1,8-二羟基-2-萘甲醛 | 858457-19-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,8-二羟基-2-萘甲醛
• 英文名称: 2-formyl-1,8-naphthalenediol
• 英文别名: 1,8-Dihydroxy-2-naphthaldehyde；1,8-dihydroxynaphthalene-2-carbaldehyde
• CAS: 858457-19-9
• 化学式: C₁₁H₈O₃
• 分子量: 188.183
• InChiKey: QBXCVGGCXRBENM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,8-二羟基-2-萘甲醛 在 氢氧化钾 、 sodium hydroxide 作用下， 生成 1,8-dihydroxy-[2]naphthoic acid
  参考文献：
  名称：

  The Structure of Terramycin^1,2

  摘要：

  DOI：

  10.1021/ja01118a001
• 作为产物：
  描述：

  1,8-二羟基萘 在 盐酸 、 正丁基锂 、 四甲基乙二胺 、 sodium hydride 作用下， 以 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 13.0h， 生成 1,8-二羟基-2-萘甲醛
  参考文献：
  名称：

  Optically Triggered Stepwise Double-Proton Transfer in an Intramolecular Proton Relay: A Case Study of 1,8-Dihydroxy-2-naphthaldehyde

  摘要：

  1,8-Dihydroxy-2-naphthaldehyde (DHNA), having doubly intramolecular hydrogen bonds, was strategically designed and synthesized in an aim to probe a long-standing fundamental issue regarding synchronous versus asynchronous double-proton transfer in the excited state. In cyclohexane, DHNA shows the lowest lying S-0 -> S-1 (pi pi*) absorption at similar to 400 nm. Upon excitation, two large Stokes shifted emission bands maximized at 520 and 650 nm are resolved, which are ascribed to the tautomer emission resulting from the first and second proton-transfer products, denoted by TA* and TB*, respectively. The first proton transfer (DHNA* -> TA*) is ultrafast (< system response of 150 fs), whereas the second proton transfer is reversible, for which the rates of forward (TA* -> TB*) and backward (TA* -> TB*) proton transfer were determined to be (1.7 ps)(-1) and (3.6 ps)(-1), respectively. The fast equilibrium leads to identical population lifetimes of similar to 54 ps for both TA* and TB* tautomers. Similar excited-state double-proton transfer takes place for DHNA in a single crystal, resulting in TA* (560 nm) and TB* (650 nm) dual-tautomer emission. A comprehensive 2D plot of reaction potential energy surface further proves that the sequential two-step proton motion is along the minimum energetic pathway firmly supporting the experimental results. Using DHNA as a paradigm, we thus demonstrate unambiguously a stepwise, proton-relay type of intramolecular double-proton transfer reaction in the excited state, which should gain fundamental understanding of the multiple proton transfer reactions.

  DOI：

  10.1021/jacs.5b08562

文献信息

• Synthesis of (N−O)-Ligated Palladium(II) Complexes and Their Use in Ethene Homopolymerization and Norbornene Copolymerizations
  作者：Ying Chen、Sukhendu Mandal、Ayusman Sen

  DOI：10.1021/om1003013

  日期：2010.7.26

  and characterization of several (N−O)-ligated palladium(II) complexes and their use in ethene homopolymerization, as well as ethene/norbornene and carbon monoxide/norbornene copolymerizations. Most notably, these catalysts show relatively high activity toward ethene/functional norbornene copolymerizations, and a high level of incorporation of the norbornene derivative was observed. The molecular weight

  环烯烃共聚物是一类重要的聚合物材料。在这里，我们报告了几种（N-O）-连接的钯（II）配合物的合成和表征，及其在乙烯均聚以及乙烯/降冰片烯和一氧化碳/降冰片烯共聚中的用途。最值得注意的是，这些催化剂显示出对乙烯/官能降冰片烯共聚的相对高的活性，并且观察到高水平的降冰片烯衍生物的掺入。共聚物的分子量可以通过调节乙烯/降冰片烯的进料比来控制。乙烯/非极性官能降冰片烯共聚具有在低乙烯/降冰片烯进料比的情况下“活性”聚合的特征。最后，
• Two 1,8-naphthalenediol-based dysprosium complexes: syntheses, structures, and magnetic properties
  作者：Yue Wang、Mei Guo、Jianfeng Wu、Xiao-Lei Li、Yun-Hui Li、Ying Gao、Jinkui Tang

  DOI：10.1080/00958972.2016.1190837

  日期：2016.7.2

  Abstract Two mononuclear dysprosium complexes, [Dy(H2L1)2(CH3OH)2]Cl∙6CH3OH (1) and [Dy(H3L2)2(CH3OH)2]Cl∙2H2O (2), derived from 1,8-naphthalenediol-based ligands were synthesized and characterized by single-crystal X-ray diffraction and magnetic measurements. Single-crystal X-ray analyses reveal that the eight-coordinate DyIII ion exhibits distorted triangular dodecahedron geometry in both complexes. The

  摘要 两种单核镝配合物 [Dy(H2L1)2(CH3OH)2]Cl∙6CH3OH (1) 和 [Dy(H3L2)2(CH3OH)2]Cl∙2H2O (2)，源自 1,8-萘二醇-合成了基于配体并通过单晶 X 射线衍射和磁测量表征。单晶 X 射线分析表明，八坐标 DyIII 离子在两种配合物中都表现出扭曲的三角形十二面体几何形状。2中的单核单元通过氢键相互作用进一步连接成一维链。交流磁化率研究表明，2 显示出磁化缓慢弛豫，粗略估计的活化能为 3 K，指前因子为 10-6 s，而 1 没有显示任何交流信号。
• Synthesis of Planar Metal Complexes and the Stacking Abilities of Naphthalenediol‐Based Acyclic and Macrocyclic Salen‐Type Ligands
  作者：Shigehisa Akine、Zoltan Varadi、Tatsuya Nabeshima

  DOI：10.1002/ejic.201300917

  日期：2013.12.2

  increased the [2+2] macrocyclization efficiency to produce the dinuclear [L2Ni2] and [L2Cu2] species. The [L2Ni2] molecule had a highly planar structure incorporating two nickel(II) ions in an almost ideal square-planar geometry. In the crystalline state, the [L2Ni2] molecules formed a parallel stacking structure with a brick-wall arrangement. The central O4 site of the [L2Ni2] complex was found to be

  设计并合成了具有两个 1,8-萘二醇部分的 salen 型配体 H4L1 以获得平面金属配合物，其中萘 π 表面有望增加堆叠能力。光谱和晶体学研究表明，未复合的 H4L1 配体仅以酮/酮形式存在，并采用非平面结构。与二价金属源 M (Ni, Cu, Zn, Pd) 络合后，H4L1 配体得到相应的单核配合物 [H2L1M] (M = Ni, Cu, Pd) 或 [H2L1Zn(dmso)]，其中金属离子占据salen型N2O2配位点。特别是[H2L1Ni]和[H2L1Pd]采用高度平面结构，允许在结晶状态下形成组织良好的堆叠结构以及在溶液中自缔合。相应的大环配体，由于更高的 π 表面积，H4L2 也被设计为获得更有组织的堆叠结构。尽管没有模板的 [2+2] 大环化不能有效地得到配体 H4L2，但 Ni2+ 和 Cu2+ 的金属模板显着提高了 [2+2] 大环化效率，以产生双核 [L2Ni2]
• A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand
  作者：Thorsten Glaser、Ioannis Liratzis、Roland Fröhlich

  DOI：10.1039/b507579c

  日期：——

  dinucleating ligand L(4-)(H(4)L=N,N'-bis(2-(1,8-naphthalenediol)methylidene)propylenediamine). Reaction of H(4) L with copper acetate results in the formation of the unsymmetrical dinuclear Cu(II) complex [LCu(2)](3), which has been structurally characterized by single-crystal X-ray diffraction. One Cu(II) ion is coordinated by a N(2)O(2) compartment of L(4-) and the other Cu(II) ion is coordinated by

  据报道，容易合成2-甲酰基-1，8-萘二醇。通过合成双核配体L（4-）（H（4）L = N，N'-bis（ 2-（1,8-萘二醇）亚甲基）丙二胺）。H（4）L与乙酸铜的反应导致形成不对称双核Cu（II）配合物[LCu（2）]（3），该配合物已通过单晶X射线衍射进行了结构表征。一个Cu（II）离子通过L（4-）的N（2）O（2）隔室配位，而另一个Cu（II）离子则通过L（4-）的O（4）隔室配位。由L（4-）的两个芳氧基官能团桥接。两个3的分子向二核实体3（2）的二聚化通过形成较弱的顶端Cu-O相互作用而发生。对温度依赖性磁化率测量值（2--290 K）的分析建立了牢固的二聚体交换耦合J（12）=-371 cm（-1）。这种强的超交换相互作用非常适合磁结构相关性，该磁结构相关性已针对双核双（酚盐）桥连的Cu（II）络合物建立，证明了苯酚和1,8-萘基芳基氧化物的电子等效性。
• Resist underlayer film composition and patterning process using the same
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP2476713A1

  公开（公告）日：2012-07-18

  There is disclosed a resist underlayer film composition, wherein the composition contains a polymer obtained by condensation of, at least, one or more compounds represented by the following general formulae (1-1) and/or (1-2), and one or more kinds of compounds, represented by the following general formulae (2-1) and/or (2-2), and/or equivalent bodies thereof. There can be provided an underlayer film composition, especially for a trilayer resist process, that can form an underlayer film having reduced reflectance, (namely, an underlayer film having optimum n-value and k-value as an antireflective film), excellent filling-up properties, high pattern-antibending properties, and not causing line fall or wiggling after etching especially in a high aspect line that is thinner than 60 nm, and a patterning process using the same.

  本发明公开了一种抗蚀剂底层薄膜组合物，其中该组合物含有至少由以下通式（1-1）和/或（1-2）表示的一种或多种化合物和以下通式（2-1）和/或（2-2）表示的一种或多种化合物和/或其等效体缩合而得的聚合物。可以提供一种底层膜组合物，特别是用于三层抗蚀工艺的底层膜组合物，该组合物可以形成反射率降低的底层膜（即作为抗反射膜具有最佳 n 值和 k 值的底层膜）、填充性能优异、图案抗弯曲性能高、蚀刻后尤其是在厚度小于 60 nm 的高纵横向线上不会出现掉线或晃动的底层膜，以及使用该底层膜组合物的图案化工艺。