years, sulfur-containing polymers such as polyphenylene sulfide, polythiophene, and thiopolyester have attracted more and more attention from researchers, because the introduction of sulfur-containing groups can often make polymers produce special properties. It has potential application value in fields such as special engineering plastics. However, there are few reports on the synthesis of polythioamides. Due to the high content of sulfur in the thioamide group, its polymer material may have a high refractive index, which has potential application value in the field of high refractive materials. On the other hand, the thioamide group has a coordination effect with heavy metal ions (such as mercury), and polythioamide can be used as a good heavy metal a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/00C08L79/00
Inventor 陈永明孙子扬黄华华
Owner SUN YAT SEN UNIV
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