2,2,5,5-四甲基咪唑烷-4-酮 | 16256-42-1

• 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
• 中文名称: 2,2,5,5-四甲基咪唑烷-4-酮
• 英文名称: 2,2,5,5-tetramethyl-4-oxoimidazolidine
• 英文别名: 2,2,5,5-tetramethyl-1,3-imidazolidinone；2,2,5,5-tetramethylimidazolidin-4-one；2,2,5,5-tetramethylimidazolin-4-one；TMIO；2,2,5,5-tetramethyl-imidazolidin-4-one；2,2,5,5-tetramethyl-1,3-imidazolidin-4-one
• CAS: 16256-42-1
• 化学式: C₇H₁₄N₂O
• mdl: MFCD07787619
• 分子量: 142.201
• InChiKey: GOZUKDFGVNBSAZ-UHFFFAOYSA-N

物化性质

• 熔点：
  169-170 °C
• 沸点：
  255.8±33.0 °C(Predicted)
• 密度：
  0.922±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  2,2,5,5-四甲基咪唑烷-4-酮 在 溴 作用下， 以 sodium hydroxide 为溶剂， 生成 1,3-dibromo-2,2,5,5-tetramethylimidazolidin-4-one
  参考文献：
  名称：

  N,N'-dihaloimidazolidin-4-ones

  摘要：

  描述了在咪唑啉-4-酮环的2和5位置具有取代基的N-卤代衍生物。更具体地，描述了在环上选择了氢、烷基、烷氧基、羟基、苯基、取代苯基或螺环取代基的咪唑啉-4-酮的N-氯、N-溴、N,N'-二氯、N,N'-二溴和N,N'-溴氯衍生物。这些N-卤化合物是稳定的、不腐蚀的杀菌剂，对直射阳光具有抵抗力，并可用作消毒剂、消毒剂和藻类抑制剂。

  公开号：

  US05057612A1
• 作为产物：
  描述：

  1,3-dichloro-2,2,5,5-tetramethylimidazolidin-4-one 在 sodium hydroxide 、 双氧水 作用下， 生成 2,2,5,5-四甲基咪唑烷-4-酮
  参考文献：
  名称：

  N,N'-dihaloimidazolidin-4-ones

  摘要：

  描述了在咪唑啉-4-酮环的2和5位置具有取代基的N-卤代衍生物。更具体地，描述了在环上选择了氢、烷基、烷氧基、羟基、苯基、取代苯基或螺环取代基的咪唑啉-4-酮的N-氯、N-溴、N,N'-二氯、N,N'-二溴和N,N'-溴氯衍生物。这些N-卤化合物是稳定的、不腐蚀的杀菌剂，对直射阳光具有抵抗力，并可用作消毒剂、消毒剂和藻类抑制剂。

  公开号：

  US05057612A1

文献信息

• Imidazolidinone derivatives
  申请人：——

  公开号：US20030073835A1

  公开（公告）日：2003-04-17

  A compound of the formula (IA) or (IB) 1 wherein G 1 , G 2 , G 3 and G 4 are independently of one another C 1 -C 18 alkyl or C 5 -C 12 cycloalkyl or the radicals G 1 and G 2 and the radicals G 3 and G 4 form independently of one another, together with the carbon atom they are attached to, C 5 -C 12 cycloalkyl; R is hydrogen C 1 -C 18 alkyl, C 1 -C 18 hydroxyalkyl, C 2 -C 18 alkenyl, C 5 -C 12 cycloalkyl, C 7 -C 12 phenylalkyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or C 1 -C 18 alkanoyl; R* is hydrogen, C 1 -C 18 alkyl, oxyl, —OH, —CH 2 CN, C 3 -C 6 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 phenylalkyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; C 1 -C 8 acyl, C 1 -C 18 alkoxy, C 1 -C 18 hydroxyalkoxy, C 2 -C 18 alkenyloxy, C 5 -C 12 cycloalkoxy, C 7 -C 12 phenylalkoxy unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; C 1 -C 18 alkanoyloxy, (C 1 -C 18 alkoxy)carbonyl, glycidyl or a group —CH 2 CH(OH)(G) with G being hydrogen, methyl or phenyl; n is 1, 2, 3 or 4; n* is 1, 2 or 3; X is an organic radical of a valency equal to n; and X* is a triazinic radical with a valency equal to n*; with the proviso that when n is 1, R is methyl, ethyl, propyl, C 1 -C 18 hydroxyalkyl, C 2 -C 18 alkenyl, C 5 -C 12 cycloalkyl or C 1 -C 18 alkanoyl. The compounds described above are useful for stabilizing an organic material against degradation induced by light, heat or oxidation.

  式（IA）或（IB）的化合物 其中 G 1 ，G 2 ，G 3 和G 4 分别独立地为C 1 -C 18 烷基或C 5 -C 12 环烷基，或基团G 1 和G 2 以及基团G 3 和G 4 独立地形成，与它们连接的碳原子一起，为C 5 -C 12 环烷基； R为氢C 1 -C 18 烷基，C 1 -C 18 羟基烷基，C 2 -C 18 烯基，C 5 -C 12 环烷基，C 7 -C 12 苯基烷基未取代或通过C 1 -C 4 烷基和/或C 1 -C 4 烷氧基取代苯基上的苯基基团；或C 1 -C 18 酰基； R*为氢，C 1 -C 18 烷基，氧基，—OH，—CH 2 CN，C 3 -C 6 烯基，C 3 -C 8 炔基，C 7 -C 12 苯基烷基未取代或通过C 1 -C 4 烷基和/或C 1 -C 4 烷氧基取代苯基上的苯基基团；C 1 -C 8 酰基，C 1 -C 18 烷氧基，C 1 -C 18 羟基烷氧基，C 2 -C 18 烯氧基，C 5 -C 12 环烷氧基，C 7 -C 12 苯基烷氧基未取代或通过C 1 -C 4 烷基和/或C 1 -C 4 烷氧基取代苯基上的苯基基团；C 1 -C 18 酰氧基，（C 1 -C 18 烷氧基）羰基，环氧乙烷或一个基团—CH 2 CH(OH)(G)，其中G为氢，甲基或苯基； n为1、2、3或 4； n*为1、2或3； X为价数等于n的有机基团；和 X*为价数等于n*的三嗪基团； 但是当n为1时，R为甲基、乙基、丙基、C 1 -C 18 羟基烷基、C 2 -C 18 烯基、C 5 -C 12 环烷基或C 1 -C 18 酰基。 上述描述的化合物对于稳定有机材料抵抗光、热或氧化引起的降解是有用的。
• [EN] POLYMERIZABLE COMPOUNDS WITH ONE OR MORE SURFACTANT-LIKE PROPERTIES<br/>[FR] COMPOSÉS POLYMÉRISABLES POSSÉDANT UNE OU PLUSIEURS PROPRIÉTÉS DE TYPE TENSIOACTIF
  申请人：EXIGENCE TECH INC

  公开号：WO2019023798A1

  公开（公告）日：2019-02-07

  Some embodiments of the present disclosure relate to polymerizable compounds that comprise biocidal activity and/or the potential for increased biocidal activity and that comprise at least one hydrophobic portion and at least one hydrophilic portion. Together the hydrophobic portion and the hydrophilic portion of the compounds may provide the polymerizable compounds with one or more surfactant-like properties. The polymerizable compounds can be incorporated into polymer coating formulations. The polymer coating formulations can be used to coat one or more surfaces of a substrate. The coating formulation can provide biocidal activity and/or the potential for increased biocidal activity to the coated substrate-surface.

  一些本公告的实施例涉及包含具有生物杀菌活性和/或具有增加生物杀菌活性潜力的可聚合化合物，该化合物至少包含一个疏水部分和至少一个亲水部分。这些化合物的疏水部分和亲水部分共同可能赋予可聚合化合物一种或多种类似表面活性剂的性质。可聚合化合物可以被纳入聚合物涂层配方中。聚合物涂层配方可用于涂覆基底的一个或多个表面。涂层配方可为涂覆的基底表面提供生物杀菌活性和/或增加生物杀菌活性的潜力。
• Hydroxylamine esters as polymerization initiators
  申请人：——

  公开号：US20030216494A1

  公开（公告）日：2003-11-20

  The invention relates to novel cyclic and open-chain hydroxylamine esters and polymerizable compositions comprising these hydroxylamine esters and an ethylenically unsaturated monomer or oligomer. The invention also relates to use as polymerization initiators and to the use of known hydroxylamine esters selected from the group consisting of HALS compounds and the novel hydroxylamine esters for the controlled degradation of polypropylene and for achieving a controlled increase in the molecular weight of polyethylene.

  该发明涉及新型环状和开链羟胺酯以及包括这些羟胺酯和乙烯基不饱和单体或寡聚物的可聚合组合物。该发明还涉及用作聚合引发剂以及用于控制聚丙烯降解和实现聚乙烯分子量控制增加的已知羟胺酯，所述羟胺酯来自HALS化合物和新颖羟胺酯的组合。
• Imidazolidinone nitroxides as electrode materials for energy storage devices
  申请人：Nesvadba Peter

  公开号：US20090274947A1

  公开（公告）日：2009-11-05

  The invention relates to a an electrical energy storage device, such as a capacitor or a secondary battery, utilizing as active element the oxidation and reduction cycle of a sterically hindered imidazolidinone nitroxide radical. Further aspects of the invention are a method for providing such an energy storage device, the use of the respective compounds as active elements in energy storage devices and selected novel imidazolidinone nitroxide compounds.

  该发明涉及一种电能储存装置，例如电容器或二次电池，利用立体位阻咪唑啉酮亚硝基自由基的氧化还原循环作为活性元素。该发明的进一步方面包括提供这种能量储存装置的方法，将相应化合物用作能量储存装置中的活性元素以及选定的新型咪唑啉酮亚硝基化合物。
• N-Halamine Biocidal Materials with Superior Antimicrobial Efficacies for Wound Dressings
  作者：Buket Demir、Roy Broughton、Mingyu Qiao、Tung-Shi Huang、S. Worley

  DOI：10.3390/molecules22101582

  日期：——

  This work demonstrated the successful application of N-halamine technology for wound dressings rendered antimicrobial by facile and inexpensive processes. Four N-halamine compounds, which possess different functional groups and chemistry, were synthesized. The N-halamine compounds, which contained oxidative chlorine, the source of antimicrobial activity, were impregnated into or coated onto standard non-antimicrobial wound dressings. N-halamine-employed wound dressings inactivated about 6 to 7 logs of Staphylococcus aureus and Pseudomonas aeruginosa bacteria in brief periods of contact time. Moreover, the N-halamine-modified wound dressings showed superior antimicrobial efficacies when compared to commercially available silver wound dressings. Zone of inhibition tests revealed that there was no significant leaching of the oxidative chlorine from the materials, and inactivation of bacteria occurred by direct contact. Shelf life stability tests showed that the dressings were stable to loss of oxidative chlorine when they were stored for 6 months in dark environmental conditions. They also remained stable under florescent lighting for up to 2 months of storage. They could be stored in opaque packaging to improve their shelf life stabilities. In vitro skin irritation testing was performed using a three-dimensional human reconstructed tissue model (EpiDerm™). No potential skin irritation was observed. In vitro cytocompatibility was also evaluated. These results indicate that N-halamine wound dressings potentially can be employed to prevent infections, while at the same time improving the healing process by eliminating undesired bacterial growth.

  这项工作证明了 N-卤胺技术在伤口敷料抗菌方面的成功应用，其工艺简单、成本低廉。研究人员合成了四种具有不同官能团和化学性质的 N-卤胺化合物。这些 N-卤胺化合物含有氧化氯（抗菌活性的来源），被浸渍或涂覆在标准的非抗菌伤口敷料上。使用了 N-丙胺的伤口敷料能在短时间内灭活约 6 到 7 个对数的金黄色葡萄球菌和绿脓杆菌。此外，与市售的银制伤口敷料相比，N-丙胺改性伤口敷料的抗菌效果更佳。抑菌区测试表明，材料中的氧化氯没有明显浸出，细菌通过直接接触而失活。保质期稳定性测试表明，敷料在黑暗的环境条件下存放 6 个月后，氧化氯的损失情况稳定。在荧光灯下存放 2 个月，敷料也能保持稳定。敷料可存放在不透明的包装中，以提高其货架期稳定性。使用三维人体重建组织模型（EpiDerm™）进行了体外皮肤刺激性测试。未观察到潜在的皮肤刺激。此外，还对体外细胞相容性进行了评估。这些结果表明，N-哈拉敏伤口敷料可用于预防感染，同时通过消除细菌生长来改善愈合过程。