5-Dipropylamino-benzene-1,3-diol | 481634-77-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-Dipropylamino-benzene-1,3-diol
• 英文别名: 5-(Dipropylamino)benzene-1,3-diol；5-(dipropylamino)benzene-1,3-diol
• CAS: 481634-77-9
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: LFUMBUDWHZTPIO-UHFFFAOYSA-N

物化性质

• 沸点：
  349.1±12.0 °C(Predicted)
• 密度：
  1.099±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  巴豆酸 、 5-Dipropylamino-benzene-1,3-diol 以 甲苯 、 正丁醇 为溶剂， 以0.5%的产率得到
  参考文献：
  名称：

  Discovery of Novel Dyes with Absorption Maxima at 1.1 μm

  摘要：

  During the process of developing organic molecules that match the wavelengths used in optical communications, we have discovered a new class of dyes, with absorption maxima at 1.1 mum, and clarified their molecular structures. The synthesis of this class of dyes was supposed to involve unexpected intramolecular tandem reactions, and the effect of alkyl substituents on such a synthesis was investigated. As a result, an effective alkyl-substituent structure for realizing a high synthetic yield and good solubility in organic solvents was found. Furthermore, thin films made of such a highly soluble dye were fabricated by solution-coating, and they exhibited a red-shifted absorption band with a maximum at approximately 1.3 mum, indicating the formation of J-like aggregates. The third-order nonlinear optical susceptibility chi(3) of these thin films at 1.3 mum, which is the wavelength used in optical communications, was measured by the Z-scan technique. The magnitude of chi(3) reaches approximately 10-7 esu. These results suggest that the solution-coated thin films of this type of dye are potential materials for optical switching at 1.3 mum and for other nonlinear optical applications.

  DOI：

  10.1021/ja0209666
• 作为产物：
  描述：

  间苯三酚 、 二正丙胺 以 甲苯 、 正丁醇 为溶剂， 生成 5-Dipropylamino-benzene-1,3-diol
  参考文献：
  名称：

  Search for Squaraine Derivatives That Can Be Sublimed without Thermal Decomposition

  摘要：

  To search for sublimable squaraine (SQ) dyes for fabricating thin films under vacuum, we have synthesized a series of 2,4-bis[4-(N,N-dialkylamino)-2,6-dihydroxyphenyl]squaraines [SQ(OH)(4)] and studied their properties. The investigation of the behavior of their Langmuir films at the air-water interface revealed that SQ(OH)(4) molecules with branched N-alkyl groups such as sec-butyls and isobutyls have larger limiting areas and tend to form J-aggregates in the monolayers, whereas molecules with straight N-alkyl chains have smaller limiting areas and are apt to form H-aggregates. This behavior is attributable to the much larger steric hindrance of the branched N-butyl groups than that of the straight ones. The thermal stability of these dyes was investigated by differential thermal analysis (DTA) and thermogravimetry (TG), and their sublimation ability was evaluated through heating under vacuum. As a result, we verified that the four hydroxyls at the 2',6'-positions of the two phenyl rings significantly enhanced the thermal stability and the sublimation ability of an anilino SQ dye molecule, and the introduction of branched N-butyls further promoted the sublimation ability of the target SQ(OH)(4) molecules. These phenomena may be attributed to the intramolecular hydrogen bonding between the hydroxyls and the CO groups of the four-membered ring, and the much larger intermolecular repulsive force between branched N-alkyls, respectively. In particular, the SQ(OH)(4) dye with four N-isobutyls could be sublimed without any decomposition. These results suggest that SQ(OH)(4) molecule with branched N-butyls is the most effective structure for realizing a high sublimation ability. Furthermore, pure SQ dye thin films have been successfully fabricated by molecular beam deposition of the SQ(OH)(4) dye with four N-isobutyls. The vacuum-deposited thin films of such SQ dyes have potential applications in various fields such as electrophotography, solar energy conversion, optical recording, and nonlinear optics.

  DOI：

  10.1021/jp013698r

文献信息

• Triangular carbon quantum dots and compositions and uses thereof
  申请人：BEIJING NORMAL UNIVERSITY

  公开号：US11111432B2

  公开（公告）日：2021-09-07

  Provided herein are triangular carbon quantum dots with narrow bandwidth emission, methods of making them, and methods of using such triangular carbon quantum dots, such as in multicolored LED displays.

  本文提供了具有窄带宽发射的三角形碳量子点、其制造方法以及使用这种三角形碳量子点的方法，例如在多色 LED 显示器中。
• NEAR INFRARED ABSORBING CURABLE COMPOSITION, CURED FILM, SOLID IMAGE PICKUP ELEMENT, INFRARED ABSORBER, AND COMPOUND
  申请人：FUJIFILM Corporation

  公开号：US20180163022A1

  公开（公告）日：2018-06-14

  The near infrared absorbing curable composition includes: a compound represented by Formula (1); and a compound having a crosslinking group. In Formula (1), X 1 and X 2 each independently represent O, S, or a dicyanomethylene group, and A and B each independently represent a group represented by Formula (2). In Formula (2), a wave line represents a binding site of Formula (1), Y S represents a group having active hydrogen, A1 represents an aromatic hydrocarbon ring or an aromatic heterocycle, R Z represents a substituent, m1 represents an integer of 0 to mA, mA represents an integer representing the maximum number of R Z 's which may be substituted in A1, Y S may be bonded to A1 or R Z to form a ring, and R Z may be bonded to A1 to form a ring.
• TRIANGULAR CARBON QUANTUM DOTS AND COMPOSITIONS AND USES THEREOF
  申请人：BEIJING NORMAL UNIVERSITY

  公开号：US20200354630A1

  公开（公告）日：2020-11-12

  Provided herein are triangular carbon quantum dots with narrow bandwidth emission, methods of making them, and methods of using such triangular carbon quantum dots, such as in multicolored LED displays.
• [EN] TRIANGULAR CARBON QUANTUM DOTS AND COMPOSITIONS AND USES THEREOF<br/>[FR] POINTS QUANTIQUES DE CARBONE TRIANGULAIRES ET COMPOSITIONS ET UTILISATIONS ASSOCIÉES
  申请人：UNIV BEIJING NORMAL

  公开号：WO2019134068A1

  公开（公告）日：2019-07-11

  Provided herein are triangular carbon quantum dots with narrow bandwidth emission, methods of making them, and methods of using such triangular carbon quantum dots, such as in multicolored LED displays.
• Search for Squaraine Derivatives That Can Be Sublimed without Thermal Decomposition
  作者：Minquan Tian、Makoto Furuki、Izumi Iwasa、Yasuhiro Sato、Lyong Sun Pu、Satoshi Tatsuura

  DOI：10.1021/jp013698r

  日期：2002.5.1

  To search for sublimable squaraine (SQ) dyes for fabricating thin films under vacuum, we have synthesized a series of 2,4-bis[4-(N,N-dialkylamino)-2,6-dihydroxyphenyl]squaraines [SQ(OH)(4)] and studied their properties. The investigation of the behavior of their Langmuir films at the air-water interface revealed that SQ(OH)(4) molecules with branched N-alkyl groups such as sec-butyls and isobutyls have larger limiting areas and tend to form J-aggregates in the monolayers, whereas molecules with straight N-alkyl chains have smaller limiting areas and are apt to form H-aggregates. This behavior is attributable to the much larger steric hindrance of the branched N-butyl groups than that of the straight ones. The thermal stability of these dyes was investigated by differential thermal analysis (DTA) and thermogravimetry (TG), and their sublimation ability was evaluated through heating under vacuum. As a result, we verified that the four hydroxyls at the 2',6'-positions of the two phenyl rings significantly enhanced the thermal stability and the sublimation ability of an anilino SQ dye molecule, and the introduction of branched N-butyls further promoted the sublimation ability of the target SQ(OH)(4) molecules. These phenomena may be attributed to the intramolecular hydrogen bonding between the hydroxyls and the CO groups of the four-membered ring, and the much larger intermolecular repulsive force between branched N-alkyls, respectively. In particular, the SQ(OH)(4) dye with four N-isobutyls could be sublimed without any decomposition. These results suggest that SQ(OH)(4) molecule with branched N-butyls is the most effective structure for realizing a high sublimation ability. Furthermore, pure SQ dye thin films have been successfully fabricated by molecular beam deposition of the SQ(OH)(4) dye with four N-isobutyls. The vacuum-deposited thin films of such SQ dyes have potential applications in various fields such as electrophotography, solar energy conversion, optical recording, and nonlinear optics.