6-哌啶-1-基-1,3,5-三嗪-2,4-二胺 | 5606-32-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 6-哌啶-1-基-1,3,5-三嗪-2,4-二胺
• 英文名称: 6-piperidino-[1,3,5]-triazine-2,4-diamine
• 英文别名: 2,4-diamino-6-piperidino-1,3,5-triazine；6-piperidin-1-yl-[1,3,5]triazine-2,4-diamine；6-piperidino-[1,3,5]triazine-2,4-diyldiamine；6-Piperidino-[1,3,5]triazin-2,4-diyldiamin；4,6-diamino-2-piperidino-1,3,5-triazine；6-(Piperidin-1-yl)-1,3,5-triazine-2,4-diamine；6-piperidin-1-yl-1,3,5-triazine-2,4-diamine
• CAS: 5606-32-6
• 化学式: C₈H₁₄N₆
• 分子量: 194.239
• InChiKey: JHEVYCHGBRFPEO-UHFFFAOYSA-N

物化性质

• 熔点：
  222.2-223.6 °C
• 沸点：
  472.2±28.0 °C(Predicted)
• 密度：
  1.331±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  94
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-哌啶-1-基-1,3,5-三嗪-2,4-二胺 、 异氰酸苯酯 以 neat (no solvent) 为溶剂， 反应 0.58h， 以98%的产率得到1-(4-amino-6-piperidino-[1,3,5]-triazin-2-yl)-3-phenylurea
  参考文献：
  名称：

  Microwave-assisted selective and efficient synthesis of 1,3,5-triazinyl mono and bisureas

  摘要：

  An efficient and sustainable microwave-assisted approach for the one-step preparation of a wide range of 1,3,5-triazinyl mono- and bisureas has been developed, combining solvent-free conditions and microwave irradiation. In these conditions the very unreactive amino groups of 1,3,5-triazine-2,4-diamines successfully react with phenylisocyanate to yield selectively mono and bisureas.This protocol resulted in the shortest reaction times reported so far and is generally applicable for the preparation of these valuable heterocyclic systems. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.043
• 作为产物：
  描述：

  1-吡啶甲酯 、 二聚氰胺 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 以88%的产率得到6-哌啶-1-基-1,3,5-三嗪-2,4-二胺
  参考文献：
  名称：

  Green synthesis and self-association of 2,4-diamino-1,3,5-triazine derivatives

  摘要：

  2,4-二氨基-1,3,5-三嗪是通过在微波照射下将二氰胺与腈类反应制备的，这种方法可以被视为一种绿色程序，因为在合成和纯化过程中减少了溶剂的使用，反应时间短且过程简单。通过NMR光谱在溶液中确认了其结构。可变温度实验用于计算关于氨基-三嗪键旋转的活化自由能。三种2,4-二氨基-6-R-1,3,5-三嗪衍生物（3a: R=苯基, 3i: R=1-哌啶基和3g: R=1-苯基吡唑-3-基）的晶体结构已通过X射线分析确定。N–H⋯N相互作用因结构的不同而变化，导致从伪蜂窝网络到波纹玫瑰层的变化。

  DOI：

  10.1039/b315956f

文献信息

• CYANOETHYLMELAMINE DERIVATIVES AND PROCESS FOR PRODUCING THE SAME
  申请人：NISSAN CHEMICAL INDUSTRIES, LIMITED

  公开号：EP0945446A1

  公开（公告）日：1999-09-29

  The present invention relates to a cyanoethylmelamine derivatives of the formula I: wherein 1 to 5 of the substituents X' to X6 represent a cyanoethyl group and at least one remaining group represents a C1-20 alkyl group, a C2-20 alkenyl group (said alkyl or alkenyl group may optionally have an alicyclic group or a phenyl group in its structure), a C5-6 cycloalkyl group or a phenyl group, or two of the substituent groups bonded to the same nitrogen atom together may form an alkylene chain having 2 to 7 carbon atoms, and the remaining substituent or substituents represents a hydrogen atom}. The production of cyanoethylmelamine derivatives can be obtained at high yield by reacting N-substituted melamine derivatives with acrylonitrile or reacting mono- or di-halogeno-N-substituted triazine derivative with aminopropionitrile. The compounds of the formula (I) are useful compounds as intermediates for fine chemicals such as agricultural chemicals, medicines, dye stuffs, paints, etc. and as crosslinking intermediates for resins.

  本发明涉及一种公式I的氰乙基三聚氰胺衍生物：其中取代基X'至X6中的1至5个代表氰乙基基团，至少一个剩余基团代表C1-20烷基基团，C2-20烯基基团（该烷基或烯基基团的结构中可能含有环烷基或苯基），C5-6环烷基基团或苯基，或两个结合到同一氮原子的取代基团可共同形成具有2至7个碳原子的烷基链，其余的取代基或取代基团代表氢原子}。通过将N-取代三聚氰胺衍生物与丙烯腈反应或将单取代或双卤代N-取代三嗪衍生物与氨基丙腈反应，可以高产率地获得氰乙基三聚氰胺衍生物。公式（I）的化合物是作为农药、药物、染料、涂料等精细化学品的中间体以及树脂的交联中间体的有用化合物。
• Self-extinguishing polymeric compositions
  申请人：MINISTERO DELL' UNIVERSITA' E DELLA RICERCA SCIENTIFICA E TECNOLOGICA

  公开号：EP0451807A2

  公开（公告）日：1991-10-16

  Described are self-extinguishing polymeric compositions comprising: a) from 90 to 40 parts by weight of thermoplastic polymer, or of polymer having elastomeric properties; b) from 10 to 60 parts by weight of one or more derivatives of 2,4,6-triamino-1,3,5-triazine which derivatives are salified and have the general formula (I): wherein the radicals R and R₁ to R₅ are as defined in claim 1. Optionally, said polymeric compositions may also comprise minor quantities of ammonium phosphates and/or amine phosphates.

  所述自熄灭聚合物组合物包括 a) 90 至 40 份（按重量计）热塑性聚合物或具有弹性特性的聚合物； b) 10 至 60 份（按重量计）2,4,6-三氨基-1,3,5-三嗪的一种或多种衍生物，这些衍生物经过盐析，具有通式 (I)： 其中 基 R 和 R₁ 至 R₅ 如权利要求 1 所定义。 可选地，所述聚合物组合物还可包含少量磷化铵和/或磷化胺。
• EPOXY/ACID ANHYDRIDE COMPOSITION
  申请人：NISSAN CHEMICAL INDUSTRIES, LIMITED

  公开号：EP0834523A1

  公开（公告）日：1998-04-08

  (Object) It is to provide an epoxy/acid anhydride composition comprising an epoxy compound and an acid anhydride serving as a curing agent wherein a substituted triazine of a specific structure is employed as a curing accelerator to thereby impart a long pot life, a high storage stability and good working characteristics to the composition and cause no defect such as bubbling or cracking in the cured resin. (Constitution of the invention) An epoxy/acid anhydride composition characterized by containing, as a curing accelerator, a substituted triazine of the formula [] (wherein X is an amino group, C1-18 monoalkylamino group, di C1-18 alkylamino group, morpholino group, piperidino group, methyl group or phenyl group; R1 and R2 independently each represent C1-12 alkyl group, C1-12 hydroxyalkyl group, C4-8 cycloalkyl group, C5-9 cycloalkylmethyl group or C5-9 methylcycloalkyl group) in an epoxy/acid anhydride composition in which an epoxy compound and an acid anhydride-curing agent are contained, and an epoxy/acid anhydride resin composition prepared by thermosetting the epoxy/acid anhydride composition.

  目的 提供一种环氧/酸酐组合物，该组合物由环氧化合物和用作固化剂的酸酐组成，其中使用了特定结构的取代三嗪作为固化促进剂，从而使该组合物具有较长的固化寿命、较高的储存稳定性和良好的工作特性，并且不会导致固化树脂出现气泡或开裂等缺陷。 (本发明的结构） 一种环氧树脂/酸酐组合物，其特征在于含有式[]的取代三嗪作为固化促进剂。 (其中 X 是氨基、C1-18 单烷基氨基、二 C1-18 烷基氨基、吗啉基、哌啶基、甲基或苯基；R1 和 R2 各自独立地代表环氧化合物和酸酐固化剂的环氧/酸酐组合物中的 C1-12 烷基、C1-12 羟基烷基、C4-8 环烷基、C5-9 环烷基甲基或 C5-9 甲基环烷基），以及通过热固化该环氧/酸酐组合物制备的环氧/酸酐树脂组合物。
• NOVEL AMINO RESIN COMPOSITIONS
  申请人：NISSAN CHEMICAL INDUSTRIES, LIMITED

  公开号：EP0852241A1

  公开（公告）日：1998-07-08

  The present invention relates to a novel amino resin composition produced by reacting one of or a mixture of more than two triazine derivatives of Formula [I]: [wherein, R1, R2, R3, R4, R5 and R6 each represent an independent substituent, and one to five substituents thereof represent a C1-20 alkyl group, a C2-20 alkenyl group (the alkyl group or alkenyl group may optionally have an alicyclic structure or phenyl group, and in a case that two of the alkyl groups or of the alkenyl group are attached to the same nitrogen atom, they may form, together with the nitrogen atom, a 3- to 8-membered heterocyclic ring containing nitrogen atom), or a phenyl group, and the remaining substituent or substituents represent a hydrogen atom] with formaldehyde; a novel amino composition produced by reacting a mixture of one of or a mixture of more than two of said triazine derivatives and melamine or urea with formaldehyde; and an amino composition comprising a novel amino composition produced by reacting a mixture of one of or a mixture of more than two triazine derivatives with formaldehyde and a melamine-formaldehyde resin and a melamine/urea-formaldehyde resin or a urea-formaldehyde resin. The amino resin compositions of the present invention toughness and post-formability and have heat resistance, high hardness and excellent gloss which are inherent in melamine resins, so that they are usable for laminated sheets, decorative sheets, molding compounds, and so on. Further, the compositions can be improved also in solubility in organic solvents and liphophilicity by selecting substituents, and therefore are usable in the fields of coatings, adhesives to wood difficult to be bonded.

  本发明涉及一种新型氨基树脂组合物，该组合物是由以下一种或两种以上三嗪衍生物的混合物反应制得的 式[I]： [其中，R1、R2、R3、R4、R5和R6各自代表一个独立的取代基，其一至五个取代基分别代表C1-20烷基、C2-20烯基（烷基或烯基可选择具有脂环结构或苯基）、在两个烷基或烯基连接到同一个氮原子上的情况下，它们可与氮原子一起形成一个含氮原子的 3 至 8 元杂环），或一个苯基，其余的一个或多个取代基代表氢原子]与甲醛反应；一种新型氨基组合物，由上述三嗪衍生物中的一种或两种以上三嗪衍生物与三聚氰胺或尿素的混合物与甲醛反应制得；以及一种氨基组合物，包括由三嗪衍生物中的一种或两种以上三嗪衍生物与甲醛的混合物与三聚氰胺-甲醛树脂和三聚氰胺/尿素-甲醛树脂或尿素-甲醛树脂反应制得的新型氨基组合物。 本发明的氨基树脂组合物具有三聚氰胺树脂所固有的韧性和后成型性、耐热性、高硬度和优异的光泽度，因此可用于层压板、装饰板、模塑化合物等。此外，通过选择取代基，还可提高组合物在有机溶剂中的溶解性和亲油性，因此可用于涂料、难粘合木材的粘合剂等领域。
• METHODS FOR MODIFYING 1,3,5-TRIAZINE DERIVATIVES
  申请人：NISSAN CHEMICAL INDUSTRIES, LIMITED

  公开号：EP0882720A1

  公开（公告）日：1998-12-09

  A method for modifying 1,3,5-triazine derivatives characterized by reacting a 1,3,5-triazine derivative having at least one amino or monosubstituted amino group on any of the ring carbon atoms with an alcohol by heating in the presence of a metallic catalyst and hydrogen to thereby introduce an alkyl or alkenyl group into each amino or monosubstituted amino group; another method for modifying 1,3,5-triazine derivatives characterized by reacting a 1,3,5-triazine derivative having at least one amino or monosubstituted amino group on any of the ring carbon atoms with a dihydric alcohol by heating in the presence of a metallic catalyst and hydrogen to thereby introduce a hydroxylated alkyl group into each amino or monosubstituted amino group; and 1,3,5-triazine derivatives obtained by the methods. The various modified substituted 1,3,5-triazine derivatives thus produced are generally obtained as a mixture. These derivatives can be isolated as high-purity compounds by a general separation method for organic compounds, and the compounds are usable in the various applications mentioned in the specification. According to applications (for example, use as modifier additives, in particular a flame-retardant and a plasticizer for resins), the reaction mixture can be used as it is without being separated. Many of the substituted triazine derivatives obtained have been relatively difficult to synthesize or expensive. Since many of the derivatives are interesting with respect to their physical properties, e.g., solubility in water and in various organic solvents, high-temp. stability, melting point, boiling point, and basicity, they are thought to have a wider range of applications than conventional ones.

  一种改性 1，3，5-三嗪衍生物的方法，其特征在于在金属催化剂和氢的存在下，通过加热使任一环碳原子上具有至少一个氨基或单取代氨基的 1，3，5-三嗪衍生物与醇反应，从而在每个氨基或单取代氨基中引入一个烷基或烯基；另一种改性 1,3,5-三嗪衍生物的方法，其特征在于在金属催化剂和氢气存在下，使任一环碳原子上具有至少一个氨基或单取代氨基的 1,3,5-三嗪衍生物与二元醇反应，从而在每个氨基或单取代氨基中引入羟基烷基；以及通过上述方法获得的 1,3,5-三嗪衍生物。这样制得的各种改性取代的 1,3,5-三嗪衍生物通常以混合物的形式获得。这些衍生物可作为高纯度化合物通过有机化合物的一般分离方法分离出来，这些化合物可用于说明书中提到的各种应用中。根据用途（例如用作改性添加剂，特别是阻燃剂和树脂增塑剂），反应混合物可以不经分离直接使用。所获得的许多取代三嗪衍生物都比较难以合成或价格昂贵。由于许多衍生物在物理性质（如在水和各种有机溶剂中的溶解性、高温稳定性、熔点、沸点和碱性）方面都很有趣，因此它们被认为比传统的衍生物具有更广泛的用途。