- Synthesis of unsaturated esters via highly efficient esterification catalyzed by polymer grafted quarternary ammonium salts as triphase catalysts
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A series of unsaturated esters were prepared via condensation of sodium carboxylates and alkenyl halide under the condition of macroporous polystyrene grafted quarternary ammonium salt as recyclable phase transfer catalyst, NaI as co-catalyst, Cu powder as inhibitor and H2O as solvent. Under optimal conditions, products yields are 78.2~ 96.0%. The catalyst can be convenient recycled and reutilized for about five times without losing its activity obviously.
- Liang, Zheng Yong,Wang, Li Li,Liu, Hui,Huang, Jin Shuo
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Read Online
- Preparation method of water phase synthesized diallyl phthalate
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The invention relates to the field of organic compound preparation methods, particularly to a preparation method of water phase synthesized diallyl phthalate. The method comprises the following steps:(1) preparing salt; (2) esterifying; (3) neutralizing and washing with water; (4) performing pressure-reduced distillation.
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Paragraph 0013-0016
(2019/03/08)
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- Diacidic ionic liquid supported on magnetic-silica nanocomposite: a novel, stable, and reusable catalyst for selective diester production
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Abstract: Supported diacidic ionic liquid on magnetic silica nanoparticles (SDAIL@magnetic nanoSiO2) was successfully prepared through a multi-step approach. 2,2- bis ((3- methylimidazolidin-1-yl) methyl) propane- 1,3- diol bromide salt was immobilized onto the surface of magnetic silica nanoparticles via covalent bonding to prepare a novel powerful acidic catalyst. The synthesized catalyst was characterized by FT-IR, SEM, TGA, VSM, N2 adsorption–desorption measurements and acid-base titration. The catalytic activity of the prepared SDAIL@magnetic nanoSiO2 was investigated for the selective diesterification of alcohols by phthalic anhydride to afford corresponding dialkyl plasticizers under solvent-free conditions. The nature of two acidic counter anions as well as the presence of Lewis acidic species (Fe3O4) on the magnetic nanosilica and high surface area of the nanosilica influenced the behavior of the catalyst. Surperisingly, the high acidic character of the catalyst facilitates the reaction with a short reaction time. Furthermore, TG analysis strongly demonstrates that major content of IL is still stable on the support up to 290?°C, so catalyst has a good thermal stability. Under the optimized conditions, the conversion of phthalic anhydride was 100% and diester plasticizers were obtained with excellent yields (80–100%). The SDAIL@magnetic nanoSiO2 catalyst showed a good reusability and could be easily separated from the reaction mixture using an external magnet thanks to its superparamagnetic behavior and reused for several runs without significant activity loss. An important advantage of the SDAIL@magnetic nanoSiO2 was its high-hydrophilicity resulted in excellent selectivity towards the formation of only diesters which are commonly used plasticizers in different industries. Graphical abstract [Figure not available: see fulltext.].
- Fareghi-Alamdari, Reza,Nadiri Niri, Mehri,Hazarkhani, Hassan,Zekri, Negar
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p. 2615 - 2629
(2018/09/13)
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- A novel hydrogen-bonded silica-supported acidic ionic liquid: An efficient, recyclable and selective heterogeneous catalyst for the synthesis of diesters
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Abstract: In this study, two novel acidic ionic liquids, including a hydroxyl functionalized diacidic ionic liquid [HFDAIL] and a sulfonated diacidic ionic liquid [SFDAIL], were prepared and immobilized on the surface of silica nanoparticles (SNPs) via hydrogen bonding. The materials were characterized by FT-IR, NMR, SEM, nitrogen physisorption measurement, TGA and acid-base titration. The catalytic activity of the prepared catalysts was investigated in the synthesis of phthalate, maleate and succinate diesters under solvent-free conditions. It was found that nanosilica@[HFDAIL] with higher availability of acidic sites and higher hydrophilicity was more efficient compared to the nanosilica@[SFDAIL]. Notably, nanosilica@[HFDAIL] catalyst has also demonstrated excellent selectivity for the diester product while the monoester product was predominant in the case of nanosilica@[SFDAIL] even after prolonged reaction time or higher catalyst loading. In addition, the nanosilica@[HFDAIL] catalyst could be separated by simple filtration and reused several times without any significant loss of catalytic performance, but a remarkable decrease in activity was observed for nanosilica@[SFDAIL] in the next runs. GRAPHICAL ABSTRACT?: SYNOPSIS Two novel acidic ionic liquids, including a hydroxyl functionalized diacidic ionic liquid [HFDAIL] and a sulfonated diacidic ionic liquid [SFDAIL], were prepared and immobilized on the surface of silica nanoparticles via hydrogen bonding. The catalytic activity of the catalysts was investigated in the synthesis of diesters under solvent-free conditions.
- Fareghi-Alamdari, Reza,Niri, Mehri Nadiri,Hazarkhani, Hassan
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- Synthesis and characterization of a new hydroxyl functionalized diacidic ionic liquid as catalyst for the preparation of diester plasticizers
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Two new functionalized diacidic ionic liquids (FDAILs) including hydroxyl functionalized diacidic ionic liquid (HFDAIL) and sulfonated diacidic ionic liquid (SFDAIL) were synthesized and characterized by 1HNMR, 13CNMR and FT-IR. The catalytic activities of these FDAILs were examined in esterification reaction of anhydrides with some alcohols to give corresponding dialkyl plasticizers under solvent-free conditions. The results indicate that HFDAIL, as hydroxyl-bearing catalyst, show better catalytic performance. Under the optimum conditions, using HFDAIL, the conversion of phthalic anhydride was high and diester plasticizers were obtained with good to excellent yields in the presence of only 10?mol% of ionic liquid. All the produced diesters could be easily recovered due to their immiscibility with the ionic liquid. Recycling experiments suggests that these ionic liquids can be reused several times without remarkable loss in their catalytic activity.
- Fareghi-Alamdari, Reza,Nadiri Niri, Mehri,Hazarkhani, Hassan
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p. 153 - 160
(2016/12/30)
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- O-benzenedicarboxylic acid diallyl ester production technology
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The invention discloses an o-benzenedicarboxylic acid diallyl ester production technology. O-benzenedicarboxylic acid diallyl ester is an important chemical product. The production technology comprises the following processes: 1, sodium phthalic anhydride synthesis: stirring 99% phthalic anhydride and 99% flake NaOH solid to react to generate sodium phthalic anhydride, wherein a boiling point of the 99% phthalic anhydride is 295 DEG C, the phthallic anhydride and the NaOH are fed according to a proportion of 1mol to 3.5mol, reaction time is 2h, a reaction conversion rate is calculated as 57.3% according to NaOH, and a production period is about 2h; 2, o-benzenedicarboxylic acid diallyl ester synthesis: indirectly heating and warming reaction fluid in a reaction kettle in the last step through steam, adding a catalyst, indirectly heating and warming temperature to 40 to 60 DEG C by steam, keeping the temperature unchanged, dropwise adding a certain amount of 99% chloropropene and performing condensation polymerization for 4 to 5h in normal pressure, wherein a boiling point of the 99% chloropropene is 45 DEG C, and a production period is about 5h; 3, washing: pumping a material generated by reaction in the last step into a washing kettle, adding technological purified water into the washing kettle, washing off impurities in a crude product, and then pumping the washed material into a decompressing rectifying kettle; 4, decompressing rectification: indirectly heating through steam, keeping distillate temperature as 120 to 130 DEG C, controlling tower temperature as 68 to 80 DEG C and receiving a rectified component into a stainless steel finished product tank when the rectified component is the o-benzenedicarboxylic acid diallyl ester stably.
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Paragraph 0002
(2017/07/19)
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- Titanium isopropoxide promoted tandem self-cross and ring-closing metathesis approach for the synthesis of macrotetralides
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A new approach is demonstrated for the synthesis of macrotetralides through an olefin metathesis reaction using Grubbs' second-generation catalyst with titanium isopropoxide as a cocatalyst. This study demonstrates a tandem self-cross and ring-closing metathesis approach to form macrocyclic ring systems with excellent (E) selectivity. The reaction was optimized with regard to functional group, catalyst, solvent, Lewis acid, concentration, and temperature. A new approach is demonstrated for the synthesis of macrotetralides through tandem self-cross and ring-closing metathesis reactions using Grubbs' second-generation catalyst and titanium isopropoxide. Copyright
- Muthusamy, Sengodagounder,Azhagan, Datshanamoorthy
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p. 363 - 370
(2014/01/23)
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- Titanium Isopropoxide Promoted Tandem Self-Cross and Ring-Closing Metathesis Approach for the Synthesis of Macrotetralides
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A new approach is demonstrated for the synthesis of macrotetralides through an olefin metathesis reaction using Grubbs' second-generation catalyst with titanium isopropoxide as a cocatalyst. This study demonstrates a tandem self-cross and ring-closing metathesis approach to form macrocyclic ring systems with excellent (E) selectivity. The reaction was optimized with regard to functional group, catalyst, solvent, Lewis acid, concentration, and temperature. A new approach is demonstrated for the synthesis of macrotetralides through tandem self-cross and ring-closing metathesis reactions using Grubbs' second-generation catalyst and titanium isopropoxide.
- Muthusamy, Sengodagounder,Azhagan, Datshanamoorthy
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supporting information
p. 363 - 370
(2015/10/05)
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- A convenient procedure for bis-esterification of cyclic anhydrides
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Aromatic and aliphatic cyclic anhydrides are chemoselectively and conveniently transformed to the corresponding diesters by the use of DBU and appropriate alkyl/allyl halides. This bis-esterification reaction has been exemplified mostly with dimethyl esters. But in some cases, mixed dialkyl esters are also prepared.
- Jana, Amit Kumar,Karmakar, Raju,Dinda, Bidyut Kumar,Mitra, Prithiba,Ghosh, Ketaki,Karmakar, Rajdip,Mal, Dipakranjan
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p. 975 - 979
(2012/10/29)
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- Optimization of diallyl phthalate preparation
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The procedure for preparing diallyl phthalate from phthalic anhydride and allyl alcohol was studied and the optimal operation conditions providing maximal yield of the final product were determined.
- Baranovskaya
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p. 1237 - 1240
(2007/10/03)
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- Transesterification of carboxylic acids
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Carboxylic acids may be esterified by reaction with esters in the presence of a catalytic amount of a tin halide catalyst, the reaction being effected at temperatures ranging from about 0° to about 150° C.
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