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公开(公告)号：US09249066B2
公开(公告)日：2016-02-02
申请号：US13701774
申请日：2011-06-20
申请人： Delphine Minoux , Cindy Adam , Nikolai Nesterenko , Sander Van Donk , Jean-Pierre Dath , Walter Vermeiren
发明人： Delphine Minoux , Cindy Adam , Nikolai Nesterenko , Sander Van Donk , Jean-Pierre Dath , Walter Vermeiren
IPC分类号： C07C1/24
CPC分类号： C07C1/24 , C07C2521/04 , C07C2521/06 , C07C2521/12 , C07C2529/40 , C07C2529/65 , C07C2529/82 , C07C2529/83 , C07C2529/85 , Y02P20/52 , C07C11/04
摘要： A dehydration process may include introducing in a reactor an alcohol, and contacting the alcohol with an acidic catalyst to dehydrate the alcohol to make a corresponding olefin. The process may include recovering from the reactor the olefin and water. In the process, an effective amount of a component capable to neutralize a part of the catalyst active site may be introduced. The component may include ammonia, organic ammonium salts, hydrazine, nitriles, amines, amides, imines, di-imines, imides, cyanates, isocyanates, nitrites and nitroso compounds, aldehydes, ketones, carboxylic esters, and their corresponding thio-compounds.
摘要翻译： 脱水方法可以包括在反应器中引入醇，并将醇与酸性催化剂接触以使醇脱水以制备相应的烯烃。 该方法可以包括从反应器中回收烯烃和水。 在该方法中，可以引入有效量的能够中和一部分催化剂活性部位的成分。 该组分可包括氨，有机铵盐，肼，腈，胺，酰胺，亚胺，二亚胺，酰亚胺，氰酸酯，异氰酸酯，亚硝酸酯和亚硝基化合物，醛，酮，羧酸酯及其相应的硫代化合物。
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公开(公告)号：US20130217943A1
公开(公告)日：2013-08-22
申请号：US13701774
申请日：2011-06-20
申请人： Delphine Minoux , Cindy Adam , Nikolai Nesterenko , Jean-Pierre Dath , Walter Vermeiren , Sander Van Donk
发明人： Delphine Minoux , Cindy Adam , Nikolai Nesterenko , Jean-Pierre Dath , Walter Vermeiren , Sander Van Donk
IPC分类号： C07C1/24
CPC分类号： C07C1/24 , C07C2521/04 , C07C2521/06 , C07C2521/12 , C07C2529/40 , C07C2529/65 , C07C2529/82 , C07C2529/83 , C07C2529/85 , Y02P20/52 , C07C11/04
摘要： The present invention is a process for the dehydration of an alcohol having at least 2 carbon atoms to make the corresponding olefin, comprising: a) introducing in a reactor a stream (A) comprising at least an alcohol, optionally water, optionally an inert component, b) contacting said stream with an acidic catalyst in said reactor at conditions effective to dehydrate at least a portion of the alcohol to make an olefin, c) recovering from said reactor a stream (B) comprising: the inert component and at least an olefin, water and optionally unconverted alcohol, d) optionally fractionating the stream (B) to recover the unconverted alcohol and recycling said unconverted alcohol to the reactor of step a), e) optionally fractionating the stream (B) to recover the inert component, water and the olefin and optionally recycling said inert component and optionally a part of the water to the reactor of step a), wherein, f) an effective amount of a component capable to neutralize a part of the catalyst active site is introduced in stream (A) or directly in the dehydration reactor and g) optionally the temperature of the dehydration reactor is adjusted to increase the alcohol conversion or the olefin yield or both. In another embodiment at step f) an effective amount of a component capable to increase the selectivity for the desired corresponding olefin is introduced in stream (A) or directly in the dehydration reactor.The component introduced at step f) can be chosen from the group consisting of ammonia, organic ammonium salts, hydrazine, nitriles, amines (including pyridines, pyrrols, pyrrolydones and pyrrolidines), amides, imines, di-imines, imides, cyanates, isocyanates, nitrites and nitroso compounds, aldehydes, ketones, carboxylic esters, and their corresponding thio-compounds (thiols, sulphides, disulfides).
摘要翻译： 本发明是使具有至少2个碳原子的醇脱水以制备相应的烯烃的方法，其包括：a）在反应器中引入至少包含醇，任选的水，任选的惰性组分的流（A） b）使所述物流与所述反应器中的酸性催化剂接触，在有效使所述醇的至少一部分脱水以制备烯烃的条件下，c）从所述反应器回收流（B），其包含：所述惰性组分和至少一种 烯烃，水和任选的未转化的醇，d）任选地将料流（B）分馏以回收未转化的醇，并将所述未转化的醇再循环到步骤a）的反应器中，e）任选地将料流（B）分馏以回收惰性组分， 水和烯烃，并任选地将所述惰性组分和任选的一部分水再循环到步骤a）的反应器中，其中f）有效量的能够中和一部分Ca 天然气活性位点以流（A）或直接在脱水反应器中引入，并且g）任选地调节脱水反应器的温度以增加醇转化率或烯烃产率或两者。 在步骤f）的另一个实施方案中，有效量的能够增加所需相应烯烃的选择性的组分被引入到流（A）中，或直接在脱水反应器中引入。 在步骤f）引入的组分可以选自氨，有机铵盐，肼，腈，胺（包括吡啶，吡咯，吡咯烷酮和吡咯烷），酰胺，亚胺，二亚胺，酰亚胺，氰酸酯，异氰酸酯 ，亚硝酸盐和亚硝基化合物，醛，酮，羧酸酯及其相应的硫代化合物（硫醇，硫化物，二硫化物）。
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3.发明授权Purification of alcohols prior to their use in the presence of an acid catalyst 有权醇在使用前在酸催化剂存在下进行纯化公开(公告)号：US09000236B2
公开(公告)日：2015-04-07
申请号：US13131407
申请日：2009-11-27
摘要： Process for the purification of an alcohol in the course of a process comprising: (1) providing a reaction zone (C) comprising an acid type catalyst; (2) providing a reaction zone (B) comprising an acid adsorbent material; (3) providing an alcohol stream comprising impurities; (4) introducing the alcohol stream of (3) into the reaction zone (B) and bringing said stream into contact with the acid adsorbent material at conditions effective to reduce the amount of impurities having an adverse effect on the acid type catalyst of the reaction zone (C); (5) recovering from step (4) an alcohol stream and introducing it into the reaction zone (C); (6) optionally introducing one or more reactants (R) into the reaction zone (C); (7) operating said reaction zone (C) at conditions effective to recover a valuable effluent.
摘要翻译： 在包括以下步骤的过程中醇的纯化方法：（1）提供包含酸型催化剂的反应区（C）; （2）提供包含酸吸附材料的反应区（B）; （3）提供包含杂质的醇流; （4）将（3）的醇流引入反应区（B）中，并使所述物流与酸吸附剂材料接触，有效地减少对反应的酸型催化剂具有不利影响的杂质的量 区（C）; （5）从步骤（4）中回收醇流并将其引入反应区（C）中; （6）任选地将一种或多种反应物（R）引入反应区（C）中; （7）在有效回收有价值流出物的条件下操作所述反应区（C）。
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4.发明申请PURIFICATION OF ALCOHOLS PRIOR TO THEIR USE IN THE PRESENCE OF AN ACID CATALYST 有权在酸性催化剂存在下使用醇类物质的纯化公开(公告)号：US20110313213A1
公开(公告)日：2011-12-22
申请号：US13131407
申请日：2009-11-27
IPC分类号： C07C29/74
摘要： Process for the purification of an alcohol in the course of a process comprising: (1) providing a reaction zone (C) comprising an acid type catalyst; (2) providing a reaction zone (B) comprising an acid adsorbent material; (3) providing an alcohol stream comprising impurities; (4) introducing the alcohol stream of (3) into the reaction zone (B) and bringing said stream into contact with the acid adsorbent material at conditions effective to reduce the amount of impurities having an adverse effect on the acid type catalyst of the reaction zone (C); (5) recovering from step (4) an alcohol stream and introducing it into the reaction zone (C); (6) optionally introducing one or more reactants (R) into the reaction zone (C); (7) operating said reaction zone (C) at conditions effective to recover a valuable effluent.
摘要翻译： 在包括以下步骤的过程中醇的纯化方法：（1）提供包含酸型催化剂的反应区（C）; （2）提供包含酸吸附材料的反应区（B）; （3）提供包含杂质的醇流; （4）将（3）的醇流引入反应区（B）中，并使所述物流与酸吸附剂材料接触，有效地减少对反应的酸型催化剂具有不利影响的杂质的量 区（C）; （5）从步骤（4）中回收醇流并将其引入反应区（C）中; （6）任选地将一种或多种反应物（R）引入反应区（C）中; （7）在有效回收有价值流出物的条件下操作所述反应区（C）。
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公开(公告)号：US09061954B2
公开(公告)日：2015-06-23
申请号：US12864966
申请日：2009-02-05
CPC分类号： C07C1/24 , B01J29/40 , B01J2229/16 , B01J2229/36 , B01J2229/37 , B01J2229/42 , C07C2529/40 , Y02P20/52 , C07C11/04
摘要： The present invention relates to a process for the dehydration of at least an alcohol to make at least an olefin, comprising: introducing in a reactor a stream (A) comprising at least an alcohol, optionally water, optionally an inert component, contacting said stream with a catalyst in said reactor at conditions effective to dehydrate at least a portion of the alcohol to make an olefin, recovering from said reactor an olefin containing stream (B), Wherein the catalyst is: a crystalline silicate having a ratio Si/Al of at least about 100, or a dealuminated crystalline silicate, or a phosphorus modified zeolite, the WHSV of the alcohols is at least 2 h−1, the temperature ranges from 280° C. to 500° C. It relates also to the same process as above but wherein the catalyst is a phosphorus modified zeolite and at any WHSV.The partial pressure of the alcohol in the dehydration reactor advantageously ranges from 1.2 to 4 bars absolute (0.12 MPa to 0.4 MPa), the temperature of the dehydration reactor ranges advantageously from 300° C. to 400° C. and the alcohol is selected among ethanol, propanol, butanol and phenylethanol.
摘要翻译： 本发明涉及一种使至少一种醇脱水以制备至少一种烯烃的方法，其包括：在反应器中引入至少包含醇，任选的水，任选的惰性组分的物流（A） 在有效使至少一部分醇脱水以制备烯烃的条件下在所述反应器中的催化剂，从所述反应器回收含烯烃的料流（B），其中所述催化剂是：具有Si / Al比率的结晶硅酸盐 至少约100个，或脱铝的结晶硅酸盐或磷改性沸石，醇的WHSV为至少2h -1，温度范围为280℃至500℃。它还涉及相同的方法 如上所述，但是其中催化剂是磷改性沸石并且在任何WHSV。 脱水反应器中的醇的分压有利地为1.2至4巴绝对压力（0.12MPa至0.4MPa），脱水反应器的温度有利地为300℃至400℃，醇选自 乙醇，丙醇，丁醇和苯乙醇。
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6.发明授权Simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts 有权酸催化剂上异丁醇的同时脱水和骨架异构化公开(公告)号：US09233886B2
公开(公告)日：2016-01-12
申请号：US13582759
申请日：2011-03-15
CPC分类号： C07C1/24 , B01J29/85 , C07C5/2518 , C07C5/2775 , C07C11/08 , C07C11/09 , C07C2521/04 , C07C2529/40 , C07C2529/65 , C07C2529/70 , Y02P20/127
摘要： The present invention (in a first embodiment) relates to a process for the simultaneous dehydration and skeletal isomerization of isobutanol to make substantially corresponding olefins, having the same number of carbons and consisting essentially of a mixture of n-butenes and iso-butene, said process comprising: a) introducing in a reactor a stream (A) comprising isobutanol, optionally water, optionally an inert component, b) contacting said stream with a catalyst in said reactor at conditions effective to dehydrate and skeletal isomerize at least a portion of the isobutanol to make a mixture of n-butenes and iso-butene, c) recovering from said reactor a stream (B), removing water, the inert component if any and unconverted isobutanol if any to get a mixture of n-butenes and iso-butene, Wherein, the WHSV of the isobutanol is at least 1 h−1 or the temperature is from 200° C. to 600° C. and the catalyst is capable to make simultaneously the dehydration and skeletal isomerization of butene. The catalyst is a crystalline silicate of the group FER, MWW, EUO, MFS, ZSM-48, MTT, MFI, MEL or TON having Si/Al higher than 10, or a dealuminated crystalline silicate of the group FER, MWW, EUO, MFS, ZSM-48, MTT, MFI, MEL or TON having Si/Al higher than 10, or a phosphorus modified crystalline silicate of the group FER, MWW, EUO, MFS, ZSM-48, MTT, MFI, MEL or TON having Si/Al higher than 10, or a silicoaluminaphosphate molecular sieve of the group AEL, or a silicated, zirconated or titanated or fluorinated alumina. Advantageously the stream (B) is fractionated in a step d) to produce a n-butenes stream (N) and to remove the essential part of isobutene optionally recycled with stream (A) to the dehydration/isomerization reactor of step b).
摘要翻译： 本发明（在第一实施方案中）涉及同时脱水和骨架异构化异丁醇以制备具有相同数目的碳并基本上由正丁烯和异丁烯组成的基本相应的烯烃的方法，所述方法 方法包括：a）在反应器中引入包含异丁醇，任选的水，任选的惰性组分的物流（A），b）在所述反应器中使所述物流与催化剂接触，所述条件有效脱水并骨架异构化至少一部分 异丁醇以制备正丁烯和异丁烯的混合物，c）从所述反应器回收流（B），除去水，惰性组分（如果有的话）和未转化的异丁醇，以获得正丁烯和异丁烯的混合物， 丁烯，其中异丁醇的WHSV为至少1h-1或温度为200℃至600℃，催化剂能够同时进行b的脱水和骨架异构化 utene。 该催化剂是具有Si / Al大于10的FER，MWW，EUO，MFS，ZSM-48，MTT，MFI，MEL或TON的结晶硅酸盐，或FER，MWW，EUO等的脱铝结晶硅酸盐， 具有Si / Al大于10的MFS，ZSM-48，MTT，MFI，MEL或TON，或FER，MWW，EUO，MFS，ZSM-48，MTT，MFI，MEL或TON的磷改性结晶硅酸盐，其具有 Si / Al高于10，或AEL的硅铝磷酸盐分子筛，或硅化，锆酸化或钛酸化或氟化氧化铝。 有利地，在步骤d）中将流（B）分馏以产生正丁烯料流（N），并除去任选与料流（A）一起循环的异丁烯的主要部分至步骤b）的脱水/异构化反应器。
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7.发明授权Process to make propylene from isobutanol by dehydration and subsequent cracking 有权通过脱水和随后开裂从异丁醇制备丙烯的方法公开(公告)号：US09079813B2
公开(公告)日：2015-07-14
申请号：US13813107
申请日：2011-07-08
IPC分类号： C07C1/22 , C07C1/24 , C07C4/06 , C10G3/00 , C12P5/02 , C12P7/16 , B01J21/04 , B01J29/40 , B01J29/65
CPC分类号： C07C1/24 , B01J21/04 , B01J29/40 , B01J29/65 , C07C4/06 , C07C2521/04 , C07C2529/40 , C07C2529/65 , C07C2529/85 , C10G3/44 , C10G3/49 , C10G2300/1014 , C10G2300/201 , C10G2300/4081 , C10G2400/20 , C10G2400/22 , C12P5/026 , C12P7/16 , Y02E50/10 , Y02P20/52 , Y02P30/20 , Y02P30/42 , C07C11/08 , C07C11/06
摘要： A process for conversion of isobutanol to make propylene can include dehydrating the isobutanol to produce butenes. The process can include cracking the butenes to produce propylene.
摘要翻译： 异丁醇转化成丙烯的方法可以包括使异丁醇脱水以制备丁烯。 该方法可以包括裂解丁烯以产生丙烯。
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公开(公告)号：US20130217935A1
公开(公告)日：2013-08-22
申请号：US13813170
申请日：2011-07-08
IPC分类号： C07C1/22
CPC分类号： C07C1/22 , B01J29/40 , B01J2229/42 , C07C1/20 , C07C1/24 , C07C4/06 , C07C2529/40 , C10G3/44 , C10G3/49 , C10G3/62 , C10G2300/1014 , C10G2300/1022 , C10G2300/201 , C10G2300/4081 , C10G2400/20 , C12P5/026 , C12P7/16 , Y02E50/10 , Y02P20/52 , Y02P30/42 , C07C11/02 , C07C11/06 , C07C11/08 , C07C11/04
摘要： The present invention relates to a process for making essentially ethylene and propylene comprising: a) providing an alcohol mixture (A) comprising about 20 w % to 100% isobutanol, b) introducing in a reactor (A) a stream comprising the mixture (A) mixed with methanol or dimethyl ether or mixture thereof, optionally water, optionally an inert component, c) contacting said stream with a catalyst (A1) in said reactor (A), the MTO reactor, at conditions effective to convert at least a part of the alcohol mixture (A) and at least a part of the methanol and/or dimethyl ether to olefins, d) recovering from said reactor (A) an effluent comprising: ethylene, propylene, butene, water, optionally unconverted alcohols, various hydrocarbons, and the optional inert component of step b), e) fractionating said effluent of step d) to produce at least an ethylene stream, a propylene stream, a fraction consisting essentially of hydrocarbons having 4 carbon atoms or more, water and the optional inert component of step a), optionally recycling ethylene in whole or in part at the inlet of the reactor (A), optionally recycling the fraction consisting essentially of hydrocarbons having 4 carbon atoms or more at the inlet of the reactor (A).
摘要翻译： 本发明涉及一种基本上制备乙烯和丙烯的方法，包括：a）提供包含约20重量％至100重量％异丁醇的醇混合物（A），b）在反应器（A）中引入包含混合物（A ）与甲醇或二甲醚或其混合物，任选的水，任选的惰性组分混合，c）使所述流与所述反应器（A）中的催化剂（A1），所述MTO反应器在有效地转化至少一部分 的醇混合物（A）和至少一部分甲醇和/或二甲醚至烯烃，d）从所述反应器（A）回收包含乙烯，丙烯，丁烯，水，任选未转化的醇，各种烃 和步骤b）的任选的惰性组分，e）将步骤d）的所述流出物分馏以产生至少一种乙烯流，丙烯料流，基本上由具有4个或更多个碳原子的烃组成的馏分，水和任选的惰性 com 步骤a）的方法，任选地在反应器（A）的入口处全部或部分地回收乙烯，任选地在反应器（A）的入口处循环基本上由具有4个或更多个碳原子的烃组成的馏分。
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公开(公告)号：US20110124939A1
公开(公告)日：2011-05-26
申请号：US12864966
申请日：2009-02-05
IPC分类号： C07C1/24
CPC分类号： C07C1/24 , B01J29/40 , B01J2229/16 , B01J2229/36 , B01J2229/37 , B01J2229/42 , C07C2529/40 , Y02P20/52 , C07C11/04
摘要： The present invention relates to a process for the dehydration of at least an alcohol to make at least an olefin, comprising:introducing in a reactor a stream (A) comprising at least an alcohol, optionally water, optionally an inert component, contacting said stream with a catalyst in said reactor at conditions effective to dehydrate at least a portion of the alcohol to make an olefin, recovering from said reactor an olefin containing stream (B), Wherein the catalyst is: a crystalline silicate having a ratio Si/Al of at least about 100, or a dealuminated crystalline silicate, or a phosphorus modified zeolite, the WHSV of the alcohols is at least 2 h−1, the temperature ranges from 280° C. to 500° C. It relates also to the same process as above but wherein the catalyst is a phosphorus modified zeolite and at any WHSV.The partial pressure of the alcohol in the dehydration reactor advantageously ranges from 1.2 to 4 bars absolute (0.12 MPa to 0.4 MPa), the temperature of the dehydration reactor ranges advantageously from 300° C. to 400° C. and the alcohol is selected among ethanol, propanol, butanol and phenylethanol.
摘要翻译： 本发明涉及一种使至少一种醇脱水以制备至少一种烯烃的方法，其包括：在反应器中引入至少包含醇，任选的水，任选的惰性组分的物流（A） 在有效使至少一部分醇脱水以制备烯烃的条件下在所述反应器中的催化剂，从所述反应器回收含烯烃的料流（B），其中所述催化剂是：具有Si / Al比率的结晶硅酸盐 至少约100个，或脱铝的结晶硅酸盐或磷改性沸石，醇的WHSV为至少2h -1，温度范围为280℃至500℃。它还涉及相同的方法 如上所述，但是其中催化剂是磷改性沸石并且在任何WHSV。 脱水反应器中的醇的分压有利地为1.2至4巴绝对压力（0.12MPa至0.4MPa），脱水反应器的温度有利地为300℃至400℃，醇选自 乙醇，丙醇，丁醇和苯乙醇。
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公开(公告)号：US09056807B2
公开(公告)日：2015-06-16
申请号：US13813168
申请日：2011-07-08
CPC分类号： C07C1/24 , B01J29/40 , B01J2229/42 , C07C1/22 , C07C4/06 , C07C6/04 , C07C2529/40 , C08F10/02 , C10G3/42 , C10G3/44 , C10G3/49 , C10G2300/1014 , C10G2300/1022 , C10G2300/201 , C10G2300/4081 , C10G2400/20 , C10G2400/22 , C12P5/026 , C12P7/16 , Y02E50/10 , Y02P20/52 , Y02P30/20 , Y02P30/42 , C07C11/08 , C07C11/06
摘要： The present invention relates to a process for the conversion of an alcohol mixture (A) comprising about 20 w % to 100% isobutanol to make essentially propylene, comprising: a) introducing in a reactor (A) a stream comprising the mixture (A), optionally water, optionally an inert component, b) contacting said stream with a catalyst (A1) at a temperature above 450° C. in said reactor (A) at conditions effective to dehydrate at least a part of the isobutanol and other alcohols, if any, and make a cracking, c) recovering from said reactor (A) an effluent comprising: ethylene, propylene, water, optionally unconverted alcohols of the mixture (A), various hydrocarbons, and the optional inert component of step a), d) fractionating said effluent of step c) to produce at least an ethylene stream, a propylene stream, a fraction consisting essentially of hydrocarbons having 4 carbon atoms or more, water and the optional inert component of step a), optionally recycling ethylene in whole or in part at the inlet of the reactor (A), optionally recycling the fraction consisting essentially of hydrocarbons having 4 carbon atoms or more at the inlet of the reactor (A).
摘要翻译： 本发明涉及一种将包含约20％至100％异丁醇的醇混合物（A）转化成基本上丙烯的方法，其包括：a）在反应器（A）中引入包含混合物（A）的料流， 任选的水，任选的惰性组分，b）在有效使至少一部分异丁醇和其它醇脱水的条件下，使所述物流与催化剂（A1）在高于450℃的温度下在所述反应器（A）中接触， c）从所述反应器（A）回收包含乙烯，丙烯，水，任选未转化的混合物（A）的醇，各种烃和步骤a）的任选的惰性组分的流出物， d）将步骤c）的所述流出物分馏以产生至少一种乙烯流，丙烯流，基本上由具有4个碳原子或更多的烃组成的级分，水和步骤a）的任选的惰性组分，任选地将乙烯全部回收 或在par 在反应器（A）的入口处，任选地在反应器（A）的入口处循环基本上由具有4个或更多个碳原子的烃组成的馏分。
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