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1. 发明授权

US5481029A Process for preparation of ketones 失效
标题翻译：酮的制备方法
公开(公告)号：US5481029A
公开(公告)日：1996-01-02
申请号：US233622
申请日：1994-04-26
申请人： Max Braun , Johannes Eicher , Werner Rudolph , Kerstin Eichholz
发明人： Max Braun , Johannes Eicher , Werner Rudolph , Kerstin Eichholz
IPC分类号： B01J31/02 , C07B61/00 , C07C45/48 , C07C45/65 , C07C45/67 , C07C49/04 , C07C49/167 , C07C67/10 , C07C67/313 , C07C67/343 , C07C69/63 , C07C69/716
CPC分类号： C07C45/48 , C07C45/676 , C07C49/167 , C07C67/10
摘要： A process for preparing ketones, for example CF.sub.3 C(O)CH.sub.3, CF.sub.3 C(O)CH.sub.2 C(O)CF.sub.3 and CF.sub.3 C(O)CF.sub.2 H, in which .beta.-ketoesters are transesterified and decarboxylated using a carboxylic acid, for example trifluoroacetic acid, in the presence of a catalyst, particularly an "onium" salt of a carboxylic acid or an effective amount of a proton-donating acid, preferably a sulfonic acid such as alkyl- or arylsulfonic acids, or a mineral acid. The process is advantageously carried out in the absence of water, so that no formation of acetals or hydrates occurs, and no dehydrating step is needed. The process is simple to carry out, and if transesterification is carried out with a sufficiently active carboxylic acid, for example with trifluoroacetic acid, the presence of an additional catalyst is unnecessary.
摘要翻译：制备酮的方法，例如CF 3 C（O）CH 3，CF 3 C（O）CH 2 C（O）CF 3和CF 3 C（O）CF 2 H），其中β-酮酯使用羧酸（例如三氟乙酸）进行酯交换和脱羧存在催化剂，特别是羧酸的“鎓”盐或有效量的质子供体酸，优选磺酸如烷基或芳基磺酸或无机酸。该方法有利地在没有水的情况下进行，使得不会发生缩醛或水合物的形成，并且不需要脱水步骤。该方法很容易进行，如果用足够活泼的羧酸（例如三氟乙酸）进行酯交换反应，则不需要另外的催化剂的存在。

2. 发明授权

US5405991A Process for producing carboxylic acid esters from carboxylic acid halides and alcohols 失效
标题翻译：由羧酸卤化物和醇生产羧酸酯的方法
公开(公告)号：US5405991A
公开(公告)日：1995-04-11
申请号：US233623
申请日：1994-04-26
申请人： Heinz-Rudi Feist , Wilhelm Pohlmeyer , Joachim Frehse , Werner Rudolph , Max Braun , Kerstin Eichholz
发明人： Heinz-Rudi Feist , Wilhelm Pohlmeyer , Joachim Frehse , Werner Rudolph , Max Braun , Kerstin Eichholz
IPC分类号： B01J31/04 , C07B61/00 , C07C67/14 , C07C69/14 , C07C69/145 , C07C69/157 , C07C69/24 , C07C69/63 , C07C69/76 , C07C69/767 , C07C211/63 , C07C67/00
CPC分类号： C07C211/63 , C07C67/14
摘要： A process for preparing carboxylic esters from carboxylic acid halides or carboxylic anhydrides by reacting one of these starting materials with an alcohol under the catalytic action of "onium" or metal salts of carboxylic acids to obtain high yields of products in anhydrous form in a technically simple manner. The process is especially well suited for preparing 1,1,1-trifluoroethyl trifluoroacetate.
摘要翻译：通过使这些原料之一与醇在“鎓”或羧酸金属盐的催化作用下反应从羧酸卤化物或羧酸酐制备羧酸酯的方法，以技术上简单的方式获得无水形式的高产率产物方式。该方法特别适用于制备1,1,1-三氟乙基三氟乙酸盐。

3. 发明授权

US06583313B1 Two phase preparation of carboxylic acid esters 失效
标题翻译：羧酸酯的两相制备
公开(公告)号：US06583313B1
公开(公告)日：2003-06-24
申请号：US09113547
申请日：1998-07-10
申请人： Max Braun , Kerstin Eichholz , Werner Rudolph
发明人： Max Braun , Kerstin Eichholz , Werner Rudolph
IPC分类号： C07C6708
CPC分类号： C07C67/14 , C07C69/63
摘要： The methyl and ethyl esters of trifluoroacetic acid or chlorodifluoroacetic acid can be prepared in a technically simple manner from the corresponding acid chlorides and methanol or ethanol, respectively, in the presence of an “onium” salt of the acid as a catalyst. The alcohol is used in a stoichiometric excess, namely the molar ratio of alcohol to acid chloride is selected such that operation is in the region of a two-phase reaction. One of the phases is formed by the desired ester product, which is obtained in a high purity without any distillation.
摘要翻译：在酸的“鎓”盐作为催化剂存在下，三氟乙酸或氯代二氟乙酸的甲酯和乙酯可以分别由相应的酰氯和甲醇或乙醇以技术上简单的方式制备。醇以化学计量过量使用，即选择醇与酰氯的摩尔比，使得操作在两相反应的区域。其中一个阶段由所需的酯产物形成，其在没有任何蒸馏的情况下以高纯度获得。

4. 发明授权

US5545298A Process for preparing polyfluorocarboxylic acid chlorides and perfluorocarboxylic acid chlorides 失效
标题翻译：制备多氟羧酸氯化物和全氟羧酸氯化物的方法
公开(公告)号：US5545298A
公开(公告)日：1996-08-13
申请号：US288070
申请日：1994-08-10
申请人： Max Braun , Werner Rudolph , Kerstin Eichholz
发明人： Max Braun , Werner Rudolph , Kerstin Eichholz
IPC分类号： C07C51/58 , C07C53/48 , C07C53/50 , C07B33/00
CPC分类号： C07C51/58
摘要： A process for preparing compounds corresponding to the formula RCFXC(O)Cl, in which X is fluorine or chlorine and R is fluorine or a perfluorinated C1- C10-alkyl group, preferably chlorodifluoroacetyl chloride, by photochemical oxidation of R122 (CF.sub.2 ClCHCl.sub.2) and the preparation of trifluoroacetyl chloride by photochemical oxidation of R123 (CF.sub.3 CHCl.sub.2) with oxygen under irradiation. The reaction is preferably carried out without pressurization and without addition of elemental chlorine.
摘要翻译：通过R122（CF2ClCHCl2）的光化学氧化制备对应于式RCFXC（O）Cl的化合物的方法，其中X是氟或氯，R是氟或全氟化的C 1-10烷基，优选氯二氟乙酰氯通过R123（CF3CHCl2）与氧照射下的光化学氧化制备三氟乙酰氯。反应优选在不加压且不加入元素氯的情况下进行。

5. 发明授权

US5532411A Production of carboxylic acid halides and carboxylate salts 失效
标题翻译：制备羧酸卤化物和羧酸盐
公开(公告)号：US5532411A
公开(公告)日：1996-07-02
申请号：US233624
申请日：1994-04-26
申请人： Max Braun , Werner Rudolph , Stefan Palsherm , Kerstin Eichholz
发明人： Max Braun , Werner Rudolph , Stefan Palsherm , Kerstin Eichholz
IPC分类号： C07C51/41 , C07C51/60 , C07C53/18 , C07C67/14 , C07C51/58 , C07C69/02
CPC分类号： C07C67/14 , C07C51/60
摘要： A process for preparing carboxylic acid halides and carboxylate salts by reacting metal or "onium" halides with carboxylic anhydrides, which process is very suitable for working-up anhydrous, spent catalyst preparations. The resulting carboxylic acid halide or carboxylate salt can be used as an acylating reagent or alkylating reagent, and metal halide or "onium" halide liberated during this can be reacted anew with carboxylic anhydride and regenerated, thereby making it possible to effect a hydrolysis-free alkylation or acylation without forming salt-type waste products. If the mixture of carboxylic acid halide and carboxylate salt is allowed to react with an alcohol, preferably in situ, the resulting ester can be isolated without hydrolysis.
摘要翻译：通过使金属或“鎓”卤化物与羧酸酐反应来制备羧酸卤化物和羧酸盐的方法，该方法非常适用于加工无水的废催化剂制剂。所得羧酸卤化物或羧酸盐可用作酰化试剂或烷化试剂，并且在此期间释放的金属卤化物或“鎓”卤化物可与羧酸酐重新反应并再生，从而可以实现无水解烷基化或酰化而不形成盐类废物。如果允许羧酸卤化物和羧酸盐的混合物与醇反应，优选原位，所得到的酯可以在不水解的情况下分离。

6. 发明授权

US06489510B1 Production of carboxylic acid fluorides 失效
标题翻译：羧酸氟化物的生产
公开(公告)号：US06489510B1
公开(公告)日：2002-12-03
申请号：US09319451
申请日：1999-07-29
申请人： Max Braun , Kerstin Eichholz , Werner Rudolph
发明人： Max Braun , Kerstin Eichholz , Werner Rudolph
IPC分类号： C07C5338
CPC分类号： C07C51/60 , B01J19/02 , B01J19/123 , B01J2219/00078 , B01J2219/0245 , B01J2219/0254 , B01J2219/0875 , C07C51/58 , C07C53/50 , C07C53/48 , C07C53/46
摘要： A method for producing carboxylic acid fluorides of the formula RCFXC(O)F, where X represents fluorine or chlorine, in good yields and with good selectivity for the carboxylic acid fluorides by reacting compounds of the formula RCFXCHFCl with oxygen by photochemical oxidation in the gaseous phase, preferably under sensitization with chlorine and using light having a wavelength &lgr;≧280 nm, which conditions make it possible to work without the use of pressure. Glass apparatus may be covered with a protective coating so as to protect it against traces of hydrogen fluoride. To this end, for example, heat-shrinkable sleeves made of light-permeable hydrogen fluoride-resistant material may be used. Polytetrafluoroethylene, polyfluoropropylene or a mixture thereof are especially suitable for this purpose. This type of protection is also suitable for other reactions such as photo-induced fluoro-dediazonation in hydrogen fluoride/pyridine for the production of aromatic compounds fluorinated in the nucleus or the oxidation of CHCl2 groups for the production of carboxylic acid chlorides.
摘要翻译：通过使式RCFXCHFCl的化合物与氧通过光化学氧化反应生成式RCFXC（O）F的羧酸氟化物的方法，其中X表示氟或氯，以良好的产率和对羧酸氟化物具有良好的选择性相，优选用氯敏感并使用波长λ= 280nm的光，该条件使得可以在不使用压力的情况下工作。玻璃装置可以用保护涂层覆盖，以保护其免受痕量的氟化氢。为此，例如，可以使用由透光耐氟化氢材料制成的热收缩套筒。聚四氟乙烯，聚氟丙烯或其混合物特别适用于此目的。这种类型的保护也适用于其它反应，例如在氟化氢/吡啶中用于生产在核中氟化的芳族化合物的光引发的氟 - 重氮化或用于生产羧酸氯化物的CHCl 2基团的氧化。

7. 发明授权

US06423866B1 Production of aminohalogencrotonates 失效
标题翻译：生产氨基卤代巴豆酸酯
公开(公告)号：US06423866B1
公开(公告)日：2002-07-23
申请号：US09530909
申请日：2000-05-08
申请人： Max Braun , Francine Jannssens , Werner Rudolph , Kerstin Eichholz
发明人： Max Braun , Francine Jannssens , Werner Rudolph , Kerstin Eichholz
IPC分类号： C07C22900
CPC分类号： C07C227/08 , C07C229/30
摘要： Lower alkyl esters of 3-amino crotonates substituted by halogen in the C-4 position, e.g. ethyl 3-amino-4,4,4-trifluoro-crotonate, in which the amino group optionally may be substituted by one or two C1 to C3 alkyl groups or by one or two aryl groups, e.g. phenyl, are synthesized by thermolysis of ammonium salts of corresponding lower alkyl esters of acetoacetic acid substituted in the C-4 position by halogen, and removal of the resulting water of reaction. The water of reaction may be removed by an entraining agent, which preferably has a specific gravity heavier than that of the aqueous phase which forms in the reaction. This minimizes yield losses due to the ammonium salt becoming dissolved in the aqueous phase and results in especially high yields. Formation of the ammonium salt and thermolysis can be carried out simultaneously. Alternatively, it is possible to start from a molten ammonium salt of the halogencrotonate, e.g. the salt of the lower alkyl ester of 4,4,4-trifluoroacetoacetic acid, or to produce the salt in situ, and to pass an inert gas through the molten salt under thermolytic conditions and in the absence of a solvent. In this way the desired product can be produced in high yield and in high purity. This alternative can be implemented as a continuous process.
摘要翻译： C-4位被卤素取代的3-氨基巴豆酸酯的低级烷基酯，例如 3-氨基-4,4,4-三氟巴豆酸乙酯，其中氨基可任意地被一个或两个C 1至C 3烷基取代，或被一个或两个芳基取代。苯基，通过用卤素热解在C-4位置取代的乙酰乙酸的相应低级烷基酯的铵盐，除去所得的反应水来合成。反应水可以通过夹带剂除去，该夹带剂优选具有比在反应中形成的水相重的比重。这使得由于铵盐溶解在水相中导致的产量损失最小化并导致特别高的产率。铵盐的形成和热解可以同时进行。或者，可以从卤代克酸内酯的熔融铵盐开始，例如， 4,4,4-三氟乙酰乙酸的低级烷基酯的盐，或者在原位产生盐，并在惰性溶解条件下和不溶于溶剂的条件下使惰性气体通过熔融盐。以这种方式，可以以高产率和高纯度生产所需的产物。这种替代方案可以被实现为连续过程。

8. 发明授权

US5919341A Difluorochloracetyl, dichloracetyl and trichloracetyl chloride preparation 失效
标题翻译：二氯氯乙酰，二氯乙酰和三氯乙酰氯制备
公开(公告)号：US5919341A
公开(公告)日：1999-07-06
申请号：US981423
申请日：1997-12-23
申请人： Max Braun , Werner Rudolph , Kerstin Eichholz
发明人： Max Braun , Werner Rudolph , Kerstin Eichholz
IPC分类号： C07C51/58 , C07C53/48 , C07C51/00
CPC分类号： C07C51/58
摘要： A process for preparing chlorodifluoroacetyl chloride from 1,1-difluoro-2,2-dichloroethylene and dichloroacetyl chloride from trichloroethylene or 1,1,2,2-tetrachloroethane, in which the starting compounds are continuously reacted in the gaseous phase with oxygen to obtain a photochemical oxidation reaction, chlorine being added as a sensitizer, the reaction mixture being irradiated with light having a wavelength .lambda..gtoreq.280 nm, the reaction preferably being carried out unpressurized. Particularly high yields with height selectivity are achieved by using doped high pressure mercury vapor lamps to irradiate the reaction mixture.
摘要翻译： PCT No.PCT / EP96 / 02596 371 1997年12月23日第 102（e）1997年12月23日PCT PCT 1997年6月17日PCT公布。出版物WO97 / 00847 日本1997年1月9日由三氯乙烯或1,1,2,2-四氯乙烷从1,1-二氟-2,2-二氯乙烯和二氯乙酰氯制备氯二氟乙酰氯的方法，其中起始化合物在气态与氧气相进行光化学氧化反应，加入氯作为敏化剂，反应混合物用波长λ= 280nm的光照射，反应优选进行无压力的处理。通过使用掺杂的高压汞蒸汽灯来照射反应混合物，实现了具有高度选择性的特别高产率。

9. 发明授权

US5569782A Process for preparing polyfluorochlorocarbonyl chlorides and perfluorocarbonyl chlorides with addition of chlorine 失效
标题翻译：制备多氟氯化碳酰氯和全氟化碳酰氯的方法，加氯
公开(公告)号：US5569782A
公开(公告)日：1996-10-29
申请号：US360026
申请日：1994-12-20
申请人： Max Braun , Werner Rudolph , Kerstin Eichholz
发明人： Max Braun , Werner Rudolph , Kerstin Eichholz
IPC分类号： B01J19/08 , C07B61/00 , C07C51/58 , C07C53/46
CPC分类号： C07C51/58
摘要： A process for preparing polyfluorochloro- and perfluorocarbonyl chlorides, for example for preparing perfluoropropionyl chloride, chlorodifluoroacetyl chloride or trifluoroacetyl chloride, in which starting materials are employed which have a CHCl.sub.2 group which is converted to a C(O)Cl group by photochemical oxidation with oxygen in the presence of added elemental chlorine and under exposure to activating irradiation by light having a wavelength .lambda..gtoreq.290 nm. The procedure is preferably unpressurized. Outstanding conversions with high selectivity are achieved using doped Hg light sources.
摘要翻译：制备全氟氯代全氟羰基氯的方法，例如用于制备全氟丙酰氯，氯二氟乙酰氯或三氟乙酰氯，其中使用具有CHCl 2基团的起始原料，其通过用氧化物进行光化学氧化转化成C（O）Cl基团在添加的元素氯的存在下，并且在通过波长λ> 290nm的光的激活照射下曝光。该方法优选不加压。使用掺杂的Hg光源实现了高选择性的卓越转化。

10. 发明授权

US5382721A Process for the preparation of 1,1,1,2-tetrafluoroethane 失效
标题翻译： 1,1,1,2-四氟乙烷的制备方法
公开(公告)号：US5382721A
公开(公告)日：1995-01-17
申请号：US72759
申请日：1993-06-07
申请人： Pascal Pennetreau , Francine Janssens , Max Braun , Johannes Eicher , Werner Rudolph , Eckhard Hausmann
发明人： Pascal Pennetreau , Francine Janssens , Max Braun , Johannes Eicher , Werner Rudolph , Eckhard Hausmann
IPC分类号： B01J21/06 , B01J23/14 , B01J27/08 , C07B61/00 , C07C17/04 , C07C17/087 , C07C19/08 , C07C17/08
CPC分类号： C07C17/087
摘要： Process for the preparation of 1,1,1,2-tetrafluoroethane by reaction of hydrogen fluoride with a trihaloethylene according to which trifluoroethylene is chosen as trihaloethylene and the reaction is carried out in the liquid phase.
摘要翻译：通过氟化氢与三卤乙烯的反应制备1,1,1,2-四氟乙烷的方法，根据该方法，三氟乙烯被选择为三卤代乙烯，反应在液相中进行。

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