Conjugated polymer based on thiophene [3, 4-c] pyrrole-4, 6-diketone structure and preparation method and application thereof

A conjugated polymer, 4-c technology, applied in chemical instruments and methods, organic compounds/hydrides/coordination complex catalysts, chemical/physical processes, etc., can solve problems such as patent publications that have not been found, and achieve Low production cost, easy access to raw materials, and simple post-processing effects

Pending Publication Date: 2022-06-28
TIANJIN UNIVERSITY OF TECHNOLOGY
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Problems solved by technology

[0003] Through the search, no patent publications related to the patent application of the present invention have been found

Method used

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  • Conjugated polymer based on thiophene [3, 4-c] pyrrole-4, 6-diketone structure and preparation method and application thereof
  • Conjugated polymer based on thiophene [3, 4-c] pyrrole-4, 6-diketone structure and preparation method and application thereof
  • Conjugated polymer based on thiophene [3, 4-c] pyrrole-4, 6-diketone structure and preparation method and application thereof

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preparation example Construction

[0052] The above-mentioned preparation method of conjugated polymer based on thiophene[3,4-c]pyrrole-4,6-dione structure comprises the following steps:

[0053] ① Dissolve monomer A, monomer B, oxidant, alkali, palladium catalyst and additives in a solvent, under nitrogen protection, heat the reaction, keep the reaction system at 60-150 ℃, stir, and react for 12-72 hours.

[0054] ② After cooling the reaction solution obtained in step 1 to room temperature, add dropwise to methanol for sedimentation, suction filtration to obtain a crude product, which is successively extracted with methanol and n-hexane Soxhlet, and then extracted with chloroform Soxhlet extract, collect the chloroform extract, add methanol for sedimentation after concentration, suction filter to obtain a filter cake, and vacuum dry to obtain a polymer based on thiophene[3,4-c]pyrrole-4,6-dione structure.

[0055] Preferably, the solvent is one of toluene, xylene, 1,4-dioxane, o-xylene, tetrahydrofuran, N,N-di...

Embodiment 1

[0074] Example 1: When X=O, R 2 =R 3 = H

[0075] Monomer A (1eq), Monomer B (1eq), Silver Carbonate (8eq), Potassium Acetate (8eq), Herrmann'scatalyst (0.01eq) and Di(tert-butyl)phosphinomethyl tetrafluoroborate (0.04 eq) was dissolved in 4 mL of N,N-dimethylacetamide, stirred at 60°C, and reacted for 72 hours. After cooling, the reaction solution was poured into methanol and filtered with suction to obtain a crude product. The crude product was subjected to Soxhlet extraction with methanol and n-hexane in turn for 24 hours, and finally Soxhlet extraction was carried out with chloroform, until the extract in the Soxhlet extraction tube was colorless, the extraction was stopped, the chloroform extract was collected, and concentrated to 2mL, Drop into 60mL methanol for sedimentation, sedimentation for 24h, suction filtration, and the filter cake is dried in a vacuum drying oven at 60°C for 12h to obtain polymer P1 (yield: 56.4%, M n =2.00KDa, PDI=1.30).

Embodiment 2

[0076] Example 2: When X=S, R 2 =R 3 = H

[0077] Monomer A (1eq), Monomer B (1eq), Silver Carbonate (4eq), Potassium Acetate (4eq), Tetrakis(triphenylphosphine)palladium (0.01eq) and Di(tert-butyl)phosphinomethyltetrafluoro The borate (0.02eq) was dissolved in 1mL of N,N-dimethylacetamide solvent, stirred at 120°C, and reacted for 48 hours. The post-treatment was the same as in Example 1 to obtain polymer P2 (yield: 88.4%, M n =27.00KDa, PDI=1.80).

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Abstract

The invention discloses a conjugated polymer based on a thiophene [3, 4-c] pyrrole-4, 6-diketone structure, the chemical structural formula of the conjugated polymer is as shown in formula (I): the thiophene [3, 4-c] pyrrole-4, 6-diketone structure, namely a monomer A, has the characteristics of high symmetry, planar structure, superstrong electron attraction capability and the like; according to the conjugated polymer based on the thiophene [3, 4-c] pyrrole-4, 6-diketone structure, charges in molecules can be transferred, the energy levels of the highest occupied orbital and the lowest unoccupied orbital of the polymer are effectively adjusted, and the conjugated polymer based on the thiophene [3, 4-c] pyrrole-4, 6-diketone structure is wide in absorption spectrum, good in thermal stability and appropriate in energy level and meets the energy requirement of photocatalytic hydrolysis hydrogen production. The nanoparticles have good water solubility and high thermodynamic stability, and have a hydrogen production rate of 133.9 [mu] mol. G <-1 >. H <-1 > at a concentration of 300 [mu] g/mL.

Description

technical field [0001] The invention belongs to the technical field of photocatalytic water splitting for hydrogen production, and relates to a conjugated polymer based on the structure of thiophene[3,4-c]pyrrole-4,6-dione and a preparation method and application thereof. Background technique [0002] Energy is an important material basis for the survival and development of human society. Due to the non-renewable and pollution problems of traditional energy (oil, coal, natural gas, etc.), it is particularly important to develop and utilize green energy. Solar energy is one of the important options for future sustainable energy supply because of its inexhaustible, inexhaustible, widely distributed, clean and pollution-free characteristics. However, factors such as low energy flow density of solar energy, great influence on the environment, and inability to maintain constant energy supply make it difficult to popularize the development and utilization of solar energy at prese...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12B01J31/06B01J35/00C01B3/04
CPCC08G61/126C08G61/124C08G61/122C01B3/042B01J31/06B01J35/004C08G2261/124C08G2261/18C08G2261/3241C08G2261/3243C08G2261/3246C08G2261/514
Inventor 张强常梦涵王琳张欣娟陆燕
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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