高等学校化学学报
高等學校化學學報
고등학교화학학보
CHEMICAL JOURNAL OF CHINESE UNIVERSITIES
2015年
6期
1094-1099
,共6页
彭再喜%廖俊旭%徐勇军%赵鸿斌%彭敏%崔云增%宁静恒
彭再喜%廖俊旭%徐勇軍%趙鴻斌%彭敏%崔雲增%寧靜恆
팽재희%료준욱%서용군%조홍빈%팽민%최운증%저정항
氟化硼二吡咯甲川衍生物%共轭桥%供/吸电子基团%光电性能
氟化硼二吡咯甲川衍生物%共軛橋%供/吸電子基糰%光電性能
불화붕이필각갑천연생물%공액교%공/흡전자기단%광전성능
4,4'-Difluoro-4-bora-3a,4a-diaza-sindacene(BODIPY) derivative%Conjugate bridge%Donor or acceptor unit%Photophysical property
设计合成了4种对称的以不同供/吸电子基团为共轭桥、两端连接meso位苯或噻吩取代的新型氟化硼二吡咯甲川( BODIPY)衍生物;通过1 H NMR,13 C NMR和MS等手段对其进行了结构表征;并采用紫外吸收光谱、荧光发射光谱及循环伏安( CV)等方法研究了其光电性能.紫外光谱数据表明, BODIPY结构具有明显的特征吸收,中间的桥联基团无论是强供电子的苯并二噻吩( BDT)还是强吸电子的苯并噻二唑( BT)均不能使整个分子产生明显的分子内电子迁移(ICT).另一方面, meso位的取代基可与BODIPY核产生微弱的ICT,且meso位噻吩取代的分子比meso位苯环取代的分子表现出更强的ICT.紫外光谱数据和电化学测试结果表明, meso位噻吩取代的分子比meso位苯环取代的分子具有更低的氧化电位和更窄的能隙.
設計閤成瞭4種對稱的以不同供/吸電子基糰為共軛橋、兩耑連接meso位苯或噻吩取代的新型氟化硼二吡咯甲川( BODIPY)衍生物;通過1 H NMR,13 C NMR和MS等手段對其進行瞭結構錶徵;併採用紫外吸收光譜、熒光髮射光譜及循環伏安( CV)等方法研究瞭其光電性能.紫外光譜數據錶明, BODIPY結構具有明顯的特徵吸收,中間的橋聯基糰無論是彊供電子的苯併二噻吩( BDT)還是彊吸電子的苯併噻二唑( BT)均不能使整箇分子產生明顯的分子內電子遷移(ICT).另一方麵, meso位的取代基可與BODIPY覈產生微弱的ICT,且meso位噻吩取代的分子比meso位苯環取代的分子錶現齣更彊的ICT.紫外光譜數據和電化學測試結果錶明, meso位噻吩取代的分子比meso位苯環取代的分子具有更低的氧化電位和更窄的能隙.
설계합성료4충대칭적이불동공/흡전자기단위공액교、량단련접meso위분혹새분취대적신형불화붕이필각갑천( BODIPY)연생물;통과1 H NMR,13 C NMR화MS등수단대기진행료결구표정;병채용자외흡수광보、형광발사광보급순배복안( CV)등방법연구료기광전성능.자외광보수거표명, BODIPY결구구유명현적특정흡수,중간적교련기단무론시강공전자적분병이새분( BDT)환시강흡전자적분병새이서( BT)균불능사정개분자산생명현적분자내전자천이(ICT).령일방면, meso위적취대기가여BODIPY핵산생미약적ICT,차meso위새분취대적분자비meso위분배취대적분자표현출경강적ICT.자외광보수거화전화학측시결과표명, meso위새분취대적분자비meso위분배취대적분자구유경저적양화전위화경착적능극.
Four novel symmetrical 4,4'-difluoro-4-bora-3a,4a-diaza-sindacene ( BODIPY) derivatives were synthesized. These BODIPY derivatives bear different donor or acceptor units as conjugate bridge, and the BODIPYs meso-position substituted by thiophene or benzene as the termini groups. The structures of all the compounds were identified by 1 H NMR, 13 C NMR and MS techniques. The photophysical properties of these compounds were measured by the UV-Vis absorption and the fluorescence emission spectrophotometer. And the electrochemical properties were investigated by the cyclic voltammetry. The results of absorption spectra confirmed that these BODIPYs had a characteristic absorption peak, and the conjugate bridges had little influence on the intramolecular charge-transfer( ICT) interaction neither used as donor nor acceptor. On the other hand, meso-position substituentes have a weak influence on the ICT interaction in the BODIPYs, and meso-position thiophene substituted ones have raised more intensive ICT than the meso-position benzene substituted ones. Both the absorption spectra and cyclic voltammetry data indicate that BODIPYs with meso-thiophene substitutuents possess a lower oxidation potential and a narrower band gap than those meso-position benzene ones.