2,5-diphenyl-1,4-didecyloxybenzene | 137068-10-1

• 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: 2,5-diphenyl-1,4-didecyloxybenzene
• 英文别名: 1,4-Didecoxy-2,5-diphenylbenzene；1,4-didecoxy-2,5-diphenylbenzene
• CAS: 137068-10-1
• 化学式: C₃₈H₅₄O₂
• 分子量: 542.846
• InChiKey: FXDZQWKCHNUKFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.1
• 重原子数：
  40
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  {1-[2,5-Bis-decyloxy-4-(3-dimethylamino-hex-5-en-1-ynyl)-phenylethynyl]-but-3-enyl}-dimethyl-amine 以 various solvent(s) 为溶剂， 生成 2,5-diphenyl-1,4-didecyloxybenzene
  参考文献：
  名称：

  Influence of two‐photon absorption on third‐order nonlinear optical processes as studied by degenerate four‐wave mixing: The study of soluble didecyloxy substituted polyphenyls

  摘要：

  We have investigated the influence of two-photon absorption on the third-order nonlinear optical properties of model organic molecules using the technique of degenerate four-wave mixing (DFWM). A theoretical formulation developed here shows that the presence of two-photon absorption, which is related to the imaginary part of the third-order susceptibility χ(3), leads to an enhancement of the effective third-order nonlinearity and to the appearance of effects caused by the formation of two-photon generated excited states. The dynamic behavior of the nonlinearity is then governed by the properties of excited molecules. The nonlinear effects also involve contributions which depend on the fifth power of the electric field. We have performed a systematic study of third-order nonlinear optical properties of alkoxy (–C10H21OCH) substituted p-polyphenyl oligomers using the technique of time-resolved degenerate four-wave mixing with subpicosecond pulses at 602 nm. Experimentally determined values of the second-order hyperpolarizability γ for the oligomers increase smoothly from the monomer to the trimer, with a more rapid increase to the pentamer and to the heptamer. In addition, the hyperpolarizabilities for the pentamer and the heptamer appear to be complex. A smooth increase of the γ value is expected from an increase of the π conjugation from a shorter chain oligomer to a longer chain oligomer. The more rapid increase of the γ value in the pentamer, and especially in the heptamer, however, cannot be explained satisfactorily by only taking into account the π-conjugation length. Two-photon absorption for the pentamer and the heptamer at the measurement wavelength of 602 nm is suggested to be important as the observed dynamic behavior is satisfactorily explained by the predictions of the theoretical model presented here. It is shown that the effective γ value for a two-photon absorbing material is a function of optical intensity, pulse width, and sample length if one uses the conventional degenerate four-wave mixing description.

  DOI：

  10.1063/1.460806

文献信息

• Tropolone-Terminated Oligomeric Fluorophores with Responsive Properties to External Environment
  作者：Koji Takagi、Kazuhiro Saiki、Hirokazu Hayashi、Hiroyasu Ohsawa、Shin-ichi Matsuoka、Masato Suzuki

  DOI：10.1246/bcsj.82.236

  日期：2009.2.15

  Tropolone-terminated oligomeric fluorophores (Tp2OP, Tp2OPV, and Tp2OPE) were prepared by palladium-catalyzed coupling reactions. A phenylene-type Tp2OP showed an emission maximum in the blue fluorescent region and the fluorescence quantum yield was relatively low. Tp2OPV and Tp2OPE, which included vinylene and ethynylene units as connecting groups, respectively, had emission maxima at longer wavelength regions than Tp2OP. The UV spectra of Tp2OP gradually red shifted as the dielectric constant of solvent increased. Tp2OP exhibited positive solvatofluorochromic behavior, which related to an increase of the dipole moment due to the charge-transfer characteristics of the emitting state. The fluorescence quantum yields (QYs) of fluorophores exponentially fell with increasing MeOH content in THF solution. Upon addition of CuCl2 to Tp2OP until the ratio of [Cu2+]/[Tp2OP] reached 1, the UV spectra exhibited a red-shift. The emission maximum wavelength of Tp2OP blue shifted and a remarkable decrease of the PL intensity was observed. Tp2OP showed metal ion-response, especially in PL spectra.

  通过钯催化偶联反应制备了以邻苯二酚酮为端基的低聚荧光团（Tp2OP、Tp2OPV 和 Tp2OPE）。苯烯型 Tp2OP 在蓝色荧光区域显示出发射最大值，荧光量子产率相对较低。Tp2OPV 和 Tp2OPE 分别包含乙烯基和乙炔基单元作为连接基团，其发射最大值位于比 Tp2OP 更长的波长区域。随着溶剂介电常数的增加，Tp2OP 的紫外光谱逐渐红移。Tp2OP 表现出正溶解氟变色行为，这与发射态的电荷转移特性导致偶极矩增加有关。随着四氢呋喃溶液中 MeOH 含量的增加，荧光团的荧光量子产率呈指数下降。在 Tp2OP 中加入 CuCl2 直到[Cu2+]/[Tp2OP]之比达到 1 时，紫外光谱出现红移。Tp2OP 的发射最大波长发生蓝移，聚光强度显著下降。Tp2OP 显示出金属离子响应，尤其是在聚光光谱中。
• Influence of two‐photon absorption on third‐order nonlinear optical processes as studied by degenerate four‐wave mixing: The study of soluble didecyloxy substituted polyphenyls
  作者：Mingtang Zhao、Yiping Cui、Marek Samoc、Paras N. Prasad、Marilyn R. Unroe、Bruce A. Reinhardt

  DOI：10.1063/1.460806

  日期：1991.9.15

  We have investigated the influence of two-photon absorption on the third-order nonlinear optical properties of model organic molecules using the technique of degenerate four-wave mixing (DFWM). A theoretical formulation developed here shows that the presence of two-photon absorption, which is related to the imaginary part of the third-order susceptibility χ(3), leads to an enhancement of the effective third-order nonlinearity and to the appearance of effects caused by the formation of two-photon generated excited states. The dynamic behavior of the nonlinearity is then governed by the properties of excited molecules. The nonlinear effects also involve contributions which depend on the fifth power of the electric field. We have performed a systematic study of third-order nonlinear optical properties of alkoxy (–C10H21OCH) substituted p-polyphenyl oligomers using the technique of time-resolved degenerate four-wave mixing with subpicosecond pulses at 602 nm. Experimentally determined values of the second-order hyperpolarizability γ for the oligomers increase smoothly from the monomer to the trimer, with a more rapid increase to the pentamer and to the heptamer. In addition, the hyperpolarizabilities for the pentamer and the heptamer appear to be complex. A smooth increase of the γ value is expected from an increase of the π conjugation from a shorter chain oligomer to a longer chain oligomer. The more rapid increase of the γ value in the pentamer, and especially in the heptamer, however, cannot be explained satisfactorily by only taking into account the π-conjugation length. Two-photon absorption for the pentamer and the heptamer at the measurement wavelength of 602 nm is suggested to be important as the observed dynamic behavior is satisfactorily explained by the predictions of the theoretical model presented here. It is shown that the effective γ value for a two-photon absorbing material is a function of optical intensity, pulse width, and sample length if one uses the conventional degenerate four-wave mixing description.