Polymerizing Nonfluorescent Monomers without Incorporating any Fluorescent Agent Produces Strong Fluorescent Polymers

Yan, Junjie; Wang, Zhong-Kai; Lin, Xiangsong; Hong, Chun‐Yan; Liang, Haojun; Pan, Cai‐Yuan; You, Ye‐Zi

doi:10.1002/adma.201202201

Cited by 109 publications

(94 citation statements)

References 32 publications

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“…The UV–vis absorption spectra of HPHEp and HPHEp‐Polyether (20%) in different solvents (Figure S14, Supporting Information) show that the absorption intensity is stronger than that of HPHEp in 4 mg mL –1 ethanol solution because there are more COC groups causing n→σ* electron transition, and is also significantly strengthened when the solvent is changed from ethanol to water due to the formation of more crowded circumstance. Additionally, it can be found from Figure A that there is an obvious enhancement of Ex and Em intensities of the HPHEp‐Polyether (20%) compared to those of HPHEp in 4 mg mL –1 ethanol solution, and the emissive double peak with fine structure in HPHEp converting to the wide unimodal emission band in HPHEp‐Polyether (20%) is observed, which is ascribed to the formation of secondary OH groups and more dense molecule aggregation because of the increased molecular weight (Figure S1, Supporting Information) after polyetherification . Further, the modified polymer presents stronger Ex and Em properties when dispersed into the 4 mg mL –1 water.…”

Section: Resultsmentioning

confidence: 90%

Bright Blue Photoluminescence Emitted from the Novel Hyperbranched Polysiloxane‐Containing Unconventional Chromogens

Niu

Yan

et al. 2016

Macro Chemistry & Physics

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A blue fl uorescence-emitting hyperbranched polysiloxane simultaneously containing hydroxyl and epoxy groups (HPHEp) has been developed through one-step A 2 + B 3 melt polycondensation between methoxyl groups of (3-glycidyloxypropyl)trimethoxysilane (A-187) and hydroxyl groups of neopentyl glycol under catalyst-free conditions. The emission intensity of the HPHEp in ethanol solution continuously arises in pace with raising its concentration, and the brightest luminescence is observed even in the 100% solid state. Studies show that the aggregation of oxygen-rich heteroatoms from the hydroxyl and epoxy groups is assigned to the luminous source. Intriguingly, the HPHEp displays reinforced photoluminescence after polyetherifi cation by 20 wt% polyether amine M2070; nevertheless, the modifi ed polymer represents diminished emission intensity along with increasing the polyether content. Thus, this investigation offers a new methodology of designing photoluminescent materials.

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Section: Resultsmentioning

confidence: 90%

Bright Blue Photoluminescence Emitted from the Novel Hyperbranched Polysiloxane‐Containing Unconventional Chromogens

Niu

Yan

et al. 2016

Macro Chemistry & Physics

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“…对比研究发现: [17] . Fluorescence spectra and images of the aqueous solutions of the derived hb-PAMAM excited at different wavelengths [15] 合物结构中 [18] HypET15, HypET20 和 HypET24, 并深入研究了所得聚合物的发光性能(图 11 Figure 9 An illustration of the β-cyclodextrin-modified hb-PAMAM [19] 超支化聚醚酰胺 [hyperbranched poly(ether amide)s, [20] Figure 10 Reaction scheme for preparing hyperbranched poly(amino ester)s with different terminal groups [20] 2007 年, 香港科技大学唐本忠教授课题组 [29,30] [29] Sijbesma 研究小组 [34] 图 15 聚合物合成路线在左侧, 右侧的截图为反应各个步骤所得产物对应的荧光照片 [35] Figure 15 Polymer synthesis and the corresponding fluorescence microscope images at each step of the reaction provided on the right (1) O-xylylene dibromide solution in chloroform in a capillary, (2) image of poly(trithiocarbonate) (PTTC) solution in chloroform in a capillary, (3) RAFT polymerization mixture of NIPAM using PTTC as RAFT agent in a capillary [35] 5 总结与展望 …”

Section: Figurementioning

confidence: 99%

Luminescent Polymers Containing Unconventional Chromophores

Huang¹,

Wang²,

Qin³

et al. 2013

Acta Chim. Sinica

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Luminescent polymers are referred to as conjugated polymers, which are constructed by π-aromatic building blocks functioning as emitting units. But in recent years, it has been found that a few kinds of polymers only containing auxochromophores or unconventional chromophores such as aliphatic tertiary amine, carbonyl, ester, and amide demonstrate strong luminescence under proper conditions. Poly(amido amine) (PAMAM) dendrimers and hyperbranched poly(amido amine)s are the first reported and most investigated luminescent polymers containing unconventional chromophores. Lately, this kind of polymers have been extended to hyperbranched poly(amino ester)s (hb-PAEs), hyperbranched poly(ether amide)s (hb-PEAs), and polyurea dendrimers (PUREs) containing tertiary amine moieties. The luminogen of PAMAMs, hb-PAEs, hb-PEAs and PUREs is associated with the N-branched tertiary amine moiety and the oxidation of the tertiary amine is assigned to the emitting source. Meanwhile, some distinct polymers had been also reported to be luminescent. Poly[(maleic anhydride)-alt-(vinyl acetate)], polyisobutene succinic anhydrides, glycodynamer analogues of poly(acrylhydrazone)s and multiblock polymer derived by poly(trithiocarbonate) mediated reversible addition-fragmentation chain transfer (RAFT) polymerization of N-isopropyl-acrylamide. A common feature of these polymers is that only carbonyl and ester groups rather than tertiary amine are involved in the polymer structure. Aggregation of multiple carbonyl groups induced emission is usually adopted to explain the mechanism of the emission, and the interaction between carbonyl and phenyl groups was also used to explain the unconventional emission.

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“…7 The tertiary amine group is generally thought to contribute to light emission, 7b,8 but the exact fluorophore remains controversial. 10 Recently, Zhao and co-workers reported the fluorescence of poly[(maleic anhydride)-alt-(vinyl acetate)] and proved that the origin of its emission was associated with the clustering of the locked carbonyl groups. 9 In addition, we used the radical polymerization techniques of various vinyl monomers that contain no conventional fluorophore units to synthesize fluorescent polymers, and identified that the unexpected fluorescence mainly resulted from the π-π interaction between the phenyl groups and the neighboring carbonyl units.…”

Section: Introductionmentioning

confidence: 99%

Unexpected fluorescence from polymers containing dithio/amino-succinimides

et al. 2015

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Fluorescent polymers without conventional fluorescent units are attracting extensive interest because of their excellent biocompatibility. Succinimides are generally known as common fluorescence quenchers of proteins due to some degree of electron transfer between the excited state and the quencher. In this work, we observed unexpected fluorescence from succinimide-containing polymers. We synthesized a series of succinimides and found that 2,3-dithio-succinimide and 2-amino-succinimide were fluorescent, presenting solvent-dependent emission. This study is the first to report that nonfluorescent succinimides become fluorescent only by thiol and amine group substitutions, without employing any fluorescent units. The unusual fluorescence of dithio/amino-succinimides resulted from the spatial separation of HOMO and LUMO based on density functional theory calculations. Compared with monomers, polymers containing 2-amino-succinimide exhibited substantial fluorescence enhancement (maximum of ∼200fold) because of the isolation effect, in which nonradiative decay among succinimide fluorophores was significantly suppressed.

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Polymerizing Nonfluorescent Monomers without Incorporating any Fluorescent Agent Produces Strong Fluorescent Polymers

Cited by 109 publications

References 32 publications

Bright Blue Photoluminescence Emitted from the Novel Hyperbranched Polysiloxane‐Containing Unconventional Chromogens

Bright Blue Photoluminescence Emitted from the Novel Hyperbranched Polysiloxane‐Containing Unconventional Chromogens

Luminescent Polymers Containing Unconventional Chromophores

Unexpected fluorescence from polymers containing dithio/amino-succinimides

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