Alicyclic tertiary amine based hyperbranched polymers with excitation-independent emission: structure, fluorescence and applications

Sun, Miao; Peng, Song

doi:10.1039/c9py00183b

Cited by 16 publications

(17 citation statements)

References 27 publications

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“…[4][5][6] Hyperbranched and dendritic poly(amido amine) s are the first and most investigated unconventional polymers. [6][7][8][9] Since then, polymers containing electron-rich heteroatoms, such as poly(amino ester) (PAE), [6][7][8][9][10] hyperbranched polysiloxane, [11] polyacrylonitrile, [12] and polycarbonate, [13] have been reported.…”

Section: Introductionmentioning

confidence: 99%

Supramolecular Hyperbranched Poly(amino ester)s with Homogeneous Electron Delocalization for Multi‐Stimuli‐Responsive Fluorescence

Bai

Yan

Wang

et al. 2020

Macro Materials & Eng

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Nonconventional luminogens without conjugated chromophores have attracted much interest for their intriguing fluorescence and potential wide applications. Their emission mechanism, however, remains an open question. Herein, hyperbranched poly(amino ester) (HPAE) with novel structure is synthesized through a simple one‐pot polycondensation reaction. The HPAE exhibits strong fluorescence and aggregation‐induced emission (AIE) characteristic. Transmission electron microscopy and theoretical calculation results demonstrate that the fluorescence is attributed from electron delocalization in the supramolecular self‐assemblies of HPAE. Meanwhile, supramolecular self‐assemblies, induced by the synergy effect of inter/intramolecular hydrogen bond and amphipathicity of HPAE, rigidify the molecule conformation, leading to enhanced fluorescence. Furthermore, the HPAE exhibits single‐color emission due to its generation of homogeneous electron delocalization. Interestingly, such HPAE shows multi‐stimuli‐responsive fluorescence to solvent, temperature, pH, and Fe3+. Therefore, this work not only provides an important step forward in exploring the emission mechanism of nonconventional luminogens, but also develops a multi‐functional unconjugated AIE probe.

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Section: Introductionmentioning

confidence: 99%

Supramolecular Hyperbranched Poly(amino ester)s with Homogeneous Electron Delocalization for Multi‐Stimuli‐Responsive Fluorescence

Bai

Yan

Wang

et al. 2020

Macro Materials & Eng

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“…Pan and Sun et al reported hyperbranched polymers containing only tertiary amines via thiol‐Michael addition polymerization of ethylene glycol diacrylate (EGDA) with tris(2‐mercaptoethyl)amine (TMEA) or N′,N′,N″‐tris(2‐mercaptoethyl) N‐aminoethyl piperazine(TMEAP), respectively. [ 39,40 ] They confirmed that the tertiary amine in branching point of hyperbranched polymers plays a key role in photoluminescence. Moreover, low cytotoxicity and bright cell imaging were observed from the galactose‐modified hyperbranched poly(amine ester)s. However, the preparation of thiol monomers TMEA or TMEAP need sophisticated multistep synthesis and purification, and the thiol monomers have offensive odor, toxicity, and limited storage stability, which are unpleasant and do not embrace the principles of green chemistry.…”

Section: Introductionmentioning

confidence: 91%

pH and thermo responsive aliphatic tertiary amine chromophore hyperbranched poly(amino ether ester)s from oxa‐Michael addition polymerization

Jiang

Zhang

et al. 2020

Journal of Polymer Science

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In this research, we developed a novel and facile strategy to prepare aliphatic tertiary amine chromophore hyperbranched poly(amino ether ester)s with pH and thermo responsiveness via phosphazene base (t-BuP 2) catalyzed oxa-Michael addition polymerization of triethanolamine with ethylene glycol diacrylate at room temperature. UV-vis and fluorescence analyses results showed that the tertiary amine at branching point for hyperbranched poly(amino ether ester)s is very important to retain strong blue fluorescence of tertiary amine chromophore. Moreover, the hyperbranched poly(amino ether ester)s exhibit an aggregation caused quenching (ACQ) fluorescence, solvent induced red-shifted emission, molecular weight, and temperature dependent emission characters. More interestingly, the hyperbranched poly(amino ether ester)s show extreme acid induced quenching fluorescence phenomenon, and also display good water solubility, specific recognition of Fe 3+ ion, low cytotoxicity, and bright cell imaging, which could serve as a microenvironmentresponding fluorescent probe for application in chemical sensing, cell imaging, drug delivery, or disease diagnostics. This research provides a versatile method for the preparation of stimuli-responsive aliphatic tertiary amine chromophore polymers, and supplies ideas for researchers to explore other unconventional fluorescent polymers for application. K E Y W O R D S aliphatic tertiary amine chromophore, oxa-Michael addition polymerization, phosphazene base, hyperbranched poly(amino ether ester)s, stimulus responsiveness

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“…Subsequently, the effects of tertiary amine units and their position in linear and hyperbranched polymers on fluorescence properties, such as linear polymers with piperazine in the main and side chains, hyperbranched polymer with piperazine in the linear backbone and as branched units, as well as hyperbranched polymers with acyclic tertiary amines as the branched units were investigated. [48] As a result, a high fluorescence efficiency can be achieved by using tertiary amine as branching units due to its decreased mobility in hyperbranched polymers. Meanwhile, cell experiments also demonstrated their potential for fluorescence bioimaging.…”

Section: Self-fluorescent Polymers With Nitrogen-containing Chromophoresmentioning

confidence: 99%

Self‐fluorescent polymers for bioimaging

Ban

2021

VIEW

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Self-fluorescent polymers with different fluorescent chromophores have attracted considerable attention in the field of fluorescence bioimaging due to their tunable topologies and compositions, which render high fluorescence intensity and multicolor photoluminescence. In this Review, recent advances into the construction of self-fluorescent polymers via the integration of conventional fluorescent chromophores, such as fluorescent dyes and conjugated polymers, and nonconventional heteroatom-containing chromophores are summarized. In addition, the classification and bonding modes of fluorescent chromophores in polymer backbones, fluorescence mechanisms, and multicolor photoluminescence are discussed. Finally, the promising applications of self-fluorescent polymers for fluorescence bioimaging are highlighted.

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Alicyclic tertiary amine based hyperbranched polymers with excitation-independent emission: structure, fluorescence and applications

Abstract: Influence of the tertiary amine structure and its position in the hyperbranched macromolecules on the fluorescence.

Cited by 16 publications

References 27 publications

Supramolecular Hyperbranched Poly(amino ester)s with Homogeneous Electron Delocalization for Multi‐Stimuli‐Responsive Fluorescence

Supramolecular Hyperbranched Poly(amino ester)s with Homogeneous Electron Delocalization for Multi‐Stimuli‐Responsive Fluorescence

pH and thermo responsive aliphatic tertiary amine chromophore hyperbranched poly(amino ether ester)s from oxa‐Michael addition polymerization

Self‐fluorescent polymers for bioimaging

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