N,N'-dihexylhexamethylenediamine | 7136-55-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-dihexylhexamethylenediamine
• 英文别名: N,N'-dihexyl-1,6-hexanediamine；N,N'-dihexyl-hexane-1,6-diamine；1,6-Bis-hexylamino-hexan；N,N'-dihexylhexane-1,6-diamine
• CAS: 7136-55-2
• 化学式: C₁₈H₄₀N₂
• 分子量: 284.529
• InChiKey: LMDPWIHTNHJNCL-UHFFFAOYSA-N

物化性质

• 熔点：
  57-58 °C
• 沸点：
  157-158 °C(Press: 2 Torr)
• 密度：
  0.828±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-dihexylhexamethylenediamine 在 氧化亚氮 作用下， 生成 N-[hexyl-[6-(hexylamino)hexyl]amino]-N-hydroxynitrous amide
  参考文献：
  名称：

  More Lipophilic Dialkyldiamine-Based Diazeniumdiolates:  Synthesis, Characterization, and Application in Preparing Thromboresistant Nitric Oxide Release Polymeric Coatings

  摘要：

  The synthesis, characterization, and biomedical application in preparing more thromboresistant polymeric coatings for a series of lipophilic dialkyldiamine-based diazeniumdiolates are described. Dialkylhexamethylenediamine diazeniumdiolates of the form RN[N(O)NO](-)-(CH2)(6)(NH2R)-R-divided by, where R = CH3, CH2CH3, (CH2)(2)CH3, (CH2)(3)CH3, (CH2)(4)CH3, (CH2)(5)CH3, and (CH2)(11)CH3, are prepared via reaction of the corresponding diamine with NO. The more lipophilic diazeniumdiolates [e.g., R = (CH2)(3)CH3] can be incorporated into hydrophobic polymeric films (e.g., plasticized PVC), and the resulting materials release NO for extended periods of time upon exposure to PBS buffer. The mechanism of NO release from these films is examined in detail. More stable initial NO release can be achieved by adding lipophilic anionic species (e.g., tetraphenylborate derivative) to the polymeric material to buffer the activity of protons within the organic phase. It is shown that the use of these new lipophilic NO-donors in polymers provides the ability to tailor NO release rates for a variety of medical applications. As an example, polymers doped with N,N'-dibutylhexamethylenediamine diazeniumdiolate and a tetraphenylborate derivative are employed as coatings for vascular grafts in sheep. The NO release grafts exhibited enhanced performance and had an average 95% thrombus-free surface area compared to 42% for the corresponding control grafts when examined after 21d of implantation.

  DOI：

  10.1021/jm030286t
• 作为产物：
  描述：

  己二酰氯 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 19.0h， 生成 N,N'-dihexylhexamethylenediamine
  参考文献：
  名称：

  二烷基二胺的双二氮烯二醇盐：母体二胺的一氧化氮负载量增加。

  摘要：

  [反应：请参阅文本]一系列对称的基于双二烷基二胺的二氮杂二烯二醇鎓盐RN [N（O）NO（-）Na（+）]（CH（2））（x）（）N [据报道，N（O）NO（-）Na（+）] R'。制备形式为RN [N（O）NO]（-）（CH（2））（x）（）NH（2）（+）R'的烷基>（CH（2））（ 4）CH（3）先前已显示出缺乏稳定性。相反，当将这些相同的二胺在碱性介质中与NO反应时，可以容易地形成这种亲脂性物质的钠稳定的双二氮烯二醇盐。相对于每摩尔原始二胺，所得化合物释放出4摩尔NO。这种方法能够合成比以前更多的亲脂性NO供体。

  DOI：

  10.1021/ol050541z

文献信息

• Makrocyclische und acyclische neutrale Ionophore. Einfluss des Ringschlusses auf die Kationenselektivität
  作者：René Bissig、Ernö Pretsch、Werner E. Morf、Wilhelm Simon

  DOI：10.1002/hlca.19780610503

  日期：1978.7.12

  Macrocyclic and noncyclic neutral ionophores. Effect of the macrocyclic ring on the ion selectivity

  大环和非环中性离子载体。大环对离子选择性的影响
• Weiche Polyamide und ihre Verwendung
  申请人：BAYER AG

  公开号：EP0444288A1

  公开（公告）日：1991-09-04

  Die Erfindung betrifft amorphe, weiche Polyamide mit Elastomercharakter und mit einer Glastemperatur von weniger als + 10° C auf Basis von Dimerfettsäuren und speziellen disekundären Diaminen, die Herstellung wie auch die Verwendung dieser elastomeren Polyamide als Kautschuk, Weichmacher bzw. insbesondere Schlagzähmodifikatoren für Thermoplaste oder als Weichsegmente zum Aufbau thermoplastischer Elastomerer und Additive für andere Zwecke.

  本发明涉及以二聚体脂肪酸和特殊二元二胺为基础的无定形软质聚酰胺，这种聚酰胺具有弹性体特性，玻璃化温度低于 + 10°C，本发明还涉及这些弹性聚酰胺的生产和用途，如用作热塑性塑料的橡胶、增塑剂或特别是冲击改性剂，或用作制造热塑性弹性体的软段和其他用途的添加剂。
• Syntheses based on thiophene aldehydes Communication 3. Some diamines of the thiophene series and their reductive desulfurization
  作者：Ya. L. Gol'dfarb、B. P. Fabrichnyi、V. I. Rogovik

  DOI：10.1007/bf00845948

  日期：1966.4
• BIO-BASED NON-ISOCYANATE POLY(URETHANE-AMIDE) THERMOPLASTIC POLYMERS
  申请人：CLEMSON UNIVERSITY RESEARCH FOUNDATION

  公开号：US20220017696A1

  公开（公告）日：2022-01-20

  Disclosed are bio-based poly(urethane amide) polymers and methods for forming the polymers. The bio-based polymers can be synthesized through a ring opening reaction between bio-based cyclocarbonated polymers that include aromatic and/or cyclic functionality within the polymer and oligomeric polyamides. The cyclocarbonated polymers can be based on bio-based polyols, e.g., lignin or lignin-based polyols, and/or other aromatic or cyclic bio-based polyols. The oligomeric polyamides can be formed by reaction of one or more diamines, which can include bio-based diamines, and one or more dicarboxylic acids, which can include bio-based dicarboxylic acids.
• US5126429A
  申请人：——

  公开号：US5126429A

  公开（公告）日：1992-06-30