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    188宝金博页面版: A new technology for the production of isoprene from isobutene-containing C

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    内容提示： ISSN 0040?5795, Theoretical Foundations of Chemical Engineering, 2011, Vol. 45, No. 4, pp. 487–491. ? Pleiades Publishing, Ltd., 2011.Original Russian Text ? O.S. Pavlov, S.A. Karsakov, S.Yu. Pavlov, 2010, published in Khimicheskaya Tekhnologiya, 2010, Vol. 11, No. 1, pp. 9–14.487During the production of isoprene from isobutene andformaldehyde, raw hydrocarbon materials are usuallyused in the form of either isobutene–isobutene fractionsobtained by the dehydrogenation of isobutane or butane–isobutane...

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    ISSN 0040?5795, Theoretical Foundations of Chemical Engineering, 2011, Vol. 45, No. 4, pp. 487–491. © Pleiades Publishing, Ltd., 2011.Original Russian Text © O.S. Pavlov, S.A. Karsakov, S.Yu. Pavlov, 2010, published in Khimicheskaya Tekhnologiya, 2010, Vol. 11, No. 1, pp. 9–14.487During the production of isoprene from isobutene andformaldehyde, raw hydrocarbon materials are usuallyused in the form of either isobutene–isobutene fractionsobtained by the dehydrogenation of isobutane or butane–isobutane– n ?butene fractions obtained after 1,3?butadi?ene is recovered from the C 4 fraction of the pyrolysis prod?ucts. These fractions are usually denoted as BIF and con?tain 40–45% isobutene. Formaldehyde is fed as an aque?ous solution containing 36–40% of methanol?freeformaldehyde. The process is conducted in two steps. In step I, iso?prene precursors (IPs) form in the presence of a ratherstrong acid at 80 − 110 ° C.4,4?Dimethyl?1,3?dioxane (DMD) is formed accord?ing to the following reaction:(1)and 3?methylbutane?1,3?diol (MBD), according tothe following reaction:(2)along with C 5 isopentenols: 3?methyl?3?butene?1?ol, 3?methyl?2?butene?1?ol, and 3?methyl?1?butene?3?ol.CH 2 CCH 3CH 3 + 2CH 2 OCH 3CCH 3CH 2 CH 2CH 2 OO,CH 2 CCH 3CH 3 + CH 2 O + H 2 OCH 3 COHCH 3CH 2 CH 2 OH ,Usually the forming IP contain 77–80% of DMD,17–20% of MBD, and 3–5% of isopentenols. Simulta?neously, isobutene hydration occurs to yield tert ?butanol(TB):(3)In step II, the IPs are capable of a transformation intoisoprene according to reactions (4), (5), and (6):(4)(5)(6)TB undergoes dehydration and forms isobutene.In the currently implemented process [1, 3], at stage Ithe isobutene?containing C 4 fraction is brought intodirect contact with formaldehyde and an acidic catalyticsolution in the IP synthesis module. Organic and aqueousCH 2 CCH 3CH 3 + H 2 O CH 3 CCH 3CH 3OH .CH 3CCH 3CH 2 CH 2CH 2 OOCH 2 CCH 3CH CH 2 + CH 2 O + H 2 O.+ 2H 2 O.CH 3 COHCH 3CH 2 CH 2 OHCH 2 CCH 3CH CH 2Isopentenols+ H 2 O. CH 2 CCH 3CH CH 2A New Technology for the Production of Isoprenefrom Isobutene?Containing C 4 Fractions and Formaldehyde: Prospects for Industrial ReconstructionO. S. Pavlov, S. A. Karsakov, and S. Yu. PavlovYaroslavl Research Center of Chemical Technology, Yaroslavl, Russiae?mail: olefin@mail.ruReceived September 24, 2008Abstract —The industrially implemented process of isoprene production from isobutene?containing C 4 frac?tions and formaldehyde, which includes the gas?phase high?temperature decomposition of an intermediate,4,4?dimethyl?1,3?dioxane, is expensive and obsolete. We propose a new technology that requires the sameprecursors and allows for a reduction in the cost of isoprene by a factor of at least 1.5. It features the concur?rent liquid?phase decomposition of intermediate products in a column reactor in the presence of an aqueoussolution of phosphoric acid at a moderate temperature (~160 ° C), and is convenient for reconstructing exist?ing production lines.Keywords : isoprene, isobutene?containing fraction, formaldehyde, technology, reconstruction.DOI: 10.1134/S0040579510051264ORGANIC POLYMER,AND COMPOSITE TECHNOLOGY

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