Polyimide based on 2,3,6,7-triptycene tetracarboxylic dianhydride and preparation method of polyimide

A technology of tetra-acid dianhydride polyimide and pterene tetra-acid dianhydride is applied in the field of polyimide and its preparation based on 2,3,6,7-triptylidene tetra-acid dianhydride, achieving easy Control, increase glass transition temperature, reduce the effect of force

Inactive Publication Date: 2015-03-25
HUAQIAO UNIVERSITY
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  • Abstract
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  • Claims
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Problems solved by technology

[0004] However, there are few reports on the polyimide with the three benzene ring planes in triptycene as the main chain direction due to the difficulty in the synthesis of monomers.

Method used

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  • Polyimide based on 2,3,6,7-triptycene tetracarboxylic dianhydride and preparation method of polyimide
  • Polyimide based on 2,3,6,7-triptycene tetracarboxylic dianhydride and preparation method of polyimide
  • Polyimide based on 2,3,6,7-triptycene tetracarboxylic dianhydride and preparation method of polyimide

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preparation example Construction

[0029] The present invention is based on a preparation method of 2,3,6,7-triptycene-tetraacid dianhydride polyimide, the preparation method comprising the following steps:

[0030] (1) With o-xylene and dichloromethane under the catalysis of anhydrous aluminum trichloride, 2,3,6,7-tetramethylanthracene is generated after heating;

[0031] (2) Diazotization of 2,3,6,7-tetramethylanthracene and anthranilic acid in the presence of isoamyl nitrite to diazotize the benzyne produced in situ for Diels-Alder reaction, then the crude product 2,3, 6,7-Tetramethyltriptycene;

[0032] (3) The crude product 2,3,6,7-tetramethyltriptycene is separated by chromatography and washed with a mixed eluent to obtain 2,3,6,7-tetramethyltriptycene with a purity greater than 99%;

[0033] (4) 2,3,6,7-tetramethyltriptycene is oxidized under reflux conditions in a mixed solvent of potassium permanganate and pyridine-water to generate 2,3,6,7-triptycene tetracarboxylic acid;

[0034] (5) 2,3,6,7-tripty...

Embodiment 1

[0044] Under the conditions of ice-salt bath and 400r / min mechanical stirring, in a 250mL three-neck flask with 120mL o-xylene and 70mL methylene chloride, add 60g aluminum trichloride in four times, and keep the system temperature at 0°C during the addition process; After the addition, react at room temperature for 0.5h, then react in a water bath at 65°C for 4h; then slowly pour the reaction product into 300mL of 5% hydrochloric acid ice-water mixture, stir during the pouring process, then stand still and filter with suction (The filter cake is washed with anhydrous acetone) and dried to obtain 20 g of white sheet-like 2,3,6,7-tetramethylanthracene solid, whose melting point is 299 ° C, and its structure is obtained through 1 Confirmation by HNMR characterization.

[0045] 1 HNMR (400MHz, CDCl3): δ = 2.43 (s, 12H), 7.68 (s, 4H), 8.13 (s, 2H).

[0046] Weigh 2g of 2,3,6,7-tetramethylanthracene and add it into a 500mL three-neck flask with 100mL of dichloroethane, heat to re...

Embodiment 2

[0068] Under the conditions of ice-salt bath and 500r / min mechanical stirring, in a 250mL three-necked flask with 120mL o-xylene and 70mL methylene chloride, add 73g aluminum trichloride in four times, and keep the system temperature at -5°C during the addition process ; After the addition, react at room temperature for 0.75h, and then react in a 60°C water bath for 3h; then slowly pour and disperse the reaction product into 300mL of 5% hydrochloric acid ice-water mixture, stir during the pouring process, and then let it stand , suction filtration (the filter cake is washed with anhydrous acetone), and dried to obtain 24 g of white flakes, that is, 2,3,6,7-tetramethylanthracene solid, whose melting point is 299 ° C, and its structure is obtained through 1 Confirmation by HNMR characterization.

[0069] 1 HNMR (400MHz, CDCl3): δ = 2.43 (s, 12H), 7.68 (s, 4H), 8.13 (s, 2H).

[0070] Weigh 2g of 2,3,6,7-tetramethylanthracene and add it into a 500mL three-neck flask with 100mL o...

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Abstract

The invention provides polyimide based on 2,3,6,7-triptycene tetracarboxylic dianhydride and a preparation method of polyimide. The molecular weight of polyimide is about 30000 Faltons (GPC), the intrinsic viscosity of polyimide is within 0.58-0.73dL/g, the glass-transition temperature of polyimide is greater than 300 DEG C, and the 5% decomposition temperature of polyimide is 450 DEG C, that is, very good thermal resistance is achieved; meanwhile a triptycene structure on a polymer main chain can be formed into a Z-shaped structure, so that the action force of molecular chains can be reduced, the solubility of the polymer is improved as the compact piling of chains is reduced, the color of a polymer film is greatly improved, i.e., polymer film is nearly colorless from the conventional golden yellow, and thus the polymer film has wide application prospect in high-tech fields such as micro-electronics, photoelectron and optical communication; in addition, the preparation method provided by the invention has the characteristics of being low in cost, simple in preparation process and easy to control.

Description

【Technical field】 [0001] The invention relates to the field of polymer materials, in particular to a polyimide based on 2,3,6,7-triptycene tetraacid dianhydride and a preparation method thereof. 【Background technique】 [0002] Aromatic polyimide, as a class of important structural and functional materials, has a wide range of applications in microelectronics technology, aerospace and other aspects. 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. Today, the more common method for synthesizing linear polyarimides is the polycondensation reaction between dianhydride and diamine monomers; since the commercialization of diamines is very mature, it is necessary to develop new dianhydride monomers from the design of monomer molecules. It is of great significance to expand the ap...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/10C07D493/08
Inventor 程琳邵宇
Owner HUAQIAO UNIVERSITY
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