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11. 发明授权

US07115540B2 Synthesis of aliphatic 1,3-diols utilizing reduced ligand concentration and water extraction 失效
公开(公告)号：US07115540B2
公开(公告)日：2006-10-03
申请号：US10669485
申请日：2003-09-24
申请人： Joseph Broun Powell , Paul Richard Weider , John Frederick Knifton , Kevin Dale Allen , Lynn Henry Slaugh , Juan Pedro Arhancet
发明人： Joseph Broun Powell , Paul Richard Weider , John Frederick Knifton , Kevin Dale Allen , Lynn Henry Slaugh , Juan Pedro Arhancet
IPC分类号： B01J31/20 , B01J31/28 , B01J31/16
CPC分类号： B01J31/2471 , B01J31/1805 , B01J31/1815 , B01J31/183 , B01J31/20 , B01J31/24 , B01J31/28 , B01J2231/321 , B01J2531/025 , B01J2531/16 , B01J2531/80 , B01J2531/82 , B01J2531/821 , B01J2531/824 , B01J2531/828 , B01J2531/845 , C07C29/16 , Y02P20/584 , C07C31/205
摘要： This invention is a process for synthesizing aliphatic 1,3-diols in one step by hydroformylation and hydrogenation of oxirane, carbon monoxide, and hydrogen employing a catalyst comprising a cobalt carbonyl compound and a cocatalyst metal compound ligated with a ligand in a ligand to cocatalyst metal atom molar ratio in the range of 0.2:1.0 to 0.6:1.0, optionally in the presence of a promoter, where recovery of product is preferably accomplished via water extraction of a diol rich phase from the bulk reaction mixture. The process modifications can, particularly in combination, be beneficial with respect to product recovery, catalyst recycle, and overall economics of a one-step process for producing aliphatic 1,3-diols.

12. 发明授权

US06660892B2 Synthesis of aliphatic 1,3-diols utilizing reduced ligand concentration and water extraction 失效
标题翻译：利用配体浓度降低和水提取合成脂肪族1,3-二醇
公开(公告)号：US06660892B2
公开(公告)日：2003-12-09
申请号：US10360302
申请日：2003-02-07
申请人： Joseph Broun Powell , Paul Richard Weider , John Frederick Knifton , Kevin Dale Allen , Lynn Henry Slaugh , Juan Pedro Arhancet
发明人： Joseph Broun Powell , Paul Richard Weider , John Frederick Knifton , Kevin Dale Allen , Lynn Henry Slaugh , Juan Pedro Arhancet
IPC分类号： C07C2700
CPC分类号： B01J31/2471 , B01J31/1805 , B01J31/1815 , B01J31/183 , B01J31/20 , B01J31/24 , B01J31/28 , B01J2231/321 , B01J2531/025 , B01J2531/16 , B01J2531/80 , B01J2531/82 , B01J2531/821 , B01J2531/824 , B01J2531/828 , B01J2531/845 , C07C29/16 , Y02P20/584 , C07C31/205
摘要： This invention is a process for synthesizing aliphatic 1,3-diols in one step by hydroformylation and hydrogenation of oxirane, carbon monoxide, and hydrogen employing a catalyst comprising a cobalt carbonyl compound and a cocatalyst metal compound ligated with a ligand in a ligand to cocatalyst metal atom molar ratio in the range of 0.2:1.0 to 0.6:1.0, optionally in the presence of a promoter, where recovery of product is preferably accomplished via water extraction of a diol rich phase from the bulk reaction mixture. The process modifications can, particularly in combination, be beneficial with respect to product recovery, catalyst recycle, and overall economics of a one-step process for producing aliphatic 1,3-diols.
摘要翻译：本发明是通过使用包含羰基钴化合物的催化剂和与配位体中的配体连接的助催化剂金属化合物进行助催化剂的环氧乙烷，一氧化碳和氢气的加氢甲酰化和氢化来合成脂肪族1,3-二醇的方法金属原子摩尔比在0.2:1.0至0.6:1.0的范围内，任选地在助催化剂存在下，其中产物的回收优选通过从本体反应混合物中萃取富含二醇的相来完成。关于产物回收，催化剂再循环以及用于生产脂族1,3-二醇的一步法的总体经济性，方法修饰尤其可以组合地是有益的。

13. 发明授权

US07276634B2 Reduction of the viscosity of reactive heavy byproducts during the production of 1,3-propanediol 失效
标题翻译：在1,3-丙二醇生产过程中降低反应性重副产物的粘度
公开(公告)号：US07276634B2
公开(公告)日：2007-10-02
申请号：US10676682
申请日：2003-10-01
申请人： John Frederick Knifton , Talmadge Gail James , Paul Richard Weider , Joseph Broun Powell , Edward Lewis Nielsen , Glenn Charles Komplin
发明人： John Frederick Knifton , Talmadge Gail James , Paul Richard Weider , Joseph Broun Powell , Edward Lewis Nielsen , Glenn Charles Komplin
IPC分类号： C07C27/10
CPC分类号： C07C45/58 , C07C29/141 , C07C31/205
摘要： The present invention is an improvement upon the process for the production of 1,3-propanediol wherein an aqueous solution of 3-hydroxy propanal is formed, catalyst, if any, used in said formation is removed from the solution, sodium hydroxide is added to the solution to neutralize any acid therein such that the pH is at least about 5, the neutralized aqueous solution is subjected to hydrogenation to produce a crude 1,3-propanediol mixture which is distilled to produce 1,3-propanediol, water, and reactive heavy components. The improvement on this process comprises replacing the sodium hydroxide with a hydroxide selected from the group consisting of ammonium hydroxide, alkali metal hydroxides other than sodium hydroxide, and alkaline earth metal hydroxides to reduce the viscosity of the reactive heavy components.
摘要翻译：本发明是对生产1,3-丙二醇的方法的改进，其中形成3-羟基丙醛的水溶液，从该溶液中除去所述地层中使用的催化剂（如果有的话），将氢氧化钠加入中和其中的任何酸使其pH至少约为5的溶液，中和的水溶液进行氢化以产生粗制的1,3-丙二醇混合物，其被蒸馏以产生1,3-丙二醇，水和反应性重组件。该方法的改进包括用选自氢氧化铵，氢氧化钠以外的碱金属氢氧化物和碱土金属氢氧化物的氢氧化物代替氢氧化钠，以降低反应性重组分的粘度。

14. 发明授权

US06545190B2 One step process for preparing a 1,3-diol 失效
标题翻译：一步法制备1,3-二醇
公开(公告)号：US06545190B2
公开(公告)日：2003-04-08
申请号：US09963068
申请日：2001-09-25
申请人： Kevin Dale Allen , Joseph Broun Powell , Paul Richard Weider , John Frederick Knifton
发明人： Kevin Dale Allen , Joseph Broun Powell , Paul Richard Weider , John Frederick Knifton
IPC分类号： C07C2700
CPC分类号： C07C29/16 , Y02P20/582 , Y02P20/584 , C07C31/205
摘要： Disclosed is a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of a hydroformylation catalyst comprising a ruthenium (+1)-phosphine bidentate: cobalt (−1) complex, wherein the ligated metal is ruthenium, under conditions which preferably upon completion of the oxirane/syngas reaction cause a phase separation of the reaction mixture into a solvent phase which is rich in catalyst and a second phase which is rich in the 1,3-diol, recycling the phase rich in catalyst directly to the hydroformylation reaction for further reaction with previously unreacted starting materials, thus permitting valuable hydroformylation catalyst to be recycled without degradation or exposure to downstream processing and recovering the 1,3-diol from the second phase rich in 1,3-diol.
摘要翻译：公开了一种用于制备1,3-二醇的一步加氢甲酰化方法，其包括在加氢甲酰化条件下，在惰性溶剂中，在加氢甲酰化催化剂存在下，环氧乙烷与合成气的反应，所述加氢甲酰化催化剂包含钌（+1） - 膦二齿：钴（-1）络合物，其中连接的金属是钌，在优选在完成环氧乙烷/合成气反应的条件下，使反应混合物相分离成富含催化剂的溶剂相和富含该1,3-二醇将富含催化剂的相直接再循环到加氢甲酰化反应中以进一步与先前未反应的起始原料反应，从而允许有价值的加氢甲酰化催化剂再循环而不降解或暴露于下游加工并回收1,3-二醇从第二阶段富含1,3-二醇。

15. 发明授权

US5856588A Two-stage etherification of tertiary butyl alcohol using second stage zeolite catalysts for the intermediate preparation of isobutylene 失效
标题翻译：使用第二阶段沸石催化剂对二丁基二醇进行二阶段醚化，用于中间体制备异丁烯
公开(公告)号：US5856588A
公开(公告)日：1999-01-05
申请号：US774339
申请日：1996-12-30
申请人： Pei-Shing Eugene Dai , John Frederick Knifton
发明人： Pei-Shing Eugene Dai , John Frederick Knifton
IPC分类号： B01J29/00 , B01J29/08 , B01J29/85 , B01J37/26 , C07B61/00 , C07C41/09 , C07C43/04 , C07C41/00
CPC分类号： B01J29/005 , B01J29/084 , B01J29/85 , C07C41/09 , C07C41/42 , Y10S977/775 , Y10S977/896
摘要： Methyl tertiary butyl ether is prepared from tertiary butyl alcohol and methanol in a plural stage process by (a) reacting tertiary butyl alcohol with methanol in a primary MTBE reaction zone containing a cationic ion-exchange resin catalyst to form a primary reaction product, (b) fractionating the primary reaction product in a primary distillation zone to provide a first lighter, lower boiling distillation fraction comprising isobutylene, methanol and methyl tertiary butyl ether and a first heavier, higher boiling distillation fraction comprising methanol, tertiary butyl alcohol and water, c) contacting the first heavier distillation fraction in a second stage reactor containing a second stage acidic, fluoride-treated Y-zeolite having a silica:alumina ratio of 100:1 to 10:1 and a unit cell size of from 24.20 to 24.45 .ANG. or a fluoride-treated silicoaluminophosphate (SAPO) molecular sieve having a pore size of from 5 .ANG. to 8 .ANG., under conversion conditions including a temperature of from 20.degree. to 300.degree. C. and a pressure of from 0 to 1000 psig to form a second stage reaction product rich in isobutylene and also containing methyl tertiary butyl ether; and (d) converting the isobutylene to additional methyl tertiary butyl ether.
摘要翻译：（a）在含有阳离子离子交换树脂催化剂的初级MTBE反应区中使叔丁醇与甲醇反应形成初级反应产物（b），由叔丁醇和甲醇在多级方法中制备甲基叔丁基醚）在一级蒸馏区中分馏初级反应产物以提供包含异丁烯，甲醇和甲基叔丁基醚的第一种较轻的低沸点馏分和包含甲醇，叔丁醇和水的第一较重较高沸点馏分，c）在第二级反应器中接触第一较重蒸馏馏分，该第二级反应器含有二氧化硅：氧化铝比为100:1至10:1的第二阶段酸性，氟化物处理的Y-沸石，以及单位晶胞尺寸为24.20至24.45ng / 氟化物处理的硅铝磷酸盐（SAPO）分子筛，其孔径为5至8安培姆，转化条件包括温度为20-300℃，压力为0-1000psig，形成富含异丁烯并含甲基叔丁基醚的第二阶段反应产物; 和（d）将异丁烯转化成另外的甲基叔丁基醚。

16. 发明授权

US5811620A Use of reactive distillation in the dehydration of tertiary butyl alcohol 失效
标题翻译：在叔丁醇脱水中使用反应蒸馏
公开(公告)号：US5811620A
公开(公告)日：1998-09-22
申请号：US657118
申请日：1996-06-03
申请人： John Frederick Knifton , John Ronald Sanderson , Melvin Ernest Stockton
发明人： John Frederick Knifton , John Ronald Sanderson , Melvin Ernest Stockton
IPC分类号： B01D3/32 , C07C1/24 , C07C1/00 , C07C4/02
CPC分类号： B01D3/322 , C07C1/24 , C07C2521/16 , C07C2529/70 , Y02P20/127
摘要： A tertiary butyl alcohol feedstock is dehydrated to form isobutylene and water in a reactive distillation column having a reactive distillation section in the middle portion thereof containing a bed of a TBA dehydration catalyst and a substantially anhydrous lower boiling isobutylene fraction is recovered adjacent the top of the reactive distillation column and a higher boiling aqueous fraction is recovered adjacent the bottom of the reactive distillation column.
摘要翻译：将叔丁醇原料脱水以在反应性蒸馏塔中反应蒸馏塔中形成异丁烯和水，反应蒸馏塔在其中间部分含有TBA脱水催化剂床，基本上无水的低沸点异丁烯馏分在邻近顶部在反应蒸馏塔的底部附近回收反应蒸馏塔和较高沸点的含水馏分。

17. 发明授权

US5741952A Catalytic decomposition of peroxides to purify a methyl tertiary butyl ether recycle stream 失效
标题翻译：催化分解过氧化物，净化甲基叔丁基醚再循环流
公开(公告)号：US5741952A
公开(公告)日：1998-04-21
申请号：US2563
申请日：1993-01-11
申请人： John Ronald Sanderson , John Frederick Knifton
发明人： John Ronald Sanderson , John Frederick Knifton
IPC分类号： C07C29/88 , C07C41/09 , C07C41/44
CPC分类号： C07C41/44 , C07C29/88 , C07C41/09
摘要： An MTBE recycle stream (which consists mainly of TBA and methanol) contaminated with residual amounts of tertiary butyl hydroperoxide, ditertiary butyl peroxide and allyl tertiary butyl peroxide can be effectively catalytically treated under mild conversion conditions with a silica-supported nickel, copper, chromium, iron catalyst in order to substantially completely decompose the peroxide contaminants and to thereby provide a treated MTBE recycle stream which is not only substantially free from contaminating quantities of such peroxides, but which also contains an enhanced amount of methyl tertiary butyl ether.
摘要翻译：在剩余量的叔丁基过氧化氢，二叔丁基过氧化物和烯丙基叔丁基过氧化物污染的MTBE再循环流（其主要由TBA和甲醇组成）可以在温和转化条件下用二氧化硅负载的镍，铜，铬，铁催化剂，以便基本上完全分解过氧化物污染物，从而提供经处理的MTBE再循环流，其不仅基本上不含有污染量的这种过氧化物，而且还含有增加量的甲基叔丁基醚。

18. 发明授权

US6133484A Methods for decomposing esters and purifying alcohols 有权
标题翻译：分解酯和纯化醇的方法
公开(公告)号：US6133484A
公开(公告)日：2000-10-17
申请号：US253687
申请日：1999-02-18
申请人： John Frederick Knifton , John Ronald Sanderson , William Alan Smith , James Douglas Goshinska , Mark Allen Mueller
发明人： John Frederick Knifton , John Ronald Sanderson , William Alan Smith , James Douglas Goshinska , Mark Allen Mueller
IPC分类号： C07C27/02 , C07C29/09 , C07C29/88 , C07C41/06 , C07C41/09 , B01J23/40
CPC分类号： C07C41/06 , C07C29/095 , C07C29/88 , C07C41/09 , C07C41/42
摘要： A tertiary butyl alcohol charge stock typically contaminated with from about 0.5 to about 2 wt. % of formates and peroxides, is passed through an oxygenates decomposition reactor containing a bed of a decomposition catalyst comprising rhodium, platinum, palladium or mixture thereof at a temperature of from about 100 to about 280C to decompose the peroxides and formates, and to dehydrate a portion of the tertiary butyl alcohol to form isobutylene and water to thereby form a non-corrosive tertiary butyl alcohol feedstock that is substantially free from formates that is suitable for reaction with methanol in a methyl tertiary butyl ether etherification reactor to form a non-corrosive methyl tertiary butyl ether etherification reaction product from which methyl tertiary butyl ether can be recovered.
摘要翻译：叔丁醇的叔丁醇电荷原料通常被约0.5至约2wt。％的甲酸盐和过氧化物，在约100至约280℃的温度下通过包含铑，铂，钯或其混合物的分解催化剂床的含氧物分解反应器以分解过氧化物和甲酸盐，并使部分叔丁醇形成异丁烯和水，从而形成基本上不含甲酸叔丁醚醚化反应器中与甲醇反应的甲酸盐的无腐蚀性叔丁醇原料，形成非腐蚀性甲基可以回收甲基叔丁基醚的叔丁基醚醚化反应产物。

19. 发明授权

US5811597A Method for the manufacture of methyl tertiary butyl ether from tertiary butyl alcohol and methanol 失效
标题翻译：从叔丁醇和甲醇制备甲基叔丁基醚的方法
公开(公告)号：US5811597A
公开(公告)日：1998-09-22
申请号：US703269
申请日：1996-08-26
申请人： Rei-Yu Judy Hwan , Mark Elliott Taylor , John Frederick Knifton , Melvin Ernest Stockton , John Ronald Sanderson
发明人： Rei-Yu Judy Hwan , Mark Elliott Taylor , John Frederick Knifton , Melvin Ernest Stockton , John Ronald Sanderson
IPC分类号： B01D3/00 , B01D3/14 , C07C41/06 , C07C41/09 , C07C41/34
CPC分类号： B01D3/146 , B01D3/009 , C07C41/06 , C07C41/09 , C07C41/42 , Y02P20/127
摘要： Methyl tertiary butyl ether is prepared from contaminated TBA by reactively distilling the contaminated TBA in a reactive distillation column to provide a lower boiling isobutylene fraction and a higher boiling aqueous TBA fraction, by distilling the higher boiling aqueous TBA fraction to provide a lower boiling TBA fraction, by charging the lower boiling isobutylene fraction, the lower boiling tertiary butyl alcohol fraction and methanol to an etherification reactor to form an etherification reaction product, by distilling the etherification reaction product to provide a lower boiling fraction containing isobutylene, methanol and methyl tertiary butyl ether by charging the lower boiling fraction to a finishing reactor to react the isobutylene and methanol contained therein to from additional MTBE and by recovering MTBE from the etherification reaction product and the isobutylene conversion product.
摘要翻译：通过在反应性蒸馏塔中反应性蒸馏被污染的TBA以提供较低沸点的异丁烯级分和较高沸点的TBA级分，通过蒸馏高沸点TBA级分来提供较低沸点的TBA级分，由受污染的TBA制备甲基叔丁基醚通过将低沸点异丁烯级分，低沸点叔丁醇级分和甲醇加入到醚化反应器中以形成醚化反应产物，通过蒸馏醚化反应产物以提供含有异丁烯，甲醇和甲基叔丁基醚的低沸点馏分通过将较低沸点馏分装入精整反应器以使其中所含的异丁烯和甲醇与另外的MTBE反应，并从醚化反应产物和异丁烯转化产物中回收MTBE。

20. 发明授权

US5939592A Methods for decomposing esters and purifying alcohols 失效
标题翻译：分解酯和纯化醇的方法
公开(公告)号：US5939592A
公开(公告)日：1999-08-17
申请号：US966879
申请日：1997-11-10
申请人： John Frederick Knifton , John Ronald Sanderson , William Alan Smith
发明人： John Frederick Knifton , John Ronald Sanderson , William Alan Smith
IPC分类号： C07C27/02 , C07C29/88 , C07C41/09 , B01J23/40
CPC分类号： C07C29/88 , C07C41/09
摘要： A tertiary butyl alcohol charge stock typically contaminated with from about 0.5 to about 2 wt. % of formates and peroxides, is passed through an oxygenates decomposition reactor containing a bed of a decomposition catalyst comprising rhodium, platinum, palladium or mixture thereof at a temperature of from about 100 to about 280.degree. C. to decompose the peroxides and formates, and to dehydrate a portion of the tertiary butyl alcohol to form isobutylene and water to thereby form a non-corrosive tertiary butyl alcohol feedstock that is substantially free from formates that is suitable for reaction with methanol in a methyl tertiary butyl ether etherification reactor to form a non-corrosive methyl tertiary butyl ether etherification reaction product from which methyl tertiary butyl ether can be recovered.
摘要翻译：叔丁醇的叔丁醇电荷原料通常被约0.5至约2wt。％的甲酸盐和过氧化物通过包含铑，铂，钯或其混合物的分解催化剂床的含氧物分解反应器在约100至约280℃的温度下分解，以分解过氧化物和甲酸盐，以及使一部分叔丁醇脱水以形成异丁烯和水，从而形成基本上不含甲酸叔丁醚醚化反应器中适用于与甲醇反应的甲酸盐的非腐蚀性叔丁醇原料，以形成非 - 可以回收甲基叔丁基醚的腐蚀性甲基叔丁基醚醚化反应产物。

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