2,6-bis(acetoxymethyl)-4-bromo-1-phenyl acetate | 263160-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2,6-bis(acetoxymethyl)-4-bromo-1-phenyl acetate
• 英文别名: [2-Acetyloxy-3-(acetyloxymethyl)-5-bromophenyl]methyl acetate
• CAS: 263160-70-9
• 化学式: C₁₄H₁₅BrO₆
• 分子量: 359.173
• InChiKey: OBEHRRHUVMTXJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,6-bis(acetoxymethyl)-4-bromo-1-phenyl acetate 在 盐酸 、 copper(l) iodide 、 水 、 lithium hydride 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 88.0h， 生成 3,5-bis(hydroxymethyl)-4-(4'-formylbenzyloxy)phenylacetylene
  参考文献：
  名称：

  Facile synthesis of five 2D surface modifiers by highly selective photocyclic aromatization and efficient enhancement of oxygen permselectivities of three polymer membranes by surface modification using a small amount of the 2D surface modifiers

  摘要：

  A facile synthesis of novel five 2D (planar) surface modifiers having a triphenylbenzene derivatives as a 2D structure has been achieved by the highly selective photocyclic aromatization reaction. Efficient enhancement of oxygen permselectivities through the three polymer membranes has been achieved by adding a small amount (< 5.0 wt%) of the 20 surface modifiers. Among the five 2D surface modifiers, a modifier compound having oligoethylene oxide groups showed the best performance for the enhancement. These improvements were thought to be caused mainly by improvement of the solution selectivity on the membrane surface where the 2D surface modifiers were accumulated. In some of the surface-modified blend membranes, their plots in the P-O2(-alpha) graph were over or close to the upper boundary line by Robeson in 1991. Since all the membranes containing the 2D surface modifiers showed better permselectivities than the corresponding substrate membranes, it is very promising for the future. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2013.11.046
• 作为产物：
  描述：

  4-溴苯酚 在 吡啶 、 potassium hydroxide 作用下， 以 异丙醇 为溶剂， 生成 2,6-bis(acetoxymethyl)-4-bromo-1-phenyl acetate
  参考文献：
  名称：

  具有外消旋取代基的乙炔单体的两个不对称反应串联组合的新型高效绝对光学拆分方法

  摘要：

  一般的光学拆分需要使用光学拆分剂，每种外消旋化合物都应选择最佳的拆分剂。在这项研究中，我们将报告通过串联两个对映选择性反应，开发了一种新的圆偏振光 (CPL) 光学拆分方法，无需任何光学拆分剂。我们开发的这些反应是对映异构体选择性螺旋选择性聚合 ( ES-HSSP ) 和螺旋选择性选择性光环芳构化 ( SCAT ) 通过 CPL ( HS-SCAT )。由于这种显着独特的EPHS方法（EPHS  =  ES-HSSP  +  HS-SCAT) 选择性分解反应（ HS-SCAT ）不需要任何光学拆分剂、助催化剂和溶剂，该过程非常简单方便。由于该过程不包括目标外消旋体本身的任何分解，因此可以获得两种对映异构体。通过EPHS方法对映体分离的分离化合物的光学产率非常高，例如，薄荷醇、苯乙醇和 2-丁醇分别为 78%ee、93%ee 和 85%ee。此外，它们的化学收率约为 85% 至 94%。因此

  DOI：

  10.1002/chir.23404

文献信息

• Facile Synthesis of an Amphiphilic 1,3,5-Trisubstituted Benzene as a Novel Surface Modifier by Selective Photocyclic Aromatization and Efficient Improvement of Oxygen Permselectivity by the Addition of the Surface Modifier
  作者：Jianjun Wang、Toshiki Aoki、Lijia Liu、Takeshi Namikoshi、Masahiro Teraguchi、Takashi Kaneko

  DOI：10.1246/cl.130372

  日期：2013.9.5

  An amphiphilic 1,3,5-trisubstituted benzene as a new 2D surface modifier (T-EO) which has six hydroxy groups and three oligoethylene groups was successfully and easily synthesized by selective photocyclic aromatization in high conversion and selectivity for the first time. We prepared four kinds of blend membranes based on PVA or poly(trimethylsilylphenylacetylene) (poly(SPA)) containing the new amphiphilic cyclic trimer (T-EO) or the corresponding polymer (P-EO), that is, T-EO/PVA, P-EO/PVA, and T-EO/poly(SPA) membranes prepared by conventional solvent casting method (Method I) and T-EO/poly(SPA) membranes prepared by a new solvent casting method (Method II). T-EO/PVA membranes by Method I and T-EO/poly(SPA) membranes by Method II showed better performance in oxygen permeation than P-EO/PVA membranes by Method I and T-EO/poly(SPA) membranes by Method I, respectively. A PVA-based membrane containing 1.0 wt % T-EO showed the best performance, that is, the α became twice that of the original PVA membrane without any decrease in PO2. The ideal improvement may be caused by effective surface modification by T-EO.

  一种具有六个羟基和三个寡聚乙烯基团的新型两亲性1,3,5-三取代苯（T-EO）作为二维表面修饰剂，首次通过选择性光环化芳构化方法成功且简单地合成，具有高转化率和选择性。我们基于PVA或聚（三甲基硅基苯乙炔）（poly(SPA)）制备了四种混合膜，这些膜包含新的两亲性环状聚合物（T-EO）或相应的聚合物（P-EO），即T-EO/PVA、P-EO/PVA，以及通过常规溶剂铸造方法（方法I）制备的T-EO/poly(SPA)膜和通过新型溶剂铸造方法（方法II）制备的T-EO/poly(SPA)膜。方法I制备的T-EO/PVA膜和方法II制备的T-EO/poly(SPA)膜在氧气渗透性能方面表现优于方法I制备的P-EO/PVA膜和T-EO/poly(SPA)膜。含有1.0 wt % T-EO的基于PVA的膜表现出最佳性能，即渗透系数α是原始PVA膜的两倍，而PO2没有降低。理想的改进可能是由于T-EO有效的表面修饰所致。
• Synthesis of stable and soluble one-handed helical poly(substituted acetylene)s without chiral pendant groups via polymer reaction in membrane state
  作者：Yunosuke Abe、Toshiki Aoki、Hongge Jia、Shingo Hadano、Takeshi Namikoshi、Yuriko Kakihana、Lijia Liu、Yu Zang、Masahiro Teraguchi、Takashi Kaneko

  DOI：10.1016/j.polymer.2012.03.022

  日期：2012.5

  A soluble and stable one-handed helical conjugated polymer without the coexistence of any other chiral moieties was successfully synthesized by asymmetric-induced polymerization of a chiral monomer having two hydroxyl groups followed by desubstitution of the chiral groups in a solid membrane state. The reason for the success was the polymer reaction was carried out in the membrane state. This is an

  甲可溶性无任何其它手性基团的共存和稳定的单手螺旋共轭聚合物被成功地通过具有两个羟基接着手性基团脱取代在固体手性单体的非对称诱导的聚合而合成的膜状态。成功的原因是聚合物反应是在膜状态下进行的。这是获得这种独特的手性聚合物的另一种方法，该手性聚合物仅通过我们之前报道的螺旋有义选择性聚合（HSSP）获得。另外，手性诱导的效率高于HSSP。有趣的是，“膜态”的作用就像是一个保护基团。
• Synthesis and helix-sense-selective polymerization of a novel phenylacetylene having a trisiloxanyl group and two hydroxyl groups and enantioselective permeability of the resulting chiral polymeric membrane: Effect of the trisiloxanyl group on the polymerization and enantioselective permeability
  作者：Lijia Liu、Yoshiyuki Oniyama、Yu Zang、Shingo Hadano、Toshiki Aoki、Masahiro Teraguchi、Takashi Kaneko、Takeshi Namikoshi、Edy Marwanta

  DOI：10.1016/j.polymer.2010.04.030

  日期：2010.5

  To develop a new phenylacetylene monomer suitable for helix-sense-selective polymerization (HSSP) we reported previously and to improve the efficiency of the HSSP and membrane performance of the resulting polymer, a novel phenylacetylene having a trisiloxanyl group (S3BDHPA) was synthesized and polymerized by using a chiral catalytic system and enantioselectivity in permeation of its membrane was examined

  为了开发一种我们先前报道的适合于螺旋正义选择性聚合（HSSP）的新型苯基乙炔单体，并为了提高HSSP的效率和所得聚合物的膜性能，合成了一种具有三硅氧烷基的新型苯基乙炔（S3BDHPA）并进行了聚合。通过使用手性催化体系和对映体在其膜渗透中的选择性进行了研究。S3BDHPA适用于HSSP，并且聚（S3BDHPA）的CD吸收比相应的不含硅氧烷基的聚合物更强，更稳定。另外，聚（S3BDHPA）的渗透对映选择性比不具有硅氧烷基的聚合物膜的对映选择性高得多。它们被认为是由三硅氧烷基团的柔韧性和疏水性引起的。
• New Achiral Phenylacetylene Monomers Having an Oligosiloxanyl Group Most Suitable for Helix-Sense-Selective Polymerization and for Obtaining Good Optical Resolution Membrane Materials
  作者：Lijia Liu、Yu Zang、Shingo Hadano、Toshiki Aoki、Masahiro Teraguchi、Takashi Kaneko、Takeshi Namikoshi

  DOI：10.1021/ma101999k

  日期：2010.11.23

  higher than that of a poly(phenylacetylene) membrane having alkyl groups. This was because the polymers having oligosiloxane groups had high regularity of structures, i.e., chemical structures of the macromolecules such as one handedness and high order structures such as columnar contents in the membranes, and the membranes were flexible and had almost no defects. These good properties as optical resolution

  为了开发更适合于螺旋正义选择性聚合（HSSP）的新型苯基乙炔单体，我们先前曾报道过，并且为了提高HSSP的效率和所得聚合物的膜性能，具有柔性低聚硅氧烷基（S n BDHPA）的新型苯基乙炔与通过使用手性催化体系合成和聚合了其他三个相关的单体系列，并研究了从所得手性聚合物中渗透膜的对映选择性。小号Ñ BDHPA是最适合HSSP和CD吸收（g ^聚值）（S ÑBDHPA）比相应的具有刚性烷基的聚合物更坚固，更稳定。可以通过溶剂浇铸法将聚合物制备成柔性的自支撑膜。另外，多（S n）之一的渗透的对映选择性BDHPA）膜比具有烷基的聚（苯乙炔）膜高得多。这是因为具有低硅氧烷基团的聚合物具有高规则性的结构，即膜的单手性等大分子的化学结构和膜中的柱状内容物等高阶结构，并且膜具有挠性并且几乎没有缺陷。这些优良的作为光学分辨率膜材料的特性是由低聚硅氧烷链的柔韧性，疏水性和膨松性引起的。发现具有三硅氧烷基的S
• [EN] PHOTOSENSITIVE MOLECULE AND APPLICATION THEREOF<br/>[FR] MOLÉCULE PHOTOSENSIBLE ET SON APPLICATION<br/>[ZH] 感光分子及其应用
  申请人：[en]HUAWEI TECHNOLOGIES CO., LTD.;[zh]华为技术有限公司

  公开号：WO2023051686A1

  公开（公告）日：2023-04-06

  本申请实施例提供一种感光分子和包含该感光分子的光产酸剂和感光树脂组合物，其分子结构包括含萘环的主结构、与主结构中萘环连接的杂环基X，与杂环基连接的R2；R2选自卤素、芳基、芳烷基、烷芳基、卤代芳基、烷氧基芳基、环氧烷基、环氧芳基、羟基烷基、羟基芳基、羟基烷基取代羟基芳基、氨基芳基、烷基醚基、芳基醚基、环氧烷氧基、环氧烷氧基取代芳基、或含烷氧基硅烷中的一个基团。该感光分子通过在萘环上引入杂环结构和特定的R2基团，可有效改善感光树脂组合物的图案分辨率，及与铜、硅等界面的粘附性，赋予感光分子多功能，简化树脂组合物配方。