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Biobased dianhydride monomer, biobased polyimide resin and preparation method thereof

A technology of polyimide resin and bio-based dianhydride is applied in the field of polyimide resin to achieve the effect of good application prospect, good heat resistance and toughness

Inactive Publication Date: 2018-11-20
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, with the continuous development of polyimide and the continuous expansion of its application fields, its preparation source has attracted further attention from researchers. Most of the existing polyimide preparations are based on petroleum-based monomers, and due to The shortage of fossil fuels and the environmental problems caused by the consumption of fossil fuels, how to reduce the dependence of polyimide resin on petroleum-based raw materials and enhance the ability of sustainable development has become one of the main research directions in the field

Method used

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  • Biobased dianhydride monomer, biobased polyimide resin and preparation method thereof
  • Biobased dianhydride monomer, biobased polyimide resin and preparation method thereof
  • Biobased dianhydride monomer, biobased polyimide resin and preparation method thereof

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preparation example Construction

[0076] The present invention also provides a preparation method of polyimide resin, said polyimide resin is prepared by 1,4:3,6-dianhydrohexitol-dianhydride monomer and diamine monomer through high-temperature solution Prepared by one or more of polycondensation method, thermal imidization method and chemical imidization method;

[0077] The diamine monomers include aromatic dianhydride monomers and / or aliphatic dianhydride monomers.

[0078] The present invention has no special restrictions on the definition and naming of the 1,4:3,6-dianhydrohexitol-dianhydride monomer, and the definition and naming of such compounds well known to those skilled in the art will suffice. Personnel can correctly and uniquely understand its meaning based on common sense. The 1,4:3,6-dianhydrohexitol-dianhydride monomer of the present invention is preferably a semi-aromatic dianhydride monomer, specifically including one of the bio-based dianhydride monomers described in the above technical solu...

Embodiment 1

[0152] In this embodiment, mannitol is taken as an example for the preparation of the dianhydride monomer for illustration.

[0153] 1,4:3,6-Didehydro-2,5-dioxy-(3,4-dibenzoic acid)- D - Preparation of mannitol-dianhydride

[0154] The preparation of the monomer is divided into three steps. The specific description is as follows:

[0155] In the first step, 1,4:3,6-dianhydro-2,5-dioxy-(4,4'-imide)- D - Mannitol. Its reaction steps are as follows:

[0156] Under a nitrogen atmosphere, add 12g (60%) of sodium hydride to a three-necked flask equipped with magnetic stirring, then add 100mL of N,N-dimethylformamide, stir at room temperature for a period of time, then add 14.6g of isomannose sugar alcohol. After stirring at room temperature for 2 h, the temperature was raised to 100° C. and the treatment was continued for 10 h. After cooling to room temperature, 45.4 g of 4-nitromonoimine and 50 mL of N,N-dimethylformamide were added. Raise the temperature to 110°C for 20h. ...

Embodiment 2

[0164] In this embodiment, the structure of bio-based polyimide is shown in the following formula:

[0165]

[0166] In a polymerization bottle equipped with mechanical stirring and nitrogen protection, add 0.8767g 1,4:3,6-dianhydro-2,5-dioxy-(3,4-dibenzoic acid)- D -Mannitol-dianhydride and equivalent 4,4'-diaminodiphenyl ether, then add 7.99g of m-cresol, raise the temperature to 80°C and stir for 4h, then raise the temperature to 200°C for 20h. After the reaction, the temperature was lowered to 100° C., and the solution was poured into ethanol to obtain a white fibrous solid. Soxhlet extraction was performed with ethanol. After extraction, dry at 100°C under vacuum.

[0167] The obtained polyimide was formulated with m-cresol into a solution with a solid content of 15%, and spread on a clean glass plate by the scraping method. The glass plate was then placed in an oven at 80°C overnight. Then, the temperature was programmed according to the following steps: 100°C / 2h,...

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Abstract

The invention provides a biobased dianhydride monomer adopting a structure shown as formulae I-IV. The invention further provides biobased polyimide resin adopting a structure shown as formula 1, wherein n is 1-10000 and R1 is one or more of structures shown as formulae 2-7. The biobased dianhydride monomer provided by the invention, namely a 1,4:3,6-dianhydrohexitol-dianhydride monomer, has certain rigidity, and when the biobased dianhydride monomer is applied to synthesis of the polyimide resin, the obtained polyimide resin adopting a novel structure has the advantages of good heat resistance and toughness and the like. Moreover, the polyimide resin is white, and a film is light yellow and transparent and has certain optical activity. A polyimide material prepared by the preparation method provided by the invention can meet requirements in certain fields such as the field of electronic components, and can also be applied to the field of the conventional plastic, films and fiber and the like.

Description

technical field [0001] The invention belongs to the technical field of polyimide resins, and relates to a bio-based dianhydride monomer, a polyimide resin and a preparation method thereof, and a polyimide resin film, in particular to a bio-based dianhydride monomer, a biological Bio-based polyimide resin and its preparation method, bio-based polyimide resin film. Background technique [0002] Polyimide resin, referred to as PI, refers to a class of polymers containing imide rings (-CO-NH-CO-) in the main chain, among which polymers containing phthalimide structures are the most important. Polyimide According to the chemical structure of the repeating unit, polyimide can be divided into three types: aliphatic, semi-aromatic and aromatic polyimide. According to thermal properties, it can be divided into thermoplastic and thermosetting polyimides. [0003] The high temperature resistance of polyimide resin is above 400°C, the long-term use temperature range is -200~300°C, the...

Claims

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Application Information

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IPC IPC(8): C08G73/10C08J5/18C07D493/04C08L79/08
CPCC07D493/04C08G73/1007C08G73/1067C08G73/1071C08G73/1082C08J5/18C08J2379/08
Inventor 阎敬灵吉晓东王震方建勇
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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