A. Rossignon, Beatrice Berionni Berna, A. Parola, C. Laia, D. Bonifazi
{"title":"HOMO Energy-Level Lifting in p-Type O-Doped Graphenoids: Synthesis of Electrochromic Alkoxy-Decorated Xanthenoxanthenes","authors":"A. Rossignon, Beatrice Berionni Berna, A. Parola, C. Laia, D. Bonifazi","doi":"10.1055/a-1976-0291","DOIUrl":null,"url":null,"abstract":"A series of novel O-doped polycyclic aromatic hydrocarbons (PAHs), bearing a different number of electron donating alkoxy substituents, has been prepared using a novel copper-promoted anaerobic protocol for the cyclisation of highly electron rich peri-xanthenoxanthene (PXX) molecular modules. The effect of the number and position of the alkoxy substituents on the optoelectronic properties has thus been investigated, unveiling p-type semiconducting properties. All molecules displayed a significant colour change upon oxidation, suggesting that these compounds can be used to devise chromogenic materials to engineer electrochromic devices.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"240 - 254"},"PeriodicalIF":0.0000,"publicationDate":"2022-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Materials","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-1976-0291","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A series of novel O-doped polycyclic aromatic hydrocarbons (PAHs), bearing a different number of electron donating alkoxy substituents, has been prepared using a novel copper-promoted anaerobic protocol for the cyclisation of highly electron rich peri-xanthenoxanthene (PXX) molecular modules. The effect of the number and position of the alkoxy substituents on the optoelectronic properties has thus been investigated, unveiling p-type semiconducting properties. All molecules displayed a significant colour change upon oxidation, suggesting that these compounds can be used to devise chromogenic materials to engineer electrochromic devices.
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