咔唑类化合物的光致发光特性
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摘要
聚二氯磷腈(PDCP)与N-(6-羟基己基)咔唑发生亲核取代,得到了热稳定性良好(约290℃)、玻璃化温度较低(约36℃)的光电导材料聚双(6-咔唑基己氧基)磷腈。稳态荧光光谱表明,N-(6-羟基己基)咔唑和聚双(6-咔唑基己氧基)磷腈的荧光发射最大波长分别在410nm和393nm,其荧光强度相比于咔唑的最大波长420nm依次减弱并发生蓝移;瞬态荧光光谱表明聚磷腈的线型主链结构和孤立的dπ-pπ杂化轨道体系导致其空间位阻增大,破坏了原有的共轭体系,使聚双(6-咔唑基己氧基)磷腈在不同发射波长下的荧光寿命普遍减小。
Poly[bis(6-carbazolhexyloxy)]phosphazene with good thermal stability(about 290 ℃) and a low glass transition temperature(about 36 ℃) was synthesized with N-(6-hydroxyhexyl)carbazole and linear polydichlorophosphazene.Steady state fluorescence spectra elucidated that the maximum fluorescence-emission wavelengths of carbazole,N-(6-hydroxyhexyl)carbazole and poly[bis(6-carbazolhexyloxy)]phosphazene are 420,410,and 393 nm,respectively.The fluorescence intensity of N-(6-hydroxyhexyl)carbazole and poly[bis(6-carbazolhexyloxy)]phosphazene decreases orderly and has a blue-shift compared with carbazole.The transient fluorescence spectra show that the linear backbone and the isolated dπ-pπ hybrid orbital of polyphosphazene might increase steric hindrance and disrupt the previous conjugate system,leading to decrease of the fluorescence lifetime of poly[bis(6-carbazolhexyloxy)]phosphazene at several emission wavelengths.
Poly[bis(6-carbazolhexyloxy)]phosphazene with good thermal stability(about 290 ℃) and a low glass transition temperature(about 36 ℃) was synthesized with N-(6-hydroxyhexyl)carbazole and linear polydichlorophosphazene.Steady state fluorescence spectra elucidated that the maximum fluorescence-emission wavelengths of carbazole,N-(6-hydroxyhexyl)carbazole and poly[bis(6-carbazolhexyloxy)]phosphazene are 420,410,and 393 nm,respectively.The fluorescence intensity of N-(6-hydroxyhexyl)carbazole and poly[bis(6-carbazolhexyloxy)]phosphazene decreases orderly and has a blue-shift compared with carbazole.The transient fluorescence spectra show that the linear backbone and the isolated dπ-pπ hybrid orbital of polyphosphazene might increase steric hindrance and disrupt the previous conjugate system,leading to decrease of the fluorescence lifetime of poly[bis(6-carbazolhexyloxy)]phosphazene at several emission wavelengths.
引文
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[2]Arosha G,Daniel W,Moerner W E.Image amplification and novelty filtering with a photorefractive polymer[J].Appl Phys Lett,2000,76(23):3358-3360.
[3]Gao C Y,Xia H R,Xu J Q,et al.Self-pumped conjugation in CSBN75crystals[J].Cryst Res Technol,2007,42(2):169-172.
[4]刘朋明,张连华.聚磷腈功能材料研究进展[J].化学研究与应用,2001,13(1):33-39.(Liu Pengming,Zhang Lianhua.Research onpolyphosphazene as functional materials.Chemical Research and Application,2001,13(1):33-39)
[5]Neilson R H,Neilson P W.Poly(alkyl/arylphosphazenes)and their precursors[J].Chem Rev,1988,88(3):541-562.
[6]Li Z,Luo J D,Li J,et al.Novel polyphosphazenes containing-transporting agent and chromophore as pendant groups[J].Polym Bull,2000,45:105-111.
[7]Pan Y,Tang X Z.Synthesis and characterization of azobenzene-containing side-chain photorefractive polymers[J].Eur Polym J,2008,44:408-414.
[8]李文超,封继康,任爱民,等.3,6-和2,7-咔唑衍生物单光子和双光子吸收性质的理论研究[J].高等学校化学学报,2010,31(1):100-105.(Li Wenchao,Feng Jikang,Ren Aimin,et al.Theoretical studies for one-and two-photon absorption properties of 3,6-and 2,7-carbazole de-rivatives.Chemical Journal of Chinese Universities,2010,31(1):100-105)
[9]Kuwabara Y,Ogawa H,Inada H,et al.Thermally stable multilared organic electroluminescent devices using novel starburstmolecules TC-TA and m-MTDATA,as hole-transport materials[J].Adv Mater,1994,6(9):677-679.
[10]屈玉峰,蒋晓东,曹林洪,等.聚双(N-羟己烷咔唑)磷腈的制备与表征[J].合成化学,2012,20(1):98-100.(Qu Yufeng,Jiang Xiaodong,Cao Linhong,et al.Synthesis of poly[bis(hexan N-carbazol)]phosphazene.Chinese Journal of Synthetic Chemistry,2012,20(1):98-100)
[11]Ostroverkhova O,Moerner W E.Organic photorefractives:mechanisms,materials and applications[J].Chem Rev,2004,104:3267-3314.
[12]邓崇海,胡寒梅,邵国泉,等.红光材料双β-二酮铕配合物的合成、结构与发光性质[J].中国稀土学报,2008,26(5):552-556.(DengChonghai,Hu Hanmei,Shao Guoquan,et al.Synthesis,crystal structure and photoluminescence property of red-light material of Eu3+-bis(β-diketonate)comlex.Journal of the Chinese Rare Earth Society,2008,26(5):552-556)
[13]胥诗华,刘望博,何彦波,等.三种星形咔唑衍生物的合成及电光性能[J].化学试剂,2010,32(11):965-969.(Xu Shihua,Liu Wangbo,He Yanbo,et al.Synthesis of three kinds of star-burst carbazol derivatives and their photoelectric performances.Chemical Reagents,2010,32(11):965-969)
[14]霍延平,曾和平,张焜,等.C60-卤代苯吡咯烷的合成及光谱表征[J].精细化工中间体,2008,38(2):51-54.(Huo Yanping,Zeng Heping,Zhang Kun,et al.Synthesis and optical properties of fulleropyrrolidine containing halogenenated benzene dyad.Fine Chemical Intermedi-ates,2008,38(2):51-54)