Method for preparing sulfur and/or selenium-containing sequence controllable polymer through one-pot method and product thereof

A polymer and sequence technology, applied in the fields of polymer chemistry and materials science, can solve problems such as big challenges, and achieve the effects of low price, mild polymerization conditions and simple process

Active Publication Date: 2021-08-17
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the particularity of the mechanism of sequence-controlled polymer polymerization, it is a great challenge to realize the regulation of polymer sequence

Method used

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  • Method for preparing sulfur and/or selenium-containing sequence controllable polymer through one-pot method and product thereof
  • Method for preparing sulfur and/or selenium-containing sequence controllable polymer through one-pot method and product thereof
  • Method for preparing sulfur and/or selenium-containing sequence controllable polymer through one-pot method and product thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] A sequence-controllable polythiourea, the structural formula of which is shown in P1:

[0059]

[0060] The sequence-controllable polythiourea is prepared by one-pot two-step multi-component polymerization of elemental sulfur, asymmetric amine, and isonitrile, and the reaction equation is shown in formula (1):

[0061]

[0062] Wherein, monomer 1 is sublimated sulfur, which can be purchased from the market, and isonitrile monomer 2 is 1,4-diisocyanobenzene, according to the literature (TianTian, ​​Rongrong Hu, and Ben Zhong Tang, Room Temperature One-Step Conversion from Elemental Sulfur to Functional Polythioureas through Catalyst-FreeMulticomponent Polymerizations.J.Am.Chem.Soc., 2018,140,6156-6163.) prepared by the disclosed method, asymmetric amine monomer 3 is 2-(4-aminophenyl)ethylamine, It can be purchased from the market, and in this example, it was purchased from Anaiji Company, K 2 CO 3 Purchased from TCI Corporation.

[0063] The preparation steps of t...

Embodiment 2

[0067] A sequence controllable polythiourea-selenourea, its structural formula is as shown in P2:

[0068]

[0069] The sequence-controllable polythiourea-selenourea is prepared by one-pot two-step multi-component polymerization of elemental sulfur, elemental selenium, asymmetric amine, and isonitrile, and the reaction equation is shown in formula (2):

[0070]

[0071] Wherein, monomer 1 is sublimated sulfur, monomer 4 is elemental selenium, both monomers 1 and 4 can be purchased from the market, and isonitrile monomer 2 is 1,4-diisocyanobenzene, according to literature (Tian Tian, ​​Rongrong Hu Asymmetric amine mono Body 3 is 2-(4-aminophenyl)ethylamine, which can be purchased from the market, and in this example, it was purchased from Anaiji Company.

[0072] The preparation steps of the sequence controllable polythiourea-selenourea are as follows:

[0073] Weigh 3.2mg (0.10mmol) of monomer 1, 12.8mg (0.10mmol) of monomer 2 and 13.6mg (0.10mmol) of monomer 3 into a ...

Embodiment 3

[0076] A sequence-controllable polyselenourea, the structural formula of which is shown in P3:

[0077]

[0078] The sequence-controllable polyselenourea is prepared by one-pot two-step multi-component polymerization of elemental selenium, asymmetric amine, and isonitrile, and the reaction equation is shown in formula (3):

[0079]

[0080] Wherein, monomer 4 is elemental selenium, which can be purchased from the market, and isonitrile monomer 2 is 1,4-diisocyanobenzene, according to the literature (TianTian, ​​Rongrong Hu, and Ben Zhong Tang, Room Temperature One-Step Conversion from Elemental Sulfur to Functional Polythioureas through Catalyst-FreeMulticomponent Polymerizations.J.Am.Chem.Soc., 2018,140,6156-6163.) prepared by the disclosed method, asymmetric amine monomer 3 is 2-(4-aminophenyl)ethylamine, It can be purchased from the market, and in this example, it was purchased from Anaiji Company.

[0081] The preparation steps of the sequence controllable polyselen...

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Abstract

The invention discloses a method for method for preparing a sulfur and/or selenium-containing sequence controllable polymer through a one-pot method and a product thereof. The method comprises the following steps: taking elemental sulfur or elemental selenium, asymmetric amine and isonitrile, and adding an organic solvent in the presence of protective gas, so that high-activity amine groups of the asymmetric amine are subjected to a prepolymerization reaction; continuously adding elemental sulfur or elemental selenium and isonitrile, so that the low-activity amine group of the asymmetric amine is subjected to polymerization reaction; and cooling the reaction system to room temperature after the reaction is completed, diluting the reaction mother liquor with an organic solvent, then adding the diluted reaction mother liquor into a precipitator for precipitation, collecting the precipitate, and drying the precipitate at room temperature to constant weight to obtain the sulfur and/or selenium-containing sequence controllable polymer. The preparation method of the sequence controllable polymer has the advantages of easily available reaction raw materials, mild polymerization conditions, simple process, high polymerization efficiency and abundant and clear product structure.

Description

technical field [0001] The invention belongs to the field of macromolecule chemistry and materials science, and in particular relates to the one-pot preparation of sulfur- and / or selenium-containing sequence-controllable polymers (such as sequence-controllable polythiourea, polythiourea-selenourea, polyselenourea and polyselenourea) Urea-thiourea) and its products. Background technique [0002] The synthesis of sequence-controllable polymers is called the "holy grail" in the field of polymer synthesis. Its ultimate goal is to establish a new method to precisely control the sequence of polymer monomers, to reveal the relationship between polymer structure and performance, and to develop new functional materials. The precise sequence structure of biomacromolecules in nature, such as nucleic acid molecules and polypeptides, determines their complex functional expression. Inspired by this, the synthesis of sequence-controlled polymers and the research on the relationship betwee...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G75/00C08G79/00
CPCC08G75/00C08G79/00
Inventor 唐本忠胡蓉蓉何俊霞秦安军赵祖金王志明
Owner SOUTH CHINA UNIV OF TECH
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