Polymerization of β-cyclodextrin with maleic anhydride and structural characterization of the polymers

Tomasz Girek; Dong Hoon Shin; Seung Taik Lim

doi:10.1016/S0144-8617(99)00138-1

Polymerization of β-cyclodextrin with maleic anhydride and structural characterization of the polymers

Tomasz Girek, Dong Hoon Shin, Seung Taik Lim

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

62 Citations (Scopus)

Abstract

β-Cyclodextrin (β-CD) polymers were prepared by cross-linking β-CD with maleic anhydride (MA) in anhydrous N,N-dimethyl formamide (DMF) in the presence of NaH. The weight-average molecular weight (M_w) and the chemical structure of the polymers were determined using high performance size exclusion chromatography (HPSEC) with refractive index (RI) and multiangle laser-light scattering (MALLS) detectors, and ¹H NMR spectroscopy. The molecular weight of the polymer increased as the reaction temperature was raised. With a reaction of 4 h at 130 °C at a molar ratio of 1:7:7 for β-CD:NaH:MA, the reaction products were water-insoluble, and contained major polymer fractions with M_w greater than 200 kDa. Smaller and water-soluble polymer fractions were produced at 100 °C or lower reaction temperature. ¹H-NMR spectra revealed that the CD polymers contained both mono- and diesters of butenedioic acid, and diesters became prevalent as the reaction time and temperature were raised.

Original language	English
Pages (from-to)	59-63
Number of pages	5
Journal	Carbohydrate Polymers
Volume	42
Issue number	1
DOIs	https://doi.org/10.1016/S0144-8617(99)00138-1
Publication status	Published - 2000 May

Bibliographical note

Funding Information:
This research was financially supported by a grant from the Korea Science and Engineering Foundation (project no. 981-0609-043-2). The authors also thank DAESANG for providing β-cyclodextrin.

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Materials Chemistry

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title = "Polymerization of β-cyclodextrin with maleic anhydride and structural characterization of the polymers",

abstract = "β-Cyclodextrin (β-CD) polymers were prepared by cross-linking β-CD with maleic anhydride (MA) in anhydrous N,N-dimethyl formamide (DMF) in the presence of NaH. The weight-average molecular weight (Mw) and the chemical structure of the polymers were determined using high performance size exclusion chromatography (HPSEC) with refractive index (RI) and multiangle laser-light scattering (MALLS) detectors, and 1H NMR spectroscopy. The molecular weight of the polymer increased as the reaction temperature was raised. With a reaction of 4 h at 130 °C at a molar ratio of 1:7:7 for β-CD:NaH:MA, the reaction products were water-insoluble, and contained major polymer fractions with Mw greater than 200 kDa. Smaller and water-soluble polymer fractions were produced at 100 °C or lower reaction temperature. 1H-NMR spectra revealed that the CD polymers contained both mono- and diesters of butenedioic acid, and diesters became prevalent as the reaction time and temperature were raised.",

author = "Tomasz Girek and Shin, {Dong Hoon} and Lim, {Seung Taik}",

note = "Funding Information: This research was financially supported by a grant from the Korea Science and Engineering Foundation (project no. 981-0609-043-2). The authors also thank DAESANG for providing β-cyclodextrin.",

year = "2000",

month = may,

doi = "10.1016/S0144-8617(99)00138-1",

language = "English",

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journal = "Carbohydrate Polymers",

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AU - Girek, Tomasz

AU - Shin, Dong Hoon

AU - Lim, Seung Taik

N1 - Funding Information: This research was financially supported by a grant from the Korea Science and Engineering Foundation (project no. 981-0609-043-2). The authors also thank DAESANG for providing β-cyclodextrin.

PY - 2000/5

Y1 - 2000/5

N2 - β-Cyclodextrin (β-CD) polymers were prepared by cross-linking β-CD with maleic anhydride (MA) in anhydrous N,N-dimethyl formamide (DMF) in the presence of NaH. The weight-average molecular weight (Mw) and the chemical structure of the polymers were determined using high performance size exclusion chromatography (HPSEC) with refractive index (RI) and multiangle laser-light scattering (MALLS) detectors, and 1H NMR spectroscopy. The molecular weight of the polymer increased as the reaction temperature was raised. With a reaction of 4 h at 130 °C at a molar ratio of 1:7:7 for β-CD:NaH:MA, the reaction products were water-insoluble, and contained major polymer fractions with Mw greater than 200 kDa. Smaller and water-soluble polymer fractions were produced at 100 °C or lower reaction temperature. 1H-NMR spectra revealed that the CD polymers contained both mono- and diesters of butenedioic acid, and diesters became prevalent as the reaction time and temperature were raised.

AB - β-Cyclodextrin (β-CD) polymers were prepared by cross-linking β-CD with maleic anhydride (MA) in anhydrous N,N-dimethyl formamide (DMF) in the presence of NaH. The weight-average molecular weight (Mw) and the chemical structure of the polymers were determined using high performance size exclusion chromatography (HPSEC) with refractive index (RI) and multiangle laser-light scattering (MALLS) detectors, and 1H NMR spectroscopy. The molecular weight of the polymer increased as the reaction temperature was raised. With a reaction of 4 h at 130 °C at a molar ratio of 1:7:7 for β-CD:NaH:MA, the reaction products were water-insoluble, and contained major polymer fractions with Mw greater than 200 kDa. Smaller and water-soluble polymer fractions were produced at 100 °C or lower reaction temperature. 1H-NMR spectra revealed that the CD polymers contained both mono- and diesters of butenedioic acid, and diesters became prevalent as the reaction time and temperature were raised.

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Polymerization of β-cyclodextrin with maleic anhydride and structural characterization of the polymers

Abstract

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ASJC Scopus subject areas

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