4-(4'-n-hexylphenylazo)phenol | 33228-49-8

• 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'-n-hexylphenylazo)phenol
• 英文别名: 4-hydroxy-4'-hexylazobenzene；4-[2-(4-Hexylphenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one；4-[(4-hexylphenyl)diazenyl]phenol
• CAS: 33228-49-8
• 化学式: C₁₈H₂₂N₂O
• 分子量: 282.385
• InChiKey: YWILTCMUUXDNMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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'-n-hexylphenylazo)phenol 在 氢氧化钾 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 3-[4-[(4-Hexylphenyl)diazenyl]phenoxy]propane-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：

  己酰氯 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'-n-hexylphenylazo)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

• METAL ORGANIC LIQUID CRYSTAL DYES
  申请人：GAUZY LTD.

  公开号：US20170355908A1

  公开（公告）日：2017-12-14

  A dye composition dissolvable within a liquid crystal host device (including: polymer dispersed liquid crystal, polymer network liquid crystal, polymer stabilized liquid crystal, liquid crystal displays and similar devices), comprising eutectic mixtures of dichroic metallomesogen molecules. The aforesaid metallomesogen molecules comprise chromophore groups synthesized by physical and chemical mixing methods.

  一种可在液晶主机装置内溶解的染料组合物（包括：聚合物分散液晶、聚合物网络液晶、聚合物稳定液晶、液晶显示器和类似装置），包括二色性金属介晶分子的共晶混合物。上述金属介晶分子包括通过物理和化学混合方法合成的色团基团。
• Phototriggered Mass Migration Consorted with Surface Dewetting in Thin Films of a Liquid Crystalline Azobenzene-containing Dendrimer
  作者：Wenhan Li、Tomoki Dohi、Mitsuo Hara、Shusaku Nagano、Osamu Haba、Koichiro Yonetake、Takahiro Seki

  DOI：10.1021/ma301170x

  日期：2012.8.28

  A dendritic molecule of poly(propylene imine) whose periphery is modified with photoresponsive mesogenic azobenzene units was synthesized. This compound exhibited highly ordered smectic B or smectic A layer structure orienting parallel to the substrate in the film state. When this film of 90 nm thickness on a hydrophilic substrate was exposed to UV (365 nm) light, the initial flat film morphology started

  合成了其周边被光响应性介晶偶氮苯单元修饰的聚丙烯亚胺的树枝状分子。该化合物在薄膜状态下显示出平行于基材取向的高度有序的近晶B或近晶A层结构。当将该亲水性基材上的90 nm厚度的膜暴露于UV（365 nm）光线下时，初始的平膜形态开始形成孔，随后进行剧烈转变，形成了微米级的分离圆顶结构。在连续紫外光照射下，畴高增加并达到约1μm的水平。比初始厚度高8倍，这可能与层结构的无序相关，如掠射角入射X射线衍射测量所揭示。这种光触发的去湿行为取决于膜的厚度。较薄的薄膜会导致局部迁移，从而形成更小且更均匀的圆顶。在100nm的阈值厚度以下观察到去湿。通过通过光掩模的紫外线照射，在微米距离处也发生了光触发的迁移。通过光触发迁移和协同去湿相结合，形成了独特的分层形态，具体取决于初始膜厚。这项工作提出了使用树状材料控制和设计薄膜去湿工艺的新可能性。在微米距离处也发生了光触发的迁移。通过光触发迁移和协同去湿相结
• Reversible Reflection Color-Control in Smectic Liquid Crystal Switched by Photo-Isomerization of Azobenzene
  作者：Jingjing Guan、Mingzhi Zhang、Wei Gao、Huai Yang、Guojie Wang

  DOI：10.1002/cphc.201200054

  日期：2012.4.23

  Through the looking glass: A reflection color transition is demonstrated in a smectic liquid crystal doped with a photochromic azobenzene and a chiral agent with high helical twisting power. The reflection color can be switched reversibly due to the isomerization of azobenzene upon UV/visible irradiation (see picture).

  透过窥视镜：在掺有光致变色偶氮苯和具有高螺旋扭曲力的手性剂的近晶液晶中显示出反射色过渡。由于在紫外线/可见光下偶氮苯的异构化，反射颜色可以可逆地切换（参见图片）。
• Photoinduced Phase Transitions in Chiral Binaphthyl-diol-doped Smectic Liquid Crystals by a Photochromic Azobenzene
  作者：Guojie Wang、Mingzhi Zhang、Qiang Yang、Fang Liu、Zihui Cheng、Renwei Guo、Huai Yang

  DOI：10.1246/cl.2010.1144

  日期：2010.11.5

  The liquid crystalline states of mixtures of smectic 4-octyl-4′-cyanobiphenyl, chiral binaphthyl-diol, and a photochromic azobenzene derivative, 4-n-hexyl-4′-(1-bromopropyloxy)azobenzene, are depen...

  近晶 4-辛基-4'-氰基联苯、手性联萘二醇和光致变色偶氮苯衍生物 4-n-己基-4'-(1-溴丙氧基)偶氮苯的混合物的液晶状态取决于...
• 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。