POSS-十二苯基 | 18923-59-6

• 物质功能分类: 有机原料 - 有机硅化合物
• 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: POSS-十二苯基
• 英文名称: Heptacyclo(11.11.1.13,9.15,21.17,19.111,17.115,23)dodecasiloxane, 1,3,5,7,9,11,13,15,17,19,21,23-dodecaphenyl-
• 英文别名: 1,3,5,7,9,11,13,15,17,19,21,23-dodecakis-phenyl-2,4,6,8,10,12,14,16,18,20,22,24,25,26,27,28,29,30-octadecaoxa-1,3,5,7,9,11,13,15,17,19,21,23-dodecasilaheptacyclo[11.11.1.13,9.15,21.17,19.111,17.115,23]triacontane
• CAS: 18923-59-6
• 化学式: C₇₂H₆₀O₁₈Si₁₂
• 分子量: 1550.28
• InChiKey: ZDJQTJDLPJRVLU-UHFFFAOYSA-N

物化性质

• 熔点：
  >350 °C(lit.)
• 稳定性/保质期：
  按规定使用不会分解，避免接触氧化剂和潮湿环境。

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  102
• 可旋转键数：
  12
• 环数：
  20.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  166
• 氢给体数：
  0
• 氢受体数：
  18

安全信息

• WGK Germany：
  3

制备方法与用途

简介

十二苯基POSS是一种杂化分子，其核心为无机倍半硅氧烷，在笼角处附着有机苯基。

应用

POSS-十二苯基可以用作塑料的成孔剂和橡胶的纳米增强剂。此外，它也被用于改善含氟聚合物的激光标记效果。

反应信息

• 作为反应物：
  描述：

  POSS-十二苯基 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 、 乙酸乙酯 为溶剂， 200.0 ℃ 、3.45 MPa 条件下， 以93%的产率得到
  参考文献：
  名称：

  New polyhedral oligosilsesquioxanes via the catalytic hydrogenation of aryl-containing silsesquioxanes

  摘要：

  DOI：

  10.1016/0022-328x(89)85041-7
• 作为产物：
  描述：

  三羟基-苯基硅烷 在 1,4-butanediamine 作用下， 以 丙酮 为溶剂， 反应 48.0h， 生成 氢基-POSS 、 POSS-十二苯基
  参考文献：
  名称：

  Higher Polyhedral Silsesquioxane (POSS) Cage by Amine-catalyzed Condensation of Silanols and Related Siloxanes

  摘要：

  胺催化的硅烷醇（1a 和 1b）与相关硅氧烷（1c-1f）的缩合以中等产率提供多面体低聚倍半硅氧烷（POSS）（2a、2e、3f、4a、4f 和 5f）。尽管苯基、邻甲基苯基（o-MePh）和乙烯基（Vi）取代的硅烷醇（1a和1b）和硅氧烷（1c-1f）产生了可分离的笼状化合物混合物，但胺催化剂显示出更高的笼状形成选择性。

  DOI：

  10.1246/cl.2007.792

文献信息

• Nucleophilic Attack of R-lithium at Tetrahedral Silicon in Alkoxysilanes. An Alternate Mechanism
  作者：Joseph C. Furgal、Richard M. Laine

  DOI：10.1246/bcsj.20160039

  日期：2016.6.15

  The currently accepted mechanism for nucleophilic attack at silicon in tetraalkoxysilanes, e.g. Si(OEt)4 is suggested to involve formation of penta- and then hexacoordinated intermediates as suppor...

  目前公认的对四烷氧基硅烷中硅的亲核攻击机制，例如 Si(OEt)4 建议涉及形成五配位中间体，然后六配位中间体作为支持...
• Higher Polyhedral Silsesquioxane (POSS) Cage by Amine-catalyzed Condensation of Silanols and Related Siloxanes
  作者：Yoshiteru Kawakami、Kazuo Yamaguchi、Tsutomu Yokozawa、Takanori Serizawa、Minoru Hasegawa、Yoshio Kabe

  DOI：10.1246/cl.2007.792

  日期：2007.6.5

  Amine-catalyzed condensation of silanols (1a and 1b) and related siloxanes (1c–1f) provided polyhedral oligomeric silsesquioxane (POSS) (2a, 2e, 3f, 4a, 4f, and 5f) in moderate yields. Although phenyl, o-methylphenyl (o-MePh) and vinyl (Vi) substituted silanols (1a and 1b) and siloxanes (1c–1f) gave a separable mixture of cage compounds, amine catalyst showed the selectivity of higher cage formation.

  胺催化的硅烷醇（1a 和 1b）与相关硅氧烷（1c-1f）的缩合以中等产率提供多面体低聚倍半硅氧烷（POSS）（2a、2e、3f、4a、4f 和 5f）。尽管苯基、邻甲基苯基（o-MePh）和乙烯基（Vi）取代的硅烷醇（1a和1b）和硅氧烷（1c-1f）产生了可分离的笼状化合物混合物，但胺催化剂显示出更高的笼状形成选择性。
• D _5h [PhSiO_1.5]₁₀ synthesis via F⁻ catalyzed rearrangement of [PhSiO_1.5]_n. An experimental/computational analysis of likely reaction pathways
  作者：Joseph C. Furgal、Theodore Goodson III、Richard M. Laine

  DOI：10.1039/c5dt04182a

  日期：——

  Fluoride catalyzed rearrangement of PhSiO_1.5 favoring [PhSiO_1.5]₁₀.

  氟催化的苯基硅氧烷重排反应偏向于[PhSiO_1.5]₁₀。
• Synthetic application of silicates/silanolates and their hydrolyzed polysilanol siloxanes for polyhedral oligomeric silsesquioxanes (POSSs)
  作者：Yoshiteru Kawakami、Hirofumi Seino、Kazushi Ohtaki、Yoshio Kabe

  DOI：10.1002/hc.21373

  日期：2017.5

  Several types of silicate and their hydrolyzed polysilanols were applied to the synthesis of polyhedral oligomeric silsesquioxanes (POSSs). Silicate cubic octasilicate [Si8O20](8-) 5 was silylated with trimethylchlorosilane to yield the incompletely trimethylsilylated cubic octasilicate [Si8O20](SiMe3)(7)H 1b bearing one silanol in addition to the totally trimethylsilylated derivative [Si8O20](SiMe3)(8) 1a. Further silylation of the monosilanol 1b with dimethylchlorosilane and ,-hydridochlorooctamethyltetrasiloxane resulted in the formation of POSSs 1c,d, which have hydrosilyl groups as elongated siloxane side chain. Attempts to generate an amino-substituted POSS via chloromethyldimethylsilylation of silicate 5 followed by reaction with amine as well as lithium amide failed. Amino-substitution was accomplished via the use of amine as a catalyst for the capping reaction of incompletely condensed trisilanol 10b with -aminopropyltrimethoxysilane affording mono amino-functionalized POSSs 2b,c in moderate yields. Another group of silanolates 7-9 was hydrolyzed with AcOH or HCl to give the corresponding cyclic polysilanol siloxanes 11a-c, respectively. Amine-catalyzed condensation of several of these polysilanol siloxanes 11a-c resulted in the formation of POSSs in high yields depending on the structure of substrates.
• New polyhedral oligosilsesquioxanes via the catalytic hydrogenation of aryl-containing silsesquioxanes
  作者：Frank J. Feher、Theodore A. Budzichowski

  DOI：10.1016/0022-328x(89)85041-7

  日期：1989.9