1941-86-2Relevant academic research and scientific papers
Double-anthracene D-delta-A type dark blue organic fluorescent material, and preparation method and application thereof
-
Paragraph 0079; 0081, (2020/07/15)
The invention relates to a double-anthracene D-delta-A type dark blue organic fluorescent material, and a preparation method and an application thereof. The structural formula of the material is shownin the specification; and in the formula, R1 is an elec
Methane-perylene diimide-based small molecule acceptors for high efficiency non-fullerene organic solar cells
Li, Gang,Yang, Wenbin,Wang, Shuaihua,Liu, Tao,Yan, Cenqi,Zhang, Yu,Li, Dandan,Wang, Xinyu,Hao, Pin,Li, Jiewei,Huo, Lijun,Yan, He,Tang, Bo
supporting information, p. 10901 - 10907 (2019/09/19)
We report perylene diimide (PDI) small molecules based on diphenylmethane, triphenylmethane, and tetraphenylmethane cores, named PM-PDI2, PM-PDI3 and PM-PDI4, respectively. The OSC performances of PM-PDI3 and PM-PDI4 are comparable. The PM-PDI3 based device with PDBT-T1 as the donor achieved a highest power conversion efficiency (PCE) of 7.58% along with a high open-circuit voltage (VOC) of 0.98 V, a short-circuit current density (JSC) of 11.02 mA cm-2 and a high fill factor (FF) of 69.9%, a 1.32 times boost in PCE with respect to the PM-PDI2 based control device (3.26%). The high photovoltaic performance of the PM-PDI3 based device can be attributed to its relatively high-lying LUMO level, complementary absorption spectra with the polymer donor material PDBT-T1, relatively favorable morphology and improved exciton dissociation and charge collection efficiency. A PCE of 7.58% is among the highest efficiency of phenyl-methane as core based non-fullerene organic solar cells. Overall, this work provides a new approach to enhance the performance of non-fullerene acceptors.
Super electron donor-mediated reductive desulfurization reactions
Nozawa-Kumada, Kanako,Ito, Shungo,Noguchi, Koto,Shigeno, Masanori,Kondo, Yoshinori
supporting information, p. 12968 - 12971 (2019/11/05)
The desulfurization of thioacetals and thioethers by a pyridine-derived electron donor is described. This methodology provides efficient access to the reduced products in high yields and does not require the use of transition-metals, elemental alkali-metals, or hydrogen atom donors.
Organic blue fluorescent material and preparation method and application thereof
-
Paragraph 0044; 0055; 0057; 0061; 0062; 0063; 0064, (2019/02/10)
The invention relates to an organic blue fluorescent material and a preparation method and application thereof. The material adopts a delta bond as a bridge chain to connect two anthracene molecule luminescence units and regulate the conjugation state of organic molecules; meanwhile, a steric hindrance group is introduced onto the delta bond to inhibit a pi-pi accumulation effect among the organicmolecules, and correspondingly the organic blue fluorescent material is prepared and has high thermal stability and high luminous quantum efficiency. The specific preparation method and application mainly include the steps of adopting 9-benzanthracene-10 borate and 4,4'-dibromo diphenyl bis-substituted methane for conducting a Suzuki coupling reaction to prepare the organic blue fluorescent material. The material is adopted as a luminous layer and achieves a non-doped deep blue OLED device with high performance.
Chain rigidity modification to promote the electrochemical performance of polymeric battery electrode materials
Niu, Zhihui,Wu, Huaxi,Liu, Lei,Dai, Gaole,Xiong, Shiyun,Zhao, Yu,Zhang, Xiaohong
supporting information, p. 10581 - 10588 (2019/05/06)
Redox-active polymers are promising materials for rechargeable batteries because of their structural diversity and resource sustainability. We present in this work the feasibility of manipulation of the rigidity of polymer chains to alter the ion diffusio
Metal-Free C-O Bond Functionalization: Catalytic Intramolecular and Intermolecular Benzylation of Arenes
Bering, Luis,Jeyakumar, Kirujan,Antonchick, Andrey P.
supporting information, p. 3911 - 3914 (2018/07/22)
A catalytic, metal-free intramolecular rearrangement of benzyl phenyl ethers using nitrosonium salt as a catalyst is described. The optimized reaction conditions enabled a catalytic and metal-free Friedel-Crafts alkylation reaction with benzylic alcohols, producing water as the stoichiometric byproduct. A comprehensive scope (>50 examples) for both approaches and application in drug synthesis were demonstrated. Mechanistic studies suggest a Lewis acid-based mechanism for the metal-free Friedel-Crafts reaction.
Unsymmetrical diarylmethanes by ferroceniumboronic acid catalyzed direct friedel-crafts reactions with deactivated benzylic alcohols: Enhanced reactivity due to ion-pairing effects
Mo, Xiaobin,Yakiwchuk, Joshua,Dansereau, Julien,Adam McCubbin,Hall, Dennis G.
supporting information, p. 9694 - 9703 (2015/08/18)
The development of general and more atom-economical catalytic processes for Friedel-Crafts alkylations of unactivated arenes is an important objective of interest for the production of pharmaceuticals and commodity chemicals. Ferroceniumboronic acid hexafluoroantimonate salt (1) was identified as a superior air- and moisture-tolerant catalyst for direct Friedel-Crafts alkylations of a variety of slightly activated and neutral arenes with stable and readily available primary and secondary benzylic alcohols. Compared to the use of classical metal-catalyzed alkylations with toxic benzylic halides, this methodology employs exceptionally mild conditions to provide a wide variety of unsymmetrical diarylmethanes and other 1,1-diarylalkane products in high yield with good to high regioselectivity. The optimal method, using the bench-stable ferroceniumboronic acid salt 1 in hexafluoroisopropanol as cosolvent, displays a broader scope compared to previously reported catalysts for similar Friedel-Crafts reactions of benzylic alcohols, including other boronic acids such as 2,3,4,5-tetrafluorophenylboronic acid. The efficacy of the new boronic acid catalyst was confirmed by its ability to activate primary benzylic alcohols functionalized with destabilizing electron-withdrawing groups like halides, carboxyesters, and nitro substituents. Arene benzylation was demonstrated on a gram scale at up to 1 M concentration with catalyst recovery. Mechanistic studies point toward the importance of the ionic nature of the catalyst and suggest that factors other than the Lewis acidity (pKa) of the boronic acid are at play. A SN1 mechanism is proposed where ion exchange within the initial boronate anion affords a more reactive carbocation paired with the non-nucleophilic hexafluoroantimonate counteranion.
Iron-catalyzed hetero-cross-dehydrogenative coupling reactions of sulfoximines with diarylmethanes: A new route to N-alkylated sulfoximines
Cheng, Ying,Dong, Wanrong,Wang, Long,Parthasarathy, Kanniyappan,Bolm, Carsten
supporting information, p. 2000 - 2002 (2014/05/06)
An efficient iron-catalyzed C-N bond formation by hetero-cross- dehydrogenative coupling (CDC) between sulfoximines and diarylmethanes is described. The reaction shows good functional group tolerance and provides N-alkylated sulfoximines in moderate to go
Radical cyanation of alkyl iodides with diethylphosphoryl cyanide
Chang, Ho Cho,Jin, Young Lee,Kim, Sunggak
experimental part, p. 81 - 84 (2009/05/30)
The β-elimination of an organophosphoryl group from an iminyl radical is observed for the first time. On the basis of this finding, radical cyanation of alkyl iodides is achieved by using diethylphosphoryl cyanide. Georg Thieme Verlag Stuttgart.
Facile synthesis of 3-(diarylmethylene)isobenzofuranones, 4-(diarylmethyl)-1(2H)-phthalazinones and diarylmethanes
Das, Suven,Froehlich, Roland,Pramanik, Animesh
, p. 84 - 86 (2007/10/03)
Reflux of 2,2-diaryl-1,3-indanediones in ethyleneglycol with a catalytic amount of triethylamine affords 3-(diarylmethylene)isobenzofuranones in very good yields. The latter produces 4-diarymethyl-1(2H)-phthalazinones under reflux in hydrazine hydrate (99%), and diarylmethanes upon stirring in ethylenediamine.
