公开(公告)号：US07253300B2

公开(公告)日：2007-08-07

申请号：US10942880

申请日：2004-09-17

申请人： Mitsuharu Kitamura ,  Takashi Kojima ,  Yoshiharu Ataka ,  Tomoaki Kubota ,  Kinji Kato ,  Kazuyuki Fukuda

发明人： Mitsuharu Kitamura ,  Takashi Kojima ,  Yoshiharu Ataka ,  Tomoaki Kubota ,  Kinji Kato ,  Kazuyuki Fukuda

IPC分类号： C07C67/36 ,  C07C69/74

CPC分类号： C07C67/60 ,  C07B2200/09 ,  C07C51/58 ,  C07C67/14 ,  C07C2603/68 ,  C07C61/135 ,  C07C69/753

摘要： In a process for producing tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester by reacting tricyclo[5.2.1.02,6]deca-3-ene with carbon monoxide and alcohol in the presence of HF, carried out separately are (a) a step in which tricyclo[5.2.1.02,6]deca-3-ene is reacted with carbon monoxide to produce acyl fluoride and (b) a step in which acyl fluoride obtained in the step described above is reacted with alcohol to produce an ester. Also, the reaction conditions at the step (a) described above are selected or a step for carrying out isomerization reaction of tricyclo[5.2.1.02,6]decane-2-carboxylic fluoride obtained at the step (a) is interposed between the step (a) and the step (b). Further, the crude product of tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester thus obtained is subjected to contact treatment with specific glycol in the presence of an acid catalyst and then distilled.

摘要翻译： 在三环[5.2.1.0 2,6]癸烷-3-羧酸酯的三辛酸[5.2.1.0 2,6]癸烷-2-羧酸酯的制备方法中， 在一种HF存在下与一氧化碳和乙醇一起使用，分别进行（a）将三环[5.2.1.0 2,6]癸-3-烯与一氧化碳反应的步骤 产生酰氟和（b）使上述步骤中得到的酰基氟与醇反应生成酯的步骤。 此外，选择上述步骤（a）中的反应条件或在步骤（a）中获得的三环[5.2.1.0 2,6]癸烷-2-羧酸氟化物进行异构化反应的步骤 （a）介于步骤（a）和步骤（b）之间。 此外，将由此获得的三环[5.2.1.0 2,6]癸烷-2-羧酸酯的粗产物在酸催化剂存在下用特定的二醇进行接触处理，然后蒸馏。

公开(公告)号：US20050101799A1

公开(公告)日：2005-05-12

申请号：US10942880

申请日：2004-09-17

申请人： Mitsuharu Kitamura ,  Takashi Kojima ,  Yoshiharu Ataka ,  Tomoaki Kubota ,  Kinji Kato ,  Kazuyuki Fukuda

发明人： Mitsuharu Kitamura ,  Takashi Kojima ,  Yoshiharu Ataka ,  Tomoaki Kubota ,  Kinji Kato ,  Kazuyuki Fukuda

IPC分类号： C07C51/58 ,  C07C61/135 ,  C07C67/14 ,  C07C67/60 ,  C07C69/74

CPC分类号： C07C67/60 ,  C07B2200/09 ,  C07C51/58 ,  C07C67/14 ,  C07C2603/68 ,  C07C61/135 ,  C07C69/753

摘要： An object of the present invention is to provide a process for producing high purity tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester which has a small content of an unsaturated compound and which has an excellent fragrance and is useful as a perfume or a perfume component. In a process for producing tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester by reacting tricyclo[5.2.1.02,6]deca-3-ene with carbon monoxide and alcohol in the presence of HF, carried out separately are (a) a step in which tricyclo[5.2.1.02,6]deca-3-ene is reacted with carbon monoxide to produce acyl fluoride and (b) a step in which acyl fluoride obtained in the step described above is reacted with alcohol to produce an ester, whereby tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester having a small content of an unsaturated compound can be obtained at a high yield. Also, the reaction conditions at the step (a) described above are selected or a step for carrying out isomerization reaction of tricyclo[5.2.1.02,6] decane-2-carboxylic fluoride obtained at the step (a) is interposed between the step (a) and the step (b), whereby capable of being efficiently produced is tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester having a structural ratio of 1.0 or more in exo-tricyclo[5.2.1.02,6]decane-endo-2-carboxylic acid ester/endo-tricyclo[5.2.1.02,6]decane-exo-2-carboxylic acid ester. Further, the crude product of tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester thus obtained is subjected to contact treatment with specific glycol in the presence of an acid catalyst and then distilled, whereby high purity tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester which is reduced in impurity aldehyde and which is excellent in a fragrance can industrially advantageously be produced.

公开(公告)号：US20060205970A1

公开(公告)日：2006-09-14

申请号：US11370918

申请日：2006-03-09

申请人： Mitsuharu Kitamura ,  Kinji Kato

发明人： Mitsuharu Kitamura ,  Kinji Kato

IPC分类号： C07C69/76

CPC分类号： C07C67/56 ,  C07C51/04 ,  C07C51/487 ,  C07C51/58 ,  C07C67/14 ,  C07C67/60 ,  C07C2603/68 ,  C07C61/135 ,  C07C69/753 ,  C07C69/24

摘要： In the production of carboxylic acid or carboxylic acid ester, a reaction product containing the carboxylic acid or carboxylic acid ester which has been produced by the reaction of an olefin, carbon monoxide, and water or an alcohol in the presence of HF is heat-treated in the presence of an acid catalyst and an acid adsorbent. By the heat treatment, the contamination of the carboxylic acid or carboxylic acid ester with HF and/or fluorine compounds such as acyl fluorides can be prevented, to enable the stable production of a high quality and high purity carboxylic acid or carboxylic acid ester without causing troubles such as corrosion of apparatus.

摘要翻译： 在羧酸或羧酸酯的制造中，通过在HF存在下通过烯烃，一氧化碳和水或醇反应制备的含有羧酸或羧酸酯的反应产物进行热处理 在酸催化剂和酸吸附剂的存在下。 通过热处理，可以防止羧酸或羧酸酯与HF和/或氟化合物如酰基氟化物的污染，使得能够稳定地生产高质量和高纯度的羧酸或羧酸酯而不引起 诸如设备腐蚀等问题。

公开(公告)号：US20050187403A1

公开(公告)日：2005-08-25

申请号：US11063970

申请日：2005-02-24

申请人： Hiroshi Ogawa ,  Junya Nishiuchi ,  Mitsuharu Kitamura ,  Kinji Kato

发明人： Hiroshi Ogawa ,  Junya Nishiuchi ,  Mitsuharu Kitamura ,  Kinji Kato

IPC分类号： C07C51/255 ,  C07C51/265 ,  C07C63/38

CPC分类号： C07C51/265 ,  C07C63/38

摘要： 1,3-Naphthalenedicarboxylic acid is produced by oxidizing 1,3-dialkylnaphthalene in a liquid-phase with an oxygen-containing gas in the presence of a C2-C6 lower aliphatic carboxylic acid solvent and a catalyst comprising a heavy metal and a bromine compound. By regulating the ratio of the total number of bromine atoms fed into a reaction system to the total number of 1,3-dialkylnaphthalene molecules fed into the reaction system within a specific range, 1,3-naphthalenedicarboxylic acid is efficiently produced with low costs. Using 1,3-dimethylnaphthalene, as the starting 1,3-dialkylnaphthalene, which is produced by isomerizing dimethylnaphthalenes in a liquid phase in the presence of a catalyst comprising hydrogen fluoride and boron trifluoride together with a C5-C10 alicyclic saturated hydrocarbon having a five-membered or six-membered ring structure, a highly pure 1,3-naphthalenedicarboxylic acid is efficiently produced.

摘要翻译： 1,3-二萘基二羧酸是通过在C 2 -C 6 -C 6的存在下用含氧气体在液相中氧化1,3-二烷基萘而制备的， 低级脂族羧酸溶剂和包含重金属和溴化合物的催化剂。 通过调节进料到反应体系中的溴原子总量与进料到反应体系中的1,3-二烷基萘分子的总数在特定范围内的比例，可以低成本有效地制备1,3-萘二羧酸。 使用1,3-二甲基萘作为起始1,3-二烷基萘，其通过在包含氟化氢和三氟化硼的催化剂存在下在液相中异构化二甲基萘一起制备，与C 5 N 5 具有5元或6元环结构的-C 10脂肪族饱和烃，高纯度的1,3-萘二羧酸。

公开(公告)号：US5705459A

公开(公告)日：1998-01-06

申请号：US578994

申请日：1995-12-27

申请人： Yoshihiro Shiokawa ,  Shunichi Matsumoto ,  Yoshifumi Sato ,  Kinji Kato ,  Mitsuharu Kitamura

发明人： Yoshihiro Shiokawa ,  Shunichi Matsumoto ,  Yoshifumi Sato ,  Kinji Kato ,  Mitsuharu Kitamura

IPC分类号： C10M105/38 ,  C10M171/00 ,  C10M105/32

CPC分类号： C10M105/38 ,  C10M171/008 ,  C10M2207/281 ,  C10M2207/282 ,  C10M2207/283 ,  C10M2207/286 ,  C10M2211/022 ,  C10M2211/06 ,  C10N2240/00 ,  C10N2240/22 ,  C10N2240/30 ,  C10N2240/50 ,  C10N2240/52 ,  C10N2240/54 ,  C10N2240/56 ,  C10N2240/58 ,  C10N2240/60 ,  C10N2240/66

摘要： A process for the production of a high-performance hybrid polyol ester having excellent compatibility with hydrofluorocarbons which are regarded as the most likely refrigerant and having excellent resistance to hydrolysis which esters are liable to undergo, the polyol ester having a plurality of branched fatty acid residues at least one of which has a different number of carbon atoms from that of the other branched fatty acid residue or those of the other branched fatty acid residues, the process comprising reacting at least two kinds of olefins having different numbers of carbon atoms, carbon monoxide and a polyhydric alcohol in the presence of hydrogen fluoride.

摘要翻译： 一种与被认为是最可能的制冷剂并且具有优异的耐水解性的氢氟烃的相容性优异的高性能混合多元醇酯的制备方法，所述多元醇酯具有多个支链脂肪酸残基 其中至少一个与其它支链脂肪酸残基或其它支链脂肪酸残基的碳原子数不同，所述方法包括使至少两种具有不同碳原子数的烯烃，一氧化碳 和多元醇在氟化氢存在下反应。

公开(公告)号：US07432390B2

公开(公告)日：2008-10-07

申请号：US11370918

申请日：2006-03-09

申请人： Mitsuharu Kitamura ,  Kinji Kato

发明人： Mitsuharu Kitamura ,  Kinji Kato

IPC分类号： C07C67/36

CPC分类号： C07C67/56 ,  C07C51/04 ,  C07C51/487 ,  C07C51/58 ,  C07C67/14 ,  C07C67/60 ,  C07C2603/68 ,  C07C61/135 ,  C07C69/753 ,  C07C69/24

摘要： In the production of carboxylic acid or carboxylic acid ester, a reaction product containing the carboxylic acid or carboxylic acid ester which has been produced by the reaction of an olefin, carbon monoxide, and water or an alcohol in the presence of HF is heat-treated in the presence of an acid catalyst and an acid adsorbent. By the heat treatment, the contamination of the carboxylic acid or carboxylic acid ester with HF and/or fluorine compounds such as acyl fluorides can be prevented, to enable the stable production of a high quality and high purity carboxylic acid or carboxylic acid ester without causing troubles such as corrosion of apparatus.

摘要翻译： 在羧酸或羧酸酯的制造中，通过在HF存在下通过烯烃，一氧化碳和水或醇反应制备的含有羧酸或羧酸酯的反应产物进行热处理 在酸催化剂和酸吸附剂的存在下。 通过热处理，可以防止羧酸或羧酸酯与HF和/或氟化合物如酰基氟化物的污染，使得能够稳定地生产高质量和高纯度的羧酸或羧酸酯而不引起 诸如设备腐蚀等问题。

公开(公告)号：US07241925B2

公开(公告)日：2007-07-10

申请号：US11011136

申请日：2004-12-15

申请人： Kinji Kato ,  Junya Nishiuchi ,  Mitsuharu Kitamura

发明人： Kinji Kato ,  Junya Nishiuchi ,  Mitsuharu Kitamura

IPC分类号： C07C45/49

CPC分类号： C07C45/49 ,  C07C47/55

摘要： In the production method of the invention, a halogen-substituted aromatic compound is reacted with carbon monoxide in the presence of hydrogen fluoride and boron trifluoride into a corresponding halogen-substituted aromatic aldehyde. By the use of hydrogen fluoride and boron trifluoride, the para position to halogen atom is selectively formylated to provide the halogen-substituted aromatic aldehyde in high yields in a short reaction time even at temperatures lower than room temperature.

摘要翻译： 在本发明的制造方法中，将卤素取代的芳香族化合物与一氧化碳在氟化氢和三氟化硼的存在下反应成相应的卤素取代的芳香醛。 通过使用氟化氢和三氟化硼，对卤素原子的对位选择性甲酰化，即使在低于室温的温度下，也可以在短的反应时间内以高产率提供卤素取代的芳族醛。

公开(公告)号：US07154008B2

公开(公告)日：2006-12-26

申请号：US10963572

申请日：2004-10-14

申请人： Kinji Kato ,  Yoshihiro Shiokawa ,  Tsuyoshi Hatakeyama ,  Mitsuharu Kitamura

发明人： Kinji Kato ,  Yoshihiro Shiokawa ,  Tsuyoshi Hatakeyama ,  Mitsuharu Kitamura

IPC分类号： C07C45/49

CPC分类号： C07C45/49 ,  C07C47/542

摘要： In the production of an alkylbenzaldehyde by a method comprising a step of preparing a solution of complex of a starting alkylbenzene and a hydrogen fluoride-boron trifluoride catalyst and a step of formylation by bringing the solution of complex into contact with carbon monoxide, an alkylbenzene having at least one primary alkyl group having two or more carbon atoms on its benzene ring is used as the starting alkylbenzene. The preparation of the solution of complex is carried out in the presence of an aliphatic or alicyclic saturated hydrocarbon having 6 to 10 carbon atoms which contains at least one tertiary carbon atom but contains no quaternary carbon atom. By the combined use of the specific alkylbenzene and the aliphatic or alicyclic saturated hydrocarbon, the disproportionation of the alkylbenzene is prevented and the alkylbenzaldehyde is produced at high yields.

摘要翻译： 在通过包括以下步骤的方法制备烷基苯甲醛时，所述方法包括通过使配合物溶液与一氧化碳接触来制备起始烷基苯和氟化氢 - 三氟化硼催化剂的络合物的溶液的步骤和甲酰化步骤， 在其苯环上具有至少一个具有两个或更多个碳原子的伯烷基用作起始烷基苯。 络合物溶液的制备在含有至少一个叔碳原子但不含有季碳原子的含有6至10个碳原子的脂族或脂环族饱和烃的存在下进行。 通过组合使用特定的烷基苯和脂族或脂环族饱和烃，可以防止烷基苯的歧化，并以高产率生产烷基苯甲醛。

公开(公告)号：US20050143605A1

公开(公告)日：2005-06-30

申请号：US11011136

申请日：2004-12-15

申请人： Kinji Kato ,  Junya Nishiuchi ,  Mitsuharu Kitamura

发明人： Kinji Kato ,  Junya Nishiuchi ,  Mitsuharu Kitamura

IPC分类号： C07C45/49

CPC分类号： C07C45/49 ,  C07C47/55

摘要： In the production method of the invention, a halogen-substituted aromatic compound is reacted with carbon monoxide in the presence of hydrogen fluoride and boron trifluoride into a corresponding halogen-substituted aromatic aldehyde. By the use of hydrogen fluoride and boron trifluoride, the para position to halogen atom is selectively formylated to provide the halogen-substituted aromatic aldehyde in high yields in a short reaction time even at temperatures lower than room temperature.

摘要翻译： 在本发明的制造方法中，将卤素取代的芳香族化合物与一氧化碳在氟化氢和三氟化硼的存在下反应成相应的卤素取代的芳香醛。 通过使用氟化氢和三氟化硼，对卤素原子的对位选择性甲酰化，即使在低于室温的温度下，也可以在短的反应时间内以高产率提供卤素取代的芳族醛。

公开(公告)号：US20050085670A1

公开(公告)日：2005-04-21

申请号：US10963572

申请日：2004-10-14

申请人： Kinji Kato ,  Yoshihiro Shiokawa ,  Tsuyoshi Hatakeyama ,  Mitsuharu Kitamura

发明人： Kinji Kato ,  Yoshihiro Shiokawa ,  Tsuyoshi Hatakeyama ,  Mitsuharu Kitamura

IPC分类号： C07B61/00 ,  C07C45/49 ,  C07C47/542

CPC分类号： C07C45/49 ,  C07C47/542

摘要： In the production of an alkylbenzaldehyde by a method comprising a step of preparing a solution of complex of a starting alkylbenzene and a hydrogen fluoride-boron trifluoride catalyst and a step of formylation by bringing the solution of complex into contact with carbon monoxide, an alkylbenzene having at least one primary alkyl group having two or more carbon atoms on its benzene ring is used as the starting alkylbenzene. The preparation of the solution of complex is carried out in the presence of an aliphatic or alicyclic saturated hydrocarbon having 6 to 10 carbon atoms which contains at least one tertiary carbon atom but contains no quaternary carbon atom. By the combined use of the specific alkylbenzene and the aliphatic or alicyclic saturated hydrocarbon, the disproportionation of the alkylbenzene is prevented and the alkylbenzaldehyde is produced at high yields.

摘要翻译： 在通过包括以下步骤的方法制备烷基苯甲醛时，所述方法包括通过使配合物溶液与一氧化碳接触来制备起始烷基苯和氟化氢 - 三氟化硼催化剂的络合物的溶液的步骤和甲酰化步骤， 在其苯环上具有至少一个具有两个或更多个碳原子的伯烷基用作起始烷基苯。 络合物溶液的制备在含有至少一个叔碳原子但不含有季碳原子的含有6至10个碳原子的脂族或脂环族饱和烃的存在下进行。 通过组合使用特定的烷基苯和脂族或脂环族饱和烃，可以防止烷基苯的歧化，并以高产率生产烷基苯甲醛。