ethyl acetate from acetic acid

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starting material could come from a biological or petrochemical source, which makes it applicable to existing cellulosic ethanol facilities. Original Source: Chemical and Engineering News, 24 Feb 2014, 92 (8), 39 (Website: http://www.cen- online.org) © American Chemical Society 2014 Siluria Technologies unveils innovative technology to convert natural gas to liquid fuels Siluria Technologies unveiled a first- of-its-kind development unit for producing liquid fuels from natural gas based on Siluria’s proprietary oxidative coupling of methane (OCM) and ethylene-to-liquid (ETL) technologies. The announcement was made during a ceremony at Siluria’s new facility in Hayward, CA, US which began operations in Nov 2013. Siluria’s OCM and ETL technologies form a unique and efficient process for transforming methane into gasoline, diesel, jet fuel and other liquid fuels. Siluria’s process employs catalytic processes to create longer- chain, higher-value materials, thereby dramatically reducing operating costs and capital. At commercial scale, Siluria’s process will enable refiners and fuel manufacturers to produce transportation fuels that cost considerably less than existing petroleum-based fuels, while reducing overall emissions, NOx, sulfur and particulate matter. Fuels made with Siluria’s processes are also compatible with existing vehicles, pipelines and other infrastructure and can be integrated into global supply chains. Earlier in 2014, Siluria announced that it will build an OCM demonstration plant at Braskem’s site in La Porte, TX, US. Siluria and Braskem have also entered into a relationship to explore commercialization of this technology. The OCM demonstration plant will begin operations later in 2014. Siluria’s Hayward ETL facility and the La Porte OCM demonstration plant are the last scale-up steps prior to full commercialization of Siluria’s technology platform. Siluria plans to deploy its technology in a range of commercial settings, including existing ethylene producing plants, at ethylene consuming sites, upstream gas monetization, natural gas midstream plants, as well as world- scale deployments. Original Source: Siluria Technologies 2014. Found on Marketwired, 21 Mar 2014 (Website: http://www.marketwired.com) Total, IFPEN and Axens launch competitive bioethanol dehydrogenation technology Atol is a new dehydration technology for first and second generation bioethylene production developed by Total, IFP Energies nouvelles (IFPEN), and its subsidiary Axens. IFPEN and Axens are joint owners of the technology and Axens is responsible for its marketing. As part of this cooperation (which began in 2011), Total developed a high performance catalyst at its research centre in Feluy, Belgium. IFPEN improved the performance of this catalyst in terms of energy recovery through an innovative process. Axens then industrialized the catalyst’s formulation and refined the technology to ensure energy efficiency. According to the partners, this technology ensures the profitable production of polymer grade bioethylene thanks to the unique performance of its catalyst which is both selective and robust. Biosourced ethylene produced using this method is comparable to fossil fuel-derived ethylene straight from crackers. The purity of the partners’ bioethanol makes it perfectly suitable for integration into existing polymerization units making various types of polymers (such as polyethylene, polystyrene, polyethylene terephthalate, polyvinyl chloride and acrylonitrile butadiene styrene). At present only Brazilian group Braskem is planning a large scale 100% biosourced polyethylene unit using dehydrated bioethanol feedstock. Until now, biosourced propylene and polypropylene have been too expensive for standard applications. Italian company Versalis (ENI group) is also working on biosourced ethylene and recently carried out a feasibility study into building a world scale metathesis factory to make ethylene from renewable oils at its site in Porto Marghera, Italy, in partnership with US group Elevance. After ethanol dehydration, Total, IFPEN and Axens plan to move on to higher alcohols dehydration in order to develop production technology for various olefin monomers. Their aim is to meet growing demand for plastic materials made from renewable raw materials. Original Source: Chimie Pharma Hebdo, 31 Mar 2014, (670), (Website: http://www.industrie.com/chimie/) (in French) © ETAI Information 2014 PATENTS Diesel fuel from oxygenates Oxygenates, eg vegetable oils or fatty acid derivatives, are mixed with hydrocarbons and hydrogenated using conventional hydrogenation catalysts such as supported CoMo or NiMo. US 8,686,203, ExxonMobil Research & Engineering Co, Annandale, NJ, USA, 1 Apr 2014 Transesterification catalysts The object is to make esters, for use as biodiesel, from triglycerides. The catalyst is partially calcined limestone. US 8,685,881, Rohm & Haas Co, Philadelphia. PA, USA, 1 Apr 2014 Ethyl acetate from acetic acid The reaction can be conducted in the gas or liquid phase at elevated temperatures and pressures.Two different supported metal catalysts are used. The first is from the group Ni, Pd, Pt in amounts greater than 1%. The second is from the group Cu, Co, Sn, Zn in amounts between 1 and 25%. Many types of support can be used, but the examples quote calcium silicate, silica, titania, and tungsten oxide. US 8,680,317, Celanese International Corp, Dallas, TX, USA, 25 Mar 2014 Production of ethylene glycol dimethacrylate This is a transesterification process using ethylene glycol and an ester of methacrylic acid. The catalyst is a combination of lithium amide and lithium chloride. US 8,686,181, Evonik Roehm GmbH, Darmstadt, Germany, 1 Apr 2014 MAY 2014 7 FOCUS ON CATALYSTS

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Page 1: Ethyl acetate from acetic acid

starting material could come from abiological or petrochemical source,which makes it applicable to existingcellulosic ethanol facilities.

Original Source: Chemical and Engineering News, 24 Feb 2014, 92 (8), 39 (Website: http://www.cen-online.org) © American Chemical Society 2014

Siluria Technologies unveils innovativetechnology to convert natural gas toliquid fuels

Siluria Technologies unveiled a first-of-its-kind development unit forproducing liquid fuels from natural gasbased on Siluria’s proprietaryoxidative coupling of methane (OCM)and ethylene-to-liquid (ETL)technologies. The announcement wasmade during a ceremony at Siluria’snew facility in Hayward, CA, US whichbegan operations in Nov 2013.Siluria’s OCM and ETL technologiesform a unique and efficient processfor transforming methane intogasoline, diesel, jet fuel and otherliquid fuels. Siluria’s process employscatalytic processes to create longer-chain, higher-value materials, therebydramatically reducing operating costsand capital. At commercial scale,Siluria’s process will enable refinersand fuel manufacturers to producetransportation fuels that costconsiderably less than existingpetroleum-based fuels, while reducingoverall emissions, NOx, sulfur andparticulate matter. Fuels made withSiluria’s processes are alsocompatible with existing vehicles,pipelines and other infrastructure andcan be integrated into global supplychains.

Earlier in 2014, Siluria announcedthat it will build an OCMdemonstration plant at Braskem’s sitein La Porte, TX, US. Siluria andBraskem have also entered into arelationship to explorecommercialization of this technology.The OCM demonstration plant willbegin operations later in 2014.Siluria’s Hayward ETL facility and theLa Porte OCM demonstration plantare the last scale-up steps prior to fullcommercialization of Siluria’stechnology platform. Siluria plans todeploy its technology in a range ofcommercial settings, includingexisting ethylene producing plants, atethylene consuming sites, upstream

gas monetization, natural gasmidstream plants, as well as world-scale deployments.

Original Source: Siluria Technologies 2014. Found on Marketwired, 21 Mar 2014 (Website:http://www.marketwired.com)

Total, IFPEN and Axens launchcompetitive bioethanoldehydrogenation technology

Atol is a new dehydration technologyfor first and second generationbioethylene production developed byTotal, IFP Energies nouvelles(IFPEN), and its subsidiary Axens.IFPEN and Axens are joint owners ofthe technology and Axens isresponsible for its marketing. As partof this cooperation (which began in2011), Total developed a highperformance catalyst at its researchcentre in Feluy, Belgium. IFPENimproved the performance of thiscatalyst in terms of energy recoverythrough an innovative process. Axensthen industrialized the catalyst’sformulation and refined thetechnology to ensure energyefficiency. According to the partners,this technology ensures the profitableproduction of polymer gradebioethylene thanks to the uniqueperformance of its catalyst which isboth selective and robust. Biosourcedethylene produced using this methodis comparable to fossil fuel-derivedethylene straight from crackers. Thepurity of the partners’ bioethanolmakes it perfectly suitable forintegration into existing polymerizationunits making various types ofpolymers (such as polyethylene,polystyrene, polyethyleneterephthalate, polyvinyl chloride andacrylonitrile butadiene styrene). Atpresent only Brazilian group Braskemis planning a large scale 100%biosourced polyethylene unit usingdehydrated bioethanol feedstock.Until now, biosourced propylene andpolypropylene have been tooexpensive for standard applications.Italian company Versalis (ENI group)is also working on biosourcedethylene and recently carried out afeasibility study into building a worldscale metathesis factory to makeethylene from renewable oils at its sitein Porto Marghera, Italy, in partnershipwith US group Elevance. After ethanol

dehydration, Total, IFPEN and Axensplan to move on to higher alcoholsdehydration in order to developproduction technology for variousolefin monomers. Their aim is to meetgrowing demand for plastic materialsmade from renewable raw materials.

Original Source: Chimie Pharma Hebdo, 31 Mar 2014,(670), (Website: http://www.industrie.com/chimie/) (inFrench) © ETAI Information 2014

PATENTSDiesel fuel from oxygenates

Oxygenates, eg vegetable oils or fattyacid derivatives, are mixed withhydrocarbons and hydrogenatedusing conventional hydrogenationcatalysts such as supported CoMo orNiMo.

US 8,686,203, ExxonMobil Research & EngineeringCo, Annandale, NJ, USA, 1 Apr 2014

Transesterification catalysts

The object is to make esters, for useas biodiesel, from triglycerides. Thecatalyst is partially calcined limestone.

US 8,685,881, Rohm & Haas Co, Philadelphia. PA,USA, 1 Apr 2014

Ethyl acetate from acetic acid

The reaction can be conducted in thegas or liquid phase at elevatedtemperatures and pressures.Twodifferent supported metal catalysts areused. The first is from the group Ni,Pd, Pt in amounts greater than 1%.The second is from the group Cu, Co,Sn, Zn in amounts between 1 and25%. Many types of support can beused, but the examples quote calciumsilicate, silica, titania, and tungstenoxide.

US 8,680,317, Celanese International Corp, Dallas, TX,USA, 25 Mar 2014

Production of ethylene glycoldimethacrylate

This is a transesterification processusing ethylene glycol and an ester ofmethacrylic acid. The catalyst is acombination of lithium amide andlithium chloride.

US 8,686,181, Evonik Roehm GmbH, Darmstadt,Germany, 1 Apr 2014

MAY 2014 7

F O C U S O N C A T A L Y S T S