(3,3′-((2-((3-azido-2-hydroxypropoxy)methyl)-2-ethylpropane-1,3-diyl)bis(oxy))bis(1-azidopropan-2-ol)) | 1000005-48-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: (3,3′-((2-((3-azido-2-hydroxypropoxy)methyl)-2-ethylpropane-1,3-diyl)bis(oxy))bis(1-azidopropan-2-ol))
• 英文别名: 1-Azido-3-[2,2-bis[(3-azido-2-hydroxypropoxy)methyl]butoxy]propan-2-ol；1-azido-3-[2,2-bis[(3-azido-2-hydroxypropoxy)methyl]butoxy]propan-2-ol
• CAS: 1000005-48-0
• 化学式: C₁₅H₂₉N₉O₆
• 分子量: 431.452
• InChiKey: ROCXFQXXIMXXDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  30
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  丁炔二醇 、 (3,3′-((2-((3-azido-2-hydroxypropoxy)methyl)-2-ethylpropane-1,3-diyl)bis(oxy))bis(1-azidopropan-2-ol)) 以 甲苯 为溶剂， 反应 24.0h， 以85%的产率得到
  参考文献：
  名称：

  Synthesis and characterization of triazole rich polyether polyols using click chemistry for highly branched polyurethanes

  摘要：

  The present work describes development of moisture cured polyurethane urea coatings based on 1,2, 3-triazole rich polyether polyols. In this paper, two polyether polyols were synthesized by using 1, 3-dipolar azide-alkyne cycloaddition reaction and they were named as PL-1 and PL-2 where PL-1 is 9 terminal hydroxyl groups and PL-2 is 6 terminal hydroxyl groups. These polyols were reacted with 4, 4'-diisocyanatodicyclohexylmethane (H12MDI) at OH:NCO ratio of 1:1.2 in order to obtain isocyanate terminated polyurethane prepolymers. The resulted prepolymers were casted on tin foil and cured under atmospheric moisture in order to get completely cured polyurethane urea free films. The free films were characterized by using Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA) and dynamic mechanical thermal analysis (DMTA) techniques. The TGA and DMTA results showed that these films have good thermal and mechanical stability. Anti-microbial studies proved that these polyurethane films show good resistance towards different bacterial and fungal attacks. These polymers were also coated on mild steel panels in order to evaluate corrosion resistance properties by using salt spray and electro chemical polarization studies. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2013.09.002
• 作为产物：
  描述：

  2,2’-[[2-乙基-2-[(环氧乙基甲氧基)甲基]-1,3-联丙基]双(氧亚甲基)]双环氧乙烷 在 sodium azide 、 氯化铵 作用下， 以 甲醇 、 水 为溶剂， 反应 48.0h， 以80%的产率得到(3,3′-((2-((3-azido-2-hydroxypropoxy)methyl)-2-ethylpropane-1,3-diyl)bis(oxy))bis(1-azidopropan-2-ol))
  参考文献：
  名称：

  Synthesis and characterization of triazole rich polyether polyols using click chemistry for highly branched polyurethanes

  摘要：

  The present work describes development of moisture cured polyurethane urea coatings based on 1,2, 3-triazole rich polyether polyols. In this paper, two polyether polyols were synthesized by using 1, 3-dipolar azide-alkyne cycloaddition reaction and they were named as PL-1 and PL-2 where PL-1 is 9 terminal hydroxyl groups and PL-2 is 6 terminal hydroxyl groups. These polyols were reacted with 4, 4'-diisocyanatodicyclohexylmethane (H12MDI) at OH:NCO ratio of 1:1.2 in order to obtain isocyanate terminated polyurethane prepolymers. The resulted prepolymers were casted on tin foil and cured under atmospheric moisture in order to get completely cured polyurethane urea free films. The free films were characterized by using Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA) and dynamic mechanical thermal analysis (DMTA) techniques. The TGA and DMTA results showed that these films have good thermal and mechanical stability. Anti-microbial studies proved that these polyurethane films show good resistance towards different bacterial and fungal attacks. These polymers were also coated on mild steel panels in order to evaluate corrosion resistance properties by using salt spray and electro chemical polarization studies. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2013.09.002

文献信息

• AZIDE COMPOSITIONS AND METHODS OF MAKING AND USING THEREOF
  申请人：Manzara Anthony P.

  公开号：US20110230670A1

  公开（公告）日：2011-09-22

  Azide compositions selected from i) UOCR 2 CR 2 N 3 wherein U is D, or a urethane (—CO—NR 2 ) and R is independently H, D, or an organic group; ii) R′ 2 NCR 2 CR 2 N 3 or A-R′ 3 NCR 2 CR 2 N 3 wherein R′ is an organic group and A is an anion; or iii) G(N 3 ) m wherein m is an integer from 2 to about 10 and G is a m-valent organic group wherein at least two of the azido groups are connected via aliphatic carbon atoms wherein G may contain organic groups, and uses thereof are described. Specifically, the azide compositions selected from the group consisting of: N 3 CH 2 CH 2 OCH 2 CHOHCH 2 N 3 , CH 3 OCH 2 CHOHCH 2 N 3 , CH 3 OCH 2 CH(OCONHC 4 H 9 )CH 2 N 3 , N 3 CH 2 CH 2 O[CH 2 CH(CH 2 N 3 )O] 6 H, CH 3 CH 2 C[CH 2 (OCH 2 CH(CH 2 N 3 )) 2 OCOCH 3]3 N 3 CH 2 CH 2 OCONH(CH 2 ) 6 NHCOOCH 2 CH 2 N 3 , (CH 3 ) 3 CNHCOOCH 2 CH 2 N 3 , n-C 4 H 9 NDCOOCH 2 CH 2 N 3 , C 6 H 5 N—HCOOCH 2 CH 2 N 3 , C 4 F 9 OCFCF 3 NDCOOCH 2 CH 2 N 3 , DOCH 2 CH 2 N 3 , and [(CH 3 ) 3 NCH 2 CH 2 N 3 ] + I are described.

  从以下三种化合物中选择的偶氮酸盐组合物：i）UOCR2CR2N3，其中U为D或脲（—CO—NR2），R独立地为H，D或有机基团；ii）R′2NCR2CR2N3或A-R′3NCR2CR2N3，其中R′为有机基团，A为阴离子；或iii）G（N3）m，其中m为2到约10的整数，G为m价有机基团，其中至少有两个偶氮基团通过脂肪族碳原子连接，G可以包含有机基团，并描述了其用途。具体来说，所述的偶氮酸盐组合物选择自以下组：N3CH2CH2OCH2CHOHCH2N3，CH3OCH2CHOHCH2N3，CH3OCH2CH（OCONHC4H9）CH2N3，N3CH2CH2O[CH2CH（CH2N3）O]6H，CH3CH2C[CH2（OCH2CH（CH2N3））2OCOCH3]3N3CH2CH2OCONH（CH2）6NHCOOCH2CH2N3，（CH3）3CNHCOOCH2CH2N3，n-C4H9NDCOOCH2CH2N3，C6H5N—HCOOCH2CH2N3，C4F9OCFCF3NDCOOCH2CH2N3，DOCH2CH2N3和[(CH3)3NCH2CH2N3]+I。
• Hyperbranched polyol decorated carbon nanotube by click chemistry for functional polyurethane urea hybrid composites
  作者：Sasidhar Kantheti、Rohit Ranganathan Gaddam、Ramanuj Narayan、K. V. S. N. Raju

  DOI：10.1039/c4ra02442g

  日期：——

  The surface of carbon nanotubes was modified with a hyperbranched polyol through click reaction for the development of functional polyurethane hybrid coatings.

  碳纳米管表面经过点击反应改性为超支化聚醇，以开发功能性聚氨酯混合涂层。
• Copper-Granule-Catalyzed Microwave-Assisted Click Synthesis of Polyphenol Dendrimers
  作者：Choon Young Lee、Rich Held、Ajit Sharma、Rom Baral、Cyprien Nanah、Dan Dumas、Shannon Jenkins、Samik Upadhaya、Wenjun Du

  DOI：10.1021/jo401603d

  日期：2013.11.15

  Syringaldehyde- and vanillin-based antioxidant dendrimers were synthesized via microwave-assisted alkyne-azide 1,3-dipolar cydoaddition using copper granules as a catalyst. The use of Cu(I) as a catalyst resulted in copper contaminated dendrimers. To produce copper-free antioxidant dendrimers for biological applications, Cu(I) was substituted with copper granules. Copper granules were ineffective at both room temperature and under reflux conditions (<5% yield). However, they were an excellent catalyst when dendrimer synthesis was performed under microwave irradiation, giving yields up to 94% within 8 h. ICP-mass analysis of the antioxidant dendrimers obtained with this method showed virtually no copper contamination (9 ppm), which was the same as the background level. The synthesized antioxidants, free from copper contamination, demonstrated potent radical scavenging with IC50 values of less than 3 mu M in the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay. In comparison, dendrimers synthesized from Cu(I)-catalyzed click chemistry showed a high level of copper contamination (4800 ppm) and no detectable antioxidant activity.
• Synthesis and characterization of triazole rich polyether polyols using click chemistry for highly branched polyurethanes
  作者：Sasidhar kantheti、P.S. Sarath、Ramanuj Narayan、K.V.S.N. Raju

  DOI：10.1016/j.reactfunctpolym.2013.09.002

  日期：2013.12

  The present work describes development of moisture cured polyurethane urea coatings based on 1,2, 3-triazole rich polyether polyols. In this paper, two polyether polyols were synthesized by using 1, 3-dipolar azide-alkyne cycloaddition reaction and they were named as PL-1 and PL-2 where PL-1 is 9 terminal hydroxyl groups and PL-2 is 6 terminal hydroxyl groups. These polyols were reacted with 4, 4'-diisocyanatodicyclohexylmethane (H12MDI) at OH:NCO ratio of 1:1.2 in order to obtain isocyanate terminated polyurethane prepolymers. The resulted prepolymers were casted on tin foil and cured under atmospheric moisture in order to get completely cured polyurethane urea free films. The free films were characterized by using Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA) and dynamic mechanical thermal analysis (DMTA) techniques. The TGA and DMTA results showed that these films have good thermal and mechanical stability. Anti-microbial studies proved that these polyurethane films show good resistance towards different bacterial and fungal attacks. These polymers were also coated on mild steel panels in order to evaluate corrosion resistance properties by using salt spray and electro chemical polarization studies. (C) 2013 Elsevier Ltd. All rights reserved.