2-methylamino-4-mexylamino-6-(4-mercaptophenyl)amino-1,3,5-triazine | 1402920-30-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 2-methylamino-4-mexylamino-6-(4-mercaptophenyl)amino-1,3,5-triazine
• 英文别名: 2-mexylamino-4-methylamino-6-(4-mercaptophenylamino)-1,3,5-triazine；2-(3,5-dimethylphenylamino)-4-methylamino-6-(4-mercaptophenylamino)-1,3,5-triazine；4-[[4-(3,5-Dimethylanilino)-6-(methylamino)-1,3,5-triazin-2-yl]amino]benzenethiol
• CAS: 1402920-30-2
• 化学式: C₁₈H₂₀N₆S
• 分子量: 352.463
• InChiKey: OCWMDZMSIDSZIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  75.8
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-methylamino-4-mexylamino-6-(4-mercaptophenyl)amino-1,3,5-triazine 在 Potassium hexacyanoferrate(III) 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.0h， 以71%的产率得到C₃₆H₃₈N₁₂S₂
  参考文献：
  名称：

  One ring to rule them all: effect of aryl substitution on glass-forming ability in mexylaminotriazine molecular glasses

  摘要：

  Mexylaminotriazines are an exciting new class of small molecules capable of forming glassy phases (molecular glasses) that have shown outstanding glass-forming properties and resistance to crystallization. The effect of the structure of the 'headgroup' at the 2-position of the triazine ring on glass-forming properties has been studied, but the role of the arylamino substituents is unclear, though it has been shown that one of the aryl groups can be substituted with other aryl groups without loss of glass-forming ability. Herein, a library of mexylaminotriazine derivatives with various arylamino and cycloalkylamino groups has been synthesized and characterized. It was found that glass-forming ability is tolerant to a wide range of substituents, with all the compounds reported being capable of forming glassy phases, and only one compound crystallizing upon heating. On the other hand, the structure of the ancillary group has a profound impact on the glass transition temperatures (T-g) of the compounds, with values ranging from 52 to 131 degrees C having been obtained. Several trends between substitution pattern and T-g were observed. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.103
• 作为产物：
  描述：

  1-氨基-3,5-二甲苯 在 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 生成 2-methylamino-4-mexylamino-6-(4-mercaptophenyl)amino-1,3,5-triazine
  参考文献：
  名称：

  One ring to rule them all: effect of aryl substitution on glass-forming ability in mexylaminotriazine molecular glasses

  摘要：

  Mexylaminotriazines are an exciting new class of small molecules capable of forming glassy phases (molecular glasses) that have shown outstanding glass-forming properties and resistance to crystallization. The effect of the structure of the 'headgroup' at the 2-position of the triazine ring on glass-forming properties has been studied, but the role of the arylamino substituents is unclear, though it has been shown that one of the aryl groups can be substituted with other aryl groups without loss of glass-forming ability. Herein, a library of mexylaminotriazine derivatives with various arylamino and cycloalkylamino groups has been synthesized and characterized. It was found that glass-forming ability is tolerant to a wide range of substituents, with all the compounds reported being capable of forming glassy phases, and only one compound crystallizing upon heating. On the other hand, the structure of the ancillary group has a profound impact on the glass transition temperatures (T-g) of the compounds, with values ranging from 52 to 131 degrees C having been obtained. Several trends between substitution pattern and T-g were observed. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.103

文献信息

• MOLECULAR GLASSES WITH FUNCTIONALIZABLE GROUPS
  申请人：Minister of National Defence Her Majesty the Queen in right of Canada as represented by the

  公开号：US20140005370A1

  公开（公告）日：2014-01-02

  Disclosed herein is a compound having Formula I: or a salt thereof, in which R 1 , R 2 and R 3 are as defined herein. Also disclosed are processes to prepare compounds of Formula I and use of compounds of Formula I to prepare stable glassy phases.

  本文披露了具有化学式I的化合物：或其盐，其中R1、R2和R3如本文所定义。还披露了制备化合物I的方法以及利用化合物I制备稳定玻璃相的用途。
• Synthesis, characterization and photovoltaic performance of novel glass-forming perylenediimide derivatives
  作者：Tham Adhikari、Zahra Ghoshouni Rahami、Jean-Michel Nunzi、Olivier Lebel

  DOI：10.1016/j.orgel.2016.04.025

  日期：2016.7

  Novel glass-forming perylene-3,4,9,10-tetracarboxylic diimide (PDI) derivatives were synthesized from 1,7-dibromoperylene-3,4,9,10-tetracarboxylic diimides by nucleophilic substitution with a glass-forming mexylaminotriazine unit, characterized, and their performance as electron acceptors in bulk heterojunction photovoltaic cells with P3HT as donor were studied. Imide groups (octyl and 2,6-diisopropylphenyl)

  由1,7-二溴per-3,4,9,10-四羧酸二亚胺通过形成玻璃的甲基氨基三嗪单元进行亲核取代，合成了新型的玻璃形成per 3,4,9,10-四羧酸二酰亚胺（PDI）衍生物，表征，并研究了它们在以P3HT为供体的体异质结光伏电池中作为电子受体的性能。使用酰亚胺基团（辛基和2,6-二异丙基苯基）和托架取代基（溴或吡咯烷基）来研究空间和电子学对器件性能的影响。使用循环伏安法测定材料的HOMO和LUMO水平。使用原子力显微镜和X射线衍射研究了与P3HT混合的薄膜中分子的形态和堆积行为，在所有四种情况下，PDI衍生物均保持在非晶态，而共混物中的P3HT部分结晶。该器件的光电性能介于0.2％至0.6％之间，而海湾取代基对器件性能的影响可忽略不计，但从庞大的2,6-二异丙基苯基酰亚胺基团切换为线性辛基链可将器件效率提高36％，电流密度减少66％，填充系数减少16％。装有这些PDI玻璃的设备所观察到的性能可与带有晶体PDI受体的设备相媲美。
• Molecular Glasses With Functionalizable Groups
  申请人：Her Majesty the Queen in Right of Canada as represented by the Minister of National Defence

  公开号：US20150232433A1

  公开（公告）日：2015-08-20

  Disclosed herein is a compound having Formula I: or a salt thereof, in which R 1 , R 2 and R 3 are as defined herein. Also disclosed are processes to prepare compounds of Formula I and use of Formula I to prepare stable glassy phases.

  本文公开了一种具有I式的化合物：或其盐，其中R1、R2和R3的定义如本文所述。还公开了制备I式化合物的方法和使用I式化合物制备稳定玻璃相的用途。
• US9346768B2
  申请人：——

  公开号：US9346768B2

  公开（公告）日：2016-05-24
• US9328076B2
  申请人：——

  公开号：US9328076B2

  公开（公告）日：2016-05-03