4-ethyloct-1-yne | 65351-05-5

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 4-ethyloct-1-yne
• 英文别名: 4-ethyl-1-octyne
• CAS: 65351-05-5
• 化学式: C₁₀H₁₈
• 分子量: 138.253
• InChiKey: AVMICIAPOZYFNP-UHFFFAOYSA-N

物化性质

• 沸点：
  54-55 °C(Press: 13 Torr)
• 密度：
  0.777±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-ethyloct-1-yne 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 5%-palladium/activated carbon 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 60.0h， 生成 N,N′-dicyclohexyl-1,7-di(4-ethyloctyl)perylene-3,4,9,10-tetracarboxylic acid diimide
  参考文献：
  名称：

  SUPERSTRUCTURES OF DIKETOPYRROLOPYRROLE DONORS AND PERYLENEDIIMIDE ACCEPTORS FORMED BY HYDROGEN-BONDING AND PI...PI STACKING

  摘要：

  一个定量模型描述了基于二酮吡咯吡咯烯的供体和苝二酰亚胺受体组装成手性超结构的过程，这是由于氢键和π•••π堆积的结果。该模型提供了所有非共价相互作用涉及的热力学参数（ΔH°和ΔS°），并解释了微妙的超分子信号，将无序聚集体转化为明确定义的螺旋组装体。

  公开号：

  US20140243531A1
• 作为产物：
  描述：

  (4-ethyloct-1-ynyl)trimethylsilane 在 甲醇 、 potassium carbonate 作用下， 反应 4.0h， 以82%的产率得到4-ethyloct-1-yne
  参考文献：
  名称：

  Benzo[2,1-b ;3,4-b ′]dithiophene-based low-bandgap polymers for photovoltaic applications

  摘要：

  AbstractThe synthesis of four alternating copolymers using benzo[2,1‐b;3,4‐b′]dithiophene (BDP) as the common donor unit is presented. Before the synthesis, theoretical calculations that we performed predicted that the incorporation of BDP, which consists of fused dithiophene units with a benzene ring, into these polymers would produce a low‐lying highest occupied molecular orbital (HOMO) energy level. Low‐lying HOMO levels are desirable to produce high open circuit voltages (VOC) in organic bulk heterojunction (BHJ) photovoltaic devices. The polymers' structural characterization, as well as the preliminary results of their performance in BHJ devices, using (6,6)‐phenyl C61‐butyric acid methyl ester as the electron acceptor, is presented. The VOC values follow the expected trend: increasing with decreasing HOMO level of the polymer. High VOC values of 0.81 and 0.82 V have been obtained from two polymers: PBDPBT and PBDPDPP. The initial power conversion efficiency achieved in these unoptimized devices was 1.11% because of relatively low JSC values. The variation observed in the JSC values between the four polymers is discussed. Device performance is expected to increase with optimization of processing conditions for the devices. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011

  DOI：

  10.1002/pola.24481

文献信息

• Donor−Acceptor Polymers Incorporating Alkylated Dithienylbenzothiadiazole for Bulk Heterojunction Solar Cells: Pronounced Effect of Positioning Alkyl Chains
  作者：Huaxing Zhou、Liqiang Yang、Shengqiang Xiao、Shubin Liu、Wei You

  DOI：10.1021/ma902241b

  日期：2010.1.26

  4,7-Di(thiophen-2-yl)benzothiadiazole (DTBT) has been used to construct a number of donor-acceptor low band gap polymers for bulk heterojunction (BHJ) photovoltaics with high efficiency numbers. Its strong tendency to pi-stack often leads to polymers with low molecular weight and poor solubility, which could potentially be alleviated by anchoring solubilizing chains onto the DTBT unit. A systematic study of the effect of positioning alkyl chains on DTBT on properties of polymers was implemented by investigating a small library of structurally related polymers with identical Conjugated backbone. This series of donor-acceptor polymers employed a common donor unit, benzo[2,1-b:3,4-b']dithiophene (BDT). and modified DTBT as the acceptor unit. Three variations of modified DTBT units Were prepared with alkyl side chains at (a) the 5- and 6-positions of 2,1,3-benzothiadiazole (DTsolBT), (b) 3-positions of the flanking thienyl groups (3DTBT), and (c) 4-positions (4DTBT), in addition to the unmodified DTBT. Contrary to results from previous studies, optical and electrochemical studies disclosed almost identical band gap and energy levels between PBDT-4DTBT and PBDT-DTBT. These results indicated that anchoring solubilizing alkyl chains on the 4-positions of DTBT only introduced a minimum steric hindrance within BDT-DTBT maintaining the extended conjugation of the fundamental structural unit (BDT-DTBT). More importantly, the additional high molecular weight and excellent solubility of PBDT-4DTBT led to a more uniform mixture with PCBM, with better control on the film morphology. All these features of PBDT-4DTBT led to a significantly improved efficiency of related BHJ solar cells (up to 2.2% has beep, observed), triple the efficiency obtained from BHJ devices fabricated from the "conventional" PBDT-DTBT (0.72%). Our discovery reinforced the importance of high molecular weight and good solubility of donor polymers for BHJ solar cells, in addition to a low band gap and a low HOMO energy level, in order to further enhance the device efficiencies.
• Synthesis and characterization of π-extended thienoacenes with up to 13 fused aromatic rings
  作者：Jing Shao、Xiaoli Zhao、Li Wang、Qingxin Tang、Weili Li、Han Yu、Hongkun Tian、Xiaojie Zhang、Yanhou Geng、Fosong Wang

  DOI：10.1016/j.tetlet.2014.08.073

  日期：2014.10

  pi-Extended thienoacenes that comprise alternatively arranged anthracene and thieno[3,2-b]thiophene moieties and have 8 or 13 aromatic rings were synthesized. The delocalization of their HOMO and LUMO orbitals is over the entire molecules, and low-lying HOMO levels endow them good stability. (C) 2014 Elsevier Ltd. All rights reserved.
• Etude de l'addition des organomagnesiens satures et benzyliques aux enynes conjugues, simples et fonctionnels
  作者：J. Auger、G. Courtois、L. Miginiac

  DOI：10.1016/s0022-328x(00)89344-4

  日期：1977.11
• AUGER J.; COURTOIS G.; MIGINIAC L., J. ORGANOMETAL. CHEM., 1977, 140, NO 3, 237-244
  作者：AUGER J.、 COURTOIS G.、 MIGINIAC L.

  DOI：——

  日期：——
• SUPERSTRUCTURES OF DIKETOPYRROLOPYRROLE DONORS AND PERYLENEDIIMIDE ACCEPTORS FORMED BY HYDROGEN-BONDING AND PI...PI STACKING
  申请人：New York University

  公开号：US20140243531A1

  公开（公告）日：2014-08-28

  A quantitative model that describes the assembly of diketopyrrolopyrrole-based donors and a perylenediimide acceptor into chiral superstructures, as a result of both hydrogen bonding and π•••π stacking. This model provides thermodynamic parameters (ΔH° and ΔS°) for all noncovalent interactions involved in the assembly and explains the subtle supramolecular cues that convert disordered aggregates into well-defined helical assemblies.

  一个定量模型描述了基于二酮吡咯吡咯烯的供体和苝二酰亚胺受体组装成手性超结构的过程，这是由于氢键和π•••π堆积的结果。该模型提供了所有非共价相互作用涉及的热力学参数（ΔH°和ΔS°），并解释了微妙的超分子信号，将无序聚集体转化为明确定义的螺旋组装体。