2,5-二氯苯基-4-苯氧基苯基甲酮 | 151173-25-0

• 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: 2,5-二氯苯基-4-苯氧基苯基甲酮
• 中文别名: 2,5-二氯-4-苯氧基苯甲酮
• 英文名称: 2,5-dichloro-4'-phenoxybenzophenone
• 英文别名: (2,5-dichlorophenyl)-(4-phenoxyphenyl)methanone
• CAS: 151173-25-0
• 化学式: C₁₉H₁₂Cl₂O₂
• 分子量: 343.209
• InChiKey: VHXNNVZZGMWSBN-UHFFFAOYSA-N

物化性质

• 熔点：
  99.3 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  476.7±40.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-二氯苯基-4-苯氧基苯基甲酮 在 氯磺酸 作用下， 反应 3.0h， 以85%的产率得到4-[4-(2,5-二氯苯甲酰基)苯氧基]苯磺酰氯
  参考文献：
  名称：

  用作聚合物电解质膜的具有精确控制离子交换容量的磺化聚（对苯）基离聚物的合成和研究

  摘要：

  为了实现对磺化聚合物结构的精确控制，通过以下方法合成了一系列具有良好控制离子交换容量（IEC）的聚（对苯）基离聚物。三步技术：(1) 用保护基团预先磺化单体，(2) 镍(0) 催化偶联聚合，和 (3) 聚合物保护基团的裂解。通过用氯硫酸和新戊醇处理合成2,2-二甲基丙基-4-[4-(2,5-二氯苯甲酰基)苯氧基]苯磺酸盐(NS-DPBP)作为前述磺化单体。NS-DPBP 易溶于各种有机溶剂，在镍(0) 催化的偶联反应过程中稳定。通过改变 NS-DPBP 的化学计量，获得了具有不同 IEC的磺化聚（4-苯氧基苯甲酰基-1,4-亚苯基）（S-PPBP）均聚物和七种无规共聚物（S-PPBP- co -PPBP）。IEC 和重均分子量 ( M ws) 的离聚物在 0.41–2.84 meq 的范围内。g -1和 143 000–465 000 g mol -1分别。离聚物的吸水率、质子电导率和水扩散特性表现出强烈的

  DOI：

  10.1039/d0ra01816c
• 作为产物：
  描述：

  2,5-二氯苯甲酸 在 aluminum (III) chloride 、 氯化亚砜 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 14.0h， 生成 2,5-二氯苯基-4-苯氧基苯基甲酮
  参考文献：
  名称：

  用作聚合物电解质膜的具有精确控制离子交换容量的磺化聚（对苯）基离聚物的合成和研究

  摘要：

  为了实现对磺化聚合物结构的精确控制，通过以下方法合成了一系列具有良好控制离子交换容量（IEC）的聚（对苯）基离聚物。三步技术：(1) 用保护基团预先磺化单体，(2) 镍(0) 催化偶联聚合，和 (3) 聚合物保护基团的裂解。通过用氯硫酸和新戊醇处理合成2,2-二甲基丙基-4-[4-(2,5-二氯苯甲酰基)苯氧基]苯磺酸盐(NS-DPBP)作为前述磺化单体。NS-DPBP 易溶于各种有机溶剂，在镍(0) 催化的偶联反应过程中稳定。通过改变 NS-DPBP 的化学计量，获得了具有不同 IEC的磺化聚（4-苯氧基苯甲酰基-1,4-亚苯基）（S-PPBP）均聚物和七种无规共聚物（S-PPBP- co -PPBP）。IEC 和重均分子量 ( M ws) 的离聚物在 0.41–2.84 meq 的范围内。g -1和 143 000–465 000 g mol -1分别。离聚物的吸水率、质子电导率和水扩散特性表现出强烈的

  DOI：

  10.1039/d0ra01816c

文献信息

• NOVEL AROMATIC COMPOUND AND POLYARYLENE COPOLYMER HAVING NITROGEN-CONTAINING HETEROCYCLE INCLUDING SULFONIC ACID GROUP IN SIDE CHAIN
  申请人：Kadota Toshiaki

  公开号：US20100152308A1

  公开（公告）日：2010-06-17

  Provided is a solid polymer electrolyte having increased heat resistance and high proton conductivity and a proton conductive membrane composed of the electrolyte. Also provided is a copolymer having a sulfonic acid group. The copolymer includes a repeating unit represented by Formula (1): (in the formula, Y denotes at least one kind of structure selected from the group consisting of —CO—, —SO 2 —, —SO—, —CONH—, —COO—, —(CF 2 ) l — (l is an integer of 1 to 10), and —C(CF 3 ) 2 —; W denotes at least one kind of structure selected from the group consisting of a direct bond, —CO—, —SO 2 —, —SO—, —CONH—, —COO—, —(CF 2 ) l — (l is an integer of 1 to 10), —C(CF 3 ) 2 —, —O—, and —S—; Z denotes a direct bond or at least one kind of structure selected from the group consisting of —(CH 2 ) l —(l is an integer of 1 to 10), —C(CH 3 ) 2 —, —O—, —S—, —CO—, and —SO 2 —; R 30 denotes a nitrogen-containing aromatic ring having a substituent represented by —SO 3 H, —O(CH 2 ) h SO 3 H, or —O(CF 2 ) h SO 3 H (h is an integer of 1 to 12); p is an integer of 0 to 10; q is an integer of 0 to 10; r is an integer of 1 to 5; and k is an integer of 0 to 4).

  提供了一种具有增强耐热性和高质子导电性的固体聚合物电解质，以及由该电解质组成的质子导电膜。还提供了一种具有磺酸基团的共聚物。该共聚物包括由式（1）表示的重复单元：（在公式中，Y表示来自由- CO-、- SO2-、- SO-、- CONH-、- COO-、-（CF2）l-（l为1至10的整数）、和- C（CF3）2-等结构中至少一种的结构；W表示来自由直接键、- CO-、- SO2-、- SO-、- CONH-、- COO-、-（CF2）l-（l为1至10的整数）、- C（ ）2-、- O-、和- S-等结构中至少一种的结构；Z表示直接键或来自由-（CH2）l-（l为1至10的整数）、- C（CH3）2-、- O-、- S-、- CO-、和- SO2-等结构中至少一种的结构；R30表示含有一个取代基为- SO3H、- O（ ）hSO3H、或- O（CF2）hSO3H（h为1至12的整数）的氮含有芳香环；p为0至10的整数；q为0至10的整数；r为1至5的整数；k为0至4的整数）。
• NITROGENATED AROMATIC COMPOUND, PROCESS FOR PRODUCTION OF THE SAME, POLYMER, AND PROTON CONDUCTIVE MEMBRANE
  申请人：Higami Makoto

  公开号：US20090149623A1

  公开（公告）日：2009-06-11

  A nitrogen-containing aromatic compound is represented by Formula (1). A polymer is obtained by polymerizing the compound. wherein X is an atom or a group selected from halogen atoms other than fluorine and —OSO 2 Rb (wherein Rb is an alkyl group, a fluorine-substituted alkyl group or an aryl group); Y is at least one structure selected from the group consisting of —CO—, —SO 2 —, —SO—, —CONH—, —COO—, —(CF 2 ) l — (wherein l is an integer of 1 to 10) and —C(CF 3 ) 2 —; Z is at least one structure selected from the group consisting of a direct bond, —O— and —S—; R 20 is a nitrogen-containing heterocyclic group; q is an integer of 1 to 5; and p is an integer of 0 to 4.

  一个含氮芳香化合物由式（1）表示。通过聚合该化合物得到一种聚合物。其中X是从卤素原子（不包括氟）和—OSO2Rb（其中Rb是烷基、氟取代烷基或芳基）中选择的一个原子或基团；Y是从—CO—、—SO2—、—SO—、—CONH—、—COO—、—（CF2）l—（其中l为1至10的整数）和—C(CF3)2—中选择的至少一个结构；Z是从直接键、—O—和—S—中选择的至少一个结构；R20是含氮杂环基团；q是1至5的整数；p是0至4的整数。
• Synthesis and properties of sulfonated copoly(p-phenylene)s containing aliphatic alkyl pendant for fuel cell applications
  作者：Surasak Seesukphronrarak、Kayo Ohira、Koh Kidena、Naohiko Takimoto、Carlos Seiti Kuroda、Akihiro Ohira

  DOI：10.1016/j.polymer.2009.12.023

  日期：2010.2

  A series of novel copoly(p-phenylene)s (PPs) containing an alkyl pendant were successfully synthesized via Ni(0)-catalyzed coupling polymerization. Sulfonated copolymers (SPPs) were achieved by postsulfonation from concentrated H2SO4. SPPs showed good solubility in polar aprotic solvents and gave flexible, tough, and transparent free-standing films by solvent casting. The ion exchange capacities (IECs)

  通过Ni（0）催化的偶联聚合成功地合成了一系列新型的含烷基侧基的共聚对苯撑（PPs）。磺化共聚物（的SPP）通过postsulfonation从浓硫酸实现2 SO 4。SPP在极性非质子溶剂中显示出良好的溶解性，并通过溶剂浇铸获得了柔性，坚韧和透明的自支撑膜。膜的离子交换容量（IEC）为2.50至2.65 meq / g。所有SPP膜均显示出与Nafion相似或更高的质子传导率，尤其是在相对湿度较高（> 70％RH）时（SPP-1：0.271 Scm -1，SPP-2：0.284Scm -1，SPP-3：0.212Scm -1，Nafion：0.127Scm -1；在80°C和95％RH下）。它们还表现出可接受的水吸收率，在80°C时，其吸水率为52–56 vol％，尺寸变化很小。SPP膜的气体渗透率远低于Nafion112。因此，这些材料有望用于燃料电池。
• One-Pot Preparation of 2,5-Dichloro-4′-phenyloxybenzophenone
  作者：Matthew C. Davis、Thomas J. Groshens

  DOI：10.1080/00397910903534056

  日期：2010.12.22

  Friedel–Crafts-type acylation of phenyl ether with 2,5-dichlorobenzoic acid could be accomplished in a single step using trifluoroacetic anhydride and phosphoric acid. The method gave a greater yield (78%) than the conventional two-step process (71%) of acid chloride generation followed by aluminum trichloride–mediated acylation.

  苯醚与 2,5-二氯苯甲酸的 Friedel-Crafts 型酰化反应可以使用三氟乙酸酐和磷酸一步完成。该方法的产率 (78%) 比传统的两步法 (71%) 产生酰氯，然后是三氯化铝介导的酰化。
• Poly(phenylene) block copolymers bearing tri-sulfonated aromatic pendant groups for polymer electrolyte fuel cell applications
  作者：Shouwen Chen、Ryousuke Hara、Kangcheng Chen、Xuan Zhang、Nobutaka Endo、Mitsuru Higa、Ken-ichi Okamoto、Lianjun Wang

  DOI：10.1039/c3ta11190c

  日期：——

  Novel poly(tri-sulfonated phenylene)-block-poly(arylene ether sulfone) copolymers (PTSP-b-PAESs) were synthesized by Ni(0)-catalyzed copolymerization of 2,5-dichloro-3′-sulfo-4′-((2,4-disulfo)phenoxy)-benzophenone and chlorobenzophenone-endcapped oligo(arylene ether sulfone). Their physical properties, morphology and polymer electrolyte fuel cell (PEFC) performance were investigated compared to those of poly(mono-sulfonated phenylene)-block-poly(arylene ether sulfone) and the corresponding random copolymers. They had a low ion exchange capacity (IEC) of 1.1–1.2 meq. g−1 and showed very low water uptake and in-plane dimensional change in water. They exhibited a more well-defined microphase-separated structure composed of hydrophilic and hydrophobic domains, where the hydrophilic domains were well-connected to each other to form the channels for proton conduction, than the mono-sulfonated one. This led to the relatively high proton conductivity under low relative humidities. The corresponding random copolymers exhibited a homogeneous morphology and much lower proton conductivity in spite of a high IEC of 2.0–2.1 meq. g−1. Even under the low humidification of 30% RH at 90 °C and 0.2 MPa, they exhibited high PEFC performance and durability; for example, a cell voltage of 0.69 V at a load current density of 0.5 A cm−2 and a maximum output of 0.73 W cm−2, which was comparable to that of the mono-sulfonated one with a much higher IEC of 1.8 meq. g−1 and much higher than those of the corresponding random copolymers. PTSP-b-PAESs have high potential as polymer electrolyte membranes for fuel cell applications.

  新型聚（三磺化苯基）-嵌段-聚（芳基醚砜）共聚物（PTSP-b-PAESs）是通过Ni（0）催化2,5-二氯-3′-磺酸-4′-（（2,4-二磺酸）苯氧基）二苯甲酮和氯代二苯甲酮封端寡聚（芳基醚砜）共聚反应合成的。与聚（单磺化苯基）-嵌段-聚（芳基醚砜）和相应的无规共聚物相比，它们的物理性质、形态和聚合物电解质燃料电池（PEFC）性能得到了研究。它们的离子交换容量（IEC）较低，为1.1-1.2 meq. g-1，吸水率和在水中的平面尺寸变化非常低。与单磺化物相比，它们表现出更明确的微相分离结构，由亲水和疏水域组成，其中亲水域彼此连接良好，形成质子传导通道。这导致在低相对湿度下具有相对较高的质子电导率。相应的无规共聚物表现出均匀的形态，尽管IEC高达2.0-2.1 meq. g-1，但质子电导率却低得多。即使在90°C和0.2 MPa下30% RH的低湿度下，它们