4-amino-1-tetradecylpyridinium bromide | 1269259-44-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-amino-1-tetradecylpyridinium bromide
• 英文别名: 1-Tetradecylpyridin-1-ium-4-amine;bromide；1-tetradecylpyridin-1-ium-4-amine;bromide
• CAS: 1269259-44-0
• 化学式: Br*C₁₉H₃₅N₂
• 分子量: 371.404
• InChiKey: YPFGMLWKEVDJIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  29.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三缩四乙二醇 、 4-amino-1-tetradecylpyridinium bromide 在 sodium hydroxide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以70.5%的产率得到
  参考文献：
  名称：

  New amphiphilic pyridinium ionic liquids for demulsification of water Arabic heavy crude oil emulsions

  摘要：

  Recently ionic liquids (ILs) have been approved recognition as environmentally safe chemicals in a wide variety of applications including petroleum industry. In the present work, new amphiphilic pyridinium Es were synthesized via the reaction of 4-amino pyridine with 1-bromotetradecane to form quatemized amino pyridinium bromide followed by ethoxylation of the amino group to form ethoxylate amino pyridinium bromide IL (QEP). Finally, QEP was quaternized using triflouroacetic acid to produce diquaternized pyridinium bromide IL (DQEP). The surface activities of the prepared pyridinium Is were determined in their aqueous solutions to confirm the amphiphilicity of QEP and DQEP ILs. Zeta potential measurements were also carried out to verify the positive charges on the IL colloids in their aqueous solutions. Relative solubility number values of QEP and DQEP ILs were measured to show the higher hydrophobicity of DQEP than QEP. The prepared lLs were applied as demulsifiers for water in petroleum crude oil (W/O) emulsions having different compositions. The demulsification mechanism of QEP and DQEP ILs were investigated using optical microscope, interfacial tension (IFT), RSN measurements and ILs/asphaltene interactions. The presence of QEP and DQEP was reduced the IFT to confirm their abilities on interaction with the asphaltene layer at interface to successfully dehydrate W/O emulsions. The demulsification efficiencies of QEP and DQEP reached 100% for W/O emulsion (50/50 vol%) and (30/70 and 10/90 vol%), respectively to confirm the ability of these pyridinium ILs to be applied as demulsifiers for crude oil emulsions. (C) 2020 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2020.113407
• 作为产物：
  描述：

  4-氨基吡啶 、 溴代十四烷 以 丙酮 为溶剂， 反应 12.0h， 以74%的产率得到4-amino-1-tetradecylpyridinium bromide
  参考文献：
  名称：

  Synthesis, characterization and antimicrobial activity of 4-amino-1-alkyl pyridinium salts

  摘要：

  A series of 4-amino-1-alkyl pyridinium bromide salts (1-10) were synthesized and antimicrobial activity was evaluated by disc diffusion as well as broth macro-dilution method. 4-Amino-1-hexadecylpyridinium bromide (10) which showed good inhibition against Candida albicans and C. glabrata also displayed good germ tube inhibition against C. albicans. Compound 8 shows very low haemolytic activity against human red blood cells. Compound 10 exhibits excellent antibacterial activity against Escherichia coli and Staphylococcus aureus. Inhibition of phospholipase enzyme secretion was also observed against compound 8 to find the possible mode of action.

  DOI：

  10.1007/s00044-011-9578-4

文献信息

• Synthesis, characterization and antimicrobial activity of 4-amino-1-alkyl pyridinium salts
  作者：A. Ilangovan、P. Venkatesan、M. Sundararaman、R. Rajesh Kumar

  DOI：10.1007/s00044-011-9578-4

  日期：2012.6

  A series of 4-amino-1-alkyl pyridinium bromide salts (1-10) were synthesized and antimicrobial activity was evaluated by disc diffusion as well as broth macro-dilution method. 4-Amino-1-hexadecylpyridinium bromide (10) which showed good inhibition against Candida albicans and C. glabrata also displayed good germ tube inhibition against C. albicans. Compound 8 shows very low haemolytic activity against human red blood cells. Compound 10 exhibits excellent antibacterial activity against Escherichia coli and Staphylococcus aureus. Inhibition of phospholipase enzyme secretion was also observed against compound 8 to find the possible mode of action.
• New amphiphilic pyridinium ionic liquids for demulsification of water Arabic heavy crude oil emulsions
  作者：Abdelrahman O. Ezzat、Ayman M. Atta、Hamad A. Al-Lohedan、Ali Aldalbahi

  DOI：10.1016/j.molliq.2020.113407

  日期：2020.8

  Recently ionic liquids (ILs) have been approved recognition as environmentally safe chemicals in a wide variety of applications including petroleum industry. In the present work, new amphiphilic pyridinium Es were synthesized via the reaction of 4-amino pyridine with 1-bromotetradecane to form quatemized amino pyridinium bromide followed by ethoxylation of the amino group to form ethoxylate amino pyridinium bromide IL (QEP). Finally, QEP was quaternized using triflouroacetic acid to produce diquaternized pyridinium bromide IL (DQEP). The surface activities of the prepared pyridinium Is were determined in their aqueous solutions to confirm the amphiphilicity of QEP and DQEP ILs. Zeta potential measurements were also carried out to verify the positive charges on the IL colloids in their aqueous solutions. Relative solubility number values of QEP and DQEP ILs were measured to show the higher hydrophobicity of DQEP than QEP. The prepared lLs were applied as demulsifiers for water in petroleum crude oil (W/O) emulsions having different compositions. The demulsification mechanism of QEP and DQEP ILs were investigated using optical microscope, interfacial tension (IFT), RSN measurements and ILs/asphaltene interactions. The presence of QEP and DQEP was reduced the IFT to confirm their abilities on interaction with the asphaltene layer at interface to successfully dehydrate W/O emulsions. The demulsification efficiencies of QEP and DQEP reached 100% for W/O emulsion (50/50 vol%) and (30/70 and 10/90 vol%), respectively to confirm the ability of these pyridinium ILs to be applied as demulsifiers for crude oil emulsions. (C) 2020 Elsevier B.V. All rights reserved.