2-nitro-2'-hydroxy-5'-tert-octylazobenzene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2-nitro-2'-hydroxy-5'-tert-octylazobenzene
• 英文别名: 2-(2'-nitrophenylazo)-4-tert-octylphenol；2-(2-nitrophenylazo)-4-(1,1,3,3-tetramethyl-butyl)-phenol；2-nitro-2'-hydroxy-5'-tert.-octylazobenzene；2-nitro-2'-hydroxy-5'-t-octylazobenzene
• 化学式: C₂₀H₂₅N₃O₃
• 分子量: 355.437
• InChiKey: HOWCUYQDKCPWDV-QURGRASLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  88.09
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-nitro-2'-hydroxy-5'-tert-octylazobenzene 在 palladium-carbon 二甲胺 作用下， 以 水 、 甲苯 为溶剂， 以82.9%的产率得到奥克三唑
  参考文献：
  名称：

  Method of preparing 2-phenyl benzotriazoles

  摘要：

  一种制备由式I表示的2-苯基苯并三唑的方法：##STR1##（其中R.sub.1表示氢原子或氯原子，具有1至4个碳原子的较低烷基基团，具有1至4个碳原子的较低烷氧基团，羧基或磺酸基；R.sub.2表示氢原子或氯原子，具有1至4个碳原子的较低烷基基团或具有1至4个碳原子的较低烷氧基团；R.sub.3表示氢原子或氯原子，具有1至12个碳原子的烷基基团，具有1至4个碳原子的较低烷氧基团，苯基，被具有1至8个碳原子的烷基基团替代的苯基，苯氧基或带有1至4个碳原子的烷基部分的苯基烷基基团；R.sub.4表示氢原子或氯原子，羟基或具有1至4个碳原子的烷氧基团；R.sub.5表示氢原子，具有1至12个碳原子的烷基基团或具有1至4个碳原子的烷基部分的苯基烷基基团），包括在含水溶剂中还原由式II表示的o-硝基偶氮苯衍生物：##STR2##（其中R.sub.1，R.sub.2，R.sub.3，R.sub.4和R.sub.5分别与式I中相同），所述还原在含水溶剂中进行。

  公开号：

  US05187289A1

文献信息

• Method for preparing 2-phenylbenzotriazoles and
  申请人：Chemipro Kasei Kaisha, Ltd.

  公开号：US04835284A1

  公开（公告）日：1989-05-30

  This invention relates to a method for preparing 2-phenylbenzotriazoles having the formula I, ##STR1##

  这项发明涉及一种制备具有化学式I的2-苯基苯并三唑的方法，##STR1##
• Processes for the preparation of benzotriazole UV absorbers
  申请人：——

  公开号：US20020035175A1

  公开（公告）日：2002-03-21

  Provided is a process for preparing 2H-benzotriazole UV absorbers containing a perfluoroalkyl moiety at the 5-position of the benzo ring, for example a trifluoromethyl group, which involves diazotizing the perfluoroalkyl substituted o-nitroaniline using concentrated sulfuric acid plus sodium nitrite or nitrosylsulfuric acid to form the corresponding monoazobenzene intermediate via the diazonium salt intermediate which is reduced to the corresponding 5-perfluoroalkyl substituted 2H-benzotriazole UV absorber compound by conventional reduction means. Also provided is a novel one-pot, multiphase reaction for the preparation of 2(2-nitrophenylazo) substituted phenols, which are precursors for 2H-benzotriazole UV absorbers.

  提供了一种制备在苯环的5位含有全氟烷基基团（例如三氟甲基基团）的2H-苯并三唑紫外吸收剂的方法，该方法涉及使用浓硫酸加硝酸钠或亚硝基硫酸制备全氟烷基取代的邻硝基苯胺，以形成相应的单氮偶联苯中间体，通过传统还原手段将二氮盐中间体还原为相应的5-全氟烷基取代的2H-苯并三唑紫外吸收剂化合物。还提供了一种用于制备2(2-硝基苯基偶氮)取代酚的新型一锅多相反应，这些化合物是2H-苯并三唑紫外吸收剂的前体。
• Method for preparing 2-phenylbenzotriazoles
  申请人：Chemipro Kasei Kaisha, Ltd.

  公开号：US04943637A1

  公开（公告）日：1990-07-24

  This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, ##STR1## (wherein R.sub.1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxy group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R.sub.2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxy group having a carbon number of 1 to 4; R.sub.3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R.sub.4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxy group having a carbon number of 1 to 4; and R.sub.5 represents hydrogen atom, an alkyl group having a carbon number of 1 to 12, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4), which comprises reducing an o-nitroazobenzene of formula III, ##STR2## (wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as defined above) with at least one selected from the group consisting of primary and secondary alcohol reducing agents in the presence of an aromatic ketone catalyst and base. This invention further relates to a method for preparing a 2-phenylbenzotriazole of formula I as defined above, which comprises reducing 1 mole 2-phenylbenzotriazole-N-oxide of formula II, ##STR3## (wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as defined above) with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base. This invention still further relates to a method for preparing a 2-phenylbenzotriazole-N-oxide of formula II as defined above, which comprises reducing 1 mole o-nitroazobenzene of formula III as defined above with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base.

  这项发明涉及一种制备式I的2-苯基苯并三唑的方法，其中R₁代表氢原子或氯原子，具有1到4个碳原子的低烷基基团，具有1到4个碳原子的低烷氧基团，羧基或磺酸基；R₂代表氢原子或氯原子，具有1到4个碳原子的低烷基基团，或具有1到4个碳原子的低烷氧基团；R₃代表氢原子或氯原子，具有1到12个碳原子的烷基基团，具有1到4个碳原子的低烷氧基团，苯基，带有1到8个碳原子的烷基基团取代的苯基，苯氧基，或苯基烷基基团，其烷基部分具有1到4个碳原子；R₄代表氢原子或氯原子，羟基，或具有1到4个碳原子的低烷氧基团；R₅代表氢原子，具有1到12个碳原子的烷基基团，或苯基烷基基团，其烷基部分具有1到4个碳原子的烷基基团。该方法包括在芳香酮催化剂和碱存在下，用来自主要和次要醇还原剂组成的群体中至少一种，还原式III的o-硝基偶氮苯，其中R₁、R₂、R₃、R₄和R₅如上所定义。这项发明还涉及一种制备上述定义的式I的2-苯基苯并三唑的方法，其中包括在芳香酮催化剂和碱存在下，用0.4到0.7摩尔主要醇和/或0.8到1.4摩尔次要醇还原1摩尔的式II的2-苯基苯并三唑-N-氧化物，其中R₁、R₂、R₃、R₄和R₅如上所定义。这项发明还涉及一种制备上述定义的式II的2-苯基苯并三唑-N-氧化物的方法，其中包括在芳香酮催化剂和碱存在下，用0.4到0.7摩尔主要醇和/或0.8到1.4摩尔次要醇还原1摩尔的式III的o-硝基偶氮苯，如上所定义。
• ANTI-BLUE LIGHT COMPOUND, PREPARATION METHOD AND APPLICATION THEREOF
  申请人：EUTEC NEW MATERIALS TECHNOLOGY (SUZHOU) CO., LTD.

  公开号：US20210230128A1

  公开（公告）日：2021-07-29

  Disclosed is a blue light absorbing compound, its preparation method and use. The compound has high stability and is suitable for high temperature processing conditions as well as outdoor application. A method of covalently bonding a blue light absorbing compound with an ultraviolet light absorbing compound for increasing its stability is also provided. The compound is capable of absorbing or blocking ultraviolet light (UVA, UVB) and blue light to protect eyes. But long-wavelength blue light can be absorbed diminishingly, so that the transmitted light has a particularly good visual experience.

  揭示了一种蓝光吸收化合物，其制备方法和用途。该化合物具有高稳定性，适用于高温加工条件以及户外应用。还提供了一种通过共价键合蓝光吸收化合物和紫外线吸收化合物以增加其稳定性的方法。该化合物能够吸收或阻挡紫外线光（UVA，UVB）和蓝光以保护眼睛。但是长波长的蓝光可以被吸收得很少，使得透过的光具有特别好的视觉体验。
• A method for producing A 2-phenylbenzotriazole
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0160246A1

  公开（公告）日：1985-11-06

  A method for producing a 2-phenylbenzotriazole useful as an ultraviolet absorber and represented by the general formula (III), wherein R1 represents a hydrogen or chlorine atom, or a C1-C4 lower alkyl or lower alkoxy, carboxy or sulfonic acid group, R2 represents a hydrogen or chlorine atom, or a C1-C4 lower alkyl or lower alkoxy group, and R3, R4 and R5 each represent a hydrogen or chlorine atom, or a C1-C12 alkyl, phenyl, C1-C8 alkyl group-substituted phenyl, phenyl-C1-C8 alkyl, hydroxy, phenoxy or C1-C4 alkoxy group, which comprises reducing a 2-phenylbenzotriazol-N-oxide represented by the general formula (II), wherein RI, R2, R3, R4 and R5 represent the same meanings as described above, with one or more members selected from the group consisting of phosphorus, hypophosphorous acid and its salts in the presence of an alkali and a napthoquinone in the absence or presence of a surface active agent, or comprises reducing an o-nitroazobenzene represented by the general formula (I), wherein R1, R2, R3, R4 and R5 represent the same meanings as described above, with one or more members selected from the group consisting of phosphorus, hypophosphorous acid and its salts in the presence of an alkali and a naphthoquinone in the absence or presence of a surface active agent to obtain a 2-phenylbenzotriazol-N-oxide represented by the general formula (II), wherein R1, R2, R3, R4 and R5 represent the same meanings as describe above, and reducing the resulting compound (II) with one or more members selected from the group consisting of phosphorus, hypophosphorous add and its salts in the presence of an alkali and a naphthoquinone in the absence or presence of a surface active agent.

  一种由通式(III)表示的可用作紫外线吸收剂的2-苯基苯并三唑的生产方法、 其中 R1 代表氢原子或氯原子，或 C1-C4 低级烷基或低级烷氧基、羧基或磺酸基，R2 代表氢原子或氯原子，或 C1-C4 低级烷基或低级烷氧基，R3、R4 和 R5 各代表氢原子或氯原子，或 C1-C12 烷基、苯基、C1-C8 烷基取代的苯基、苯基-C1-C8 烷基、羟基、苯氧基或 C1-C4 烷氧基，该方法包括还原通式（II）代表的 2-苯基苯并三唑-N-氧化物、 其中 RI、R2、R3、R4 和 R5 代表与上述相同的含义，一个或多个成员选自磷、次磷 酸及其盐组成的组，在碱和萘醌存在或不存在表面活性剂的情况下，或包括还原通式 （I）所代表的邻硝基偶氮苯、 其中 R1、R2、R3、R4 和 R5 代表与上述相同的含义，在无表面活性剂或有表面活性剂存在的情况下，用选自磷、次磷酸及其盐组成的组中的一个或多个成员，在碱和萘醌存在的情况下，得到通式 (II) 所代表的 2-苯基苯并三唑-N-氧化物、 其中 R1、R2、R3、R4 和 R5 所代表的含义与上述相同，在没有或有表面活性 剂存在的情况下，在碱和萘醌存在的情况下，用选自磷、次磷加及其盐组成的 组中的一个或多个成员还原所得到的化合物 (II)。