4-(4-(1-hydroxyethyl)-2-methoxy-5-nitrophenoxy)butan-1-ol | 1334290-05-9

• 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-(1-hydroxyethyl)-2-methoxy-5-nitrophenoxy)butan-1-ol
• 英文别名: 4-(4-(1-Hydroxyethyl)-2-methoxy-5-nitrophenoxy)butan-1-ol；4-[4-(1-hydroxyethyl)-2-methoxy-5-nitrophenoxy]butan-1-ol
• CAS: 1334290-05-9
• 化学式: C₁₃H₁₉NO₆
• 分子量: 285.297
• InChiKey: PAACRDQWZUIRMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(4-(1-hydroxyethyl)-2-methoxy-5-nitrophenoxy)butan-1-ol 在 dibutyltin(II) dilaurate 作用下， 以 四氢呋喃 为溶剂， 反应 58.0h， 生成
  参考文献：
  名称：

  Photo-sensitive PMMA microgels: light-triggered swelling and degradation

  摘要：

  我们合成了两类（A 型和 B 型）基于邻硝基苄基衍生物的新型光敏二乙烯基官能化交联剂，并研究了它们在紫外线照射下的光解性能。分子结构的系统性变化导致了不同的降解速率，这取决于辐照条件。因此，通过调整应用波长或辐照时间，可以实现连续和独立的裂解。通过在微型乳液聚合过程中与 MMA 进行自由基共聚，相应的分子被用于构建可光降解的 PMMA 微凝胶。紫外线诱导的膨胀微凝胶降解是通过随时间变化的浊度测量来监测的，结果发现其动力学与溶液中各交联剂的光解率相关。通过 λ > 315 纳米的紫外线辐照，实现了受辐照波长控制的 B 型交联点的选择性部分裂解，并产生了由高度膨胀的网络组成的体积广泛增大的颗粒。此外，还实现了对含有 B 型交联剂的颗粒进行辐照时间控制的选择性完全降解。通过使用波长为 λ < 315 nm 的宽带紫外线，可以观察到 B 型和 A 型微凝胶颗粒相继完全分解。因此，合成的微凝胶的特殊性能可以通过所使用的紫外光波长、剂量和强度来精确触发，因而具有作为新型光响应纳米材料的巨大潜力。

  DOI：

  10.1039/c0sm00638f
• 作为产物：
  描述：

  4-(4-(1-羟基乙基)-2-甲氧基-5-硝基苯氧基)丁酸 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以86%的产率得到4-(4-(1-hydroxyethyl)-2-methoxy-5-nitrophenoxy)butan-1-ol
  参考文献：
  名称：

  Dual Stimuli-Responsive Poly(2-hydroxyethyl methacrylate-co-methacrylic acid) Microgels Based on Photo-Cleavable Cross-Linkers: pH-Dependent Swelling and Light-Induced Degradation

  摘要：

  Dual stimuli-responsive p(HEMA-co-MAA) microgels were prepared in a facile way by inverse miniemulsion copolymerization of 2-hydroxyethyl methacrylate (HEMA) with methacrylic acid (MAA) and two kinds of newly synthesized photodegradable cross-linkers. The pH-dependent swelling behavior induced by the protonation/deprotonation of the methacrylic acid groups in the network-forming polymer was investigated by means of the particle volume change as determined by DLS measurements. Photolytic degradation experiments were conducted by irradiation with UV light which led to particle disintegration caused by cleavage of the photolabile cross-linking points. The degradation behavior of the microgels was investigated with respect to degradation rates and changes in the degree of swelling. Those parameters were found to depend on the pH value of the solvent, the light intensities, and the irradiation wavelengths applied. For similar conditions, the degradation profile was demonstrated to strongly depend not only on the molecular structure of the cross-linking molecule but also on the molecular weight of the network-forming copolymers. The particular combination of the stimuli described is designed as a new strategy to two different swelling/degradation profiles. This dual stimuli-responsiveness was shown to enable the efficient loading and subsequent release of myoglobin as a model protein. Here a slow diffusion controlled release (induced by changes of the pH) was combined with a fast degradation controlled (induced by irradiation) on-demand release. This novel two-step release profile is proposed to bear great potential for delivery applications.

  DOI：

  10.1021/ma201706r