3-(dimethylaminomethyl)-2,4-dihydroxybenzophenone

• 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: 3-(dimethylaminomethyl)-2,4-dihydroxybenzophenone
• 英文别名: 6-Benzoyl-2-[(dimethylazaniumyl)methyl]-3-hydroxyphenolate
• 化学式: C₁₆H₁₇NO₃
• 分子量: 271.316
• InChiKey: AFDKQAITJBJNAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氯-4,4,5,5-四甲基-1,3,2-二氧磷杂环戊烷 、 3-(dimethylaminomethyl)-2,4-dihydroxybenzophenone 在 吡啶 作用下， 以 氘代氯仿 为溶剂， 生成 [3-Dimethylaminomethyl-2,4-bis-(4,4,5,5-tetramethyl-[1,3,2]dioxaphospholan-2-yloxy)-phenyl]-phenyl-methanone
  参考文献：
  名称：

  On the Interaction of UV Screens with the Lignocellulosic Matrix

  摘要：

  nIn this report, we describe our attempt to understand the photochemical interactions that occur between dihydroxybenzophenone (DHB)-based UV screens and Lignin when high-yield pulps are treated with such materials. Milled wood lignin (MWL) and filter paper were used as models, and various irradiation protocols were carried out in the presence and absence of UV screens. After irradiation, the lignin and the UV screen were extracted and the products analyzed. These experiments showed that upon irradiation, fragments of MWL-containing chromophores were linked to cellulose via an acid-labile linkage. In the presence of UV screens, these reactions were minimized. Molecular weight measurements of the extracted lignin showed that the MWL is degraded upon solid-state irradiation. The samples that contained UV screens showed a reduced tendency to degrade. Using quantitative P-31 NMR, it was possible to probe further the detailed structural changes that occurred in MWL during irradiation. In general, DHB-based UV screens and derivatives were found to interact actively with MWL when irradiated.

  DOI：

  10.1562/0031-8655(2000)071<0149:otious>2.0.co;2
• 作为产物：
  描述：

  聚合甲醛 、 2,4-二羟二苯甲酮 、 二甲胺 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 以91%的产率得到3-(dimethylaminomethyl)-2,4-dihydroxybenzophenone
  参考文献：
  名称：

  使用新型水溶性紫外线屏幕抑制漂白的高产纸浆的光黄变

  摘要：

  为了解决二苯甲酮 UV 屏在防止高产量机械纸中出现亮度逆转的缺陷，我们合成了一系列新的此类材料，这些材料具有增强的水溶性和与木质纤维素基材的相容性。合成了一系列 2,4-二羟基二苯甲酮 (DHB)，在其一个环的 C3 位含有各种曼尼希碱。它们具有邻羟基二苯甲酮的紫外线屏蔽能力，并且还含有可作为自由基清除剂的叔氮原子。3-(二甲氨基亚甲基)-2,4-二羟基二苯甲酮 (1) 盐酸盐的水溶液，当应用于漂白的化学热机械纸浆 (CTMP) 片材时，在防止光黄方面比用乙醇应用于片材的原始 DHB 更有效– 水溶液。这证实了我们最初的假设，即增加紫外线屏蔽与木质纤维素基质的相容性将增加其防止光黄变的效率。然而，发现化合物 1 在防止光黄化方面比其盐酸盐更有效。这归因于附着在分子上的游离叔胺中心与其紫外线屏蔽能力的协同作用。为了进一步了解影响这些化合物和 DHB 与漂白 CTMP 纸浆纤维的光黄化抑制性能的各种参数，制备了一系列不同

  DOI：

  10.1562/0031-8655(2000)0710141piobhy2.0.co2

文献信息

• Photoyellowing Inhibition of Bleached High Yield Pulps Using Novel Water-Soluble UV Screens
  作者：Dimitris S. Argyropoulos、Patrick Halevy、Philip Peng

  DOI：10.1562/0031-8655(2000)0710141piobhy2.0.co2

  日期：2000.2

  screens for preventing brightness reversion in high yield mechanical papers, we synthesized a new series of such materials with enhanced water solubility and compatibility with the lignocellulosic substrate. A series of 2,4‐dihydroxybenzophenones (DHB) were synthesized containing various Mannich bases at the C3 position of one of its rings. They possess the UV‐screening ability of o‐hydroxylbenzophenones

  为了解决二苯甲酮 UV 屏在防止高产量机械纸中出现亮度逆转的缺陷，我们合成了一系列新的此类材料，这些材料具有增强的水溶性和与木质纤维素基材的相容性。合成了一系列 2,4-二羟基二苯甲酮 (DHB)，在其一个环的 C3 位含有各种曼尼希碱。它们具有邻羟基二苯甲酮的紫外线屏蔽能力，并且还含有可作为自由基清除剂的叔氮原子。3-(二甲氨基亚甲基)-2,4-二羟基二苯甲酮 (1) 盐酸盐的水溶液，当应用于漂白的化学热机械纸浆 (CTMP) 片材时，在防止光黄方面比用乙醇应用于片材的原始 DHB 更有效– 水溶液。这证实了我们最初的假设，即增加紫外线屏蔽与木质纤维素基质的相容性将增加其防止光黄变的效率。然而，发现化合物 1 在防止光黄化方面比其盐酸盐更有效。这归因于附着在分子上的游离叔胺中心与其紫外线屏蔽能力的协同作用。为了进一步了解影响这些化合物和 DHB 与漂白 CTMP 纸浆纤维的光黄化抑制性能的各种参数，制备了一系列不同
• On the Interaction of UV Screens with the Lignocellulosic Matrix
  作者：Philip P. Peng、Dimitris S. Argyropoulos

  DOI：10.1562/0031-8655(2000)071<0149:otious>2.0.co;2

  日期：——

  nIn this report, we describe our attempt to understand the photochemical interactions that occur between dihydroxybenzophenone (DHB)-based UV screens and Lignin when high-yield pulps are treated with such materials. Milled wood lignin (MWL) and filter paper were used as models, and various irradiation protocols were carried out in the presence and absence of UV screens. After irradiation, the lignin and the UV screen were extracted and the products analyzed. These experiments showed that upon irradiation, fragments of MWL-containing chromophores were linked to cellulose via an acid-labile linkage. In the presence of UV screens, these reactions were minimized. Molecular weight measurements of the extracted lignin showed that the MWL is degraded upon solid-state irradiation. The samples that contained UV screens showed a reduced tendency to degrade. Using quantitative P-31 NMR, it was possible to probe further the detailed structural changes that occurred in MWL during irradiation. In general, DHB-based UV screens and derivatives were found to interact actively with MWL when irradiated.