Preparation of polystyrene fluorescent microspheres based on some fluorescent labels

Liu, Qinghao; Liu, Jia; Guo, Jin-Chun; Yan, Xilong; Wang, Donghua; Chen, Lei; Yan, Fanyong; Chen, Ligong

doi:10.1039/b816963b

Cited by 60 publications

(31 citation statements)

References 40 publications

(41 reference statements)

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“…Synthesis of Allyl Rhodamine B : Allyl rhodamine B was synthesized according to the classical procedure . 1 H‐NMR(400 MHz, CDCl 3 ): 1.31 (t, 12H), 3.69 (q, 8H), 4.46 (d, 2H), 5.05–5.12 (m, 2H), 5.59–5.66 (m, 1H), 7.00 (d, 2H), 7.05 (dd, 2H), 7.11 (d, 2H), 7.46 (d, 1H), 7.82 (t, 1H), 7.89 (t, 1H), 8.32 (d, 1H).…”

Section: Methodsmentioning

confidence: 99%

Sunlight‐Induced Cross‐Linked Luminescent Films Based on Polysiloxanes and d‐Limonene via Thiol–ene “Click” Chemistry

Zuo

Cao

Feng

2015

Adv Funct Materials

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2754 wileyonlinelibrary.com radical polymerization. [ 5,9 ] Usually, fi lms or elastomers based on polysiloxanes are cross-linked by the following three main methods: 1) platinum-catalyzed hydrosilylation between vinyl groups and Si-H bond, 2) titanium-catalyzed condensation reaction of alkoxysilane with -OH-ended polysiloxanes, and 3) thermal-initiated free radical cross-linking reaction. However, most of these processes are catalyzed by heavy metals, [ 10,11 ] and metallic catalysts should be avoided from the standpoint of "green" chemistry. [ 12,13 ] Therefore, the establishment of a new general strategy to prepare a cross-linked polysiloxane network is imperative. The addition reaction between thiol and olefi ns to produce thioethers has been known for some time, and both Michael addition and free-radical addition mechanisms are depicted. [ 14,15 ] Thiol-ene "click" chemistry, a robust and environment-friendly radical-based, versatile, and rapid process in the presence of oxygen, could fulfi ll our anticipations. [16][17][18][19] However, most of the thiol-ene crosslink reactions are induced by UV light and can proceed at wavelengths of approximately 365 nm. [ 20,21 ] Even though thiol-ene reactions have been studied for a long time, covering different scientifi c fi elds from polymer science to biochemistry, only very few examples have been reported on thiol-ene additions irradiated by natural sunlight. [ 21,22 ] The generation of thiyl radicals using solar radiation should be possible. To the best of our knowledge, literature on cross-linking networks realized by sunlight induced thiol-ene reaction is not present to date. Thus, we focused on a novel cross-linking system synthesized under sunlight. Compared with the conventional thiol-ene reactions triggered by UV light, a sunlight-induced reaction indicates a "greener" method that does not need excessive power.However, the typically unpleasant odors of low-molecular-weight thiols also have limited their commercial utilization. [ 23,24 ] To overcome these disadvantages and to obtain photo curing materials based on poly[(mercaptopropyl)methylsiloxane] (PMMS) with enhanced performance, we introduced D -limonene containing two different vinyl groups into PMMS to develop a novel sunlight-cured hybrid material. To take advantage of the physical and mechanical properties of polysiloxanebased materials and to allow connection with other functional molecules, PMMS was chosen as the base component for the siloxane-based systems.The increasing pursuit of biocontained elastic materials led the investigation of the potential use of the monoterpene limonene in fi lm synthesis via thiol-ene reaction. Poly[(mercaptopropyl)methylsiloxane] (PMMS) is fi rst synthesized. By controlling the molar ratio of PMMS and functional monomers, such as polyethylene glycol allyl methyl ether or rhodamine-B, PMMS is partially functionalized while leaving spare mercapto groups that could be further used as cross-linking sites. On the basis of the functionalized PMMS, novel transparent silic...

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Section: Methodsmentioning

confidence: 99%

Sunlight‐Induced Cross‐Linked Luminescent Films Based on Polysiloxanes and d‐Limonene via Thiol–ene “Click” Chemistry

Zuo

Cao

Feng

2015

Adv Funct Materials

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“…At present, the preparation strategies of the polymer photosensitive microspheres mainly include adsorption, self-assembly and embedding [16,17]. Among them, the photosensitive microspheres formed by the adsorption and the self-assembly method face the challenge of low stability, and the fluorescent molecules are easy to fall off [18].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of carboxylated silicon phthalocyanine photosensitive microspheres with controllable etching

Liu

Wang

Han

2019

Designed Monomers and Polymers

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Using a new kind of alkenyl silicon phthalocyanine, styrene (St) and methacrylic acid as monomers and potassium persulfate as an initiator, carboxylated silicon phthalocyanine photosensitive microspheres were synthesized by in-situ emulsion copolymerization. The structure and morphology of the microspheres were characterized by Fourier transform infrared spectroscopy (FT-IR)and scanning electron microscopy. Fluorescence spectrometer was used to characterize the optical property of the microspheres. The experimental results show that silicon phthalocyanine molecules with flexible unsaturated side chains have good compatibility with styrene. With the presence of carboxyl groups, the as-prepared photosensitive microspheres show high monodispersity and stability. On the basis of this, 9,10-diphenylanthracene (DPA) as singlet oxygen indicator was used to evaluate the photosensitivity of the microspheres. In addition, we report a novel phenomenon that the microspheres can be controllable etched by light irradiation with the presence of DPA in a specific solvent.

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“…The synthesis of rhodamines using a wide range of inorganic or organic acids such as ZnCl 2 , H 3 PO 4 , H 2 SO 4 , and PTSA are reported. ZnCl 2 is corrosive to metals.…”

Section: Introductionmentioning

confidence: 99%

Application of Fe₃O₄@Silica Sulfuric Acid as a Magnetic Nanocatalyst for the Synthesis of Rhodamine Derivatives

Vajekar

Shankarling

2018

ChemistrySelect

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A green protocol for the synthesis of novel rhodamine derivatives employing a highly efficient and recyclable magnetic Fe3O4@silica sulfuric acid nanocatalyst in greener solvent ethylene glycol is demonstrated. In comparison with the known methods for the synthesis of rhodamines, our method offers several benefits such as mild reaction conditions, short reaction time (5 h) and high yield (up to 79%) of the products. Interestingly, the magnetically separable nanocatalyst was reused at least five times without significant loss in catalytic activity. All the novel derivatives are well characterized by 1H NMR, 13C NMR, and mass spectrometry.

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Preparation of polystyrene fluorescent microspheres based on some fluorescent labels

Cited by 60 publications

References 40 publications

Sunlight‐Induced Cross‐Linked Luminescent Films Based on Polysiloxanes and d‐Limonene via Thiol–ene “Click” Chemistry

Sunlight‐Induced Cross‐Linked Luminescent Films Based on Polysiloxanes and d‐Limonene via Thiol–ene “Click” Chemistry

Synthesis of carboxylated silicon phthalocyanine photosensitive microspheres with controllable etching

Application of Fe₃O₄@Silica Sulfuric Acid as a Magnetic Nanocatalyst for the Synthesis of Rhodamine Derivatives

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Preparation of polystyrene fluorescent microspheres based on some fluorescent labels

Cited by 60 publications

References 40 publications

Sunlight‐Induced Cross‐Linked Luminescent Films Based on Polysiloxanes and d‐Limonene via Thiol–ene “Click” Chemistry

Sunlight‐Induced Cross‐Linked Luminescent Films Based on Polysiloxanes and d‐Limonene via Thiol–ene “Click” Chemistry

Synthesis of carboxylated silicon phthalocyanine photosensitive microspheres with controllable etching

Application of Fe3O4@Silica Sulfuric Acid as a Magnetic Nanocatalyst for the Synthesis of Rhodamine Derivatives

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Application of Fe₃O₄@Silica Sulfuric Acid as a Magnetic Nanocatalyst for the Synthesis of Rhodamine Derivatives