Photochemistry of Methane in the Photoionization Region*
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Hydrogen Transfer and Activation of Propane and Methane on ZSM5-Based Catalysts
Catalysis Letters 21 (1993) 55-70 55 Hydrogen transfer and activation of propane and methane on ZSM5-based catalysts Enrique Iglesia 1 and Joseph E. Baumgartner Corporate Research Laboratories, Exxon Research and Engineering, Route 22 East, Annandale, NJ08801, USA Received 12 April 1993; accepted 4 June 1993 Hydrogen exchange between undeuterated and perdeuterated light alkanes (CD4-C3Hs, C3Ds-C3Hs) occurs on H-ZSM5 and on Ga- and Zn-exchanged H-ZSM5 at 773 K. Alkane conversion to aromatics occurs much more slowly because it is limited by rate of disposal of H-atoms formed in C-H scission steps and not by C-H bond activation. Kinetic coupling of these C-H activation steps with hydrogen transfer to acceptor sites (Ga n+, Znm+) and ulti- mately to stoichiometric hydrogen acceptors (H+, CO2, 02, CO) often increases alkane activa- tion rates and the selectivity to unsaturated products. Reactions of 13CH4/C3H8 mixtures at 773 K lead only to unlabelled alkane, alkene, and aromatic products, even though exchange between CD4 and C3H8 occurs at these reaction conditions. This suggests that the non- oxidative conversion of CH4 to higher hydrocarbons on solid acids is limited by elementary steps that occur after the initial activation of C-H bonds. Keywords: Hydrogen transfer; light alkane reactions; deuterium cross-exchange reactions; alkane aromatization 1. Introduction Recent studies suggest that electrophilic activation of light alkanes occurs on superacid catalysts [1] and on Hg-based organometallic complexes [2] at low tem- peratures, and on weaker solid acids at higher temperatures [3-9], apparently via heterolytic cleavage of C-H bonds or intermediate partial oxidation of methane to methanol. -
ITP Chemicals: from Natural Gas to Ethylene Via Methane
. INDUSTRIAL TECHNOLOGIES PROGRAM From Natural Gas to Ethylene via Methane Homologation and Ethane Oxidative Dehydrogenation New catalysts promise higher selectivity, Benefits for Our Industry and Our throughput, and economic competitiveness Nation As an alternative to thermal cracking, Ethylene is an important building block This technique has not yet been implemented oxydehydrogenation will save more than 640 in the production of many common and because of high capital investment in existing trillion British thermal units (Btu) per year commercially important materials, such as equipment and techniques. while reducing emissions of many pollutants. plastics and chemicals. Currently, ethylene is This project seeks to develop catalysts that New ethylene plants will save 50 percent in produced in a highly energy-intensive two-step will enable direct production of ethylene capital costs over plants installing cracking process. Ethane is firstrecovered from natural by the oxydehydrogenation of crude ethane furnaces. gas and refinery streams through catalytic found in natural gas. This exothermic process cracking and hydrocracking processes, and will offer high selectivity and throughput of then it is thermally cracked in the presence of ethylene from ethane-concentrated gas streams steam to produce ethylene. A more efficient in addition to saving energy and reducing Applications in Our Nation’s but not yet commercialized alternative to emissions. It will also lower capital costs this method is catalytic oxydehydrogenation, Industry through the use crude ethane, which is cheaper which directly produces ethylene from crude than ethane purified through other processes. Catalytic oxydehydrogenation will find ethane found in natural gas in a single step. immediate application in the petrochemicals industry, which uses ethylene as a primary O2 feedstock for manufacturing plastics and Ethane- Depleted C B chemicals. -
Oxidation of Ethane to Ethylene and Acetic Acid by Movnbo Catalysts Martial Roussel, Michel Bouchard, Elisabeth Bordes-Richard, Khalid Karim, Saleh Al-Sayari
Oxidation of ethane to ethylene and acetic acid by MoVNbO catalysts Martial Roussel, Michel Bouchard, Elisabeth Bordes-Richard, Khalid Karim, Saleh Al-Sayari To cite this version: Martial Roussel, Michel Bouchard, Elisabeth Bordes-Richard, Khalid Karim, Saleh Al-Sayari. Oxida- tion of ethane to ethylene and acetic acid by MoVNbO catalysts. Catalysis Today, Elsevier, 2005, 99, pp.77-87. 10.1016/j.cattod.2004.09.026. hal-00103604 HAL Id: hal-00103604 https://hal.archives-ouvertes.fr/hal-00103604 Submitted on 4 Oct 2006 HAL is a multi-disciplinary open access L’archive ouverte pluridisciplinaire HAL, est archive for the deposit and dissemination of sci- destinée au dépôt et à la diffusion de documents entific research documents, whether they are pub- scientifiques de niveau recherche, publiés ou non, lished or not. The documents may come from émanant des établissements d’enseignement et de teaching and research institutions in France or recherche français ou étrangers, des laboratoires abroad, or from public or private research centers. publics ou privés. Oxidation of ethane to ethylene and acetic acid by MoVNbO catalysts M. Roussel 1, M. Bouchard 1, E. Bordes-Richard 1*, K. Karim 2, S. Al-Sayari 2 1: Laboratoire de Catalyse de Lille, UMR CNRS 8010, USTL-ENSCL, 59655 Villeneuve d'Ascq Cedex, France 2: SABIC R&T, P.O. Box 42503, Riyadh, Saoudi Arabia ABSTRACT The influence of niobium on the physicochemical properties of the Mo-V-O system and on its catalytic properties in the oxidation of ethane to ethylene and acetic acid is examined. Solids based on MoV 0.4 Ox and MoV 0.4 Nb 0.12 Oy composition and calcined at 350 or 400°C were studied by X-ray diffraction, and by laser Raman and X-ray photoelectron spectroscopies. -
Environlmental ASSESSMENT METHYL CHLORIDE VIA
DOEEA-1157 ENVIRONlMENTAL ASSESSMENT METHYL CHLORIDE VIA OXYHYDROCHLOFUNATION OF METHANE: A BUILDING BLOCK FOR CHEMICALS AND FUELS FROM NATURAL GAS DOW CORNING CORPORATION CARROLLTON, KENTUCKY SEPTEMBER 1996 U.S. DEPARTMENT OF ENERGY PITTSBURGH ENERGY TECHNOLOGY CENTER CUM ~~~~~~~~ DOEEA-1157 ENVIRONlMENTAL ASSESSMENT METHYL CHLORIDE VIA OXYHYDROCHLORINATION OF METHANE: A BUILDING BLOCK FOR CHEMICALS AND FUELS FROM NATURAL GAS DOW CORNING CORPORATION CARROLLTON, KENTUCKY SEPTEMBER 1996 U.S. DEPARTMENT OF ENERGY PITTSBURGH ENERGY TECHNOLOGY CENTER Portions of this document may be illegible in electronic image products. Image are produced from the best available original document. &E/,Etq --,/s7 FINDING OF NO SIGNIFICANT IMPACT FOR THE PROPOSED METHYL CHLORIDE VIA OXYHYDROCHLORINATION OF METHANE PROJECT AGENCY: U.S. Department of Energy (DOE) ACTION: Finding of No Significant Impact (FONSI) SUMMARY: DOE has prepared an Environmental Assessment (EA) (DOE/EA-1157) for a project proposed by Dow Corning Corporation to demonstrate a novel method for producing methyl chloride (CH,Cl). The project would involve design, construction, and operation of an engineering-scale oxyhydrochlorination (OHC) faci 1 i ty where methane, oxygen, and hydrogen chloride (HC1) would be reacted in a fixed-bed reactor in the presence of highly selective, stable catalysts. Unconverted methane, light hydrocarbons and HC1 would be recovered and recycled back to the OHC reactor. The methyl chloride would be absorbed in a solvent, treated by solvent stripping and then purified by distillation. Testing of the proposed OHC process would be conducted at Dow Corning's production plant in Carrollton, Carroll County, Kentucky, over a 23-month period. Based on the analyses in the EA, the DOE has determined that the proposed action is not a major Federal action significantly affecting the quality of the human environment as defined by the National Environmental Policy Act (NEPA) of 1969. -
Chapter 2: Alkanes Alkanes from Carbon and Hydrogen
Chapter 2: Alkanes Alkanes from Carbon and Hydrogen •Alkanes are carbon compounds that contain only single bonds. •The simplest alkanes are hydrocarbons – compounds that contain only carbon and hydrogen. •Hydrocarbons are used mainly as fuels, solvents and lubricants: H H H H H H H H H H H H C H C C H C C C C H H C C C C C H H H C C H H H H H H CH2 H CH3 H H H H CH3 # of carbons boiling point range Use 1-4 <20 °C fuel (gasses such as methane, propane, butane) 5-6 30-60 solvents (petroleum ether) 6-7 60-90 solvents (ligroin) 6-12 85-200 fuel (gasoline) 12-15 200-300 fuel (kerosene) 15-18 300-400 fuel (heating oil) 16-24 >400 lubricating oil, asphalt Hydrocarbons Formula Prefix Suffix Name Structure H CH4 meth- -ane methane H C H H C H eth- -ane ethane 2 6 H3C CH3 C3H8 prop- -ane propane C4H10 but- -ane butane C5H12 pent- -ane pentane C6H14 hex- -ane hexane C7H16 hept- -ane heptane C8H18 oct- -ane octane C9H20 non- -ane nonane C10H22 dec- -ane decane Hydrocarbons Formula Prefix Suffix Name Structure H CH4 meth- -ane methane H C H H H H C2H6 eth- -ane ethane H C C H H H H C H prop- -ane propane 3 8 H3C C CH3 or H H H C H 4 10 but- -ane butane H3C C C CH3 or H H H C H 4 10 but- -ane butane? H3C C CH3 or CH3 HydHrydorcocaarrbobnos ns Formula Prefix Suffix Name Structure H CH4 meth- -ane methane H C H H H H C2H6 eth- -ane ethane H C C H H H H C3H8 prop- -ane propane H3C C CH3 or H H H C H 4 10 but- -ane butane H3C C C CH3 or H H H C H 4 10 but- -ane iso-butane H3C C CH3 or CH3 HydHrydoroccarbrobnsons Formula Prefix Suffix Name Structure H H -
Enabling Ethane As a Primary Gas Turbine Fuel: an Economic Benefit from the Growth of Shale Gas
GE Power GEA32198 November 2015 Enabling ethane as a primary gas turbine fuel: an economic benefit from the growth of shale gas Dr. Jeffrey Goldmeer GE Power, Gas Power Systems Schenectady, NY, USA John Bartle GE Power, Power Services Atlanta, GA, USA Scott Peever GE Power Toronto, ON, CAN © 2015 General Electric Company. All Rights Reserved. This material may not be copied or distributed in whole or in part, without prior permission of the copyright owner. GEA32198 Enabling ethane as a primary gas turbine fuel: an economic benefit from the growth of shale gas Contents Abstract ............................................................................3 Introduction ........................................................................3 Fuel Supply Dynamics ...............................................................3 Hydrocarbon Sources and Characteristics ...........................................5 Combustion System Considerations .................................................6 Evaluating Fuels .....................................................................6 GE’s Gas Turbine Combustion Systems ..............................................8 Non-Methane Hydrocarbon Capability ...............................................9 Economic Value of Alternative Fuels .................................................9 Conclusions ........................................................................10 References ........................................................................11 2 © 2015 General Electric Company. All Rights -
Chlorine and Hydrogen Chloride
This report contains the collective views of an nternational group of experts and does not xcessarily represent the decisions or the stated 1 icy of the United Nations Environment Pro- '€mme, the International Labour Organisation, or the World Health Organization. Environmental Health Criteria 21 CHLORINE AND HYDROGEN CHLORIDE 'ublished under the joint sponsorship of Ic United Nations Environment Programme. the International Labour Organisation, and the World Health Organization / \r4 ( o 4 UI o 1 o 'T F- World Health Organization kz Geneva, 1982 The International Programme on Chemical Safety (IPCS) is a joint ven- ture of the United Nations Environment Programme. the International Labour Organisation, and the World Health Organization. The main objective of the IPCS is to carry out and disseminate evaluations of the environment. Supporting activities include the development of epidemiological, experi- mental laboratory, and risk assessment methods that could produce interna- tionally comparable results, and the development of manpower in the field of toxicology. Other relevant activities carried out by the IPCS include the development of know-how for coping with chemical accidents, coordination of laboratory testing and epidemiological studies, and promotion of research on the mechanisms of the biological action of chemicals. ISBN 92 4 154081 8 World Health Organization 1982 Publications of the World Health Organization enjoy copyright protec- tion in accordance with the provisions of Protocol 2 of the Universal Copy- right Convention. For rights of reproduction or translation of WHO publica- tions, in part or in loto, application should be made to the Office of Publica- tions, World Health Organization, Geneva. Switzerland. The World Health Organization welcomes such applications. -
Catalytic Reaction of Carbon Dioxide with Methane on Supported Noble Metal Catalysts
catalysts Review Catalytic Reaction of Carbon Dioxide with Methane on Supported Noble Metal Catalysts András Erd˝ohelyi Institute of Physical Chemistry and Materials Science, University of Szeged, Rerrich Béla tér 1, H-6720 Szeged, Hungary; [email protected]; Tel.: +36-62-343-638; Fax: +36-62-546-482 Abstract: The conversion of CO2 and CH4, the main components of the greenhouse gases, into synthesis gas are in the focus of academic and industrial research. In this review, the activity and stability of different supported noble metal catalysts were compared in the CO2 + CH4 reaction on. It was found that the efficiency of the catalysts depends not only on the metal and on the support but on the particle size, the metal support interface, the carbon deposition and the reactivity of carbon also influences the activity and stability of the catalysts. The possibility of the activation and dissociation of CO2 and CH4 on clean and on supported noble metals were discussed separately. CO2 could dissociate on metal surfaces, this reaction could proceed via the formation of carbonate on the support, or on the metal–support interface but in the reaction the hydrogen assisted dissociation of CO2 was also suggested. The decrease in the activity of the catalysts was generally attributed to carbon deposition, which can be formed from CH4 while others suggest that the source of the surface carbon is CO2. Carbon can occur in different forms on the surface, which can be transformed into each other depending on the temperature and the time elapsed since their formation. Basically, two reaction mechanisms was proposed, according to the mono-functional mechanism the activation of both CO2 and CH4 occurs on the metal sites, but in the bi-functional mechanism the CO2 is activated on the support or on the metal–support interface and the CH on the metal. -
Organic Chemistry Name Formula Isomers Methane CH 1 Ethane C H
Organic Chemistry Organic chemistry is the chemistry of carbon. The simplest carbon molecules are compounds of just carbon and hydrogen, hydrocarbons. We name the compounds based on the length of the longest carbon chain. We then add prefixes and suffixes to describe the types of bonds and any add-ons the molecule has. When the molecule has just single bonds we use the -ane suffix. Name Formula Isomers Methane CH4 1 Ethane C2H6 1 Propane C3H8 1 Butane C4H10 2 Pentane C5H12 3 Hexane C6H14 5 Heptane C7H16 9 Octane C8H18 18 Nonane C9H20 35 Decane C10H22 75 Isomers are compounds that have the same formula but different bonding. isobutane n-butane 1 Naming Alkanes Hydrocarbons are always named based on the longest carbon chain. When an alkane is a substituent group they are named using the -yl ending instead of the -ane ending. So, -CH3 would be a methyl group. The substituent groups are named by numbering the carbons on the longest chain so that the first branching gets the lowest number possible. The substituents are listed alphabetically with out regard to the number prefixes that might be used. 3-methylhexane 1 2 3 4 5 6 6 5 4 3 2 1 Alkenes and Alkynes When a hydrocarbon has a double bond we replace the -ane ending with -ene. When the hydrocarbon has more than three carbon the position of the double bond must be specified with a number. 1-butene 2-butene Hydrocarbons with triple bonds are named basically the same, we replace the -ane ending with -yne. -
ETHYLENE from METHANE (January 1994)
Abstract Process Economics Program Report No. 208 ETHYLENE FROM METHANE (January 1994) This report evaluates two routes for the production of ethylene from methane: the direct synthesis based on the oxidative coupling of methane, and the less direct chemistry of converting methanol (which is derived from methane via synthesis gas) in the presence of an aluminophosphate molecular sieve catalyst. Our evaluations indicate that at the present state of development, the economics of both routes are unattractive when compared with the steam pyrolysis of hydrocarbons. We analyze the results of our evaluations to define the technical targets that must be attained for success. We also present a comprehensive technical review that examines not only the two routes evaluated, but also some of the more promising alternative approaches, such as synthesis gas conversion via a modified Fischer-Tropsch process, ethanol synthesis by the homologation of methanol, and ethylene production via methyl chloride. This report will be of interest to petrochemical companies that produce or consume ethylene and to energy-based companies (or equivalent government organizations in various countries) that have access to or control large resources of methane-rich natural gas. PEP’91 SCN CONTENTS 1 INTRODUCTION 1-1 2 SUMMARY 2-1 TECHNICAL REVIEW 2-1 Oxidative Coupling 2-1 Methanol Conversion to Ethylene 2-3 Modified Fischer-Tropsch (FT) Process 2-3 Methanol Homologation 2-3 Conversion via Methyl Chloride 2-4 SRI’S PROCESS CONCEPTS 2-4 Ethylene from Methane by Oxidative -
ETHANE PROPANE MIXTURE Version 1.2 Revision Date 2017-12-18
SAFETY DATA SHEET ETHANE PROPANE MIXTURE Version 1.2 Revision Date 2017-12-18 SECTION 1: Identification of the substance/mixture and of the company/undertaking Product information Product Name : ETHANE PROPANE MIXTURE Material : 1012531, 1012527 Company : Chevron Phillips Chemical Company LP 10001 Six Pines Drive The Woodlands, TX 77380 Emergency telephone: Health: 866.442.9628 (North America) 1.832.813.4984 (International) Transport: CHEMTREC 800.424.9300 or 703.527.3887(int'l) Asia: CHEMWATCH (+612 9186 1132) China: 0532 8388 9090 EUROPE: BIG +32.14.584545 (phone) or +32.14583516 (telefax) Mexico CHEMTREC 01-800-681-9531 (24 hours) South America SOS-Cotec Inside Brazil: 0800.111.767 Outside Brazil: +55.19.3467.1600 Argentina: +(54)-1159839431 Responsible Department : Product Safety and Toxicology Group E-mail address : [email protected] Website : www.CPChem.com SECTION 2: Hazards identification Classification of the substance or mixture This product has been classified in accordance with the hazard communication standard 29 CFR 1910.1200; the SDS and labels contain all the information as required by the standard. Classification : Flammable gases, Category 1 Gases under pressure, Liquefied gas Labeling Symbol(s) : SDS Number:100000002557 1/12 SAFETY DATA SHEET ETHANE PROPANE MIXTURE Version 1.2 Revision Date 2017-12-18 Signal Word : Danger Hazard Statements : H220: Extremely flammable gas. H280: Contains gas under pressure; may explode if heated. Precautionary Statements : Prevention: P210 Keep away from heat/sparks/open flames/hot surfaces. No smoking. Response: P377 Leaking gas fire: Do not extinguish, unless leak can be stopped safely. P381 Eliminate all ignition sources if safe to do so. -
INVESTIGATION of POLYCYCLIC AROMATIC HYDROCARBONS (Pahs) on DRY FLUE GAS DESULFURIZATION (FGD) BY-PRODUCTS
INVESTIGATION OF POLYCYCLIC AROMATIC HYDROCARBONS (PAHs) ON DRY FLUE GAS DESULFURIZATION (FGD) BY-PRODUCTS DISSERTATION Presented in Partial Fulfillment of the Requirements for the Degree Doctor of Philosophy in the Graduate School of The Ohio State University By Ping Sun, M.S. ***** The Ohio State University 2004 Dissertation Committee: Approved by Professor Linda Weavers, Adviser Professor Harold Walker Professor Patrick Hatcher Adviser Professor Yu-Ping Chin Civil Engineering Graduate Program ABSTRACT The primary goal of this research was to examine polycyclic aromatic hydrocarbons (PAHs) on dry FGD by-products to determine environmentally safe reuse options of this material. Due to the lack of information on the analytical procedures for measuring PAHs on FGD by-products, our initial work focused on analytical method development. Comparison of the traditional Soxhlet extraction, automatic Soxhlet extraction, and ultrasonic extraction was conducted to optimize the extraction of PAHs from lime spray dryer (LSD) ash (a common dry FGD by-product). Due to the short extraction time, ultrasonic extraction was further optimized by testing different organic solvents. Ultrasonic extraction with toluene as the solvent turned out to be a fast and efficient method to extract PAHs from LSD ash. The possible reactions of PAHs under standard ultrasonic extraction conditions were then studied to address concern over the possible degradation of PAHs by ultrasound. By sonicating model PAHs including naphthalene, phenanthrene and pyrene in organic solutions, extraction parameters including solvent type, solute concentration, and sonication time on reactions of PAHs were examined. A hexane: acetone (1:1 V/V) ii mixture resulted in less PAH degradation than a dichloromethane (DCM): acetone (1:1 V/V) mixture.