Discriminating Influence of <i>α</i>‐ and Methylated <i>β</i>‐Cyclodextrins on Complexation and Polymerization of Diacrylate and Dimethacrylate Monomers

Sarvothaman, Mahesh K.; Ritter, Helmut

doi:10.1002/marc.200400348

Cited by 24 publications

(27 citation statements)

References 16 publications

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“…They polymerized inclusion complexes of di(meth)acrylates of butan-1,4-diol and hexan-1,6-diol with α-CD and with methylated β-CD using a redox initiator system in aqueous media. [47] …”

Section: Side-chain Recognitionmentioning

confidence: 97%

Macromolecular Recognition and Macroscopic Interactions by Cyclodextrins

Harada

Takashima

2013

The Chemical Record

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Herein macromolecular recognition by cyclodextrins (CDs) is summarized. Recognition of macromolecules by CDs is classified as main-chain recognition or side-chain recognition. We found that CDs form inclusion complexes with various polymers with high selectivity. Polyrotaxanes in which many CDs are entrapped in a polymer chain were prepared. Tubular polymers were prepared from the polyrotaxanes. CDs were found to recognize side-chains of polymers selectively. CD host polymers were found to form gels with guest polymers in water. These gels showed self-healing properties. When azobenzene was used as a guest, the gel showed sol-gel transition by photoirradiation. When ferrocene was used, redox-responsive gels were obtained. Macroscopic self-assembly through molecular recognition has been discovered. Photoswitchable gel association and dissociation have been observed.

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“…They polymerized inclusion complexes of di(meth)acrylates of butan-1,4-diol and hexan-1,6-diol with α-CD and with methylated β-CD using a redox initiator system in aqueous media. [47] …”

Section: Side-chain Recognitionmentioning

confidence: 97%

Macromolecular Recognition and Macroscopic Interactions by Cyclodextrins

Harada

Takashima

2013

The Chemical Record

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“…Here also a topological immobilization of the CD via rotaxane formation [38] can be considered as possible. This synthetic route to polyrotaxanes has been already followed by the homopolymerization of diacrylate and dimethacrylate monomers solubilized by a-or me-b-CD [19]. In our previous work, we have demon- C CPMAS NMR spectrometry that conversion of N,N9-dodecamethylenebisacrylamide into a watersoluble complex with me-b-CD and subsequent rapid free radical copolymerization with other mono-and difunctional water-soluble monomers at room temperature results in a polymeric product with a measurable content of topologically immobilized me-b-CD [1].…”

Section: Content In Polymermentioning

confidence: 99%

“…Sarvothaman and Ritter [19] have shown in a recent publication that the complex formation of diacrylate and dimethacrylate monomers with a-and methylated b-CD (me-b-CD) and subsequent free radical homopolymerization of the formed complexes in aqueous solution is a viable route to polyrotaxanes with sterically immobilized CD. The presence of immobilized CD in the polymeric network has a measurable influence on the glass transition temperatures of the formed homopolymers.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a polyrotaxane‐based macroporous polymer as stationary phase for capillary electrochromatography via host–guest complexation of N,N ′‐ethylenedianilinediacrylamide with statistically methylated β‐cyclodextrin

Wahl¹,

Al‐Rimawi²,

Schnell³

et al. 2008

J of Separation Science

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A synthetic route to acrylamide-based monolithic stationary phases for CEC with rotaxane-type immobilized derivatized beta-CD was explored. N,N'-Ethylenedianilinediacrylamide was synthesized as the water-insoluble crosslinker forming water-soluble inclusion complexes with statistically methylated beta-CD. Mixed-mode stationary phases were synthesized by free radical copolymerization of the bisacrylamide-CD host-guest complex with water-soluble monomers and an additional water-soluble crosslinker in aqueous solution. Complex formation in solution and inclusion of the pseudorotaxane into the polymeric network (formation of a polyrotaxane architecture) were studied by means of (1)H-NMR chemical shift analysis, CD modified micellar EKC (CD-MEKC), 2D-NOESY spectroscopy, and solid state( 13)C-NMR spectroscopy. The presence of a mixed-mode selectivity of the stationary phase based on hydrophobic and hydrophilic interaction was confirmed by CEC with neutral polar and nonpolar solutes.

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“…Because of the characteristic, CDs could be widely used in polymer chemistry. [5][6][7][8][9][10][11] Much attention was drawn to the role of CDs in polymerization process. Jie et al [12] presented the preliminarily thermodynamic and kinetic considerations on the effect of CD on methyl methacrylate dispersion polymerization with PVP as stabilizer forming particles.…”

Section: Studies On the Preparation Of Stable Pst Latex In The Presenmentioning

confidence: 99%

Studies on the Preparation of Stable PSt Latex in the Presence of Cyclodextrins and a Small Amount of Surfactant

Huang

Zhang

Zhao

et al. 2012

Journal of Dispersion Science and Technology

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Polystyrene (PSt) latex was successfully prepared via emulsion polymerization using a novel sequential feeding way. In our method, polymerization was conducted in the presence of betacyclodextrin (b-CD) and a small amount of surfactant. The concentrations of the surfactant, b-CD and initiator, and the including time of St with b-CD acted as crucial roles in the preparing process. The results showed that the coagulum decreased with increasing of the concentration of the surfactant. The coagulum also decreased greatly when the amount of b-CD was lower than 1%. Furthermore, the coagulum decreased at the early stage and then increased with the increase of the concentration of initiator. Also, the monomer conversion increased by increasing the amount of surfactant and initiator. The morphology of the obtained particle was examined with a transmission electron microscope (TEM). The particle size increased constantly with the increase of the amount of b-CD. Otherwise, it decreased with the increase of the concentration of surfactant and initiator. Comparing with the semicontinuous condition, the sequential feeding way improved the monomer conversion, polymerization rate and the monodispersity.

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Discriminating Influence of α‐ and Methylated β‐Cyclodextrins on Complexation and Polymerization of Diacrylate and Dimethacrylate Monomers

Cited by 24 publications

References 16 publications

Macromolecular Recognition and Macroscopic Interactions by Cyclodextrins

Macromolecular Recognition and Macroscopic Interactions by Cyclodextrins

Synthesis of a polyrotaxane‐based macroporous polymer as stationary phase for capillary electrochromatography via host–guest complexation of N,N ′‐ethylenedianilinediacrylamide with statistically methylated β‐cyclodextrin

Studies on the Preparation of Stable PSt Latex in the Presence of Cyclodextrins and a Small Amount of Surfactant

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