Infrared Spectra of Oxirane Compounds.  Correlations with Structure

Bomstein, Joseph

doi:10.1021/ac60136a029

Cited by 44 publications

(12 citation statements)

References 13 publications

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“…29,30 The reactions were deemed complete when there was no further change in the spectra for the peaks at 910 and 860 cm –1 . The fabrication of membrane C-2 was completed within 5 d because the FT-IR spectra collected at 8 d overlapped with the 5 d spectra.…”

Section: Results and Discussionmentioning

confidence: 99%

Reactive Epoxy Nanofiltration Membranes with Disulfide Bonds for the Separation of Multicomponent Chemical Mixtures

Gilmer

Bowden

2018

ACS Omega

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This article reports the fabrication of organic solvent nanofiltration membranes containing a labile disulfide bond, which is broken by reaction with a chemical stimulus. These membranes are a new generation of smart membranes that have tailored selectivities and flux that can be altered by reacting with a chemical stimulus. The selectivity and flux of chemicals through the membranes was controlled by varying the concentration of disulfide bonds in the membrane. When the disulfide bonds were cleaved, the pores in the membrane became larger and yielded different separation properties. The membrane selectivity was changed by up to 70% and flux was increased up to 5×. The rapid change in selectivity of the membrane allowed for the separation of three-component mixtures. A three-component mixture of 33.3% m-dinitrobenzene, 33.3% triphenylmethane, and 33.3% 1,3,5-tris(diphenylamino)benzene (TDAB) was separated into three different fractions that were significantly enriched in one of the three molecules. The first fraction contained m-dinitrobenzene at 82% purity and 84% yield, the second fraction contained triphenylmethane at 67% purity and 49% yield, and the third fraction contained TDAB at 71% purity and 88% yield.

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Section: Results and Discussionmentioning

confidence: 99%

Reactive Epoxy Nanofiltration Membranes with Disulfide Bonds for the Separation of Multicomponent Chemical Mixtures

Gilmer

Bowden

2018

ACS Omega

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“…(Binder, 1943, Felix, et al, 1963, Krima, et al, 1956, Liang and Krimm, 1958, Ohloff, et al, 1964, Sadtler, Stokr and Schneider, 1963. Detailed group frequency correlation tables (Szymanski, 1964, Bellamy, 1958, Bomstein, 1958 were used when available. In certain cases the results of the quantitative analysis were used to support the exclusion of certain otherwise possible structures.…”

Section: (A) Sample Preparationmentioning

confidence: 99%

“…reference notes (Stokr and Schneider, 1963) (Binder, 1963) (Stokr and Schneider, 1963) di phenyl (Szymanski, ether 1964(Szymanski, ether , 1967 (Szymanski, 1964, Bomstein, 1958 -231- polystyrene (Liang and Krimm, 1958) cis 1,4 polybutadiene (Binder, 1963) polystyrene (Liang and Krimm, 1958) …”

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confidence: 99%

Surface hydroxylation of styrene–butadiene–styrene block copolymers for biomaterials

Sefton

Merrill

1976

J. Biomed. Mater. Res.

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This work pertains to the development of high strength elastomers potentially useful as nonthrombogenic cardiovascular prostheses. Triblock copolymers of the styrene-butadiene-styrene type have been subjected to surface hydroxylation via intermediate epoxides providing reactive sites at the surface for the subsequent coupling of heparin while retaining the unique mechanical properties of the SBS copolymers.Curves of hydroxyl content versus the copolymer film thickness demonstrated the effect of swelling in the surface region on the product distribution and on the time dependence of the hydroxylation process. The results indicatedthat swelling in the surface region is modified by stress transfer to the unreacted, nonswelling core, giving rise to a lower hydroxyl content in thicker films than in thinner films due to separate effects on both the epoxidation agent and on the cleavage agents and an exponential time dependence with the appearance of a significant induction time.Detailed quantitative analysis of the infrared spectra of surface reacted samples indicated the presence of a thickness dependent diffusion lag between the cleavage agents and the peracid, confirming the observation of a decreased hydroxyl content in thicker films. Delamination of surface reacted samples occurred on swelling in chloroform. Through analysis of the weights of the resulting fractions, the depth of penetration and the shape of the reaction front was estimated as a function of time, temperature and the composition of the reaction bath.The general applicability of this surface modification scheme to biomaterial development and the use of SBS triblock copolymers as potential biomaterials was also evaluated.

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“…384). The electron-releasing methyl substituent Ethylene Oxides 215 apparently favors formation of phenyl p-methylbenzyl carbinol, whereas the electron-withdrawing chlorine substituent favors benzyl p-chlorophenyl carbinol. More highly aryl-substituted epoxides become progressively less reactive toward lithium aluminum hydride, tetraphenylethylene oxide being actually stable toward this reagent.…”

Section: R = H Chsmentioning

confidence: 99%

Ethylene Oxides

Rosowsky¹

1964

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Infrared Spectra of Oxirane Compounds. Correlations with Structure

Cited by 44 publications

References 13 publications

Reactive Epoxy Nanofiltration Membranes with Disulfide Bonds for the Separation of Multicomponent Chemical Mixtures

Reactive Epoxy Nanofiltration Membranes with Disulfide Bonds for the Separation of Multicomponent Chemical Mixtures

Surface hydroxylation of styrene–butadiene–styrene block copolymers for biomaterials

Ethylene Oxides

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