4-((4-octylphenyl)diazenyl)phenol | 104526-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4-((4-octylphenyl)diazenyl)phenol
• 英文别名: 4-Hydroxy-4'-octylazobenzene；4-[(4-octylphenyl)diazenyl]phenol
• CAS: 104526-72-9
• 化学式: C₂₀H₂₆N₂O
• 分子量: 310.439
• InChiKey: KWYKRCFXFADWBK-UHFFFAOYSA-N

物化性质

• 沸点：
  471.1±38.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-((4-octylphenyl)diazenyl)phenol 在 氢氧化钾 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 5-[4-[(4-Octylphenyl)diazenyl]phenoxy]pentane-1-thiol
  参考文献：
  名称：

  A Convenient Synthesis of Novel Mercapto-Ended Azobenzene Derivatives

  摘要：

  Treatment of the product from the Diazo-Coupling reaction of p-alkylaniline with 1,3-dibromopropane in THF affords intermediate compounds n-C(n)H(2n+1)AzoO(CH2)(m)Br. Subsequent treatment of these intermediate with thiourea in ethanol at reflux temperature leads to the desired azobenzene derivatives, n-C(n)H(2n+1)AzoO(CH2)(m)SH (n=4,6,8,10,12; m=3,5), in good yield. The structure data of these new compounds was presented in detail.

  DOI：

  10.1080/00397919808004930
• 作为产物：
  描述：

  辛基酰苯 在 盐酸 、 aluminum (III) chloride 、 乙酰氯 、 肼 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.5h， 生成 4-((4-octylphenyl)diazenyl)phenol
  参考文献：
  名称：

  Liquid-Crystalline Polymorphism of Symmetrical Azobananas: bis(4-(4-alkylphenyl)azophenyl) 2-nitroisophtalates

  摘要：

  In this paper we present a series of novel compounds, bis(4-(4-alkylphenyl)azophenyl) 2-nitroisophtalates, which exhibit nematic and banana-type liquid-crystalline phases. The alkyl chain length varies from 1 to 18 carbons. The first ten members of this series exhibit nematic phase. The last eleven compounds exhibit banana-type liquid crystalline phases. The propyl and pentyl derivatives have extra second type of banana mesophase.

  DOI：

  10.1080/15421400903065754

文献信息

• Genetically Engineered Supercharged Polypeptide Fluids: Fast and Persistent Self-Ordering Induced by Touch
  作者：Lei Zhang、Chao Ma、Jing Sun、Baiqi Shao、Giuseppe Portale、Dong Chen、Kai Liu、Andreas Herrmann

  DOI：10.1002/anie.201803169

  日期：2018.6.4

  Mechanically induced disorder–order transitions have been studied in fluid surfactant solutions or polymer thermotropic liquid crystals. However, isothermally induced ordered phases do not persist after cessation of shear, which limits their technological applicability. Moreover, no such stimuli‐responsive materials involving biomacromolecules have been reported although biopolymer liquids are gaining

  在流体表面活性剂溶液或聚合物热致液晶中研究了机械诱导的无序转变。但是，等温诱导的有序相在剪切停止后不会持续存在，这限制了它们的技术适用性。此外，尽管生物聚合物液体引起了人们的广泛关注，但尚未见到涉及生物大分子的此类刺激反应性材料。引入了生物流体系统，其中阴离子多肽与阳离子表面活性剂复合。产生的流体表现出由剪切触发的非常敏感的各向同性-向列相变。停止机械刺激后，保留形成的液晶。材料的自定序行为是通过水流和手指按压实现的。
• Lactic acid derivative, liquid crystal composition containing same and
  申请人：Canon Kabushiki Kaisha

  公开号：US05167857A1

  公开（公告）日：1992-12-01

  An optically active lactic acid derivative represented by the following formula (I): ##STR1## wherein R is a saturated or unsaturated hydrocarbon group of a linear, branched or cyclic structure having 4 to 20 carbon atoms; Ra is --CO--Rb or --CH.sub.2 --Rc wherein Rb is a releasable chemically active group, and Rc is a releasable chemically active group; and C with * represents an asymmetric carbon atom.

  一种光学活性的乳酸衍生物，其化学式如下（I）：##STR1## 其中，R是一个具有4至20个碳原子的线性、支链或环状结构的饱和或不饱和碳氢基团；Ra是--CO--Rb或--CH.sub.2--Rc，其中Rb是一个可释放的化学活性基团，Rc是一个可释放的化学活性基团；C与*表示一个不对称的碳原子。
• Ferroelectric liquid crystal device containing optically active azo or
  申请人：Canon Kabushiki Kaisha

  公开号：US04979805A1

  公开（公告）日：1990-12-25

  A ferroelectric liquid crystal composition containing an optically active mesomorphic compound represented by the following formula (I) or (II): ##STR1## wherein R.sub.1 and R.sub.2 are respectively an alkyl, and C with * represents an asymmetric carbon atom. The mesomorphic compound provides the ferroelectric liquid crystal composition with an extended operational life in a liquid crystal device.

  一种铁电液晶组合物，其中包含下式（I）或（II）所表示的具有光学活性的介向化合物： ##STR1## 其中R.sub.1和R.sub.2分别为烷基，C与*表示不对称碳原子。该介向化合物为铁电液晶组合物提供了更长的液晶器件操作寿命。
• Azopolyesters with Intrinsic Crystallinity and Photoswitchable Reversible Solid‐to‐Liquid Transitions
  作者：Jie Li、Qiu‐Yu Zhang、Xiao‐Bing Lu

  DOI：10.1002/anie.202311158

  日期：2023.11.13

  Azobenzene-based polyesters (azopolyesters) from copolymerization of azobenzene-based epoxides with cyclic anhydrides possess remarkable intrinsic crystallinity and novel photoinduced reversible solid-to-liquid transition abilities, owing to photoinduced trans-cis isomerizations of azobenzenes being inlaid with soft alkyl side-chain. This represents a new design strategy for the synthesis of reversible

  由偶氮苯环氧化物与环酸酐共聚得到的偶氮苯聚酯（偶氮聚酯）由于偶氮苯的光诱导反式-顺式异构化镶嵌着软烷基侧链，具有显着的固有结晶度和新颖的光诱导可逆固液转变能力。这代表了合成可逆粘合剂的新设计策略。
• Reversible Light-Induced Morphological Change in Langmuir−Blodgett Films
  作者：Mutsuyoshi Matsumoto、Daisuke Miyazaki、Motoo Tanaka、Reiko Azumi、Eiichiro Manda、Yukishige Kondo、Norio Yoshino、Hiroaki Tachibana

  DOI：10.1021/ja970577p

  日期：1998.2.1

  An amphiphilic anionic azobenzene derivative, soluble in water, formed a monolayer on an aqueous subphase containing a water-soluble polycation. The monolayers were transferred onto solid substrate by the Langmuir-Blodgett (LB) technique. XPS measurements showed that ion exchange reaction proceeded almost completely at the air-water interface and that the ratio of the monomer unit of the polycation to the azobenzene was almost unity. UV/vis absorption and IR measurements indicated that the azobenzene photoisomerized reversibly in the LB films on alternate illumination with UV and vis light. Furthermore, a reversible morphological change induced by light was observed in the LB films with AFM. Before illumination, the surface of the single-layer LB film was very smooth with a surface undulation of less than 1 nm. On illumination with UV light, however, a number of hills, with the height of ca. 5 nm and the diameter of the base of ca. 100 nm, appeared on the film surface. These structures almost disappeared on illumination with vis light. This indicates that the widely accepted assumption that photoisomerization should not change the two-dimensional structures significantly does not hold in the present case.