Perylene tetracarboxylic diimide copolymer containing dithieno quinoxaline unit as well as preparation method and application thereof
A perylene tetracarboxylic acid diimide copolymer and perylene tetracarboxylic acid diimide technology are applied in the fields of electrical components, final product manufacturing, sustainable manufacturing/processing, etc., and can solve the problem of insufficient emission spectrum matching, Can not effectively use sunlight, poor film-forming processing performance and other problems, to achieve good solubility, excellent charge transport performance, and conducive to film-forming processing
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Embodiment 1
[0040] Example 1 Poly N, N'-bis-(3,4,5-tri-methylbenzene)-3,4,9,10-perylene diimide-(2,3-dihexyl) dithieno [3,2-f:2',3'-h]quinoxaline, wherein n is 23, and the structural formula is as follows:
[0041]
[0042] Preparation method: under the protection of nitrogen, add 0.5 mmol of N, N'-bis-(3,4,5-tri-methylbenzene)-1,7-dibromo-3,4,9,10-perylene Diimide, 0.5mmol of 6,9-bistributyltin-(2,3-di-hexyl)dithieno[3,2-f:2',3'-h]quinoxaline in DMF (18mL ) The solution was bubbled for 0.5h to remove residual oxygen. Then add 0.015mol (0.0.14g) of Pd 2 (dba) 3 and 0.027mmol (0.0083g) of P(o-Tol) 3 , Bubbled for 0.5h to remove residual oxygen; then heated to 80 ° C for 48 hours. The reacted solution was added dropwise into methanol for sedimentation, suction filtered, washed with methanol, dried, then dissolved in toluene, added to an aqueous solution of sodium diethyldithiocarbamate, heated to 90°C and stirred overnight. The organic phase was subjected to column chromatography o...
Embodiment 2
[0043] Example 2 Poly N, N'-bis-(3,4,5-tri-methoxybenzene)-3,4,9,10-perylene diimide-(2-hexyl-3-decyl) Dithieno[3,2-f:2',3'-h]quinoxaline, wherein n is 22, the structural formula is as follows:
[0044]
[0045] Preparation method: Under the protection of nitrogen, add 0.5 mmol of N, N'-bis-(3,4,5-tri-methoxybenzene)-1,7-dibromo-3,4,9,10- Perylene diimide, 0.5mmol of 6,9-bistributyltin-(2-hexyl-3-decyl)dithieno[3,2-f:2',3'-h]quinoxaline Bubble oxane (15 mL) solution for 0.5 h to remove residual oxygen. Then add 10mg Pd(PPh 3 ) 2 Cl 2 , Bubbled for 0.5h to remove residual oxygen and then heated to 85°C for 36 hours. The reaction solution after the reaction was added dropwise into methanol for sedimentation, suction filtered, washed with methanol, and dried. Then it was dissolved in toluene, added to an aqueous solution of sodium diethyldithiocarbamate, and the mixture was heated to 90°C and stirred for 8 hours. The organic phase was subjected to column chromatography ...
Embodiment 3
[0046] Example 3 Poly N, N'-bis-(3,4,5-tri-octyloxybenzene)-3,4,9,10-perylene diimide-(2,3 di-eicosyl ) Dithieno[3,2-f:2',3'-h]quinoxaline, wherein n is 11, and the structural formula is as follows:
[0047]
[0048] Preparation method: Under the protection of nitrogen, add 0.5 mmol of N, N'-bis-(3,4,5-tri-octyloxybenzene)-1,7-dibromo-3,4,9,10- Perylene diimide, 0.5 mmol of 6,9-bistributyltin-(2,3-di-eicosyl)dithieno[3,2-f:2',3'-h]quinoxaline A mixed solution of toluene and THF (30 mL) was bubbled for 0.5 h to remove residual oxygen. Then add 8mg Pd(PPh 3 ) 4 , Bubbled for 0.5h to remove residual oxygen and then heated to 80°C for 72 hours. The reaction solution after the reaction was added dropwise into methanol for sedimentation, suction filtered, washed with methanol, and dried. Then it was dissolved in toluene, added to the aqueous solution of sodium diethyldithiocarbamate, and then the mixture was heated to 80°C and stirred for 14 hours. The organic phase was sub...
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