以异长叶烷酮为原料,采用叔丁醇钾为催化剂,分别与对溴苯甲醛、对氟苯甲醛、间硝基苯甲醛、2,4-二氯苯甲醛等进行缩合反应,合成了系列7-芳亚甲基异长叶烷酮类化合物a—j。采用1H NMR、13C NMR、GC-MS和FT-IR等分析手段对合成所得7-芳亚甲基异长叶烷酮类化合物的结构进行了鉴定,并探索了化合物a—j的紫外吸收特性与光稳定性。结果表明:化合物a、b、c、d、j对中波紫外线(UVB)具有良好的吸收性能; 而化合物e、f、g、h和i对长波紫外线(UVA)和UVB均具有较好的吸收性能。化合物a—j的光稳定顺序为h>g>e>c>a>d>b>f>i>j,其紫外线吸收强度顺序为d>i>e>h>g>f>b>c>j>a。
Abstract
A series of 7-arylidene-isolongifolanone a—j were synthesized by condensation of isolongifolanone with aromatic aldehydes including 4-bromobenzaldehyde, 4-fluorobenzaldehyde, 3-nitrobenzaldehyde, 2,4-dichlorobenzaldehyde under catalyzation of potassium tert-butoxide. The structures of compounds a—j were identified by means of 1H NMR, 13C NMR, GC-MS and FT-IR, and their ultraviolet absorption characteristics as well as light stabilities were also investigated. The results showed that compounds a, b, c, d and j exhibited good absorbency as the medium-wave ultraviolet(UVB)type absorbents,and compounds e, f, g, h and i had both functions as long-wave ultraviolet(UVA)and UVB absorbents. The light stability sequence of those compounds was h>g>e>c>a>d>b>f>i>j. The UV absorption intensity was d>i>e>h>g>f>b>c>j>a.
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基金
收稿日期:2015-04-24 修回日期:2015-11-15
基金项目:江苏省高校自然科学研究重大项目(14KJA220001); 国家自然科学基金项目(31170538,31470592); 江苏省生物质能源与材料重点实验室开放基金(JSBEM2014010)
第一作者:芮坚(nanlinruijian@sina.com)。*通信作者:王石发(wsfyyq@njfu.com.cn),教授。
引文格式:芮坚,徐徐,杨益琴,等. 7-芳亚甲基异长叶烷酮类化合物的合成及其紫外吸收特征[J]. 南京林业大学学报:自然科学版,2015,39(6):88-94.
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