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由4,4'-双(4-羧基亚甲基)联苯与各种二胺衍生的新型聚酰胺的合成、表征及性能

Synthesis, characterization and properties of novel polyamides derived from 4 4' bis(4-carboxy methylene) biphenyl and various diamines.

作者信息

Ghodke Shivaji D, Tamboli Aslam B, Diwate Arati V, Ubale Vijay P, Maldar Noormahmad N

机构信息

Arts Science and Commerce College, Osmanabad, MH, India.

Santosh Bhimrao Patil Arts, Commerce and Science College, Mandrup, India.

出版信息

Des Monomers Polym. 2020 Sep 30;23(1):177-187. doi: 10.1080/15685551.2020.1826705.

DOI:10.1080/15685551.2020.1826705
PMID:33132741
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7580563/
Abstract

Novel aromatic aliphatic diacid monomer, 4 4' bis(4-carboxy methylene) biphenyl was synthesized via friedel craft acylation with acetic anhydride followed by willgerodot reaction and used in the preparation of polyamides by direct polycondensation using the Yamazaki phosphorylation reaction with commercial aromatic diamines. These polyamides were obtained in good yield with moderate-to-high-molecular-weight build up as evidenced by inherent viscosities in the range of 0.52-0.96 dlg-1. The XRD studies showed that all the polyamides were amorphous in nature and these polymers dissolved in polar aprotic solvents such as N-methyl-2-pyrrolidone(NMP),N,N-dimethylsulfoxide(DMSO), N,N-dimethyl formamide (DMF) and N,N-dimethyl acetamide. The resulting polyamides were characterized by inherent viscocity measurements, FT-IR, 1H NMR and 13C NMR spectroscopy, solubility, thermogravimetry, X-ray diffraction studies. These polyamides had glass transition temperatures between 210°C and 261°C, and their temperatures at a 10% weight loss were 620 to 710°C and 497 to 597°C in nitrogen and air atmospheres, respectively, which indicates thermally stable polymers.

摘要

新型芳族脂肪族二酸单体4,4'-双(4-羧基亚甲基)联苯通过用乙酸酐进行傅克酰基化反应,随后进行威尔格多特反应合成,并用于通过与市售芳族二胺的山崎磷酸化反应直接缩聚制备聚酰胺。这些聚酰胺的产率良好,分子量有中等到高的增长,其特性粘度在0.52 - 0.96 dlg-1范围内可证明这一点。X射线衍射研究表明,所有聚酰胺本质上都是无定形的,并且这些聚合物可溶于极性非质子溶剂,如N-甲基-2-吡咯烷酮(NMP)、N,N-二甲基亚砜(DMSO)、N,N-二甲基甲酰胺(DMF)和N,N-二甲基乙酰胺。通过特性粘度测量、傅里叶变换红外光谱(FT-IR)、1H核磁共振和13C核磁共振光谱学、溶解度、热重分析、X射线衍射研究对所得聚酰胺进行了表征。这些聚酰胺的玻璃化转变温度在210°C至261°C之间,在氮气和空气气氛中,其失重10%时的温度分别为620至710°C和497至597°C,这表明它们是热稳定的聚合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/418e8cb67a3f/TDMP_A_1826705_F0008_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/9ce83c76545c/TDMP_A_1826705_F0001_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/446574df6304/TDMP_A_1826705_F0002_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/d45a549f1292/TDMP_A_1826705_F0003_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/cbf51d2e98ae/TDMP_A_1826705_F0004_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/c7fdd611ae95/TDMP_A_1826705_SCH0001_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/ce346e79e5bb/TDMP_A_1826705_SCH0002_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/af5fe3d501cc/TDMP_A_1826705_F0005_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/c33f36724fe1/TDMP_A_1826705_F0006_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/ddbbd88c7510/TDMP_A_1826705_F0007_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/418e8cb67a3f/TDMP_A_1826705_F0008_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/9ce83c76545c/TDMP_A_1826705_F0001_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/446574df6304/TDMP_A_1826705_F0002_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/d45a549f1292/TDMP_A_1826705_F0003_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/cbf51d2e98ae/TDMP_A_1826705_F0004_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/c7fdd611ae95/TDMP_A_1826705_SCH0001_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/ce346e79e5bb/TDMP_A_1826705_SCH0002_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/af5fe3d501cc/TDMP_A_1826705_F0005_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/c33f36724fe1/TDMP_A_1826705_F0006_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/ddbbd88c7510/TDMP_A_1826705_F0007_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e3/7580563/418e8cb67a3f/TDMP_A_1826705_F0008_OC.jpg

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