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    • 1. 发明申请
    • Methods for producing aromatic carboxylic acids
    • 芳香羧酸的制备方法
    • US20070191634A1
    • 2007-08-16
    • US10594212
    • 2005-02-23
    • Naruhisa HiraiMasahiko Terada
    • Naruhisa HiraiMasahiko Terada
    • C07C51/16C07C51/255C07F15/00
    • C07C51/265C07C51/00Y02P20/55C07C63/26
    • A method of this invention produces an aromatic carboxylic acid, by oxidizing an aromatic compound B with oxygen in the presence of a catalytic nitrogen-containing cyclic compound A to thereby yield a corresponding aromatic carboxylic acid, the aromatic compound B having one or more hydrocarbon groups alone as substituents on its aromatic ring, and the catalytic nitrogen-containing cyclic compound A having a skeleton represented by following Formula (i): wherein X represents oxygen atom or an —OR group, and wherein R represents hydrogen atom or a hydroxyl-protecting group, as a constitutive member of its ring. The method includes the step of carrying out a reaction at a concentration of the aromatic compound B in the reaction system of 3.0 percent by weight or less, while continuously feeding the catalytic nitrogen-containing cyclic compound A, the aromatic compound B, a reaction solvent, and oxygen to a reactor and continuously extracting a reaction mixture from the reactor. This method can produce aromatic carboxylic acids with industrially good productivity without the need for special reaction facilities and without undergoing many steps.
    • 本发明的方法通过在催化性含氮环状化合物A的存在下用氧气化芳香族化合物B,得到芳香族羧酸,得到相应的芳香族羧酸,该芳香族化合物B具有一个以上的烃基 单独作为其芳环上的取代基,和具有由下式(i)表示的骨架的催化含氮环状化合物A:其中X表示氧原子或-OR基团,其中R表示氢原子或羟基保护基 组,作为其环的组成成员。 该方法包括在反应体系中进行浓度为3.0重量%以下的芳族化合物B的浓度的反应的工序,同时连续进料含有催化剂的含氮环状化合物A,芳香族化合物B,反应溶剂 ,和氧气进入反应器并从反应器中连续提取反应混合物。 该方法可以产生工业上良好生产率的芳族羧酸,而不需要特殊的反应设备,并且不经历许多步骤。
    • 2. 发明授权
    • Catalyst comprising N-substituted cyclic imide compound and process for producing organic compounds using the catalyst
    • 包含N-取代的环状酰亚胺化合物的催化剂和使用该催化剂制备有机化合物的方法
    • US07759515B2
    • 2010-07-20
    • US11434243
    • 2006-05-16
    • Yasutaka IshiiNaruhisa HiraiMasahiko Terada
    • Yasutaka IshiiNaruhisa HiraiMasahiko Terada
    • C07C63/00
    • C07C45/36B01J31/0247B01J31/2243B01J2231/42B01J2231/70B01J2231/72B01J2531/72B01J2531/845Y02P20/55
    • A catalyst of the invention includes an imide compound having a N-substituted cyclic imide skeleton represented by following Formula (I): wherein R is a hydroxyl-protecting group. Preferred R is a hydrolyzable protecting group. R may be a group obtained from an acid by eliminating an OH group therefrom. Such acids include, for example, carboxylic acids, sulfonic acids, carbonic acid, carbamic acid, sulfuric acid, nitric acid, phosphoric acids and boric acids. The catalyst may include the imide compound and a metallic compound in combination. In the presence of the catalyst, (A) a compound capable of forming a radical is allowed to react with (B) a radical scavenging compound and thereby yields an addition or substitution reaction product of the compound (A) and the compound (B) or a derivative thereof. This catalyst can produce an organic compound with a high selectivity in a high yield as a result of, for example, an addition or substitution reaction under mild conditions.
    • 本发明的催化剂包括具有由下式(I)表示的N-取代的环状酰亚胺骨架的酰亚胺化合物:其中R是羟基保护基。 优选的R是可水解的保护基团。 R可以是从酸中除去OH基团而获得的基团。 这些酸包括例如羧酸,磺酸,碳酸,氨基甲酸,硫酸,硝酸,磷酸和硼酸。 催化剂可以组合包括酰亚胺化合物和金属化合物。 在催化剂存在下,使(A)能够形成自由基的化合物与(B)自由基清除化合物反应,从而得到化合物(A)和化合物(B)的加成或取代反应产物, 或其衍生物。 作为例如在温和条件下的添加或取代反应的结果,该催化剂可以以高产率生产高选择性的有机化合物。
    • 3. 发明授权
    • Methods for producing aromatic carboxylic acids
    • 芳香羧酸的制备方法
    • US07524986B2
    • 2009-04-28
    • US10594212
    • 2005-02-23
    • Naruhisa HiraiMasahiko Terada
    • Naruhisa HiraiMasahiko Terada
    • C07C51/16
    • C07C51/265C07C51/00Y02P20/55C07C63/26
    • A method of this invention produces an aromatic carboxylic acid, by oxidizing an aromatic compound B with oxygen in the presence of a catalytic nitrogen-containing cyclic compound A to thereby yield a corresponding aromatic carboxylic acid, the aromatic compound B having one or more hydrocarbon groups alone as substituents on its aromatic ring, and the catalytic nitrogen-containing cyclic compound A having a skeleton represented by following Formula (i): wherein X represents oxygen atom or an —OR group, and wherein R represents hydrogen atom or a hydroxyl-protecting group, as a constitutive member of its ring. The method includes the step of carrying out a reaction at a concentration of the aromatic compound B in the reaction system of 3.0 percent by weight or less, while continuously feeding the catalytic nitrogen-containing cyclic compound A, the aromatic compound B, a reaction solvent, and oxygen to a reactor and continuously extracting a reaction mixture from the reactor. This method can produce aromatic carboxylic acids with industrially good productivity without the need for special reaction facilities and without undergoing many steps.
    • 本发明的方法通过在催化性含氮环状化合物A的存在下用氧气化芳香族化合物B,得到芳香族羧酸,得到相应的芳香族羧酸,该芳香族化合物B具有一个以上的烃基 单独作为其芳环上的取代基,和具有由下式(i)表示的骨架的催化含氮环状化合物A:其中X表示氧原子或-OR基团,其中R表示氢原子或羟基保护基 组,作为其环的组成成员。 该方法包括在反应体系中进行浓度为3.0重量%以下的芳族化合物B的浓度的反应的工序,同时连续进料含有催化剂的含氮环状化合物A,芳香族化合物B,反应溶剂 ,和氧气进入反应器并从反应器中连续提取反应混合物。 该方法可以产生工业上良好生产率的芳族羧酸,而不需要特殊的反应设备,并且不经历许多步骤。
    • 5. 发明授权
    • Catalyst comprised of n-substituted cyclic imides and processes for preparing organic compounds with the catalyst
    • 由n-取代的环状酰亚胺组成的催化剂和用催化剂制备有机化合物的方法
    • US07084090B2
    • 2006-08-01
    • US10432931
    • 2002-09-20
    • Yasutaka IshiiNaruhisa HiralMasahiko Terada
    • Yasutaka IshiiNaruhisa HiralMasahiko Terada
    • B01J31/00C07D211/72
    • C07C45/36B01J31/0247B01J31/2243B01J2231/42B01J2231/70B01J2231/72B01J2531/72B01J2531/845Y02P20/55
    • A catalyst of the invention includes an imide compound having a N-substituted cyclic imide skeleton represented by following Formula (I): wherein R is a hydroxyl-protecting group. Preferred R is a hydrolyzable protecting group. R may be a group obtained from an acid by eliminating an OH group therefrom. Such acids include, for example, carboxylic acids, sulfonic acids, carbonic acid, carbamic acid, sulfuric acid, nitric acid, phosphoric acids and boric acids. The catalyst may include the imide compound and a metallic compound in combination. In the presence of the catalyst, (A) a compound capable of forming a radical is allowed to react with (B) a radical scavenging compound and thereby yields an addition or substitution reaction product of the compound (A) and the compound (B) or a derivative thereof. This catalyst can produce an organic compound with a high selectivity in a high yield as a result of, for example, an addition or substitution reaction under mild conditions.
    • 本发明的催化剂包括具有由下式(I)表示的N-取代的环状酰亚胺骨架的酰亚胺化合物:其中R是羟基保护基。 优选的R是可水解的保护基团。 R可以是从酸中除去OH基团而获得的基团。 这些酸包括例如羧酸,磺酸,碳酸,氨基甲酸,硫酸,硝酸,磷酸和硼酸。 催化剂可以组合包括酰亚胺化合物和金属化合物。 在催化剂存在下,使(A)能够形成自由基的化合物与(B)自由基清除化合物反应,从而得到化合物(A)和化合物(B)的加成或取代反应产物, 或其衍生物。 作为例如在温和条件下的添加或取代反应的结果,该催化剂可以以高产率生产高选择性的有机化合物。