15471-17-7Relevant academic research and scientific papers
Reversible phase transformation gel-type ionic liquid compounds based on tungstovanadosilicates
Huang, Tianpei,Xie, Zhirong,Wu, Qingyin,Yan, Wenfu
, p. 17 - 22 (2016)
A series of new reversible phase transformation gel-type ionic liquid compounds, [PyPS]5SiW11VO40, [PyPS]7SiW9V3O40, [TEAPS]5SiW11VO40 and [TEAPS]7SiW9V3O40, have been synthesized from two organic ammoniums 1-(3-sulfonic group) propyl-pyridine (PyPS), 1-(3-sulfonic group) propyl-triethylammonium (TEAPS) and vanadium-substituted heteropoly acids H5SiW11VO40 and H7SiW9V3O40. The products can undergo a phase transformation from viscous gel-state to liquid-state below 100 °C, and ionic conductivity up to 10-3 S cm-1 was observed at 110 °C for these gel-type POM-ILs. The relationship between the component elements of the products and their physicochemical property has been studied. Their thermostability was measured using thermogravimetric and differential thermal analysis (TG-DTA), and the result indicates that the less vanadium atoms there are inside the heteropoly anion, the more stable the POM-IL is at high temperature. Cyclic voltammetry is carried out to study their electrochemical properties in organic solution. The potential values of redox waves confirm that the oxidability of these gel-type POM-ILs can be controlled upon changing the number of vanadium atoms in the heteropolyanions.
Heteropolyacid-based ionic liquids as effective catalysts for the synthesis of benzaldehyde glycol acetal
Han, Xiaoxiang,Yan, Wei,Chen, Keke,Hung, Chin-Te,Liu, Li-Li,Wu, Pei-Hao,Huang, Shing-Jong,Liu, Shang-Bin
, p. 149 - 156 (2014)
A series of environmental benign ionic liquid (IL) catalysts, synthesized by incorporating varied amounts of tungstophosphoric acid (TPA) and pyridinium propyl sulfobetaine (PPS) zwitterionic precursor, were exploited for homogeneous conversion of biomass. In particular, these water-soluble PPS-TPA IL ([PPSH]xH3-xPW12O40; x = 1.0-3.0) catalysts were evaluated for acetalization of benzaldehyde with glycol. The catalyst system revealed self-separation characteristics, which resulted in the formation of biphasic product/catalyst layers to render facile product separation and catalyst recycling. Among various PPS-TPA ILs examined, the [PPSH]2HPW12O40 catalyst exhibited excellent durability and an optimal acetal yield over 85%, in good agreement with that predicted by factorial design of experiments and response surface methodology (RSM). The effects and correlations of different experimental variables such as reaction time, relative reactant concentration, amount of water-carrying agent, and amount of catalyst were addressed by the Box-Behnken design (BBD). The deduced optimal conditions lead to an acetal yield of 85.2%, which is consistent with experimental results and that predicted by the BBD model. The superior acetalization activities observed for the novel PPS-TPA IL catalysts are attributed to their highly acidic nature and weak mass transport resistance.
The synthesis and electrical properties of hybrid gel electrolytes derived from Keggin-type heteropoly acids and 3-(pyridin-1-ium-1-yl)propane-1-sulfonate (PyPs)
Narayanan, Sumaletha,Tong, Xia,Thangadurai, Venkataraman
, p. 102549 - 102556 (2016)
Herein, we report the effect of the proton concentration in polyoxometalates (POMs) upon hybrid formation with ionic liquids (ILs), and their ionic conductivity relationship to optimize their ionic conductivity. The hybrid gels were derived from Keggin-type heteropoly acids containing different proton concentrations, such as H3PW11MoO40, H4PMo11VO40 and H5PMo10V2O40, and 3-(pyridin-1-ium-1-yl)propane-1-sulfonate (PyPs) IL. Elemental C, H, and N analysis was found to be consistent with the theoretical composition within 4% for C and N, whereas H content was found to be slightly higher than the anticipated value, which may be due to potential uptake of water during the sample preparation. 1H and 13C nuclear magnetic resonance and Fourier transform infrared spectroscopy (FTIR) confirmed the presence of functional groups of PyPs in the hybrids. In situ variable temperature powder X-ray diffraction (PXRD), thermogravimetric analysis (TGA), electrochemical AC impedance spectroscopy and cyclic voltammetry studies showed excellent thermal (up to ～300 °C) and electrochemical (3 V at room temperature) stability of [PyPs]3PW11MoO40. The structural characterizations confirmed the interaction between the organic cation and Keggin-type inorganic heteropoly anion in the hybrid material. The bulk ionic conductivity of 0.1, 0.01 and 0.0003 S cm-1 at ～90 °C was obtained for [PyPs]3PW11MoO40, [PyPs]4PMo11VO40 and [PyPs]5PMo10V2O40, respectively.
Synthesis of 9,9-bis(4-hydroxyphenyl) fluorene catalyzed by bifunctional ionic liquids
Bai, Wei,Gao, Zhanxian,Lu, Xinxin,Wei, Jialun,Yan, Lei,Yu, Limei
, p. 32559 - 32564 (2021/12/07)
Through structural design, a series of bifunctional ionic liquids (BFILs) containing sulfonic acid (-SO3H) and sulfhydryl groups (-SH) were synthesized and characterized by NMR and MS. The acidity of these BFILs was measured by the Hammett acidity (H0) and the effective sulfhydryl molar content of BFILs was determined by Ellman's method. Moreover, BFIL's catalytic properties in the condensation reaction of 9-fluorenone and phenol were studied. BFIL catalyst 6c can achieve nearly 100% conversion of 9-fluorenone with a high selectivity of 9,9-bis(4-hydroxyphenyl) fluorene (95.2%).
Dual targeting of cholinesterase and amyloid beta with pyridinium/isoquinolium derivatives
Chakravarty, Harapriya,Ju, Yaojun,Chen, Wen-Hua,Tam, Kin Y.
, p. 242 - 255 (2019/12/27)
With the surge in the cases of Alzheimer's disease (AD) over the years, several targets have been explored to curb the disease. Cholinesterases, namely acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), remain to be the available targets that are amendable to currently approved treatments. In this study, a series of novel compounds based on tramiprosate, a highly specific amyloid beta (Aβ) inhibitor, was designed to inhibit AChE, BuChE, and Aβ aggregation. In particular, the addition of a pyridinium/isoquinolinium ring to the tramiprosate moiety (to give compounds 3a–j) led to an increase in the binding affinity for the catalytic active site of cholinesterase, which was hampered by the presence of sulfonic acid. Exclusion of the sulfonic acid moiety led to a novel but effective class of cholinesterase inhibitors (9a–w). in vitro Aβ aggregation inhibition assay indicated that compounds 3a–j, 9e–f, 9i–l, 9q, 9r, 9u–w, and 12 could inhibit over 10% Aβ aggregation at 1 mM concentration. Cholinesterase inhibition assay suggested that compounds 9g, 9h, 9o, and 9q–t exhibit over 70% inhibition on both AChE and BuChE at a concentration of 100 μM. Amongst the designed molecules, compound 9r (ca 18% at 1 mM) showed comparable inhibitory effect on the inhibition of Aβ aggregation with tramiprosate (ca 20% at 1 mM), along with impressive cholinesterase inhibitory potential (AChE IC50 = 13 μM and BuChE IC50 = 12 μM), acceptable toxicity and ability to pass through blood brain barrier, which could be used to ameliorate the phenotypes of AD in preclinical models.
Microwave-promoted one-pot three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by heteropolyanion-based ionic liquids under solvent-free conditions
Yang, Yang,Fu, Renzhong,Liu, Yang,Cai, Jing,Zeng, Xiaojun
, (2020/06/09)
A series of 2,3-dihydroquinazoline-4(1H)-one derivatives have been synthesized via one-pot three-component reaction using isatoic anhydrides, amines and aldehydes (or ketones) catalyzed by heteropolyanion-based ionic liquids under microwave-promoted conditions. The practical protocol was found to tolerate a wide range of substrates with different functional groups. Moderate to excellent yields, solvent-free media and operational simplicity are the main highlights. Furthermore, the catalyst can be recovered and reused without evident loss of reactivity. This method provides a green and much improved protocol over the existing methods.
Condensation of 9-fluorenone and phenol using an ionic liquid and a mercapto compound synergistic catalyst
Lei, Yan,Yu, Limei,Shen, Maochang,Luo, Shikang,Gao, Zhanxian
supporting information, p. 15700 - 15705 (2019/10/19)
A series of ionic liquids (ILs) were synthesized and their Hammett acidities (H0) were determined using 4-nitroaniline as the indicator. The relationship among IL's structure, the acid strength, and the catalytic performance in the condensation reaction of 9-fluorenone with phenol was discussed. The effective H0 range of ionic liquids that can catalyse the condensation reaction was obtained. Moreover, the catalysis of the mercapto compound co-catalyst was also systematically studied. According to the analysis of how the structure of the sulfydryl co-catalyst affects the percent conversion of 9-fluorenone and the selectivity of BHPF, a mechanism for the reaction in the IL-thiol cooperative catalytic system was proposed. The present work gave a clear clue to design novel IL catalysts for the synthesis of BHPF.
Method of fabricating fatty acids through transacylation
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Page/Page column 5, (2017/03/28)
Fatty acids are produced through transacylation. An organic nitrogen-containing compound is reacted with alkyl sultone to generate a white solid of a zwitterionic compound. After being purified and dried, the white solid is powdered to be reacted with a Bronsted strong acid for obtaining a clear viscous water-based acidic ionic liquid (IL) as a catalyst used used to effectively process transacylation between oil and acetic acid (HOAc) for fabricating fatty acid (FFA) and glycerol triacetate (GTA). Therein, unsaturated fatty acid is simultaneously processed through addition acetoxylation to obtain stabilized acetoxy fatty acid (AFFA). After, HOAc is recycled through vacuuming. Then, the product and the IL are stratified. The product at upper layer is taken out. The IL at lower layer can be recycled for processing transacylation and addition acetoxylation repeatedly. Therein, fatty acids including the stabilized AFFA are obtained from the product after taking out GTA through vacuum distillation.
Method for preparing beta-ionone from modified acidic functionalized ionic liquid
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Paragraph 0034; 0035; 0036; 0037; 0038; 0039, (2017/09/23)
The invention relates to a method for preparing beta-ionone from modified acidic functionalized ionic liquid. The method includes the following steps that the modified acidic functionalized ionic liquid serves as a catalyst, and pseudo ionone is cyclized into beta-ionone. The modified acidic functionalized ionic liquid serves as the catalyst, the high reactive transformation rate and beta-ionone yield are achieved, the reactive transformation rate reaches 99% or above, and the beta-ionone yield reaches 94% or above. The catalyst can still keep the high transformation rate and yield after being separated and applied mechanically multiple times, the reactive transformation rate still reaches 99% or above, and the reaction yield is still kept at 90% or above.
Based on dehydrogenation rosinyl compounds and methods for their preparation and use
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Paragraph 0119, (2016/10/20)
The invention discloses a compound based on dehydroabietic acid radical, a preparation method thereof and application thereof. The structure of the compound based on dehydroabietic acid radical is shown as the general formula (I), when R in the general formula (I) is H, the compound is prepared through reaction of dehydroabietic acid and raw material 1, when R in the general formula (I) is (CH2)3SO3H, the preparation method of the compound is that firstly an intermediate is prepared through reaction of 1,3-propane sultone and the raw material 1, dehydroabietic acid is then added for reaction, and the compound is obtained through extraction and filtration. The compound based on dehydroabietic acid radical is an ionic compound, is easy in preparation method, and can serve as polymerization catalysts of rosin, turpentine or pinene.
