3-(5-trifluromethyl-2H-benzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamic acid | 286471-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(5-trifluromethyl-2H-benzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamic acid
• 英文别名: 3-(5-trifluoromethyl-2H-benzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamic acid；3-(5-Trifluoromethyl-2H-benzotriazol-2-yl)-5-tert-butyl4-hydroxyhydrocinnamic Acid；3-[3-tert-butyl-4-hydroxy-5-[5-(trifluoromethyl)benzotriazol-2-yl]phenyl]propanoic acid
• CAS: 286471-25-8
• 化学式: C₂₀H₂₀F₃N₃O₃
• 分子量: 407.392
• InChiKey: MMPCZTQLVSESIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  88.2
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-(5-trifluromethyl-2H-benzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamic acid 、 C7-9-烷基醇 、 对甲苯磺酸一水合物 以 xylenes 为溶剂， 反应 6.0h， 以The title compound is obtained in 99.5% yield as a light yellow oil的产率得到Isooctyl 3-(Trifluoromethyl-2H-benzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamate
  参考文献：
  名称：

  Benzotriazole UV absorbers having enhanced durability

  摘要：

  若在苯环的5位取代了电子吸引基团的苯并三唑类UV吸收剂，在用于汽车涂料中可表现出持久性和非常低的损耗率。特别是当苯环的3位也被苯或苯基烷基（如α-叔丁基苯基）取代时，情况尤为如此。当苯环的3位被氢或叔烷基取代时，苯并三唑类化合物在5位被全氟烷基（如三氟甲基）取代的尤为引人关注，因为它们不仅持久性更强，而且在一些热塑性组合物中具有良好的溶解性和优异的色彩特性。

  公开号：

  US20020065341A1

文献信息

• Benzotriazoles containing phenyl groups substituted by heteroatoms and compositions stabilized therewith
  申请人：——

  公开号：US20030004235A1

  公开（公告）日：2003-01-02

  2H-Benzotriazole UV absorbers substituted at the 3-position and/or the 5-position of the phenyl ring by a phenyl moiety which is substituted by a heteroatom are particularly photostable in automotive coatings, and are of low color and exhibit low volatility in thermoplastic compositions.

  3-位和/或5-位被苯基环上的苯基取代的2H-苯并三唑紫外线吸收剂，其被异原子取代的苯基特别在汽车涂料中具有光稳定性，并且在热塑性复合材料中具有低色度和低挥发性。
• 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。
• Bloom-resistant benzotriazole UV absorbers and compositions stabilized therewith
  申请人：——

  公开号：US20010023268A1

  公开（公告）日：2001-09-20

  Benzotriazole UV absorbers substituted with an ultra long ester or amide moiety wherein the ester or amide group is a hydrocarbyl group of 25 to 100 carbon atoms or is a group of alkyl of 25 to 100 carbon atoms interrupted by 5 to 39 oxygen atoms and terminated with an omega—OH or an omega—OR group exhibit excellent stabilization efficacy while they concomitantly do not bloom when incorporated into polyolefin films. These benzotriazole UV absorbers also provide excellent protection to white, dyed, dipped, unscented and/or scented candle wax from discoloration and degradation.

  苯并三唑UV吸收剂的取代基为超长酯或酰胺基团，其中酯或酰胺基团是由25至100个碳原子的烃基组成，或是由25至100个碳原子的烷基组成，中间由5至39个氧原子相间，并以ω—OH或ω—OR基团为末端。这些吸收剂展现出卓越的稳定性效果，同时在聚烯烃薄膜中不会出现开花现象。这些苯并三唑UV吸收剂还能为白色、染色、浸渍、无香味和/或有香味的蜡烛提供卓越的保护，防止其变色和降解。
• Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith
  申请人：——

  公开号：US20010016658A1

  公开（公告）日：2001-08-23

  Hindered amines substituted on the N-atom with an —O—E—OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal —O—E moieties.

  在N原子上取代了一个—O—E—OH基团的阻碍胺对稳定聚烯烃和汽车涂料组合物，以对抗氧化、热和光辐射的有害影响特别有效，其中化合物上OH基团的存在增加了重要性质，这是正常的—O—E基团所无法达到的。
• Hydroxy-substituted N-Alkoxy hindered amines and compositions stabilized therewith
  申请人：——

  公开号：US20010031872A1

  公开（公告）日：2001-10-18

  Hindered amines substituted on the N-atom with an —O—E—OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal —O—E moieties.

  在氮原子上取代了-O-E-OH基团的受阻胺在稳定聚烯烃和汽车涂料组合物抵抗氧化、热和光辐射的有害影响方面特别有效，其中化合物上OH基团的存在增加了重要的性质，这是使用正常的-O-E基团无法达到的。