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1. 发明授权

US07019173B2 Fluorine compound and fluorinating agent comprising the compound 失效
公开(公告)号：US07019173B2
公开(公告)日：2006-03-28
申请号：US10433412
申请日：2002-08-22
申请人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
发明人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
IPC分类号： C07C211/00
CPC分类号： C07F9/54 , C07B39/00 , C07C17/16 , C07C17/18 , C07C211/29 , C07C251/30 , C07C271/20 , C07F9/5004 , Y02P20/582
摘要： A fluorine compound represented by Formula (1) is provided. The above fluorine compound is effective for introducing a fluorine atom into a compound having an active group such as an oxygen-containing functional group, and it can be used for uses of surface treatment, cleaning and coating. Further, after the fluorination reaction, the above compound is recovered and can be reused as a starting material for producing the above fluorine compound, and it is useful for various fluorination processes. (wherein X represents a nitrogen or phosphorus atom; R0, R1, and R2 represent hydrogen, an alkyl group or aryl group which may have a substituent, and they each may be the same or different; and R0, R1, and R2 may be combined with each other to form a ring).

2. 发明申请

US20060089513A1 Fluorine compound and fluorinating agent comprising the compound 失效
标题翻译：氟化合物和包含该化合物的氟化剂
公开(公告)号：US20060089513A1
公开(公告)日：2006-04-27
申请号：US11297408
申请日：2005-12-09
申请人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
发明人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
IPC分类号： C07C211/27
CPC分类号： C07F9/54 , C07B39/00 , C07C17/16 , C07C17/18 , C07C211/29 , C07C251/30 , C07C271/20 , C07F9/5004 , Y02P20/582
摘要： A fluorine compound represented by Formula (1) is provided. The above fluorine compound is effective for introducing a fluorine atom into a compound having an active group such as an oxygen-containing functional group, and it can be used for uses of surface treatment, cleaning and coating. Further, after the fluorination reaction, the above compound is recovered and can be reused as a starting material for producing the above fluorine compound, and it is useful for various fluorination processes. (wherein X represents a nitrogen or phosphorus atom; R0, R1, and R2 represent hydrogen, an alkyl group or aryl group which may have a substituent, and they each may be the same or different; and R0, R1, and R2 may be combined with each other to form a ring).
摘要翻译：提供由式（1）表示的氟化合物。上述氟化合物有效地将氟原子引入具有活性基团的化合物如含氧官能团，并且其可用于表面处理，清洁和涂覆的用途。此外，在氟化反应之后，回收上述化合物，可以重复使用作为制备上述氟化合物的原料，可用于各种氟化处理。（其中X表示氮或磷原子; R 0，R 1，R 2和R 2表示氢，烷基或芳基，可以具有取代基，并且它们各自可以相同或不同;并且R 0，R 1和R 2可以与彼此形成一个戒指）。

3. 发明授权

US07297821B2 Fluorine compound and fluorinating agent comprising the compound 失效
标题翻译：氟化合物和包含该化合物的氟化剂
公开(公告)号：US07297821B2
公开(公告)日：2007-11-20
申请号：US11297408
申请日：2005-12-09
申请人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
发明人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
IPC分类号： C07C211/00
CPC分类号： C07F9/54 , C07B39/00 , C07C17/16 , C07C17/18 , C07C211/29 , C07C251/30 , C07C271/20 , C07F9/5004 , Y02P20/582
摘要： A fluorine compound represented by Formula (1) is provided. The above fluorine compound is effective for introducing a fluorine atom into a compound having an active group such as an oxygen-containing functional group, and it can be used for uses of surface treatment, cleaning and coating. Further, after the fluorination reaction, the above compound is recovered and can be reused as a starting material for producing the above fluorine compound, and it is useful for various fluorination processes. (wherein X represents a nitrogen or phosphorus atom; R0, R1, and R2 represent hydrogen, an alkyl group or aryl group which may have a substituent, and they each may be the same or different; and R0, R1, and R2 may be combined with each other to form a ring).
摘要翻译：提供由式（1）表示的氟化合物。上述氟化合物有效地将氟原子引入具有活性基团的化合物如含氧官能团，并且其可用于表面处理，清洁和涂覆的用途。此外，在氟化反应之后，回收上述化合物，可以重复使用作为制备上述氟化合物的原料，可用于各种氟化处理。（其中X表示氮或磷原子; R 0，R 1，R 2和R 2表示氢，烷基或芳基，可以具有取代基，并且它们各自可以相同或不同;并且R 0，R 1和R 2可以与彼此形成一个戒指）。

4. 发明授权

US07405331B2 High-purity (fluoroalkyl)benzene derivative and process for producing the same 失效
标题翻译：高纯度（氟烷基）苯衍生物及其制备方法
公开(公告)号：US07405331B2
公开(公告)日：2008-07-29
申请号：US10512990
申请日：2003-04-24
申请人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
发明人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
IPC分类号： C07C22/08
CPC分类号： C07C45/41 , C07B39/00 , C07C29/147 , C07C39/24 , C07C45/45 , C07C45/63 , C07C47/55 , C07C49/80 , C07C51/04 , C07C51/62 , C07C67/307 , C07C211/29 , C07C233/65 , C07C255/50 , C07C63/72 , C07C63/70 , C07C69/76 , C07C33/46
摘要： The process for producing a (fluoroalkyl)benzene derivative according to the present invention comprises a step of reducing the total content of group 3 to group 12 transition metals in an alkylbenzene derivative to 500 ppm or less in terms of metal atoms; a step of halogenating the branched alkyl group of the purified alkylbenzene derivative by a photohalogenation to obtain a (haloalkyl)benzene derivative; and a step of subjecting the (haloalkyl)benzene derivative to a halogen-fluorine exchange using HF in an amount of 10 mol or higher per one mole of the (haloalkyl)benzene derivative. The (fluoroalkyl)benzene derivative produced by the process is reduced in the content of impurities such as residual halogens and residual metals, and is useful as intermediates for functional chemical products for use in applications such as medicines and electronic materials.
摘要翻译：本发明的（氟代烷基）苯衍生物的制造方法包括使烷基苯衍生物中的第1族第1族过渡金属的含量以金属原子换算为500ppm以下的步骤; 通过光卤化来卤化纯化的烷基苯衍生物的支链烷基以获得（卤代烷基）苯衍生物的步骤; 以及使用每10摩尔（卤代烷基）苯衍生物为10摩尔以上的HF的（卤代烷基）苯衍生物进行卤 - 氟交换的工序。通过该方法制备的（氟代烷基）苯衍生物的残留卤素和残余金属等杂质含量降低，可用作药物和电子材料等应用中的功能性化学产品的中间体。

5. 发明申请

US20060167324A1 High-purity (fluoroalkyl)benzene derivative and process for producing the same 失效
标题翻译：高纯度（氟烷基）苯衍生物及其制备方法
公开(公告)号：US20060167324A1
公开(公告)日：2006-07-27
申请号：US10512990
申请日：2003-04-24
申请人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
发明人： Toshio Hidaka , Norio Fushimi , Takafumi Yoshimura , Takeshi Kawai
IPC分类号： C07C25/13
CPC分类号： C07C45/41 , C07B39/00 , C07C29/147 , C07C39/24 , C07C45/45 , C07C45/63 , C07C47/55 , C07C49/80 , C07C51/04 , C07C51/62 , C07C67/307 , C07C211/29 , C07C233/65 , C07C255/50 , C07C63/72 , C07C63/70 , C07C69/76 , C07C33/46
摘要： The process for producing a (fluoroalkyl)benzene derivative according to the present invention comprises a step of reducing the total content of group 3 to group 12 transition metals in an alkylbenzene derivative to 500 ppm or less in terms of metal atoms; a step of halogenating the branched alkyl group of the purified alkylbenzene derivative by a photohalogenation to obtain a (haloalkyl)benzene derivative; and a step of subjecting the (haloalkyl)benzene derivative to a halogen-fluorine exchange using HF in an amount of 10 mol or higher per one mole of the (haloalkyl)benzene derivative. The (fluoroalkyl)benzene derivative produced by the process is reduced in the content of impurities such as residual halogens and residual metals, and is useful as intermediates for functional chemical products for use in applications such as medicines and electronic materials.
摘要翻译：本发明的（氟代烷基）苯衍生物的制造方法包括使烷基苯衍生物中的第1族第1族过渡金属的含量以金属原子换算为500ppm以下的步骤; 通过光卤化来卤化纯化的烷基苯衍生物的支链烷基以获得（卤代烷基）苯衍生物的步骤; 以及使用每10摩尔（卤代烷基）苯衍生物为10摩尔以上的HF的（卤代烷基）苯衍生物进行卤 - 氟交换的工序。通过该方法制备的（氟代烷基）苯衍生物的残留卤素和残余金属等杂质含量降低，可用作药物和电子材料等应用中的功能性化学产品的中间体。

6. 发明申请

US20060167312A1 Process for producing 5-iodo-2-methylbenzoic acid 失效
标题翻译： 5-碘-2-甲基苯甲酸的制备方法
公开(公告)号：US20060167312A1
公开(公告)日：2006-07-27
申请号：US10563088
申请日：2004-07-01
申请人： Takafumi Yoshimura , Toshio Hidaka , Yoshifumi Sato , Norio Fushimi , Kazuhiro Yamada
发明人： Takafumi Yoshimura , Toshio Hidaka , Yoshifumi Sato , Norio Fushimi , Kazuhiro Yamada
IPC分类号： C07C63/04
CPC分类号： C07C51/363 , C07C63/70
摘要： The present invention provides a process for producing 5-iodo-2-methylbenzoic acid through iodination of 2-methylbenzoic acid, the process including, as essential steps, a reaction step of iodinating 2-methylbenzoic acid in the presence of a microporous compound, iodine, an oxidizing agent, and acetic anhydride, and a purification step including sublimation, distillation, crystallization, or a combination of two or more of these. According to the present invention, 5-iodo-2-methylbenzoic acid, which is useful for producing functional chemicals such as drugs, can be produced at high purity and high yield in a simple manner. Since the production process includes a simple reaction step and a simple separation/purification step, the load of purification is mitigated. In addition, the microporous compound such as a zeolite catalyst which has been separated and recovered from the reaction mixture can be repeatedly employed after performing of a simple treatment. Thus, the production process ensures a long service life of catalysts and high efficiency.
摘要翻译：本发明提供了通过2-甲基苯甲酸碘化生产5-碘-2-甲基苯甲酸的方法，该方法包括作为必要步骤的步骤，在微孔化合物存在下碘化2-甲基苯甲酸，碘，氧化剂和乙酸酐，以及包括升华，蒸馏，结晶或这些中的两种或更多种的组合的纯化步骤。根据本发明，可以以高纯度和高产率以简单的方式制备可用于制备功能性化学物质如药物的5-碘-2-甲基苯甲酸。由于生产过程包括简单的反应步骤和简单的分离/纯化步骤，减轻了纯化负荷。此外，在进行简单处理之后，可以重复使用从反应混合物中分离回收的微孔化合物如沸石催化剂。因此，生产过程确保催化剂的使用寿命长，效率高。

7. 发明授权

US07642374B2 Process for producing 5-iodo-2-methylbenzoic acid 失效
标题翻译： 5-碘-2-甲基苯甲酸的制备方法
公开(公告)号：US07642374B2
公开(公告)日：2010-01-05
申请号：US10563088
申请日：2004-07-01
申请人： Takafumi Yoshimura , Toshio Hidaka , Yoshifumi Sato , Norio Fushimi , Kazuhiro Yamada
发明人： Takafumi Yoshimura , Toshio Hidaka , Yoshifumi Sato , Norio Fushimi , Kazuhiro Yamada
IPC分类号： C07C51/42
CPC分类号： C07C51/363 , C07C63/70
摘要： The present invention provides a process for producing 5-iodo-2-methylbenzoic acid through iodination of 2-methylbenzoic acid, the process including, as essential steps, a reaction step of iodinating 2-methylbenzoic acid in the presence of a microporous compound, iodine, an oxidizing agent, and acetic anhydride, and a purification step including sublimation, distillation, crystallization, or a combination of two or more of these. According to the present invention, 5-iodo-2-methylbenzoic acid, which is useful for producing functional chemicals such as drugs, can be produced at high purity and high yield in a simple manner. Since the production process includes a simple reaction step and a simple separation/purification step, the load of purification is mitigated. In addition, the microporous compound such as a zeolite catalyst which has been separated and recovered from the reaction mixture can be repeatedly employed after performing of a simple treatment. Thus, the production process ensures a long service life of catalysts and high efficiency.
摘要翻译：本发明提供了通过2-甲基苯甲酸碘化生产5-碘-2-甲基苯甲酸的方法，该方法包括作为必要步骤的步骤，在微孔化合物存在下碘化2-甲基苯甲酸，碘，氧化剂和乙酸酐，以及包括升华，蒸馏，结晶或这些中的两种或更多种的组合的纯化步骤。根据本发明，可以以高纯度和高产率以简单的方式制备可用于制备功能性化学物质如药物的5-碘-2-甲基苯甲酸。由于生产过程包括简单的反应步骤和简单的分离/纯化步骤，减轻了纯化负荷。此外，在进行简单处理之后，可以重复使用从反应混合物中分离回收的微孔化合物如沸石催化剂。因此，生产过程确保催化剂的使用寿命长，效率高。

8. 发明授权

US07638652B2 Method for producing fluoroamine 失效
标题翻译：生产氟胺的方法
公开(公告)号：US07638652B2
公开(公告)日：2009-12-29
申请号：US12373583
申请日：2007-07-11
申请人： Takafumi Yoshimura , Toshio Hidaka , Norio Fushimi
发明人： Takafumi Yoshimura , Toshio Hidaka , Norio Fushimi
IPC分类号： C07C209/50
CPC分类号： C07C249/02 , C07C251/24
摘要： Provided is a one-step efficient production method for an α,α-difluoroamine of a general formula (1) below from an amide compound. The method is an economical method capable of producing the intended α,α-difluoroamine at high yield by reacting a starting amide compound with carbonyl fluoride and/or oxalyl fluoride under a specific condition.Formula (1)
摘要翻译：本发明提供从酰胺化合物制备下述通式（1）的α，α-二氟胺的一步高效制备方法。该方法是能够通过在特定条件下使起始酰胺化合物与碳酰氟和/或草酰氟反应而以高产率生产所需的α，α-二氟胺的经济方法。公式1）

9. 发明授权

US07750182B2 Process for production of iodine compounds and process for production of high-purity 5-iodo-2-methylbenzoic acid 失效
标题翻译：生产碘化合物的方法和生产高纯度5-碘-2-甲基苯甲酸的方法
公开(公告)号：US07750182B2
公开(公告)日：2010-07-06
申请号：US10545005
申请日：2004-02-10
申请人： Toshio Hidaka , Takafumi Yoshimura , Yoshifumi Sato , Norio Fushimi , Masaharu Doya
发明人： Toshio Hidaka , Takafumi Yoshimura , Yoshifumi Sato , Norio Fushimi , Masaharu Doya
IPC分类号： C07C17/00 , C07C63/04
CPC分类号： C07C253/30 , C07B39/00 , C07C17/12 , C07C17/156 , C07C17/158 , C07C51/363 , C07C51/43 , C07C25/02 , C07C25/13 , C07C25/18 , C07C25/125 , C07C63/70 , C07C255/50
摘要： Provided is a production method for an iodine compound in which iodine is reacted with a substrate in the presence of a porous material having a pore diameter of 500 nm or less or in the presence of the above porous material and an oxidizing agent and a production process for high purity 5-iodo-2-methylbenzoic acid comprising an iodination reaction step carried out by the above-mentioned, a crystal precipitation and separation step in which a product is precipitated by adding water or cooling and then separated and a purification step in which crystal separated is recrystallized using an organic solvent. According to the production method for an iodine compound described above, iodine can be introduced into various substrates at a high selectivity. Since expensive metals and specific reagents do not have to be used, it can readily be carried out in an industrially scale, and the product having a high purity can be obtained. Further, the process comprising the iodination reaction, separation and purification steps described above makes it possible to readily obtain at a high yield, 5-iodo-2-methylbenzoic acid having a high purity which is useful in uses for functional chemical products such as medicines. The process of the present invention comprising iodination reaction, separation and purification steps is characterized by that it is simple in terms of a procedure and that the purification load is smaller, and it is very advantageous in industrially carrying out.
摘要翻译：提供一种碘化合物的制造方法，其中碘在孔径为500nm以下的多孔质材料的存在下，或者在上述多孔质材料和氧化剂的存在下，与基材反应，制造方法包括通过上述进行的碘化反应步骤的高纯度5-碘-2-甲基苯甲酸，其中通过加入水或冷却然后分离产物而沉淀产物的晶体沉淀和分离步骤和纯化步骤，其中使用有机溶剂重结晶晶体分离。根据上述碘化合物的制造方法，能够以高选择性将碘引入各种基材中。由于不需要使用昂贵的金属和特定试剂，因此可以容易地以工业规模进行，可以获得高纯度的产物。此外，包括上述碘化反应，分离和纯化步骤的方法使得可以容易地以高产率获得具有高纯度的5-碘-2-甲基苯甲酸，其可用于诸如药物的功能性化学产品的用途。包括碘化反应，分离和纯化步骤的本发明方法的特征在于它在程序方面简单，净化负荷较小，在工业上非常有利。

10. 发明申请

US20090247789A1 METHOD FOR PRODUCING FLUOROAMINE 失效
标题翻译：生产氟菊酯的方法
公开(公告)号：US20090247789A1
公开(公告)日：2009-10-01
申请号：US12373583
申请日：2007-07-11
申请人： Takafumi Yoshimura , Toshio Hidaka , Norio Fushimi
发明人： Takafumi Yoshimura , Toshio Hidaka , Norio Fushimi
IPC分类号： C07C209/50
CPC分类号： C07C249/02 , C07C251/24
摘要： Provided is a one-step efficient production method for an α,α-difluoroamine of a general formula (1) below from an amide compound. The method is an economical method capable of producing the intended α,α-difluoroamine at high yield by reacting a starting amide compound with carbonyl fluoride and/or oxalyl fluoride under a specific condition.
摘要翻译：本发明提供从酰胺化合物制备下述通式（1）的α，α-二氟胺的一步高效制备方法。该方法是能够通过在特定条件下使起始酰胺化合物与碳酰氟和/或草酰氟反应而以高产率生产所需的α，α-二氟胺的经济方法。

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