Synthesis and characterization of a novel waterborne stilbene-based polyurethane fluorescent brightener

Hu, Xian Hai; Zhang, Xingyuan; Dai, Jia Bin

doi:10.1016/j.cclet.2011.01.028

Cited by 14 publications

(7 citation statements)

References 12 publications

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“…The Φ of WPU-CFBB emulsion was 18 times higher than that of CFBB in acetone. The weak fluorescent emission of CFBB was not due to the so-called "concentrational self-quenching effect" but because of "structural self-quenching effect" [26,27]. This phenomenon was attributed to the intermolecular excimers formation of CFBB between electron-donating imino group and electron-accepting carbon-oxygen double bond due to the molecular structure of CFBB containing both electronwithdrawing and electron-donating groups, as illustrated in Scheme 2.…”

Section: Fluorescence Of Wpu-cfbbmentioning

confidence: 99%

Synthesis and Optical Performances of a Waterborne Polyurethane-Based Polymeric Dye

Zhang

Liu

2015

International Journal of Polymer Science

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A waterborne polyurethane-based polymeric dye (WPU-CFBB) was synthesized by anchoring 1, 4-bis(methylamino)anthraquinone (CFBB) to waterborne polyurethane chains. The number molecular weight, glass transition temperature, and average emulsion particle size for the polymeric dye were determined, respectively. This polymeric dye exhibited intriguing optical behaviors. The polymeric dye engendered two new absorption bands centered at about 520 nm and 760 nm if compared with CFBB in UV-vis spectra. The 760 nm peak showed hypsochromic shift with the decrease of average particle sizes. The polymeric dye dramatically demonstrated both hypsochromic and bathochromic effects with increasing temperature. The fluorescence intensity of the polymeric dye was much higher than that of CFBB. It was found that the fluorescence intensities would be enhanced from 20°C to 40°C and then decline from 40°C to 90°C. The fluorescence of the polymeric dye emulsion was very stable and was not sensitive to quenchers.

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Section: Fluorescence Of Wpu-cfbbmentioning

confidence: 99%

Synthesis and Optical Performances of a Waterborne Polyurethane-Based Polymeric Dye

Zhang

Liu

2015

International Journal of Polymer Science

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“…The low fluorescence emission of ACN was not due to the so‐called concentrational self‐quenching effect; it could be attributed to the structural self‐quenching effect . As illustrated in Scheme , the molecular structure of ACN contains electron‐withdrawing and electron‐donating groups, and intermolecular exciplex could easily be formed between the electron‐donating amino group and the electron‐accepting carbon−oxygen double bond.…”

Section: Resultsmentioning

confidence: 98%

“…Furthermore, the intramolecular rotation and vibration of the ACN unit were restricted, resulting in a decrease in the non‐radiative transition and thus an increase in the radiative transition process . On the other hand, due to the ionization of acidic groups on the polyurethane chain, an electrical double surface layer was formed on the surface of WPU‐ACN particles, which led to an augmented light absorption area . ACN units in WPU‐ACN chains are located inside the electrical double layer of the emulsion particle, and thus the mobility of ACN units decreased and they were also shielded from possible quenchers …”

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization and fluorescence performance of a waterborne polyurethane-based fluorescent dye 4-amino-N -cyclohexyl-1,8-naphthalimide, WPU-ACN

Zhang

Liu

et al. 2013

Polym. Int.

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A waterborne-polyurethane-based fluorescent dye 4-amino-N-cyclohexyl-1,8-naphthalimide (WPU-ACN) was synthesized by attaching 4-amino-N-cyclohexyl-1,8-naphthalimide (ACN) into polyurethane chains according to a prepolymer−ionomer process. The structure of WPU-ACN was confirmed by means of Fourier transform infrared spectroscopy and UV−visible absorption. The number-average molecular weight, glass transition temperature and average emulsion particle size for WPU-ACN were determined as 7.8 × 10 5 g mol −1 , 60 • C and 60 nm, respectively. The improved thermal stability of WPU-ACN could be attributed to the incorporation of naphthalimide units in the preformed urethane groups. The fluorescence intensity of WPU-ACN was dramatically enhanced compared with that of ACN. It was found that the fluorescence intensity of WPU-ACN increased with increasing temperature, and the fluorescence spectra of WPU-ACN showed a positive solvatochromic effect. In addition, the fluorescence of WPU-ACN emulsion was very stable not only for long-term storage but also for fluorescence quenching.

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“…In fact, 1,5-dihydroxy naphthalene displayed a fairly strong fluorescence emission, which had a weak bathochromic shift of approximately 4 nm (from 351 to 355 nm) in the emission maximum in the NOWPUs. Besides, the fluorescence intensity of the NOWPUs reached a maximum with 1.0 wt % 1,5-dihydroxy naphthalene (NOWPU-1.0) [15,16]. Further, the fluorescence intensity remarkably increased as the temperature increased, especially for NOWPU-1.0 because of the reduced energy difference during the attachment of 1,5-dihydroxy naphthalene to polyurethane chains [17,18].…”

Section: Discussionmentioning

confidence: 99%

“…The oxygen limit index of NOWPU-1.0 reached 31.2%, and the vertical burning results for the two films reached the V-0 level, which indicated the that two NOWPU films had good flame retardancy [ 16 ]. From the SEM images of the char residues derived from the NOWPUs, it showed that the carbon residues notably increased upon the addition of 1,5-dihydroxy naphthalene.…”

Section: Discussionmentioning

confidence: 99%

Synthesis and Characterization of Multifunctional Two-Component Waterborne Polyurethane Coatings: Fluorescence, Thermostability and Flame Retardancy

Yin

Luo

2017

Polymers

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Fluorescent and flame-retardant two-component waterborne polyurethane coatings were synthesized using 1,5-dihydroxy naphthalene, a halogen-free polyphosphate and a hydrophilic curing agent, and their properties were systematically characterized. The average particle sizes and zeta potential values were below 170 nm and −30 mV. Meanwhile, the multifunctional two-component waterborne polyurethane coatings had strong fluorescence intensities. When comparing with the coatings with 0.5 wt % 1,5-dihydroxy naphthalene, the coatings with 1.0 wt % 1,5-dihydroxy naphthalene had a stronger microphase separation. Interestingly, the thermostability of the multifunctional coatings was remarkably improved through 1.0 wt % 1,5-dihydroxy naphthalene, and besides it belonged to nonflammable materials. Additionally, all of the coating films passed the solvent resistance testing. These samples with different amounts of 1,5-dihydroxy naphthalene are environmental friendly, especially applications that require transparent and fluorescent coatings.

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Synthesis and characterization of a novel waterborne stilbene-based polyurethane fluorescent brightener

Cited by 14 publications

References 12 publications

Synthesis and Optical Performances of a Waterborne Polyurethane-Based Polymeric Dye

Synthesis and Optical Performances of a Waterborne Polyurethane-Based Polymeric Dye

Synthesis, characterization and fluorescence performance of a waterborne polyurethane-based fluorescent dye 4-amino-N -cyclohexyl-1,8-naphthalimide, WPU-ACN

Synthesis and Characterization of Multifunctional Two-Component Waterborne Polyurethane Coatings: Fluorescence, Thermostability and Flame Retardancy

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