公开(公告)号：US3931343A

公开(公告)日：1976-01-06

申请号：US441610

申请日：1974-02-11

Applicant: John Pisanchyn ,  Stylianos Sifniades ,  Robert Fuhrmann ,  Fred W. Koff

Inventor： John Pisanchyn ,  Stylianos Sifniades ,  Robert Fuhrmann ,  Fred W. Koff

IPC: C07C241/00 ,  C07C20060101 ,  C07C67/00 ,  C07C291/08 ,  C07C81/00

CPC classification number: C07C201/00

Abstract: Cyclo-olefins are converted in high yield to the corresponding chloro-nitroso dimers by dissolving the cyclo-olefin in liquid SO.sub.2 and contacting with NOCl while maintaining a substantially oxygen-free environment. Even higher yields are attained by controlling the gradual addition of the NOCl and by using a molar ratio of NOCl to cyclo-olefin of less than about 0.92:1.

Abstract translation: 通过将环烯烃溶解在液体SO 2中并与NOCl接触同时保持基本上无氧的环境，将环烯烃以高产率转化成相应的氯 - 亚硝基二聚体。 通过控制NOCl的逐渐加入和通过使用小于约0.92:1的NOCl与环烯烃的摩尔比来获得更高的收率。

公开(公告)号：US4358618A

公开(公告)日：1982-11-09

申请号：US276233

申请日：1981-06-22

Applicant: Stylianos Sifniades ,  Allen A. Tunick ,  Fred W. Koff

Inventor： Stylianos Sifniades ,  Allen A. Tunick ,  Fred W. Koff

IPC: C07C1/00 ,  C07C1/20 ,  C07C15/44 ,  C07C15/46 ,  C07C27/00 ,  C07C29/132 ,  C07C37/08 ,  C07C39/04 ,  C07C45/00 ,  C07C45/51 ,  C07C45/53 ,  C07C49/08 ,  C07C67/00 ,  C07C409/16

CPC classification number: C07C409/16 ,  C07C1/20 ,  C07C37/08 ,  C07C407/00 ,  C07C45/517 ,  C07C45/53 ,  Y02P20/52

Abstract: A cumene oxidation product containing cumene hydroperoxide (CHP) and dimethylphenylcarbinol (DMPC) is decomposed with acid catalyst in a first step at mild temperatures that lowers the CHP concentration to about 0.5-5% and converts most of the DMPC to dicumylperoxide (DCP). In a second step at mild temperatures the CHP concentration is lowered below 0.4%. In a third step the DCP is decomposed at a higher temperature for a short time to alpha-methylstyrene (AMS), phenol and acetone, with any remaining DMPC also converted to AMS. The DCP concentration is monitored during the third step, and the reaction is stopped by cooling when about 0.5-5% of the DCP remains undecomposed so as to maximize AMS yield.

Abstract translation: 含有枯烯氢过氧化物（CHP）和二甲基苯甲醇（DMPC）的枯烯氧化产物在酸性催化剂中在温和的温度下分解，将CHP浓度降至约0.5-5％，并将大部分DMPC转化为过氧化二异丙苯（DCP）。 在温和温度下的第二步，CHP浓度降低到0.4％以下。 在第三步中，DCP在较短时间内分解成α-甲基苯乙烯（AMS），苯酚和丙酮，任何剩余的DMPC也转化为AMS。 在第三步骤期间监测DCP浓度，并且当约0.5-5％的DCP保持未分解时，冷却停止反应，以使AMS产率最大化。

公开(公告)号：US4202765A

公开(公告)日：1980-05-13

申请号：US947321

申请日：1978-10-04

Applicant: Fred W. Koff ,  Allen A. Tunick ,  Stylianos Sifniades ,  Reed H. Belden

Inventor： Fred W. Koff ,  Allen A. Tunick ,  Stylianos Sifniades ,  Reed H. Belden

IPC: B01J39/04 ,  C01B21/14 ,  B01D15/04

CPC classification number: C01B21/1445

Abstract: A process for separating hydroxylamine from an aqueous solution containing hydroxylammonium salts in mixture with salts of predominantly monovalent cations whose corresponding free bases have base dissociation constants greater than 10.sup.-7. Said solution is passed through a bed of cation exchange resin loaded predominantly with monovalent cations whereby hydroxylammonium and the other cations in solution substantially displace said cations from the resin. A second aqueous solution containing a monovalent amine or hydroxide base of at least 0.5 molar concentration having a dissociation constant greater than 10.sup.-7 is passed through the resin bed whereby hydroxylamine is preferentially released to the solution and the resin is correspondingly loaded with the cation of said base. Hydroxylammonium salts can be crystallized from the solution after addition of a stoichiometric amount of an appropriate acid.

Abstract translation: 将羟胺与含有羟基铵盐的水溶液与主要为一价阳离子的盐混合的方法，其相应的游离碱具有大于10-7的碱解离常数。 所述溶液通过主要以一价阳离子负载的阳离子交换树脂床，由此羟基铵和溶液中的其它阳离子基本上使树脂中的阳离子取代。 含有解离常数大于10-7的至少0.5摩尔浓度的一价胺或氢氧化物碱的第二水溶液通过树脂床，由此羟胺优先释放到溶液中，并且树脂相应地加载了 说基地。 加入化学计量的合适的酸后，羟基铵盐可以从溶液中结晶出来。

公开(公告)号：US3956410A

公开(公告)日：1976-05-11

申请号：US581468

申请日：1975-05-28

Applicant: Fred W. Koff

Inventor： Fred W. Koff

IPC: C07C81/02

CPC classification number: C07C201/00

Abstract: Purification of chloronitrosocyclohexane dimer (CNCD) is effected by dissolving the crude CNCD in a chlorinated aliphatic hydrocarbon or a lower aromatic hydrocarbon solvent and thereafter displacing the solvent of the solution with an aliphatic alcohol of higher boiling point. Pure CNCD crystallizes and is separated from the liquors, which retain colored matter and other impurities.

Abstract translation: 通过将粗制CNCD溶解在氯化脂族烃或低级芳族烃溶剂中，然后用沸点较高的脂族醇置换溶液来实现氯亚硝基环己烷二聚体（CNCD）的纯化。 纯CNCD结晶并与液体分离，保留着色物质和其他杂质。

公开(公告)号：US4166842A

公开(公告)日：1979-09-04

申请号：US846657

申请日：1977-10-28

Applicant: Allen A. Tunick ,  Fred W. Koff ,  Stylianos Sifniades

Inventor： Allen A. Tunick ,  Fred W. Koff ,  Stylianos Sifniades

IPC: C01B21/14 ,  C01B21/20

CPC classification number: C01B21/1472 ,  C01B21/1427

Abstract: A process for obtaining hydroxylammonium salts from aqueous solutions containing hydroxylammonium salts in mixture with ammonium and/or sodium salts. Said solutions are contacted with a water immiscible organic solution containing a cation exchange compound of structure R.sub.1 COOX, or (R.sub.2 O)(R.sub.3 O)POOX, or (R.sub.2 O)PO(OX).sub.2, or mixtures thereof and optionally an additive of structure R.sub.4 R.sub.5 R.sub.6 PO, or (R.sub.4 O)(R.sub.5 O)(R.sub.6 O)PO, or mixtures thereof, wherein R.sub.1 is an alkyl or alkenyl group of from twelve to twenty carbon atoms, R.sub.2 and R.sub.3 are alkyl groups of from six to eighteen carbon atoms, R.sub.4, R.sub.5 and R.sub.6 are alkyl groups of from three to twelve carbon atoms, and X is H, Na or NH.sub.4, whereby hydroxylammonium ions are preferentially extracted from the aqueous phase in exchange for X from the organic phase. Said organic solution is subsequently contacted with an aqeuous solution of a strong acid, whereby hydroxylammonium ions are extracted into the aqueous phase. Hydroxylammonium salts are obtained by crystallization from said aqueous phase.

Abstract translation: 从含有铵盐和/或钠盐的羟基铵盐的水溶液中获得羟基铵盐的方法。 所述溶液与含有结构R1COOX或（R2O）（R3O）POOX或（R2O）PO（OX）2的阳离子交换化合物或其混合物和任选的结构式R4R5R6PO的添加剂的水不混溶的有机溶液接触，或 （R4O）（R5O）（R6O）PO或其混合物，其中R1是12至20个碳原子的烷基或烯基，R2和R3是6至18个碳原子的烷基，R4，R5和R6 是3〜12个碳原子的烷基，X是H，Na或NH 4，由此从水相中优先提取羟基铵离子，以从有机相换取X。 所述有机溶液随后与强酸的酸性溶液接触，由此羟基铵离子被萃取到水相中。 羟基铵盐通过从所述水相中结晶获得。

公开(公告)号：US4147623A

公开(公告)日：1979-04-03

申请号：US846668

申请日：1977-10-28

Applicant: Fred W. Koff ,  Allen A. Tunick ,  Stylianos Sifniades

Inventor： Fred W. Koff ,  Allen A. Tunick ,  Stylianos Sifniades

IPC: C01B21/14 ,  B01D15/04

CPC classification number: C01B21/1445

Abstract: A process for separating hydroxylamine from an aqueous solution thereof also containing salts of cations whose corresponding free bases have base dissociation constants greater than 10.sup.-7. Said solution is brought to a pH of 6-11 and is passed through a bed of strongly ionic exchange resin loaded with compensating ions whereby hydroxylamine is retained in the gel volume of the resin bed and the ions in solution are substantially excluded from the resin. The ionic salts accordingly move faster through the bed and predominate in a first effluent fraction and the hydroxylamine appears predominantly in a later effluent fraction. Hydroxylammonium salts can be crystallized from the effluent hydroxylamine solution after addition of a stoichiometric amount of an appropriate acid.

Abstract translation: 一种从其水溶液中分离羟胺的方法，其还含有相应游离碱具有大于10-7的碱解离常数的阳离子盐。 使所述溶液达到6-11的pH，并通过负载补偿离子的强离子交换树脂床，由此羟胺保留在树脂床的凝胶体积中，并且溶液中的离子基本上从树脂中排出。 离子盐相应地更快地移动通过床并且在第一流出物级分中占优势，羟胺主要出现在后来的流出物级分中。 加入化学计量的合适的酸后，羟基铵盐可以从流出的羟胺溶液中结晶出来。