Formation and Characterization of Emulsions Using .BETA.-Cyclodextrin as an Emulsifier

Inoue, Motoki; Hashizaki, Kaname; Taguchi, Hiroyuki; Saito, Yoshihiro

doi:10.1248/cpb.56.668

Cited by 28 publications

(19 citation statements)

References 10 publications

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“…In these studies, the mechanism of emulsion formation using CDs and the different emulsifying properties of the CDs were not sufficiently investigated. We have investigated the preparation of emulsions using CDs as the emulsifier [4][5][6][7] . In these works, it was suggested that a dense film at the oilwater interface and a three-dimensional structural network in the continuous phase formed by precipitated CD complexes are necessary for the formation of a stable emulsion.…”

Section: Introductionmentioning

confidence: 99%

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Preparation and Characterization of n-Alkane/Water Emulsion Stabilized by Cyclodextrin

et al. 2009

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Section: Introductionmentioning

confidence: 99%

“…The n-alkane/water emulsions must be a type of Pickering emulsion because precipitate of CD-origin was adsorbed to the oil-water interface [4][5][6][7] . The formation of Pickering emulsions is known to be related to the contact angle (q ow ) that the solid particle forms with the interface 11,12) .…”

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Preparation and Characterization of n-Alkane/Water Emulsion Stabilized by Cyclodextrin

et al. 2009

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“…Consequently, it was thought that the formed W/O emulsion is a kind of Pickering emulsion, similar to the O/W emulsion previously reported. 2,3) The type of Pickering emulsion is governed by the wettability of the solid particles at the oil-water interface 6,7) ; that is to say, a solid particle of q ow Ͻ90°stabilizes O/W emulsion, and that of q ow Ͼ90°stabilizes W/O emulsion, as shown in Fig. 3.…”

Section: Resultsmentioning

confidence: 99%

“…1) We have recently reported the preparation and formation mechanism of emulsions using natural CDs as an emulsifier. 2,3) In these studies, it was suggested that the formation of a dense film at the oil-water interface and a three-dimensional structural network in the continuous phase by precipitated complexes derived from CD are necessary for the formation of a stable emulsion. Consequently, we concluded that the formed emulsions are a kind of Pickering emulsion, which is stabilized by solid particles.…”

Section: Notesmentioning

confidence: 99%

Emulsion Preparation Using .BETA.-Cyclodextrin and Its Derivatives Acting as an Emulsifier

et al. 2008

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“…1) b-CD in particular can include a wide range of guest molecules, so b-CD has widely been utilized in formulations for medicines and food. 2,3) p-Dimethylaminobenzonitrile (DMABN) is known as a model probe for determining the mechanisms of inclusion in a solution. 4) DMABN molecules have been reported to adopt two different conformation, planar and twisted, in a solution.…”

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Molecular States of p-Dimethylaminobenzonitrile Coground with .BETA.-Cyclodextrin Investigated Using Solid-State Fluorescence Spectroscopy

Inoue

Hasegawa

Tozuka

et al. 2011

CHEMICAL & PHARMACEUTICAL BULLETIN

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NoteCyclodextrin (CD) molecules with hydrophobic cavities form inclusion complexes with hydrophobic guest molecules.1) b-CD in particular can include a wide range of guest molecules, so b-CD has widely been utilized in formulations for medicines and food.2,3) p-Dimethylaminobenzonitrile (DMABN) is known as a model probe for determining the mechanisms of inclusion in a solution.4) DMABN molecules have been reported to adopt two different conformation, planar and twisted, in a solution. The two structures have been reported to lead to different fluorescence emission peaks, with DMABN molecules in a planar structure producing a fluorescence emission peak at a shorter wavelength, and DMABN molecules in a twisted structure in a twisted intramolecular charge-transfer (TICT) state producing a peak at a longer wavelength. 5,6) TICT state emission has been reported to be caused by an electron transfer of the dimethylamino group from a nitrogen atom to the cyano group, or to the entire benzonitrile group, because of the twist. 7) Since DMABN adopts different structures depending on the molecular environment, e.g. different CD cavity diameters, and DMABN's molecular state is reflected in the fluorescent spectrum, DMABN is an interesting research probe for intermolecular interactions with CDs. 8) As a probe, DMABN was coprecipitated or coground with b-CD in this study to analyze the solid-state fluorescence emission spectrum of the inclusion complexes, as well as the excitation spectrum, and fluorescence lifetime by time-resolved fluorometry, and to examine the changes in DMABN's molecular state. ExperimentalMaterials p-Dimethylaminobenzonitrile (DMABN) was purchased from Tokyo Chemical Industry Co., Ltd. (Japan). b-Cyclodextrin (b-CD) was obtained from Mercian Co., Ltd., Japan. Crystalline cellulose (CC: PH-101) was obtained from Asahi Chemical Industrial Co., Ltd., Japan. b-CD and CC were used after they were dried under reduced pressure at 110°C for 3 h. All other chemicals used were of reagent grade.Preparation of a Physical Mixture and a Ground Mixture A physical mixture of DMABN and b-CD (molar ratio of DMABN/b-CDϭ1/1) or CC (DMABN content 11.4%) was prepared by kneading in a mortar for 10 s. A ground mixture was prepared by grinding the physical mixture (2.0 g) using a vibrating mill (Heiko Seisakusho, TI200, Japan).Preparation of Complexes by Coprecipitation b-CD (2.0ϫ10 Ϫ3 mol) and DMABN (6.0ϫ10 Ϫ3 mol) were dissolved in distilled water and diethyl ether, respectively. The 2 solutions were mixed well. Each solution was slowly cooled to 4.0°C to allow coprecipitation. The coprecipitate obtained in the aqueous phase was filtered out with filter paper and dried under reduced pressure at 120°C for 6 h.Powder X-Ray Diffractometry Powder X-ray diffraction patterns were measured using a Rigakudenki 2027 diffractometer (Japan). The measurement conditions were as follows: target, Cu; filter, Ni; voltage, 30 kV; current, 15 mA; time constant, 0.5 s; scanning speed, 4 degree/min.Thermal Analysis Thermogravimetry-differentia...

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Formation and Characterization of Emulsions Using .BETA.-Cyclodextrin as an Emulsifier

Cited by 28 publications

References 10 publications

Preparation and Characterization of n-Alkane/Water Emulsion Stabilized by Cyclodextrin

Preparation and Characterization of n-Alkane/Water Emulsion Stabilized by Cyclodextrin

Emulsion Preparation Using .BETA.-Cyclodextrin and Its Derivatives Acting as an Emulsifier

Molecular States of p-Dimethylaminobenzonitrile Coground with .BETA.-Cyclodextrin Investigated Using Solid-State Fluorescence Spectroscopy

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