The syntheses of amphiphilic antimony(V)-phthalocyanines and spectral investigation on their aggregation behaviors in aqueous and non-aqueous solutions

Hiroaki Isago; Yutaka Kagaya; Youichi Oyama; Harumi Fujita; Tamotsu Sugimori

doi:10.1016/j.jinorgbio.2012.02.021

The syntheses of amphiphilic antimony(V)-phthalocyanines and spectral investigation on their aggregation behaviors in aqueous and non-aqueous solutions

Hiroaki Isago^*, Yutaka Kagaya, Youichi Oyama, Harumi Fujita, Tamotsu Sugimori

^*Corresponding author for this work

Faculty of Liberal Arts and Sciences

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

Three amphiphilic antimony(V)-phthalocyanines have been synthesized by treating [Sb(R ₄Pc)(OH) ₂] ⁺ salts in concentrated H ₂SO ₄ and isolated as zwitter ions, [Sb(R ₄Pc)(SO ₄H)(SO ₄)], where R ₄Pc denotes tetra-substituted phthalocyaninate; R ₄Pc = pc (R = H), tbpc (R = ^tBu), and tObpc (R = O ⁿBu). Their solubility (R = tbpc > pc ≫ tObpc in H ₂O (much improved by the presence of surfactant or alcohol) while tbpc > tObpc ≫ pc in CH ₂Cl ₂) and aggregation behaviors are highly sensitive to the nature of the peripheral substituents. The pc and tbpc derivatives form well-behaved J-aggregates in aqueous media in the presence of surfactant or alcohol.

Original language	English
Pages (from-to)	91-98
Number of pages	8
Journal	Journal of Inorganic Biochemistry
Volume	111
DOIs	https://doi.org/10.1016/j.jinorgbio.2012.02.021
State	Published - 2012/06

Keywords

Aggregation
Amphiphilic phthalocyanine
Antimony
Water-solubility

ASJC Scopus subject areas

Biochemistry
Inorganic Chemistry

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10.1016/j.jinorgbio.2012.02.021

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@article{ae442b54f3f6421597211b63ebf80450,

title = "The syntheses of amphiphilic antimony(V)-phthalocyanines and spectral investigation on their aggregation behaviors in aqueous and non-aqueous solutions",

abstract = "Three amphiphilic antimony(V)-phthalocyanines have been synthesized by treating [Sb(R 4Pc)(OH) 2] + salts in concentrated H 2SO 4 and isolated as zwitter ions, [Sb(R 4Pc)(SO 4H)(SO 4)], where R 4Pc denotes tetra-substituted phthalocyaninate; R 4Pc = pc (R = H), tbpc (R = tBu), and tObpc (R = O nBu). Their solubility (R = tbpc > pc ≫ tObpc in H 2O (much improved by the presence of surfactant or alcohol) while tbpc > tObpc ≫ pc in CH 2Cl 2) and aggregation behaviors are highly sensitive to the nature of the peripheral substituents. The pc and tbpc derivatives form well-behaved J-aggregates in aqueous media in the presence of surfactant or alcohol.",

keywords = "Aggregation, Amphiphilic phthalocyanine, Antimony, Water-solubility",

author = "Hiroaki Isago and Yutaka Kagaya and Youichi Oyama and Harumi Fujita and Tamotsu Sugimori",

note = "Funding Information: The authors (HI and TS) are grateful to Prof. Masahiko Inouye (Univ. of Toyama) and Dr. Masatoshi Kanesato (AIST) for their generosity and willingness to let us use their mass spectrometers for our purpose. This work was supported in part by JSPS KAKENHI (No. 20550170 ). ",

year = "2012",

month = jun,

doi = "10.1016/j.jinorgbio.2012.02.021",

language = "英語",

volume = "111",

pages = "91--98",

journal = "Journal of Inorganic Biochemistry",

issn = "0162-0134",

publisher = "Elsevier Inc.",

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T1 - The syntheses of amphiphilic antimony(V)-phthalocyanines and spectral investigation on their aggregation behaviors in aqueous and non-aqueous solutions

AU - Isago, Hiroaki

AU - Kagaya, Yutaka

AU - Oyama, Youichi

AU - Fujita, Harumi

AU - Sugimori, Tamotsu

N1 - Funding Information: The authors (HI and TS) are grateful to Prof. Masahiko Inouye (Univ. of Toyama) and Dr. Masatoshi Kanesato (AIST) for their generosity and willingness to let us use their mass spectrometers for our purpose. This work was supported in part by JSPS KAKENHI (No. 20550170 ).

PY - 2012/6

Y1 - 2012/6

N2 - Three amphiphilic antimony(V)-phthalocyanines have been synthesized by treating [Sb(R 4Pc)(OH) 2] + salts in concentrated H 2SO 4 and isolated as zwitter ions, [Sb(R 4Pc)(SO 4H)(SO 4)], where R 4Pc denotes tetra-substituted phthalocyaninate; R 4Pc = pc (R = H), tbpc (R = tBu), and tObpc (R = O nBu). Their solubility (R = tbpc > pc ≫ tObpc in H 2O (much improved by the presence of surfactant or alcohol) while tbpc > tObpc ≫ pc in CH 2Cl 2) and aggregation behaviors are highly sensitive to the nature of the peripheral substituents. The pc and tbpc derivatives form well-behaved J-aggregates in aqueous media in the presence of surfactant or alcohol.

AB - Three amphiphilic antimony(V)-phthalocyanines have been synthesized by treating [Sb(R 4Pc)(OH) 2] + salts in concentrated H 2SO 4 and isolated as zwitter ions, [Sb(R 4Pc)(SO 4H)(SO 4)], where R 4Pc denotes tetra-substituted phthalocyaninate; R 4Pc = pc (R = H), tbpc (R = tBu), and tObpc (R = O nBu). Their solubility (R = tbpc > pc ≫ tObpc in H 2O (much improved by the presence of surfactant or alcohol) while tbpc > tObpc ≫ pc in CH 2Cl 2) and aggregation behaviors are highly sensitive to the nature of the peripheral substituents. The pc and tbpc derivatives form well-behaved J-aggregates in aqueous media in the presence of surfactant or alcohol.

KW - Aggregation

KW - Amphiphilic phthalocyanine

KW - Antimony

KW - Water-solubility

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U2 - 10.1016/j.jinorgbio.2012.02.021

DO - 10.1016/j.jinorgbio.2012.02.021

M3 - 学術論文

C2 - 22525680

AN - SCOPUS:84859913779

SN - 0162-0134

VL - 111

SP - 91

EP - 98

JO - Journal of Inorganic Biochemistry

JF - Journal of Inorganic Biochemistry

ER -

The syntheses of amphiphilic antimony(V)-phthalocyanines and spectral investigation on their aggregation behaviors in aqueous and non-aqueous solutions

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Keywords

ASJC Scopus subject areas

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