5,10-diethyltetradecane-7,8-dione | 1047670-79-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,10-diethyltetradecane-7,8-dione
• 英文别名: 5,10-Diethyltetradecane-7,8-dione
• CAS: 1047670-79-0
• 化学式: C₁₈H₃₄O₂
• 分子量: 282.467
• InChiKey: ICDJPZFIENJJJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,10-diethyltetradecane-7,8-dione 在 N-溴代丁二酰亚胺(NBS) 、 sodium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 5,7-dibromo-2,3-bis(2-ethylhexyl)thieno[3,4-b]pyrazine
  参考文献：
  名称：

  具有氧化还原活性配体的双核配合物促进共轭聚合物合成的链增长机制

  摘要：

  证明了具有氧化还原活性配体的双核镍配合物作为引发剂用于供体和受体共轭单体的链增长聚合的效用。机理分析表明，多个金属中心与氧化还原活性配体的偶联允许获得新的自由基途径，从而扩展了共轭聚合物合成的已知方法。

  DOI：

  10.1002/anie.202206044
• 作为产物：
  描述：

  草酰氯 、 2-ethylhexylmagnesium bromide 在 copper(I) bromide 、 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以43%的产率得到5,10-diethyltetradecane-7,8-dione
  参考文献：
  名称：

  具有氧化还原活性配体的双核配合物促进共轭聚合物合成的链增长机制

  摘要：

  证明了具有氧化还原活性配体的双核镍配合物作为引发剂用于供体和受体共轭单体的链增长聚合的效用。机理分析表明，多个金属中心与氧化还原活性配体的偶联允许获得新的自由基途径，从而扩展了共轭聚合物合成的已知方法。

  DOI：

  10.1002/anie.202206044

文献信息

• Photocontrolled Synthesis of n‐Type Conjugated Polymers
  作者：Eliot F. Woods、Alexandra J. Berl、Julia A. Kalow

  DOI：10.1002/anie.201915819

  日期：2020.4.6

  synthesize π-conjugated polymers (CPs) are dominated by thermally driven, transition-metal-mediated reactions. Herein we show that electron-deficient Grignard monomers readily polymerize under visible-light irradiation at room temperature in the absence of a catalyst. The product distribution can be tuned by the wavelength of irradiation based on the absorption of the polymer. Conversion studies are

  目前合成π-共轭聚合物（CP）的方法主要由热驱动的过渡金属介导的反应控制。在本文中，我们表明缺乏电子的格氏单体在室温下在不存在催化剂的情况下在可见光辐射下容易聚合。可以基于聚合物的吸收通过照射的波长来调节产物分布。转化研究与不受控制的链增长过程一致；相应地，扩链产生全共轭的n型嵌段共聚物。初步结果表明，可以将聚合反应扩展为供体-受体交替共聚物。我们预计，该方法可以用作访问n型CP的新体系结构的平台，而无需过渡金属催化。
• Synthesis and Characterization of Fully Conjugated Donor–Acceptor–Donor Triblock Copolymers
  作者：Kathy B. Woody、Benjamin J. Leever、Michael F. Durstock、David M. Collard

  DOI：10.1021/ma200084z

  日期：2011.6.28

  process by a catalyst-transfer condensation polymerization (CTCP) of 5-bromo-4-octyl-2-thienylmagnesium iodide initiated by a phenylnickel(II) initiator. Optimization of the conditions for quenching the reaction allowed for the installation an α-bromo functionality at the terminus of the polymer. We demonstrate the utility of this well-defined monofunctional polymer, Ph–P3OT–Br, by coupling it to a poly(quinoxaline)

  建立一种合成方法以提供带有单个溴取代的端基的单官能远螯聚（3-辛基噻吩）（P3OT），其在制备明确的嵌段共聚物中具有潜在的用途。遥爪P3OT用催化剂转移缩聚5-溴-4-辛基-2-噻吩基由phenylnickel（II）引发剂引发的碘化物（CTCP）通过链生长工艺制备。淬灭反应的条件的优化允许在聚合物的末端安装α-溴官能团。我们通过将它定义为单官能聚合物Ph–P3OT–Br偶联到聚喹喔啉（PQ）带有硼酸酯末端基团，以提供新的一类供体-受体-供体（DA-D）三嵌段共聚物。三嵌段共聚物的形成通过凝胶渗透色谱法（GPC）和1 H NMR光谱法确认。使用紫外可见吸收和荧光光谱法研究了聚合物的光学性质。来自三嵌段共聚物的各个嵌段的荧光的有效猝灭与电子转移的发生是一致的。AFM图像说明了富电子的P3OT和贫电子的PQ块的纳米级相分离。
• Synthesis and Characterization of Bridged Bithiophene-Based Conjugated Polymers for Photovoltaic Applications: Acceptor Strength and Ternary Blends
  作者：Chiu-Hsiang Chen、Chao-Hsiang Hsieh、Martin Dubosc、Yen-Ju Cheng、Chain-Shu Hsu

  DOI：10.1021/ma902206u

  日期：2010.1.26

  Six of three-component donor-acceptor random copolymers P1-P6, symbolized as (thiophene donor)(m)-(thiophene acceptor)(n), were rationally designed and successfully synthesized by the palladium-catalyzed Stille Coupling, The 4H-cyclopenta[2, 1-b:3,4-b']dithiophene (CPDT) unit serves as the donor for P1-P4, while file benzothiadiazole (BT), quinoxaline (QU), dithienoquinoxaline, and thienopyrazine (TP) units are used as the acceptor for P1, P2, P3, and P4, respectively. P5 and P6 are structurally analogous to P1 and P2 except for using the dithieno[3.2-b:2',3'-d]silole (DTS) unit as the donor. Because the band gap lowering ability of the acceptor units in the polymer is in the order TP > BR > QU presumably due to the quinoid form Population in the polymers, the optical band gaps call be well adjusted to be 1.2, 1.6, and 1.8 eV for P4, P1, and P2, respectively. It is found that file two bridged bithiophene units, CPDT and DTS, have similar steric and electronic effects oil the P1 and P5 as well as P2 and P6, respectively, leading to comparable intrinsic properties and device performances. Bulk heterojunction photovoltaic cells based oil ITO/PEDOT:PSS/polymer:PC71BM/Ca/Al configuration were fabricated and characterized. Although P4 exhibits the lowest optical band gap, broadest absorption spectrum, and highest mobility, the too low-lying LUMO level hinders the efficient exciton dissociation, resulting in a low PCE of 0.7%. Compared with poly[2,6-(4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b;3,4-b']dithiophene)-alt-4,7-(2,1,3-benzothiadiazole)] (PCPDTBT), random copolymer P1 shows more blue-shifted, broader absorption spectrum, comparable mobility, and a higher PCE of 2.0%. In view of the fact that P1 shows it higher band gap with strong absorption in visible region, while PCPDTBT-has a lower band gap to mainly absorb NIR light, a BHJ device with the active layer containing ternary blend of PCPDTBT/P-1/PC71BM was investigated and achieved an enhanced PCE of 2.5%, which outperforms the devices based on the binary blending systems of PCPDTBT/PC7, BM (PCE = 1.4%) or P1/PC71 BM (PCE = 2.0%,,) Linder the identical conditions. Such an improvement is ascribed to file complementary absorption and compatible structure of P1 and PCPDTBT polymers.
• Small Band Gap Oligothieno[3,4-<i>b</i>]pyrazines
  作者：Bram P. Karsten、René A. J. Janssen

  DOI：10.1021/ol8012638

  日期：2008.8.21

  The synthesis and the optical and electrochemical properties of thiophene end capped oligo(2,3-alkylthieno[3,4-b]pyrazine)s are presented. The optical absorption rapidly shifts to lower energies with increasing chain length, caused in almost equal amounts by a rise of the HOMO and a lowering of the LUMO levels. The optical band gap of the polymer is estimated to be 1.13 +/- 0.07 eV. Extrapolated redox potentials indicate that the polymer is a small band gap p-type material.
• PHOTOVOLTAIC CELL
  申请人：Yoshimura Ken

  公开号：US20120205641A1

  公开（公告）日：2012-08-16

  The present invention provides a photovoltaic cell having a large short-circuit current density and a large photoelectric conversion efficiency. This photovoltaic cell comprises: a first electrode; a second electrode; an active layer between the first electrode and the second electrode; wherein the active layer contains a macromolecular compound having a structural unit represented by Formula (1): wherein Ar 1 and Ar 2 are the same as or different from each other and represent a trivalent aromatic hydrocarbon group or a trivalent heterocyclic group; X 1 and X 2 are the same as or different from each other and represent —O—, —S—, —C(═O)—, —S(═O)—, —SO 2 —, —C(R 50 )(R 51 )—, —Si(R 3 )(R 4 )—, —N(R 5 )—, —B(R 6 )—, —P(R 7 )—, or —P(═O)(R 8 )—; R 50 , R 51 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are the same as or different from each other and represent a hydrogen atom, a halogen atom, or a monovalent organic group; and X 1 and Ar 2 are bonded with atoms adjacent to each other on a ring that constitutes Ar 1 , and X 2 and Ar 1 are bonded with atoms adjacent to each other on a ring that constitutes Ar 2 , wherein an inverse of the excitation energy of the macromolecular compound from a ground singlet state to a lowest excited singlet state that is calculated using the time-dependent density functional theory is 0.43 (eV −1 ) or more.