3-(2-oxo-2H-chromene-3-carbonyl)-2H-chromen-2-one | 1846-75-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-(2-oxo-2H-chromene-3-carbonyl)-2H-chromen-2-one
• 英文别名: 3-(2-oxo-2H-chromene-3-carbonyl)chromen-2-one；3,3'-carbonylbiscoumarin；3,3'-carbonyl-bis-chromen-2-one；bis-(2-oxo-2H-chromen-3-yl)-ketone；Bis-(2-oxo-2H-chromen-3-yl)-keton；[(2-oxochromen-3-yl)carbonyl]chromen-2-one；3-(2-Oxochromene-3-carbonyl)chromen-2-one
• CAS: 1846-75-9
• 化学式: C₁₉H₁₀O₅
• 分子量: 318.285
• InChiKey: LXCJXYYYOPFEDH-UHFFFAOYSA-N

物化性质

• 熔点：
  251-252 °C(Solv: acetonitrile (75-05-8))
• 沸点：
  596.9±50.0 °C(Predicted)
• 密度：
  1.463±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,1-二溴频哪酮 、 3-(2-oxo-2H-chromene-3-carbonyl)-2H-chromen-2-one 在 mercury dichloride 、 锌 作用下， 以 乙醚 、 乙酸乙酯 、 甲苯 为溶剂， 以32%的产率得到1-(2,2-dimethylpropanoyl)-1a-{(1-(2,2-dimethylpropanoyl)-2-oxo-1,7b-dihydrocyclopropa[c]chromen-2(1H)-yl)carbonyl}-1a,7b-dihydrocyclopropa[c]chromen-2(1H)-one
  参考文献：
  名称：

  Reactions of zinc enolates derived from α,α-dibromo carbonyl compounds with 3-(2-oxo-4a,8a-dihydro-2H-chromene-3-carbonyl)chromen-2-one

  摘要：

  Zinc enolates derived from 1-R-2,2-dibromoethanone reacted with 3-(2-oxo-4a,8a-dihydro-2H-chromene-3-carbonyl)chromen-2-one to give the corresponding 1-R-1a-{(1-R-2-oxo-1,7b-dihydrocyclopropa[c]chromen-1(2H)-yl)carbonyl}-1a,7b-dihydrocyclopropa[c]chromen-2(1H)-ones as a single diastereoisomer with cis arrangement of the hydrogen atoms with respect to the cyclopropane ring plane. Reactions of the same electrophilic substrate with zinc enolates obtained from 1-aryl-2,2-dibromoalkanones led to the formation of 1-alkyl-1a-{(1-alkyl-1-aroyl-2-oxo-1,7b-dihydrocyclopropa[c]chromen-1(2H)-yl)carbonyl}-1-aroyl-1a,7b-dihydrocyclopropa[c]chromen-2(1H)-ones as a single diastereoisomer with trans arrangement of the alkyl group and hydrogen atom with respect to the cyclopropane ring plane.

  DOI：

  10.1134/s1070363206070243
• 作为产物：
  描述：

  1,3-丙酮二羧酸二甲酯 、 水杨醛 在 ammonium acetate 作用下， 以81 %的产率得到3-(2-oxo-2H-chromene-3-carbonyl)-2H-chromen-2-one
  参考文献：
  名称：

  丙酮二羧酸酯与醛的 Knoevenagel 缩合

  摘要：

  在本文中，通过在无溶剂条件下将 1,3-丙酮二羧酸酯与取代的水杨醛和肉桂醛进行直接 Knoevenagel 缩合，描述了一种NH 4 OAc 促进合成双香豆素和 3-芳基酚的简便方法。使用X射线分析确认了关键产物的结构。提出并讨论了合理的机制。在整个反应过程中，可能会产生水作为副产物。研究了一锅缩合的各种反应条件。

  DOI：

  10.1016/j.molstruc.2023.135478

文献信息

• SILANE COUPLING COMPOUNDS AND MEDICAL AND/OR DENTAL CURABLE COMPOSITIONS COMPRISING THE SAME
  申请人：KABUSHIKI KAISHA SHOFU

  公开号：US20190300552A1

  公开（公告）日：2019-10-03

  The present invention relate to a novel silane coupling agent and a medical and/or dental curable composition comprising the same. It is an object of the present invention to provide a novel silane coupling agent that imparts high affinity to a radical polymerizable monomer, thereby imparting high mechanical strength, flexibility and durability when used for a medical and/or dental curable composition, and an inorganic filler surface-treated with the novel silane coupling agent and a novel medical and/or dental curable composition. A silane coupling agent including repeating units such as a urethane bond and polyethylene glycol (ether bond) at a specific position is used.

  本发明涉及一种新型硅烷偶联剂以及包括该偶联剂的医用和/或牙科可固化组合物。本发明的目的是提供一种新型硅烷偶联剂，使其对自由基聚合单体具有高亲和力，从而在用于医用和/或牙科可固化组合物时赋予高机械强度、柔韧性和耐久性，并且包括经新型硅烷偶联剂表面处理的无机填料和新型医用和/或牙科可固化组合物。该硅烷偶联剂包括在特定位置具有尿素键和聚乙二醇（醚键）等重复单元。
• DENTAL ADHESIVE
  申请人：KURARAY NORITAKE DENTAL INC.

  公开号：US20170196778A1

  公开（公告）日：2017-07-13

  The present invention provides a dental adhesive exhibiting excellent initial bond strength and bond durability to both enamel and dentin. The present invention relates to a dental adhesive containing: an asymmetric acrylamide-methacrylic acid ester compound (a); an acid group-containing (meth)acrylic polymerizable monomer (b); and a water-soluble polymerizable monomer (c). The asymmetric acrylamide-methacrylic acid ester compound (a) is represented by the following general formula (1): where X is an optionally substituted, linear or branched C 1 to C 6 aliphatic group or an optionally substituted aromatic group, the aliphatic group is optionally interrupted by at least one linking group selected from the group consisting of —O—, —S—, —CO—, —CO—O—, —O—CO—, —NR 1 —, —CO—NR 1 —, —NR 1 —CO—, —CO—O—NR 1 —, —O—CO—NR 1 —, and —NR 1 —CO—NR 1 —, and R 1 is a hydrogen atom or an optionally substituted, linear or branched C 1 to C 6 aliphatic group.

  本发明提供了一种牙科粘接剂，具有优异的初始粘接强度和对牙釉质和牙本质的粘接耐久性。本发明涉及一种含有以下成分的牙科粘接剂：不对称丙烯酰胺-甲基丙烯酸酯化合物（a）；含酸基的（甲基）丙烯酸聚合单体（b）；以及水溶性聚合单体（c）。不对称丙烯酰胺-甲基丙烯酸酯化合物（a）由下述一般式（1）表示：其中X是可选择取代的线性或支链状的C1到C6脂肪族基或可选择取代的芳香族基，所述脂肪族基可被来自由—O—、—S—、—CO—、—CO—O—、—O—CO—、—NR1—、—CO—NR1—、—NR1—CO—、—CO—O—NR1—、—O—CO—NR1—和—NR1—CO—NR1—组成的至少一个连接基中断，R1为氢原子或可选择取代的线性或支链状的C1到C6脂肪族基。
• SELF-ADHESIVE DENTAL COMPOSITE RESIN
  申请人：KURARAY NORITAKE DENTAL INC.

  公开号：US20170135910A1

  公开（公告）日：2017-05-18

  The present invention provides a self-adhesive composite resin having excellent adhesiveness to tooth structures and excellent mechanical strength. The present invention relates to a self-adhesive dental composite resin containing: an asymmetric acrylamide-methacrylic acid ester compound (a); an acid group-containing (meth)acrylic polymerizable monomer (b); a hydrophobic crosslinkable polymerizable monomer (c); a photopolymerization initiator (d); and a filler (e). The asymmetric acrylamide-methacrylic acid ester compound (a) is represented by the following general formula (1): where X is an optionally substituted, linear or branched C 1 to C 6 aliphatic group or an optionally substituted aromatic group, the aliphatic group is optionally interrupted by at least one linking group selected from the group consisting of —O—, —S—, —CO—, —CO—O—, —O—CO—, —NR 1 —, —CO—NR 1 —, —NR 1 —CO—, —CO—O—NR 1 —, —O—CO—NR 1 —, and —NR 1 —CO—NR 1 —, and R 1 is a hydrogen atom or an optionally substituted, linear or branched C 1 to C 6 aliphatic group.

  本发明提供了一种具有优异粘附性和优异机械强度的自粘合复合树脂。本发明涉及一种自粘合牙科复合树脂，包含：不对称的丙烯酰胺-甲基丙烯酸酯化合物（a）；含酸基的（甲基）丙烯酸聚合单体（b）；疏水性交联聚合单体（c）；光聚合引发剂（d）；和填料（e）。不对称的丙烯酰胺-甲基丙烯酸酯化合物（a）由以下通式（1）表示：其中X是可选取代的线性或支链的C1至C6脂肪族基团或可选取代的芳香族基团，脂肪族基团可由以下组成的至少一种连接基团中断：—O—、—S—、—CO—、—CO—O—、—O—CO—、—NR1—、—CO—NR1—、—NR1—CO—、—CO—O—NR1—、—O—CO—NR1—和—NR1—CO—NR1—，R1为氢原子或可选取代的线性或支链的C1至C6脂肪族基团。
• Ketocoumarins
  作者：Dnolad P. Specht、Peter A. Martic、Samir Farid

  DOI：10.1016/0040-4020(82)85104-1

  日期：1982.1

  asymmetrically substituted derivatives of 2, but seems to be considerably suppressed in polymeric matrices. The triplet energies of these compounds range from ca. 48 to 60 kcal/mol. Some of these ketocoumarins show phosphorescence spectra that suggest the presence of “frozen-in” rotamers.

  制备了3-酮香豆素的几种衍生物，并显示它们具有有效三重态敏化剂所需的许多光物理标准。这些化合物包括3-芳酰基香豆素（1）和3，3'-羰基双香豆素（2）。1中的芳基是苯基和取代的苯基衍生物或杂环基，例如噻吩基和苯并呋喃基。1和2中香豆素部分上的取代基（如果有）是烷氧基或二烷基氨基。这些化合物的最大吸收在330至450 nm之间，消光系数在10 4至几乎10 5的范围内。，这是对光敏抗蚀剂和光刻中使用的聚合物薄膜进行有效敏化的重要标准。几个导数的单重态-三重态系统间穿越（isc）效率接近统一。但是，在其他情况下，无辐射衰变过程则与isc竞争。衰减过程是在的不对称取代的衍生物特别优势2，但似乎在聚合物基质可以显着抑制。这些化合物的三线态能量的范围从CA。48至60 kcal / mol。这些酮香豆素中的一些显示出磷光光谱，表明存在“冷冻”旋转异构体。
• Synthesis, spectroscopic properties, and DFT correlative studies of 3,3′- carbonyl biscoumarin derivatives
  作者：Shashikant Walki、G.H. Malimath、K.M. Mahadevan、Soniya Naik、Suraj M. Sutar、Hemantkumar Savanur、Lohit Naik

  DOI：10.1016/j.molstruc.2021.130781

  日期：2021.11

  solvatochromic correlations like Lippert's, Bakhshiev's, Kawski-Chamma-Viallet's, and solvent polarity parameter the excited state dipole moments are determined. Results show that the excited state dipole moments are higher than the ground state dipole moments which suggests that, all fluorescent dyes are more polar in the excited state. The HOMO-LUMO energy gaps computed from density functional theory and

  报告了一种通过一锅化学反应合成 3,3'-羰基双香豆素衍生物库的简便方法。通过分析方法对合成的荧光染料进行纯化和表征。IR、1 H-NMR 和 MS 结果证实了荧光染料的相应结构。在不同极性的不同溶剂中记录荧光染料的吸收和荧光光谱，以了解溶剂致变色行为和偶极矩。斯托克位移显示出红移，所有分子的溶剂极性增加，表明 π→π *跃迁。所有荧光染料的基态偶极矩都是从ab initio理论上估计的计算（可极化连续模型的积分方程形式）和实验从溶剂致变色方法和结果进行比较。此外，使用 Lippert's、Bakhshiev's、Kawski-Chamma-Viallet's 和溶剂极性参数等溶剂致变色相关性，确定激发态偶极矩。结果表明，激发态偶极矩高于基态偶极矩，这表明所有荧光染料在激发态都具有更强的极性。发现从密度泛函理论和吸收阈值波长计算出的 HOMO-LUMO 能隙具有良好的一致性，并且还支持分子内电荷转移