5,6,5',6'-tetramethoxy-1,1'-spirobisindane-3,3'-dione | 111979-80-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,6,5',6'-tetramethoxy-1,1'-spirobisindane-3,3'-dione
• 英文别名: 5,6,5',6'-tetramethoxy-[1,1']spirobiindene-3,3'-dione；5,6,5',6'-Tetramethoxy-[1,1']spirobiinden-3,3'-dion；5,5',6,6'-tetramethoxy-3,3'-spirobi[2H-indene]-1,1'-dione
• CAS: 111979-80-7
• 化学式: C₂₁H₂₀O₆
• 分子量: 368.386
• InChiKey: NYBUPFFLOWRLSG-UHFFFAOYSA-N

物化性质

• 熔点：
  245-250 °C(Solvent: Acetic acid; Methanol)
• 沸点：
  592.1±50.0 °C(predicted)
• 密度：
  1.33±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,6,5',6'-tetramethoxy-1,1'-spirobisindane-3,3'-dione 在 双(三环己基膦)二氯化钯 、 calcium carbonate 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 2.0h， 生成 4-[4-[3-[4-(3-Hydroxy-3-methylbut-1-ynyl)phenyl]-5,5',6,6'-tetramethoxy-1,3'-spirobi[indene]-1'-yl]phenyl]-2-methylbut-3-yn-2-ol
  参考文献：
  名称：

  Spirocentric Compounds and Polymers Thereof

  摘要：

  本发明涉及新型功能化螺环化合物及其聚合物，可产生超刚性交联膜。

  公开号：

  US20190276454A1
• 作为产物：
  描述：

  邻苯二甲醚 在 硫酸 、 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 5,6,5',6'-tetramethoxy-1,1'-spirobisindane-3,3'-dione
  参考文献：
  名称：

  Spirocentric Compounds and Polymers Thereof

  摘要：

  本发明涉及新型功能化螺环化合物及其聚合物，可产生超刚性交联膜。

  公开号：

  US20190276454A1

文献信息

• Crystal Structures of 5,6,5′,6′-Tetramethoxy-1,1′-spirobisindane-3,3′-dione and two of its Fluorene Adducts
  作者：Mariolino Carta、James Raftery、Neil B. McKeown

  DOI：10.1007/s10870-010-9844-1

  日期：2011.2

  The structures of three spirobisindanes 1, 2a and 2b are reported. Each compound is a precursor to a Polymers of Intrinsic Microporosity (PIM) and is the component that provides the necessary site of contortion within the polymer. Of particular importance are the angles formed between the aromatic units around the spiro-centre as it may have direct relevance to the inefficiency of packing in the solid state packing, we think, induces microporosity in the final polymer. Compound 1 crystallized in the monoclinic P21/c space group with unit cell parameters a = 9.8000(5) Ǻ, b = 17.8710(9) Ǻ, c = 10.4100(5) Ǻ, β = 106.6280(10)°, V = 1746.92(15) A3, Z = 4, D = 1.401 Mg/m3. Compound 2a crystallized in the monoclinic P21/c space group with unit cell parameters a = 9.7460(13) Ǻ, b = 30.291(4) Ǻ, c = 8.6740(12) Ǻ, β = 97.111(3)°, 2541.0(6) A3, Z = 4, D = 1.319 Mg/m3. Compound 2b crystallized in the monoclinic P21/n space group with unit cell parameters a = 13.5670(9) Ǻ, b = 12.7930(8) Ǻ, c = 22.1960(14) Ǻ, β = 96.6630(10)°, V = 3826.4(4) A3, Z = 4, D = 1.265 Mg/m3. This paper describes the crystal structure of three spirobisindanes-based derivatives that serve as precursors Polymers of Intrinsic Microporosity and provide the important site of contortion within fused-ring structures.

  本文报道了三种螺双茚（sPIrobisindane）1、2a和2b的结构。每种化合物都是内在微孔聚合物（Polymers of Intrinsic Microporosity, PIM）的前体，并且是提供聚合物内所需扭曲位点的成分。特别重要的是在螺旋中心周围形成的芳香单元之间的角度，因为这可能直接影响固态包装中的无效堆积，我们认为这会在最终聚合物中诱导微孔性。化合物1在单斜晶系P21/c空间群中结晶，单元格参数为a = 9.8000(5) Å，b = 17.8710(9) Å，c = 10.4100(5) Å，β = 106.6280(10)°，V = 1746.92(15) ų，Z = 4，D = 1.401 Mg/m³。化合物2a在单斜晶系P21/c空间群中结晶，其单元格参数为a = 9.7460(13) Å，b = 30.291(4) Å，c = 8.6740(12) Å，β = 97.111(3)°，V = 2541.0(6) ų，Z = 4，D = 1.319 Mg/m³。化合物2b在单斜晶系P21/n空间群中结晶，单元格参数为a = 13.5670(9) Å，b = 12.7930(8) Å，c = 22.1960(14) Å，β = 96.6630(10)°，V = 3826.4(4) ų，Z = 4，D = 1.265 Mg/m³。本文描述了三种基于螺双茚衍生物的晶体结构，它们作为内在微孔聚合物的前体，并在融合环结构中提供重要的扭曲位点。
• Spirocentric compounds and polymers thereof
  申请人：Georgia Tech Research Corporation

  公开号：US10953369B2

  公开（公告）日：2021-03-23

  The present invention is directed to novel functionalized spirocentric compounds and polymers thereof that produce hyper-rigid cross-linked membranes.

  本发明涉及可产生超刚性交联膜的新型官能化螺环化合物及其聚合物。
• Novel Spirobisindanes for Use as Precursors to Polymers of Intrinsic Microporosity
  作者：Mariolino Carta、Kadhum J. Msayib、Peter M. Budd、Neil B. McKeown

  DOI：10.1021/ol800573m

  日期：2008.7.3

  The synthesis of novel spirobisindane-based monomers for the preparation of polymers of intrinsic microporosity (PIMs) with bulky, rigid substituents is described. Polymers derived from monomers containing spiro-linked fluorene substituents display enhanced solubility and microporosity due to additional frustration of packing in the solid state.
• 253. Some bis-1 : 1′-spiroindanes
  作者：Wilson Baker、H. L. Williams

  DOI：10.1039/jr9590001295

  日期：——
• [EN] SPIROCENTRIC COMPOUNDS AND POLYMERS THEREOF<br/>[FR] COMPOSÉS SPIROCENTRIQUES ET POLYMÈRES DE CEUX-CI
  申请人：EXXONMOBIL RES & ENG CO

  公开号：WO2019173646A1

  公开（公告）日：2019-09-12

  The present invention is directed to novel functionalized spirocentric compounds and polymers thereof that produce hyper-rigid cross-linked membranes.