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company), TPG fund, and Novozymes. Original Source: Chimie Pharma Hebdo, 25 Nov 2013, (655), (Website: http://www.industrie.com/chimie) (in French) © ETAI Information 2013 NEW TECHNOLOGY ITRI introduces ButyFix to make biobutanol from biomass On 24 Oct 2013, Taiwan-based high- tech applied research institution, Industrial Technology Research Institute (ITRI), introduced ButyFix, the first biochemical technology for bio- butanol transportation-fuel production with a negative carbon footprint using nature’s most abundant biomass, cellulose, as feedstock versus corn. The total energy content in the lignin- rich biomass has the surplus to cover the energy for production and the entire life cycle of the fuel. Therefore, the greenhouse gas (GHG) emission of ButyFix bio-butanol is slightly negative. ButyFix is available for licensing to biofuel- and chemical- processing organizations. ButyFix technology produces bio-butanol with GHG emission reduction of over 100%, much higher than corn ethanol with a GHG reduction of approximately 23%. Original Source: Industrial Technology Research Institute, 2013. Found on website:http://www.marketwired.com, 24 Oct 2013 Ethanol producers eager for new technology to get more fuel from corn After just one year on the market, the enzyme Novozymes Avantec is now used to produce over 20% of total corn ethanol volumes in the US. Another enzyme, Novozymes Spirizyme Achieve, is used to produce over 10% of US corn ethanol after being on the market for only four months. Original Source: Novozymes A/S, Krogshojvej 36, 2880 Bagsvaerd, Denmark, tel: +45 4446 0000, fax: +45 4446 9999, e-mail: [email protected], 4 Nov 2013 (website: http://www.novozymes.com) © Novozymes A/S 2013 Eastman develops new MEG technology Eastman Chemical Co, in conjunction with Johnson Matthey Davy Technologies Ltd, has developed advanced propriety technology for making ethylene glycol from syngas. This new technology enables the production of mono ethylene glycol (MEG) from a variety of raw materials, including coal, natural gas, or biomass, and is based on new, propriety catalysts and process designed developed by Eastman and JM Davy. Unlike other recent syngas-based processes, this new technology does not go through oxalate intermediates. Extensive pilot plant demonstration of the new process is nearing completion and dialogue is underway for the first demonstration. Original Source: Davy Process Technology, 22 Oct 2013, (Davy Process Technology, website: http://www.davyprotech.com/) © Davy Process Technology 2013. Original Source: ICIS Chemical Business, 28 Oct-10 Nov 2013, 284 (13), (Website: http://www.icis.com) © Reed Business Information Limited 2013. Original Source: Chemical and Engineering News, 28 Oct 2013, 91 (43), 16 (Website: http://www.cen-online.org) © American Chemical Society 2013 BP reveals step-out routes to acetic acid and ethylene with all-new technologies On 7 Nov 2013, BP announced two new technologies for the production of key petrochemical feedstocks. SaaBre is a new route for the production of acetic acid from syngas and Hummingbird directly converts ethanol to ethylene through dehydration. SaaBre’s breakthrough is a process for the conversion of syngas directly to acetic acid in a proprietary, integrated three-step process, that avoids the need to purify carbon monoxide or purchase methanol. SaaBre is expected to deliver a significant reduction in variable manufacturing costs, and lead to capital efficiencies, compared to the carbonylation of methanol route which has been the leading technology for several decades. Hummingbird is a newly developed proprietary process by which ethanol is dehydrated to produce ethylene. The new technology is lower cost and simpler compared to existing ethanol to ethylene technologies. Both SaaBre and Hummingbird were developed over a number of years at BP’s advanced laboratories at the Hull Research and Technology Centre (HRTC), alongside its acetic acid manufacturing site, Europe’s largest, at Saltend, Hull. BP is actively exploring options for commercialising both technologies. Original Source: BP, 7 Nov 2013, (BP plc, website: http://www.bp.com) © BP plc 2013 PATENTS Depolymerising terephthalate polyesters Unusually among organocatalysts, this one is not used for any chiral purpose but for depolymerising terephthalate polymers so that they may be recycled. The catalyst is an amidine. US 8,541,477, IBM Corp, Armonk, NY, and King Abdulaziz City for Science and Technology, Riyadh, Saudi Arabia, 24 Sept 2013 Cinchona-based bifunctional organocatalysts Cinchona derivatives are used in the synthesis of chiral hemi-esters. US 8,580,964, Sungkyunkwan University, South Korea, 12 Nov 2013 Organocatalysts for stereo-selective synthesis This patent describes several organo- catalysed organic reactions which are too complex to be illustrated here, but it also includes key references to early work on organocatalysis dating from 2000. US 8,084,641, STC,UNM, Albuquerque, New Mexico, USA, 27 Dec 2011 Conversion of ethanol to propylene The catalyst is a ZSM-5 catalyst modified with rhenium, operated at 300-500°C. US 8,598,399, Dow Global Technologies LLC, Midland, MI, USA, 3 Dec 2013 Process for reducing the oxygen content of bio-oil The bio-oil is reacted with CO or coke at 100-300°C in the presence of an inorganic catalyst. The catalyst may be a regenerated FCC catalyst. US 8,598,393, KiOR Inc, Pasadena, TX, USA, 3 Dec 2013 JANUARY 2014 7 FOCUS ON CATALYSTS

Ethanol producers eager for new technology to get more fuel from corn

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company), TPG fund, andNovozymes.

Original Source: Chimie Pharma Hebdo, 25 Nov 2013,(655), (Website: http://www.industrie.com/chimie) (inFrench) © ETAI Information 2013

NEWTECHNOLOGY

ITRI introduces ButyFix to makebiobutanol from biomass

On 24 Oct 2013, Taiwan-based high-tech applied research institution,Industrial Technology ResearchInstitute (ITRI), introduced ButyFix, thefirst biochemical technology for bio-butanol transportation-fuel productionwith a negative carbon footprint usingnature’s most abundant biomass,cellulose, as feedstock versus corn.The total energy content in the lignin-rich biomass has the surplus to coverthe energy for production and theentire life cycle of the fuel. Therefore,the greenhouse gas (GHG) emissionof ButyFix bio-butanol is slightlynegative. ButyFix is available forlicensing to biofuel- and chemical-processing organizations. ButyFixtechnology produces bio-butanol withGHG emission reduction of over 100%,much higher than corn ethanol with aGHG reduction of approximately 23%.

Original Source: Industrial Technology ResearchInstitute, 2013. Found onwebsite:http://www.marketwired.com, 24 Oct 2013

Ethanol producers eager for newtechnology to get more fuel from corn

After just one year on the market, theenzyme Novozymes Avantec is nowused to produce over 20% of totalcorn ethanol volumes in the US.Another enzyme, NovozymesSpirizyme Achieve, is used to produceover 10% of US corn ethanol afterbeing on the market for only fourmonths.

Original Source: Novozymes A/S, Krogshojvej 36,2880 Bagsvaerd, Denmark, tel: +45 4446 0000, fax:+45 4446 9999, e-mail: [email protected], 4 Nov2013 (website: http://www.novozymes.com) © Novozymes A/S 2013

Eastman develops new MEGtechnology

Eastman Chemical Co, in conjunctionwith Johnson Matthey DavyTechnologies Ltd, has developed

advanced propriety technology formaking ethylene glycol from syngas.This new technology enables theproduction of mono ethylene glycol(MEG) from a variety of raw materials,including coal, natural gas, orbiomass, and is based on new,propriety catalysts and processdesigned developed by Eastman and JM Davy. Unlike other recentsyngas-based processes, this newtechnology does not go throughoxalate intermediates. Extensive pilotplant demonstration of the newprocess is nearing completion anddialogue is underway for the firstdemonstration.

Original Source: Davy Process Technology, 22 Oct2013, (Davy Process Technology, website:http://www.davyprotech.com/) © Davy ProcessTechnology 2013. Original Source: ICIS ChemicalBusiness, 28 Oct-10 Nov 2013, 284 (13), (Website:http://www.icis.com) © Reed Business InformationLimited 2013. Original Source: Chemical andEngineering News, 28 Oct 2013, 91 (43), 16 (Website:http://www.cen-online.org) © American ChemicalSociety 2013

BP reveals step-out routes to aceticacid and ethylene with all-newtechnologies

On 7 Nov 2013, BP announced twonew technologies for the production ofkey petrochemical feedstocks.SaaBre is a new route for theproduction of acetic acid from syngasand Hummingbird directly convertsethanol to ethylene throughdehydration. SaaBre’s breakthroughis a process for the conversion ofsyngas directly to acetic acid in aproprietary, integrated three-stepprocess, that avoids the need to purifycarbon monoxide or purchasemethanol. SaaBre is expected todeliver a significant reduction invariable manufacturing costs, andlead to capital efficiencies, comparedto the carbonylation of methanol routewhich has been the leadingtechnology for several decades.Hummingbird is a newly developedproprietary process by which ethanolis dehydrated to produce ethylene.The new technology is lower cost andsimpler compared to existing ethanolto ethylene technologies. BothSaaBre and Hummingbird weredeveloped over a number of years atBP’s advanced laboratories at the HullResearch and Technology Centre(HRTC), alongside its acetic acid

manufacturing site, Europe’s largest,at Saltend, Hull. BP is activelyexploring options for commercialisingboth technologies.

Original Source: BP, 7 Nov 2013, (BP plc, website:http://www.bp.com) © BP plc 2013

PATENTSDepolymerising terephthalatepolyesters

Unusually among organocatalysts,this one is not used for any chiralpurpose but for depolymerisingterephthalate polymers so that theymay be recycled. The catalyst is anamidine.

US 8,541,477, IBM Corp, Armonk, NY, and KingAbdulaziz City for Science and Technology, Riyadh,Saudi Arabia, 24 Sept 2013

Cinchona-based bifunctionalorganocatalysts

Cinchona derivatives are used in thesynthesis of chiral hemi-esters.

US 8,580,964, Sungkyunkwan University, SouthKorea, 12 Nov 2013

Organocatalysts for stereo-selectivesynthesis

This patent describes several organo-catalysed organic reactions which aretoo complex to be illustrated here, butit also includes key references to earlywork on organocatalysis dating from2000.

US 8,084,641, STC,UNM, Albuquerque, New Mexico,USA, 27 Dec 2011

Conversion of ethanol to propylene

The catalyst is a ZSM-5 catalystmodified with rhenium, operated at300-500°C.

US 8,598,399, Dow Global Technologies LLC,Midland, MI, USA, 3 Dec 2013

Process for reducing the oxygencontent of bio-oil

The bio-oil is reacted with CO or cokeat 100-300°C in the presence of aninorganic catalyst. The catalyst maybe a regenerated FCC catalyst.

US 8,598,393, KiOR Inc, Pasadena, TX, USA, 3 Dec2013

JANUARY 2014 7

F O C U S O N C A T A LY S T S