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    METHOD FOR PRODUCING 4,4''-DIHYDROXY-M-TERPHENYLS
    1.
    发明公开
    METHOD FOR PRODUCING 4,4''-DIHYDROXY-M-TERPHENYLS 有权
    VERFAHREN ZUR HERSTELLUNG VON 4,4-DIHYDROXY-M-TERPHENYLEN

    公开(公告)号：EP2851359A1

    公开(公告)日：2015-03-25

    申请号：EP13790098.1

    申请日：2013-05-14

    申请人： Honshu Chemical Industry Co., Ltd.

    发明人： ASHIDA, Kazuhito ,  HASHIMOTO, Yuki ,  YAMAMOTO, Tomoya ,  LU, Xuwang

    IPC分类号： C07C37/06 ,  C07C37/50 ,  C07C39/15 ,  C07B61/00

    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 R 2 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 R 2 substitution does not occur in the third position when m is 1 or greater, and when m is 2 or greater, R 2 's may be identical or different, and R 2 substitution does not occur in two positions of the same carbon atom. In addition, R 2 and m in General Formula (1) may be identical to or different from R 2 and m in General Formula (2), respectively.)

    (In the formula, each R 1 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 R 1 '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 R 1 and n is independently the same as the corresponding items in General Formula (3), respectively, while R 2 and m are the same as the corresponding items in General Formula (1) or General Formula (2), respectively.)

    摘要翻译： 为了达到提供4,4'-二羟基间三联苯的新方法的目的，本发明提供一种制备由下述通式（4）表示的4,4“ - 二羟基 - 间三联苯的方法，其特征在于 因为这种方法使用由以下通式（1）表示的2-环己烯-1-酮或由以下通式（2）表示的3-羟基环己烷-1-酮和由以下通式（3）表示的酚作为材料 按照以下顺序依次实施下述的工序（A），工序（B）和工序（C），或下面的工序（D）和工序（C）：（式中，各R 2分别独立地表示 烷基，烷氧基，芳香族烃基或卤素原子，m独立地表示0或1〜4的整数，当m为1以上时，在第3位置不发生R 2取代，当m为2时 以上，R 2可以相同或不同，在相同碳原子的两个位置不发生R 2取代，另外，R 2 a 通式（1）中的dm可以分别与通式（2）中的R 2和m相同或不同。）（式中，R 1各自独立地表示烷基，烷氧基，芳香族烃基，卤素 原子或羟基，n表示0或1〜4的整数，n为2以上时，R 1可以相同或不同。）步骤（A）：得到1,1,3 - 苯酚通过在催化剂存在下使2-环己烯-1-酮或3-羟基环己烷-1-酮和苯酚彼此反应。 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）环己烯的步骤。 步骤（C）：通过使双（4-羟基苯基）环己烯脱氢获得4,4“ - 二羟基间三联苯的步骤步骤（D）：通过使2（4-羟基苯基） - 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（式中，R 1和n各自独立地相同于通式（ 3），而R 2和m分别与通式（1）或通式（2）中的相应项相同。）