3-mercapto-N-n-pentadecylpropionamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-mercapto-N-n-pentadecylpropionamide
• 英文别名: N-pentadecyl-3-sulfanylpropanamide
• 化学式: C₁₈H₃₇NOS
• 分子量: 315.564
• InChiKey: WWGKXEJBLKKTFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  30.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  正十五胺 在 4-二甲氨基吡啶 、 sodium hydroxide 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 3-mercapto-N-n-pentadecylpropionamide
  参考文献：
  名称：

  Control of Monolayer Assembly Structure by Hydrogen Bonding Rather Than by Adsorbate−Substrate Templating

  摘要：

  Stratified amide-containing self-assembled monolayers (SAMs) provide opportunities for investigating the fundamental dependence of supramolecular structure upon molecular constitution. We report a series of amide-containing alkanethiol SAMs (C-n-1AT/Au, n = 9, 11-16, 18) in which the hydrophobic overlayer thickness is systematically varied and the thickness of the polar region is held constant. The results from X-ray photoelectron spectroscopy, contact angle goniometry, reflective IR spectroscopy, and electrochemical measurements provide a consistent structural picture of the series. The amide underlayers in all the SAMs are well-ordered and extensively hydrogen bonded. However, the alkyl chains are disordered below n = 15. Comparison of the assembly structures shows that the chain length threshold for alkyl ordering is several methylenes higher than in n-alkanethiol SAMs. This indicates that alkyl chains adjacent to an amide underlayer are destabilized as compared to n-alkanethiols and that the amide underlayer destructively interferes with alkyl close packing as compared to the Au(lll)-sulfur template. However, the amide regions of the SAMs are all well-ordered, showing that the amide sublayer acts as a "template" that is independent of alkyl chain length. The amide region dominates over gold-sulfur epitaxy in establishing the structure of these assemblies, and the amide-alkyl boundary provides an example of a "rigid-elastic" buried organic interface. Implications of these studies for molecular control of bulk properties, lipid-linked protein structure and function, buried organic interfaces in other systems, rationally designed ordered multilayers, and hybrid supramolecular systems are discussed.

  DOI：

  10.1021/ja9901011

文献信息

• PATTERNING PROCESS
  申请人：Zu Lijun

  公开号：US20110226733A1

  公开（公告）日：2011-09-22

  A patterning process comprises (a) providing at least one substrate having at least one major surface; (b) providing at least one patterning composition comprising at least one functionalizing molecule that is a perfluoropolyether organosulfur compound; (c) applying the patterning composition to the major surface of the substrate in a manner so as to form at least one functionalized region and at least one unfunctionalized region of the major surface; and (d) etching at least a portion of the unfunctionalized region.

  一种图案化处理过程包括：(a)提供至少一个具有至少一个主表面的基板；(b)提供至少一种图案化组合物，其中包含至少一种功能化分子，该分子是一种全氟聚醚有机硫化合物；(c)以一种方式将图案化组合物应用于基板的主表面，以形成至少一个主表面的功能化区域和至少一个未功能化区域；(d)蚀刻至少部分未功能化区域。
• US8858813B2
  申请人：——

  公开号：US8858813B2

  公开（公告）日：2014-10-14
• Control of Monolayer Assembly Structure by Hydrogen Bonding Rather Than by Adsorbate−Substrate Templating
  作者：Robert S. Clegg、James E. Hutchison

  DOI：10.1021/ja9901011

  日期：1999.6.1

  Stratified amide-containing self-assembled monolayers (SAMs) provide opportunities for investigating the fundamental dependence of supramolecular structure upon molecular constitution. We report a series of amide-containing alkanethiol SAMs (C-n-1AT/Au, n = 9, 11-16, 18) in which the hydrophobic overlayer thickness is systematically varied and the thickness of the polar region is held constant. The results from X-ray photoelectron spectroscopy, contact angle goniometry, reflective IR spectroscopy, and electrochemical measurements provide a consistent structural picture of the series. The amide underlayers in all the SAMs are well-ordered and extensively hydrogen bonded. However, the alkyl chains are disordered below n = 15. Comparison of the assembly structures shows that the chain length threshold for alkyl ordering is several methylenes higher than in n-alkanethiol SAMs. This indicates that alkyl chains adjacent to an amide underlayer are destabilized as compared to n-alkanethiols and that the amide underlayer destructively interferes with alkyl close packing as compared to the Au(lll)-sulfur template. However, the amide regions of the SAMs are all well-ordered, showing that the amide sublayer acts as a "template" that is independent of alkyl chain length. The amide region dominates over gold-sulfur epitaxy in establishing the structure of these assemblies, and the amide-alkyl boundary provides an example of a "rigid-elastic" buried organic interface. Implications of these studies for molecular control of bulk properties, lipid-linked protein structure and function, buried organic interfaces in other systems, rationally designed ordered multilayers, and hybrid supramolecular systems are discussed.