4,4′-((Z,Z)-1,4-diphenylbuta-1,3-diene-1,4-diyl)dibenzoic acid | 1447761-33-2

• 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: 4,4′-((Z,Z)-1,4-diphenylbuta-1,3-diene-1,4-diyl)dibenzoic acid
• 英文别名: 4-[(1Z,3Z)-4-(4-carboxyphenyl)-1,4-diphenylbuta-1,3-dienyl]benzoic acid
• CAS: 1447761-33-2
• 化学式: C₃₀H₂₂O₄
• 分子量: 446.502
• InChiKey: IPIFPGMOTKZWTQ-RSSRHXQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  magnesium(II) nitrate hexahydrate 、 4,4′-((Z,Z)-1,4-diphenylbuta-1,3-diene-1,4-diyl)dibenzoic acid 、 N,N-二甲基甲酰胺 以 乙醇 、 水 为溶剂， 反应 24.0h， 以54%的产率得到
  参考文献：
  名称：

  Tuning the Luminescence of Metal–Organic Frameworks for Detection of Energetic Heterocyclic Compounds

  摘要：

  Herein we report three metal-organic frameworks (MOFs), TABD-MOF-1, -2, and -3, constructed from Mg2+, Ni2+, and Co2+, respectively, and deprotonated 4,4'-((Z,Z)-1,4-diphenylbuta-1,3-diene-1,4-diyl)dibenzoic acid (TABD-COOH). The fluorescence of these three MOFs is tuned from highly emissive to completely nonemissive via ligand-to-metal charge transfer by rational alteration of the metal ion. Through competitive coordination substitution, the organic linkers in the TABD-MOFs are released and subsequently reassemble to form emissive aggregates due to aggregation-induced emission. This enables highly sensitive and selective detection of explosives such as five-membered-ring energetic heterocyclic compounds in a few seconds with low detection limits through emission shift and/or turn-on. Remarkably, the cobalt-based MOF can selectively sense the powerful explosive 5-nitro-2,4-dihydro-3H-1,2,4-triazole-3-one with high sensitivity discernible by the naked eye (detection limit = 6.5 ng on a 1 cm(2) testing strip) and parts per billion-scale sensitivity by spectroscopy via pronounced fluorescence emission.

  DOI：

  10.1021/ja508962m
• 作为产物：
  描述：

  dimethyl 4,4'-((1Z,3Z)-1,4-diphenylbuta-1,3-diene-1,4-diyl)dibenzoate 在 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 26.0h， 以98%的产率得到4,4′-((Z,Z)-1,4-diphenylbuta-1,3-diene-1,4-diyl)dibenzoic acid
  参考文献：
  名称：

  Reversible and hydrogen bonding-assisted piezochromic luminescence for solid-state tetraaryl-buta-1,3-diene

  摘要：

  报道了4,4′-((Z,Z)-1,4-二苯基丁-1,3-二烯-1,4-二基)二苯甲酸的可逆压电致变色发光和聚集诱导发光特性。研磨后，其光致发光颜色从蓝色变为黄绿色，暴露于溶剂中即可恢复。分子间氢键在发光变化中起着关键作用。

  DOI：

  10.1039/c3cc42644k

文献信息

• Rigidifying Effect of Metal–Organic Frameworks: Protect the Conformation, Packing Mode, and Blue Fluorescence of a Soft Piezofluorochromic Compound under Pressures up to 8 MPa
  作者：Zhang-Wen Wei、Cheng-Xia Chen、Shao-Ping Zheng、Hai-Ping Wang、Ya-Nan Fan、Ye-Ye Ai、Mei Pan、Cheng-Yong Su

  DOI：10.1021/acs.inorgchem.6b00429

  日期：2016.8.1

  We demonstrate that the conformation, packing mode, and blue fluorescence of a soft piezo-fluorochromic compound can be preserved by structurally fixing it into a solid calcium metal-organic framework (Ca-MOF, LIFM-40), which can survive pressures up to 8 MPa. DFT calculations have been combined with experimental results to inditate that the ligands adopting a specific conformation and packing without pi...pi interactions are the reasons for its rigidified blue emission.