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1. 发明授权

US08558027B2 Production of mixtures of methylenedianiline and its higher homologues using calcined metal oxide-silica catalysts 有权
标题翻译：使用煅烧金属氧化物 - 二氧化硅催化剂生产亚甲基二苯胺及其高级同系物的混合物
公开(公告)号：US08558027B2
公开(公告)日：2013-10-15
申请号：US13058603
申请日：2009-08-14
申请人： Heiko Weiner , David C. Molzahn , Robert J. Gulotty, Jr.
发明人： Heiko Weiner , David C. Molzahn , Robert J. Gulotty, Jr.
IPC分类号： C07C211/00
CPC分类号： C07C209/78 , B01J21/12 , B01J35/002 , B01J37/0009 , B01J37/033 , B01J37/036 , B01J37/08 , C07C211/50
摘要： The present disclosure relates to compositions, systems, and methods of forming an amine (e.g., methylenedianiline (MDA)) using an acid catalyst including, for example, a metal oxide-silica catalyst calcined at temperature(s) of about ≧500° C. to form a solid acid silica-metal oxide catalyst. A metal oxide of a solid acid silica-metal oxide catalyst may comprise alumina. A process for making a solid acid silica-metal oxide catalyst may comprise calcining an amorphous alumina-silica material at temperature(s) of about ≧500° C. and/or under an anhydrous and/or inert atmosphere. A rearrangement reaction of the condensation product of aniline and formaldehyde in the presence of a solid acid silica-metal oxide catalyst may yield more MDA and/or more desirable isomer(s) of MDA than reactions performed with a corresponding catalyst calcined at temperature(s) of less than 500° C.
摘要翻译：本公开内容涉及使用酸催化剂形成胺（例如亚甲基二苯胺（MDA））的组合物，体系和方法，所述酸催化剂包括例如在大约> 500℃的温度下煅烧的金属氧化物 - 二氧化硅催化剂 C.形成固体酸二氧化硅 - 金属氧化物催化剂。固体二氧化硅 - 金属氧化物催化剂的金属氧化物可以包含氧化铝。制备固体酸性二氧化硅 - 金属氧化物催化剂的方法可以包括在约> = 500℃的温度和/或在无水和/或惰性气氛下煅烧无定形氧化铝 - 二氧化硅材料。在固体酸二氧化硅 - 金属氧化物催化剂存在下，苯胺和甲醛的缩合产物的重排反应可以产生更多的MDA和/或更理想的MDA异构体，而不是用相对应的在）小于500℃

2. 发明申请

US20110144368A1 PRODUCTION OF MIXTURES OF METHYLENEDIANILINE AND ITS HIGHER HOMOLOGUES USING CALCINED METAL OXIDE-SILICA CATALYSTS 有权
标题翻译：使用计算的金属氧化物二氧化硅催化剂生产甲基亚胺的混合物及其较高的HOMOLOG
公开(公告)号：US20110144368A1
公开(公告)日：2011-06-16
申请号：US13058603
申请日：2009-08-14
申请人： Heiko Weiner , David C. Molzahn , Robert J. Gulotty, JR.
发明人： Heiko Weiner , David C. Molzahn , Robert J. Gulotty, JR.
IPC分类号： C07C209/78 , C07F7/02
CPC分类号： C07C209/78 , B01J21/12 , B01J35/002 , B01J37/0009 , B01J37/033 , B01J37/036 , B01J37/08 , C07C211/50
摘要： The present disclosure relates to compositions, systems, and methods of forming an amine (e.g., methylenedianiline (MDA)) using an acid catalyst including, for example, a metal oxide-silica catalyst calcined at temperature(s) of about ≧500° C. to form a solid acid silica-metal oxide catalyst. A metal oxide of a solid acid silica-metal oxide catalyst may comprise alumina. A process for making a solid acid silica-metal oxide catalyst may comprise calcining an amorphous alumina-silica material at temperature(s) of about ≧500° C. and/or under an anhydrous and/or inert atmosphere. A rearrangement reaction of the condensation product of aniline and formaldehyde in the presence of a solid acid silica-metal oxide catalyst may yield more MDA and/or more desirable isomer(s) of MDA than reactions performed with a corresponding catalyst calcined at temperature(s) of less than 500° C.
摘要翻译：本公开涉及使用酸催化剂形成胺（例如亚甲基二苯胺（MDA））的组合物，体系和方法，所述酸催化剂包括例如在约500℃的温度下煅烧的金属氧化物 - 二氧化硅催化剂形成固体酸二氧化硅 - 金属氧化物催化剂。固体二氧化硅 - 金属氧化物催化剂的金属氧化物可以包含氧化铝。制备固体酸性二氧化硅 - 金属氧化物催化剂的方法可以包括在约≥500℃的温度和/或在无水和/或惰性气氛下煅烧无定形氧化铝 - 二氧化硅材料。在固体酸二氧化硅 - 金属氧化物催化剂存在下，苯胺和甲醛的缩合产物的重排反应可以产生更多的MDA和/或更理想的MDA异构体，而不是用相对应的在）小于500℃

3. 发明授权

US09035098B2 Process for the conversion of aliphatic cyclic amines to aliphatic diamines 有权
标题翻译：将脂族环胺转化为脂族二胺的方法
公开(公告)号：US09035098B2
公开(公告)日：2015-05-19
申请号：US13383525
申请日：2010-07-30
申请人： Shawn D. Feist , Daniel A. Hickman , Erich J. Molitor , David C. Molzahn , Stacie Santhany , Abraham D. Schuitman
发明人： Shawn D. Feist , Daniel A. Hickman , Erich J. Molitor , David C. Molzahn , Stacie Santhany , Abraham D. Schuitman
IPC分类号： C07C209/00 , C07C209/62 , C07C211/12 , C07C211/18
CPC分类号： C07C209/62 , C07C211/12 , C07C211/18 , C07C2601/14
摘要： A process for conversion of aliphatic bicyclic amines to aliphatic diamines including contacting one or more bicyclic amines selected from the group consisting of 3-azabicyclo[3.3.1]nonane and azabicyclo[3.3.1]non-2-ene with ammonia and hydrogen, and alcohols in the presence of heterogeneous metal based catalyst systems, a metal selected from the group consisting of Co, Ni, Ru, Fe, Cu, Re, Pd, and their oxides at a temperature from 140° C. to 200° C. and a pressure from 1540 to 1735 psig for at least one hour reactor systems; forming a product mixture comprising aliphatic diamine(s), bicyclic amine(s), ammonia, hydrogen, and alcohol(s); removing said product mixture from the reactor system; removing at least some of the ammonia, hydrogen, water, alcohols, bicyclic amines from said product mixture; thereby separating the aliphatic diamines from said product mixture.
摘要翻译：包括使一种或多种选自3-氮杂二环[3.3.1]壬烷和氮杂双环[3.3.1]壬-2-烯的二环胺与氨和氢接触，将脂族二环胺转化为脂族二胺的方法，和在非均相金属基催化剂体系存在下的醇，在140℃至200℃的温度下选自Co，Ni，Ru，Fe，Cu，Re，Pd及其氧化物的金属。并且对于至少1小时的反应器系统的压力为1540至1735psig; 形成包含脂族二胺，二环胺，氨，氢和醇的产物混合物; 从反应器系统中除去所述产物混合物; 从所述产物混合物中除去至少一些氨，氢，水，醇，二环胺; 从而从所述产物混合物中分离脂族二胺。

4. 发明授权

US06229045B1 Process for preparing carboxylic acids 失效
公开(公告)号：US06229045B1
公开(公告)日：2001-05-08
申请号：US09395506
申请日：1999-09-14
申请人： James W. Ringer , Dennis A. Hucul , David C. Molzahn
发明人： James W. Ringer , Dennis A. Hucul , David C. Molzahn
IPC分类号： C07C5100
CPC分类号： C07F9/3813 , C07C51/16 , C07C227/02 , C07C59/08 , C07C53/08 , C07C59/06 , C07C229/12 , C07C229/16 , C07C229/22
摘要： Aliphatic primary alcohols, including aliphatic primary alcohols possessing one or more oxygen, nitrogen and/or phosphorus heteroatoms that may be atoms substituting for carbon atoms in the alkyl group or component atoms of substituents on the alkyl group, were converted into salts of carboxylic acids by contacting an alkaline aqueous solution of the primary alcohol with a catalyst comprising cobalt, copper, and at least one of cerium, iron, zinc, and zirconium. Diethanolamine, for example, was converted to sodium iminodiacetate by treatment in an aqueous medium containing sodium hydroxide with a catalyst that was obtained by reducing a mixture of cobalt, copper, and zirconium oxides with hydrogen.

5. 发明授权

US5145987A Process for the preparation of cis-1,2-trans-4-cyclohexane tricarboxylic acid and esters 失效
标题翻译：顺式-1,2-反式-4-环己烷三羧酸和酯的制备方法
公开(公告)号：US5145987A
公开(公告)日：1992-09-08
申请号：US703981
申请日：1991-05-22
申请人： David C. Molzahn
发明人： David C. Molzahn
IPC分类号： C07C51/14 , C07C67/38
CPC分类号： C07C51/14 , C07C67/38
摘要： A process is disclosed for preparing cyclohexane tricarboxylic acids and esters thereof comprising contacting carbon monoxide, cis-1,2,3,6-tetrahydrophthalic acid anhydride and water or a lower alkanol at elevated pressure and temperature and in the presence of a palladium complex and an ether solvent wherein the selectivity to cis-1,2-trans-4-cyclohexane tricarboxylic acids and esters thereof is greater than that obtained in the absence of the ether solvent.
摘要翻译：公开了一种用于制备环己烷三羧酸及其酯的方法，其包括使一氧化碳，顺式-1,2,3,6-四氢邻苯二甲酸酐和水或低级链烷醇在升高的压力和温度下和在钯络合物和其中对顺式-1,2-反式-4-环己烷三羧酸及其酯的选择性大于在不存在醚溶剂时获得的选择性的醚溶剂。

6. 发明授权

US5118850A Catalytic reforming of alkyleneamines to linearly-extended polyalkylenepolyamines 失效
标题翻译：将亚烷基胺催化重整成线性延伸的聚亚烷基多胺
公开(公告)号：US5118850A
公开(公告)日：1992-06-02
申请号：US611244
申请日：1990-11-09
申请人： Robert G. Bowman , David C. Molzahn , George E. Hartwell
发明人： Robert G. Bowman , David C. Molzahn , George E. Hartwell
IPC分类号： C07C209/64
CPC分类号： C07C209/64
摘要： A process for reforming alkyleneamines to predominantly linearly-extended polyalkylenepolyamines comprising contacting an alkyleneamine or mixture thereof with a catalyst under conditions such that a mixture of polyalkylenepolyamines enriched in linearly-extended products is formed, said catalyst containing at least one compound selected from the group consisting of (a) Group VB metal oxides, (b) Group VB metal phosphates, (c) silicates of Groups IIA, IIIB, IVB, VB, and the lanthanide and actinide metals, and (d) tungsten oxdies, with the proviso that the silicates and tungsten oxides are essentially free of aluminum. For example, ethylenediamine is contacted with a catalyst of niobium phosphate or niobic acid under reaction conditions to yield predominantly non-cyclic polyethylenepolyamines.
摘要翻译：一种将亚烷基胺重整为线性延伸的聚亚烷基多胺的方法，包括在形成富含线性延伸产物的多亚烷基多胺的混合物的条件下使亚烷基胺或其混合物与催化剂接触，所述催化剂含有至少一种选自以下的化合物：（a）VB族金属氧化物，（b）VB族金属磷酸盐，（c）IIA，IIIB，IVB，VB族和镧系元素和锕系金属的硅酸盐，（d）钨氧化物，条件是硅酸盐和钨氧化物基本上不含铝。例如，乙二胺在反应条件下与磷酸铌或铌酸的催化剂接触，主要产生非环状聚亚乙基多胺。

7. 发明授权

US5030740A Process for preparing linearly-extended polyalkylenepolyamines 失效
标题翻译：制备线性延伸的聚亚烷基多胺的方法
公开(公告)号：US5030740A
公开(公告)日：1991-07-09
申请号：US257891
申请日：1988-10-14
申请人： Robert G. Bowman , David C. Molzahn , George E. Hartwell
发明人： Robert G. Bowman , David C. Molzahn , George E. Hartwell
IPC分类号： C07D295/08 , B01J23/30 , B01J27/24 , B01J31/02 , C07B61/00 , C07C209/16 , C07C211/14 , C07C213/02 , C07C215/14 , C07D295/023 , C07D295/12 , C08G73/02
CPC分类号： C07D295/023 , C07C209/16 , C08G73/0206 , C08G73/024 , C08G73/0273
摘要： A process for preparing linearly-extended polyalkylenepolyamines, such as linear and branched polyethylenepolyamines, comprising contacting a difunctional aliphatic alcohol, such as monoethanolamine, with a reactant amine, such as ethylenediamine, in the presence of a catalyst containing tungsten oxide essentially free of the metals of Groups VIII, IB, and IIB of the Periodic Table. Included among the linearly-extended polyalkylenepolyamines are alcohol-extended piperazines, such as N-(2-hydroxyethyl)-piperazine, and amine-extended piperazines, such as N-(2-aminoethyl)piperazine.
摘要翻译：制备线性延伸的聚亚烷基多胺如线性和支化聚亚乙基多胺的方法，包括使二官能脂肪醇如单乙醇胺与反应物胺如乙二胺在含有基本上不含金属的氧化钨的催化剂存在下接触的元素周期表VIII，IB和IIB族。在线性延伸的聚亚烷基多胺中包括醇延伸的哌嗪，例如N-（2-羟乙基） - 哌嗪和胺扩展的哌嗪，例如N-（2-氨基乙基）哌嗪。

8. 发明授权

US08242300B2 Process for selective, partial, substantially solvent-free, oxidation of methane to methanol and/or a methanol derivative with a heterogeneous catalyst and sulfur trioxide 有权
标题翻译：使用多相催化剂和三氧化硫将甲烷选择性，部分，基本上无溶剂氧化成甲醇和/或甲醇衍生物的方法
公开(公告)号：US08242300B2
公开(公告)日：2012-08-14
申请号：US12670431
申请日：2008-07-01
申请人： Michael A. Gonzalez , Daniel R. Henton , David C. Molzahn
发明人： Michael A. Gonzalez , Daniel R. Henton , David C. Molzahn
IPC分类号： C07C27/16 , C07C303/06 , B01J21/06 , B01J27/12 , B01J39/04
CPC分类号： C07C29/48 , Y02P20/52 , C07C31/04
摘要： The present invention relates to selective partial oxidation of methane in the absence of a solvent such as sulfuric acid or oleum.
摘要翻译：本发明涉及在不存在溶剂如硫酸或发烟硫酸的情况下甲烷的选择性部分氧化。

9. 发明申请

US20120116122A1 PROCESS FOR THE CONVERSION OF ALIPHATIC CYCLIC AMINES TO ALIPHATIC DIAMINES 有权
标题翻译：脂肪酸环糊精转化成脂肪酸的方法
公开(公告)号：US20120116122A1
公开(公告)日：2012-05-10
申请号：US13383525
申请日：2010-07-30
申请人： Shawn D. Feist , Daniel A. Hickman , Erich J. Molitor , David C. Molzahn , Stacie Santhany , Abraham D. Schuitman
发明人： Shawn D. Feist , Daniel A. Hickman , Erich J. Molitor , David C. Molzahn , Stacie Santhany , Abraham D. Schuitman
IPC分类号： C07C209/62 , C07C211/12 , C07C211/18
CPC分类号： C07C209/62 , C07C211/12 , C07C211/18 , C07C2601/14
摘要： The instant invention is a process for the conversion of aliphatic cyclic amines to aliphatic diamines. The process for conversion of aliphatic cyclic amines to aliphatic diamines comprises the steps of: (1) selecting one or more cyclic amines; (2) contacting said one or more cyclic amines with ammonia and hydrogen, optionally water, and optionally one or more solvents in the presence of one or more heterogeneous metal based catalyst systems at a temperature in the range of from 120° C. to about 250° C. and a pressure in the range of from 700 to 3500 psig for a period in the range of at least one hour or more in one or more reactor systems; (3) forming a product mixture comprising one or more aliphatic diamine, optionally a portion of said one or more cyclic amines, optionally a portion of said ammonia, optionally a portion of said hydrogen, optionally water, and optionally a portion of said one or more solvents; (4) removing said product mixture from the reactor system; (5) removing at least a portion of said portion of ammonia, said portion of hydrogen, or mixture thereof from said product mixture via distillation; (6) removing at least a portion of said portion of water via distillation; (7) removing at least a portion of said portion of one or more optional solvents via distillation; (8) removing at least a portion of said portion of one or more cyclic amines; (9) thereby separating said one or more aliphatic diamines from said product mixture; and (10) thereby converting said one or more cyclic amines to one or more aliphatic diamines.
摘要翻译：本发明是将脂族环胺转化为脂族二胺的方法。将脂族环胺转化为脂肪族二胺的方法包括以下步骤：（1）选择一种或多种环胺; （2）在一种或多种非均相金属基催化剂体系的存在下，在120℃至约20℃的温度下，使所述一种或多种环胺与氨和氢，任选的水，以及任选的一种或多种溶剂接触。 250℃，压力范围为700-300psig，在一个或多个反应器系统中至少1小时以上; （3）形成包含一种或多种脂族二胺，任选地一部分所述一种或多种环胺，任选地一部分所述氨，任选地一部分所述氢，任选的水，以及任选地一部分所述一种或多种更多溶剂; （4）从反应器系统中除去所述产物混合物; （5）通过蒸馏从所述产物混合物中除去所述部分氨，所述部分氢或其混合物的至少一部分; （6）通过蒸馏除去所述部分水的至少一部分; （7）通过蒸馏除去一种或多种任选溶剂的所述部分的至少一部分; （8）除去一种或多种环胺的所述部分的至少一部分; （9），从而将所述一种或多种脂族二胺与所述产物混合物分离; 和（10），从而将所述一种或多种环胺转化为一种或多种脂族二胺。

10. 发明授权

US5288909A Catalytic reforming of alkyleneamines 失效
标题翻译：亚烷基胺的催化重整
公开(公告)号：US5288909A
公开(公告)日：1994-02-22
申请号：US932410
申请日：1992-08-19
申请人： George E. Hartwell , Robert G. Bowman , David C. Molzahn
发明人： George E. Hartwell , Robert G. Bowman , David C. Molzahn
IPC分类号： C07C209/64 , C07C209/00 , C07D295/023 , C07D295/13
CPC分类号： C07C209/64
摘要： A process of reforming an alkyleneamine feedstock or a mixture of such feedstocks to an alkyleneamine or a mixture of alkyleneamines which is different from the feedstock or feedstock mixture. The process is catalyzed by one of the following: Group VB metal oxides, Group VB metal phosphates, Group IIA metal silicates, and tungsten oxides. For example, ethylenediamine is contacted with a catalyst of niobic acid or magnesium silicate to yield predominantly diethylenetriamine and non-cyclic triethylenetetramines; whereas high molecular weight polyethylenepolyamines are cracked by the same catalysts to mixtures of lower molecular weight linear and cyclic materials.
摘要翻译：将亚烷基胺原料或这些原料的混合物重整成不同于原料或原料混合物的亚烷基胺或亚烷基胺的混合物的方法。该方法由以下之一催化：VB族金属氧化物，VB族金属磷酸盐，IIA族金属硅酸盐和钨氧化物。例如，乙二胺与铌酸或硅酸镁的催化剂接触，主要产生二亚乙基三胺和非环状三亚乙基四胺; 而高分子量聚亚乙基多胺通过相同的催化剂裂解成低分子量线性和环状材料的混合物。

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