1,3-adamantanedicarbonyl diisocyanate | 13595-21-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,3-adamantanedicarbonyl diisocyanate
• 英文别名: 1,3-diisocyanatoadamantane；adamantyl diisocyanate；Adamantylen-1,3-diisocyanat；1,3-Diisocyanato-adamantan
• CAS: 13595-21-6
• 化学式: C₁₂H₁₄N₂O₂
• 分子量: 218.255
• InChiKey: MLXLDKWQJYBKOH-UHFFFAOYSA-N

物化性质

• 沸点：
  302.0±25.0 °C(Predicted)
• 密度：
  1.2120 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  58.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-adamantanedicarbonyl diisocyanate 以 氘代二甲亚砜 、 甲苯 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Phosphate selective alkylenebisurea receptors: structure-binding relationship

  摘要：

  New host molecules for anions, adamantane, and alkyl urea derivatives substituted by naphthalene chromophores, were synthesized. Their binding with F-, Cl-, Br-, OAc-, HSO4-, NO3-, and H2PO4- was investigated by UV-vis, fluorescence and NMR spectroscopy. The anion binding ability of adamantyl bisurea derivatives was compared with the analogous host molecules, wherein the urea moieties are separated by flexible alkyl linkers of the same length, and adamantane monourea derivative. The host molecules show the highest selectivity toward F- and H2PO4-. The binding stoichiometry and the values of the association constants depend on the basicity of anions, availability of H-bonding sites, preorganization, and rigidity of the hosts, as well as solvent polarity and H-bonding availability. Rigid adamantane receptors, compared to flexible analogues show increased selectivity for H2PO4-, whereas binding of OAc- is better with flexible receptors. The binding of OAc- and H2PO4- was investigated by microcalorimetry. The stoichiometries and the stability constants of the corresponding complexes obtained by this method were in good agreement compared to those determined by UV-vis titrations. In both cases the enthalpic contribution to the overall complex stability was predominant. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.096
• 作为产物：
  描述：

  1,3-adamantanedicarbonyl azide 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 1,3-adamantanedicarbonyl diisocyanate
  参考文献：
  名称：

  金刚烷和金刚烷二异氰酸酯的制备

  摘要：

  摘要 通过用三光气处理相应的二胺，首次制备了二金刚烷的 1,6- 和 4,9-二异氰酸酯。此外，1,3-二异氰酸根合金刚烷是通过1,3-金刚烷二羧酸的双Curtius重排制备的。

  DOI：

  10.1080/00397910701865926

文献信息

• Isocyanates containing uretdione groups
  申请人：——

  公开号：US20040049028A1

  公开（公告）日：2004-03-11

  The invention relates to novel compounds containing uretdione groups, to a process for preparing them by dimerizing aliphatic and/or cycloaliphatic isocyanates containing exclusively secondary and/or tertiary isocyanate groups and also to the use of uretdione polyisocyanates obtainable by this process from diisocyanates containing exclusively secondary and/or tertiary isocyanate groups as a starting component for polyurethane polymers, in particular as an isocyanate component in the preparation of uretdione powder coating crosslinkers.

  该发明涉及包含脲二酮基团的新化合物，以及通过使仅含有次级和/或三级异氰酸酯基团的脂肪和/或环脂肪异氰酸酯二聚化来制备这些化合物的方法，还涉及通过这一方法从仅含有次级和/或三级异氰酸酯基团的二异氰酸酯获得的脲二酮聚异氰酸酯的用途，作为聚氨酯聚合物的起始组分，特别是作为脲二酮粉末涂料交联剂制备中的异氰酸酯组分。
• Self-Assembled Pentamers and Hexamers Linked through Quadruple-Hydrogen-Bonded 2-Ureido-4[1H]-Pyrimidinones
  作者：Henk M. Keizer、Juan J. González、Margarita Segura、Pilar Prados、Rint P. Sijbesma、E. W. Meijer、Javier de Mendoza

  DOI：10.1002/chem.200500329

  日期：2005.8.5

  The preorganization of bifunctional 2-ureido-4-pyrimidinones mediated by either 1,3-substituted adamantane or meta-substituted phenylene ring linkers leads to the preferred formation of stable pentameric (1)(5) and hexameric (2)(6) assemblies, respectively. Despite the high binding constant of the 2-ureido-4-pyrimidinone dimers and the highly preorganized structure of the monomer, the predominant formation

  由1,3-取代的金刚烷或间位取代的亚苯基环接头介导的双功能2-脲基4-嘧啶酮的预组织导致稳定的五聚体（1）（5）和六聚体（2）（6）组装体的优选形成， 分别。尽管2-ureido-4-pyrimidinone二聚体的结合常数高且单体的结构高度组织化，但溶液中循环（1）（5）和（2）（6）的主要形成仅在特定浓度下发生范围。
• Photophysical study of the aggregation of naphthyl-, anthryl- and pyrenyl-adamantanebisurea derivatives
  作者：Vesna Blažek、Kata Mlinarić-Majerski、Wenwu Qin、Nikola Basarić

  DOI：10.1016/j.jphotochem.2011.12.005

  日期：2012.2

  Adamantaneurea derivatives 1–13 were synthesized and their photophysical properties investigated. The compounds 1–13 are comprised of a rigid adamantane moiety, 1 or 2 urea groups and different chromophores, as well as methylene spacer between the adamantane and the urea and/or between the urea and the chromophores. Fluorescence quantum yields and singlet excited state lifetimes were measured in CH3CN

  Adamantaneurea衍生物1 - 13的合成和它们的光物理性质的影响。化合物1 - 13是由刚性的金刚烷部分的，1或2个脲基团和发色团的不同，以及金刚烷和脲之间和/或尿素和发色团之间的亚甲基间隔基。在CH 3 CN和DMSO中测量了荧光量子产率和单线激发态寿命。发现在金刚烷和尿素之间具有亚甲基间隔基的分子在CH 3 CN中聚集，而在DMSO中未观察到聚集。9-氨基蒽衍生物10的聚集趋势最高在两种溶剂中聚集的pyr衍生物13。由于脲之间的分子间氢键和芳族发色团的π，π堆积，可能发生聚集。芘13可能引起的准分子激光和分子间的聚集。
• ISOCYANATOSILANES WITH THIOURETHANE STRUCTURE
  申请人：Bayer MaterialScience AG

  公开号：US20150246936A1

  公开（公告）日：2015-09-03

  The invention relates to a method for producing compounds containing isocyanate and silane groups by reacting at least A) one monomeric diisocyanate containing aliphatically, cycloaliphatically, araliphatically and/or aromatically bonded isocyanate groups with B) a mercaptosilane, characterised in that component A) is reacted with component B) in an equivalent ratio of isocyanate groups to mercapto groups of at least 06:01 to at most 40:1. Furthermore, the invention relates to the products which can be obtained using the method according to the invention, and to a composition containing compounds that contain isocyanate and silane groups. Moreover, the invention relates to the use of the products which can be obtained using the method according to the invention and the composition according to the invention as starting components in the production of silane group-containing polyurethanes, cross-linkable binders, varnish, and raw materials for sealants or adhesives.

  本发明涉及一种通过将至少A）一种含有脂肪族、环脂族、芳基脂肪族和/或芳香基结合的异氰酸酯基团的单体二异氰酸酯与B）巯基硅烷反应来生产含有异氰酸酯和硅烷基团的化合物的方法，其特征在于A）组分与B）组分以等当比例的异氰酸酯基团与巯基团反应，比例范围为至少06:01到最多40:1。此外，本发明涉及使用本发明方法可获得的产品，以及含有含有异氰酸酯和硅烷基团的化合物的组合物。此外，本发明还涉及使用本发明方法和组合物所得产品作为含硅烷基的聚氨酯、可交联粘合剂、清漆和密封剂或粘合剂的原材料的用途。
• NOVEL CATALYSTS FOR THE SYNTHESIS OF OLIGOMERIC ISOCYANATES
  申请人：Covestro Intellectual Property GmbH & Co. KG

  公开号：US20200369694A1

  公开（公告）日：2020-11-26

  The present invention relates to innovative catalysts for producing oligomeric polyisocyanates. These catalysts comprise polyhedral silsesquioxanes to which cyclic phosphorus(III) or phosphorus(V) compounds have been coupled.

  本发明涉及用于生产寡聚异氰酸酯的创新催化剂。这些催化剂包括聚正方立方硅氧烷，其上偶联有环状三价磷或五价磷化合物。