2-溴苯-1,4-二羧酸-1,4-二乙酯 | 154239-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴苯-1,4-二羧酸-1,4-二乙酯
• 英文名称: diethyl 2-Bromoterephthalate
• 英文别名: 2-bromoterephthalic acid diethyl ester；diethyl 2-bromobenzene 1,4-dioate；diethyl 2-(bromo)terephthalate；diethyl 2-bromoyterephthalate；2-bromoterephthalic ethyl ester；diethyl 2-bromobenzene-1,4-dicarboxylate
• CAS: 154239-21-1
• 化学式: C₁₂H₁₃BrO₄
• 分子量: 301.137
• InChiKey: NJVLRKTULNWMSQ-UHFFFAOYSA-N

物化性质

• 沸点：
  352.4±22.0 °C(Predicted)
• 密度：
  1.404±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917399090

反应信息

• 作为反应物：
  描述：

  2-溴苯-1,4-二羧酸-1,4-二乙酯 在 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 2-bromo-1,4-di(2-tetrahydropyranyloxymethyl)benzene
  参考文献：
  名称：

  Sterically Hindered Fluorenyl-Substituted Poly(p-phenylenevinylenes) for Light-Emitting Diodes

  摘要：

  A new series of processable dihexylfluorenyl-substituted poly(p-phenylenevinylene) derivatives (DHF-PPVs) were synthesized by dehydrohalogenation-condensation polymerization (GILCH polymerization). The polymers were characterized by NMR, FT-IR, and elemental analysis and were completely soluble in common organic solvents, All of the polymers demonstrated bright blue-green emission with high photoluminescence (PL) efficiencies of 68-71% in chloroform, good thermal stability with decomposition temperatures above 322degreesC, and high glass transition temperatures in the range of 113-148degreesC. Cyclic voltammetry studies revealed that these polymers undergo both irreversible oxidation and reduction onsets around 0.9 and -1.5 V, which are attributed to the conjugated backbone. Polymer light-emitting diodes (PLEDs), fabricated with DHF-PPVs, as the emitting layer, poly(3,4-ethylenedioxythiophene) (PEDOT) doped with poly(styrenesulfonic acid) (PSS) (PEDOT:PSS), as the hole injection/ transporting layer, Ca cathodes, and indium-tin oxide (ITO) anodes, (ITO/PEDOT:PSS/DHF-PPVs/Ca), emitted blue-green emission with a maximum peak around 500 nm and a shoulder peak around 532 nm. For the poly[2-(9,9-dihexylfluorenyl)-1,4-phenylenevinylene] (DHF-PPV) device, a low turn-on voltage of 2.8 V (0.13 MV/cm), a maximum luminance of 12 000 cd/m(2) at 0.4 MV/cm, and a maximum external quantum efficiency of 0.53% were obtained, The latter was 33-37 times brighter and 1.6-2.8 times more efficient than those devices with poly[2-(7-methoxy-9,9-dihexylfluorenyl)-1,4-phenylenevinylene] (MDHF-PPV) and poly[2-(7-cyano-9,9-dihexylfluorenyl)-1,4-phenylenevinylene] (CNDHF-PPV).

  DOI：

  10.1021/ma010643e
• 作为产物：
  描述：

  2-溴四苯醌 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 9.0h， 生成 2-溴苯-1,4-二羧酸-1,4-二乙酯
  参考文献：
  名称：

  Sterically Hindered Fluorenyl-Substituted Poly(p-phenylenevinylenes) for Light-Emitting Diodes

  摘要：

  A new series of processable dihexylfluorenyl-substituted poly(p-phenylenevinylene) derivatives (DHF-PPVs) were synthesized by dehydrohalogenation-condensation polymerization (GILCH polymerization). The polymers were characterized by NMR, FT-IR, and elemental analysis and were completely soluble in common organic solvents, All of the polymers demonstrated bright blue-green emission with high photoluminescence (PL) efficiencies of 68-71% in chloroform, good thermal stability with decomposition temperatures above 322degreesC, and high glass transition temperatures in the range of 113-148degreesC. Cyclic voltammetry studies revealed that these polymers undergo both irreversible oxidation and reduction onsets around 0.9 and -1.5 V, which are attributed to the conjugated backbone. Polymer light-emitting diodes (PLEDs), fabricated with DHF-PPVs, as the emitting layer, poly(3,4-ethylenedioxythiophene) (PEDOT) doped with poly(styrenesulfonic acid) (PSS) (PEDOT:PSS), as the hole injection/ transporting layer, Ca cathodes, and indium-tin oxide (ITO) anodes, (ITO/PEDOT:PSS/DHF-PPVs/Ca), emitted blue-green emission with a maximum peak around 500 nm and a shoulder peak around 532 nm. For the poly[2-(9,9-dihexylfluorenyl)-1,4-phenylenevinylene] (DHF-PPV) device, a low turn-on voltage of 2.8 V (0.13 MV/cm), a maximum luminance of 12 000 cd/m(2) at 0.4 MV/cm, and a maximum external quantum efficiency of 0.53% were obtained, The latter was 33-37 times brighter and 1.6-2.8 times more efficient than those devices with poly[2-(7-methoxy-9,9-dihexylfluorenyl)-1,4-phenylenevinylene] (MDHF-PPV) and poly[2-(7-cyano-9,9-dihexylfluorenyl)-1,4-phenylenevinylene] (CNDHF-PPV).

  DOI：

  10.1021/ma010643e

文献信息

• Structural diversity, luminescence and photocatalytic properties of six coordination polymers based on designed bifunctional 2-(imidazol-1-yl)terephthalic acid
  作者：Xiutang Zhang、Liming Fan、Weiliu Fan、Bin Li、Guangzeng Liu、Xinzheng Liu、Xian Zhao

  DOI：10.1039/c6ce01296e

  日期：——

  Six CPs, based on 2-(imidazol-1-yl)terephthalic acid, have been prepared and characterized.

  六种基于2-(咪唑-1-基)苯二甲酸的CPs已经制备并表征。
• New Mixed Li/Mg and Li/Mg/Zn Amides for the Chemoselective Metallation of Arenes and Heteroarenes
  作者：Christoph J. Rohbogner、Stefan H. Wunderlich、Giuliano C. Clososki、Paul Knochel

  DOI：10.1002/ejoc.200801277

  日期：2009.4

  New mixed Li/Mg and Li/Mg/Zn amides have been synthesized starting from readily prepared secondary amines. They allow a highly chemoselective directed magnesiation or zincation of various polyfunctional aromatics and heteroaromatics. The kinetic basicity, solubility and stability of these new bases have been compared with those of the corresponding 2,2,6,6-tetramethylpiperamide-derived bases.(© Wiley-VCH

  新的混合 Li/Mg 和 Li/Mg/Zn 酰胺已从易于制备的仲胺开始合成。它们允许各种多官能芳烃和杂芳烃的高度化学选择性定向镁化或锌化。这些新碱的动力学碱度、溶解度和稳定性与相应的 2,2,6,6-四甲基哌酰胺衍生碱进行了比较。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009 )
• [EN] AMPHIPHOBIC POROUS MATERIALS<br/>[FR] MATÉRIAUX POREUX AMPHIPHOBES
  申请人：UNIV SOUTH FLORIDA

  公开号：WO2018129406A1

  公开（公告）日：2018-07-12

  A variety of amphiphobic porous materials are provided. The materials can include a variety of porous frameworks that have an outer surface functionalized by a plurality of perfluoroalkyl moieties. By careful selection of appropriate perfluoralkyl moieties, hydrophobic properties can be imparted to the exterior surface of the porous materials without significantly impacting the wetting properties of the porous interior. This can be used to create a variety of highly amphiphobic porous materials. Methods of making and using the amphiphobic porous materials are also provided.

  提供了各种具有两性亲疏水性的多孔材料。这些材料可以包括外表面被多个全氟烷基基团官能化的各种多孔框架。通过精心选择适当的全氟烷基基团，可以赋予多孔材料外表面疏水性能，而不会显著影响多孔内部的润湿性能。这可以用于制造各种高度两性亲疏水性的多孔材料。还提供了制备和使用两性亲疏水性多孔材料的方法。
• Polymerizable biaryls, method for the production and use thereof
  申请人：Aventis Research & Technologies GmbH & Co. KG

  公开号：US06323373B1

  公开（公告）日：2001-11-27

  A process for preparing polymerizable biaryl derivatives comprises reacting an aromatic comprising a 6-membered ring which bears ester or benzylic OH groups in the 1,4 position with a second aromatic in a palladium-catalyzed cross-coupling reaction to give a biaryl and converting the ester or benzylic OH groups into polymerizable groups in one or more steps. The biaryls obtained are suitable for preparing polymers which are used as electroluminescence materials.

  制备可聚合的联苯衍生物的方法包括将具有1,4位上酯基或苄羟基的6元环芳香化合物与第二芳香化合物在钯催化的交叉偶联反应中反应，形成联苯，并将酯基或苄羟基转化为一个或多个步骤中的可聚合基团。所得的联苯适用于制备用作电致发光材料的聚合物。
• Structural Diversity of Cadmium(II) Coordination Polymers Induced by Tuning the Coordination Sites of Isomeric Ligands
  作者：Bo Liu、Hui-Fang Zhou、Lei Hou、Jian-Ping Wang、Yao-Yu Wang、Zhonghua Zhu

  DOI：10.1021/acs.inorgchem.6b01416

  日期：2016.9.6

  positional isomeric asymmetrical pyridyldicarboxylatic acids with Cd(NO3)2 generated four new coordination polymers, [Cd(L1)(DMF)3]·DMF·H2O (1), [H2N(CH3)2]2[Cd(L2)2]·3DMF·H2O (2), [Cd(L3)(H2O)2] (3), and [Cd(L4)]·1.5DMF (4), where DMF = N,N-dimethylformamide, H2L1 = 2-(3′-carboxylphenyl)isonicotinic acid, H2L2 = 2-(4′-carboxylphenyl)isonicotinic acid, H2L3 = 5-(3′-carboxylphenyl)nicotic acid, and H2L4

  当配体的配位点发生位移时，四种位置异构的不对称吡啶基二羧酸与Cd（NO 3）2的溶剂热反应生成了四种新的配位聚合物[Cd（L1）（DMF）3 ]·DMF·H 2 O（1），[H 2 N（CH 3）2 ] 2 [Cd（L2）2 ]·3DMF·H 2 O（2），[Cd（L3）（H 2 O）2 ]（3）和[Cd（ L4）]·1.5DMF（4），其中DMF = N，N-二甲基甲酰胺，H 2L1 = 2-（3'-羧基苯基）异烟碱酸，H 2 L2 = 2-（4'-羧基苯基）异烟碱酸，H 2 L3 = 5-（3'-羧基苯基）烟碱酸，H 2 L4 = 2- （3'-吡啶基）对苯二甲酸。图1示出了稀有的2D织物结构。图2公开了具有杂手性螺旋链的栅格层结构，其中三组层在不同方向上堆叠，从而提供了具有3D相交的多孔系统的前所未有的2D + 2D + 2D→3D聚串联构架。图3还显示了具有强的层内π··π相互作用和层间氢键的2D层。4包含稀有Cd