2-(4-(dimethylamino)-2-hydroxybenzoyl)-4-methylbenzoic acid | 58293-99-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-(dimethylamino)-2-hydroxybenzoyl)-4-methylbenzoic acid
• 英文别名: 2-[4-(Dimethylamino)-2-hydroxybenzoyl]-4-methylbenzoic acid
• CAS: 58293-99-5
• 化学式: C₁₇H₁₇NO₄
• 分子量: 299.326
• InChiKey: JQLCMLOOTADAJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  77.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-(dimethylamino)-2-hydroxybenzoyl)-4-methylbenzoic acid 、 间甲酚 在 甲烷磺酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 生成 6'-(dimethylamino)-3',6-dimethyl-4a',9a'-dihydro-3H-spiro[isobenzofuran-1,9-xanthen]-3-one
  参考文献：
  名称：

  Thermochromic Properties of Fluorans in Solid State and Application in Acrylic Fiber as Thermal Indicator

  摘要：

  This work demonstrates the study on the thermochromic property of the synthesized fluoran molecules (TC1 and TC2) and their reversible color changing behavior through heating and cooling process. Three-component mixtures containing TC1/TC2, color developer and low melting solvent were used in this study to describe the thermochromic behavior of fluorans with significant heating and cooling and the chromic behavior of the fluorans were confirmed by various spectral techniques such as Ultraviolet-visible spectroscopy (UV-Vis), reflectance and Fourier-transform infrared spectroscopy (FT-IR). For the real time examination, three component mixtures were applied to filter paper and to acrylic fiber which serves as a thermal indicator. Also the material tends to show reversible color change on heating and cooling process.

  DOI：

  10.1166/jnn.2019.16805
• 作为产物：
  描述：

  4-甲基苯酐 、 3-羟基-N,N-二甲基苯胺 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 生成 2-(4-(dimethylamino)-2-hydroxybenzoyl)-4-methylbenzoic acid
  参考文献：
  名称：

  Thermochromic Properties of Fluorans in Solid State and Application in Acrylic Fiber as Thermal Indicator

  摘要：

  This work demonstrates the study on the thermochromic property of the synthesized fluoran molecules (TC1 and TC2) and their reversible color changing behavior through heating and cooling process. Three-component mixtures containing TC1/TC2, color developer and low melting solvent were used in this study to describe the thermochromic behavior of fluorans with significant heating and cooling and the chromic behavior of the fluorans were confirmed by various spectral techniques such as Ultraviolet-visible spectroscopy (UV-Vis), reflectance and Fourier-transform infrared spectroscopy (FT-IR). For the real time examination, three component mixtures were applied to filter paper and to acrylic fiber which serves as a thermal indicator. Also the material tends to show reversible color change on heating and cooling process.

  DOI：

  10.1166/jnn.2019.16805

文献信息

• Synthesis of novel tert-butyl substituted fluorans and an investigation of their thermochromic behavior
  作者：Wooram Oh、Satheshkumar Angupillai、Palanisamy Muthukumar、Hee-Soo So、Younga Son

  DOI：10.1016/j.dyepig.2016.01.036

  日期：2016.5

  In the present study, six tert-butyl substituted fluorans have been synthesized, and their reversible thermochromic properties have been investigated. This work is the first direct demonstration of the role of the substituent on the lactone concerning the thermochromic reversibility of the fluoran. The electron donating substituents induced greater chromic effects than the electron withdrawing substituents

  在本研究中，六叔已合成了丁基取代的荧烷，并对其可逆热致变色性质进行了研究。这项工作是第一个直接证明内酯上的取代基与荧烷的热致变色可逆性有关的作用。供电子取代基比吸电子取代基引起更大的铬效应。此外，使用含有荧烷，双酚-A和硬脂酸甲酯或1-十二烷醇的三组分混合物，通过稳定的加热和冷却过程检查了荧烷​​作为大块样品的热致变色行为。使用固态UV-Vis，反射率和FT-IR光谱技术评估了荧烷的热致变色特性。进行DFT计算以合理化螺内酰胺和阳离子形式的荧烷的光学行为。最终，一种合成的荧烷已成功转化为类似于pH纸和丙烯酸纤维带的试纸形式，用作热指示剂。
• US3989716A
  申请人：——

  公开号：US3989716A

  公开（公告）日：1976-11-02