Inhibition of J-aggregation of meso-tetra(4-sulfonatophenyl)porphyrin by an ionic liquid with π-conjugated character

Wan, Qing‐Xia; Liu, Ye; Wang, Sasa

doi:10.1007/s00706-008-0028-z

Cited by 8 publications

(21 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…in ILs based on steady-state and the picosecond time-resolved fluorimetry [1][2][3][4][5][6][7][8][9]. Because of the importance of water-soluble porphyrins and metalloporphyrins in bioscience [10][11][12][13][14], material science [15][16][17], etc., the J-aggregation of meso-tetrakis-(4-sulfonatophenyl)porphyrin (TPPS) is studied in pyridium [18,19] or imidazolium-based [20] ionic liquid solutions and we have previously found that TPPS could form efficiently J-aggregates in pure acidic ILs 1-butylimidazolium tetrafluoroborate (HBIMBF 4 ), but could not form J-aggregates in pure acidic 1-butylimidazolium p-toluenesulfonate (HBIMTS) [20]. Two kinds of ILs possess the same cation but different anions.…”

Section: Introductionmentioning

confidence: 99%

Spectroscopic investigation on the effect of pairing anions in imidazolium-based ionic liquids on the J-aggregation of meso-tetrakis-(4-sulfonatophenyl)porphyrin in aqueous solution

Liu

Weijun

et al. 2011

Journal of Luminescence

View full text Add to dashboard Cite

Section: Introductionmentioning

confidence: 99%

Spectroscopic investigation on the effect of pairing anions in imidazolium-based ionic liquids on the J-aggregation of meso-tetrakis-(4-sulfonatophenyl)porphyrin in aqueous solution

Liu

Weijun

et al. 2011

Journal of Luminescence

View full text Add to dashboard Cite

“…Because of the large conjugated structure and the ability to form aggregates, copious spectroscopic information can be obtained and TPPS is usually used as a spectroscopic probe. Several groups have studied the properties of ILs with TPPS as the probe [35][36][37][38][39]. Our group has clearly demonstrated the effect of pairing anions in the imidazolium-based ionic liquids on the J-aggregation process of TPPS.…”

Section: Investigation On the Effect Of Water On The Spectroscopic Bementioning

confidence: 93%

Investigation on the effect of water on the spectroscopic behaviors of TPPS in acidic imidazolium-based ionic liquids

Liu

Zhao

Jin

2012

J. Porphyrins Phthalocyanines

View full text Add to dashboard Cite

The effect of water on the spectroscopic behaviors of meso-tetrakis-(4-sulfonatophenyl) porphyrin (TPPS) in acidic 1-butyl-3-methylimidazolium tetrafluoroborate (BMIMBF 4 ) and 1-ethyl-3methylimidazolium tetrafluoroborate (EMIMBF 4 ) is investigated by spectroscopic methods. In acidic ionic liquids without water, the Soret bands of the protonated form (H 4 TPPS 2-) and J-aggregates of TPPS are centered at 449 and 469 nm, respectively, and the Q-band is centered at 679 nm. When increasing the content of water, the Soret band of H 4 TPPS 2is blue-shifted to 430 nm. However, the Soret and Q-bands of J-aggregates are red-shifted to 487 and 701 nm, respectively. The NMR and pyrene-scale polarity experiments reveal that the change of the bulk environment is responsible for the red-shift of J-aggregates and the blue-shift of H 4 TPPS 2-. According to the analysis of the fluorescence spectra, the content of H 4 TPPS 2increases gradually with the addition of water, while the content of H 2 TPPS 4takes the opposite trend. Simultaneously, the content of J-aggregates decreases substantially when the addition of water is 0 ~ ca. 12 mL (or 13 mL) but it decreases slowly with further addition of water. Remarkably, the fluorescence intensity of J-aggregates is relatively strong. In addition, the fluorescence of J-aggregates can be detected when λ ex is set at both λ ex for TPPS monomers and λ ex for J-aggregates. While the fluorescence of TPPS monomers can be detected only when λ ex is set at λ ex for monomers. Moreover, with the addition of water, the fluorescence lifetimes of H 2 TPPS 4and H 4 TPPS 2increase from 3.202 and 0.830 ns to 9.623 and 2.964 ns, respectively.

show abstract

“…The resulting solution was poured into an ice-water mixture, then filtered through a sintered frit and the green precipitate was collected, washed several times with water and dried to give H 2 TEHPPS(0. 27 …”

Section: -Sulfonate)phenyl Porphyrin(h 2 Tehpps)mentioning

confidence: 97%

“…It is considered that the monomer transition dipoles of the H-aggregate are aligned perpendicularly to the line connecting neighboring molecules in the aggregates. The peak at 442 nm shows that the structure of the J-aggregates is a stack of monomer units stacked as a slipped deck of cards, with the overlapping between the negative charges on the periphery of one molecule and the positive charges in the center of the neighboring porphyrin [27] . Therefore, this interpretation is in agreement with the "face-to-face" or "ring stacking" model for the dimerization and the aggregation of H 2 TEHPPS [28][29][30][31] .…”

Section: Absorption and Fluorescence Spectra Of H 2 Tehppsmentioning

confidence: 98%

Water-soluble porphyrin as temperature sensor based on fluorescent enhancement

Fei

Wang

et al. 2014

Chem. Res. Chin. Univ.

View full text Add to dashboard Cite

A novel water-soluble porphyrin [5,10,15,20-tetra(3-ethoxy-4-hydroxy-5-sulfonate)phenyl porphyrin, H 2 TEHPPS] was designed and synthesized, which could be used as a potential fluorescence sensor to detect temperature changes. The studies were performed in solution phase and the concentration of H 2 TEHPPS was 2.0×10 −5 mol/L. The optical properties of H 2 TEHPPS were investigated based on the UV and fluorescence spectra. The results show that the fluorescence intensity of H 2 TEHPPS is directly proportional to temperature in the range of 293-353 K. So H 2 TEHPPS can be used as a molecular temperature sensor in biomedical and other fields.

show abstract

Inhibition of J-aggregation of meso-tetra(4-sulfonatophenyl)porphyrin by an ionic liquid with π-conjugated character

Cited by 8 publications

References 18 publications

Spectroscopic investigation on the effect of pairing anions in imidazolium-based ionic liquids on the J-aggregation of meso-tetrakis-(4-sulfonatophenyl)porphyrin in aqueous solution

Spectroscopic investigation on the effect of pairing anions in imidazolium-based ionic liquids on the J-aggregation of meso-tetrakis-(4-sulfonatophenyl)porphyrin in aqueous solution

Investigation on the effect of water on the spectroscopic behaviors of TPPS in acidic imidazolium-based ionic liquids

Water-soluble porphyrin as temperature sensor based on fluorescent enhancement

Contact Info

Product

Resources

About