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Polyfuran compound and preparation method thereof

A compound and polyfuran technology, applied in the field of polyfuran compounds and their preparation, can solve the problems of limited oxygen oxidation system development, limited reaction applicability, difficult synthesis of reaction substrates, etc., and achieves easy availability of catalysts and excellent processability. , the effect of low cost

Active Publication Date: 2017-01-04
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although many scientific researchers have developed many organic reaction systems for oxidation with oxygen, there are still many problems, such as: harsh reaction conditions (requires high temperature and high pressure environment), limited applicability of the reaction, and difficult synthesis of reaction substrates, etc. etc., which limits the development of oxygen oxidation system
Currently, there are no reports of oxygen participating in the oxidation and participating in the polymerization reaction to form the product

Method used

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  • Polyfuran compound and preparation method thereof
  • Polyfuran compound and preparation method thereof
  • Polyfuran compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] A kind of polyfuran compound of the present embodiment, its structural formula is as shown in P1 (6):

[0048]

[0049] The above-mentioned polyfuran compound is prepared by the polymerization reaction of difunctional aryl internal alkyne monomer and oxygen, and the reaction equation is as formula (1):

[0050]

[0051] Wherein, the synthesis method of the monomer M1 can be synthesized according to the synthesis method of the applicant in the published literature (Polym. Chem., 2013, 4, 2841-2849.).

[0052] The specific preparation steps of the polyfuran compound described in the present embodiment are as follows:

[0053] In a dry Schlenk tube add M1 (94mg, 0.2mmol), Pd(OAc) 2 (20mol%), ZnCl 2 (60mol%), evacuated for 0.5 hours, plunged into a balloon full of oxygen, added N,N-dimethylacetamide (DMAc) and perfluorodecalin (C 10 f 18 ) each 0.5mL, reacted at 70°C for 8 hours, and then cooled to room temperature. After the reaction, the solution was passed thro...

Embodiment 2

[0059] A kind of polyfuran compound of the present embodiment, its structural formula is as shown in P1 (4):

[0060]

[0061] The above-mentioned polyfuran compound is prepared by the polymerization reaction of a difunctional aryl internal alkyne monomer and oxygen, and the reaction equation is as formula (3):

[0062]

[0063] Wherein, the synthesis method of the monomer M2 can be synthesized according to the synthesis method of the applicant in the published literature (Polym. Chem., 2013, 4, 2841-2849.).

[0064] The specific preparation steps of the polyfuran compound described in the present embodiment are as follows:

[0065] In a dry Schlenk tube was added M2 (88.5 mg, 0.2 mmol), Pd(OAc) 2 (20mol%), ZnCl 2 (60mol%), evacuated for 0.5 hours, plunged into a balloon full of oxygen, added N,N-dimethylacetamide (DMAc) and perfluorodecalin (C 10 f 18 ) each 0.5mL, reacted at 70°C for 8 hours, and then cooled to room temperature. After the reaction, the solution was...

Embodiment 3

[0069] A kind of polyfuran compound of the present embodiment, its structural formula is as shown in P1 (8):

[0070]

[0071] The above-mentioned polyfuran compound is prepared by the polymerization reaction of difunctional aryl internal alkyne monomer and oxygen, and the reaction equation is as formula (4):

[0072]

[0073] Wherein, the synthesis method of the monomer M3 can be synthesized according to the synthesis method of the applicant in the published literature (Polym. Chem., 2013, 4, 2841-2849.).

[0074] The specific preparation steps of the polyfuran compound described in the present embodiment are as follows:

[0075] In a dry Schlenk tube was added M3 (99.7 mg, 0.2 mmol), Pd(OAc) 2 (20mol%), ZnCl 2 (60mol%), evacuated for 0.5 hours, plunged into a balloon full of oxygen, added N,N-dimethylacetamide (DMAc) and perfluorodecalin (C 10 f 18 ) each 0.5mL, reacted at 70°C for 8 hours, and then cooled to room temperature. After the reaction, the solution was p...

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Abstract

The invention belongs to the technical field of organic synthesis and discloses a polyfuran compound and a preparation method thereof. The polyfuran compound has a structural general formula shown as a formula (I). The preparation method includes: in a normal-pressure oxygen environment, enabling bifunctional aryl acetylene monomer and oxygen to be in polymerization reaction in an organic solvent through joint action of a catalyst and a cocatalyst; dissolving a product in the organic solvent; adding into methanol for precipitation; collecting precipitate; drying to constant weight to obtain the polyfuran compound. The preparation method is conducted in the normal-pressure oxygen environment, and oxygen participates in formation of polymer, so that feeding proportion of the monomer does not need to be controlled; the polyfuran compound has high thermostability and excellent processability and has huge application prospect in the field of explosive detection and two-photo absorption due to special photophysical properties.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a polyfuran compound and a preparation method thereof. Background technique [0002] The development of new polymerization reactions is of great importance to polymer materials science. Alkynes are one of the chemical raw materials that are easy to obtain or synthesize. The use of alkynes to construct functional polymers has important academic and technical significance, and has attracted widespread attention from scientists. [0003] Oxidation reactions are a very important class of reactions in organic reactions and play an important role in functional group conversion. Although many researchers have developed some new oxidation methods in recent years, the field of chemistry is still facing great challenges in "how to use green oxidation reagents" and "how to achieve maximum atom economy". Traditional oxidants, such as: potassium permanganate, hydrogen ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G67/00
CPCC08G67/00
Inventor 唐本忠宋波秦安军赵祖金胡蓉蓉
Owner SOUTH CHINA UNIV OF TECH
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