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1. 发明申请

US20150158800A1 METHOD OF MANUFACTURING 4,4"-DIHYDROXY-M-TERPHENYL 有权
公开(公告)号：US20150158800A1
公开(公告)日：2015-06-11
申请号：US14401098
申请日：2013-05-14
申请人： Honshu Chemical Industry Co., Ltd.
发明人： Kazuhito Ashida , Yuki Hashimoto , Tomoya Yamamoto , Xuwang Lu
IPC分类号： C07C37/06 , C07C37/52 , C07C37/20
CPC分类号： C07C37/06 , C07C37/20 , C07C37/52 , C07C39/15 , C07C39/23 , C07C39/17
摘要： To achieve the object of providing a new method of manufacturing 4,4″-dihydroxy-m-terphenyl, the present invention provides a method of manufacturing 4,4″-dihydroxy-m-terphenyl expressed by General Formula (4) below, characterized in that such method uses a 2-cyclohexene-1-one expressed by General Formula (1) below or 3-hydroxycyclohexane-1-one expressed by General Formula (2) below, and phenol expressed by General Formula (3) below as materials and implements Step (A), Step (B), and Step (C) below, in this order, or Step (D) and Step (C) below, in this order: (In the formulas, each R2 independently represents an alkyl group, alkoxy group, aromatic hydrocarbon group, or halogen atom, while m independently indicates 0 or an integer of 1 to 4, where R2 substitution does not occur in the third position when m is 1 or greater, and when m is 2 or greater, R2's may be identical or different, and R2 substitution does not occur in two positions of the same carbon atom. In addition, R2 and m in General Formula (1) may be identical to or different from R2 and m in General Formula (2), respectively.) (In the formula, each R1 independently represents an alkyl group, alkoxy group, aromatic hydrocarbon group, halogen atom, or hydroxyl group, while n indicates 0 or an integer of 1 to 4, where R1's may be identical or different when n is 2 or greater.) Step (A): Step to obtain a 1,1,3-trisphenol by causing the 2-cyclohexene-1-one or 3-hydroxycyclohexane-1-one and phenol to react with each other in the presence of a catalyst. Step (B): Step to obtain a bis(4-hydroxyphenyl)cyclohexene by causing the 1,1,3-trisphenol to undergo breakdown reaction. Step (C): Step to obtain a 4,4″-dihydroxy-m-terphenyl by dehydrogenating the bis(4-hydroxyphenyl)cyclohexene. Step (D): Step to obtain a bis(4-hydroxyphenyl)cyclohexene by causing the 2-cyclohexene-1-one or 3-hydroxycyclohexane-1-one and phenol to react with each other in the presence of a catalyst. (In the formula, each R1 and n is independently the same as the corresponding items in General Formula (3), respectively, while R2 and m are the same as the corresponding items in General Formula (1) or General Formula (2), respectively.)

2. 发明授权

US12037315B2 Production method for 4-hydroxy-2-methylbenzoic acid 有权
公开(公告)号：US12037315B2
公开(公告)日：2024-07-16
申请号：US17433192
申请日：2020-03-03
申请人： HONSHU CHEMICAL INDUSTRY CO., LTD.
发明人： Ryota Imai , Kazuhito Ashida
IPC分类号： C07C51/15 , C07C51/377
CPC分类号： C07C51/15 , C07C51/377
摘要： An object is to provide a novel production method for 4-hydroxy-2-methylbenzoic acid that is suitable for industrial use. As a solution, a production method for 4-hydroxy-2-methylbenzoic acid that includes performing a step (I) of reacting a compound represented by general formula (1) with carbon dioxide to obtain a compound represented by general formula (2), and then a step (II) of dealkylating the compound represented by general formula (2), is provided.

3. 发明授权

US09102596B2 Method of manufacturing 4,4″-dihydroxy-m-terphenyl 有权
标题翻译：制备4,4“ - 二羟基间三联苯的方法
公开(公告)号：US09102596B2
公开(公告)日：2015-08-11
申请号：US14401098
申请日：2013-05-14
申请人： Honshu Chemical Industry Co., Ltd.
发明人： Kazuhito Ashida , Yuki Hashimoto , Tomoya Yamamoto , Xuwang Lu
IPC分类号： C07C37/06 , C07C37/52 , C07C37/20
CPC分类号： C07C37/06 , C07C37/20 , C07C37/52 , C07C39/15 , C07C39/23 , C07C39/17
摘要： In a method of manufacturing 4,4″-dihydroxy-m-terphenyl, a 2-cyclohexene-1-one or 3-hydroxycyclohexane-1-one, and phenol are used as materials, Step (A), Step (B), and Step (C) are implemented in this order, or Step (D) and Step (C) are implemented in this order: Step (A) to obtain a 1,1,3-trisphenol by causing the 2-cyclohexene-1-one or 3-hydroxycyclohexane-1-one and phenol to react with each other in the presence of a catalyst; Step (B) to obtain a bis(4-hydroxyphenyl)cyclohexene by causing the 1,1,3-trisphenol to undergo breakdown reaction; Step (C) to obtain a 4,4″-dihydroxy-m-terphenyl by dehydrogenating the bis(4-hydroxyphenyl)cyclohexene; Step (D) to obtain a bis(4-hydroxyphenyl)cyclohexene by causing the 2-cyclohexene-1-one or 3-hydroxycyclohexane-1-one and phenol to react with each other in the presence of a catalyst.
摘要翻译：在制备4,4“ - 二羟基间三联苯的方法中，使用2-环己烯-1-酮或3-羟基环己烷-1-酮和苯酚作为原料，步骤（A），步骤（B），和步骤（C）按照该顺序实施，或者步骤（D）和步骤（C）按照以下顺序实施：步骤（A），通过使2-环己烯-1-酮一个或3-羟基环己烷-1-酮和苯酚在催化剂存在下彼此反应; 步骤（B）通过使1,1,3-三酚发生击穿反应得到双（4-羟基苯基）环己烯; 步骤（C）通过使双（4-羟基苯基）环己烯脱氢得到4,4“ - 二羟基间三联苯; 步骤（D）通过使2-环己烯-1-酮或3-羟基环己烷-1-酮和苯酚在催化剂存在下反应而得到双（4-羟基苯基）环己烯。

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