Diethyl 4,5,10,11-tetraoxo-3,6,9,12-tetraazatetradecanedioate | 1397998-61-6

• 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: Diethyl 4,5,10,11-tetraoxo-3,6,9,12-tetraazatetradecanedioate
• 英文别名: ethyl 2-[[2-[2-[[2-[(2-ethoxy-2-oxoethyl)amino]-2-oxoacetyl]amino]ethylamino]-2-oxoacetyl]amino]acetate
• CAS: 1397998-61-6
• 化学式: C₁₄H₂₂N₄O₈
• 分子量: 374.351
• InChiKey: KNUQZRDIYHBZOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  169
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  ethylene-1,2-bis(oxamic acid) diethyl ester 、 2-胺基乙酸乙酯 在 三乙胺 作用下， 以 氯仿 为溶剂， 生成 Diethyl 4,5,10,11-tetraoxo-3,6,9,12-tetraazatetradecanedioate
  参考文献：
  名称：

  Synthesis, morphology and properties of segmented poly(ether ester amide)s comprising uniform glycine or β-alanine extended bisoxalamide hard segments

  摘要：

  Segmented poly(ether ester amide)s comprising glycine or beta-alanine extended bisoxalamide hard segments are highly phase separated thermoplastic elastomers with a broad temperature independent rubber plateau. These materials with molecular weights, M-n, exceeding 30 x 10(3) g mol(-1) are conveniently prepared by polycondensation of preformed bisester-bisoxalamides and commercially available PTHF diols. FT-IR revealed strongly hydrogen bonded and highly ordered bisoxalamide hard segments with degrees of ordering between 73 and 99%. The morphology consists of fiber-like nano-crystals randomly dispersed in the soft polymer matrix. The micro-structural parameters of the copolymers were addressed by simultaneous small- and wide-angle X-ray scattering. It is shown that the crystals have strictly identical thickness, which is close to the contour length of the hard segment. The long dimension of the crystals is identified with the direction of the hydrogen bonds. The melting transitions of the hard segments are sharp, with temperatures up to 170 degrees C. The studied polymers have an elastic modulus in the range of 139-170 MPa, a stress at break in the range of 19-31 MPa combined with strains at break of higher than 800%. The segmented copolymer comprising the beta-alanine based bisoxalamide hard segment with a spacer of 6 methylene groups has a melting transition of 141 degrees C which is higher than the melting transition of its glycine analogue of 119 degrees C. Likewise, the fracture stress increased from 22 to 31 MPa when the glycine ester group in the hard segment was replaced with beta-alanine. The improved thermal and mechanical properties of the latter polymers is related to the crystal packing of the beta-alanine based hard segments in the copolymer compared to the packing of the hard segments comprising glycine ester groups. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.07.015

文献信息

• NUCLEATING AGENTS FOR BIOPOLYMERS
  申请人：Technische Universiteit Eindhoven

  公开号：EP2814877A1

  公开（公告）日：2014-12-24
• [EN] NUCLEATING AGENTS FOR BIOPOLYMERS<br/>[FR] AGENTS DE NUCLÉATION POUR BIOPOLYMÈRES
  申请人：UNIV EINDHOVEN TECH

  公开号：WO2013120793A1

  公开（公告）日：2013-08-22

  Use of a compound or a combination of compounds for crystallization of polyhydroxy-alkanoate (PHA), poly-lactic acid (PLA) or combinations thereof, characterized in that each of said compounds comprises a core motif with two oxalamide motifs, flanked by two arms, wherein said core motif has the formula: R-NH-C(O)-C(O)-NH-(CH2)n-NH-C(O)-C(O)-NH-R', wherein n is between 1 and 10 and the arms R and R' are each independently of one another chosen from: (i) H; (ii) an alkyl group with a total number of carbon atoms between 1 and 20; (iii) an aromatic ring; or (iv) an ester group as e.g. - X-Ester-Y, or - X-Ester- X-Ester-Y, wherein X is a saturated aliphatic hydrocarbon group comprising 1 to 20 carbon atoms, Y is chosen from H, an alkyl group with a total number of carbon atoms between 1 and 20 or an aromatic ring and Ester is -C(O)-O- or -O-C(O)-.
• Synthesis, morphology and properties of segmented poly(ether ester amide)s comprising uniform glycine or β-alanine extended bisoxalamide hard segments
  作者：Niels J. Sijbrandi、Ad J. Kimenai、Edwin P.C. Mes、René Broos、Georg Bar、Martin Rosenthal、Yaroslav I. Odarchenko、Dimitri A. Ivanov、Jan Feijen、Pieter J. Dijkstra

  DOI：10.1016/j.polymer.2012.07.015

  日期：2012.8

  Segmented poly(ether ester amide)s comprising glycine or beta-alanine extended bisoxalamide hard segments are highly phase separated thermoplastic elastomers with a broad temperature independent rubber plateau. These materials with molecular weights, M-n, exceeding 30 x 10(3) g mol(-1) are conveniently prepared by polycondensation of preformed bisester-bisoxalamides and commercially available PTHF diols. FT-IR revealed strongly hydrogen bonded and highly ordered bisoxalamide hard segments with degrees of ordering between 73 and 99%. The morphology consists of fiber-like nano-crystals randomly dispersed in the soft polymer matrix. The micro-structural parameters of the copolymers were addressed by simultaneous small- and wide-angle X-ray scattering. It is shown that the crystals have strictly identical thickness, which is close to the contour length of the hard segment. The long dimension of the crystals is identified with the direction of the hydrogen bonds. The melting transitions of the hard segments are sharp, with temperatures up to 170 degrees C. The studied polymers have an elastic modulus in the range of 139-170 MPa, a stress at break in the range of 19-31 MPa combined with strains at break of higher than 800%. The segmented copolymer comprising the beta-alanine based bisoxalamide hard segment with a spacer of 6 methylene groups has a melting transition of 141 degrees C which is higher than the melting transition of its glycine analogue of 119 degrees C. Likewise, the fracture stress increased from 22 to 31 MPa when the glycine ester group in the hard segment was replaced with beta-alanine. The improved thermal and mechanical properties of the latter polymers is related to the crystal packing of the beta-alanine based hard segments in the copolymer compared to the packing of the hard segments comprising glycine ester groups. (C) 2012 Elsevier Ltd. All rights reserved.