636-09-9Relevant articles and documents
Multi-colour electrochromic materials based on polyaromatic esters with low driving voltage
Zhang, Pengfei,Xing, Xing,Wang, Yueyi,Murtaza, Imran,He, Yaowu,Cameron, Joseph,Ahmed, Shuja,Skabara, Peter J.,Meng, Hong
, p. 9467 - 9473 (2019)
Low-cost single molecular electrochromic (EC) materials with low toxicity are desirable for EC displays and photonic devices. In this study, new EC materials based on phthalates, an inexpensive class of benzoate materials with relatively simple molecular structure, are designed and prepared. Despite being good candidates for EC devices due to clear colour changes when reduced, devices fabricated using phthalate derivatives (PDs) suffer from a high driving voltage. Herein, we propose a facile strategy of replacing the benzene core with polyaromatic esters to enlarge the conjugated area and to synthesise PDs to lower the driving voltage in EC devices. Additionally, devices show good memory effect (hundreds of seconds), the ability to undergo multiple colour changes and enhanced stability, dependent on the size of the conjugated bridge between the two sides of the molecule. The fabricated EC devices based on polyaromatic esters demonstrate a low driving voltage (-2.6 V). We have shown that the number of aromatic ester rings in the conjugated area is very critical to obtain different colours in this new class of EC materials. This series of EC materials has promising potential for future industry applications due to the vivid colour change upon electrochemical stimulation at a low driving voltage.
Synthesis and thermolysis of 3-substituted 3- trimethylsilylcyclopropenes
Arrowood, Tina L.,Kass, Steven R.
, p. 6739 - 6748 (1999)
The synthesis of 3-substituted-3-(trimethylsilyl)cyclopropenes (X = CO2Et, CHO, CN) is described. Their acid sensitivity and thermal stability was probed and the reaction products were identified. In one case, a novel rearrangement to a Dewar furan maybe involved and this pathway was explored via kinetics and computations.
Production of Copolyester Monomers from Plant-Based Acrylate and Acetaldehyde
Yuan, Lin,Hu, Yancheng,Zhao, Zhitong,Li, Guangyi,Wang, Aiqin,Cong, Yu,Wang, Feng,Zhang, Tao,Li, Ning
supporting information, (2021/12/14)
PCTA is an important copolyester that has been widely used in our daily necessities. Currently, its monomers are industrially produced from petroleum-derived xylene. To reduce the reliance on fossil energy, we herein disclose an alternative route to acces
Compound with AMPK agonistic activity and preparation and application of prodrug thereof
-
Paragraph 0145; 0151-0152; 0439-0442, (2021/10/27)
The invention relates to a compound with AMPK agonistic activity and a prodrug thereof, and as well as a preparation method and medical application of a prodrug thereof. The compound has the structure shown in the formula (I), and the prodrug of the compound has the structure shown in the formula (II), wherein each group and the substituent are as defined in the specification. The invention discloses a preparation method of the compound and application of the compound in prevention and treatment AMPK related diseases, and the AMPK related diseases include, but are not limited to, energy metabolism abnormality related diseases. Neurodegenerative diseases and inflammation-related diseases and the like.
Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst
Utsumi, Tatsuki,Noda, Kenta,Kawauchi, Daichi,Ueda, Hirofumi,Tokuyama, Hidetoshi
supporting information, p. 3583 - 3588 (2020/08/05)
Herein, a Grubbs-catalyzed route for the synthesis of nitriles via the aerobic oxidation of primary amines is reported. This reaction accommodates a variety of substrates, including simple primary amines, sterically hindered β,β-disubstituted amines, allylamine, benzylamines, and α-amino esters. Reaction compatibility with various functionalities is also noted, particularly with alkenes, alkynes, halogens, esters, silyl ethers, and free hydroxyl groups. The nitriles were also synthesized via the oxidation of imines generated from aldehydes and NH4OAc in situ. (Figure presented.).
Photophysical, thermal properties, solvatochromism and DFT/TDDFT studies on novel conjugated D-A-π-A-D form of small molecules comprising thiophene substituted 1,3,4-oxadiazole
Najare, Mahesh S.,Patil, Mallikarjun K.,Nadaf, AfraQuasar A.,Mantur, Shivaraj,Garbhagudi, Manjunatha,Gaonkar, Supreet,Inamdar, Sanjeev R.,Khazi, Imtiyaz Ahmed M.
, (2019/09/18)
In this paper, we report the design and synthesis of a series of novel conjugated thiophene substituted 1,3,4-oxadiazole derivatives BSTO-4(a-f) of Donor-Acceptor-π-Acceptor-Donor form by utilizing palladium catalyzed Suzuki cross coupling reaction. Structures were characterized by using spectroscopic techniques namely FT-IR, 1H NMR, 13C NMR and Mass spectra. Their thermal, photophysical and solvatochromic properties were studied in detail. Also, the PL investigations in the solid state were carried out. Furthermore, theoretical calculations such as density functional theory (DFT) were performed to get a better understanding of the intramolecular charge transfer property and electronic structures of the compounds. Experimentally measured optical bandgap values are in the range 3.02 to 3.54 eV. All compounds exhibit Stokes shifts in the range of 2776–3964 cm?1 and fluorescence quantum yields (Φf) in the range of 0.06–0.70 in chloroform. These derivatives exhibit high thermal stability that is the 5% weight loss temperature of derivatives are in the range 178–356 °C and the compounds BSTO-4(b, e and f) had the glass transition temperatures (Tg) at 107 °C, 147 °C and 68 °C, respectively. These results demonstrate that the novel thiophene substituted 1,3,4-oxadiazole compounds are promising candidates for potential applications in development of OLEDs, organic electronic devices/optoelectronic devices.
The sustainable room temperature conversion of: P -xylene to terephthalic acid using ozone and UV irradiation
Hwang, Kuo Chu,Sagadevan, Arunachalam,Kundu, Pradip
supporting information, p. 6082 - 6088 (2019/11/20)
Current industrial processes utilize Co/Mn bromides as catalysts to catalyze the oxidative conversion of para-xylene to terephthalic acid (TA) in acetic acid at high temperatures (>200 °C, air, 15-30 atm.). The decomposition of metallo-catalysts and solvents at high temperatures as well as a subsequent hydropurification process releases thousands of millions of tons of wastewater, global warming gas (CO2) and ozone depleting gas (CH3Br) into the global environment per year, causing global warming, ozone depletion, dramatic climate change, huge economic losses, and many other environmental problems. Herein, we report an alternative sustainable process with low energy demand for the room temperature oxidative conversion of p-xylene to terephthalic acid, with 96% TA yield and 98% selectivity, via ozone treatment and concurrent UV irradiation and without the generation and release of greenhouse gas (CO2), ozone depleting gas (CH3Br), and wastewater, or the need for a high energy-demand hydropurification process. The reaction mechanism involves the singlet O(1D)- and hydroxyl radical-mediated selective C-H functionalization of p-xylene.
Electrocarboxylation of halobenzonitriles: An environmentally friendly synthesis of phthalate derivatives
Reche, Irene,Mena, Silvia,Gallardo, Iluminada,Guirado, Gonzalo
, (2019/08/02)
This manuscript presents an efficient approach for producing high valuable compounds using CO2 as building block. The methodology employed is based on electrochemical techniques, which allow performing eco-friendly chemistry solutions and maintaining the aim of offering a potential long-term strategy for reducing the CO2 emissions in the atmosphere, while obtaining useful compounds, such as aromatic acids and phthalate derivatives. This work describes the electrochemical reduction behavior of 4-halobenzonitrile compounds using Glassy Carbon and Silver as cathodes under inert and carbon dioxide atmosphere. Controlled potential electrolysis of 4-halobenzonitriles under CO2 allows obtaining, in very good yields, the corresponding mono- and di-carboxylated organic compounds in CO2-saturated solutions of dimethylformamide containing 0.1 M of tetrabutylammonium tetrafluoroborate. Electro-catalytic effects are seen when Ag is used a cathode, which give very high yields, especially as regards di-carboxylated products. The methodology offers a new “green” route for the synthesis of different phthalate derivatives, which can be potentially used for making plastic polymers in a more environmentally friendly way.
Methods for preparing esters from crotonaldehyde and formaldehyde
-
, (2018/06/26)
The invention relates to methods for preparing esters from crotonaldehyde and formaldehyde. The preparation method for benzoate or phthalate comprises the following steps: step 1, subjecting crotonaldehyde, formaldehyde and acrylate (or maleate and fumarate) to a D-A cycloaddition reaction under base catalysis so as to produce ester group-substituted cyclohexene formaldehyde; and step 2, subjecting a resulting product to decarbonylation/aromatization under the action of a transition metal catalyst to produce benzoate or phthalate. The preparation method for terephthalate or trimellitate comprises the following steps: step 1, subjecting crotonaldehyde, formaldehyde and acrylate (or maleate and fumarate) to a D-A cycloaddition reaction under base catalysis so as to produce ester group-substituted cyclohexene formaldehyde; step 2, subjecting aldehyde groups on the resulting product to selective oxidation so as to produce carboxylic acid; step 3, carrying out esterification under acid catalysis so as to obtain ester group-substituted cyclohexene; and step 4, carrying out aromatization under the action of a transition-metal catalyst so as to produce terephthalate or trimellitate.
Graphene Oxide: An Efficient Acid Catalyst for the Construction of Esters from Acids and Alcohols
Chen, Zhengwang,Wen, Yuelu,Fu, Yejuan,Chen, Hai,Ye, Min,Luo, Guotian
supporting information, p. 981 - 985 (2017/05/05)
Graphene oxide was found to be an efficient and reusable acid catalyst for the esterification reaction. A wide range of aliphatic and aromatic acids and alcohols were compatible with the standard conditions and afforded the corresponding products in good yields. The heterogeneous catalyst can be easily recovered and recycled in dichloro-ethane solvent with good catalytic activity.
