1,3,5-tris(5-hexenyloxyl)benzene | 1293405-08-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3,5-tris(5-hexenyloxyl)benzene
• 英文别名: 1,3,5-Tris(hex-5-enoxy)benzene；1,3,5-tris(hex-5-enoxy)benzene
• CAS: 1293405-08-9
• 化学式: C₂₄H₃₆O₃
• 分子量: 372.548
• InChiKey: JIFRPWMDKPUMJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  27
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  间苯三酚 、 6-溴-1-己烯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以45%的产率得到1,3,5-tris(5-hexenyloxyl)benzene
  参考文献：
  名称：

  带有反应位点的中四烷基卟啉的合成：对具有增强的光物理性质的卟啉-聚二甲基硅氧烷杂化剂

  摘要：

  内消旋-四（3-丁烯基）卟啉是按照两种合成策略合成的，并通过Pt催化的氢化硅烷化反应成功地与聚二甲基硅氧烷杂交。该杂化膜在室温下显示弱的红色发射，量子产率为0.4％，并且发射强度在77 K时急剧增加，达到了6.7％的量子产率。

  DOI：

  10.1002/ejoc.201901497

文献信息

• Synthesis of a Doubly Strapped Light-Harvesting Porphyrin Bearing Energy Donor Molecules Hanging on to the Straps: An Attempt toward Macroscopic Control over Molecular Conformation that Affects the Efficiency of Fluorescence Resonance Energy Transfer
  作者：Soichiro Ogi、Kazunori Sugiyasu、Masayuki Takeuchi

  DOI：10.1246/bcsj.20100232

  日期：2011.1.15

  We report here the synthesis of a light-harvesting molecule 1, in which 5,5′-diphenyl-2,2′-bithiophene units (energy donors) and a doubly strapped porphyrin (energy acceptor) are three-dimensionally connected through four alkyl chains to form a “universal joint”-like architecture. From the results of the optical properties of 1 in solution, fluorescence resonance energy transfer (FRET) takes place from the donor to the acceptor in 1 with the FRET efficiency of 99.7%. We prepared 1/polydimethylsiloxane (PDMS) elastomeric films in which 1 is connected to a polysiloxane network through covalent bonds. When we stretched the 1/PDMS film (elongation: up to 60%), the FRET efficiency decreased by 13.1%. The theoretical analysis suggests that the FRET efficiency of 1 (E) is virtually uninfluenced by any changes in the distance between the donor and acceptor (r). Therefore, the observed change in FRET efficiency should have been derived from the orientation factor (κ2), which describes the relative orientation of the emission transition dipole of the donor and the absorption transition dipole of the acceptor. The anisotropic absorption spectral measurements support the notion that the transition dipoles of the fluorophores became orthogonally aligned upon stretching, as expected from the molecular design.

  我们在此报告了一种光收集分子1的合成，其中5,5'-二苯基-2,2'-双噻吩单元（能量供体）与双支撑的卟啉（能量受体）通过四条烷基链三维连接形成了类似“万向节”的结构。从1在溶液中的光学性质结果来看，能量共振转移（FRET）从供体传递到受体，FRET效率高达99.7%。我们制备了1/聚二甲基硅氧烷（PDMS）弹性薄膜，其中1通过共价键连接到聚硅氧烷网络。当我们拉伸1/PDMS薄膜（延伸率：最高可达60%）时，FRET效率降低了13.1%。理论分析表明，1的FRET效率（E）几乎不受供体和受体之间距离（r）变化的影响。因此，观察到的FRET效率变化应源于取向因子（κ²），该因子描述了供体的发射跃迁偶极与受体的吸收跃迁偶极之间的相对取向。各向异性吸收光谱测量支持这样的观点，即发光体的跃迁偶极在拉伸过程中变得正交排列，这与分子设计的预期一致。
• Long-term stable photoactive composition, such as phosphorescent composition or TTA-photon upconversion composition
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP2851407A1

  公开（公告）日：2015-03-25

  A long-term stable photoactive composition, such as a phosphorescent composition or a TTA-photon upconversion composition, contains at least one compound, which has a triplet state capable of energy transfer via an emissive process or a non-emissive process, and at least one compound capable of reacting with singlet oxygen, wherein the at least one compound capable of reacting with singlet oxygen comprises at least one terminal unsaturated carbon-carbon bond, and wherein the at least one compound capable of reacting with singlet oxygen is contained in the composition in such an amount that the number of terminal unsaturated carbon-carbon bonds is at least 100 times higher in the composition than the number of molecules of all compounds having a triplet state capable of energy transfer via an emissive process or a non-emissive process.

  一种长期稳定的光活性组合物，如磷光组合物或 TTA 光子上转换组合物，包含至少一种化合物，该化合物具有能够通过发射过程或非发射过程进行能量转移的三重态，以及至少一种能够与单线态氧反应的化合物，其中至少一种能够与单线态氧反应的化合物包含至少一个末端不饱和碳-碳键、其中至少一种能与单线态氧反应的化合物在组合物中的含量，使组合物中末端不饱和碳-碳键的数量比所有具有能通过发射过程或非发射过程进行能量转移的三重态的化合物分子数量至少高 100 倍。
• LONG-TERM STABLE PHOTOACTIVE COMPOSITION, SUCH AS PHOSPHORESCENT COMPOSITION OR TTA-PHOTON UPCONVERSION COMPOSITION
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP3049502B1

  公开（公告）日：2020-04-01
• [EN] LONG-TERM STABLE PHOTOACTIVE COMPOSITION, SUCH AS PHOSPHORESCENT COMPOSITION OR TTA-PHOTON UPCONVERSION COMPOSITION<br/>[FR] COMPOSITION PHOTOACTIVE STABLE À LONG-TERME, TELLE QU'UNE COMPOSITION PHOSPHORESCENTE OU UNE COMPOSITION DE CONVERSION ASCENDANTE DE PHOTONS PAR TTA
  申请人：MAX PLANCK GES ZUR FÖRDERUNG DER WISSENSCHAFTEN E V

  公开号：WO2015044129A1

  公开（公告）日：2015-04-02

  A long-term stable photoactive composition, namely a phosphorescent composition or a TTA-photon upconversion composition, contains: a) at least one compound, which has a triplet state capable of energy transfer via an emissive process or a non-emissive process, wherein the at least one compound having a triplet state is i) at least one phosphorescent compound and/ or ii) at least one sensitizer compound being capable of absorbing radiation at a first frequency v1and at least one emissive compound, wherein the at least one sensitizer compound is capable of transferring energy to the at least one emissive compound and wherein the at least one emissive compound, after obtaining energy transferred from the at least one sensitizer compound, is capable of emitting light at a second frequency v2, wherein the following equation is fulfilled: v2>v1, wherein the at least one sensitizer compound is capable of a triplet-triplet energy transfer to the at least one emissive compound and wherein the at least one emissive compound is preferably capable of a triplet-triplet annihilation, and b) at least one compound capable of reacting with singlet oxygen, wherein the at least one compound capable of reacting with singlet oxygen comprises at least one terminal unsaturated carbon-carbon bond and is selected from the group consisting of compounds having anyone of the general formulae (I) to (X).
• Synthesis of a <i>meso</i> -Tetraalkylporphycene Bearing Reactive Sites: Toward Porphycene-Polydimethylsiloxane Hybrids with Enhanced Photophysical Properties
  作者：Toshikazu Ono、Hyuga Shinjo、Daiki Koga、Yoshio Hisaeda

  DOI：10.1002/ejoc.201901497

  日期：2019.12.15

  meso‐Tetrakis(3‐butenyl)porphycene is synthesized following two synthetic strategies and is successfully hybridized with polydimethylsiloxane through a Pt‐catalyzed hydrosilylation reaction. The hybrid film shows a weak red emission with a quantum yield of 0.4 % at room temperature, and the emission intensity drastically increases at 77 K, reaching a quantum yield of 6.7 %.

  内消旋-四（3-丁烯基）卟啉是按照两种合成策略合成的，并通过Pt催化的氢化硅烷化反应成功地与聚二甲基硅氧烷杂交。该杂化膜在室温下显示弱的红色发射，量子产率为0.4％，并且发射强度在77 K时急剧增加，达到了6.7％的量子产率。