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Biobased Thermosetting Resins Composed of L-Lysine Methyl Ester and Bismaleimide

机译:L-赖氨酸甲酯和双马来酰亚胺组成的生物基热固性树脂

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Lysine methyl ester (LME), which was generated in situ by the reaction of lysine methyl ester dihydrochloride and triethylamine in dimethyl sulfoxide (DMSO), was prepolymerized with 4,4'-bismaleimidodiphenylmethane (BMI) at 80℃ for 2 h in DMSO. Then, the formed prepolymer was precipitated in water. The obtained LME/BMI prepolymers with molar ratios of 2:2, 2:3, and 2:4 were compression-molded at a final temperature of 230℃ for 2 h to produce cured lysine methyl ester/4,4'-bismaleimidodiphenylmethane resins (cLBs; cLB22, cLB23, and cLB24, respectively). Fourier transform infrared (FTIR) analyses revealed that the Michael addition reaction of amino groups to the C=C bonds of the maleimide group occurred in addition to the homopolymerization of the maleimide group. The glass-transition temperature (T_g) and 5% weight loss temperature (T_5) of the cured resin increased with increasing BMI feed content, and cLB24 showed the highest T_g (343℃) and T_5 (389℃). The flexural strengths (131-150 MPa) and moduli (3.0-3.6 GPa) of the cLBs were comparable to those of the conventionally cured resins of BMI and 4,4'-diaminodiphenylmethane. Field emission scanning electron microscopy analysis revealed that there was no phase separation for all of the cured resins. Although cLB23 and cLB24 were not biodegradable, cLB22 had a biodegradability of 8.5% after 30 days in an aerobic aqueous medium containing activated sludge.
机译:将赖氨酸甲酯二盐酸盐与三乙胺在二甲亚砜(DMSO)中反应原位生成的赖氨酸甲酯(LME)与4,4'-双马来酰亚胺二苯甲烷(BMI)在DMSO中于80℃预聚合2小时。然后,将形成的预聚物在水中沉淀。将获得的摩尔比为2:2、2:3和2:4的LME / BMI预聚物在最终温度230℃下压缩成型2小时,以生产固化的赖氨酸甲酯/ 4,4'-双马来酰亚胺二苯基甲烷树脂。 (分别为cLB; cLB22,cLB23和cLB24)。傅里叶变换红外(FTIR)分析表明,除了马来酰亚胺基团的均聚作用外,还发生了氨基与马来酰亚胺基团的C = C键的迈克尔加成反应。固化树脂的玻璃化转变温度(T_g)和5%失重温度(T_5)随着BMI进料量的增加而增加,而cLB24的最高T_g(343℃)和T_5(389℃)最高。 cLB的弯曲强度(131-150 MPa)和模量(3.0-3.6 GPa)与BMI和4,4'-二氨基二苯基甲烷的常规固化树脂相当。场发射扫描电子显微镜分析表明,所有固化树脂都没有相分离。尽管cLB23和cLB24不可生物降解,但在含有活性污泥的需氧水性介质中放置30天后,cLB22的生物降解率为8.5%。

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