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Articles

Synthesis of 2-{5-[4-((4-nitrophenyl)diazenyl)phenyl]-1,3,4-oxadiazol-2-ylthio}ethyl acrylate monomer and its application in a dual pH and temperature responsive soluble polymeric sensor

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Pages 460-469 | Received 08 Dec 2014, Accepted 03 Feb 2015, Published online: 06 May 2015

Figures & data

Figure 1. Structure of the copolymer.

Figure 1. Structure of the copolymer.

Figure 2. The FT-IR spectra of (a) copolymer and (b) NDPOE-acrylate.

Figure 2. The FT-IR spectra of (a) copolymer and (b) NDPOE-acrylate.

Figure 3. 1H NMR of copolymer.

Figure 3. 1H NMR of copolymer.

Table 1. The size and size distribution of copolymer particles dispersed in water at different temperatures.

Figure 4. Particle size distribution profiles of copolymer in water at 28–34 °C.

Figure 4. Particle size distribution profiles of copolymer in water at 28–34 °C.

Figure 5. The UV–vis of NDPOE-acrylate (0.175 mM) in various solvents at room temperature.

Figure 5. The UV–vis of NDPOE-acrylate (0.175 mM) in various solvents at room temperature.

Figure 6. UV–vis of copolymer (0.65 mg/mL) at different pH at 20 °C.

Figure 6. UV–vis of copolymer (0.65 mg/mL) at different pH at 20 °C.

Figure 7. The LCST transition curves of copolymer at pH 2 and 4 values.

Figure 7. The LCST transition curves of copolymer at pH 2 and 4 values.

Figure 8. Hydrogen bond between nitrogen atoms of oxadiazole and protonated diazenyl moiety in acidic media.

Figure 8. Hydrogen bond between nitrogen atoms of oxadiazole and protonated diazenyl moiety in acidic media.

Figure 9. The radar-type plot of absorbance of the copolymer (0.65 mg/mL) at different pH values as function of temperature in λmax = 392.

Figure 9. The radar-type plot of absorbance of the copolymer (0.65 mg/mL) at different pH values as function of temperature in λmax = 392.

Figure 10. The fluorescent spectra of NDPOE-acrylate (1 mM) in different solvent (λex = 342 nm).

Figure 10. The fluorescent spectra of NDPOE-acrylate (1 mM) in different solvent (λex = 342 nm).

Figure 11. Fluorescence intensity of copolymer (0.65 mg/mL) at different pH values as function of temperature; λex = 483 nm, λem = 520 nm.

Figure 11. Fluorescence intensity of copolymer (0.65 mg/mL) at different pH values as function of temperature; λex = 483 nm, λem = 520 nm.

Scheme 1. Synthesis of NDPOE-acrylate.

Scheme 1. Synthesis of NDPOE-acrylate.

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