CAJ | 학술논문

以二芳胺和4-溴-1,8-萘酰亚胺体系为原料,经Cu Ⅰ/18-crown-6/K2CO3催化制备了2个新的萘酰亚胺衍生物,利用FT-IR,NMR,EA等表征了其结构.并用UV-vis和PL测定了此类化合物在正己烷、四氢呋喃和二氯甲烷不同极性溶剂中的发光性能.在450 nm附近的紫外最大吸收波长是由于分子内的电荷转移造成的,并且其发射波长在非极性溶剂正己烷中分别位于492和501 nm,而在极性溶剂二氯甲烷中分别位于600和620 nm.采用Lippert-Mataga方程计算出分子4-二苯胺基-N-(2-甲氧基苯基)-1,8-萘酰亚胺(DMN-1)和4-(2-萘基苯基胺基)-N-(2-甲氧基苯基)-1,8-萘酰亚胺(DMN-2)基态与激发态偶极矩差值分别为9.2和9.8 D,如此大的偶极矩变化说明了该分子具有典型的分子内电荷转移特性.
이이방알화4-추-1,8-내선아알체계위원료,경Cu Ⅰ/18-crown-6/K2CO3최화제비료2개신적내선아알연생물,이용FT-IR,NMR,EA등표정료기결구.병용UV-vis화PL측정료차류화합물재정기완、사경부남화이록갑완불동겁성용제중적발광성능.재450 nm부근적자외최대흡수파장시유우분자내적전하전이조성적,병차기발사파장재비겁성용제정기완중분별위우492화501 nm,이재겁성용제이록갑완중분별위우600화620 nm.채용Lippert-Mataga방정계산출분자4-이분알기-N-(2-갑양기분기)-1,8-내선아알(DMN-1)화4-(2-내기분기알기)-N-(2-갑양기분기)-1,8-내선아알(DMN-2)기태여격발태우겁구차치분별위9.2화9.8 D,여차대적우겁구변화설명료해분자구유전형적분자내전하전이특성.
Two new diarylamine-substituted 1, 8-naphthalimidederivatives are synthesized by Cu Ⅰ/18-crown-6/K2CO3 catalystsystem and characterized by Fourier transform infrared (FF-IR), 1H-NMR and elemental analyses. The UV-vis absorption andphotoluminescent (PL)spectra of the systems in n-hexane,tetrahydrofuran (THF), and CH2Cl2 are investigated. Thesenaphthalimide molecules have an absorption band centered atabout 450 nm, which is assigned to an intramolecular charge-transfer (ICT)transition, and they emit light at 492, 501 nm in anonpolar solvent such as n-hexane, and at 600,620 nm in a polarsolvent such as CH2Cl2. From the Lippert-Mataga equation, thedifference of the dipole moment between the excited state and theground state is estimated to be 9.2 and 9.8 D for 4-(diphenylamine )-N-( 2-methoxyphenyl )-1, 8-naphthalimide( DMN-1 ) and 4-( 2-naphthylphenylamine )-N-( 2-methoxyphenyl) -1, 8-naphthalimide (DMN-2), respectively. Thislarge change in the dipole moment upon excitation is typical forphotoinduced ICT processes.