(Z)-1-(4-tert-butylphenyl)-3-hydroxy-3-(4-methoxyphenyl)prop-2-en-1-one | 133931-49-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (Z)-1-(4-tert-butylphenyl)-3-hydroxy-3-(4-methoxyphenyl)prop-2-en-1-one
• CAS: 133931-49-4
• 化学式: C₂₀H₂₂O₃
• 分子量: 310.393
• InChiKey: SIRCRVODCZYQAV-UYRXBGFRSA-N

物化性质

• 沸点：
  470.3±45.0 °C(Predicted)
• 密度：
  1.103±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-1-(4-tert-butylphenyl)-3-hydroxy-3-(4-methoxyphenyl)prop-2-en-1-one 以 氘代乙腈 为溶剂， 生成 阿伏苯宗
  参考文献：
  名称：

  Photoisomerisation of the sunscreen filter PARSOL © 1789

  摘要：

  PARSOL © 1789 在溶液中以三种同分异构形式存在：两种顺式烯醇和一种 β-二酮。烯醇形式占主导地位。用氙灯照射 PARSOL © 1789 在乙腈中的极稀释溶液，会增加 β-二酮的比例，使其成为主要存在形式。我们通过 ^{1H 和 13C NMR 对这种光异构化进行了研究。}

  DOI：

  10.1051/jcp:1998149
• 作为产物：
  描述：

  阿伏苯宗 以 正己烷 为溶剂， 生成 (Z)-1-(4-tert-butylphenyl)-3-hydroxy-3-(4-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Photochemical Behavior of a New Long-chain UV Absorber† Derived from 4-tert-Butyl-4′-Methoxydibenzoylmethane¶

  摘要：

  A new UV filter, the 1-(4-tert-butylphenyl)-2-decanyl-3-(4'-methoxyphenyl)-propane-1,3-dione, called C10-DBM, was prepared by grafting a 10-carbon aliphatic chain to the alpha-carbonyl position of 4-tert-butyl-4'-methoxydibenzoylmethane (BM-DBM), a well-known and often used UV filter. The UV-A absorption efficiency of organic solutions containing the new filter was tested and compared with identical solutions containing BM-DBM with or without irradiation (xenon lamp). The originality of this new filter is that its UV-A absorbance appeared during irradiation of the molecule. Although the molar absorption coefficient of C10-DBM in the UV-A domain was lower than that of BM-DBM, the solutions absorption exhibited a much more photostable behavior under irradiation. In this study, we first demonstrated that C10-DBM was a precursor of BM-DBM (enol isomer) by means of high-performance liquid chromatography followed by mass spectrometry. Indeed, we showed that the UV-A absorption of C10-DBM solutions appearing during the irradiation of the molecule was due to a Norrish-II reaction (beta-cleavage), which induced the release of the BM-DBM enol form and 1-decene. Then, we established a kinetic model for the photochemistry of C10-DBM and fitted the variation of UV absorption spectra to confirm the proposed mechanism.

  DOI：

  10.1562/2004-03-09-ra-106.1

文献信息

• [EN] A NOVEL SUNSCREEN MOLECULE AND COMPOSITIONS THEREOF<br/>[FR] NOUVELLE MOLÉCULE D'ÉCRAN SOLAIRE ET SES COMPOSITIONS
  申请人：UNILEVER NV

  公开号：WO2015101468A1

  公开（公告）日：2015-07-09

  The present invention relates to a broad spectrum stable sunscreen molecule having the general structure (Formula) where "X" is an organic sunscreen belonging to the UVA class and "Y" is an organic sunscreen belonging to UVB class or vice-versa. The invention also relates to a stable sunscreen composition comprising the inventive sunscreen molecule, a UV-B organic sunscreen and a cosmetically acceptable base. The invention also relates to a method of providing UV protection to the sun-exposed parts of human or animal body comprising the step of applying the above composition.

  本发明涉及一种具有一般结构的广谱稳定防晒分子（公式），其中“X”是属于UVA类的有机防晒剂，“Y”是属于UVB类的有机防晒剂或反之亦然。该发明还涉及一种稳定的防晒组合物，包括创新的防晒分子、UV-B有机防晒剂和化妆品可接受基质。该发明还涉及一种提供UV保护给人体或动物身体暴露在阳光下的部位的方法，包括应用上述组合物的步骤。
• Photostable organic sunscreen composition
  申请人：Chaudhuri Ratan

  公开号：US20070059258A1

  公开（公告）日：2007-03-15

  The present invention relates to a sunscreen capsule comprising i) at least one UV-A organic sunscreen and ii) at least one photostabilizer; furthermore it relates to a composition for topical application comprising these capsule and methods of production and use of these capsules and compositions.

  本发明涉及一种含有i) 至少一种UV-A有机防晒剂和ii) 至少一种光稳定剂的防晒胶囊；此外，本发明还涉及一种含有这些胶囊的局部应用组合物，以及这些胶囊和组合物的生产和使用方法。
• COMPOSITIONS COMPRISING STABILIZED KETO- ENOL UV ABSORBERS
  申请人：Fares Hani M.

  公开号：US20130309185A1

  公开（公告）日：2013-11-21

  The present application provides compositions having a keto-enol UV absorber, such as avobenzone, stabilized from forming iron complexes. The stabilization is provided by a chelating polymer derived from at least one monomer having lactam or carboxylic acid functionality. In one embodiment, the compositions are sunscreens that resist staining fabrics when washed in hard water. In another embodiment, the compositions also comprise one or more iron-containing adjuvants, such as colorants, dyes, and pigments. By stabilizing the UV absorber, cosmetics can be formulated that impart broad-spectrum UV-A protection to the user. Additional ingredients can be added to the formulation, like other UV absorbers (for even broader UV-A and UV-B protection), moisturizers, actives, conditioning agents, and rheology modifiers.

  本申请提供了一种含有酮-烯醇紫外线吸收剂（如氧苯酮）的组合物，通过来自至少一种具有内酰胺或羧酸功能的单体衍生的螯合聚合物稳定其不形成铁络合物。在一种实施例中，这些组合物是防晒霜，在硬水中洗涤时不会染色织物。在另一种实施例中，这些组合物还包括一种或多种含铁辅料，如着色剂、染料和颜料。通过稳定紫外线吸收剂，可以制定化妆品，为用户提供广谱的UV-A保护。还可以向配方中添加其他成分，如其他紫外线吸收剂（以获得更广泛的UV-A和UV-B保护）、保湿剂、活性剂、调理剂和流变学改性剂。
• Light protecting composition with reduced total amount of uv filter containing a polysiloxane-based uv filter
  申请人：Berg Katja

  公开号：US20070189994A1

  公开（公告）日：2007-08-16

  The present invention is directed to a lightprotecting composition containing at least one polysiloxane-based UV filter. The composition has an increased ratio of the sunprotecting factor to the total UV filter amount. This is achieved by the combination with at least one UV filter which chromophore contains appropriate bulky (sterically demanding) substituents as steric protection groups.
• LIGHT PROTECTING COMPOSITION WITH REDUCED TOTAL AMOUNT OF UV FILTER CONTAINING A POLYSILOXANE-BASED UV FILTER
  申请人：BERG Katja

  公开号：US20150174045A1

  公开（公告）日：2015-06-25

  Light protecting compositions contain at least one polysiloxane-based UV filter. The composition has an increased ratio of the sunprotecting factor to the total UV filter amount. This is achieved by the combination with at least one UV filter which chromophore contains appropriate bulky (sterically demanding) substituents as steric protection groups.