Influence of the Conformation on Chemical Modification of Polymers: Study of the Quaternization of Poly(4-vinylpyridine)

Chovino, Christian; Gramain, Philippe

doi:10.1021/ma980502l

Cited by 15 publications

(10 citation statements)

References 12 publications

(26 reference statements)

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“…Through this method, only partially quaternized polymers can be obtained because of the steric hindering effect produced by the already substituted cycles; this becomes more and more important as the degree of quaterinzation increases. This effect is more pronounced when voluminous mesogens are used as quaternization agents 21…”

Section: Resultsmentioning

confidence: 94%

Synthesis and liquid‐crystalline properties of poly(4‐vinylpyridinium) bromides N‐substituted with dialkyloxyterphenyl groups

Santos-Martell

Larios-López

Rodríguez-González

et al. 2010

J of Applied Polymer Sci

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Poly(4-vinylpyridine)s (P4VPs) fully and partially quaternized with dialkyloxyterphenyl groups were synthesized and characterized. These new polymers developed both liquid-crystalline (LC) properties and a light emission (luminescence) in the blue region. The mesomorphic behavior of the polymers was initially characterized by differential scanning calorimetry and polarizing optical microscopy and was further corroborated by X-ray diffraction analyses. The X-ray diffraction patterns showed in the low-angles region several equidistant diffraction peaks (d 001 , d 002 , d 003 , . . .) and in the wide-angles region a broad peak typical of nonordered mesophases. From d 001 and the length of the monomers, we deduced that the molecular arrangement in the mesophase corresponded to a double-layered stacking of molecules with mesogens tilted with respect to the smectic plane and the backbones sandwiched between. In this arrangement, the different parts of mesogens are segregated from one another in layered domains. The longer smectic periods observed for copolymers indicated that the nonsubstituted pyridine cycles were sandwiched between two smectic layers. The emission spectra of these polymers were characterized by a broad signal centered at 365 nm. The combination of LC properties with luminescence in the polymers is interesting for the preparation of thin films with aligned emitters, particularly for linearly polarized light emission.

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Section: Resultsmentioning

confidence: 94%

Synthesis and liquid‐crystalline properties of poly(4‐vinylpyridinium) bromides N‐substituted with dialkyloxyterphenyl groups

Santos-Martell

Larios-López

Rodríguez-González

et al. 2010

J of Applied Polymer Sci

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“…Synthesis of triacetylated N-acetyl-D-glucosaminesubstituted PVA (2) According to Scheme 1, the synthesis of triacetylated GlcNAc-substituted PVA 2 was examined by a glycosidation reaction of a hydroxyl group in PVA and a sugar oxazoline 1 in the presence of an acid as a promoter under a nitrogen atmosphere. The oxazoline method is an excellent glycosidation reaction of alcohols for achieving high stereoselectivity, in which the b-O-glycoside linkage could be exclusively formed by using certain acid catalysts [19][20][21][22] .…”

Section: Resultsmentioning

confidence: 99%

“…The reactivity of a functional group on a polymeric chain is usually different from that of the analogous low molecular mass compounds, and the intended modification is often achieved only to a limited level 1,2) . Poly(vinyl alcohol) (PVA) is the only vinyl-type polymer which has been confirmed to be biodegradable, even though its biodegradation rate under natural environmental conditions is too slow to apply as an industrial degradable polymer 3) .…”

Section: Introductionmentioning

confidence: 99%

Chemical modification of hydroxyl groups of poly(vinyl alcohol) by a glycosidation reaction

Takasu

Niwa

Itou

et al. 2000

Macromol. Rapid Commun.

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A new procedure for chemical modification of poly(vinyl alcohol) (PVA) was established by a glycosidation reaction of hydroxyl groups in PVA with triacetylated sugar oxazoline 1. 1H and 13C NMR analyses indicated that triacetylated N‐acetyl‐D‐glucosamine (GlcNAc) was introduced onto a PVA backbone selectively via a β‐O‐glycoside linkage. Deacetylation of triacetylated GlcNAc‐substituted PVA 2 resulted in GlcNAc‐substituted PVA 3 in good yield. These modified PVAs 2 and 3 exhibited solubilities and thermal properties different from the original PVA.

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“…Quaternization of poly (vinyl pyridines) (Route‐2) might be considered as an alternate choice to obtain quaternary ammonium polymers. Preparation of vinyl pyridinium monomers is difficult due to their spontaneous polymerization yielding pyridinium moieties in the main chain 9. Many studies have carried out involving the quaternization of poly (4‐vinyl pyridine)10, 11 and related compounds with aryl halides.…”

Section: Introductionmentioning

confidence: 99%

Simultaneous polymerization and quaternization of 4‐vinyl pyridine

Mondal

Saha

Chowdhury

2012

J of Applied Polymer Sci

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Quantitative polymerization of 4‐vinyl pyridine (4‐VP) and its quaternization has been done simultaneously for the first time in absence of organic solvents. 1, 4‐dibromo‐2‐butene acts as quaternizing agent. The quaternized polymer has been characterized by chemical, thermal and spectral analysis. The mechanistic path involved in the polymerization and quaternization has been elucidated. Particle size, surface area, ion exchange capacity and metal ion binding property were determined. The polymer was found to have pH‐dependent chromate ion binding capacity with high level of selectivity and good antibacterial activity. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

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Influence of the Conformation on Chemical Modification of Polymers: Study of the Quaternization of Poly(4-vinylpyridine)

Cited by 15 publications

References 12 publications

Synthesis and liquid‐crystalline properties of poly(4‐vinylpyridinium) bromides N‐substituted with dialkyloxyterphenyl groups

Synthesis and liquid‐crystalline properties of poly(4‐vinylpyridinium) bromides N‐substituted with dialkyloxyterphenyl groups

Chemical modification of hydroxyl groups of poly(vinyl alcohol) by a glycosidation reaction

Simultaneous polymerization and quaternization of 4‐vinyl pyridine

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