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Synthesis and characterization of new optically active poly(amide-imide)s containing epiclon and L-methionine moieties in the main chain

机译:主链上含有环氧乙烷和L-蛋氨酸部分的新型光学活性聚(酰胺-酰亚胺)的合成与表征

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摘要

Epiclon [3a,4,5,7a-tetrahydro-7-methyl-5-(tetrahydro-2,5-dioxo-3-furanyl)-1,3-isobenzofurandione] (2) was reacted with L-methionine (2) in acetic acid and the resulting imide-acid 3 was obtained in high yield. The diacid chloride 4 was prepared from diacid derivative 3 by reaction with thionyl chloride. Thermostable poly(amide-imide)s containing epiclon structure were synthesized by reacting of diacid chloride 4 with various aromatic diamines. Polymerization reaction was performed by two conventional methods: low temperature solution polycondensation and short period reflux conditions. In order to compare conventional solution polycondensation reaction methods with microwave-assisted polycondensation, the reactions were also carried out under microwave conditions with a small amount of o-cresol that acts as a primary microwave absorber. The reaction mixture was irradiated for 6 min with 100% radiation power. Several new optically active poly(amide-imide)s with inherent viscosity ranging from 0.15 to 0.36 dl/g were obtained with high yield. All of the above polymers were fully characterized by 1{sup left}H-NMRr FT-IR, elemental analyses and specific rotation techniques. Some structural characterizations and physical properties of these new optically active poly(amide-imide)s are reported.
机译:使Epiclon [3a,4,5,7a-四氢-7-甲基-5-(四氢-2,5-二氧代-3-呋喃基)-1,3-异苯并呋喃二酮](2)与L-蛋氨酸(2)反应在乙酸中溶解,并以高收率获得所得的酰亚胺酸3。通过与亚硫酰氯反应,由二酸衍生物3制备二酰氯4。通过使二酰氯4与各种芳族二胺反应,合成了具有Epiclon结构的热稳定聚(酰胺-酰亚胺)。聚合反应通过两种常规方法进行:低温溶液缩聚和短期回流条件。为了将常规溶液缩聚反应方法与微波辅助缩聚进行比较,反应还在微波条件下用少量邻甲酚作为主要的微波吸收剂进行。用100%辐射功率将反应混合物辐射6分钟。以高收率获得了几种新的旋光活性聚(酰胺-酰亚胺),其比浓对数粘度为0.15至0.36 dl / g。以上所有聚合物均通过1 H-NMRr FT-IR,元素分析和比旋技术进行了充分表征。这些新型的光学活性聚(酰胺-酰亚胺)的一些结构表征和物理性质已报道。

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