Oña-Ruales Jorge O, Ruiz-Morales Yosadara
National Institute of Standards and Technology, NIST , Gaithersburg, Maryland 20899, United States.
Instituto Mexicano del Petróleo , Eje Central Lázaro Cárdenas Norte 152, Mexico City 07730, Mexico.
J Phys Chem A. 2015 Oct 22;119(42):10451-61. doi: 10.1021/acs.jpca.5b07681. Epub 2015 Oct 7.
The Annellation Theory was applied to establish the locations of maximum absorbance for the p and β bands in the UV-vis spectra of eight benzenoid cata-condensed polycyclic aromatic hydrocarbons (PAHs) with molecular formula C26H16 and no available syntheses procedures. In this group of eight isomers, there are seven compounds with potential carcinogenic properties due to geometrical constraints. In addition, crude oil and asphaltene absorption spectra exhibit similar properties, and the PAHs in heavier crude oils and asphaltenes are known to be the source of the color of heavy oils. Therefore, understanding the electronic bands of PAHs is becoming increasingly important. The methodology was validated using information for the remaining 29 isomers with available UV-vis spectra. The results satisfactorily agree with the results from semiempirical calculations made using the ZINDO/S approach. The locations of maximum absorbance for the p and β bands in the UV-vis spectra of the eight C26H16 cata-condensed isomers dibenzo[c,m]tetraphene, naphtho[1,2-c]chrysene, dibenzo[c,f]tetraphene, benzo[f]picene, naphtho[2,1-a]tetraphene, naphtho[2,1-c]tetraphene, dibenzo[c,l]chrysene, and naphtho[1,2-a]tetraphene were established for the first time.
采用环化理论确定了8种分子式为C26H16且无可用合成方法的苯并稠合多环芳烃（PAHs）在紫外-可见光谱中p带和β带的最大吸收位置。在这8种异构体中，由于几何结构限制，有7种化合物具有潜在致癌特性。此外，原油和沥青质的吸收光谱表现出相似的特性，且已知重质原油和沥青质中的PAHs是重油颜色的来源。因此，了解PAHs的电子能带变得越来越重要。该方法通过使用其余29种具有可用紫外-可见光谱的异构体的信息进行了验证。结果与使用ZINDO/S方法进行的半经验计算结果令人满意地一致。首次确定了8种C26H16苯并稠合异构体二苯并[c,m]四苯、萘并[1,2-c]并四苯、二苯并[c,f]四苯、苯并[f]苝、萘并[2,1-a]四苯、萘并[2,1-c]四苯、二苯并[c,l]并四苯和萘并[1,2-a]四苯在紫外-可见光谱中p带和β带的最大吸收位置。
