Department of Chemistry, College of Science, Taif University, P.O. Box 11099, Taif 21944, Saudi Arabia.
Chemistry Department, College of Science, Damietta University, New Damietta 34517, Egypt.
Molecules. 2022 Mar 2;27(5):1651. doi: 10.3390/molecules27051651.
1,4-Bis(p-tolylamino)-6,7-dichloroanthraquinone when reacted with di(sodiothio)-maleonitrile afforded heterocyclic thianone compound, 5,12-dioxo-5,12-dihydroanthro[2,3-b][1,4]dithiine-2,3-dicarbonitrile 3. Using lithium/pentanol and acetic acid, the dicarbonitrile product was cyclotetramerized, yielding the matching tetra 5,12-dioxo-5,12-dihydroanthro[2,3-b][1,4]dithiine-porphyrazine dye compound (2H-Pz) . The dicarbonitrile molecule was a ring-shaped metallic product utilizing metallic salt and quinoline, yielding the corresponding tetra 5,12-dioxo-5,12-dihydroanthro[2,3-b][1,4]dithiine-porphyrazinato-metal II dyes (M-Pz), M = Zn, Co, or Ni -. The produced compounds' elemental analysis investigation, Infrared, and nuclear magnetic resonance spectrum information accord with the structures attributed to them. The cyclotetramerization and complexation reactions are ensured by the molecular weight and metal load of the produced products. The inclusion of electron-donating groups resulted in a lower optical band gap of the produced dye sensitizers, with "push-pull" promotion of about 1.55 eV. The prepared substituted porphyrazines reveal high absorption in the UV-VIS region, which could be of potential value as a building block for novel electronic and optical materials as well as a sensor for technology. This is considered for improving solar cell absorption. The absorption bands of the synthesized porphyrazine dyes extend beyond 800 nm, so these dyes could be useful in various optoelectronic applications.
1,4-双（对甲苯氨基）-6,7-二氯蒽醌与二（亚磺酸钠）马来二腈反应得到杂环噻喃酮化合物 5,12-二氧代-5,12-二氢蒽并[2,3-b][1,4]二噻嗪-2,3-二腈 3。使用锂/戊醇和乙酸，二腈产物发生环四聚化，生成相应的四 5,12-二氧代-5,12-二氢蒽并[2,3-b][1,4]二噻嗪-卟嗪染料化合物（2H-Pz）。二腈分子是一种环状金属产物，利用金属盐和喹啉，生成相应的四 5,12-二氧代-5,12-二氢蒽并[2,3-b][1,4]二噻嗪-卟嗪金属 II 染料（M-Pz），M = Zn、Co 或 Ni-。所产生的化合物的元素分析研究、红外和核磁共振谱信息与它们的结构相符。环四聚化和络合反应由所产生的产品的分子量和金属负载来保证。引入供电子基团导致所产生的染料敏化剂的光学带隙降低，“推-拉”促进约 1.55 eV。所制备的取代卟嗪显示出在 UV-VIS 区域的高吸收，这可能作为新型电子和光学材料以及技术传感器的构建块具有潜在价值。这被认为是为了提高太阳能电池的吸收。合成的卟嗪染料的吸收带延伸到 800nm 以上，因此这些染料在各种光电应用中可能很有用。
