4,4′-亚甲基二 (N,N-二缩水甘油基苯胺)
（重定向自TGDDM）
| 4,4′-亚甲基二(N,N-二缩水甘油基苯胺) | |
|---|---|
| |
| IUPAC名 4-[[4-[bis(oxiran-2-ylmethyl)amino]phenyl]methyl]-N,N-bis(oxiran-2-ylmethyl)aniline[1][2] | |
| 英文名 | Tetraglycidyl methylenedianiline |
| 别名 | TGDDM; tetraglycidyl-4,4′-methylenedianiline[3][4] |
| 缩写 | TGMDA; 4-DGA |
| 识别 | |
| CAS号 | 28768-32-3 |
| PubChem | [1][2][5] 91593[1][2][5] |
| ChemSpider | [1][2] 82703[1][2] |
| SMILES | |
| InChI | |
| EC编号 | 249-204-3 |
| 性质 | |
| 化学式 | C25H30N2O4[1][1][2][5] |
| 摩尔质量 | 422.52 g/mol g·mol⁻¹ |
| 外观 | Yellow sticky liquid[6] |
| 密度 | 1.15 g/cm³ (25 °C)[3] |
| 沸点 | 619.3 °C (760 mmHg)[3] |
| log P | 2.4854[3] |
| 蒸氣壓 | 2.9×10⁻¹⁵ mmHg (25 °C)[3] |
| 危险性 | |
| 欧盟分类 |   [3]
|
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
4,4′-亚甲基二(N,N-二缩水甘油基苯胺)，英語：4,4′-Methylenebis(N,N-diglycidylaniline)，简称4-DGA、TGDDM等，[7]是一种四官能度的苯胺型环氧树脂单体，可与多种酸酐固化剂（如甲基四氢邻苯二甲酸酐、甲基六氢邻苯二甲酸酐、顺丁烯二酸酐、戊二酸酐等）发生开环聚合，形成高度交联的热固性网络。TGDDM不仅能提供用于调节网络玻璃化温度的刚性苯环，还提供叔胺基团，能够催化体系固化和酯交换反应。[8]TGDDM因含有四个非线性官能团，且固化物交联密度高，与传统的线性双酚A型环氧树脂相比，具有黏度更低、流动性和加工性更好、热机械性能优异等特点，广泛应用于航空航天、电子电气等领域。[9]
合成
[编辑]TGDDM可通过环氧氯丙烷与4,4′-二氨基二苯基甲烷反应，形成中间产物氯醇，并在NaOH中反应制得。[10]
参考
[编辑]- ^ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 1.7 1.8 www.chemspider.com https://www.chemspider.com/Chemical-Structure.82703.html. [2025-05-17]. 缺少或
|title=为空 (帮助) - ^ 2.0 2.1 2.2 2.3 2.4 2.5 Registration Dossier - ECHA. echa.europa.eu. [2025-05-17] （英国英语）.
- ^ 3.0 3.1 3.2 3.3 3.4 3.5 4,4'-Methylenebis(N,N-diglycidylaniline). www.chemsrc.com. [2025-05-17] （英语）.
- ^ 4,4'-Methylenebis(N,N-diglycidylaniline) | 28768-32-3. ChemicalBook. [2025-05-17] （英语）.
- ^ 5.0 5.1 5.2 5.3 PubChemLite - 28768-32-3 (C25H30N2O4). pubchemlite.lcsb.uni.lu. [2025-05-17].
- ^ ChemicalBook. 4,4′-Methylenebis(N,N-diglycidylaniline). ChemicalBook. [2025-05-17].
- ^ Rocks, Jens; George, Graeme A; Vohwinkel, Friedrich. Curing kinetics and thermomechanical behaviour of co‐anhydride cured aminoglycidyl epoxy resins. Polymer International. 2003-11, 52 (11) [2025-05-17]. ISSN 0959-8103. doi:10.1002/pi.1286 （英语）.
- ^ Giebler, Michael; Sperling, Clemens; Kaiser, Simon; Duretek, Ivica; Schlögl, Sandra. Epoxy-Anhydride Vitrimers from Aminoglycidyl Resins with High Glass Transition Temperature and Efficient Stress Relaxation. Polymers. 2020-05-17, 12 (5) [2025-05-17]. ISSN 2073-4360. PMC 7284387
. PMID 32429574. doi:10.3390/polym12051148 （英语）.
- ^ Wu, Feng; Zhou, Xingping; Yu, Xinhai. Reaction mechanism, cure behavior and properties of a multifunctional epoxy resin, TGDDM, with latent curing agent dicyandiamide. RSC Advances. 2018, 8 (15) [2025-05-18]. ISSN 2046-2069. PMC 9078540 . PMID 35542009. doi:10.1039/C7RA13233F （英语）.
- ^ Shree Meenakshi, K.; Pradeep Jaya Sudhan, E. Development of novel TGDDM epoxy nanocomposites for aerospace and high performance applications – Study of their thermal and electrical behaviour. Arabian Journal of Chemistry. 2016-01-01, 9 (1) [2025-05-18]. ISSN 1878-5352. doi:10.1016/j.arabjc.2011.05.020.
