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1. 发明授权

US6051741A Preparation of .gamma.,.delta.-unsaturated ketones by the Carroll reaction, novel catalysts therefor and the preparation thereof 失效
标题翻译：通过Carroll反应制备γ，δ-不饱和酮，其新型催化剂及其制备
公开(公告)号：US6051741A
公开(公告)日：2000-04-18
申请号：US168378
申请日：1998-10-08
申请人： Heinz Etzrodt , Dietmar Weller , Carsten Oost , Hagen Jaedicke , Manfred Stroezel , Bernhard Bockstiegel , Lothar Laupichler , Klaus Reimer
发明人： Heinz Etzrodt , Dietmar Weller , Carsten Oost , Hagen Jaedicke , Manfred Stroezel , Bernhard Bockstiegel , Lothar Laupichler , Klaus Reimer
IPC分类号： B01J31/02 , B01J31/14 , C07B61/00 , C07C45/67 , C07C45/68 , C07C49/203 , C07F5/06 , C07C45/00
CPC分类号： C07F5/069 , B01J31/0211 , C07C45/676
摘要： A process for preparing .gamma.,.delta.-unsaturated ketones of the general formula I ##STR1## by reacting an allyl alcohol of the general formula II ##STR2## in which R.sup.1 is H or a hydrocarbon radical having 1 to 20 carbon atoms, with diketene or an alkyl acetoacetate of the general formula III ##STR3## in which R.sup.2 is alkyl having 1 to 4 carbon atoms in an unmodified or modified Carroll reaction in the presence of an aluminum catalyst, wherein aluminum compounds which are stable liquids at room temperature, or a mixture of such aluminum compounds, which comprise at least one radical formed from an alkyl acetoacetate and 1 or 2 alkoxy radicals, or else comprise exclusively radicals formed from alkyl acetoacetates, which are esterified with sec-butanol or isobutanol, or else are esterified with at least two different alcohols, are used as aluminum catalyst. Also claimed are the novel mixtures of aluminum compounds which comprise radicals which are formed exclusively from alkyl acetoacetates and are esterified with at least two different alkanols, and the batchwise and continuous preparation of the liquid aluminum catalysts.
摘要翻译：通过使通式II的烯丙醇（其中R 1为H或具有1至20个碳原子的烃基）的烯丙醇与二烯酮或一般的乙酰乙酸烷基酯反应制备通式I的γ，β-不饱和酮的方法式III其中R2是在未改性或改性的Carroll反应中在铝催化剂存在下具有1至4个碳原子的烷基，其中在室温下为稳定液体的铝化合物或这种铝化合物的混合物，其包含在由烷基乙酰乙酸酯和1或2个烷氧基形成的至少一个基团，或者仅由烷基乙酰乙酸酯形成的由仲丁醇或异丁醇酯化的酰基或者由至少两种不同的醇酯化的基团用作铝催化剂。还要求的是铝化合物的新型混合物，其包含仅由乙酰乙酸烷基酯形成并且与至少两种不同的链烷醇酯化的基团，以及液体铝催化剂的分批连续制备。

2. 发明授权

US06329554B1 Continuous preparation of unsaturated ketones 失效
标题翻译：连续制备不饱和酮
公开(公告)号：US06329554B1
公开(公告)日：2001-12-11
申请号：US09391619
申请日：1999-09-07
申请人： Carsten Oost , Manfred Stroezel , Heinz Etzrodt , Dietmar Weller , Bernhard Bockstiegel , Klaus Reimer , Gerd Kaibel , Hagen Jaedicke
发明人： Carsten Oost , Manfred Stroezel , Heinz Etzrodt , Dietmar Weller , Bernhard Bockstiegel , Klaus Reimer , Gerd Kaibel , Hagen Jaedicke
IPC分类号： C07C4500
CPC分类号： C07C45/676 , B01D3/009 , B01D3/14 , B01D3/141 , B01D3/322 , B01J19/24 , B01J2219/00103 , B01J2219/00162 , B01J2219/00777 , B01J2219/32268 , Y02P20/127 , Y02P20/582 , C07C49/203 , C07C49/255
摘要： Process for the continuous preparation of unsaturated ketones of the formula I where the dashed line can be an additional C—C bond, R1 is an alkyl, and R2 is an aliphatic hydrocarbon having from 1 to 37 carbons, a cycloalkyl or a cycloalkylalkyl, by reacting an unsaturated alcohol of the formula II with an alkyl acetoacetate of the formula III where R3 is an alkyl having from 1 to 5 carbons, in the presence or organic aluminum compounds as catalyst.
摘要翻译：用于连续制备式I的不饱和酮的方法，其中虚线可以是另外的CC键，R 1是烷基，R 2是具有1至37个碳的脂族烃，环烷基或环烷基烷基，通过使不饱和的式II的醇与式III的乙酰乙酸烷基酯反应，其中R 3是具有1至5个碳的烷基，在有机铝化合物作为催化剂存在下进行。

3. 发明授权

US06300524B1 Process for preparing higher unsaturated ketones 失效
标题翻译：制备高级不饱和酮的方法
公开(公告)号：US06300524B1
公开(公告)日：2001-10-09
申请号：US09440281
申请日：1999-11-15
申请人： Carsten Oost , Manfred Stroezel , Heinz Etzrodt , Dietmar Weller , Udo Rheude , Gerd Kaibel , Thomas Krug , Luise Spiske , Hagen Jaedicke
发明人： Carsten Oost , Manfred Stroezel , Heinz Etzrodt , Dietmar Weller , Udo Rheude , Gerd Kaibel , Thomas Krug , Luise Spiske , Hagen Jaedicke
IPC分类号： C07C4500
CPC分类号： C07C45/676 , Y02P20/582 , C07C49/255 , C07C49/203
摘要： The present invention relates to an improved process for preparing higher unsaturated ketones by reacting the corresponding &agr;,&bgr;-unsaturated alcohols with alkyl acetoacetates in a Carroll reaction , in a reactor system with fitted fractionation column, wherein A the &agr;,&bgr;-unsaturated alcohol is introduced into the reaction vessel together with the organic aluminum compound in the absence of effective amounts of a solvent, and the alkyl acetoacetate is metered into this mixture, B a reaction temperature which is as constant as possible at between 175° C. and 220° C., preferably between 180° C. and 200° C., is adjusted and C during the reaction the content of alkyl acetoacetate in the reaction mixture is adjusted to a value which is as constant as possible at between 1 and 3% by weight. It is advantageous in this process for the reaction temperature defined under B to be controlled by suitable variation of the heat input and/or by variation of the rate of addition of the alkyl acetoacetate, and for adequate mixing of the reaction mixture in the reaction vessel to be ensured This can be achieved with the aid of a stirrer, by pumping the reaction mixture through an external liquid circulation, by introducing the alkyl acetoacetate by means of a mixing nozzle or else by passing in a stream of inert gas. The process according to the invention is particularly suitable for the Carroll reaction of higher alcohols such as 3,7-dimethyl-1,6-octadien-3-ol (linalool), 3,7-dimethyl-1-octen-3-ol, 3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (nerolidol), 3,7,11-trimethyl-1-dodecen-3-ol or 3,7,11-trimethyl-1,6-dodecadien-3-ol (dihydronerolidol).
摘要翻译：本发明涉及一种改进的制备高级不饱和酮的方法，该方法通过在具有合适分馏塔的反应器系统中，在卡罗尔反应中使相应的α，β-不饱和醇与烷基乙酰乙酸酯反应，其中引入α，β-不饱和醇在没有有效量的溶剂的情况下，将有机铝化合物与有机铝化合物一起加入到反应容器中，并将乙酰乙酸烷基酯计量加入到该混合物中，B在175℃和220℃之间的反应温度尽可能恒定在反应过程中，优选在180℃和200℃之间调节和C，将反应混合物中乙酰乙酸烷基酯的含量调节至1至3重量％之间尽可能恒定的值。在该方法中，通过适当变化的热输入和/或通过烷基的加成速率的变化来控制在B下限定的反应温度，乙酰乙酸酯，并使反应混合物在反应容器中充分混合以确保这可以借助于搅拌器，通过泵送反应混合物通过外部液体循环，通过引入烷基乙酰乙酸酯通过混合喷嘴或者通过流入惰性气体流。根据本发明的方法特别适用于高级醇如3,7-二甲基-1,6-辛二烯-3-醇（芳樟醇），3， 7,7-二甲基-1-辛烯-3-醇，3,7,11-三甲基-1,6,10-十二碳三烯-3-醇（橙花叔醇），3,7,11-三甲基-1-十二碳烯-3-醇或3,7,11-三甲基-1,6-十二碳二烯-3-醇（二氢吗啉醇）。

4. 发明授权

US06307106B1 Process for preparing unsaturated ketones 失效
标题翻译：制备不饱和酮的方法
公开(公告)号：US06307106B1
公开(公告)日：2001-10-23
申请号：US09440280
申请日：1999-11-15
申请人： Carsten Oost , Manfred Stroezel , Heinz Etzrodt , Dietmar Weller , Gerd Kaibel , Hagen Jaedicke
发明人： Carsten Oost , Manfred Stroezel , Heinz Etzrodt , Dietmar Weller , Gerd Kaibel , Hagen Jaedicke
IPC分类号： C07C4500
CPC分类号： C07C45/68 , B01J19/1881 , B01J31/0211 , B01J2219/00038 , Y02P20/582 , C07C49/203
摘要： An improved process for preparing lower unsaturated ketones by reacting the corresponding &agr;,&bgr;-unsaturated alcohols with alkyl acetoacetates in a Carroll reaction in the presence of from 0.1 to 5 mol %, based on the alkyl acetoacetate to be reacted, of an organic aluminum compound as catalyst with elimination and continuous removal by distillation of the alkanol eliminated during the reaction from the alkyl acetoacetate in a reactor system with a fitted fractionation column, wherein A an &agr;,&bgr;-unsaturated alcohol which boils below 140° C. is introduced, in the absence of effective amounts of a solvent, together with the organic aluminum compound into the reaction vessel, B a reaction temperature which is as constant as possible between 170° C. and 250° C. is set under elevated pressure, C at this temperature, the alkyl acetoacetate is metered into the mixture, obtained in A, of the &agr;,&bgr;-unsaturated alcohol and the organic aluminum compound, and D during the reaction the content of alkyl acetoacetate in the reaction mixture is set at a value which is as constant as possible between 0.1 and 10% by weight.
摘要翻译：一种改进的制备低级不饱和酮的方法，该方法通过在卡罗尔反应中使相应的α，β-不饱和醇与烷基乙酰乙酸酯在0.1至5摩尔％存在下反应的待反应的乙酰乙酸烷基酯的有机铝化合物作为催化剂，在具有适合的分馏塔的反应器系统中通过蒸馏从乙酰乙酸烷基酯反应中消除的烷醇消除并连续除去，其中引入沸点低于140℃的α，β-不饱和醇，在没有有效量的溶剂与有机铝化合物一起进入反应容器B中，在170℃和250℃之间的反应温度一直保持在升高的压力下，在此温度下，将乙酰乙酸烷基酯计量加入到A，得自α，β-不饱和醇和有机铝化合物的混合物中，并且在反应期间将D 将反应混合物中乙酰乙酸烷基酯的含量设定为0.1至10重量％之间尽可能恒定的值。

5. 发明授权

US5874635A Preparation of .gamma., .delta.-unsaturated ketones by the carroll reaction in cyclic carbonates or .gamma.-lactones 失效
标题翻译：通过循环碳酸酯或γ-内酯中的卡罗尔反应制备γ，δ-不饱和酮
公开(公告)号：US5874635A
公开(公告)日：1999-02-23
申请号：US965024
申请日：1997-11-05
申请人： Heinz Etzrodt , Manfred Stroezel , Dietmar Weller , Hagen Jaedicke
发明人： Heinz Etzrodt , Manfred Stroezel , Dietmar Weller , Hagen Jaedicke
IPC分类号： C07C45/69 , C07C45/67 , C07C45/71 , C07C45/76 , C07C49/203 , C07C45/51
CPC分类号： C07C45/676
摘要： A process for preparing .gamma.,.delta.-unsaturated ketones bya) reacting vinylcarbinols or propargyl alcohols with alkyl acetoacetates or diketene andb) thermally rearranging the resulting acetoacetates in the presence or absence of an aluminum catalyst to .gamma.,.delta.-unsaturated ketones (Carroll reaction),wherein step a) and/or step b) is carried out in a cyclic carbonate of the formula I or a .gamma.-lactone of the formula II ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are H, or lower alkyl and R.sup.4 is H, lower alkyl, phenyl or methoxymethyl, as solvent.
摘要翻译：通过以下方法制备γ，δ不饱和酮的方法：a）使乙烯基甲醇或炔丙醇与乙酰乙酸烷基酯或双烯酮酸烷基酯反应，和b）在存在或不存在铝催化剂的情况下，将得到的乙酰乙酸酯热重新排列到γ，δ-不饱和酮（Carroll反应），其中步骤a）和/或步骤b）在式I的环状碳酸酯或式II的γ-内酯中进行，其中R 4是H，低级烷基，苯基或甲氧基甲基，作为溶剂。

6. 发明授权

US06288282B1 Process for preparing ionones 失效
标题翻译：紫罗兰酮的制备方法
公开(公告)号：US06288282B1
公开(公告)日：2001-09-11
申请号：US09567268
申请日：2000-05-09
申请人： Udo Rheude , Ulrich Hörcher , Dietmar Weller , Manfred Stroezel
发明人： Udo Rheude , Ulrich Hörcher , Dietmar Weller , Manfred Stroezel
IPC分类号： C07C4921
CPC分类号： C07C403/16 , C07C2601/16
摘要： Process for the continuous preparation of &agr;- and/or &bgr;-ionone or homologous compounds using concentrated sulfuric acid at temperatures from 20 to 90° C., in the presence of organic solvents or diluents with cooling and by subsequent termination of the reaction by hydrolysis of the reaction mixture with water or dilute sulfuric acid, wherein both the cyclization of pseudoionones and the subsequent hydrolysis of the reaction mixture are carried out in a virtually adiabatic reaction in one or more reaction mixing pump(s) which are connected in series and each of which consists essentially of a rotationally symmetrical mixing chamber formed from a peripheral wall and two end walls and of a mixing rotor made of material inert to sulfuric acid and with rotational drive, where the mixing chamber has at least one inlet opening for each component and one outlet opening for the reaction mixture, and annular channels in fluid connection to one another in the end walls, and wherein the heat of the two reactions is in each case partly or wholly removed with the aid of a downstream heat exchanger.
摘要翻译：使用浓硫酸在20〜90℃的温度下，在有机溶剂或稀释剂存在下，在冷却下，随后通过水解终止反应，连续制备α-和/或β-紫罗兰酮或同系化合物的方法反应混合物与水或稀硫酸反应，其中假戊烯酮的环化和随后的反应混合物的水解在一个或多个反应混合泵中实质上绝热的反应中进行，所述反应混合泵串联连接，其基本上由旋转对称的混合室组成，该混合室由周壁和两个端壁以及由硫酸惰性且具有旋转驱动的材料制成的混合转子，其中混合室具有用于每个部件的至少一个入口，用于反应混合物的一个出口，以及在端壁中彼此流体连接的环形通道，其中热量在每种情况下，两个反应在下游热交换器的帮助下部分或全部去除。

7. 发明授权

US6140542A Process for preparing ionones 失效
标题翻译：紫罗兰酮的制备方法
公开(公告)号：US6140542A
公开(公告)日：2000-10-31
申请号：US147262
申请日：1998-11-13
申请人： Udo Rheude , Ulrich Horcher , Dietmar Weller , Manfred Stroezel
发明人： Udo Rheude , Ulrich Horcher , Dietmar Weller , Manfred Stroezel
IPC分类号： C07B37/10 , C07C20060101 , C07C49/21 , C07C403/14 , C07C403/16
CPC分类号： C07C403/16 , C07C2101/16
摘要： Process for the continuous preparation of .alpha.- and/or .beta.-ionone or homologous compounds using concentrated sulfuric acid at temperatures from 20 to 90.degree. C., in the presence of organic solvents or diluents with cooling and by subsequent termination of the reaction by hydrolysis of the reaction mixture with water or dilute sulfuric acid, wherein both the cyclization of pseudoionones and the subsequent hydrolysis of the reaction mixture are carried out in a virtually adiabatic reaction in one or more reaction mixing pump(s) which are connected in series and each of which consists essentially of a rotationally symmetrical mixing chamber formed from a peripheral wall and two end walls and of a mixing rotor made of material inert to sulfuric acid and with rotational drive, where the mixing chamber has at least one inlet opening for each component and one outlet opening for the reaction mixture, and annular channels in fluid connection to one another in the end walls, and wherein the heat of the two reactions is in each case partly or wholly removed with the aid of a downstream heat exchanger.
摘要翻译： PCT No.PCT / EP97 / 02249 Sec。 371日期：1998年11月13日 102（e）1998年11月13日日期PCT提交1997年5月2日PCT公布。出版物WO97 / 43254 日期1997年11月20日使用浓硫酸在20〜90℃的温度下连续制备α-和/或β-戊二酮或同系化合物的方法，在有机溶剂或稀释剂存在下进行冷却和后续终止反应混合物与水或稀硫酸水解反应，其中假戊烯酮的环化和随后的反应混合物的水解都在一个或多个反应混合泵中实质上绝热的反应中进行，所述反应混合泵是串联连接，每个主要由旋转对称的混合室组成，该混合室由周壁和两个端壁以及由硫酸惰性且具有旋转驱动的材料制成的混合转子，其中混合室具有至少一个入口用于每个部件的开口和用于反应混合物的一个出口开口，以及在端壁中彼此流体连接的环形通道，并且其中两个反应的热量在每种情况下都借助于下游热交换器部分或全部去除。

8. 发明申请

US20060008533A1 Adsorbates containing active substances 有权
标题翻译：含有活性物质的吸附物
公开(公告)号：US20060008533A1
公开(公告)日：2006-01-12
申请号：US11226994
申请日：2005-09-14
申请人： Andreas Habich , York Hartleben , Dietmar Weller
发明人： Andreas Habich , York Hartleben , Dietmar Weller
IPC分类号： A61K9/14
CPC分类号： A23K20/174 , A23K40/10 , A23K40/30 , A23L27/75 , A23L27/77 , A23L33/12 , A23L33/15 , A23P10/30 , A23P10/35 , A23V2002/00 , A61K8/678 , A61K2800/412 , A61K2800/56 , A61Q19/00 , A23V2200/254 , A23V2250/1628 , A23V2250/712 , A23V2200/222 , A23V2250/18 , A23V2250/1866
摘要： A process is described for producing adsorbates suitable for human or animal nutrition and also cosmetics applications in which a component (A) to be adsorbed is applied to a carrier (C) using at least one stabilizer (B), the mean particle size of the carrier (C) being at least 80 μm, with the proviso that, if the component (A) to be adsorbed is vitamin E, the mixture of (A) and (B) has an HLB value less than 7, and also with the proviso that if the component (A) to be adsorbed is an oil-soluble vitamin and the stabilizer (B) is a glyceride, the freezing point of the mixture of (A) and (B) is below or equal to 80° C. A description is also given of the use of the adsorbates which are thus obtainable.
摘要翻译：描述了用于生产适用于人或动物营养的吸附物的方法，以及使用至少一种稳定剂（B）将待吸附的组分（A）施用于载体（C）的化妆品应用，其平均粒径载体（C）为至少80μm，条件是如果待吸附的组分（A）为维生素E，则（A）和（B）的混合物的HLB值小于7，并且与条件是如果待吸附的组分（A）是油溶性维生素，稳定剂（B）是甘油酯，则（A）和（B）的混合物的凝固点低于或等于80℃ 还给出了可获得的被吸附物的用途的描述。

9. 发明授权

US08642090B2 Adsorbates containing active substances 有权
标题翻译：含有活性物质的吸附物
公开(公告)号：US08642090B2
公开(公告)日：2014-02-04
申请号：US11226994
申请日：2005-09-14
申请人： Andreas Habich , York Hartleben , Dietmar Weller
发明人： Andreas Habich , York Hartleben , Dietmar Weller
IPC分类号： A61K9/14 , A01N37/00
CPC分类号： A23K20/174 , A23K40/10 , A23K40/30 , A23L27/75 , A23L27/77 , A23L33/12 , A23L33/15 , A23P10/30 , A23P10/35 , A23V2002/00 , A61K8/678 , A61K2800/412 , A61K2800/56 , A61Q19/00 , A23V2200/254 , A23V2250/1628 , A23V2250/712 , A23V2200/222 , A23V2250/18 , A23V2250/1866
摘要： A process is described for producing adsorbates suitable for human or animal nutrition and also cosmetics applications in which a component (A) to be adsorbed is applied to a carrier (C) using at least one stabilizer (B), the mean particle size of the carrier (C) being at least 80 μm, with the proviso that, if the component (A) to be adsorbed is vitamin E, the mixture of (A) and (B) has an HLB value less than 7, and also with the proviso that if the component (A) to be adsorbed is an oil-soluble vitamin and the stabilizer (B) is a glyceride, the freezing point of the mixture of (A) and (B) is below or equal to 80° C. A description is also given of the use of the adsorbates which are thus obtainable.
摘要翻译：描述了用于生产适用于人或动物营养的吸附物的方法，以及使用至少一种稳定剂（B）将待吸附的组分（A）施用于载体（C）的化妆品应用，其平均粒径载体（C）为至少80μm，条件是如果待吸附的组分（A）为维生素E，则（A）和（B）的混合物的HLB值小于7，并且与条件是如果待吸附的组分（A）是油溶性维生素，稳定剂（B）是甘油酯，则（A）和（B）的混合物的凝固点低于或等于80℃ 还给出了可获得的被吸附物的用途的描述。

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