Skip to main content
Erschienen in: Colloid and Polymer Science 6/2014

01.06.2014 | Original Contribution

Spectroscopic studies on the photostability and photoactivity of metallo-tetraphenylporphyrin in micelles

verfasst von: Zhihua Chai, Chen Jing, Yong Liu, Yingli An, Linqi Shi

Erschienen in: Colloid and Polymer Science | Ausgabe 6/2014

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

Inspired by natural photosynthesis, we employed polymeric micelles to enhance the water solubility and photostability of hydrophobic metallo-tetraphenylporphyrin (metallo-TPP) by complexation with poly(ethylene glycol)-block-poly(4-vinylpyridine) (PEG-b-P4VP) via axial coordination. The structure and photochemical properties of the complex micelles were characterized by UV-visible spectroscopy, fluorescence spectroscopy, and laser light scatting. The photostability and electron transfer ability of metalloporphyrins in the micelles were investigated under continuous irradiation. The results show that metallo-TPPs entrapped in the micellar cores possess higher photostability and better electron transfer ability. The hydrophobic metalloporphyrins remains active inside the micelles which is reminiscent of chlorophyll protein complex in photosynthesis. The use of micelle thus may provide a promising system on designing photocatalysts for targeting applications in solar energy conversion and photodynamic tumor therapy (PDT).

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literatur
1.
Zurück zum Zitat Shelnutt JA, Song XZ, Ma JG, Jia SL, Jentzen W, Medforth CJ (1998) Nonplanar porphyrins and their significance in proteins. Chem Soc Rev 27:31–41CrossRef Shelnutt JA, Song XZ, Ma JG, Jia SL, Jentzen W, Medforth CJ (1998) Nonplanar porphyrins and their significance in proteins. Chem Soc Rev 27:31–41CrossRef
2.
Zurück zum Zitat Kuhlbrandt W, Wang DN, Fujiyoshi Y (1994) Atomic model of plant light-harvesting complex by electron crystallography. Nature 367:614–621CrossRef Kuhlbrandt W, Wang DN, Fujiyoshi Y (1994) Atomic model of plant light-harvesting complex by electron crystallography. Nature 367:614–621CrossRef
3.
Zurück zum Zitat Takahashi K, Goda T, Yamaguchi T, Komura T, Murata K (1999) Enhanced photocurrent in Al/porphyrinschottky barrier cell with heterodimer consisting of metal-free porphyrin and zinc porphyrin. J Phys Chem B 103:4868–4875CrossRef Takahashi K, Goda T, Yamaguchi T, Komura T, Murata K (1999) Enhanced photocurrent in Al/porphyrinschottky barrier cell with heterodimer consisting of metal-free porphyrin and zinc porphyrin. J Phys Chem B 103:4868–4875CrossRef
4.
Zurück zum Zitat Hasobe T, Imahori H, Kamat PV, Ahn TK, Kim SK, Kim D, Fujimoto A, Hirakawa T, Fukuzumi S (2004) Photovoltaic cells using composite nanoclusters of porphyrins and fullerenes with gold nanoparticles. J Am Chem Soc 127:1216–1228CrossRef Hasobe T, Imahori H, Kamat PV, Ahn TK, Kim SK, Kim D, Fujimoto A, Hirakawa T, Fukuzumi S (2004) Photovoltaic cells using composite nanoclusters of porphyrins and fullerenes with gold nanoparticles. J Am Chem Soc 127:1216–1228CrossRef
5.
Zurück zum Zitat Brulé E, Miguel YR (2005) Supported metalloporphyrin catalysts for alkene epoxidation. Org Biomol Chem 4:599–699CrossRef Brulé E, Miguel YR (2005) Supported metalloporphyrin catalysts for alkene epoxidation. Org Biomol Chem 4:599–699CrossRef
6.
Zurück zum Zitat Davia K, King D, Hong Y, Swavey S (2008) A porphyrin–ruthenium photosensitizer as a potential photodynamic therapy agent. Inorg Chem Commun 11:584–586CrossRef Davia K, King D, Hong Y, Swavey S (2008) A porphyrin–ruthenium photosensitizer as a potential photodynamic therapy agent. Inorg Chem Commun 11:584–586CrossRef
7.
Zurück zum Zitat Huszank R, Horvath O (2005) A heme-like, water-soluble iron(ii) porphyrin: thermal and photoinduced properties, evidence for sitting-atop structure. Chem Commun 2:224–226CrossRef Huszank R, Horvath O (2005) A heme-like, water-soluble iron(ii) porphyrin: thermal and photoinduced properties, evidence for sitting-atop structure. Chem Commun 2:224–226CrossRef
8.
Zurück zum Zitat Adler AD, Longo FR, Finarelli JD, GoldmacherJ AJ, Korsakoff L (1967) A simplified synthesis for meso-tetraphenylporphine. J Org Chem 32:476CrossRef Adler AD, Longo FR, Finarelli JD, GoldmacherJ AJ, Korsakoff L (1967) A simplified synthesis for meso-tetraphenylporphine. J Org Chem 32:476CrossRef
9.
Zurück zum Zitat Kubát P, Mosinger J (1996) Photophysical properties of metal complexes of meso-tetrakis(4-sulphonatophenyl)porphyrin. J Photochem Photobiol A Chem 96:93–97CrossRef Kubát P, Mosinger J (1996) Photophysical properties of metal complexes of meso-tetrakis(4-sulphonatophenyl)porphyrin. J Photochem Photobiol A Chem 96:93–97CrossRef
10.
Zurück zum Zitat Bekale L, Barazzouk S, Hotchandani S (2012) Beneficial role of gold nanoparticles as photoprotector of magnesium tetraphenylporphyrin. J Mater Chem 22:2943–2951CrossRef Bekale L, Barazzouk S, Hotchandani S (2012) Beneficial role of gold nanoparticles as photoprotector of magnesium tetraphenylporphyrin. J Mater Chem 22:2943–2951CrossRef
11.
Zurück zum Zitat Barazzouk S, Bekale L, Hotchandani S (2012) Enhanced photostability of chlorophyll-a using gold nanoparticles as an efficient photoprotector. J Mater Chem 22:25316–25324CrossRef Barazzouk S, Bekale L, Hotchandani S (2012) Enhanced photostability of chlorophyll-a using gold nanoparticles as an efficient photoprotector. J Mater Chem 22:25316–25324CrossRef
12.
Zurück zum Zitat Ichiki T, Matsuo Y, Nakamura E (2013) Photostability of a dyad of magnesium porphyrin and fullerene and its application to photocurrent conversion. Chem Commun 49:279–281CrossRef Ichiki T, Matsuo Y, Nakamura E (2013) Photostability of a dyad of magnesium porphyrin and fullerene and its application to photocurrent conversion. Chem Commun 49:279–281CrossRef
13.
Zurück zum Zitat Ruban AV, Johnson MP, Duffy CDP (2011) Natural light harvesting: principles and environmental trends. Energy Environ Sci 4:1643–1650CrossRef Ruban AV, Johnson MP, Duffy CDP (2011) Natural light harvesting: principles and environmental trends. Energy Environ Sci 4:1643–1650CrossRef
14.
Zurück zum Zitat Monti D, Tagliatesta P, Mancini G, Boschi T (1998) Micelle-bound metalloporphyrins as highly selective catalysts for the epoxidation of alkenes. Angew Chem Int Ed 37:1131–1133CrossRef Monti D, Tagliatesta P, Mancini G, Boschi T (1998) Micelle-bound metalloporphyrins as highly selective catalysts for the epoxidation of alkenes. Angew Chem Int Ed 37:1131–1133CrossRef
15.
Zurück zum Zitat Feng D, Chung W, Wei Z, Gu Z, Jiang H, Chen Y, Darensbourg DJ, Zhou H (2013) Construction of ultrastable porphyrin zr metal–organic frameworks through linker elimination. J Am Chem Soc 135:17105–17110CrossRef Feng D, Chung W, Wei Z, Gu Z, Jiang H, Chen Y, Darensbourg DJ, Zhou H (2013) Construction of ultrastable porphyrin zr metal–organic frameworks through linker elimination. J Am Chem Soc 135:17105–17110CrossRef
16.
Zurück zum Zitat Itoh T, Yano K, Inada Y, Fukushima Y (2002) Photostabilized chlorophyll a in mesoporous silica: adsorption properties and photoreduction activity of chlorophyll a. J Am Chem Soc 124:13437–13441CrossRef Itoh T, Yano K, Inada Y, Fukushima Y (2002) Photostabilized chlorophyll a in mesoporous silica: adsorption properties and photoreduction activity of chlorophyll a. J Am Chem Soc 124:13437–13441CrossRef
17.
Zurück zum Zitat Scherz A, Rosenbach-Belkin V, Fisher JR (1990) Distribution and self-organization of photosynthetic pigments in micelles: implication for the assembly of light-harvesting complexes and reaction centers in the photosynthetic membrane. Proc Natl Acad Sci 87:5430–5434CrossRef Scherz A, Rosenbach-Belkin V, Fisher JR (1990) Distribution and self-organization of photosynthetic pigments in micelles: implication for the assembly of light-harvesting complexes and reaction centers in the photosynthetic membrane. Proc Natl Acad Sci 87:5430–5434CrossRef
18.
Zurück zum Zitat Wang X, Chai Z, Ma R, Zhao L, Zhang Z, An Y, Shi L (2012) Enhancement of the photostability and photoactivity of metallo-meso-5,10,15,20-tetrakis-(4-sulfonatophenyl)porphyrins by polymeric micelles. J Colloid Interface Sci 388:80–85CrossRef Wang X, Chai Z, Ma R, Zhao L, Zhang Z, An Y, Shi L (2012) Enhancement of the photostability and photoactivity of metallo-meso-5,10,15,20-tetrakis-(4-sulfonatophenyl)porphyrins by polymeric micelles. J Colloid Interface Sci 388:80–85CrossRef
19.
Zurück zum Zitat Chai Z, Gao H, Ren J, An Y, Shi L (2013) MgTPPS/block copolymers complexes for enhanced stability and photoactivity. RSC Adv 3:18351–18358CrossRef Chai Z, Gao H, Ren J, An Y, Shi L (2013) MgTPPS/block copolymers complexes for enhanced stability and photoactivity. RSC Adv 3:18351–18358CrossRef
20.
Zurück zum Zitat Zhang J, Zhang P, Zhang Z, Wei X (2009) Spectroscopic and kinetic studies of photochemical reaction of magnesium tetraphenylporphyrin with oxygen. J Phys Chem A 13:5367–5374CrossRef Zhang J, Zhang P, Zhang Z, Wei X (2009) Spectroscopic and kinetic studies of photochemical reaction of magnesium tetraphenylporphyrin with oxygen. J Phys Chem A 13:5367–5374CrossRef
21.
Zurück zum Zitat Zhang W, Shi L, Ma R, An Y, Xu Y, Wu K (2005) Micellization of thermo- and ph-responsive triblock copolymer of poly(ethylene glycol)-b-poly(4-vinylpyridine)-b-poly(N-isopropylacrylamide). Macromolecules 38:8850–8852CrossRef Zhang W, Shi L, Ma R, An Y, Xu Y, Wu K (2005) Micellization of thermo- and ph-responsive triblock copolymer of poly(ethylene glycol)-b-poly(4-vinylpyridine)-b-poly(N-isopropylacrylamide). Macromolecules 38:8850–8852CrossRef
22.
Zurück zum Zitat Mosinger J, Janošková M, Lang K, Kubát P (2006) Light-induced aggregation of cationic porphyrins. J Photochem Photobio Chem 181:283–289CrossRef Mosinger J, Janošková M, Lang K, Kubát P (2006) Light-induced aggregation of cationic porphyrins. J Photochem Photobio Chem 181:283–289CrossRef
23.
Zurück zum Zitat Slavětínská L, Mosinger J, Kubát P (2008) Supramolecular carriers of singlet oxygen: photosensitized formation and thermal decomposition of endoperoxides in the presence of cyclodextrins. J Photochem Photobio Chem 195:1–9CrossRef Slavětínská L, Mosinger J, Kubát P (2008) Supramolecular carriers of singlet oxygen: photosensitized formation and thermal decomposition of endoperoxides in the presence of cyclodextrins. J Photochem Photobio Chem 195:1–9CrossRef
24.
Zurück zum Zitat Watanabe T, Honda K (1982) Measurement of the extinction coefficient of the methyl viologencation radical and the efficiency of its formation by semiconductor photocatalysis. J Phys Chem 86:2617–2619CrossRef Watanabe T, Honda K (1982) Measurement of the extinction coefficient of the methyl viologencation radical and the efficiency of its formation by semiconductor photocatalysis. J Phys Chem 86:2617–2619CrossRef
25.
Zurück zum Zitat Takagi K, Miyake N, Nakamura E, Usami H, Sawaki Y, Iwamura H (1988) Micellar effect on the photosensitized debromination of 2,3-dibromo-3-phenylpropionic acid. J Chem Soc, Faraday Trans 84:3475–3486CrossRef Takagi K, Miyake N, Nakamura E, Usami H, Sawaki Y, Iwamura H (1988) Micellar effect on the photosensitized debromination of 2,3-dibromo-3-phenylpropionic acid. J Chem Soc, Faraday Trans 84:3475–3486CrossRef
26.
Zurück zum Zitat Takagi K, Miyake N, Nakamura E, Sawaki Y, Koga N, Iwamura H (1988) ZnTPPS-sensitized photodebromination of 2,3-dibromo-3-phenylpropionic acids. Electron transfer initiated chain debromination. J Org Chem 53:1703–1708CrossRef Takagi K, Miyake N, Nakamura E, Sawaki Y, Koga N, Iwamura H (1988) ZnTPPS-sensitized photodebromination of 2,3-dibromo-3-phenylpropionic acids. Electron transfer initiated chain debromination. J Org Chem 53:1703–1708CrossRef
27.
Zurück zum Zitat Tu Y, Wan X, Zhang D, Zhou Q, Wu C (2000) Self-assembled nanostructure of a novel coil−rod diblock copolymer in dilute solution. J Am Chem Soc 122:10201–10205CrossRef Tu Y, Wan X, Zhang D, Zhou Q, Wu C (2000) Self-assembled nanostructure of a novel coil−rod diblock copolymer in dilute solution. J Am Chem Soc 122:10201–10205CrossRef
28.
Zurück zum Zitat Vagberg LJM, Cogan KA, Gast AP (1991) Light-scattering study of starlike polymeric micelles. Macromolecules 24:1670–1677CrossRef Vagberg LJM, Cogan KA, Gast AP (1991) Light-scattering study of starlike polymeric micelles. Macromolecules 24:1670–1677CrossRef
29.
Zurück zum Zitat Burchard W, Schmidt M, Stockmayer WH (1980) Information on polydispersity and branching from combined quasi-elastic and intergrated scattering. Macromolecules 13:1265–1272CrossRef Burchard W, Schmidt M, Stockmayer WH (1980) Information on polydispersity and branching from combined quasi-elastic and intergrated scattering. Macromolecules 13:1265–1272CrossRef
30.
Zurück zum Zitat Douglas JP, Roovers J, Freed KF (1990) Characterization of branching architecture through “universal” ratios of polymer solution properties. Macromolecules 23:4168–4180CrossRef Douglas JP, Roovers J, Freed KF (1990) Characterization of branching architecture through “universal” ratios of polymer solution properties. Macromolecules 23:4168–4180CrossRef
31.
Zurück zum Zitat Zhang G, Liu L, Zhao Y, Ning F, Jiang M, Wu C (2000) Self-assembly of carboxylated poly(styrene-b-ethylene-co-butylene-b-styrene) triblock copolymer chains in water via a microphase inversion. Macromolecules 33:6340–6343CrossRef Zhang G, Liu L, Zhao Y, Ning F, Jiang M, Wu C (2000) Self-assembly of carboxylated poly(styrene-b-ethylene-co-butylene-b-styrene) triblock copolymer chains in water via a microphase inversion. Macromolecules 33:6340–6343CrossRef
32.
Zurück zum Zitat Scott Lokey R, Iverson BL (1995) Synthetic molecules that fold into a pleated secondary structure in solution. Nature 375:303–305CrossRef Scott Lokey R, Iverson BL (1995) Synthetic molecules that fold into a pleated secondary structure in solution. Nature 375:303–305CrossRef
33.
Zurück zum Zitat Amao Y (2011) Solar fuel production based on the artificial photosynthesis system. ChemCatChem 3:458–474CrossRef Amao Y (2011) Solar fuel production based on the artificial photosynthesis system. ChemCatChem 3:458–474CrossRef
34.
Zurück zum Zitat Amao Y, Tomonou Y, Okura I (2003) Highly efficient photochemical hydrogen production system using zinc porphyrin and hydrogenase in CTAB micellar system. Sol Energy Mater Sol Cells 79:103–111CrossRef Amao Y, Tomonou Y, Okura I (2003) Highly efficient photochemical hydrogen production system using zinc porphyrin and hydrogenase in CTAB micellar system. Sol Energy Mater Sol Cells 79:103–111CrossRef
Metadaten
Titel
Spectroscopic studies on the photostability and photoactivity of metallo-tetraphenylporphyrin in micelles
verfasst von
Zhihua Chai
Chen Jing
Yong Liu
Yingli An
Linqi Shi
Publikationsdatum
01.06.2014
Verlag
Springer Berlin Heidelberg
Erschienen in
Colloid and Polymer Science / Ausgabe 6/2014
Print ISSN: 0303-402X
Elektronische ISSN: 1435-1536
DOI
https://doi.org/10.1007/s00396-014-3186-z

Weitere Artikel der Ausgabe 6/2014

Colloid and Polymer Science 6/2014 Zur Ausgabe

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.