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[0009] However, the conductive polymer material polymerized by the method generally has the disadvantage of low solubility to solvents, and the thin film obtained from the varnish formed by dissolving or dispersing the conductive polymer material in an organic solvent is mechanically The strength is low, so it is very brittle, and it is difficult to obtain a high-toughness film
[0010] In addition, even conductive polymers that can be dissolved in organic solvents tend to gel in many cases, and the stability of varnishes is very poor.
[0011] As mentioned above, conventional polyimides have high insulating properties and have various problems such as being easy to be charged with static electricity, or charges are accumulated in the polyimide film by an applied voltage. Among conductive polymers, the stability of the solution and the performance of the film may not be satisfied, so it is required to obtain a polymer of a new conductive material that does not have these disadvantages.
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Synthetic example 1
[0078] [Synthesis Example 1] Synthesis of 1-nitro-2,3-diaminobenzene
[0079]
[0080] Dissolve 14g of commercially available 1-amino-2,5-dinitrobenzene in 225ml of methanol, and add 60g of sodiumsulfide and 21g of sodiumbicarbonate into 240g of water with a dropping funnel while maintaining the reaction temperature at 60°C to form The solution. After the addition was complete, it was stirred at 60° C. for an additional hour. After the reaction was completed, it was cooled to room temperature and filtered.
[0081] M / z (FD+) 153 (calculated value 153.1396)
[0084] [Synthesis Example 2] Synthesis of 1,4-bis[5-nitro-3-phenylquinoxalin-2-yl]benzene
[0085]
[0086]3.06 g of 1-nitro-2,3-diaminobenzene and 1,4-bisbenzoyl (1,4-bisbenzil) were dispersed in acetic acid-methanol (1:1) mixed solvent, under nitrogenatmosphere, in Stir at 60°C for 3.5 hours. After the reaction was completed, it was cooled to room temperature, and then the precipitate was filtered, washed with methanol, and dried to obtain the target product.
[0087] M / z(FD+) 575 (calculated value 576.56)
[0088] Yield 6.35g (yield 95%)
Embodiment 1
[0089] [Example 1] 1, the synthesis of 4-bis [5-amino-3-phenylquinoxalin-2-yl] benzene
[0090]
[0091] 2.37 g of 1,4-bis[5-nitro-3-phenylquinoxalin-2-yl]benzene was dissolved in 300 g of THF, and after nitrogen substitution, 1.14 g of PdC was added. After the reaction system was replaced with nitrogen, a predetermined amount of hydrogen was added, followed by stirring at room temperature for 48 hours. After the reaction, the precipitate was filtered out, washed with methanol until the washing liquid was not colored, and dried. Then, the filtered crude product was separated and purified with a silica gel column to obtain the target product. In this case, chloroform was used as the eluent.
[0092] M / z (FD+) 515 (calculated value 516.59)
[0093] Yield 1.05g (yield 49.5%)
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Abstract
A diaminobenzene compound is disclosed which is represented by the formula (1). By reacting this compound with a tetracarboxylic acid (derivative), there can be obtained a polyimide which has charge carrier transport properties and is excellent in heat resistance, film strength and thin-film properties.
Description
[0001] This application is a divisional application with the application number 200480019917.0, the filing date of June 16, 2004, and the title of the invention "diamine with quinoxaline unit, polyimide precursor, polyimide and its application". technical field [0002] The present invention relates to diaminobenzene compounds, polyimide precursors and polyimides synthesized using the compounds as raw materials, and applications of the polyimide films. The charge carrier transporting polymer (Chargecarrier transporting polymer, also known as "charge carrier transporting polymer") raw materialmonomerdiamine compound with quinoxaline unit, and polyamide synthesized by using this compound as one of the raw material compounds imine precursor or polyimide. Background technique [0003] Polyimide is a linear polymer obtained by the reaction of tetracarboxylic dianhydride and diamine. It not only has high tensile strength, high toughness, excellent electrical insulation and chemi...
Claims
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