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Efficient synthesis of bioetheric fuel additive by combining the reductive and direct etherification of furfural in one-pot over Pd nanoparticles deposited on zeolites

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Green Energy & Environment 2023年第2期8卷 519-529页

作者： Xiaowen Guo Haihong Wu Peng Wu Mingyuan He Yejun Guan Shanghai Key Laboratory of Green Chemistry and Chemical Processes East China Normal UniversityNorth Zhongshan RoadShanghai3663China Institute of Eco-Chongming East China Normal UniversityCuiniao Rd.20ShanghaiChina

Furfuryl ethers have been considered to be a promising fuel additive.One step reduction etherification of furfural over supported Pd catalysts provides a facile way for the preparation of furfuryl ether.However,the preparation of a reusable Pd catalyst for reductive etherification remains to be a great challenge.In this study,a series of Si O_(2)supported Pd catalysts with particle size ranging from 2.2 nm to 28 nm were prepared.Their textural properties and catalytic performance in furfural reductive etherification have been systematically studied.The results herein shed light on the particle size effect on the competition between hydrogenation/hydrogenolysis of C=O in furfural over Pd surface.We found out that Pd nanoparticles larger than 3 nm are preferred for one step reductive etherification.Based on this finding,we prepared a Pd/ZSM-5 bifunctional catalyst comprising Pd nanoparticles larger than 3 nm and decreased acidity in presence of amino organosilane,which served as a bifunctional catalyst succeeding in one-pot synthesis of ether via reductive-etherification and direct-etherification.This strategy showed significant advantage in efficiently converting furfuryl acohol,a major side-product,into ether,while suppressing the undesired side-reactions.

关键词： etherification Furfural Palladium Zeolite Amino organosilane

etherification of HMF to biodiesel additives: The role of NH4+ confinement in Beta zeolites

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Journal of Energy Chemistry 2019年第9期28卷 114-121页

作者： Paola Lanzafame Georgia Papanikolaou Katia Barbera Gabriele Centi Siglinda Perathoner Departments of ChiBioFarAm and MIFT-Section of Industrial Chemistry University of Messina ERIC aisbl and CASPE-INSTM

The role of NH4^+ ion confinement in the catalytic etherification of HMF(5-hydroxymethylfurfural) with ethanol to biodiesel additives was evidenced by studying the catalytic behavior of NH4^+-Beta zeolites with SiO2/Al2O3 ratios of 25 and 75.In order to affect the strength and distribution of the acidic sites, as well as the mobility of NH4^+ ions in the zeolites cages, a secondary level of porosity was introduced in the NH4^+-Beta, presenting a different stability versus alkaline treatment, by using a thermal or an ultrasound assisted method.By analyzing the catalytic behavior in these two series of samples with respect to the changes in porosity by nonlocal density functional theory, structure by XRD, amount of acid sites by FT-IR and mobility of NH4^+ cations by measurements of reversible NH4^+ exchange capacity, was evidenced a decrease in catalytic performances both in terms of rate of HMF depletion and productivity to the main products, when confinement of the ammonium ions is lost due to the introduction of mesoporosity.The high capability of ammonium ions release, associated to the mono-dentate configuration,and the minor confinement effect inside the zeolite pore system, due to the more opened pores structure of mesoporous zeolites, hinders both the direct etherification of HMF to EMF [5-(ethoxymethyl)furan-2-carbaldehyde] and the parallel reaction pathway via acetalization, favoring the rapid desorption of the HMFDEA [5-(hydroxymethyl)furfural diethyl acetal] product out of the crystal and the consequent inhibition of the consecutive reactions to EMFDEA [5-(ethoxymethyl)furfural diethyl acetal] and EMF.

关键词： Ammonium ion Beta zeolite HMF etherification Confinement effect 5-(ethoxymethyl)furan-2-carbaldehyde

Copper-Catalyzed Oxidative Dearomatization of 2-Naphthols via etherification

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Chinese Journal of Chemistry 2019年第9期37卷 903-908页

作者： Ji-Cheng Yi Zhi-Jie Wu Shu-Li You State Key Laboratory of Organometallic Chemistry Center for Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryChinese Academy of Sciences345 Lingling LuShanghai 200032China School of Physical Science and Technology ShanghaiTech University100 Haike RoadShanghai 201210China

Copper-catalyzed intermolecular oxidative-etherification type dearomatization reaction of 2-naphthols was developed.With air as the terminal oxidant,the reaction proceeded in excellent yields under mild conditions.In addition,the reaction between two different naphthol substrates occurred smoothly.A series of multifunctionalized β-naphthalenones,important scaffold existed widely in natural products and biologically active molecules,were synthesized efficiently.

关键词： Copper-Catalyzed Oxidative Dearomatization 2-Naphthols via etherification multifunctionalized β-naphthalenones

etherification of Methanol with Propylene Oxide Catalyzed by Heteropolyacids

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Chemical Research in Chinese Universities 1994年第3期10卷 250-251页

作者： ZHAO Ben-liang XU Gui-ying LI Bin and LIU Jing-fu (Department of Chemistry, Northeast Normal University , Changchun, 130024)

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ＥｔｈｅｒｉｆｉｃａｔｉｏｎｏｆＭｅｔｈａｎｏｌｗｉｔｈＰｒｏｐｙｌｅｎｅＯｘｉｄｅＣａｔａｌｙｚｅｄｂｙＨｅｔｅｒｏｐｏｌｙａｃｉｄｓＺＨＡＯＢｅｎ－ｌｉａｎｇ；ＸＵＧｕｉ－ｙｉｎｇ；ＬＩＢｉｎａｎｄＬＩＵＪｉｎｇ－ｆｕ（ＤｅｐａｒｔｍｅｎｔｏｆＣ...

关键词： Heteropolyacid catalysts etherification Heteropoly blue

Concise synthesis of xanthones by the tandem etherification——Acylation of diaryliodonium salts with salicylates

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Chinese Chemical Letters 2018年第6期29卷 985-988页

作者： Gaoxiaozheng Liu Chao Wu Bifeng Chen Ru He Chao Chen MOE Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology Department of Chemistry Tsinghua University The Graduate School at Shenzhen Tsinghua University

An efficient synthetic method for multi-substituted xanthones was developed. The reaction of diaryliodonium salts and salicylates was employed for the preparation of the xanthones. This method proceeded through an intermolecular etherification-acylation to give target heterocycles in good yields（up to 91%）. Multi-substituted xanthones were gained by shifting the substituent of salicylates or diaryliodonium salts

关键词： Xanthone Diaryliodonium salts etherification Acylaion Multiple substituent

Regioselective etherification of 1,2-O-isopropylidene-4,6-di-O-benzyl myo-inositol

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Chinese Journal of Chemistry 1996年第3期14卷 271-278页

作者： Yuan, CY Zhai, HX Li, SS ACAD SINICA SHANGHAI INST ORGAN CHEMSHANGHAI 200032PEOPLES R CHINA

During the etherification of 1,2-O-isopropylidene-4,6-di-O-benzyl myo-inositol, the specific regioselectivity on 3- or 8-hydroxyl group was showed to be determined by the nature of the O-alkylating agents used. As demonstrated by MM and MNDO calculation, the regioselectivity of the reaction mentioned can be rationalized by steric and/or electronic effect.

关键词： regioselective etherification myo-inositol MM and MNDO calculation

Surface Properties and etherification in Microemulsion Systems of Novel Bronsted Acid Surfactants

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Chemical Research in Chinese Universities 2018年第3期34卷 440-443页

作者： YANG Mingqing WEI Zhonglin DUAN Haifeng LIN Yingjie College of Chemistry Jilin University Changehun 130012 P. R. China

Novel Bronsted acid-surfactants with different alkyl chains were synthesized via a two-step process, and their surface properties were studied. The critical micelle concentration（cmc）, surface tension at the cmc（γcmc）, and ability of these compounds to lower the surface tension by 0.02 N/re（C20 and pC20） were investigated at 25 and 40 ℃. The molecular architecture of the compounds strongly influenced these physicochemical parameters. The ability of these compounds to lower surface tension was found to be good. etherification in microemulsions formed by these surfactants as well as dodecylbenzenesulfonic acid（DBSA） was performed; surfactants 3a and 3b were found to be much more efficient than dodecylbanzenesulfonic acid（DBSA）.

关键词： Bronsted acid surfactant Microemulsion Critical micelle concentration（cmc） etherification

CaY-zeolite Catalyzed etherification and Alkylation of Substituted Benzyl Alcohols

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Chinese Chemical Letters 2006年第1期17卷 15-18页

作者： Wei YU Miao WEN Guang Yu ZHAO Li YANG Zhong Li LIU National Laboratory of Applied Organic Chemistry Lanzhou University Lanzhou 730000

The reaction of p- and/ α-subtituted benzyl alcohols in CaY-zeolite produced the corresponding dibenzyl ethers and/or benzyl toluenes as the principal products.

关键词： Benzyl alcohols CaY-zeolite etherification alkylation.

Study on the Adaptability of etherification Feedstock to Reactor Type

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China Petroleum Processing & Petrochemical Technology 2016年第2期18卷 57-62页

作者： Mao Junyi Yuan Qing Wang Lei Huang Tao SINOPEC Research Institute of Petroleum Processing Beijing 100083

A reactive C5 olefins and methanol etherification kinetic model based on E-R mechanism was established and three different types of reactors including the adiabatic fixed-bed liquid reactor, the external loop reactor and the mixedphase reactor were constructed by Aspen Plus. The adaptability of reactive C5 olefins to these reactors was studied and simulated using various gasoline fractions with different olefins content. After the theoretical model was validated by the experimental data of the etherification of three C5 light cut fractions from different gasoline sources in different reactors, the simulated isoamylene conversion with reactive C5 olefin contents increasing from 10% to 60% was studied in the three different types of reactors for etherification with methanol, respectively. Test results show that there is an obvious adaptability of the feedstock composition to the reactor type to achieve a high conversion.

关键词： etherification reactor feedstock adaptability