1-phenyl-4-hydroxy-2-naphthoic acid | 78250-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-phenyl-4-hydroxy-2-naphthoic acid
• 英文别名: 4-hydroxy-1-phenyl-2-naphthoic acid；4-phenyl-1-hydroxy-3-naphthoic acid；4-hydroxy-1-phenyl-[2]naphthoic acid；4-Hydroxy-1-phenyl-[2]naphthoesaeure；4-Hydroxy-1-phenyl-naphthalin-2-carbonsaeure；4-hydroxy-1-phenylnaphthalene-2-carboxylic acid
• CAS: 78250-27-8
• 化学式: C₁₇H₁₂O₃
• 分子量: 264.28
• InChiKey: JFCUUSDPMJLSDM-UHFFFAOYSA-N

物化性质

• 熔点：
  212-214 °C
• 沸点：
  430.3±33.0 °C(Predicted)
• 密度：
  1.322±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-phenyl-4-hydroxy-2-naphthoic acid 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 5-羟基苯并[c]芴-7-酮
  参考文献：
  名称：

  取代基对3,3-二苯并螺[苯并氟吡喃-环戊苯菲] s的光致变色性能的影响

  摘要：

  在萘并吡喃3，3-二苯并螺[苯并芴吡喃-环戊苯菲]的骨架上引入给电子基团，导致了可用于光致变色镜片的光致变色染料的开发。向C6引入甲氧基使MC形式的吸收带移向更长的波长。将甲氧基进一步引入到C 3上的苯基对位引起MC形式的更快脱色。由于起始材料的对称性质，向C13中额外引入甲氧基导致了吸收强度的提高以及染料的简便，经济的合成。

  DOI：

  10.1016/j.dyepig.2015.03.019
• 作为产物：
  描述：

  1-Methoxy-4-phenylnaphthalene-2,3-dicarbonitrile 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 8.0h， 以32.6%的产率得到1-phenyl-4-hydroxy-2-naphthoic acid
  参考文献：
  名称：

  Krepelka, Jiri; Vancurova, Iva; Holubek, Jiri, Collection of Czechoslovak Chemical Communications, 1981, vol. 46, # 6, p. 1523 - 1529

  摘要：

  DOI：

文献信息

• NOVEL PHENYLNAPHTHOL DERIVATIVES
  申请人：TOKUYAMA CORPORATION

  公开号：US20160130203A1

  公开（公告）日：2016-05-12

  Phenylnaphthol derivatives represented by the following general formula (1), wherein, R 1 to R 3 are hydrogen atoms, alkyl groups or aryl groups, and R 2 and R 3 may be bonded together to form an aliphatic hydrocarbon ring or a heterocyclic ring, a and b are, respectively, integers of 0 to 4, R 4 and R 5 are hydroxyl groups, alkyl groups, haloalkyl groups, cycloalkyl groups, alkoxy groups, amino groups, heterocyclic groups having a nitrogen atom as a hetero atom and are bonded together via the nitrogen atom, cyano groups, nitro groups, formyl groups, hydroxycarbonyl groups, alkylcarbonyl groups, alkoxycarbonyl groups, halogen atoms, aralkyl groups, aralkoxy groups, aryloxy groups, aryl groups, heteroaryl groups bonded together via a carbon atom in the ring, alkylthio groups, cycloalkylthio groups, arylthio groups or heteroarylthio groups, and if R 4 or R 5 are present in a plural number, the plurality of R 4 or the plurality of R 5 may be the same or different, or 2 R 4 s or 2 R 5 s may be bonded together to form an alicyclic hydrocarbon ring or a heterocyclic ring. The compounds are useful as intermediate products for the synthesis of, for example, photochromic compounds.

  以下是由下列一般式（1）表示的苯基萘酚衍生物， 其中，R1至R3为氢原子、烷基或芳基，R2和R3可以结合在一起形成脂肪烃环或杂环，a和b分别为0至4的整数，R4和R5为羟基、烷基、卤代烷基、环烷基、烷氧基、氨基、含氮原子作为杂原子的杂环基，并通过氮原子结合在一起，氰基、硝基、甲酰基、羟基羰基基、烷基羰基基、烷氧羰基基、卤素原子、芳基烷基、芳基氧基、芳基氧基、芳基、通过环中的碳原子结合在一起的杂芳基、烷硫基、环烷硫基、芳硫基或杂芳硫基，如果R4或R5以复数形式存在，则复数的R4或复数的R5可以相同或不同，或2个R4或2个R5可以结合在一起形成脂环烃环或杂环。这些化合物可用作合成光变化化合物的中间产物。
• Optimizing the photochromic performance of naphthopyrans in a rigid host matrix using poly(dimethylsiloxane) conjugation
  作者：Francesca Ercole、Nino Malic、Thomas P. Davis、Richard A. Evans

  DOI：10.1039/b904345d

  日期：——

  A series of methoxy substituted 2,2-diaryl-2H-naphthopyran photochromic dyes were assembled incorporating hydroxy functionality to allow their subsequent attachment to flexible poly(dimethylsiloxane) oligomers. The photochromic performance of the generated PDMS–naphthopyran conjugates was studied in a thermoset host matrix and compared to non-conjugated, electronically equivalent control dyes. Both coloration and decoloration speeds were found to be greatly improved with critical T1/2 decoloration times reduced by 42–80%. The extent of solution-like performance provided by PDMS conjugation in the rigid host was examined with reference to the fade performance of control dyes in solution, and found to range from 20 to 90%. These measures are believed to be influenced by the electronic nature and steric interactions of the photochromic dyes.

  一系列甲氧基取代的2,2-二芳基-2H-萘并吡喃光致变色染料被合成并通过引入羟基功能性，以便随后将其固定到柔性的聚二甲基硅氧烷低聚物中。研究了生成的PDMS-萘并吡喃共轭物在热固性基质中的光致变色性能，并与非共轭、电子等效的对照染料进行了比较。发现着色和褪色的速度都大幅提高，关键的褪色半衰期T1/2减少了42-80%。PDMS共轭在刚性基质中提供的类似溶液性能的程度，参考了对照染料在溶液中的褪色性能进行了考察，发现范围从20%到90%不等。这些测量结果被认为受到光致变色染料的电子性质和立体相互作用的影响。
• Photochromic materials having extended pi-conjugated systems and compositions and articles including the same
  申请人：Kim Beon-Kyu

  公开号：US20060228557A1

  公开（公告）日：2006-10-12

  Various non-limiting embodiments disclosed herein relate to photochromic materials having extended pi-conjugated systems. For example, various non-limiting embodiments disclosed herein provide a photochromic material, such as an indeno-fused naphthopyran, which comprises a group that extends the pi-conjugated system of the indeno-fused naphthopyran bonded at the 11-position thereof. Further, the photochromic materials according to certain non-limiting embodiments disclosed herein may display hyperchromic absorption of electromagnetic radiation as compared to conventional photochromic materials and/or may have a closed-form absorption spectrum that is bathochromically shifted as compared to conventional photochromic materials. Other non-limiting embodiments relate to photochromic compositions and photochromic articles, such as optical elements, made using the disclosed photochromic materials, and methods of making the same.

  本文披露的各种非限制性实施例涉及具有扩展π共轭系统的光致变色材料。例如，本文披露的各种非限制性实施例提供了一种光致变色材料，例如吲哚并螺并萘哌啶，其包括延伸吲哚并螺并萘哌啶的π共轭系统的基团，该基团与其11位键合。此外，根据本文披露的某些非限制性实施例，与传统光致变色材料相比，光致变色材料可能显示出电磁辐射的高吸光度，和/或具有相对于传统光致变色材料的向红移的闭合吸收光谱。其他非限制性实施例涉及使用所披露的光致变色材料制造的光致变色组合物和光致变色物品，例如光学元件，以及制造这些物品的方法。
• 一种光致变色化合物及其制备方法
  申请人：中山海泓药业有限公司

  公开号：CN109053671A

  公开（公告）日：2018-12-21

  本发明公开了一种光致变色化合物，其特征在于，具有结构式(I)表示的基本结构，其中，R1为取代或未取代的C1‑C6烷基；R2为取代或未取代的C1‑C6烷基。本发明公开了一种光致变色化合物的制备方法。本发明中的光致变色化合物在紫外线照射下，能从无色变为红色，而紫外线消失后，又能从红色变为无色，光致变色现象明显。该类化合物的不同结构显示的主变色色调都为红色，变色全部处在浅红到深红范围之内，且经过10000次的变色褪色循环后，其变色性能没有明显的下降，同时，经过高温实验，该化合物可以耐受350℃高温，可作为光致变色材料的应用。
• SRC kinase inhibitors useful for treating osteoporosis
  申请人：——

  公开号：US20040014676A1

  公开（公告）日：2004-01-22

  Amide containing aromatic compounds having an inhibitory effect on Src kinase including enantiomers, stereoisomers and tautomers thereof, as well as pharmaceutically acceptable salts or solvates of said compound, said compound having the general structure shown in Formulae I through XVIII. 1 2 3

  含有对Src激酶具有抑制作用的芳香族化合物的酰胺，包括其对映体、立体异构体和互变异构体，以及所述化合物的药学上可接受的盐或溶剂合物，所述化合物具有公式I到XVIII所示的一般结构。