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Narrowband receptor conjugated polymer with oligoethylene glycol side chain structure, and preparation method and application thereof

A technology of conjugated polymers and polymerization reactions, which is applied to narrow-band acceptor-type conjugated polymers containing oligoethylene glycol side chain structures and their preparation and application fields, and can solve problems such as high toxicity and dangerous halogenated solvents

Active Publication Date: 2019-09-06
JILIN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, due to the limitations of the material structure, the existing organic optoelectronic materials need to be dissolved in non-polar halogen-containing or halogen-containing benzene solvents to complete the device manufacturing process, and it is because of this seemingly small reason that it leads to Organic optoelectronic materials and corresponding electroluminescent devices usually require the use of highly toxic and hazardous halogenated solvents during processing

Method used

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  • Narrowband receptor conjugated polymer with oligoethylene glycol side chain structure, and preparation method and application thereof
  • Narrowband receptor conjugated polymer with oligoethylene glycol side chain structure, and preparation method and application thereof
  • Narrowband receptor conjugated polymer with oligoethylene glycol side chain structure, and preparation method and application thereof

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preparation example Construction

[0142] The invention provides a kind of synthetic method of dihalogenated pyromellitic anhydride, comprising the following steps:

[0143] 1) Under the action of a strong acid, after halogenating the pyromellitic anhydride monomer with the structure of formula (VI), a halogenating agent and a solvent, the dihalogenated pyromellitic anhydride with the structure of formula (V-a) is obtained;

[0144]

[0145] Wherein, G is -Cl, -Br or -I.

[0146] In principle, the present invention has no special restrictions on the specific selection of the strong acid. Those skilled in the art can select and adjust according to the actual situation, performance requirements and product requirements. The present invention is to better ensure the performance of the prepared product and ensure the The conjugated polymer has good solubility and comprehensive properties in green solvents. The strong acid preferably includes concentrated sulfuric acid and / or oleum, more preferably concentrated s...

Embodiment 1

[0253] Synthesis of monomer

[0254] 1) Monomer Q2-NH 2 -3n:

[0255] see figure 1 , figure 1 It is the synthetic route diagram of the monomer Q2-NH2-3n provided by Example 1 of the present invention.

[0256] according to figure 1 The shown route synthesizes monomer Q2-NH2-3n, and the specific process includes:

[0257] Triethylene glycol methyl ether (25 g, 0.16 mol) was heated to 100°C under the protection of argon, sodium wire (1.2 g, 0.055 mol) was slowly added, and after reacting at 100°C for 1 h, chloromethyl epoxy was slowly added Ethane (4.63 g, 0.055 mol), continued stirring at this temperature, and ended the reaction after 6 hours; filtered to remove solid impurities after cooling down, and distilled under reduced pressure to obtain a colorless and transparent Q2-OH-3n monomer.

[0258]The monomer Q2-OH-3n (14.57 grams, 0.038 moles) and sodium hydroxide (2.27 grams,) were dissolved in the mixed solution of tetrahydrofuran and water (volume ratio 100mL / 150mL), ...

Embodiment 2

[0281] see Figure 9 , Figure 9 It is a synthetic route diagram of the polymer P-1 provided in Example 2 of the present invention.

[0282] according to Figure 9 The shown route preparation repeating unit is the conjugated polymer P1 of I-1 formula structure (the polymer obtained by method one is PI-1a, the polymer obtained by method two is PI-1b), and the specific process includes:

[0283] Method 1: Monomer III-2-Br3n (88.2 mg), monomer dithiophene (15.9 mg), tris(dibenzylideneacetone)dipalladium Pd 2 (dba) 3 (0.19 mg), PivOH trimethylacetate (0.22 mg), and potassium carbonate (0.52 mg) were placed in a dry microwave vial, the vial was sealed with a septum cap, evacuated, and filled with argon three times, and then added dry anaerobic ophthalmic Xylene (o-xylene, 0.8 ml), and then the mixture was reacted in a microwave reactor (210°C, 300w) for 20 minutes. After the reaction was finished, it was cooled to room temperature, the reaction mixture was diluted with chlorob...

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Abstract

The present invention provides a narrowband conjugated polymer. The narrowband conjugated polymer contains a repeating unit having a structure represented by formula (I). A weak donor-strong acceptorD-A structure is formed in the main chain of the polymer from the perspective of molecular design, and oligoethylene glycol with different lengths and volumes is introduced to the side chain, so the polymer has good optoelectronic properties, has a good solubility in a series of low-toxicity or even nontoxic green solvents, and also has an excellent thermal stability. The conjugated polymer provided by the invention has the advantages of excellent photoelectric activity, excellent solubility in polar solvents and excellent thermal stability, so the conjugated polymer has broad development prospects and great application potential in the fields of optoelectronics, especially solar cells, electrochromism and information storage.

Description

technical field [0001] The present invention relates to the field of organic optoelectronic materials, and relates to a narrow-band conjugated polymer and its preparation method and application, in particular to a narrow-band acceptor-type conjugated polymer containing oligoethylene glycol side chain structure and its preparation method , a synthesis method of dihalogenated pyromellitic anhydride, a dihalogenated N,N'-dioligoethylene glycol tetraacid imide acceptor-type prepolymerized monomer and its preparation method and application. Background technique [0002] Energy is the basis for the development of modern human society. Without energy, the human civilization will undergo qualitative regression and go to destruction. In the 21st century, mankind has rapidly advanced the plan to develop new sustainable energy as a substitute for traditional fossil fuel energy, and has invested enormous energy and wealth in developing new energy alternatives. At present, people's rese...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12
CPCC08G61/124C08G61/126C08G2261/124C08G2261/18C08G2261/3223C08G2261/3241
Inventor 陈峥翟悦晖韩韫韬邢真
Owner JILIN UNIV
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