Precision Ethylene/Vinyl Bromide Polymers

Boz, Emine; Nemeth, Alexander J.; Alamo, Rufina G.; Wagener, Kenneth B.

doi:10.1002/adsc.200600433

Cited by 46 publications

(44 citation statements)

References 23 publications

(36 reference statements)

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“…The onset T d values of all these copolymer samples are comparable with that of high density polyethylene (HDPE), and these data are also similar to the T d values of previously reported precision polyethylene containing one single ethyl acrylate in the middle of the repeating unit . On the other hand, all of these periodic and random copolymers also exhibited higher thermal stability than precision polyethylene containing vinyl acetate, vinyl halide, and vinyl alcohol units …”

Section: Resultssupporting

confidence: 86%

Ethylene–ethyl acrylate copolymers via ADMET polymerization: Effect of sequence distribution on thermal properties

Deng

et al. 2013

J. Polym. Sci. Part A: Polym. Chem.

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Copolymers of ethylene and ethyl acrylate have been widely used as commodity materials in many fields. In this article, a general synthetic strategy toward fine tuning the ethyl acrylate content and facile control over the monomer sequence regularity of this important type of copolymer via acyclic diene metathesis (ADMET) polymerization followed by hydrogenation is demonstrated. Three structurally symmetric diene monomers (M1–M3) were synthesized in good yields via a three‐step synthetic approach; each of the monomers contains two tail‐to‐tail linked ethyl acrylate units connected to the terminal alkenes by a methylene spacer with specific length. ADMET homopolymerization of M1–M3 and copolymerization of these monomers with 1,9‐decadiene were conducted, and after hydrogenation, a family of periodic and random copolymers of ethylene and ethyl acrylate were obtained. All the polymer samples were characterized by gel permeation chromatography and nuclear magnetic resonance, and the thermal properties of the saturated copolymers were investigated with thermal gravimetric analysis and differential scanning calorimetry. The glass transition and melting behaviors of this family of ethylene and ethyl acrylate copolymers were found to be dependent on the ethyl acrylate content and the primary structure regularity in copolymers. Copolymers with low ethyl acrylate content and periodic microstructures exhibited better crystallinity. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 2900–2909

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Section: Resultssupporting

confidence: 86%

Ethylene–ethyl acrylate copolymers via ADMET polymerization: Effect of sequence distribution on thermal properties

Deng

et al. 2013

J. Polym. Sci. Part A: Polym. Chem.

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“…Acyclic diene metathesis (ADMET) has been utilized extensively for the modeling of polymeric systems, [1][2][3] where linear, defect-free polymers produced by this method serve as pristine models of commercial materials or as novel materials for advanced applications. [4][5][6][7][8][9] Research in this area has shown that imparting these materials with such structural regularity results in a behavior unique to this class of polymers. [1,4,5,7,10] A recent area of effort in our laboratory has been the synthesis of polyethylene (PE) with precise placement of hydrophilic branches.…”

Section: Introductionmentioning

confidence: 99%

Probing the Effects of Hydrophilic Branch Size, Distribution, and Connectivity in Amphiphilic Polyethylene

Berda

Wagener

2008

Macro Chemistry & Physics

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Acyclic diene metathesis (ADMET) polymerization/hydrogenation methodology was used to synthesize a family of amphiphilic polyethylenes (PEs) with precisely placed poly(ethylene glycol) branches. Four structural parameters are varied in this report: size of the hydrophilic pendant group, manner in which the pendant group is connected to the backbone, distance between the pendant moieties along the backbone, and saturation of the polyolefin backbone. Varying the branch size with other parameters held constant results in negligible effects on thermal behavior. However, when either the distribution of branches or manner of connection of the branches is altered, changes in the thermal behavior become clear. These slight structural changes allow tunability of the structural morphology from fully amorphous to semicrystalline materials melting over a range of temperatures above 60 °C.magnified image

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“…Indeed, Figure clearly showed that P0 displayed typical two‐stage decomposition. The first stage occurred within the temperature range from 150 °C to 300 °C, plausibly corresponding to the thermo‐induced release of bromine . Although the as‐prepared polymer P0 was densely‐functionalized with α ‐bromo ester moieties, the absence of β ‐H renders the thermal‐induced release of other bromine‐containing species such as hydrogen bromide unlikely to occur.…”

Section: Resultsmentioning

confidence: 99%

Postpolymerization modification of polynorbornene side chains via tetramethyl guanidine promoted esterification

Zhang

Wang

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

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We demonstrate that polynorbornene containing primary activated bromide moieties is a novel chemically modifiable platform for postpolymerization modification. Polymer P0 was synthesized via ring‐opening metathesis polymerization of monomer 1 with the assistance of Grubbs third generation (G‐III) catalyst. Subsequently, nucleophilic substitution was conducted by mixing P0 with n‐caproic acid, sorbic acid, m‐toluic acid or 4‐nitrobenzoic acid in the presence of 1,1,3,3‐tetramethylguanidine (TMG) under mild and stoichiometric condition to generate functionalized polymers P1–P4. NMR results approved full conversion of the reactive sites and exemplified the “click” nature of TMG promoted esterification. Thermal stability and glass transition behaviors of all the polymer samples were investigated by thermal gravimetric analysis and differential scanning calorimetry. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016, 54, 3733–3740

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Precision Ethylene/Vinyl Bromide Polymers

Cited by 46 publications

References 23 publications

Ethylene–ethyl acrylate copolymers via ADMET polymerization: Effect of sequence distribution on thermal properties

Ethylene–ethyl acrylate copolymers via ADMET polymerization: Effect of sequence distribution on thermal properties

Probing the Effects of Hydrophilic Branch Size, Distribution, and Connectivity in Amphiphilic Polyethylene

Postpolymerization modification of polynorbornene side chains via tetramethyl guanidine promoted esterification

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