Song H C, Jin R J, Zheng X L, Ying B N
Department of Chemistry, Zhongshan University, Guangzhou, People's Republic of China.
Spectrochim Acta A Mol Biomol Spectrosc. 2001 Dec;57(14):2729-36. doi: 10.1016/s1386-1425(01)00461-9.
Eight 9-benzylidene-substituted-10-methyl-9,10-dihydroacridine derivatives were synthesized from acridine as starting material and were characterized by 1H-NMR, 13C-NMR, Ms and elemental analysis. The second harmonic generation (SHG) values of these compounds were determined in powder using Nd:YAG as a laser source, as compared with urea powder, and the values of second-order polarizabilities (betaxxx), the values of the composite magnitude (betaCTmicrog) of molecular hypersusceptibilities and their moment of these compounds were obtained by the solvatochromic method under ground state for everyone. The results showed that SHG value of 10 is higher than that of urea; the betaCTmicrog of 5 (107.8 x 10(-30) esu) is lower than that of 4-nitro-N,N-dimethylaniline (30 x 10(-30) esu); the betaCTmicrog of 7 (350.8 x 10(-30) esu) and 10 (244.6 x 10(-30) esu) are higher than that of 4-nitro-N,N-dimethylaniline; the betaCTmicrog of 8 (3553 x 10(-30) esu), 11 (1187 x 10(-30) esu) and 12 (1163 x 10(-30) esu) are much more higher than that of 4-nitro-N,N-dimethylaniline. The results demonstrated that this series of compounds possesses good second-order nonlinear optical (NLO) property. The regular relationship could not be obtained between electronegativity of substituents (R) attached to benzylidene ring and SHG values or betaCTmicrog values although the Rs are different in electronegativity and should make an effect on the extent of intramolecular electron-transfer and would consequently influence SHG or betaCTmicrog. The electron-withdrawing ability of R from benzylidene ring played an important role on lambdamax of these compounds.
以吖啶为起始原料合成了8种9-亚苄基取代的10-甲基-9,10-二氢吖啶衍生物，并通过1H-NMR、13C-NMR、质谱和元素分析对其进行了表征。以Nd:YAG作为激光源，在粉末状态下测定了这些化合物的二次谐波产生（SHG）值，并与尿素粉末进行了比较，通过溶剂化显色法在基态下获得了每个人的二阶极化率（betaxxx）值、分子超极化率的复合量值（betaCTmicrog）及其矩。结果表明，化合物10的SHG值高于尿素；化合物5的betaCTmicrog（107.8×10(-30) esu）低于4-硝基-N,N-二甲基苯胺（30×10(-30) esu）；化合物7（350.8×10(-30) esu）和10（244.6×10(-30) esu）的betaCTmicrog高于4-硝基-N,N-二甲基苯胺；化合物8（3553×10(-30) esu）、11（1187×10(-30) esu）和12（1163×10(-30) esu）的betaCTmicrog远高于4-硝基-N,N-二甲基苯胺。结果表明，该系列化合物具有良好的二阶非线性光学（NLO）性质。尽管连接在亚苄基环上的取代基（R）的电负性不同，且应会对分子内电子转移程度产生影响，进而影响SHG或betaCTmicrog，但在亚苄基环上取代基（R）的电负性与SHG值或betaCTmicrog值之间无法获得规律关系。亚苄基环上R的吸电子能力对这些化合物的最大吸收波长起着重要作用。
