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1. 发明授权

US08119846B2 Separation and/or recovery of propyl bromide 失效
标题翻译：分离和/或回收丙基溴
公开(公告)号：US08119846B2
公开(公告)日：2012-02-21
申请号：US12299887
申请日：2007-06-01
申请人： Alvin E. Harkins, Jr. , James E. Torres , Keith G. Anderson
发明人： Alvin E. Harkins, Jr. , James E. Torres , Keith G. Anderson
IPC分类号： C07C17/38
CPC分类号： C07C17/38 , C07C17/08 , C07C17/383 , C07C19/075
摘要： Described is a process for separating an organic phase comprising mainly propyl bromide from a crude reaction mixture formed by free-radical catalyzed hydrobromination of propylene with hydrogen bromide. The process comprises (A) feeding cold water into an upper or mid-portion of a packed column; (B) concurrently feeding the crude reaction mixture into an upper portion and/or mid-portion of the column so that the water contacts the crude reaction mixture; to form a mixture of (i) an acidic aqueous phase comprising aqueous hydrogen bromide and (ii) an organic phase comprising propyl bromide; (C) withdrawing the resultant phases from said column, at a rate comparable to the feeds being made into the column; and (D) separating the phases to form an upper acidic aqueous phase comprising aqueous hydrogen bromide superposed on a lower liquid organic phase comprising propyl bromide, and separating these upper and lower phases from each other.
摘要翻译：描述了从由丙烯与溴化氢的自由基催化氢溴酸形成的粗反应混合物中分离主要包含丙基溴的有机相的方法。该方法包括（A）将冷水送入填充塔的上部或中部; （B）同时将粗反应混合物进料到塔的上部和/或中间部分，使得水接触粗反应混合物; 以形成（i）包含溴化氢水溶液的酸性水相和（ii）包含丙基溴的有机相的混合物; （C）以与进料塔进料相当的速率从所述塔中取出所得相; 和（D）分离相以形成上层酸性水相，其包含叠加在包含丙基溴的下部液体有机相上的溴化氢水溶液，并将这些上部和下部相分离。

2. 发明授权

US06992148B2 Recovery of antimony catalyst residues from bromination reaction mixtures 失效
标题翻译：从溴化反应混合物中回收锑催化剂残留物
公开(公告)号：US06992148B2
公开(公告)日：2006-01-31
申请号：US10751060
申请日：2003-12-31
申请人： Thanikavelu Manimaran , Alvin E. Harkins, Jr. , Samuel H. Dubois , Thomas J. Callender
发明人： Thanikavelu Manimaran , Alvin E. Harkins, Jr. , Samuel H. Dubois , Thomas J. Callender
IPC分类号： C08C19/12 , C08F8/18
CPC分类号： C08F6/02 , C08F8/20 , Y02P20/584 , C08L25/04 , C08L25/18 , C08F12/08
摘要： A process for brominating a styrenic polymer in an organic solvent in the presence of an antimony trihalide catalyst such that a reaction mass containing brominated styrenic polymer in an organic phase is formed is improved by mixing hydrochloric acid or hydrobromic acid, or both, with said reaction mass at least once to extract antimony catalyst residues from said reaction mass as an acidic aqueous phase. Preferably, catalyst residues are recovered from the acidic aqueous phase and still more preferably, recovered antimony trihalide catalyst residues are recycled to constitute at least a portion of the antimony trihalide catalyst used in preparing the brominated styrenic polymer.
摘要翻译：在三卤化锑催化剂的存在下，在有机溶剂中溴化苯乙烯类聚合物的方法，通过将盐酸或氢溴酸或二者混合，形成有机相中含有溴化苯乙烯类聚合物的反应物质，质量至少一次以从酸性水相从所述反应物料中提取锑催化剂残余物。优选地，从酸性水相中回收催化剂残余物，还更优选回收的三卤化锑催化剂残余物被再循环以构成用于制备溴化苯乙烯类聚合物的至少一部分三卤化锑催化剂。

3. 发明授权

US08921624B2 Process for producing n-propyl bromide or other aliphatic bromides 有权
标题翻译：制备正丙基溴或其它脂肪族溴化物的方法
公开(公告)号：US08921624B2
公开(公告)日：2014-12-30
申请号：US12296629
申请日：2007-04-11
申请人： James E. Torres , Alvin E. Harkins, Jr. , Thanikavelu Manimaran , B. Gary McKinnie
发明人： James E. Torres , Alvin E. Harkins, Jr. , Thanikavelu Manimaran , B. Gary McKinnie
IPC分类号： C07C21/00 , C07C17/08
CPC分类号： C07C17/08 , C07C19/075
摘要： A process for the production of an aliphatic bromide in which the bromine atom is attached to a terminal carbon atom, which process comprises continuously feeding olefin having a terminal double bond, gaseous hydrogen bromide, and a molecular oxygen-containing gas into a liquid phase reaction medium comprised of aliphatic bromide to cause anti-Markovnikov addition of HBr to terminal olefin, the feeds being proportioned and maintained to provide a molar excess of hydrogen bromide relative to terminal olefin in the range of about 1 to about 5 percent, and a molar ratio of molecular oxygen to terminal olefin of less than 0.005. The process is especially suited for production of n-propyl bromide.
摘要翻译：一种生产其中溴原子连接到末端碳原子上的脂族溴化物的方法，该方法包括将具有末端双键的烯烃，气态溴化氢和含分子氧的气体连续进料到液相反应介质由脂肪族溴化物引起，使马可夫尼科夫将HBr加入到末端烯烃中，进料成比例并保持为相对于末端烯烃的摩尔过量的溴化氢为约1至约5％，摩尔比的分子氧与末端烯烃的摩尔比小于0.005。该方法特别适用于生产正丙基溴。

4. 发明申请

US20090240091A1 SEPARATION AND/OR RECOVERY OF PROPYL BROMIDE 失效
标题翻译：丙烯酰胺的分离和/或回收
公开(公告)号：US20090240091A1
公开(公告)日：2009-09-24
申请号：US12299887
申请日：2007-06-01
申请人： Alvin E. Harkins, JR. , Keith G. Anderson , James E. Torres
发明人： Alvin E. Harkins, JR. , Keith G. Anderson , James E. Torres
IPC分类号： C07C17/38
CPC分类号： C07C17/38 , C07C17/08 , C07C17/383 , C07C19/075
摘要： Described is a process for separating an organic phase comprising mainly propyl bromide from a crude reaction mixture formed by free-radical catalyzed hydrobromination of propylene with hydrogen bromide. The process comprises (A) feeding cold water into an upper or mid-portion of a packed column; (B) concurrently feeding the crude reaction mixture into an upper portion and/or mid-portion of the column so that the water contacts the crude reaction mixture; to form a mixture of (i) an acidic aqueous phase comprising aqueous hydrogen bromide and (ii) an organic phase comprising propyl bromide; (C) withdrawing the resultant phases from said column, at a rate comparable to the feeds being made into the column; and (D) separating the phases to form an upper acidic aqueous phase comprising aqueous hydrogen bromide superposed on a lower liquid organic phase comprising propyl bromide, and separating these upper and lower phases from each other.
摘要翻译：描述了从由丙烯与溴化氢的自由基催化氢溴酸形成的粗反应混合物中分离主要包含丙基溴的有机相的方法。该方法包括（A）将冷水送入填充塔的上部或中部; （B）同时将粗反应混合物进料到塔的上部和/或中间部分，使得水接触粗反应混合物; 以形成（i）包含溴化氢水溶液的酸性水相和（ii）包含丙基溴的有机相的混合物; （C）以与进料塔进料相当的速率从所述塔中取出所得相; 和（D）分离相以形成上层酸性水相，其包含叠加在包含丙基溴的下部液体有机相上的溴化氢水溶液，并将这些上部和下部相分离。

5. 发明申请

US20090054709A1 Process For Producing N-Propyl Bromide or Other Aliphatic Bromides 有权
标题翻译：生产N-丙酰溴或其他脂肪族溴的方法
公开(公告)号：US20090054709A1
公开(公告)日：2009-02-26
申请号：US12296629
申请日：2007-04-11
申请人： James E. Torres , Alvin E. Harkins, JR. , Thanikavelu Manimaran , B. Gary McKinnie
发明人： James E. Torres , Alvin E. Harkins, JR. , Thanikavelu Manimaran , B. Gary McKinnie
IPC分类号： C07C17/08
CPC分类号： C07C17/08 , C07C19/075
摘要： A process for the production of an aliphatic bromide in which the bromine atom is attached to a terminal carbon atom, which process comprises continuously feeding olefin having a terminal double bond, gaseous hydrogen bromide, and a molecular oxygen-containing gas into a liquid phase reaction medium comprised of aliphatic bromide to cause anti-Markovnikov addition of HBr to terminal olefin, the feeds being proportioned and maintained to provide a molar excess of hydrogen bromide relative to terminal olefin in the range of about 1 to about 5 percent, and a molar ratio of molecular oxygen to terminal olefin of less than 0.005. The process is especially suited for production of n-propyl bromide.
摘要翻译：一种生产其中溴原子连接到末端碳原子上的脂族溴化物的方法，该方法包括将具有末端双键的烯烃，气态溴化氢和含分子氧的气体连续进料到液相反应介质由脂肪族溴化物引起，使马可夫尼科夫将HBr加入到末端烯烃中，进料成比例并保持为相对于末端烯烃的摩尔过量的溴化氢为约1至约5％，摩尔比的分子氧与末端烯烃的摩尔比小于0.005。该方法特别适用于生产正丙基溴。

6. 发明申请

US20080279757A1 POLYMER HALOGENATION PROCESS WITH CATALYST RECOVERY 审中-公开
标题翻译：具有催化剂回收的聚合反应过程
公开(公告)号：US20080279757A1
公开(公告)日：2008-11-13
申请号：US12175972
申请日：2008-07-18
申请人： Thanikavelu Manimaran , Alvin E. Harkins, JR.
发明人： Thanikavelu Manimaran , Alvin E. Harkins, JR.
IPC分类号： C01B9/00
CPC分类号： B01J27/08 , B01J23/18 , B01J27/10 , B01J27/32 , C01G30/007 , C08F6/02 , C08F8/20 , C08F12/16 , C22B7/007 , Y02P10/234 , Y02P20/584 , C08F12/08 , C08L25/18
摘要： The present invention relates to a method for recovering antimony catalysts wherein the formation of insoluble solids is reduced.
摘要翻译：本发明涉及回收锑催化剂的方法，其中不溶性固体的形成减少。

7. 发明授权

US07432332B2 Polymer halogenation process with catalyst recovery 有权
标题翻译：聚合物卤化工艺与催化剂回收
公开(公告)号：US07432332B2
公开(公告)日：2008-10-07
申请号：US11390023
申请日：2006-03-24
申请人： Thanikavelu Manimaran , Alvin E. Harkins, Jr.
发明人： Thanikavelu Manimaran , Alvin E. Harkins, Jr.
IPC分类号： C08F8/18
CPC分类号： B01J27/08 , B01J23/18 , B01J27/10 , B01J27/32 , C01G30/007 , C08F6/02 , C08F8/20 , C08F12/16 , C22B7/007 , Y02P10/234 , Y02P20/584 , C08F12/08 , C08L25/18
摘要： The present invention relates to a method for recovering antimony catalysts wherein the formation of insoluble solids is reduced.
摘要翻译：本发明涉及回收锑催化剂的方法，其中不溶性固体的形成减少。

8. 发明授权

US06218584B1 Process for the preparation of tetrabromobisphenol-A 有权
标题翻译：制备四溴双酚A的方法
公开(公告)号：US06218584B1
公开(公告)日：2001-04-17
申请号：US09329374
申请日：1999-06-10
申请人： Thanikavelu Manimaran , Hassan Y. Elnagar , Richard A. Holub , Alvin E. Harkins, Jr. , Bonnie G. McKinnie
发明人： Thanikavelu Manimaran , Hassan Y. Elnagar , Richard A. Holub , Alvin E. Harkins, Jr. , Bonnie G. McKinnie
IPC分类号： C07C3916
CPC分类号： C07C37/62 , C07C39/367
摘要： This invention relates, inter alia, to a process for the production of tetrabromobisphenol-A by the bromination of bisphenol-A and/or underbrominated bisphenol-A, which process features: a water and water-miscible organic solvent reaction medium; a relatively high reaction temperature; and the presence, in the reaction medium, of both (i) excess unreacted Br2 during the feed of bis-phenol-A to the reactor, and (ii) sufficient HBr to protect the tetrabromobisphenol-A produced against undesirable color formation. Tetrabromobisphenol-A precipitates from the reaction mass and is easily recovered. Product of high purity (97% or more) and very low color (APHA of 50 or less) can be produced, even when using large excesses of bromine in the reaction.
摘要翻译：本发明尤其涉及通过双酚A和/或二溴双酚A的溴化生产四溴双酚A的方法，其特征在于：水和水可混溶的有机溶剂反应介质; 相对较高的反应温度; 以及在反应介质中存在（i）在将双酚-A进料到反应器期间过量的未反应Br 2和（ii）足够的HBr以保护产生的四溴双酚A而导致不希望的颜色形成。四溴双酚A从反应物质中沉淀出来，容易回收。即使在反应中使用大量过量的溴，也可以生产高纯度（97％以上）和非常低的颜色（APHA为50以下）的产品。

9. 发明授权

US06506418B1 Concentrated aqueous bromine solutions and their preparation 有权
标题翻译：浓缩溴水溶液及其制备
公开(公告)号：US06506418B1
公开(公告)日：2003-01-14
申请号：US09732601
申请日：2000-12-07
申请人： Bonnie G. McKinnie , Alvin E. Harkins, Jr. , Robert M. Moore, Jr.
发明人： Bonnie G. McKinnie , Alvin E. Harkins, Jr. , Robert M. Moore, Jr.
IPC分类号： A01N3900
CPC分类号： C02F1/766 , A01N59/00 , C01B7/096 , C01B7/24 , C02F1/50 , C02F2209/06 , C02F2303/04 , A01N59/02 , A01N25/22 , A01N2300/00
摘要： Concentrated liquid biocide compositions are produced by: A) feeding (a) bromine atoms and chlorine atoms in the form of (i) one or more of BrCl, (ii) Br2, and (iii) Cl2 into (b) water containing sulfamate anions, or feeding each of (a) and (b) into a reaction vessel, such that the numerical ratio of the total number of bromine atoms fed to the total number of chlorine atoms fed is in the range of about 0.7:1 to about 1.7:1; and B) providing enough alkali metal base in the mixture being formed in A) to keep the pH of such mixture in the range of about 7-11 during all or substantially all of the time feeding in A) is occurring, the amounts of (a) and (b) used being amounts that form an active-bromine-containing solution in which (i) the active bromine content is 50,000 ppm or more, and (ii) the atom ratio of nitrogen to active bromine originating from (a) and (b) is greater than about 0.93; and wherein if any sulfate is present in the solution as formed, the molar ratio of sulfate to sulfamate in the solution is less than about 0.2.
摘要翻译：浓缩的液体杀生物剂组合物通过以下方法制备：A）以（i）BrCl，（ii）Br 2和（iii）Cl 2中的一种或多种形式将（a）溴原子和氯原子进料到（b）含氨基磺酸盐阴离子或将（a）和（b）中的每一个加入到反应容器中，使得供给的氯原子总数的进料总溴数的数值比在约0.7:1至约1.7的范围内：1; 和B）在A）中形成的混合物中提供足够的碱金属碱，以便在所有或基本上所有时间进料A）期间将这种混合物的pH值保持在约7-11的范围内， a）和（b）用作形成含活性溴的溶液的量，其中（i）活性溴含量为50,000ppm或更多，和（ii）源自（a）的氮与活性溴的原子比，和（b）大于约0.93; 并且其中如果在形成的溶液中存在任何硫酸盐，则溶液中硫酸盐与氨基磺酸盐的摩尔比小于约0.2。

10. 发明授权

US06300527B1 Process for the preparation of tetrabromobisphenol-A 有权
标题翻译：制备四溴双酚A的方法
公开(公告)号：US06300527B1
公开(公告)日：2001-10-09
申请号：US09614818
申请日：2000-07-12
申请人： Thanikavelu Manimaran , Hassan Y. Elnagar , Richard A. Holub , Alvin E. Harkins, Jr. , Bonnie G. McKinnie
发明人： Thanikavelu Manimaran , Hassan Y. Elnagar , Richard A. Holub , Alvin E. Harkins, Jr. , Bonnie G. McKinnie
IPC分类号： C07C3916
CPC分类号： C07C37/62 , C07C39/367
摘要： This invention relates, inter alia, to a process for the production of tetrabromobisphenol-A by the bromination of bisphenol-A and/or underbrominated bisphenol-A, which process features: a water and water-miscible organic solvent reaction medium; a relatively high reaction temperature; and the presence, in the reaction medium, of both (i) excess unreacted Br2 during the feed of bisphenol-A to the reactor, and (ii) sufficient HBr to protect the tetrabromobisphenol-A produced against undesirable color formation. Tetrabromobisphenol-A precipitates from the reaction mass and is easily recovered. Product of high purity (97% or more) and very low color (APHA of 50 or less) can be produced, even when using large excesses of bromine in the reaction.
摘要翻译：本发明尤其涉及通过双酚A和/或二溴双酚A的溴化生产四溴双酚A的方法，其特征在于：水和水可混溶的有机溶剂反应介质; 相对较高的反应温度; 以及在反应介质中存在（i）在将双酚-A进料到反应器中过量的未反应Br 2的存在，和（ii）足够的HBr以保护所产生的四溴双酚A而导致不希望的颜色形成。四溴双酚A从反应物质中沉淀出来，容易回收。即使在反应中使用大量过量的溴，也可以生产高纯度（97％以上）和非常低的颜色（APHA为50以下）的产品。

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