2,4'-oxy-bis-phenyl isocyanate | 17022-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4'-oxy-bis-phenyl isocyanate
• 英文别名: (2-Isocyanato-phenyl)-(4-isocyanato-phenyl)-aether；2,4'-Oxy-bis-phenylisocyanat；2,4'-diisocyanatodiphenyl ether；1-Isocyanato-2-(4-isocyanatophenoxy)benzene
• CAS: 17022-11-6
• 化学式: C₁₄H₈N₂O₃
• 分子量: 252.229
• InChiKey: XKGIXRZNVQGALA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  光气 、 2-(4-氨基苯氧基)苯胺 生成 2,4'-oxy-bis-phenyl isocyanate
  参考文献：
  名称：

  Siefken, Justus Liebigs Annalen der Chemie, 1949, vol. 562, p. 75,1114

  摘要：

  DOI：

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。
• An isocyanurate composition formed by the trimerisation of an isocyanate group containing urethane of an aromatic polyisocyanate and a vinylidenecarbonyloxyalkanol and solutions, polymers and laminates obtained therefrom.
  申请人：ICI AMERICAS INC.

  公开号：EP0000659A1

  公开（公告）日：1979-02-07

  Esters of carboxy amino phenyl isocyanurates and vinylidene carbonyl oxy alkanols of the following formulae are prepared, and wherein R1 is hydrogen or an alkyl group containing from one to four carbon atoms, R2 is hydrogen, alkyl containing from 1 to 12 carbon atoms, or a chlorinated, brominated, orfluorinated alkyl group containing from 1 to 12 carbon atoms, R3 is hydrogen, alkyl containing from 1 to 12 carbon atoms, or a chlorinated, brominated, or fluorinated alkyl group containing from 1 to 12 carbon atoms, R4 is hydrogen, methyl or ethyl, and n is from one to four, with the proviso that R2 and R3 on adjacent carbon atoms are not both alkyl or chlorinated, brominated, or fluorinated alkyl. These unsaturated isocyanurates may be homopolymerized or copolymerized with ethylenically unsaturated compounds to form isocyanurate polymers having excellent physical properties at high temperatures.

  羧基氨基苯基异氰尿酸酯和亚乙烯基羰基氧烷醇的酯，其式如下 其中 R1 为氢或含有 1 至 4 个碳原子的烷基；R2 为氢或含有 1 至 12 个碳原子的烷基，或含有 1 至 12 个碳原子的氯化、溴化或氟化烷基；R3 为氢或含有 1 至 12 个碳原子的烷基、或含有 1 至 12 个碳原子的氯化、溴化或氟化烷基，R4 为氢、甲基或乙基，n 为 1 至 4，但相邻碳原子上的 R2 和 R3 不能同时为烷基或氯化、溴化或氟化烷基。这些不饱和异氰尿酸盐可与乙烯基不饱和化合物均聚或共聚，形成在高温下具有优异物理性能的异氰尿酸盐聚合物。
• Method of increasing the viscosity of a thermoset composition and shaped articles made from this composition
  申请人：ICI AMERICAS INC.

  公开号：EP0007779A1

  公开（公告）日：1980-02-06

  Dissolved or dispersed thermoset resins compositions comprising at least 10% by weight of a polymerizable material and up to 90% by weight of a solvent or a dispersion medium, the molecularweightofthe resins being by preference at least 500, may be thickened by the addition of a polyfunctional isocyanate and a trimerisation catalyst. The thickened compositions can be cured by a free radical catalyst and the application of heat and/or pressure. A variety of reinforced articles can be produced from the thickened compositions.

  溶解或分散的热固性树脂组合物由至少 10% 重量的可聚合材料和最多 90% 重量的溶剂或分散介质组成，树脂的分子量最好至少为 500，可通过添加多官能团异氰酸酯和三聚催化剂来增稠。通过自由基催化剂以及加热和/或加压，可使增稠的组合物固化。 用这种增稠组合物可以生产出各种增强制品。
• Suspensionen von Isocyanatoharnstoffen in Isocyanat-Präpolymeren, ein Verfahren zu ihrer Herstellung sowie ihre Verwendung bei der Herstellung von hochmolekularen Polyurethankunststoffen
  申请人：BAYER AG

  公开号：EP0013923A1

  公开（公告）日：1980-08-06

  Die vorliegende Erfindung betrifft bei Raumtemperatur flüssige oder pastenförmige oder durch Erwärmen auf maximal 80° C verflüssigbare Suspensionen von Isocyanatoharnstoffen auf Basis aromatischer Diisocyanate in Isocyanat-Präpolymeren auf Basis organischer Diisocyanate und organischer Polyhydroxylverbindungen des Molekulargewichtsbereichs 500 bis 8000; ein Verfahren zur Herstellung dieser Suspensionen, bei welchem man aromatische Diisocyanate mit Isocyanat-Präpolymeren der genannten Art vermischt und anschließend das Gemisch mit 0,4 bis 0,8 Mol Wasser pro Mol des aromatischen Diisocyanats oder einer entsprechenden Menge einer wasserabspaltenden Verbindung zur Reaktion bringt; sowie die Verwendung der Suspensionen als Isocyanatkomponente bei der Herstellung von Polyurethankunststoffen.

  本发明涉及以芳香族二异氰酸酯为基础的异氰酸酯在以有机二异氰酸酯和有机 多羟基化合物为基础的异氰酸酯预聚物中的悬浮液，其分子量范围在 500 至 8000 之间，在室温下呈液态或糊状，或可通过加热至最高 80°C 而液化；制备这些悬浮液的工艺，其中芳香族二异氰酸酯与上述类型的异氰酸酯预聚 物混合，然后每摩尔芳香族二异氰酸酯或相应量的分水化合物与 0.4 至 0.8 摩尔的水反应；以及在制备聚氨酯塑料时将悬浮液用作异氰酸酯组分。
• Flexible polyurethane foam
  申请人：BP Chemicals Limited

  公开号：EP0018814A1

  公开（公告）日：1980-11-12

  A novel flexible polyurethane foam has a substantial number of cells with an internal residual cell membrane surface greater than 60% and less than 90%. The novel foams have improved vibration damping characteristics.

  一种新型软质聚氨酯泡沫塑料具有大量内部残留细胞膜表面大于 60% 但小于 90% 的细胞。这种新型泡沫具有更好的减震特性。