3-Hydroxypropyl N-butylcarbamate | 117241-48-2

• 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-Hydroxypropyl N-butylcarbamate
• CAS: 117241-48-2
• 化学式: C₈H₁₇NO₃
• 分子量: 175.228
• InChiKey: RWUSAXJMCCGHRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  癸醇 、 3-Hydroxypropyl N-butylcarbamate 在 4,4'-二叔丁基苯并 作用下， 生成 Decyl butylcarbamate
  参考文献：
  名称：

  Mechanically Activated, Catalyst-Free Polyhydroxyurethane Vitrimers

  摘要：

  Vitrimers are polymer networks whose cross-links undergo associative exchange processes at elevated temperature, usually in the presence of an embedded catalyst. This design feature enables the reshaping of materials with mechanical properties similar to thermoset resins. Here we report a new class of vitrimers consisting of polyhydroxyurethanes (PHUs) derived from six-membered cyclic carbonates and amines. PHU networks relax stress and may be reprocessed at elevated temperature and pressure in the absence of an external catalyst. The as-synthesized networks exhibit tensile properties comparable to those of leading thermosets and recover ca. 75% of their as-synthesized values following reprocessing. Stress relaxation occurs through an associative process involving nudeophilic addition of free hydroxyl groups to the carbamate linkages and exhibits an Arrhenius activation energy of 111 +/- 10 kJ/mol, which is lower than that observed for molecular model compounds (148 +/- 7 kJ/mol). These findings suggest that transcarbamoylation is activated by mechanical stress, which we attribute, on the basis of DFT calculations, to the twisting of N lone pairs out of conjugation with the carbonyl pi orbitals. PHU vitrimers are a promising new class of repairable networks because of their outstanding mechanical properties, avoidance of toxic isocyanate monomers, and catalyst-free repair processes.

  DOI：

  10.1021/jacs.5b08084
• 作为产物：
  描述：

  1,3-二氧杂环己烷-2-酮 、 正丁胺 反应 12.0h， 以95%的产率得到3-Hydroxypropyl N-butylcarbamate
  参考文献：
  名称：

  Mechanically Activated, Catalyst-Free Polyhydroxyurethane Vitrimers

  摘要：

  Vitrimers are polymer networks whose cross-links undergo associative exchange processes at elevated temperature, usually in the presence of an embedded catalyst. This design feature enables the reshaping of materials with mechanical properties similar to thermoset resins. Here we report a new class of vitrimers consisting of polyhydroxyurethanes (PHUs) derived from six-membered cyclic carbonates and amines. PHU networks relax stress and may be reprocessed at elevated temperature and pressure in the absence of an external catalyst. The as-synthesized networks exhibit tensile properties comparable to those of leading thermosets and recover ca. 75% of their as-synthesized values following reprocessing. Stress relaxation occurs through an associative process involving nudeophilic addition of free hydroxyl groups to the carbamate linkages and exhibits an Arrhenius activation energy of 111 +/- 10 kJ/mol, which is lower than that observed for molecular model compounds (148 +/- 7 kJ/mol). These findings suggest that transcarbamoylation is activated by mechanical stress, which we attribute, on the basis of DFT calculations, to the twisting of N lone pairs out of conjugation with the carbonyl pi orbitals. PHU vitrimers are a promising new class of repairable networks because of their outstanding mechanical properties, avoidance of toxic isocyanate monomers, and catalyst-free repair processes.

  DOI：

  10.1021/jacs.5b08084

文献信息

• Antimicrobial guanidinium and thiouronium functionalized polymers
  申请人：International Business Machines Corporation

  公开号：US10980234B2

  公开（公告）日：2021-04-20

  Antimicrobial cationic polycarbonates and polyurethanes have been prepared comprising one or more pendent guanidinium and/or isothiouronium groups. Additionally, antimicrobial particles were prepared having a silica core linked to surface groups comprising a guanidinium and/or isothiouronium group. The cationic polymers and cationic particles can be potent antimicrobial agents against Gram-negative microbes, Gram-positive microbes, and/or fungi.

  抗菌阳离子聚碳酸酯和聚氨酯由一个或多个悬垂胍基和/或异硫脲基团组成。此外，还制备了抗菌颗粒，其二氧化硅核心与由胍基和/或异硫脲基团组成的表面基团相连。阳离子聚合物和阳离子微粒对革兰氏阴性微生物、革兰氏阳性微生物和/或真菌具有强效抗菌作用。
• Unsaturated compounds containing carbamate terminal groups or urea terminal groups
  申请人：——

  公开号：US20040097642A1

  公开（公告）日：2004-05-20

  A compound contains at least one unsaturated free-radically or cationically polymerizable group and at least one carbamate or urea end group.

  一种化合物含有至少一个不饱和自由基或阳离子可聚合基团和至少一个氨基甲酸酯或脲末端基团。
• UNGESÄTTIGTE VERBINDUNGEN MIT CARBAMAT- ODER HARNSTOFFENDGRUPPEN
  申请人：BASF Aktiengesellschaft

  公开号：EP1379598B1

  公开（公告）日：2007-09-12
• US4677168A
  申请人：——

  公开号：US4677168A

  公开（公告）日：1987-06-30
• US4814382A
  申请人：——

  公开号：US4814382A

  公开（公告）日：1989-03-21