1,3-diadamantylimidazolium acetate | 1225462-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-diadamantylimidazolium acetate
• 英文别名: 1,3-Bis(1-adamantyl)imidazol-1-ium;acetate；1,3-bis(1-adamantyl)imidazol-1-ium;acetate
• CAS: 1225462-86-1
• 化学式: C₂H₃O₂*C₂₃H₃₃N₂
• 分子量: 396.573
• InChiKey: QTLSUYLOVFUGGS-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  48.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N'-bis(1-adamantyl)-1,4-diazabutadiene 、 聚合甲醛 、 溶剂黄146 以 水 为溶剂， 反应 0.42h， 生成 1,3-diadamantylimidazolium acetate
  参考文献：
  名称：

  易于获取的不对称不饱和2,6-二异丙基苯基N-杂环碳烯配体。在对映选择性催化中的应用

  摘要：

  一种新的多组分程序被用于合成（a）手性庞大的不对称不饱和2,6-二异丙基苯基N-杂环卡宾（NHC）前驱体，具有优异的选择性（高达95％）和良好的收率。这种方法提供了获得新的手性NHC配体的途径，这些配体已成功应用于铜催化的不对称烯丙基烷基化和铜催化的不对称硼化中。

  DOI：

  10.1021/acs.joc.6b02888

文献信息

• ISOCYANATE TRIMERISATION CATALYST SYSTEM, A PRECURSOR FORMULATION, A PROCESS FOR TRIMERISING ISOCYANATES, RIGID POLYISOCYANURATE/POLYURETHANE FOAMS MADE THEREFROM, AND A PROCESS FOR MAKING SUCH FOAMS
  申请人：Athey Phillip

  公开号：US20110201709A1

  公开（公告）日：2011-08-18

  The instant invention provides an isocyanate trimerisation catalyst system, a precursor formulation, a process for trimerising isocyanates, rigid foams made therefrom, and a process for making such foams. The trimerisation catalyst system comprises: (a) an imidazolium or imidazolinium cation; and (b) an isocyanate-trimer inducing anion; wherein said trimerisation catalyst system has a trimerisation activation temperature in the range of equal to or less than 73° C. The precursor formulation comprises: (1) at least 25 percent by weight of polyol, based on the weight of the precursor formulation; (2) less than 15 percent by weight of a trimerisation catalyst system, based on the weight of the precursor formulation, comprising; (a) an imidazolium or imidazolinium cation; and (c) an isocyanate-trimer inducing anion; wherein said trimerisation catalyst system has a trimerisation activation temperature in the range of equal to or less than 73° C.; and (3) optionally one or more surfactants, one or more flame retardants, water, one or more antioxidants, one or more auxiliary blowing agents, one or more urethane catalysts, one or more auxiliary trimerisation catalysts, or combinations thereof. The process for trimerisation of isocyanates comprises the steps of: (1) providing one or more monomers selected from the group consisting of an isocyanate, a diisocyanate, a triisocyanatetriisocyanate, oligomeric isocyanate, a salt of any thereof, and a mixture of any thereof; (2) providing a trimerisation catalyst system comprising; (a) an imidazolium or imidazolinium cation; and (b) an isocyanate-trimer inducing anion; (c) wherein said trimerisation catalyst system has a trimerisation activation temperature in the range of equal to or less than 73° C.; (3) trimerising said one or more monomers in the presence of said trimerisation catalyst; (4) thereby forming an isocyanurate trimer. The process for making the PIR foam comprises the steps of: (1) providing one or more monomers selected from the group consisting of an isocyanate, a diisocyanate, a triisocyanatetriisocyanate, oligomeric isocyanate, a salt of any thereof, and a mixture any thereof; (2) providing polyol; (3) providing a trimerisation catalyst system comprising; (a) an imidazolium or imidazolinium cation; and (b) an isocyanate-timer inducing anion; wherein said trimerisation catalyst system has a trimerisation activation temperature in the range of equal to or less than 73° C.; and (4) optionally providing one or more surfactants, one or more flame retardants, water, one or more antioxidants, one or more auxiliary blowing agents, one or more urethane catalysts, one or more auxiliary trimerisation catalysts, or combinations thereof; (5) contacting said one or more monomers, and said polyol, and optionally said one or more surfactants, and optionally said one or more flame retardants, and optionally said water, and optionally said one or more antioxidants, and optionally said one or more auxiliary blowing agents in the presence of said trimerisation catalyst system and optionally said one or more urethane catalysts, and optionally said one or more auxiliary trimerisation catalysts; (6) thereby forming said polyisocyanurate/polyurethane rigid foam. The PIR foam comprises the reaction product of one or more monomers selected from the group consisting of an isocyanate, a diisocyanate, a triisocyanatetriisocyanate, oligomeric isocyanate, a salt of any thereof, and a mixture any thereof with polyol in the presence of a trimerisation catalyst system comprising an imidazolium or imidazolinium cation, and an isocyanate-trimer inducing anion, and optionally one or more surfactants, optionally one or more flame retardants, optionally water, optionally one or more antioxidants, optionally one or more auxiliary blowing agents, optionally one or more additional urethane catalysts, and optionally one or more auxiliary trimerisation catalysts, or optionally combinations thereof, wherein the trimerisation catalyst system has a trimerisation activation temperature in the range of equal to or less than 73° C. The PIR foam comprises the reaction product of one or more monomers selected from the group consisting of an isocyanate, a diisocyanate, a triisocyanatetriisocyanate, oligomeric isocyanate, a salt of any thereof, and a mixture any thereof with polyol in the presence of a trimerisation catalyst system comprising an imidazolium or imidazolinium cation, and an isocyanate-trimer inducing anion, and optionally one or more surfactants, optionally one or more flame retardants, optionally water, optionally one or more antioxidants, optionally one or more auxiliary blowing agents, optionally one or more additional polyurethane catalysts, and optionally one or more auxiliary trimerisation catalysts, or optionally combinations thereof, wherein the PIR foam has a polyisocyanurate trimer ratio (Abs 1410 /Abs 1595 ) of at least 5 at a depth of 12 mm from the rising surface of the rigid foam, measured via ATR-FTIR spectroscopy.

  该发明提供了一种异氰酸酯三聚催化剂系统、前体配方、异氰酸酯三聚化过程、由此制成的硬质泡沫以及制备此类泡沫的方法。该三聚化催化剂系统包括：(a)咪唑或咪唑啉阳离子；以及(b)异氰酸酯三聚诱导阴离子；其中所述的三聚化催化剂系统具有等于或小于73℃的三聚化活化温度。前体配方包括：(1)聚醚醇，其重量占前体配方重量的至少25%；(2)三聚化催化剂系统，其重量占前体配方重量的15%以下，包括：(a)咪唑或咪唑啉阳离子；(b)异氰酸酯三聚诱导阴离子；其中所述的三聚化催化剂系统具有等于或小于73℃的三聚化活化温度；以及(3)可选的一个或多个表面活性剂、一个或多个阻燃剂、水、一个或多个抗氧化剂、一个或多个辅助发泡剂、一个或多个脲催化剂、一个或多个辅助三聚化催化剂或其组合。异氰酸酯三聚化过程包括以下步骤：(1)提供一种或多种单体，所述单体选自群组中的异氰酸酯、二异氰酸酯、三异氰酸酯三异氰酸酯、寡聚异氰酸酯、任何其中的盐以及任何其中的混合物；(2)提供三聚化催化剂系统，包括：(a)咪唑或咪唑啉阳离子；以及(b)异氰酸酯三聚诱导阴离子；其中所述的三聚化催化剂系统具有等于或小于73℃的三聚化活化温度；(3)在所述三聚化催化剂的存在下，三聚化所述的一种或多种单体；(4)从而形成异氰酸酯三聚体。制备PIR泡沫的方法包括以下步骤：(1)提供一种或多种单体，所述单体选自群组中的异氰酸酯、二异氰酸酯、三异氰酸酯三异氰酸酯、寡聚异氰酸酯、任何其中的盐以及任何其中的混合物；(2)提供聚醚醇；(3)提供三聚化催化剂系统，包括：(a)咪唑或咪唑啉阳离子；以及(b)异氰酸酯三聚诱导阴离子；其中所述的三聚化催化剂系统具有等于或小于73℃的三聚化活化温度；以及(4)可选地提供一个或多个表面活性剂、一个或多个阻燃剂、水、一个或多个抗氧化剂、一个或多个辅助发泡剂、一个或多个脲催化剂、一个或多个辅助三聚化催化剂或其组合；(5)在所述三聚化催化剂系统和可选的一个或多个脲催化剂以及可选的一个或多个辅助三聚化催化剂的存在下，将所述的一种或多种单体、所述的聚醚醇、可选的一个或多个表面活性剂、可选的一个或多个阻燃剂、可选的水、可选的一个或多个抗氧化剂以及可选的一个或多个辅助发泡剂接触；(6)从而形成所述的聚异氰酸酯/聚氨酯硬质泡沫。PIR泡沫是由异氰酸酯、二异氰酸酯、三异氰酸酯三异氰酸酯、寡聚异氰酸酯、任何其中的盐以及任何其中的混合物和聚醚醇在咪唑或咪唑啉阳离子和异氰酸酯三聚诱导阴离子以及可选的一个或多个表面活性剂、可选的一个或多个阻燃剂、可选的水、可选的一个或多个抗氧化剂、可选的一个或多个辅助发泡剂、可选的一个或多个额外脲催化剂以及可选的一个或多个辅助三聚化催化剂或其组合的存在下的反应产物，其中所述的三聚化催化剂系统具有等于或小于73℃的三聚化活化温度。PIR泡沫在距硬质泡沫上升表面12mm处通过ATR-FTIR光谱测量具有聚异氰酸酯三聚体比值(Abs1410/Abs1595)至少为5。
• Multicomponent Synthesis of Unsymmetrical Unsaturated N-Heterocyclic Carbene Precursors and Their Related Transition-Metal Complexes
  作者：Pierre Queval、Claire Jahier、Mathieu Rouen、Isabelle Artur、Jean-Christophe Legeay、Laura Falivene、Loic Toupet、Christophe Crévisy、Luigi Cavallo、Olivier Baslé、Marc Mauduit

  DOI：10.1002/anie.201308873

  日期：2013.12.23

  selectivity (up to 93 %) to a wide range of (a)chiral unsymmetrical 1‐aryl‐3‐cycloalkyl‐imidazolium salts is disclosed. Electronic and steric properties of the corresponding unsymmetrical unsaturated N‐heterocyclic carbene (U2‐NHC) ligands were evaluated and evidenced strong electron donor ability, high steric discrimination, and modular steric demand.

  公开了一种低成本，模块化且易于扩展的多组分方法，可提供高收率和优异的选择性（高达93％），可用于广泛的（a）手性不对称1-芳基-3-环烷基-咪唑鎓盐。对相应的不对称不饱和N-杂环卡宾（U 2 -NHC）配体的电子和空间特性进行了评估，并证明了其强大的电子给体能力，高空间辨别力和模块化空间需求。
• Polyisocyanate polyaddition polyol manufacturing process using stabilizers
  申请人：DOW GLOBAL TECHNOLOGIES LLC

  公开号：US10017599B2

  公开（公告）日：2018-07-10

  PIPA polyols are made by reacting a low equivalent weight polyol with a polyisocyanate in the presence of a stabilizer. Low amounts, if any, of water are present. Useful stabilizers include functionalized linear or branched polyethers having at least one polyether segment having a molecular weight of 200 to 8000, wherein the functionalized polyether is terminated at one end with one or more isocyanate groups or with one or more isocyanate-reactive groups linked to the polyether through one or more urea and/or urethane groups, and further wherein all or a portion of such functionalized polyether contains one or more biuret, isocyanurate, urea or allophonate groups.

  PIPA 多元醇是通过低当量多元醇与多异氰酸酯在稳定剂存在的情况下发生反应而制成的。水的含量很低（如果有的话）。有用的稳定剂包括具有至少一个分子量为 200-8000 的聚醚段的官能化线性或支化聚醚，其中官能化聚醚的一端以一个或多个异氰酸酯基团或通过一个或多个脲和/或氨基甲酸酯基团与聚醚相连的一个或多个异氰酸酯反应基团为端基，此外，这种官能化聚醚的全部或部分含有一个或多个双缩氨基脲酸酯、异氰尿酸酯、脲或异膦酸酯基团。
• Process for making urethane-isocyanurates
  申请人：Dow Global Technologies LLC

  公开号：US10294391B2

  公开（公告）日：2019-05-21

  A method for exposing a substrate to water under superatmospheric pressure at a temperature of at least 70° C. includes (a) applying a reaction mixture to a substrate, which reaction mixture has an isocyanate index of at least 10 and includes an aromatic polyisocyanate component, a polyol component having a polyol with a hydroxyl equivalent weight of at least 500, and a catalyst component having an isocyanate trimerization catalyst, and at least partially curing the reaction mixture to form a polyisocyanurate or polyurethane-isocyanurate polymer having a glass transition temperature of at least 80° C., and (b) exposing the substrate and the polyisocyanurate or polyurethane-isocyanurate polymer to water under superatmospheric pressure at a temperature of at least 70° C.

  一种在温度至少为 70 摄氏度的超大气压下将基质暴露于水中的方法，包括包括 (a) 将反应混合物施加到基底上，该反应混合物的异氰酸酯指数至少为 10，并包括芳香族多异氰酸酯组分、羟基当量重量至少为 500 的多元醇组分和具有异氰酸酯三聚催化剂的催化剂组分，以及至少部分固化该反应混合物以形成玻璃化转变温度至少为 80 摄氏度的聚异氰脲酸酯或聚氨酯-异氰脲酸酯聚合物；以及 (b) 将基底和该聚异氰脲酸酯或聚氨酯-异氰脲酸酯聚合物暴露于水、(b) 将基底和聚异氰脲酸酯或聚氨酯-异氰尿酸酯聚合物暴露于温度至少为 70 摄氏度的超大气压下的水中。
• PROCESS FOR MAKING URETHANE-ISOCYANURATES
  申请人：Dow Global Technologies LLC

  公开号：EP2978789A1

  公开（公告）日：2016-02-03