1,1'-Pentamethylendicyclohexanol | 39545-52-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1'-Pentamethylendicyclohexanol
• 英文别名: 1,5-Bis-(1-hydroxy-cyclohexyl)-pentan；1,1'-pentanediyl-bis-cyclohexanol；1,1'-Pentandiyl-bis-cyclohexanol；1-[5-(1-Hydroxycyclohexyl)pentyl]cyclohexan-1-ol
• CAS: 39545-52-3
• 化学式: C₁₇H₃₂O₂
• 分子量: 268.44
• InChiKey: BIDNSUDUDWRIPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  环己酮 、 bromo-[5-(bromomagnesio)pentyl]magnesium 生成 1,1'-Pentamethylendicyclohexanol
  参考文献：
  名称：

  PREPARATION AND DEHYDRATION OF DI-(1-HYDROXYCYCLOALKYL)-ALKANES

  摘要：

  不可用

  DOI：

  10.1139/v61-142

文献信息

• PROCESS FOR PRODUCING EPOXY COMPOUND, EPOXY RESIN COMPOSITION AND USE THEREOF, ULTRAVIOLET-CURABLE CAN COATING COMPOSITION, AND PROCESS FOR PRODUCING COATED METAL CAN
  申请人：DAICEL CHEMICAL INDUSTRIES, Ltd.

  公开号：EP1389615A1

  公开（公告）日：2004-02-18

  The invention I provides a method of producing an alicyclic epoxy compound having a specific structure, which comprises epoxidizing an alicyclic olefin compound having a specific structure by using an aliphatic percarboxylic acid having low water content. The alicyclic epoxy compound is useful for use in coatings, inks, adhesives, sealants, encapsulants, stabilizers or the like. The invention II provides an epoxy resin composition containing the alicyclic epoxy compound as a main component, and a photosemiconductor device comprising a photosemiconductor element encapsulated with the epoxy resin composition. The epoxy resin composition can be cured by heating, thereby obtaining a cured product having excellent moisture and heat resistance and transparency. The invention III provides: an ultraviolet rays-curable can-coating composition containing the alicyclic epoxy compound as a main component, which can be cured by ultraviolet irradiation, and can form a coating film having excellent film performances such as processability, adhesion, hardness and scratch resistance, particularly film appearance and retort resistance; and a process of producing a coated metal can using the composition.

  本发明一提供了一种生产具有特定结构的脂环族环氧化合物的方法，该方法包括使用含水量低的脂肪族过羧酸对具有特定结构的脂环族烯烃化合物进行环氧化。脂环族环氧化合物可用于涂料、油墨、粘合剂、密封剂、封装剂、稳定剂等。 本发明二提供了一种含有脂环族环氧化合物作为主要成分的环氧树脂组合物，以及一种光电半导体器件，该器件包括用环氧树脂组合物封装的光电半导体元件。环氧树脂组合物可以通过加热固化，从而获得具有优异的耐湿性、耐热性和透明度的固化产品。 本发明III提供了：一种紫外线固化罐涂层组合物，该组合物以脂环族环氧化合物为主要成分，可通过紫外线照射固化，并可形成具有优异涂膜性能（如加工性、附着力、硬度和抗划伤性）的涂膜，特别是涂膜外观和耐蒸煮性；以及一种使用该组合物生产涂层金属罐的工艺。
• HIGH-PURITY ALICYCLIC EPOXY COMPOUND, PROCESS FOR PRODUCING THE SAME, CURABLE EPOXY RESIN COMPOSITION, CURED ARTICLE THEREOF, AND USE
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP1726588A1

  公开（公告）日：2006-11-29

  The present invention provides a high-purity alicyclic epoxy compound in which an alicyclic olefin compound is epoxidized with an aliphatic percarboxylic acid having substantially no water followed by the removal of a solvent to produce an alicyclic epoxy compound represented by the general formula (I) that is in turn subjected to purification by distillation to thereby the high-purity alicyclic epoxy compound wherein the concentration of high-molecular-weight components having an elution time shorter than that of the alicyclic epoxy compound in detection by a GPC analysis is 5.5% or less in terms of the area ratio, the concentration of impurities having a retention time shorter than that of the alicyclic epoxy compound in detection by a GC analysis is 19.5% or less in terms of the area ratio, the concentration of reactive intermediates is 4.5% or less in terms of the area ratio, and a color hue (APHA) is 60 or less; a process of efficiently producing the same by the use of a low-toxicity solvent; a curable resin composition using the same; a cured product; and applications.

  本发明提供了一种高纯度脂环族环氧化合物，其中脂环族烯烃化合物与基本上不含水分的脂族过羧酸发生环氧化反应，然后除去溶剂，生成通式(I)代表的脂环族环氧化合物。 其中，在 GPC 分析中，洗脱时间短于脂环族环氧化合物洗脱时间的高分子量组分的浓度（以面积比计）为 5.5% 或以下；在 GC 分析中，保留时间短于脂环族环氧化合物保留时间的杂质的浓度（以面积比计）为 19.5%或更低，反应性中间体的浓度为 4.5%或更低，色调（APHA）为 60 或更低；通过使用低毒性溶剂高效生产上述物质的工艺；使用上述物质的可固化树脂组合物；固化产品；以及应用。
• HIGH-PURITY ALICYCLIC DIEPOXY COMPOUND AND PROCESS FOR PRODUCING THE SAME
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP1834949A1

  公开（公告）日：2007-09-19

  A high-purity cycloaliphatic diepoxy compound of General Formula (II) is an epoxidized product of a cycloaliphatic diolefinic compound of General Formula (I) having an isomer content as detected in gas chromatography (GC) of 15% or less: wherein X represents a bivalent group selected from the group consisting of, for example, O, S, -SO-, -SO2-, -CH2-, and -C(CH3)2-; and R1 to R18 may be the same as or different from each other and each represent hydrogen atom, a halogen atom, a hydrocarbon group which may contain oxygen atom or a halogen atom, or an alkoxy group which may be substituted. Such a high-purity cycloaliphatic diepoxy compound is prepared by producing the cycloaliphatic diolefinic compound through distillation, epoxidizing the compound with an aliphatic percarboxylic acid containing substantially no water, carrying out desolvation, and further purifying the epoxidized compound through distillation.

  通式（II）的高纯度环脂族二环氧化合物是通式（I）的环脂族二烯烃化合物的环氧化产物，其气相色谱法（GC）检测到的异构体含量不超过 15%： 其中 X 代表选自例如 O、S、-SO-、-SO2-、-CH2- 和-C(CH3)2- 所组成的组的二价基团；R1 至 R18 可以彼此相同或不同，并且各自代表氢原子、卤素原子、可能含有氧原子或卤素原子的烃基或可能被取代的烷氧基。这种高纯度环脂族二环氧化合物的制备方法是：通过蒸馏生产环脂族二烯烃化合物，用基本上不含水的脂肪族过羧酸环氧化该化合物，进行脱溶剂，并通过蒸馏进一步纯化环氧化化合物。
• PROCESS FOR PRODUCTION OF CYCLIC OLEFINS
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP2014634A1

  公开（公告）日：2009-01-14

  Disclosed is a method for producing a cyclic olefin compound having two or more cyclohexene rings per molecule via intramolecular dehydration of an alicyclic alcohol having two or more hydroxylated cyclohexane rings per molecule. The method includes the step (i) of heating the alicyclic alcohol at a temperature of 130°C to 230°C and a pressure greater than 20 Torr in an organic solvent in the presence of a dehydration catalyst, to carry out dehydration of the alicyclic alcohol while distilling off by-product water, which dehydration catalyst is liquid or soluble in a liquid reaction mixture under the reaction conditions; and the subsequent step (ii) of heating the resulting reaction mixture at a temperature of 50°C to 220°C and a pressure of 200 Torr or less to recover the cyclic olefin compound as a distillate. According to the method, side reactions such as isomerization are suppressed, and high-purity cyclic olefin compounds with less impurities can be simply and efficiently obtained in high yields.

  本发明公开了一种通过对分子内具有两个或两个以上羟化环己烷环的脂环族醇进行分子内脱水来生产每分子具有两个或两个以上环己烯环的环烯烃化合物的方法。该方法包括步骤(i)：在脱水催化剂存在下，在有机溶剂中以 130°C 至 230°C 的温度和大于 20 托的压力加热脂环醇，使脂环醇脱水，同时蒸馏出副产品水，在反应条件下，脱水催化剂为液态或可溶于液态反应混合物中；随后的步骤(ii)是在温度 50°C 至 220°C 和压力 200 托或更低的条件下加热生成的反应混合物，以回收作为蒸馏物的环烯烃化合物。根据该方法，可抑制异构化等副反应，简单高效地获得杂质较少的高纯度环烯烃化合物，产率高。
• Process for producing epoxy compound, epoxy resin composition and use thereof, ultraviolet-curable can coating composition, and process for producing coated metal can§
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP2031006A1

  公开（公告）日：2009-03-04

  The invention relates to a liquid epoxy resin composition containing an alicyclic epoxy compound of formula I as a main component. It also relates to a photosemiconductor device comprising a photosemiconductor element encapsulated with the epoxy resin composition. The epoxy resin composition can be cured by heating, thereby obtaining a cured product having excellent moisture and heat resistance and transparency.

  本发明涉及一种液体环氧树脂组合物，其中含有式 I 的脂环族环氧化合物 作为主要成分。 本发明还涉及一种光电半导体器件，该器件包括用环氧树脂组合物封装的光电半导体元件。 该环氧树脂组合物可通过加热固化，从而获得具有优异的耐湿性、耐热性和透明度的固化产品。