4,4'-terephthalylidene bis(p-hydroxyaniline) | 3731-86-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4,4'-terephthalylidene bis(p-hydroxyaniline)
• 英文别名: N,N’-terephthalylidenebis(4-aminophenol)；1,4-Bis-(4-hydroxy-phenyliminomethyl)-benzol；α,α'-Bis-(4-hydroxy-phenylimino)-p-xylol；terephthalaldehyde bis-(4-hydroxy-phenylimine)；Terephthalaldehyd-bis-(4-hydroxy-phenylimin)；Terephthalaldehyd-bis-(4-oxy-anil)；4-[[4-[(4-Hydroxyanilino)methylidene]cyclohexa-2,5-dien-1-ylidene]methylimino]cyclohexa-2,5-dien-1-one；4-[[4-[(4-hydroxyphenyl)iminomethyl]phenyl]methylideneamino]phenol
• CAS: 3731-86-0
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: WPKCAAZPBXYJCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4'-terephthalylidene bis(p-hydroxyaniline) 、 9,10-二氢-9-氧杂-10-磷杂菲-10-氧化物 以 乙醇 为溶剂， 反应 12.0h， 以90%的产率得到bis((6-oxido-6H-dibenz[c,e][1,2]oxaphosphorinyl)-(4-hydroxyaniline)methylene)-1,4-phenylene
  参考文献：
  名称：

  基于新型低聚膦酸酯的环保阻燃环氧树脂，具有高阻燃效率†

  摘要：

  使用双氰胺作为硬化剂和1,1-二甲基-3-苯基脲作为促进剂，制备了环保型，不同含量的新型低聚膦酸酯（PFR）的环保型先进阻燃环氧树脂。PFR，具有高磷含量，是通过用含磷-双酚苯基膦酰二氯的缩聚反应合成的，即双（（6-氧-6- ħ二苯并[ Ç，È] [1,2]氧杂磷烷基）-（4-羟基苯胺）亚甲基）-1,4-亚苯基。通过使9，10-二氢-氧杂-10-磷杂菲-10-氧化物与亚胺双酚反应制得双酚，所述亚胺双酚是由4-氨基苯酚与对苯二甲醛缩合而成的。固化环氧树脂的结构和形态分别通过傅里叶变换红外光谱和扫描电子显微镜（SEM）分析进行评估。差示扫描量热分析表明，含PFR的固化环氧树脂比无磷固化环氧树脂具有更高的玻璃化转变温度。热重分析和极限氧指数值表明PFR的掺入环氧树脂可以大大增强炭层在高温下的热稳定性和阻燃性。通过SEM测量研究了炭渣的表面形态。使用Friedman和Vyazovkin方法进行热重

  DOI：

  10.1039/c5ra27451f
• 作为产物：
  描述：

  对氨基苯酚 、 对苯二甲醛 以 甲醇 为溶剂， 反应 3.0h， 以79%的产率得到4,4'-terephthalylidene bis(p-hydroxyaniline)
  参考文献：
  名称：

  Synthesis and Characterization of New Aromatic Polyesters Derived from New Aromatic Di- and Tri Hydroxyl Monomers with 4-Phenylenediacrylic Acid and Malonic Acid

  摘要：

  本研究以二月桂酸二丁基锡为催化剂，将含有亚甲基单元、席夫碱链节和吡啶杂环的二羟基和三羟基单体与对苯二甲酸和丙二酸缩聚，高产合成了六种新型芳香族聚酯（PE1-PE6）。聚合物的结构分析是通过傅立叶变换红外光谱和 1H NMR 光谱进行的。傅立叶变换红外光谱和 1H NMR 对单体进行了表征。傅立叶变换红外光谱技术证实，所有聚合物中的二羟基和三羟基单体都被酸酯化。

  DOI：

  10.14233/ajchem.2014.18082

文献信息

• Optical Film
  申请人：Yamahara Motohiro

  公开号：US20070298191A1

  公开（公告）日：2007-12-27

  A composition comprising a polymerizable compound of the formula (1) and a rod-shaped polymerizable liquid crystal compound: P2-E2-X2-B2-A2-(G2)t-Y-(G1)s-A1-B1-X1-E1-P1   (1) (in the formula (1), Y represents a di-valent group, s and t represent each independently an integer of 0 or 1, G1 and G2 when s and t are 1 represent each independently —CR 1 R 2 —, R 1 and R 2 represent each independently an alkyl group having 1 to 4 carbon atoms, halogen atom or hydrogen atom, A1 and A2 represent each independently a di-valent cyclic hydrocarbon group, di-valent heterocyclic group, methylenephenylene group, oxyphenylene group or thiophenylene group, B1 and B2 represent each independently a di-valent group, X1 and X2 represent each independently a di-valent group, E1 and E2 represent each independently an alkylene group having 2 to 25 carbon atoms, and P1 and P2 represent a hydrogen atom or polymerizable group, at least one of P1 and P2 being a polymerizable group.).

  一种组合物，包括具有式（1）的可聚合化合物和棒状可聚合液晶化合物：P2-E2-X2-B2-A2-(G2)t-Y-(G1)s-A1-B1-X1-E1-P1   （1）（在式（1）中，Y代表双价基团，s和t分别独立表示0或1的整数，当s和t为1时，G1和G2分别独立表示—CR1R2—，R1和R2分别独立表示具有1至4个碳原子的烷基、卤素原子或氢原子，A1和A2分别独立表示双价环烃基团、双价杂环烃基团、亚甲基苯基团、氧基苯基团或硫基苯基团，B1和B2分别独立表示双价基团，X1和X2分别独立表示双价基团，E1和E2分别独立表示具有2至25个碳原子的烷基，P1和P2表示氢原子或可聚合基团，其中至少一个是可聚合基团）。
• MASSARANI; NARDI; MAURI, Bollettino Chimico Farmaceutico, 1965, vol. 104, p. 155 - 169
  作者：MASSARANI、NARDI、MAURI

  DOI：——

  日期：——
• Muzalewski, Feliks; Gawinecki, Ryszard, Polish Journal of Chemistry, 1981, vol. 55, # 3, p. 565 - 572
  作者：Muzalewski, Feliks、Gawinecki, Ryszard

  DOI：——

  日期：——
• Levi, Gazzetta Chimica Italiana, 1929, vol. 59, p. 545
  作者：Levi

  DOI：——

  日期：——
• Structure–Property Relationship of Highly π-Conjugated Schiff-Base Moiety in Liquid Crystal Diepoxide Polymerization and Mesophases Stabilization
  作者：Huan Liu、Zien Fu、Kai Xu、Hualun Cai、Xin Liu、Mingcai Chen

  DOI：10.1021/jp202998x

  日期：2011.6.16

  A study of the structure property relationship of the highly pi-conjugated Schiff-base moiety in polymerization of a liquid crystal (LC) diepoxide oligomer (PBMBA) and mesophases stabilization has been investigated. We first proposed two exothermic peaks distinctly observed in nonisothermal polymerization curves for thermal copolymerization of PBMBA monomer with a diamine comonomer that corresponded to two different reactions, namely, an epoxy-amine polymerization and anionic polymerization. For PBMBA, note that an unexpected homopolymerization accompanying an appearance of enantiotropic mesophase transitions had taken place in the absence of any initiators, evidencing the possibility of an anionic mechanism yielding a homopolymer. A novel Schiff-base model compound (SBM) was synthesized and used to induce the polymerization of different types of epoxies. Based on the structure-property relationship, we considered a specific role of highly pi-conjugated Schiff-base moieties in the anionic polymerization of PBMBA and hoped the mesophases could be stabilized using this mechanism, which may provide a key strategy for design of the polymer-dispersed liquid crystal (PDLC) materials via a chemical process.