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A method for preparing polyselenourea/polyselenoamide by multi-component polymerization of elemental selenium, isonitrile/alkyne and amine

A technology of elemental selenium and selenourea, applied in chemical instruments and methods, luminescent materials, etc., to achieve the effects of strong tolerance, high atom utilization rate, and low monomer toxicity

Active Publication Date: 2021-03-30
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the preparation of polyselenourea / polyselenoamide by multi-component polymerization has rarely been studied and reported. Therefore, it will be of great scientific significance and application to develop a simple and efficient synthesis route of selenium-containing polymers with excellent properties. value

Method used

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  • A method for preparing polyselenourea/polyselenoamide by multi-component polymerization of elemental selenium, isonitrile/alkyne and amine
  • A method for preparing polyselenourea/polyselenoamide by multi-component polymerization of elemental selenium, isonitrile/alkyne and amine
  • A method for preparing polyselenourea/polyselenoamide by multi-component polymerization of elemental selenium, isonitrile/alkyne and amine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] A polyselenourea, its structural formula P1:

[0037]

[0038] The polyselenourea is prepared by multi-component polymerization reaction of elemental selenium, isonitrile and amine, and its specific reaction equation is as formula (1):

[0039]

[0040] (1) Monomers 1 and 3 can be purchased;

[0041] (2) The synthesis method of monomer 2 is as described in the literature (J.Am.Chem.Soc.2018, 140, 6156–6163);

[0042] (3) The preparation steps of the polyselenourea are as follows: 1.2mmol (0.096g) of monomer 1, 0.3mmol (0.047g) of monomer 2, vacuum exchanged for N 2 Afterwards, 0.3 mL DMSO and 0.3 mmol (44.3 μL) of monomer 3 were injected sequentially, and the system was heated to 100° C. and then stirred at 400 rpm for 1 minute. After the reaction, dilute the reaction system with 2mL DMSO, filter the unreacted monomer 1 from the system, drop it into the precipitant anhydrous methanol for sedimentation, and obtain 0.117g polymer P1 after standing, filtering, and ...

Embodiment 2

[0047] In this example, the reaction time in Example 1 was changed to 40° C. to obtain 0.117 g of a polymer with a yield of 90% and a molecular weight of 43 800 g / mol.

Embodiment 3

[0049] A kind of polyselenourea, shown in its structural formula P2:

[0050]

[0051] The polyselenourea is prepared by multi-component polymerization reaction of elemental selenium, isonitrile and amine, and its specific reaction equation is as formula (2):

[0052]

[0053] (1) The obtaining method of monomer 1 and 2 is described in Example 1;

[0054] (2) The synthesis method of monomer 4 is as described in the literature (J.Am.Chem.Soc.2018, 140, 6156–6163);

[0055] (3) The preparation steps of the polyselenourea are as follows: 1.2mmol (0.096g) monomer 1, 0.3mmol (0.047g) monomer 2, 0.3mmol (0.109G) monomer were sequentially added into a 10mL polymerization tube 4. Vacuum for N 2 Afterwards, 0.3 mL of DMSO was injected, and the system was heated to 100° C. and then stirred at a rate of 400 rpm for 1 minute. After the reaction, dilute the reaction system with 2mL DMSO, filter the unreacted monomer 1 from the system, drop it into the precipitant anhydrous methano...

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Abstract

The invention belongs to the technical field of preparation of selenium-containing polymers, and discloses a method for preparing polyselenourea / polyselenoamide through multi-component polymerizationof elemental selenium, isonitrile / alkyne and amine. The method comprises: carrying out a reaction on elemental selenium, a binary triple bond compound and a diamine in an organic solvent under an inert atmosphere, and subsequently treating to obtain a selenium-containing polymer, wherein the binary triple bond compound is binary isonitrile or binary alkyne, and the selenium-containing polymer is polyselenourea or polyselenoamide. According to the present invention, the method has characteristics of mild reaction conditions, high efficiency, energy saving, no catalyst, no by-product generation,atomic economy, green chemistry, low monomer toxicity, high atom utilization rate and high yield (more than or equal to 90%); the group has strong tolerance, and a variety of functional groups can beintroduced into the monomer; and the polyselenourea / polyselenoamide is stable, and can be degraded under specific conditions.

Description

technical field [0001] The invention belongs to the technical field of selenium-containing polymers, and relates to the synthesis of polyselenourea / polyselenoamide, in particular to a multi-component polymerization of elemental selenium, isonitrile / alkyne and amine to prepare polyselenourea / polyselenoamide Methods. Background technique [0002] As a new type of polymer material, selenium-containing polymers have been widely used in biological slow-release materials, enzyme-mimicking materials, optoelectronic polymer materials, plastic shape memory materials, etc. However, few selenium-containing polymers have been published so far, mainly including monoselenide polymers, diselenide polymers, and selenium-containing conjugated optoelectronic polymers. Most of the reported synthetic methods use highly toxic selenocyanide, hydrogen selenide or diselenide through polycondensation reaction, the reaction conditions are harsh and dangerous, the reaction equipment is complex, and l...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G79/00C09K11/06
CPCC08G79/00C09K11/06C09K2211/1425
Inventor 唐本忠胡蓉蓉伍秀英秦安军赵祖金
Owner SOUTH CHINA UNIV OF TECH
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