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Dianhydride monomer containing 2,5-furandimethanol residues, and preparation method thereof, and polyimide film and preparation method thereof

A technology of polyimide film and furan dimethyl residue is applied in the field of polyimide film and its preparation, which can solve the problems of poor biodegradability, not conforming to green sustainable development and the like, and achieves good solubility, The effect of improving processing conditions and recycling rate

Active Publication Date: 2020-11-10
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the above-mentioned patents are all petroleum-based soluble high-permeability polyimide materials, and their biodegradability is poor
Does not meet the needs of green and sustainable development

Method used

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  • Dianhydride monomer containing 2,5-furandimethanol residues, and preparation method thereof, and polyimide film and preparation method thereof
  • Dianhydride monomer containing 2,5-furandimethanol residues, and preparation method thereof, and polyimide film and preparation method thereof
  • Dianhydride monomer containing 2,5-furandimethanol residues, and preparation method thereof, and polyimide film and preparation method thereof

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Experimental program
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preparation example Construction

[0042] The present invention also provides the preparation method of the dianhydride monomer containing 2,5-furandimethanol residue described in the above technical scheme, comprising the following steps:

[0043] Mixing 2,5-furan dimethyl derivative, dicyano compound, first base and solvent to undergo substitution reaction to obtain tetracyano compound;

[0044] Mixing the tetracyano compound, the second base, the phase transfer catalyst and water for a hydrolysis reaction to obtain a tetraacid containing a 2,5-furandimethanol structure;

[0045] Mixing the tetraacid containing 2,5-furandimethanol structure and acetic anhydride for a decarboxylation reaction to obtain the dianhydride monomer containing 2,5-furandimethanol residue;

[0046] The 2,5-furan dimethyl derivative is

[0047] In the present invention, unless otherwise specified, all raw material components are commercially available products well known to those skilled in the art.

[0048] In the present invent...

Embodiment 1

[0093]Under the conditions of normal temperature and pressure and stirring, 100mmol 2,5-furandimethanol, 205mmol 4-nitrophthalonitrile, 205mmol sodium hydride and 1mol N,N-dimethylformamide were mixed, and the Biotage Initiator+microwave The reaction occurred in the synthesizer (80°C, 10min). During the reaction, the completion of the reaction was detected by thin-layer chromatography on silica gel GF254. After cooling down to room temperature, it was poured into deionized water, and the alkaline solution was recovered and the precipitated solid was extracted. Filtered, washed 3 times with deionized water, dried in vacuum (80°C, 12h), and recrystallized with acetonitrile to obtain

[0094] 50mmol Mix 600mmol potassium carbonate, 500mmol 18-crown-6 and 1mol water, raise the temperature to reflux, and filter while hot to remove insoluble impurities after 1h, pour the filtrate into deionized water to precipitate precipitate after cooling, suction filter, vacuum dry (80°C ,12h...

Embodiment 2

[0099] Under the conditions of normal temperature and pressure and stirring, 100mmol 220mmol 4-nitrophthalonitrile, 220mmol potassium hydride and 600mmol dimethyl sulfoxide were mixed and reacted in a microwave reactor modified from a domestic microwave oven (100°C, 30min). Silica gel GF254 was used to detect the completion of the reaction, lowered to room temperature, poured into deionized water, recovered the alkaline solution and filtered the precipitated solid with suction, washed 5 times with deionized water, dried in vacuum (80°C, 12h), washed with acetonitrile recrystallized to obtain

[0100] 50mmol Mix 800mmol potassium carbonate, 750mmol 15-crown ether-5 and 1.1mol water, heat up to reflux, filter while hot to remove insoluble impurities after 1h, pour the filtrate into deionized water to precipitate precipitate after cooling, suction filter, vacuum dry (80 ℃, 12h), recrystallized with acetonitrile to obtain

[0101] 20mmol and 1.6mol acetic anhydride, hea...

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Abstract

The invention relates to the technical field of polyimide films, particularly to a dianhydride monomer containing 2,5-furandimethanol residues, and a preparation method thereof, and a polyimide film and a preparation method thereof. According to the invention, the dianhydride monomer containing the 2,5-furandimethanol residues contains a furan ring structure with certain rigidity, so that the dianhydride monomer has certain mechanical strength and thermal performance; 2,5-furandimethanol is mainly derived from cellulose and hemicellulose, is a bio-based material with excellent performance, canbe biodegraded, is green and environment-friendly, and can be applied to the field of degradable engineering plastics; and due to the good solubility, the processing conditions and the recycling rateof polyimide can be improved. The invention also provides a polyimide film. Polyimide in the polyimide film contains 2,5-furan dimethanol residues and has excellent optical performance, so that the polyimide film can be applied to the field of photoelectricity.

Description

technical field [0001] The invention relates to the technical field of polyimide films, in particular to a dianhydride monomer containing 2,5-furandimethanol residues and a preparation method thereof, a polyimide film and a preparation method thereof. Background technique [0002] Polyimide has excellent comprehensive properties, such as high mechanical strength, outstanding temperature resistance, chemical corrosion resistance and excellent electrical properties. Therefore, polyimide can be widely used in aerospace, microelectronics, coatings and functional films and other fields. However, most ordinary polyimides are insoluble, infusible and difficult to process. Due to the intermolecular and intramolecular charge transfer interactions of fully aromatic polyimides, polyimides exhibit low light transmittance in the visible light region, which limits the use of polyimides to a large extent. Applications in the field of optoelectronics. In order to solve the above problems...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/10C08J5/18C08L79/08C07D307/89
CPCC07D307/89C08G73/1071C08G73/1085C08J5/18C08J2379/08
Inventor 赵晓刚侯子温王帅周宏伟王大明陈春海
Owner JILIN UNIV