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A dianhydride containing butterfly structure and its synthesis method and polyimide synthesized based on the dianhydride

A technology of polyimide and dianhydride, applied in the field of polyimide, can solve the problems of harsh storage conditions, inconvenient transportation and storage, and fragile film processing of polymers, achieve excellent mechanical properties, and increase glass transition temperature , Improve the effect of mechanical properties

Active Publication Date: 2021-04-27
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Conventional high Tg polyimides mostly use pyromellitic dianhydride (PMDA) to react with aromatic diamines, but because the rigidity of PMDA is too strong, the polymer obtained by using PMDA alone as dianhydride will have too high viscosity and film Inconvenient processing such as fragility, and because the structure of PMDA is easy to hydrolyze, the storage conditions of the obtained polymer are relatively harsh, which brings inconvenience to transportation and storage

Method used

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  • A dianhydride containing butterfly structure and its synthesis method and polyimide synthesized based on the dianhydride
  • A dianhydride containing butterfly structure and its synthesis method and polyimide synthesized based on the dianhydride
  • A dianhydride containing butterfly structure and its synthesis method and polyimide synthesized based on the dianhydride

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] The preparation of embodiment 1 compound A01

[0037]

[0038] The preparation of compound A01: In a 1000mL three-necked flask, under nitrogen protection, add 2,3-naphthalene dioic anhydride (9.9g, 0.05mol), butenedioic anhydride (147.1g, 1.5mol), 300mL dry chlorobenzene, control The internal temperature is 100-105°C, and the reaction is kept for 72 hours. Slowly lower the temperature to below 60°C, change the reaction system to a vacuum distillation device, 500-600Pa, bath temperature 55-60°C, remove the solvent under reduced pressure until there is no fraction, further increase the bath temperature to 110-120°C, and further decompress and remove the solvent Butenedioic anhydride was reduced to no fraction, and 15.1 g of a light brown viscous solid was obtained. Add 60g of acetic anhydride to the above reaction crude product, heat up to 60-65°C, stir and beat for 5.0hrs, then slowly cool down to 0-5°C, use nitrogen for pressure filtration, transfer the filter cake ...

Embodiment 2

[0041] The preparation of embodiment 2 compound A05

[0042]

[0043] Preparation of compound A05: In a 500mL autoclave, add the above-mentioned compound A01 (5.9g, 0.02mol), Pd / C (1g, water content 56%, produced by Shaanxi Ruike New Materials) and 100g THF, fully replace with nitrogen, control The pressure is 30-40atm, the internal temperature is 55-60°C, after 8.0hrs of heat preservation reaction, it is lowered to 20-25°C, and the catalyst Pd / C is filtered out by suction filtration, and the solvent is removed under reduced pressure to obtain an off-white solid. Add 24g of acetic anhydride to the above reaction crude product, heat up to 60-65°C, stir and beat for 5.0hrs, then slowly cool down to 0-5°C, use nitrogen for pressure filtration, transfer the filter cake directly to a 100mL single-necked flask, vacuum 100 ~200Pa, bath temperature 115~120°C, and drying under reduced pressure for 12.0 hours to obtain 4.3g of off-white solid powder, that is, compound A05, with a yie...

Embodiment 3

[0046] The preparation of embodiment 3 compound A02

[0047]

[0048]Preparation of Compound A02: In a 1000mL three-neck flask, under nitrogen protection, add 6,7-dimethyl-2,3-naphthalene dicarboxylic anhydride (11.3g, 0.05mol), butenedioic anhydride (98.0g, 1.0mol) , 300mL of dry cyclohexane, control the internal temperature at 65-70°C, and keep it warm for 60 hours. Slowly lower the temperature to below 35°C, change the reaction system to a vacuum distillation device, 500-600Pa, bath temperature 30-35°C, remove the solvent under reduced pressure until there is no distillate, further increase the bath temperature to 110-120°C, and further decompress Butenedioic anhydride was reduced to no fraction, and 16.6 g of a light brown viscous solid was obtained. Add 48g of acetic anhydride to the above reaction crude product, heat up to 60-65°C, stir and beat for 4.0hrs, then slowly cool down to 0-5°C, use nitrogen for pressure filtration, transfer the filter cake directly to a 10...

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Abstract

The invention discloses a dianhydride containing a butterfly structure, a synthesis method thereof and a polyimide synthesized based on the dianhydride. The dianhydride synthesis method provided by the present invention is simple, low in cost, and easy to control the preparation process, and the dianhydride compounds (I) and (II) containing butterfly structures provided by the present invention are applied to the preparation of polyimide materials. Due to the existence of the butterfly structure, the obtained polyimide helps to reduce the force between the molecular chains, reduce the close packing between the chains, and improve the solubility of the polymer. At the same time, the color of the polymer film has been greatly improved. The golden yellow becomes almost colorless, and has the advantages of high heat resistance, thermal stability, excellent mechanical properties, etc., and has broad application prospects in related fields such as flexible OLED substrates and flexible circuit boards.

Description

technical field [0001] The invention relates to a dianhydride containing a butterfly structure, a synthesis method thereof and a polyimide synthesized based on the dianhydride, belonging to the field of organic synthesis and the field of functional material application. Background technique [0002] Aromatic polyimide, as a class of important structural and functional materials, has a wide range of uses in microelectronics technology, aerospace, etc. Due to the very stable aromatic heterocyclic structure in polyimide molecules, it reflects other Polymer materials have incomparable excellent performance, but the contradiction between high performance and processability greatly limits its application. Nowadays, the more common method for synthesizing linear polyarimides is the polycondensation reaction between dianhydride and diamine monomers. Since the commercialization of diamines has been very mature, it is of great significance to develop new dianhydride monomers from the...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/08C08G73/10C08J5/18C08L79/08
CPCC07D493/08C08G73/1007C08G73/1039C08G73/105C08G73/1078C08J5/18C08J2379/08
Inventor 林存生张善国邢宗仁石宇周银波胡葆华
Owner JIANGSU SUNERA TECH CO LTD
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