2,3-difluoro-4-(4-butoxyphenyl)phenylboronic acid | 176789-43-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-difluoro-4-(4-butoxyphenyl)phenylboronic acid
• 英文别名: 4'-butoxy-2,3-difluoro-1,1'-biphenyl-4-boronic acid；[4-(4-butoxyphenyl)-2,3-difluorophenyl]boronic acid
• CAS: 176789-43-8
• 化学式: C₁₆H₁₇BF₂O₃
• 分子量: 306.117
• InChiKey: VTGFEQVKDCUSJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3-difluoro-4-(4-butoxyphenyl)phenylboronic acid 在 四(三苯基膦)钯 、 potassium carbonate 、 potassium iodide 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.67h， 生成 1-(8-hydroxyoctyl-1-oxy)-4-[2,3-difluoro-4-(4-butoxyphenyl)phenyl]benzene
  参考文献：
  名称：

  Redox-Driven Molecular Switches Consisting of Bis(benzodithiolyl)bithienyl Scaffold and Mesogenic Moieties: Synthesis and Complexes with Liquid Crystalline Polymer

  摘要：

  Molecular switches composed of a benzodithiolylbithienyl scaffold and biphenyl or terphenyl mesogenic substituents were designed and synthesized. The molecular switches could undergo redox-triggered interconversion between the cationic form and cyclized neutral form, and this was confirmed using cyclic voltammnetry and UV-vis spectroscopy. Binary complexes consisting of the molecular switches and a liquid crystalline polymer (LCP) were prepared to investigate the function of these redox-active molecular switches as actuating dopants. X-ray diffraction measurements were performed to determine the differences between the layer spacings of the complexes in the liquid crystalline phase with the oxidized and reduced states of the molecular switches. The LCP that was doped with the oxidized cationic form of the molecular switch had layer spacings that were up to 4% larger than the layer spacings in the polymer that was doped with the reduced cyclized molecular switch. Our approach will allow stimulus-responsive deformable materials to be constructed and give an impetus for fabricating redox-driven soft actuators.

  DOI：

  10.1021/jo501072u
• 作为产物：
  描述：

  对溴丁氧基苯 在 bis-triphenylphosphine-palladium(II) chloride 仲丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 环己烷 、 Solmix A-11 、 水 、 甲苯 为溶剂， 反应 12.0h， 生成 2,3-difluoro-4-(4-butoxyphenyl)phenylboronic acid
  参考文献：
  名称：

  TETRACYCLIC LIQUID CRYSTALLINE COMPOUND HAVING LATERAL FLUORINE, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY ELEMENT

  摘要：

  公开号：

  EP2305627B1

文献信息

• FOUR-RING LIQUID CRYSTAL COMPOUND HAVING LATERAL FLUORINE, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：Kobayashi Masahide

  公开号：US20110090450A1

  公开（公告）日：2011-04-21

  The invention provides a liquid crystal compound which has stability to heat, light and so forth, a nematic phase in a wide temperature range, a small viscosity, a large optical anisotropy, and a suitable elastic constant K 33 , and further has a suitable and negative dielectric anisotropy and an excellent compatibility with other liquid crystal compounds. Moreover, the invention provides a liquid crystal composition comprising this liquid crystal compound and a liquid crystal display device containing this liquid crystal composition. A liquid crystal compound represented by formula (a): for example, R 1 and R 2 are alkyl having 1 to 10 carbons, alkenyl having 2 to 10 carbons or alkoxy having 1 to 9 carbons; ring A 1 and ring A 2 are 1,4-phenylene or trans-1,4-cyclohexylene; L 1 and L 2 are hydrogen or fluorine, and at least one of L 1 and L 2 is fluorine; and Z 1 and Z 2 are a single bond, —(CH 2 ) 2 —, —CH═CH—, —CH 2 O— or —OCH 2 —.

  本发明提供一种液晶化合物，具有耐热、耐光等稳定性，在广泛的温度范围内具有向列相，粘度小，光学各向异性大，适当的弹性常数K33，进一步具有适当且负的介电各向异性，与其他液晶化合物具有良好的相容性。此外，本发明还提供了包含该液晶化合物的液晶组合物和包含该液晶组合物的液晶显示装置。一种由公式（a）表示的液晶化合物：例如，R1和R2是具有1至10个碳原子的烷基，具有2至10个碳原子的烯基或具有1至9个碳原子的烷氧基；环A1和环A2是1,4-苯撑基或反-1,4-环己撑基；L1和L2是氢或氟，且至少有一个是氟；Z1和Z2是单键，-(CH2)2-，-CH═CH-，-CH2O-或-OCH2-。
• Four-ring liquid crystal compound having lateral fluorine, liquid crystal composition and liquid crystal display device
  申请人：Kobayashi Masahide

  公开号：US08394294B2

  公开（公告）日：2013-03-12

  The invention provides a liquid crystal compound which has stability to heat, light and so forth, a nematic phase in a wide temperature range, a small viscosity, a large optical anisotropy, and a suitable elastic constant K33, and further has a suitable and negative dielectric anisotropy and an excellent compatibility with other liquid crystal compounds. Moreover, the invention provides a liquid crystal composition comprising this liquid crystal compound and a liquid crystal display device containing this liquid crystal composition. A liquid crystal compound represented by formula (a): for example, R1 and R2 are alkyl having 1 to 10 carbons, alkenyl having 2 to 10 carbons or alkoxy having 1 to 9 carbons; ring A1 and ring A2 are 1,4-phenylene or trans-1,4-cyclohexylene; L1 and L2 are hydrogen or fluorine, and at least one of L1 and L2 is fluorine; and Z1 and Z2 are a single bond, —(CH2)2—, —CH═CH—, —CH2O— or —OCH2—.

  本发明提供了一种液晶化合物，具有耐热、耐光等稳定性，在宽温度范围内具有向列相、小粘度、大光学各向异性和适当的弹性常数K33，并且具有适当且负的介电各向异性以及与其他液晶化合物良好的相容性。此外，本发明提供了一种包含该液晶化合物的液晶组合物和一种包含该液晶组合物的液晶显示装置。 一种由式（a）表示的液晶化合物： 例如，R1和R2是具有1到10个碳的烷基，具有2到10个碳的烯基或具有1到9个碳的烷氧基；环A1和环A2是1,4-苯撑基或反-1,4-环己撑基；L1和L2是氢或氟，且L1和L2中至少有一个是氟；Z1和Z2是单键，—(CH2)2—，—CH═CH—，—CH2O—或—OCH2—。
• TETRACYCLIC LIQUID CRYSTALLINE COMPOUND HAVING LATERAL FLUORINE, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY ELEMENT
  申请人：JNC Corporation

  公开号：EP2305627B1

  公开（公告）日：2014-09-17
• Redox-Driven Molecular Switches Consisting of Bis(benzodithiolyl)bithienyl Scaffold and Mesogenic Moieties: Synthesis and Complexes with Liquid Crystalline Polymer
  作者：Toshihiro Ohtake、Hideki Tanaka、Tetsuro Matsumoto、Mutsumi Kimura、Akira Ohta

  DOI：10.1021/jo501072u

  日期：2014.7.18

  Molecular switches composed of a benzodithiolylbithienyl scaffold and biphenyl or terphenyl mesogenic substituents were designed and synthesized. The molecular switches could undergo redox-triggered interconversion between the cationic form and cyclized neutral form, and this was confirmed using cyclic voltammnetry and UV-vis spectroscopy. Binary complexes consisting of the molecular switches and a liquid crystalline polymer (LCP) were prepared to investigate the function of these redox-active molecular switches as actuating dopants. X-ray diffraction measurements were performed to determine the differences between the layer spacings of the complexes in the liquid crystalline phase with the oxidized and reduced states of the molecular switches. The LCP that was doped with the oxidized cationic form of the molecular switch had layer spacings that were up to 4% larger than the layer spacings in the polymer that was doped with the reduced cyclized molecular switch. Our approach will allow stimulus-responsive deformable materials to be constructed and give an impetus for fabricating redox-driven soft actuators.