- Preparation and characterization of side-chain poly(aryl ether ketone) anion exchange membranes by superacid-catalyzed reaction
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The poly(aryl ether ketone) with spatial cardo structure is prepared from 4,4′-bis(phenoxy)benzophenone and 1-(4-bromobutyl)indoline-2,3-dione through a facile polyhydroxyalkylation reaction catalyzed by superacid. The number average molecular weight of the resultant polymer is achieved as high as 105.6 kg mmol?1. Three anion exchange membranes were prepared by reacting the polymer with trimethylamine, N-methyl-piperidine, and N,N,N′,N′,N″-pentaethylguanidine, respectively. Among the prepared membranes, N-methyl-piperidine based anion exchange membrane exhibited the highest OH? conductivity of 99.8 mS cm?1 at corresponding IEC of 1.54 meq g?1. In addition, the prepared membranes also exhibit excellent mechanical properties, in which the tensile strength and elongation at break can reach up to 50 MPa and 35%, respectively. Moreover, the anion exchange membranes exhibited good alkaline stability. When they were treated with 1 M KOH at 60 °C for 600 h, their conductivity decreased by less than 5%.
- Li, Ziqin,Yu, Riming,Liu, Chang,Zheng, Jifu,Guo, Jing,Sherazi, Tauqir A.,Li, Shenghai,Zhang, Suobo
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- Synthesis of Symmetrical Diaryl Ketones by Cobalt-Catalyzed Reaction of Arylzinc Reagents with Ethyl Chloroformate
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Symmetrical diaryl ketones were prepared by a cross-coupling reaction between aryl bromides and ethyl chloroformate. This new method, which uses a catalyst composed of CoBr2and a bipyridine ligand along with readily available starting materials, allows for the synthesis of a variety of symmetrical diaryl ketones in moderate to excellent yields (37–99 %) under mild conditions. This reaction, in which ethyl chloroformate acts as a surrogate of carbon monoxide in the presence of cobalt and zinc, represents an interesting alternative to previously known approaches for the synthesis of diarylmethanones.
- Rérat, Alice,Michon, Christophe,Agbossou-Niedercorn, Francine,Gosmini, Corinne
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p. 4554 - 4560
(2016/09/23)
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- Pd/Cu-cocatalyzed aerobic oxidative carbonylative homocoupling of arylboronic acids and CO: A highly selective approach to diaryl ketones
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A highly selective Pd/Cu-cocatalyzed aerobic oxidative carbonylative homocoupling of arylboronic acids has been developed. This method employs a simple catalytic system, readily available boronic acids as the substrates, molecular oxygen as the oxidant, and 1 atm of CO/O2, which makes this method practical for further applications.
- Ren, Long,Jiao, Ning
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supporting information
p. 2411 - 2414
(2014/10/15)
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- Synthesis and electrochemical properties of tetrasubstituted tetraphenylethenes
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Tetrakis(4-acetoxyphenyl and 4-benzoyloxyphenyl)ethenes 1f and 1g were obtained by acylation of tetrakis(4-hydroxyphenyl)ethene 1b. Ullmann etherification of 4,4′-dihydroxybenzophenone 2b and subsequent McMurry coupling yielded tetrakis(phenoxyphenyl)ethe
- Schreivogel, Alina,Maurer, Joerg,Winter, Rainer,Baro, Angelika,Laschat, Sabine
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p. 3395 - 3404
(2007/10/03)
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- Substituent-Dependent Electron-Transfer Induced Photooxygenation of 1,1-Diarylethylenes
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Rates and products of 9,10-dicyanoanthracene-sensitized photooxygenations of 1,1-diarylethylenes (1a-r) in acetonitrile were studied.If at least one of the aryl groups carries an electron-donating substituent at the para (or ortho) position (1a-l), 3,3,6,6-tetraaryl-1,2-dioxanes (2a-l) are generated in high yields (85-100percent).Benzophenones (3) are the only other observable products. 1,1-Diphenylethylene (1n) and its m-methoxy (1m), p-chloro (1o,p), and p-nitro (1q,r) derivatives, however, yield mainly benzophenones (3m-r) (>50percent) (the p-nitro compounds only in the presence of biphenyl). 1,2-Dioxanes (2m-p), cyclobutanes (4n-p), and α-tetralones (5m-o) are obtained as side products.Dioxanes, benzophenones, and α-tetralones are products of electron-transfer induced oxygenations involving triplet ground-state molecular oxygen, 3O2.Singlet molecular oxygen, O2(1Δg), contributes to the benzophenone formation from strongly electron-donor substituted diarylethylenes.An exception is the most powerful electron-donor substituted diarylethylene 1a, with which O2(1Δg) undergoes an electron-transfer reaction affording dioxane 2a.Dioxane formation proceeds via free-radical cations 1.+, which enter into a chain reaction with 1, 3O2, and another molecule of 1 to yield dioxane 2 and a new radical cation 1.+ that maintains the chain reaction.The efficiency of this chain process, however, is found to be several orders of magnitude smaller than expected.To explain this result, a 1,6-biradical .1-1-O2. is proposed to be generated in this chain reaction as the product-determining intermediate that predominantly fragments into 3O2 and two molecules of 1.Cyclization to dioxane 2 and transformation to benzophenone 3 occur at presumably less than 0.1percent from this biradical.The pathways leading to cyclobutanes (4) and α-tetralones (5) are also discussed.
- Gollnick, Klaus,Schnatterer, Albert,Utschick, Gerald
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p. 6049 - 6056
(2007/10/02)
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- Friedel-crafts preparation of aromatic ketones
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Aromatic carbonyl compounds, in particular arylene ether ketones, are prepared by reacting an appropriate reagent system in the presence of free Lewis acid and a complex between a Lewis acid, for example, aluminum trichloride, and a Lewis base, for example, N,N-dimethylformamide, and, optionally, a diluent, such as methylene chloride. The process is particularly advantageous for the preparation of substantially or all para-linked arylene ether ketones as the presence of the Lewis acid/Lewis base complex markedly reduces alkylation and ensures the substantial absence of ortho substitution.
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