Synthesis and Two-Photon Absorption Properties of Conjugated Polymers with N-Arylpyrrole as Conjugated Bridge and Isolation Moieties

被引:6
作者
Li, Qianqian [1 ]
Huang, Jing [1 ]
Pei, Zhiguo [2 ]
Zhong, Aoshu [1 ]
Peng, Ming [1 ]
Liu, Jun [2 ]
Huang, Zhenli [2 ]
Qin, Jingui [1 ]
Li, Zhen [1 ]
机构
[1] Wuhan Univ, Dept Chem, Wuhan 430072, Peoples R China
[2] Huazhong Univ Sci & Technol, Minist Educ, Key Lab Biomed Photon, Wuhan 430074, Peoples R China
基金
美国国家科学基金会;
关键词
conjugated polymers; copolymerization; isolation; NLO; pyrrole; two-photon absorption; NONLINEAR-OPTICAL CHROMOPHORES; DATA STORAGE; SOLAR-CELLS; FLUORESCENCE; ENHANCEMENT; DERIVATIVES; COPOLYMERS; SOLVENT; DYES; FLUOROPHORES;
D O I
10.1002/pola.24685
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Three novel conjugated polymers with N-arylpyrrole as the conjugated bridge were designed and synthesized, which emitted strong one-or two-photon excitation fluorescence in dilute tetrahydrofuran (THF) solution with high quantum yields. The maximal two-photon absorption (TPA) cross-sections of the polymers, measured by the two-photon-induced fluorescence method using femtosecond laser pulses in THF, were 752, 1114, and 1869 GM, respectively, indicating that the insertion of electron-donating or electron-withdrawing moieties into the polymer backbone could benefit to the increase of the TPA cross-section. Their large TPA cross-sections, coupled with the relatively high emission quantum yields, made these conjugated polymers attractive for practical applications, especially two-photon excited fluorescence. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 2538-2545, 2011
引用
收藏
页码:2538 / 2545
页数:8
相关论文
共 56 条
[1]   Large molecular hyperpolarizabilities. Quantitative analysis of aromaticity and auxiliary donor-acceptor effects [J].
Albert, IDL ;
Marks, TJ ;
Ratner, MA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (28) :6575-6582
[2]   Dipyrrolyl quinoxalines with extended chromophores are efficient fluorimetric sensors for pyrophosphate [J].
Aldakov, D ;
Anzenbacher, P .
CHEMICAL COMMUNICATIONS, 2003, (12) :1394-1395
[3]   Two-photon absorption in tetraphenylporphycenes:: Are porphycenes better candidates than porphyrins for providing optimal optical properties for two-photon photodynamic therapy? [J].
Arnbjerg, Jacob ;
Jimenez-Banzo, Ana ;
Paterson, Martin J. ;
Nonell, Santi ;
Borrell, Jose I. ;
Christiansen, Ove ;
Ogilby, Peter R. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (16) :5188-5199
[4]   Controlling the growth of conjugated polymers on electrode surface:: Synthesis, electropolymerization, and spectroelectrochemistry of conjugated bispyrroles [J].
Büschel, M ;
Ajayaghosh, A ;
Eldo, J ;
Daub, J .
MACROMOLECULES, 2002, 35 (22) :8405-8412
[5]   Rational color tuning and luminescent properties of functionalized boron-containing 2-pyridyl pyrrolide complexes [J].
Chen, HY ;
Chi, Y ;
Liu, CS ;
Yu, JK ;
Cheng, YM ;
Chen, KS ;
Chou, PT ;
Peng, SM ;
Lee, GH ;
Carty, AJ ;
Yeh, SJ ;
Chen, CT .
ADVANCED FUNCTIONAL MATERIALS, 2005, 15 (04) :567-574
[6]   Strong, low-energy two-photon absorption in extended amine-terminated cyano-substituted phenylenevinylene oligomers [J].
Chung, SJ ;
Rumi, M ;
Alain, V ;
Barlow, S ;
Perry, JW ;
Marder, SR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (31) :10844-10845
[7]   Two-photon properties and excitation dynamics of poly(p-phenylenevinylene) derivatives carrying phenylanthracene and branched alkoxy pendents [J].
Chung, SJ ;
Maciel, GS ;
Pudavar, HE ;
Lin, TC ;
He, GS ;
Swiatkiewicz, J ;
Prasad, PN ;
Lee, DW ;
Jin, JI .
JOURNAL OF PHYSICAL CHEMISTRY A, 2002, 106 (33) :7512-7520
[8]   Two-photon polymerization initiators for three-dimensional optical data storage and microfabrication [J].
Cumpston, BH ;
Ananthavel, SP ;
Barlow, S ;
Dyer, DL ;
Ehrlich, JE ;
Erskine, LL ;
Heikal, AA ;
Kuebler, SM ;
Lee, IYS ;
McCord-Maughon, D ;
Qin, JQ ;
Röckel, H ;
Rumi, M ;
Wu, XL ;
Marder, SR ;
Perry, JW .
NATURE, 1999, 398 (6722) :51-54
[9]   2-PHOTON LASER SCANNING FLUORESCENCE MICROSCOPY [J].
DENK, W ;
STRICKLER, JH ;
WEBB, WW .
SCIENCE, 1990, 248 (4951) :73-76
[10]  
Drobizhev M, 2003, J PHYS CHEM B, V107, P7540, DOI [10.1021/jp034986l, 10.1021/jp0349861]