6-[4-(4-methoxyphenylazo)phenoxy]hexyl methacrylate | 135529-02-1

• 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: 6-[4-(4-methoxyphenylazo)phenoxy]hexyl methacrylate
• 英文别名: 6-(4-((4-Methoxyphenyl)diazenyl)phenoxy)hexyl methacrylate；6-[4-[(4-methoxyphenyl)diazenyl]phenoxy]hexyl 2-methylprop-2-enoate
• CAS: 135529-02-1
• 化学式: C₂₃H₂₈N₂O₄
• 分子量: 396.486
• InChiKey: HWMJTYVELYOWLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  69.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  甲氧苯胺 在 盐酸 、 potassium carbonate 、 三乙胺 、 对苯二酚 、 potassium iodide 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 6-[4-(4-methoxyphenylazo)phenoxy]hexyl methacrylate
  参考文献：
  名称：

  Synthesis of azobenzene-functionalized star polymers via RAFT and their photoresponsive properties

  摘要：

  Azobenzene-functionalized star polymers were synthesized by reversible addition fragmentation chain transfer (RAFT) polymerization. First, azobenzene-functionalized linear macro chain transfer agents (Macro-CTA) were synthesized by RAFT polymerization of 6-[4-(4'-Methoxyphenylazo)phenoxy]hexylmethacrylate (MAz6Mc) using 2-(2'-cyanopropyl)dithiobenzoate (CPDB) as RAFT agent in presence of AIBN as initiator in anisole. Subsequently, star azopolymers were synthesized by polymerization of a difunctional azomonomer, BMA2Az, with resultant Macro-CTA in presence of AIBN as initiator in anisole. Star azopolymers were characterized by GPC and spectroscopic methods. Thermal properties of star azopolymers were determined by DSC and TMA. Molecular weight versus conversion and molecular weight versus polymerization time attest to living polymerization characteristics. Photoisomerization behaviors of star azopolymers were studied by irradiation of both UV and visible light. Surface relief gratings were inscribed on star azopolymer films upon exposure to an interference pattern of (RCP + RCP) Ar+ laser. A diffraction efficiency of 20% was obtained by exposure of Star-8 K(2.6 K) polymer film to an (RCP + RCP) Ar+ laser for about 30 min. Surface relief grating structures were investigated by AFM and polarized optical microscopy. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2011.06.035

文献信息

• Thermal Properties of Liquid-Crystalline Polyitaconates with Paired Mesogens
  作者：Kazuo Sugiyama、Kohei Shiraishi

  DOI：10.1246/bcsj.64.1715

  日期：1991.5

  2-Methylenesuccinates (Itaconates) (2) having two 4-methoxyazobenzene moieties as paired mesogenic groups were prepared. The monomer 2 was radically homopolymerized and copolymerized with non-mesogenic monomer, dioctadecyl itaconate (DOI). Paired mesogenic homopolyitaconate exhibits a nematic phase and the copolymers of the monomer 2 with DOI also show a mesomorphic phase up to 25 mol% of DOI content. The enhancement of mesophase formation by paired mesogens is discussed.

  制备了具有两个 4-甲氧基偶氮苯作为成对介原基团的 2-亚甲基琥珀酸盐（衣康酸盐）（2）。单体 2 与非介源单体--衣康酸双十八烷基酯 (DOI) 进行辐射均聚和共聚。成对介观均聚它肯酸酯表现出向列相，单体 2 与 DOI 的共聚物在 DOI 含量达到 25 摩尔%时也表现出介观相。本文讨论了成对介原对介相形成的促进作用。
• Angeloni, Annino Sante; Campagnari, Ilaria; Caretti, Daniele, Gazzetta Chimica Italiana, 1990, vol. 120, # 3, p. 171 - 178
  作者：Angeloni, Annino Sante、Campagnari, Ilaria、Caretti, Daniele、Carlini, Carlo、Altomare, Angelina、et al.

  DOI：——

  日期：——
• Moeller, Andrea; Czajka, Uta; Bergmann, Volker, Zeitschrift fur Chemie, 1987, vol. 27, # 6, p. 218 - 219
  作者：Moeller, Andrea、Czajka, Uta、Bergmann, Volker、Lindau, Juergen、Arnold, Manfred、Kuschel, Frank

  DOI：——

  日期：——
• Synthesis of azobenzene-functionalized star polymers via RAFT and their photoresponsive properties
  作者：Md. Zahangir Alam、Akihisa Shibahara、Tomonari Ogata、Seiji Kurihara

  DOI：10.1016/j.polymer.2011.06.035

  日期：2011.8

  Azobenzene-functionalized star polymers were synthesized by reversible addition fragmentation chain transfer (RAFT) polymerization. First, azobenzene-functionalized linear macro chain transfer agents (Macro-CTA) were synthesized by RAFT polymerization of 6-[4-(4'-Methoxyphenylazo)phenoxy]hexylmethacrylate (MAz6Mc) using 2-(2'-cyanopropyl)dithiobenzoate (CPDB) as RAFT agent in presence of AIBN as initiator in anisole. Subsequently, star azopolymers were synthesized by polymerization of a difunctional azomonomer, BMA2Az, with resultant Macro-CTA in presence of AIBN as initiator in anisole. Star azopolymers were characterized by GPC and spectroscopic methods. Thermal properties of star azopolymers were determined by DSC and TMA. Molecular weight versus conversion and molecular weight versus polymerization time attest to living polymerization characteristics. Photoisomerization behaviors of star azopolymers were studied by irradiation of both UV and visible light. Surface relief gratings were inscribed on star azopolymer films upon exposure to an interference pattern of (RCP + RCP) Ar+ laser. A diffraction efficiency of 20% was obtained by exposure of Star-8 K(2.6 K) polymer film to an (RCP + RCP) Ar+ laser for about 30 min. Surface relief grating structures were investigated by AFM and polarized optical microscopy. (C) 2011 Elsevier Ltd. All rights reserved.