- Synthesis, photo-electrochemical properties and dye-sensitized solar cell performance of d-π-A structured porphyrins
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Two new dye sensitizers 5-(N,N-4-(diphenylamino)phenyl)-10-(4-(tert-butyl- 2-cyanoacrylate)phenyl)porphyrin (TP) and 5-(N, N-4-(bis(4-butylphenyl) amino) phenyl)-10-(4-(tert-butyl-2-cyanoacrylate)phenyl)porphyrin (BUTP) with cyanoacrylic acid as electron acceptor were synthesized and researched. BUTP has strong absorption in a wide range of 300-726 nm. DSSCs sensitized by BUTP displayed a power conversion efficiency (η) 5.33%, JSC 12.21 mA cm-2, Voc 0.68 V, FF 0.65, under the illumination of AM 1.5 G. Spectral properties, electrochemical properties, photovoltaic and electrochemical impedance properties of TP and BUTP were also investigated. Considering its simple synthesis, both TP and BUTP were qualified sensitizers for DSSCs.
- Zhang, Hongxing,Zheng, Xiuwen,Li, Haiying,Jin, Bin,Wang, Chengyun,Shen, Yongjia,Hua, Jianli
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Read Online
- Continuous flow preparation method of tert-butyl cyanoacetate
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The invention belongs to the technical field of organic chemistry, and particularly relates to a continuous flow preparation method of tert-butyl cyanoacetate. A substrate solution containing cyanoacetic acid and Lewis acid and isobutene are simultaneously conveyed into a micro-reaction system comprising a micro-mixer and a micro-channel reactor which are sequentially communicated, and a continuous catalytic esterification reaction is performed to obtain tert-butyl cyanoacetate. Compared with the traditional batch kettle type synthesis method, the continuous flow preparation method has the advantages of short reaction time, high product yield, high automation degree, high process continuous efficiency, high space-time yield, low energy consumption and easiness in industrial amplification, and is easy for industrial application.
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Paragraph 0027-0038
(2021/04/14)
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- Synthesis method of tert-butyl cyanoacetate
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The invention belongs to the technical field of organic chemistry, and particularly relates to a synthesis method of tert-butyl cyanoacetate. Cyanoacetic acid and isobutene are subjected to a catalytic esterification reaction in an organic solvent in the presence of Lewis acid to obtain tert-butyl cyanoacetate. The method provided by the invention has the advantages of cheap and easily available raw materials, mild reaction conditions, simple operation, simple post-treatment, low cost, high product yield and high product purity, and is easy for industrial production.
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Paragraph 0021-0035
(2021/04/14)
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- Magnetically recoverable AlFe/Te nanocomposite as a new catalyst for the facile esterification reaction under neat conditions
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In this work, a new Fe3O4/AlFe/Te nanocomposite was synthesized by a one-step sol–gel method. The Fe3O4 magnetic nanoparticles (MNPs) were prepared and then mixed with aluminum telluride (Al2Te3) in an alkali medium to produce the desired catalyst. After characterization of the Fe3O4/AlFe/Te nanocomposite by SEM, TEM, EDS, XRD, and ICP analyses, it was used in the esterification reaction. This heterogeneous catalyst showed high catalytic activity in the esterification of commercially available carboxylic acids with various alcohols to produce the desired esters at high conversions under neat conditions. The Fe3O4/AlFe/Te nanocomposites were separated from the reaction mixture via an external magnet and re-used 8 times without significant loss of catalytic activity.
- Alavi, Seyed Jamal,Sadeghian, Hamid,Seyedi, Seyed Mohammad,Eshghi, Hossein,Salimi, Alireza
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- Development of the First Two-Pore Domain Potassium Channel TWIK-Related K+ Channel 1-Selective Agonist Possessing in Vivo Antinociceptive Activity
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The TWIK-related K+ channel, TREK-1, has recently emerged as an attractive therapeutic target for the development of a novel class of analgesic drugs, suggesting that activation of TREK-1 could result in pain inhibition. Here, we report the synthesis of a series of substituted acrylic acids (1-54) based on our previous work with caffeate esters. The analogues were evaluated for their ability to modulate TREK-1 channel by electrophysiology and for their in vivo antinociceptive activity (acetic acid-induced writhing and hot plate assays), leading to the identification of a series of novel molecules able to activate TREK-1 and displaying potent antinociceptive activity in vivo. Furyl analogue 36 is the most promising of the series.
- Vivier, Delphine,Soussia, Ismail Ben,Rodrigues, Nuno,Lolignier, Stéphane,Devilliers, Ma?ly,Chatelain, Franck C.,Prival, Laetitia,Chapuy, Eric,Bourdier, Geoffrey,Bennis, Khalil,Lesage, Florian,Eschalier, Alain,Busserolles, Jér?me,Ducki, Sylvie
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p. 1076 - 1088
(2017/02/19)
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- HETEROCYCLIC COMPOUNDS USEFUL AS PDK1 INHIBITORS
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The present invention provides compounds useful as inhibitors of PDK1. The present invention also provides compositions thereof, and methods of treating PDK1-mediated diseases.
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Page/Page column 182; 183; 184
(2016/10/08)
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- PAIN RELIEF COMPOUNDS
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The present invention relates to the use of compounds for the treatment or prevention of pain in mammals, in particularly in human beings, and also to a process for preparing these compounds.
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Paragraph 0500-0501
(2015/02/19)
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- Synthesis and structure-activity relationship study of substituted caffeate esters as antinociceptive agents modulating the TREK-1 channel
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The TWIK-related K+ channel, TREK-1, has recently emerged as an attractive therapeutic target for the development of a novel class of analgesic drugs. It has been reported that TREK-1 -/- mice were more sensitive than wild-type mice to painful stimuli, suggesting that activation of TREK-1 could result in pain inhibition. Here we report the synthesis of a series of substituted caffeate esters (12a-u) based on the hit compound CDC 2 (cinnamyl 3,4-dihydroxyl-α-cyanocinnamate). These analogs were evaluated for their ability to modulate TREK-1 channel by electrophysiology and for their in vivo antinociceptive activity (acetic acid induced-writhing assay) leading to the identification a series of novel molecules able to activate TREK-1 and displaying potent analgesic activity in vivo.
- Rodrigues, Nuno,Bennis, Khalil,Vivier, Delphine,Pereira, Vanessa,Chatelain, Franck C.,Chapuy, Eric,Deokar, Hemantkumar,Busserolles, Jér?me,Lesage, Florian,Eschalier, Alain,Ducki, Sylvie
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supporting information
p. 391 - 402
(2014/03/21)
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- A practical system to synthesize the multiple-substituted 2,5-dihydrofuran by the intermolecular dipolar cycloaddition reactions involving acceptor/acceptor-substituted diazo reagents
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A practical system for synthesizing the multiple-substituted 2,5-dihydrofuran through intermolecular dipolar cycloaddition reactions of acceptor/acceptor diazo reagents, aldehydes, and acetylenedicarboxylate was developed. The reactions proceeded effectively under ambient temperature with low reactant ratios. The control reactions revealed that there are two competitive paths: one forms 1,3-dioxolane and the other forms 2,5-dihydrofuran. These two paths could be controlled by modifying the steric hindrance of the diazo reagents.
- Zhu, Shifa,Chen, Lijuan,Wang, Chao,Liang, Renxiao,Wang, Xiujun,Ren, Yanwei,Jiang, Huanfeng
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experimental part
p. 5507 - 5515
(2011/08/06)
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- AMIDES OF HETEROCYCLIC COMPOUNDS AS TRPA1 INHIBITORS
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Amides of heterocyclic compounds as Transient Receptor Potential subfamily A (TRPA) modulators are provided In particular, compounds described herein are useful for treating or preventing diseases, conditions and/ or disorders modulated by TRPA1 (Transient Receptor Potential subfamily A, member 1) Also provided herein are processes for preparing compounds described herein, intermediates used in their synthesis, pharmaceutical compositions thereof, and methods for treating or preventing diseases, conditions and/or disorders modulated by TRPA1. (I).
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Page/Page column 50
(2011/10/10)
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- Acylation through ketene intermediates
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Carboxylic acids possessing a strong electron-withdrawing group in the α-position undergo facile dehydration upon reaction with carbodiimides to form the corresponding substituted ketenes that can react in situ with alcohols providing esters in a high yield. The ketene formed by the treatment of ethyl 2-methylmalonate with DCC was trapped in situ by a [4+2] cycloaddition with a second DCC molecule. The chemoselectivity of the acylation through the ketene intermediates was found to be substantially different from that of conventional acylation reagents showing a very low sensitivity toward the steric bulk of alcohols. A comparison of the sensitivity of the acylation to the steric bulk of alcohols supports the presence of a pseudopericyclic pathway for the nucleophilic addition of alcohols to ketenes derived from ethyl malonic and diethylphosphonoacetic acid.
- Shelkov, Rimma,Nahmany, Moshe,Melman, Artem
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p. 8975 - 8982
(2007/10/03)
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- Facile acylation of sterically hindered alcohols through ketene intermediates
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Figure presented Carboxylic acids possessing strongly electron withdrawing substituents in the α-position in the presence of DCC acylate sterically hindered and chemically sensitive alcohols. The pattern of reactivity, the deuteration experiments, and the formation of a product derived from a [4 + 2] cycloaddition reaction corroborate the existence of ketene intermediates in the reaction.
- Nahmany, Moshe,Melman, Artem
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p. 3733 - 3735
(2007/10/03)
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