5,5-二甲基-1,3-二(环氧乙烷基甲基)咪唑烷-2,4-二酮 | 15336-81-9

• 物质功能分类: 生物化工 - 生化试剂 - 树脂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 5,5-二甲基-1,3-二(环氧乙烷基甲基)咪唑烷-2,4-二酮
• 英文名称: N,N'-diglycidyl-5,5-dimethylhydantoin
• 英文别名: 1,3-diglycidyl-5,5-dimethylhydantoin；5,5-dimethyl-1,3-bis(oxiranylmethyl)imidazolidine-2,4-dione；5,5-dimethyl-1,3-bis(oxiran-2-ylmethyl)imidazolidine-2,4-dione
• CAS: 15336-81-9
• 化学式: C₁₁H₁₆N₂O₄
• 分子量: 240.259
• InChiKey: RZJKZTPKSRPUFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  382.97°C (rough estimate)
• 密度：
  1.2178 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  8
• 海关编码：
  2933990090
• 包装等级：
  III
• 危险品运输编号：
  UN 2922

制备方法与用途

简介

海因环氧树脂因其优异的粘结性、良好的热稳定性、耐水性和耐化学药品性以及电性能，广泛应用于航天航空、汽车、船舶及电子电气等工业领域。近年来，新型含磷、含氮和海因环氧树脂成为阻燃环氧树脂研究的热点。

产品特性

含磷环氧树脂虽然具有较高的阻燃效率，但其耐湿热性能较差。某些含磷阻燃剂易溶于水，制品使用后若被丢弃，可能导致环境污染。相比之下，含硅环氧树脂则表现出优良的耐热性和防潮性，并且具备较好的电气性能、粘合性和机械强度；然而，它的玻璃化转变温度较低，并与多数环氧树脂不相容。

海因环氧树脂作为一种新型阻燃环氧树脂，具有较高的热分解温度和显著的阻燃效果。目前，它已成为取代含溴环氧树脂的主要品种之一。

反应信息

• 作为反应物：
  描述：

  咪唑 、 5,5-二甲基-1,3-二(环氧乙烷基甲基)咪唑烷-2,4-二酮 生成 1,3-bis(2-hydroxy-3-imidazol-1-ylpropyl)-5,5-dimethylimidazolidine-2,4-dione
  参考文献：
  名称：

  TOPFL, ROSEMARIE

  摘要：

  DOI：
• 作为产物：
  描述：

  5,5-二甲基海因 、 alkaline earth salt of/the/ methylsulfuric acid 在 quaternary ammonium salt sodium hydroxide 作用下， 生成 5,5-二甲基-1,3-二(环氧乙烷基甲基)咪唑烷-2,4-二酮
  参考文献：
  名称：

  Fischer; Moller; Budnowski, Arzneimittel-Forschung/Drug Research, 1984, vol. 34, # 6, p. 663 - 668

  摘要：

  DOI：

文献信息

• ALKALI-DEVELOPABLE PHOTOSENSITIVE RESIN COMPOSITION AND BETA-DIKETONE COMPOUND
  申请人：Yamada Takashi

  公开号：US20100129753A1

  公开（公告）日：2010-05-27

  An alkali developable photosensitive resin composition contains (J) a photopolymerizable unsaturated compound having a structure resulting from the addition reaction of (B) a compound having a β-diketone moiety or a compound having a β-ketoester group to the (meth)acryloyl group of (A) a compound having at least two (meth)acryloyl groups and a hydroxyl group and subsequent esterification of the hydroxyl group of the resulting addition product with (C) a polybasic acid anhydride. The compound having a β-diketone moiety is preferably a novel β-diketone compound represented by general formula (I): wherein R 1 is a C1-C20 alkyl group; R 2 represents R 11 , OR 11 , COR 11 , SR 11 , CONR 12 R 13 , or CN; R 11 , R 12 , and R 13 are each hydrogen, a C1-C20 alkyl group, etc.; a is 0 to 3; and b is 0 to 4.

  一种可由碱显影的光敏树脂组合物，含有（J）一种光聚合不饱和化合物，该化合物的结构是由（B）含β-二酮基团或含β-酮酯基团的化合物与（A）含至少两个(甲基)丙烯酰基团和一个羟基的化合物中的(甲基)丙烯酰基团发生加成反应，并随后将所得加成产物的羟基与（C）多元酸酐进行酯化反应得到的。含β-二酮基团的化合物最好是表示为通用公式（I）的一种新型β-二酮化合物：其中R1是C1-C20烷基团；R2代表R11、OR11、COR11、SR11、CONR12R13或CN；R11、R12和R13分别是氢、C1-C20烷基团等；a是0到3；b是0到4。
• NOVEL COMPOUND, DYE AND COLORED PHOTOSENSITIVE COMPOSITION
  申请人：Maeda Yosuke

  公开号：US20130296455A1

  公开（公告）日：2013-11-07

  Disclosed are a dye that is excellent in solubility and heat-resistance, and a novel compound that is suitable for the dye, and specifically provides a yellow dye having a maximum absorption wavelength in the region of 420 to 470 nm. Also disclosed are a colored (alkali-developable) photosensitive composition and an optical filter using the dye, and specifically provides a color filter that does not decrease luminance and thus is preferable for an image display device such as a liquid crystal display panel. Specifically, disclosed are a novel compound represented by the following general formula (1), a dye using the compound, and a colored (alkali-developable) photosensitive composition and a color filter. The content of the above-mentioned general formula (1) is as described in the description.

  揭示了一种在溶解性和耐热性方面表现优异的染料，以及一种适用于该染料的新化合物，具体提供了在420至470纳米波长区域具有最大吸收波长的黄色染料。还公开了一种着色（碱可显影）光敏组合物和使用该染料的光学滤光片，具体提供了一种不降低亮度且适用于像液晶显示面板等图像显示设备的彩色滤光片。具体地，公开了以下通用公式（1）表示的新化合物，使用该化合物的染料，以及着色（碱可显影）光敏组合物和彩色滤光片。上述通用公式（1）的内容如描述中所述。
• OXIME ESTER COMPOUND AND PHOTOPOLYMERIZATION INITIATOR CONTAINING SAID COMPOUND
  申请人：ADEKA CORPORATION

  公开号：US20170166575A1

  公开（公告）日：2017-06-15

  The present invention provides oxime ester compounds represented by general formula (I), a photopolymerization initiator using said compound, and a photosensitive composition, alkali-developable photosensitive resin composition, and colored alkali-developable photosensitive resin composition containing same, and cured products thereof. The compounds of the present invention have excellent stability and low sublimability, and are useful as highly sensitive photopolymerization initiators that are activated by efficiently absorbing near ultraviolet light of 365 nm, etc. (I) (See the Specification for the definitions of R 1 -R 8 in the formula. n represents 0 or 1.)

  本发明提供了一种由通用式（I）表示的肟酯化合物，使用该化合物的光聚合引发剂，以及包含相同化合物的光敏组合物、可碱开发的光敏树脂组合物和着色的可碱开发的光敏树脂组合物及其固化产品。本发明的化合物具有优异的稳定性和低升华性，并且可作为高灵敏度的光聚合引发剂，通过高效吸收365纳米等近紫外光激活。（I）（有关R1-R8在式中的定义，请参见说明书。n代表0或1。）
• [EN] 1-IMIDAZOLYMETHYL-SUBSTITUTED-2-NAPHTOLS AND THEIR USE AS ACCELERATORS FOR LOW-TEMPERATURE CURING<br/>[FR] 1-IMIDAZOLYMETHYLE-SUBSTITUTE-2-NAPHTOLS ET LEUR UTILISATION EN TANT QU'ACCELERATEURS POUR UN DURCISSEMENT A FAIBLE TEMPERATURE
  申请人：HUNTSMAN ADV MAT SWITZERLAND

  公开号：WO2004092141A1

  公开（公告）日：2004-10-28

  Compounds of the general formulae (I) and (II): where R1, R2 and R3 each independently of one another are H; C1-17alkyl; C3-12cycloalkyl, optionally substituted by C1-4alkyl groups; C4-20cycloalkyl-alkyl, optionally substituted by C1-4alkyl groups; C6-10, aryl, optionally substituted by 1-3 C1-4alkyl groups, -CN, Hal, OH, or C1-10alkoxy; C7-15phenylalkyl, optionally substituted by 1-3 C1-­4alkyl groups; C3-12alkenyl; C3-12alkynyl; or aromatic or aliphatic C3-12acyl; R4, R5, R6, R7, R8, and R9 each independently of one another are H; C1-17alkyl; C3-12Ccycloalkyl, optionally substituted by C1-4alkyl groups; C4-­20cycloalkyl-alkyl, optionally substituted by C1-4alkyl groups; C6-10aryl, optionally substituted by 1-3 C1-4alkyl groups; C7-15phenylalkyl, optionally substituted by 1-3 C1-4alkyl groups; C3-17alkenyl; C3-12alkynyl; C1-12alkoxy; or OH; for formula (1) R is C1-12alkyl; C3-12cycloalkyl, optionally substituted by C1-4alkyl groups; C4-20cycloalkyl­alkyl, optionally substituted by C1-4alkyl groups; C6-10aryl, optionally substituted by 1-3 C1-4alkyl groups; C7­-15phenylalkyl, optionally substituted by 1-3 C1-4alkyl groups; C3-12alkenyl; or C3-12alkynyl; and for formula (II) n = 2 - 12; as accelerators in curable epoxy resin compositions which are used as a compression moulding compound, sinter powder, encapsulating system, or casting resin, or for producing prepregs and laminates having very good interlaminar shear strength values using the resin infusion method, wet layup method and injection methods, for producing components, especially components of large surface area.

  通式(I)和(II)的化合物：其中R1、R2和R3各自独立地为H；C1-17烷基；C3-12环烷基，可选地被C1-4烷基基团取代；C4-20环烷基-烷基，可选地被C1-4烷基基团取代；C6-10芳基，可选地被1-3个C1-4烷基基团，-CN，Hal，OH或C1-10烷氧基取代；C7-15苯基烷基，可选地被1-3个C1-4烷基基团取代；C3-12烯基；C3-12炔基；或芳香或脂肪C3-12酰基；R4、R5、R6、R7、R8和R9各自独立地为H；C1-17烷基；C3-12环烷基，可选地被C1-4烷基基团取代；C4-20环烷基-烷基，可选地被C1-4烷基基团取代；C6-10芳基，可选地被1-3个C1-4烷基基团取代；C7-15苯基烷基，可选地被1-3个C1-4烷基基团取代；C3-17烯基；C3-12炔基；C1-12烷氧基；或OH；对于式(1)，R为C1-12烷基；C3-12环烷基，可选地被C1-4烷基基团取代；C4-20环烷基烷基，可选地被C1-4烷基基团取代；C6-10芳基，可选地被1-3个C1-4烷基基团取代；C7-15苯基烷基，可选地被1-3个C1-4烷基基团取代；C3-12烯基；或C3-12炔基；对于式(II)，n = 2-12；作为可固化环氧树脂组合物的催化剂，该组合物用作压缩成型复合材料、烧结粉末、封装系统或浇注树脂，或用于使用树脂渗透法、湿层压法和注射法制备具有非常好的层间剪切强度值的预浸料和层压板，用于制造特别是大面积构件。
• NOVEL COMPOUND HAVING alpha-CYANOACRYLATE STRUCTURE, DYE, AND COLORED PHOTOSENSITIVE COMPOSITION
  申请人：Maeda Yosuke

  公开号：US20140005292A1

  公开（公告）日：2014-01-02

  A compound represented by the following general formula (1). In the formula, A represents a benzene ring, a naphthalene ring and the like, wherein these rings may be substituted with a halogen atom and the like, R 1 represents a hydrogen atom and the like, R 2 represents a C 1-35 hydrocarbon group having or not having at least one group selected from an epoxy group, 4-vinylphenyl group and a (meth)acryloyloxy group, or a hydrogen atom, wherein at least one of R 2 with n occurrences is a C 3-35 hydrocarbon group having at least one group selected from an epoxy group, a 4-vinylphenyl group and a (meth)acryloyloxy group, n represents an integer of 1 to 6, and X represents a nitrogen atom, an oxygen atom, a sulfur atom, a phosphorus atom, or an n-valent organic group having 35 or less carbon atoms.

  以下为通式（1）所代表的化合物。其中，A代表苯环、萘环等，这些环可能被卤素等取代，R1代表氢原子等，R2代表具有或不具有环氧基团、4-乙烯基苯基团和（甲基）丙烯酰氧基团中至少一种基团的C1-35碳氢基团或氢原子，其中R2中至少有一个出现n次的基团是具有至少一种环氧基团、4-乙烯基苯基团和（甲基）丙烯酰氧基团中的一种的C3-35碳氢基团，n表示1到6的整数，X表示氮原子、氧原子、硫原子、磷原子或具有35个或更少碳原子的n价有机基团。