The aminolysis and esterification of unsymmetrical epoxides

Colclough, T.; Cunneen, J. I.; Moore, C. G.

doi:10.1016/0040-4020(61)80024-0

Cited by 20 publications

(13 citation statements)

References 12 publications

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“…The EB base was grafted to EPB by the reaction of the polyaniline NH 2 terminal group with the oxirane ring. Equal weights of epoxidized polybutadiene and Emeraldine base were dissolved in a 1:1 toluene/ N ‐methyl‐2‐pyrrolidone (NMP) solution (10 mg/mL) in the presence of phenol as catalyst 17. The reaction was carried out for 72 h at 60 °C in an N 2 atmosphere.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and characterization of epoxidized polybutadiene/polyaniline graft conducting copolymer

Risi

D’Ilario

Martinelli

2004

J. Polym. Sci. A Polym. Chem.

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In this article the synthesis and characterization of an elastomeric conducting material, obtained by grafting polyaniline (EB) on commercial cis-1,4-polybutadiene (PB), are described. PB was first partially epoxidized in chloroform solution using meta-chloroperbenzoic acid (MCPBA). The conducting polymer was then grafted to the activated polybutadiene (EPB) via the aminolysis reaction between the polyaniline NH 2 terminal groups and the oxirane rings. The material so obtained (EPBPAN) and the epoxidized intermediate product were characterized by 1H NMR, 13C NMR, Fourier transform infrared, and ultraviolet-visible spectroscopy, thermal and mechanical analysis, and electrical conductivity measurements. The effect of the sample deformation on conductivity also was analyzed. The HCl doping of the EPBPAN film induced crosslinking reactions, generated by the acid cleavage of unreacted oxirane groups. The electrical conductivity of the doped material reached values of about 10 -5 ω -1 cm -1. The key characteristics of our elastomeric conducting material are its simple synthesis, its starting as a commercial product, and the solubility of its undoped form in a common low-boiling organic solvent like chloroform. © 2004 Wiley Periodicals, Inc

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Section: Methodsmentioning

confidence: 99%

Synthesis and characterization of epoxidized polybutadiene/polyaniline graft conducting copolymer

Risi

D’Ilario

Martinelli

2004

J. Polym. Sci. A Polym. Chem.

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“…Apparent partition coefficient measurements in 1-octanol/buffer, pH 7.4, (Table I) reveal that the lipid solubility of 9 is only slightly affected by the introduction of a methyl substitution on the side chain (12,14). The expected increase in lipophilicity ( = 0.5), however, is observed when the methyl group is attached to the aromatic ring (11).…”

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confidence: 99%

Alteration of relative affinities toward myocardial and vascular .beta. adrenoceptors induced by side-chain substitution of aryloxypropanolamines

Shtacher¹,

Rubinstein²,

Somani³

1978

J. Med. Chem.

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“…Moreover, the hydrophilic layer gives rise to an increase in viscosity near the capillary surface, resulting in reduced electro-osmotic flow. Another noteworthy characteristic of this method is that the thickness of the surface layer can be varied from 30 to 200 A by using short to long chain PEG or by catalyzing PEI-1000 bonding with different amounts of phenol [24].…”

Section: Resultsmentioning

confidence: 99%

Evaluation of surface‐bonded polyethylene glycol and polyethylene imine in capillary electrophoresis

Huang

Vorkink

Lee

1992

J Microcolumn Separations

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Abstract.A procedure for bonding polyethylene glycol (PEG) and polyethylene imine (PEI) onto the capillary surface through a highly crosslinked polysiloxane layer containing epoxy groups has been developed. Systematic variation of the coatings can be used to (a) allow separations over a pH range of 3 to 9, (b) provide for adjustment of electro-osmotic flow, and (c) reduce the adsorption of peptides and proteins. The variation of electroosmotic flow on these coated columns at different operational conditions can be explained using electrical double layer theory. Separations of substituted aromatic compounds and peptides on these coated columns were much improved over similar separations on untreated columns. The results indicate that PEI coated columns are suitable for the separation of basic proteins and PEG coated columns are suitable for acidic proteins. Separations of simple oligonucleotides which differ by only one base were also achieved.

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The aminolysis and esterification of unsymmetrical epoxides

Cited by 20 publications

References 12 publications

Synthesis and characterization of epoxidized polybutadiene/polyaniline graft conducting copolymer

Synthesis and characterization of epoxidized polybutadiene/polyaniline graft conducting copolymer

Alteration of relative affinities toward myocardial and vascular .beta. adrenoceptors induced by side-chain substitution of aryloxypropanolamines

Evaluation of surface‐bonded polyethylene glycol and polyethylene imine in capillary electrophoresis

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