绿光作为三基色之一,具有不可忽视的作用。通过Suzuki偶联反应合成了芘基多孔有机聚合物(Py-POP),采用傅里叶变换红外光谱仪、荧光分光光度计、N2吸附-脱附实验、X射线衍射仪和扫描电子显微镜对其化学结构、晶体结构和微观形貌进行了表征。通过Hyperchem软件对Py-POP空间结构进行了模拟,模拟结果表明二乙烯基硅氧烷-双苯并环丁烯(DVSBCB)单体能够进入Py-POP孔道,先通过热开环反应得到预聚物Py-POP/pre-p-DVSBCB(pre-p-DVSBCB为二乙烯基硅氧烷-双苯并环丁烯预聚物),再进一步反应得到芘基交联固化物Py-POP/p-DVSBCB(p-DVSBCB为pre-p-DVSBCB的交联固化物),Py-POP/p-DVSBCB能够作为封装层和荧光层。由于pre-p-DVSBCB和p-DVSBCB具有紫外吸收-蓝光发射的特性,因此二者作为主体材料(Host)能够通过能量转移过程将蓝光转移到Py-POP客体材料(Ghost)。发光二极管(LED)光源性能测试结果表明,Host-Ghost能量传递体系能够减少蓝光,同时能够得到具有良好青绿色发光行为的LED光源。
Green light,as one of the three primary colors,plays an undeniable role.Pyrene-based porous organic polymers (Py-POP) were synthesized by Suzuki coupling reaction.Their chemical structure,crystal structure and microscopic morphology were characterized by Fourier transform infrared spectrometer,fluorescence spectrophotometer,N2 adsorption-desorption experiment,X-ray diffraction and scanning electron microscopy.The spatial structure of Py-POP was simulated using Hyperchem software,and the simulation results indicated that the divinylsiloxane dibenzocyclobutene (DVSBCB) monomer could enter the Py-POP pore channels,and the prepolymers Py-POP/pre-p-DVSBCB (pre-p-DVSBCB being a divinylsiloxane bisbenzocyclobutene prepolymer) were obtained through thermal ring-opening reaction,followed by further reaction to obtain pyrene-based crosslinked cured product Py-POP/p-DVSBCB (p-DVSBCB being the cross-linked cured product of pre-p-DVSBCB).The Py-POP/p-DVSBCB could serve as the packaging layer and fluorescent layer.Due to the UV absorption-blue light emission characteristics of pre-p-DVSBBCB and p-DVSBCB,they could serve as host materials and transfer blue light to Py-POP guest materials through energy transfer processes.The performance test of LED light sources indicated that the host-guest energy transfer system could effectively reduce blue light and obtain LED light sources with good turquoise emission behavior.
[1] Vu A,Phillips J,Bühlmann P,et al.Quenching performance of surfactant-containing and surfactant-free fluorophore-doped mesoporous silica films for nitroaromatic compound detection[J].Chemistry of Materials,2013,25(5):711-722.
[2] Yang J,Li L,Yu Y,et al.Blue pyrene-based AIEgens:inhibited intermolecular π-π stacking through the introduction of substituents with controllable intramolecular conjugation,and high external quantum efficiencies up to 3.46% in non-doped OLEDs[J].Materials Chemistry Frontiers,2017,1(1):91-99.
[3] Ballestas-Barrientos A R,Woodward A W,Moreshead W V,et al.Synthesis and linear and nonlinear photophysical characterization of two symmetrical pyrene-terminated squaraine derivatives[J].The Journal of Physical Chemistry C,2016,120(14):7829-7838.
[4] Ye J W,Zhou H L,Liu S Y,et al.Encapsulating pyrene in a metal-organic zeolite for optical sensing of molecular oxygen[J].Chemistry of Materials,2015,27(24):8255-8260.
[5] Chopra R,Kaur P,Singh K.Pyrene-based chemosensor detects picric acid upto attogram level through aggregation enhanced excimer emission[J].Analytica Chimica Acta,2015,864:55-63.
[6] Liang Z Q,Li Y X,Yang J X,et al.Suppression of aggregation-induced fluorescence quenching in pyrene derivatives:photophysical properties and crystal structures[J].Tetrahedron Letters,2011,52(12):1329-1333.
[7] Wang Q,Liu H,Lu H,et al.Synthesis,characterization and solid-state emission properties of arylsilyl-substituted pyrene derivatives[J].Dyes and Pigments,2013,99(3):771-778.
[8] Wang L,Li W,Lu J,et al.Supramolecular nano-aggregates based on bis (pyrene) derivatives for lysosome-targeted cell imaging[J].The Journal of Physical Chemistry C,2013,117(50):26811-26820.
[9] Keeling-Tucker T,Brennan J D.Fluorescent probes as repor-ters on the local structure and dynamics in sol-gel-derived nanocomposite materials[J].Chemistry of Materials,2001,13(10):3331-3350.
[10] Giri A,Patra A.Porous organic polymers:promising testbed for heterogeneous reactive oxygen species mediated photocatalysis and nonredox CO2 fixation[J].The Chemical Record,2022,22(9):202200071.
[11] Chen D,Liu C,Tang J,et al.Fluorescent porous organic polymers[J].Polymer Chemistry,2019,10(10):1168-1181.
[12] Hu R,Leung N L C,Tang B Z.AIE macromolecules:syntheses,structures and functionalities[J].Chemical Society Reviews,2014,43(13):4494-4562.
[13] Geng T,Zhu Z,Wang X,et al.Poly {tris [4-(2-thienyl) phenyl] amine} fluorescent conjugated microporous polymer for selectively sensing picric acid[J].Sensors and Actuators B:Chemical,2017,244:334-343.
[14] 付飞,沈明贵,王丹,等.苯并环丁烯树脂的研究进展[J].现代化工,2019,39(1):67-72.
[15] 胡欢.苯并环丁烯碳硅烷聚合物的合成及性能研究[D].绵阳:西南科技大学,2015.
[16] Hu H,Ma J,Li X,et al.Benzocyclobutene-functional double-decker silsesquioxane:self-assembled hybrid resin for high-performance dielectrics and LED encapsulants[J].Polymer Chemistry,2019,10(33):4551-4560.
[17] Dobish J N,Hamilton S K,Harth E.Synthesis of low-temperature benzocyclobutene cross-linker and utilization[J].Polymer Chemistry,2012,3(4):857-860.
[18] He X,Bi H,Wei P.Luminescent organic molecular frameworks from tetraphenylethylene-based building blocks[J].Journal of Materials Chemistry C,2023,11(11):3675-3691.
[19] Chen Q,Wang J X,Yang F,et al.Tetraphenylethylene-based fluorescent porous organic polymers:preparation,gas sorption properties and photoluminescence properties[J].Journal of Materials Chemistry,2011,21(35):13554-13560.
[20] Begum S,Hassan Z,Bräse S,et al.Polymerization in MOF-confined nanospaces:tailored architectures,functions,and applications[J].Langmuir,2020,36(36):10657-10673.
[21] Patra A,Koenen J M,Scherf U.Fluorescent nanoparticles based on a microporous organic polymer network:fabrication and efficient energy transfer to surface-bound dyes[J].Chemical Communications,2011,47(34):9612-9614.
[22] 潘湘宁.苝类有机光电材料的合成改性及其光电性质研究[D].深圳:深圳大学,2020.
[23] 贺倩,张崇,李晓,等.芘基共轭微孔聚合物用于锂离子电池电极材料性能研究[J].化学学报,2018,76(3):202.
基金资助
四川省自然科学基金(2022NSFSC0032);环境友好能源材料国家重点实验室开发基金(21fksy03,20fkdy03)
PDF
