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1. 发明授权

US06303827B1 Process for making aromatic aldehydes 失效
标题翻译：制备芳香族醛的方法
公开(公告)号：US06303827B1
公开(公告)日：2001-10-16
申请号：US09393664
申请日：1999-09-10
申请人： Ramzi Yanni Saleh , Christopher L. Becker , Robert C. Michaelson , Richard H. Schlosberg
发明人： Ramzi Yanni Saleh , Christopher L. Becker , Robert C. Michaelson , Richard H. Schlosberg
IPC分类号： C07C4500
CPC分类号： C07C47/542 , C07C7/14858 , C07C45/49 , C07C45/82 , C07C51/235 , C07C51/265 , C07C63/16 , C07C63/26 , C07C63/307 , C07C15/08
摘要： Alkyl aromatic compounds are converted to alkyl aromatic aldehydes by a carbonylation reaction. The carbonylation catalyst can be a high boiling point carbonylation catalyst which allows for the separation of the aldehyde product by selective volatilization. Alternatively, the carbonylation catalyst can be selected from perfluoroalkyl sulfonic acids having 2 to 18 carbon atoms, perfluoroether sulfonic acids having 2 to 18 carbon atoms, BF3(ROH)x wherein R represents CH3 or H and X is a number within the range of from 0.2 to 2, GaBr3, GaCl3, TaF5, NbF5, and NbBr5, with the proviso that when the catalyst is TaF5, NbF5, or NbBr5, then the reaction takes place in the absence of added HF. Preferably, all of the carbonylation reactions take place in the absence of added HF. The alkyl aromatic aldehydes can be oxidized to form an aromatic acid. A mixed xylene feed stock can be converted to a mixture of dimethylbenzaldehydes and then oxidized to form trimellitic acid without the need to separate the xylene or dimethylbenzaldehyde isomers.
摘要翻译：烷基芳族化合物通过羰基化反应转化成烷基芳族醛。羰基化催化剂可以是高沸点羰基化催化剂，其允许通过选择性挥发来分离醛产物。或者，羰基化催化剂可以选自具有2至18个碳原子的全氟烷基磺酸，具有2至18个碳原子的全氟醚磺酸，BF 3（ROH）x其中R表示CH 3或H，X是在 0.2至2，GaBr 3，GaCl 3，TaF 5，NbF 5和NbBr 5，条件是当催化剂为TaF 5，NbF 5或NbBr 5时，则在不加入HF的情况下进行反应。优选地，所有的羰基化反应都在不加入HF的情况下进行。烷基芳族醛可被氧化形成芳族酸。混合二甲苯原料可以转化成二甲基苯甲醛的混合物，然后氧化形成偏苯三酸，而不需要分离二甲苯或二甲基苯甲醛异构体。

2. 发明授权

US5118871A Minimizing deactivation of ether synthesis catalyst 失效
标题翻译：最小化醚合成催化剂的失活
公开(公告)号：US5118871A
公开(公告)日：1992-06-02
申请号：US645352
申请日：1991-01-24
申请人： John J. Cikut , Robert C. Michaelson , Dan E. Hendriksen , Terry A. Fons , Di-Yi Ou , Daniel D. Rosenfeld
发明人： John J. Cikut , Robert C. Michaelson , Dan E. Hendriksen , Terry A. Fons , Di-Yi Ou , Daniel D. Rosenfeld
IPC分类号： C07C41/06 , C07C41/42
CPC分类号： C07C41/42 , C07C41/06
摘要： A method for producing alkyl tertiary alkyl ether involves supplying a feed including isoolefins, alcohols, and dialkyl sulfides into a feed zone of a reactor; contacting the feed with a catalyst material in the reaction zone; and catalytically reacting the isooolefins and alcohols under conditions which favor forming resultant ether and inhibiting reaction of dialkyl sulfides with the catalyst material.
摘要翻译：制备烷基叔烷基醚的方法包括将包括异烯烃，醇和二烷基硫化物的进料供应到反应器的进料区; 使进料与反应区中的催化剂材料接触; 并在有利于形成所得乙醚并抑制二烷基硫化物与催化剂材料的反应的条件下使异戊烯和醇催化反应。

3. 发明授权

US4496778A Process for the hydroxylation of olefins using molecular oxygen, an osmium containing catalyst, a copper Co-catalyst, and an aromatic amine based promoter 失效
标题翻译：使用分子氧进行烯烃羟基化的方法，含锇催化剂，铜助催化剂和芳族胺类助催化剂
公开(公告)号：US4496778A
公开(公告)日：1985-01-29
申请号：US538190
申请日：1983-10-03
申请人： Richard S. Myers , Robert C. Michaelson , Richard G. Austin
发明人： Richard S. Myers , Robert C. Michaelson , Richard G. Austin
IPC分类号： B01J31/22 , B01J31/28 , C07C29/04 , C07C29/50 , C07C31/20 , C07C45/35 , C07C31/18 , C07C31/22 , C07C31/42
CPC分类号： B01J31/04 , B01J31/0231 , B01J31/0244 , B01J31/20 , B01J31/26 , B01J31/28 , B01J31/30 , C07C29/04 , C07C45/35 , B01J2231/32 , B01J23/466 , B01J2531/0222 , B01J2531/825
摘要： A process directed to the hydroxylation of olefins by reacting said olefins in the presence of oxygen, water, and a catalyst composition comprising (i) a catalytically active osmium containing compound, (ii) a Co-catalyst I comprising a copper containing compound such as CuBr.sub.2, and (iii) a Co-catalyst II capable of increasing the rate and/or selectivity of the hydroxylation reaction, such as pyridine is disclosed.
摘要翻译：一种通过使所述烯烃在氧气，水和催化剂组合物的存在下使所述烯烃反应的方法，该方法包括（i）含催化活性锇的化合物，（ii）包含含铜化合物的助催化剂I，例如 CuBr 2和（iii）能够提高羟基化反应的速率和/或选择性的助催化剂II，例如吡啶。

4. 发明授权

US4314088A Hydroxylation of olefins 失效
标题翻译：烯烃的羟基化
公开(公告)号：US4314088A
公开(公告)日：1982-02-02
申请号：US209789
申请日：1980-11-24
申请人： Richard G. Austin , Robert C. Michaelson
发明人： Richard G. Austin , Robert C. Michaelson
IPC分类号： B01J23/00 , B01J27/00 , B01J31/00 , C07B61/00 , C07C27/00 , C07C29/03 , C07C29/132 , C07C29/48 , C07C31/20 , C07C67/00
CPC分类号： C07C29/132 , C07C29/03 , C07C29/48 , Y02P20/52
摘要： Method for preparing polyols such as diols and triols by the homogeneous catalytic hydroxylation of an olefinic compound by contacting the olefinic compound with an organic hydroperoxide in an inert polar solvent containing catalytic amounts of an osmium compound and a halide and at least a stoichiometric amount of water based on the amount of said olefinic compound.
摘要翻译：通过烯烃化合物的均相催化羟基化制备多元醇如二醇和三醇的方法，该方法是通过使烯烃化合物与有机氢过氧化物在含有催化量的锇化合物和卤化物和至少化学计量的水的惰性极性溶剂中接触基于所述烯烃化合物的量。

5. 发明授权

US5545600A Process for the preparation of dialkyltin dialkoxide 失效
标题翻译：制备二烷基锡二醇盐的方法
公开(公告)号：US5545600A
公开(公告)日：1996-08-13
申请号：US361269
申请日：1994-12-21
申请人： George A. Knudsen , Elena N. Suciu , Robert C. Michaelson
发明人： George A. Knudsen , Elena N. Suciu , Robert C. Michaelson
IPC分类号： B01J31/12 , B01J31/40 , B01J31/22
CPC分类号： B01J31/4015 , B01J31/0212 , B01J31/122 , B01J2231/40
摘要： A process for making a catalyst product which comprises reacting dialkyltin oxide with an alcohol and the corresponding dialkyl carbonate at a temperature in the range between about 50.degree. to 200.degree. C. and at a pressure in the range between about 75 to 600 psi (0.52 to 4.14 MPa), wherein the catalyst product comprises dialkyltin dialkoxide in the range between about 90 to 100 mole % based on the tin species of the catalyst product. This process also forms effective catalyst product when the methanol is replaced with either a primary or secondary alcohol.
摘要翻译：一种制备催化剂产物的方法，其包括使二氧化锡氧化物与醇和相应的碳酸二烷基酯在约50至200℃的温度和约75至600psi（0.52）之间的压力下反应至4.14MPa），其中催化剂产物包含基于催化剂产物的锡种类的约90至100摩尔％的二烷基锡二烷氧基化物。当用伯醇或仲醇代替甲醇时，该方法也形成有效的催化剂产物。

6. 发明授权

US5223464A Process for regenerating a catalyst used in production of olefins by catalytic ether decomposition 失效
标题翻译：通过催化乙醚分解再生生产烯烃催化剂的方法
公开(公告)号：US5223464A
公开(公告)日：1993-06-29
申请号：US683769
申请日：1991-04-10
申请人： Robert C. Michaelson , Gustavo Cerri
发明人： Robert C. Michaelson , Gustavo Cerri
IPC分类号： B01J21/20 , B01J38/48 , B01J38/52 , C07C1/20
CPC分类号： B01J38/52 , B01J21/20 , B01J38/48 , C07C1/20 , C07C2521/16 , C07C2527/11 , C07C2527/1206 , Y02P20/584
摘要： A process for regenerating a catalyst which involves washing a catalyst with a liquid at a temperature within the range of about 50.degree. C. to about 70.degree. C. for a time sufficient to remove foulants thereby recovering catalyst activity. The wash liquid is preferably a member selected from the group consisting of ethers, alcohols and mixtures of ethers and alcohols wherein the ether is a tertiary alkyl ether, preferably selected from the group consisting of tertiary amyl methyl ether and methyl tertiary butyl ether, and wherein the alcohol is preferably selected from the group consisting of tertiary butyl alcohol and methanol. The catalyst is preferably a clay treated with an acid selected from the group consisting of hydrofluoric acid, hydrochloric acid and mixtures of hydrofluoric and hydrochloric acid, wherein the clay is preferably selected from the group consisting of montmorillonite, kaolinite, attapulgite, bentoninte and natural clay.
摘要翻译：一种用于再生催化剂的方法，其包括在约50℃至约70℃的温度范围内用液体洗涤催化剂足够的时间以除去污垢，从而回收催化剂活性。洗涤液优选为选自醚，醇和醚和醇的混合物的成员，其中醚是叔烷基醚，优选选自叔戊基甲基醚和甲基叔丁基醚，其中醇优选选自叔丁醇和甲醇。催化剂优选是用选自氢氟酸，盐酸和氢氟酸和盐酸的混合物的酸处理的粘土，其中粘土优选选自蒙脱石，高岭石，绿坡缕石，底香皂素和天然粘土。

7. 发明授权

US5043518A Process for regenerating a catalyst and resultant regenerated catalyst and production of olefins by catalytic ether decomposition using regenerated catalyst 失效
标题翻译：用于再生催化剂和所得再生催化剂的方法以及通过使用再生催化剂的催化醚分解生产烯烃的方法
公开(公告)号：US5043518A
公开(公告)日：1991-08-27
申请号：US387162
申请日：1989-07-31
申请人： Robert C. Michaelson , Gustavo Cerri
发明人： Robert C. Michaelson , Gustavo Cerri
IPC分类号： B01J21/16 , B01J21/20 , B01J38/48 , B01J38/50 , B01J38/52 , C07C1/20 , C07C11/09 , C07C11/10 , C10G3/00
CPC分类号： B01J38/52 , B01J21/20 , B01J38/48 , C07C1/20 , C07C2521/16 , C07C2527/11 , C07C2527/1206 , Y02P20/584 , Y02P30/20
摘要： A process for regenerating a catalyst which involves washing a catalyst with a liquid at a temperature within the range of about 50.degree. C. to about 70.degree. C. for a time sufficient to remove foulants thereby recovering catalyst activity. The wash liquid is preferably a member selected from the group consisting of ethers, alcohols and mixtures of ethers and alcohols wherein the ether is a tertiary alkyl ether, preferably selected from the group consisting of tertiary amyl methyl ether and methyl tertiary butyl ether, and wherein the alcohol is preferably selected from the group consisting of tertiary butyl alcohol and methanol. The catalyst is preferably a clay treated with an acid selected from the group consisting of hydrofluoric acid, hydrochloric acid and mixtures of hydrofluoric and hydrochlorica acid, wherein the clay is preferably selected from the group consisting of montmorillonite, kaolinite, attapulgite, bentonite and natural clay.
摘要翻译：一种用于再生催化剂的方法，其包括在约50℃至约70℃的温度范围内用液体洗涤催化剂足够的时间以除去污垢，从而回收催化剂活性。洗涤液优选为选自醚，醇和醚和醇的混合物的成员，其中醚是叔烷基醚，优选选自叔戊基甲基醚和甲基叔丁基醚，其中醇优选选自叔丁醇和甲醇。催化剂优选是用选自氢氟酸，盐酸和氢氟酸和氢氯酸的混合物的酸处理的粘土，其中粘土优选选自蒙脱石，高岭石，绿坡缕石，膨润土和天然粘土。

8. 发明授权

US4393253A Hydroxylation of olefins 失效
标题翻译：烯烃的羟基化
公开(公告)号：US4393253A
公开(公告)日：1983-07-12
申请号：US310099
申请日：1981-10-09
申请人： Robert C. Michaelson , Richard G. Austin
发明人： Robert C. Michaelson , Richard G. Austin
IPC分类号： C07C29/03 , C07C29/132 , C07C29/48 , C07C33/20 , C07C59/105 , C07D307/77
CPC分类号： C07C29/03 , C07C29/132 , C07C29/48 , Y02P20/52
摘要： A method for preparing polyols such as diols by catalytic hydroxylation of an olefinic compound by reacting the olefinic compound with an organic hydroperoxide and water in the presence of a catalyst comprising osmium compound and a specific halide co-catalyst is disclosed.
摘要翻译：公开了一种通过在包含锇化合物和特定的卤化物助催化剂的催化剂存在下使烯烃化合物与有机氢过氧化物和水反应来催化羟基化烯烃化合物来制备多元醇的方法。

9. 发明授权

US5177290A Isoprene process 失效
标题翻译： ISOPRENE过程
公开(公告)号：US5177290A
公开(公告)日：1993-01-05
申请号：US639621
申请日：1991-01-10
申请人： Ji-Yong Ryu , Robert C. Michaelson
发明人： Ji-Yong Ryu , Robert C. Michaelson
IPC分类号： C07C1/20 , C07C2/86
CPC分类号： C07C2/864 , C07C1/20 , C07C2/867 , C07C2521/16 , C07C2527/18
摘要： The present invention is directed to a process for producing dienes which involves reacting a reaction mixture of tertiary alkyl ether and a source of oxygen over two functionally distinct catalysts under reaction conditions sufficient to produce high yields of the dienes with minimal recycle of the ether. The two functionally different catalysts are selected from a group of bifunctional catalysts having both oxidation sites and acidic sites and monofunctional acidic catalysts, such as bifunctional catalysts containing components selected from a group of oxides of vanadium, tungsten, molybdenum, copper, iron, chromium, and uranium and mixtures thereof; and monofuctional acid catalysts such as acid treated montmorillonite clays, and acid catalysts comprising an inorganic amorphous or substantially amorphous oxide material comprising the following components reacted therein:M.sup.1 /M.sup.2 /P/Owherein M.sup.1 is at least one Group IIIB element selected from the group consisting of Al, Ga, In and Tl; M.sup.2 is at least one Group IVb element selected from the group of Si, Sn and Ge. The bifunctional catalysts are used in a first stage reaction, and the monofunctional acidic catalysts are used in a second stage reaction.
摘要翻译：本发明涉及一种制备二烯的方法，其包括在足以产生高产率的二烯并以最少量的乙醚循环的条件下，在两个功能上不同的催化剂上使叔烷基醚和氧源的反应混合物反应。两种功能上不同的催化剂选自具有氧化位点和酸性位点的双官能催化剂和单官能酸性催化剂，例如含有选自钒，钨，钼，铜，铁，铬，和铀及其混合物; 和酸性催化剂，例如酸处理的蒙脱石粘土，以及包含无机非晶或基本无定形氧化物材料的酸催化剂，其包含在其中反应的以下组分：M1 / M2 / P / O，其中M1是选自组中的至少一种IIIB族元素由Al，Ga，In和Tl组成; M2是选自Si，Sn和Ge中的至少一种IVb族元素。双功能催化剂用于第一阶段反应，单官能酸性催化剂用于第二阶段反应。

10. 发明授权

US5073663A Increasing the level of 2-methyl-2-butene in isoamylene 失效
标题翻译：提高了亚甲基2-甲基-2-丁烯的含量
公开(公告)号：US5073663A
公开(公告)日：1991-12-17
申请号：US472844
申请日：1990-01-31
申请人： Gustavo Cerri , Robert C. Michaelson
发明人： Gustavo Cerri , Robert C. Michaelson
IPC分类号： B01J31/08 , B01J21/16 , C07B61/00 , C07C5/25 , C07C7/04 , C07C7/148 , C07C11/10
CPC分类号： C07C7/14875 , Y10S203/20
摘要： A method for increasing the ratio of 2-methyl-2-butene (2MB2) to 2-methyl-1-butene (2MB1) in isoamylenes involves fractionating a feedstream containing tertiary amyl methyl ether (TAME) and isoamylenes including 2MB2 and 2MB1 in a ratio of about 2:1 to effect a separation between an overhead hydrocarbon fraction of isoamylenes including 2MB2 and 2MB1 in a ratio of about 1:1, a bottoms fraction including TAME, and a sidestream hydrocarbon fraction consisting essentially of isoamylenes including 2MB2 and 2MB1 in a ratio of about 6 to 12:1, recovering the sidestream hydrocarbon fraction, and recycling the overhead hydrocarbon fraction of isoamylenes to form a mixture which is subsequently reacted to form the feedstream. Prior to fractionation, the feedstream is formed by passing isoamylene, and optionally TAME, in a vapor phase over an ether cracking catalyst which isomerizes isoamylene and converts 2MB1 to 2MB2, i.e., the feedstream for fractionating, which contains 2MB2 and 2MB1 in a ratio of 2 to 5:1. A method for converting 2-methyl-1-butene to 2-methyl-2-butene which may be used to form the feedstream for fractionating involves providing a hydrocarbon stream comprising isoamylenes including 2MB1 and 2MB2 in a ratio of within the range of 1:1 to 5, adding about TAME to the isoamylenes to form a mixture which is passed in the liquid phase at a temperature and a LHSV which favors isomerization over an acidic ion exchange resin catalyst to produce a reaction product including 2MB1, 2MB2 in a ratio of 1:6 to 12, and TAME.
摘要翻译：在异戊烯中增加2-甲基-2-丁烯（2MB2）与2-甲基-1-丁烯（2MB1）的比例的方法包括在含有叔戊基甲基醚（TAME）和包含2MB2和2MB1的异戊烯的进料流中比例为约2:1，以使比例约为1:1的异戊二烯的塔顶烃馏分与包含TAME的底部馏分和基本上由2MB2和2MB1组成的异戊烯组成的侧流烃馏分约6至12：1的比例，回收侧流烃馏分，以及再循环异戊烯的塔顶烃馏分以形成随后反应形成进料流的混合物。在分馏之前，通过使异戊烯和任选的TAME通过使异戊烯异构化的醚裂化催化剂将异戊烯和任选的TAME通过异丙烯和任选的TAME形成，并将2MB1转化为2MB2，即用于分馏的原料流，其含有2MB2和2MB1， 2到5：1。可用于形成用于分馏的原料流的2-甲基-1-丁烯至2-甲基-2-丁烯的方法包括提供包含2MB1和2MB2的异戊烯的烃流，其比例范围为1： 1至5，向异戊烯加入约TAME以形成在温度下通过液相的混合物，并且在酸性离子交换树脂催化剂上有利于异构化的LHSV以产生包含2MB1,2MB2的反应产物，其比例为 1：6到12，和TAME。

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