α-蒎烯模拟丁基橡胶与氢化钠的反应机理

采用小分子模型化合物α-蒎烯来代替丁基橡胶（IIR）,以推断Na H与IIR可能的反应机理,并考察了以苯乙烯和马来酸酐（MAH）作碳负离子接受体时Na H与α-蒎烯的反应情况。结果表明,Na H不仅能与α-蒎烯发生烯丙基氢的取代反应,同时还发生了双键的加成反应,但取代反应的程度大于加成反应。随着反应时间、Na H用量及碳负离子接受体的不同,反应程度也有很大的差别。随着反应时间的延长和Na H用量的增加,发生取代反应的程度大于碳碳双键加成反应的程度;生成的碳负离子更容易与MAH发生碳氧双键的亲电加成反应。...

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Published in合成橡胶工业 Vol. 39; no. 2; pp. 103 - 107
Main Author 苏俊杰 孙秀圃 于方琪 刘冉 刘顺凯 赵季若 冯莺
Format Journal Article
LanguageChinese
Published 青岛科技大学橡塑材料与工程教育部重点实验室/山东省橡塑材料与工程重点实验室,山东青岛,266042%山东恒宇橡胶有限公司,山东东营,257335 2016
Subjects
α-蒎烯
丁基橡胶
加成反应
反应机理
取代反应
碳负离子接受体
碳负离子接受体
丁基橡胶
α-蒎烯
反应机理
reaction mechanism
butyl rubber
取代反应
α-pinene
addition reaction
substitution reaction
加成反应
carbon anion receptor
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ISSN1000-1255

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Summary:采用小分子模型化合物α-蒎烯来代替丁基橡胶（IIR）,以推断Na H与IIR可能的反应机理,并考察了以苯乙烯和马来酸酐（MAH）作碳负离子接受体时Na H与α-蒎烯的反应情况。结果表明,Na H不仅能与α-蒎烯发生烯丙基氢的取代反应,同时还发生了双键的加成反应,但取代反应的程度大于加成反应。随着反应时间、Na H用量及碳负离子接受体的不同,反应程度也有很大的差别。随着反应时间的延长和Na H用量的增加,发生取代反应的程度大于碳碳双键加成反应的程度;生成的碳负离子更容易与MAH发生碳氧双键的亲电加成反应。
Bibliography:Small molecular model compound α-pinene was introduced as a substitute for butyl rubber（ IIR） to deduce the possible mechanism of Na H reaction with IIR. The reaction process was investigated using styrene and maleic anhydride（ MAH）as carbon anion receptor. The results showed that both of substitution reaction of allylic hydrogen and addition reaction of double bond occurred between Na H and α-pinene,but substitution reaction had a large proportion. The reaction degree varied with the reaction time,content of Na H and the kind of carbon anion receptor. With increasing the reaction time and the content of Na H,the proportion of substitution reaction was larger than that of addition reaction of carbon-carbon double bond. The produced carbanion was easier to react with MAH for an electrophilic addition reaction of carbon-oxygen double bond.
SU Jun-jie;SUN Xiu-pu;YU Fang-qi;LIU Ran;LIU Shun-kai;ZHAO Ji-ruo;FENG Ying （1. Key Laboratory of Rubber-Plastics of Ministry of Education/Shandong Province Key Laboratory of
ISSN:1000-1255