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Modification of epoxy resin with optically active carboxylic acid

机译:用光学活性羧酸改性环氧树脂

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L-leucine was converted to S-2-chloro, 4-methyl pentanoic acid (CMPA) with retention of optical activity. CMPA was reacted with the epoxy resin to form chiral monoester and chiral diester compounds. The modified epoxy resin (MER) was characterized by FTIR spectrophotometer and polarimeter and was analyzed for epoxy content. The MER shows optical activity and the optical rotation increases with increasing concentration of CMPA. DSC studies indicate similar reactivity of the enantiomers of CMPA as well as the recemic mixture. The MER containing different concentrations of chiral modifier was cured with a stoichiometric amount of amine hardener. The cured film (obtained up to 21 mol % of CMPA) exhibits chiral property as well. Dynamic mechanical thermal analysis (DMTA) studies indicate high damping behavior. A shift in tan 8 peak toward lower temperature was observed with increasing concentration of chiral modifier. The tan delta(max) increases up to 14 mol % of CMPA in MER and decreases thereafter. However, storage modulus gradually decreases with an increase in CMPA. Cured film based on two enantiomer-modified epoxy samples shows different damping behavior. CMPA was also blended with poly(methyl methacrylate) and the blend films were studied similarly. The system behaves in a similar fashion as observed with cured MER films. (C) 2002 Wiley Periodicals, Inc. [References: 22]
机译:将L-亮氨酸转化为具有光学活性的S-2-氯,4-甲基戊酸(CMPA)。 CMPA与环氧树脂反应形成手性单酯和手性二酯化合物。用FTIR分光光度计和旋光仪对改性环氧树脂(MER)进行表征,并分析其环氧含量。 MER显示出光学活性,旋光度随CMPA浓度的增加而增加。 DSC研究表明CMPA对映异构体和对映体混合物具有相似的反应性。用化学计量的胺硬化剂固化含有不同浓度的手性改性剂的MER。固化膜(获得至多21mol%的CMPA)也表现出手性。动态机械热分析(DMTA)研究表明高阻尼行为。随着手性改性剂浓度的增加,观察到tan 8峰向较低温度的移动。 tanδ(max)增加至MER中CMPA的14 mol%,此后降低。但是,储能模量随着CMPA的增加而逐渐降低。基于两个对映体改性的环氧样品的固化膜显示出不同的阻尼行为。 CMPA也与聚(甲基丙烯酸甲酯)共混,并对共混膜进行了类似的研究。该系统的行为与固化的MER膜相似。 (C)2002 Wiley Periodicals,Inc. [参考:22]

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