Chemoselective Polyamidation

化学选择性聚酰胺化

• 批准号: 01550706
• 负责人: UEDA Mitsuru
• 金额: $ 0.13万
• 依托单位: Facluty of Engineering, Yamagata University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (C)
• 财政年份: 1989
• 资助国家: 日本
• 起止时间: 1989 至 1990
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-01550706/
• 关键词: Chemoselctive; Polyamide; Activating Agent; Decarboxylic Acids; Diamines; Aminolysis; Acidity; Direct Polycondensation; ジミアン

A convenient method for the synthesis of polyamides containing hydroxyl, amino, and carboxyl substituents on the aromatic rings of the backbones has been developed. These polymers were prepared readily by the chemoselctive polyamidation of dicarboxylic acids with diamines containing various functional groups using the activating agent diphenyl-(2,3-dihydro-2-thioxo-3-benzoxazolyl) phosphonate. The direct polycondensation (one-step) of 5-hydroxy or 5-aminoisophthalic acid with diamines proceeded smoothly under mild conditions and produced the desired polyamides with inherent viscosities up to 0.92 dl/g. Furthermore, the carboxyl substituted polyamides from dicarboxylic acids and 3, 5-diaminobenzoic acid were prepared by the two-step procedure. The model reaction was studied in detail to demonstrate the feasibility of the chemoselective polyamidation.

开发了一种合成主链芳环上含有羟基、氨基和羧基取代基的聚酰胺的简便方法。使用活化剂二苯基-(2,3-二氢-2-硫代-3-苯并恶唑基)膦酸酯，通过二羧酸与含有各种官能团的二胺的化学选择性聚酰胺化容易地制备这些聚合物。 5-羟基或5-氨基间苯二甲酸与二胺的直接缩聚（一步）在温和条件下顺利进行，并产生了比浓对数粘度高达0.92 dl/g的所需聚酰胺。此外，通过两步法由二羧酸和3,5-二氨基苯甲酸制备了羧基取代的聚酰胺。详细研究了模型反应，以证明化学选择性聚酰胺化的可行性。

项目成果

上田 充: "直接重縮合" 有機合成化学協会誌. 48. 144-156 (1990)

Mitsuru Ueda：“直接缩聚”合成有机化学学会杂志 48. 144-156 (1990)。

M. Ueda: "Direct Polycondensation" J. Synth. Org. Chem. Jpn.48. 144 (1990)

M. Ueda：“直接缩聚”J. Synth。

M.Ueda,A.Kameyama,and K.Hashimoto.: "Diphenyl(2,3ーDihydrー2ーthioxoー3ーbenzoxagolyl) phosphonate:A New,reactive Activating Agent for the Synthesis of Amides and Polyamides." Macomolecules.21. 19-24 (1988)

M.Ueda、A.Kameyama 和 K.Hashimoto.：“二苯基（2,3-二氢-2-硫代-3-苯并恶唑基）膦酸酯：一种用于合成酰胺和聚酰胺的新型反应性活化剂”。 21. 19-24 (1988)

M. Ueda, T. Morosumi, M. Kakuta, R. Sato: "Chemoselctive Polyamidation" Polymer, J.22. 733-743 (1990)

M. Ueda、T. Morosumi、M. Kakuta、R. Sato：“化学选择性聚酰胺化”聚合物，J.22。

M.Ueda,T.Morozumi,M.Kakuta,and R.Sato: "Chemoselective Polyamidation" Polymer J.

M.Ueda、T.Morozumi、M.Kakuta 和 R.Sato：“化学选择性聚酰胺化”聚合物 J。