Poly(alkylene oxide) Ionomers. II. Solution Co- and Terpolymerization of Trioxane for the Preparation of Poly(oxymethylene) Ionomers

Demejo, L. P.; MacKnight, W. J.; Vogl, Otto

doi:10.1295/polymj.11.15

Cited by 18 publications

(4 citation statements)

References 7 publications

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“…Several modified‐POM samples have been prepared, containing a variety of reactive groups as side chain branches from the main polymer backbone and as terminal groups on the polymer chain 14–20. Wissbrun reported that the POM copolymer of trioxane with epichlorohydrin comonomer reacted with thioglycolate to give modified‐POM with carboxylic derivatives 19.…”

Section: Introductionmentioning

confidence: 99%

Polymerization of trimethylene carbonate in aqueous solutions: Reaction mechanism and characterization

Okada¹,

Imamura²,

Matsuda

2010

J. Polym. Sci. A Polym. Chem.

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Polymerization of a trimethylene carbonate (TMC) in an aqueous solution was investigated by gel permeation chromatography, Fourier transform infrared spectroscopy, and nuclear magnetic resonance. The polymerization reaction proceeded rapidly in the aqueous solution and high conversion was achieved in a relatively short time. 1,3‐Propanediol (PPD) formed by hydrolysis of TMC was used as the initiator. The TMC oligomer obtained by ring‐opening polymerization had a TMC unit backbone with terminal 3‐hydroxypropyl groups at both chain ends. The oligomer underwent transesterification reaction with elimination of PPD, resulting in a gradual increase in the molecular weight of the product. The molecular weight was affected by the concentration of TMC. The thermal properties of the polymers were investigated by differential scanning calorimetry. Polymers within the molecular weight (Mn) range from 6.0 × 103 to 2.3 × 104 g/mol crystallized, and endothermic peaks corresponding to the melting temperature were observed. The glass transition temperature increased with the molecular weight of the polymers. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1485–1492, 2010

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Section: Introductionmentioning

confidence: 99%

Polymerization of trimethylene carbonate in aqueous solutions: Reaction mechanism and characterization

Okada¹,

Imamura²,

Matsuda

2010

J. Polym. Sci. A Polym. Chem.

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“…The results provide possibilities for further and comprehensive improvements in the compatibility with glass binders and, therefore, the mechanical properties of glass‐fiber‐filled POM. Additionally, several modified POM samples have been prepared containing a variety of reactive groups as side‐chain branches from the main polymer backbone and as terminal groups on the polymer chain 17–23. Wissbrun22 reported that a POM copolymer of TOX with epichlorohydrin as a comonomer reacted with thioglycolate to produce a modified POM with carboxylic derivatives.…”

Section: Introductionmentioning

confidence: 99%

Tensile behavior of glass‐fiber‐filled polyacetal: Influence of the functional groups of polymer matrices

Kawaguchi¹,

Masuda²,

Tajima³

2007

J of Applied Polymer Sci

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We investigated the tensile behavior of glass-fiber-filled polyacetal [i.e., polyoxymethylene (POM)], focusing on the mutual influence of the functional groups in the POM matrices and the glass binder system. The different POM matrices were compounded with three kinds of glass fibers (20 wt %) treated with different glass binders, namely, epoxy resin, thermoplastic polyurethane (TPU), and a mixture of TPU and epoxy resin. A good correlation between the tensile strength and elongation at break was observed, regardless of the difference in the glass binders. The composites based on the modified POM matrix, which had both a carboxyl end group and a hydroxyl end group, improved the tensile properties noticeably in comparison with those based on the normal POM matrix. The composites were strengthened with an increase in the concentration of the functional groups. The results of scanning electron microscopy observations indicated that the fractured surfaces of a specimen having maximum tensile strength and elongation exhibited cohesion of the modified POM on the surfaces of the glass fibers.

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“…9 These monomers have been copolymerized with trioxane 10 and the properties of co-and ter-polymers with 1,3-dioxolane with a relatively low percentage of glycidate incorporated were investigated. 11 These polymers were then hydrolyzed to the corresponding poly( oxymethylene)ionomers and their free acids. The co-and terpolymerizations were accomplished with classical cationic initiators, both in bulk solution 11 and by a process in which the monomers were mixed in the vapor phase.…”

mentioning

confidence: 99%

“…11 These polymers were then hydrolyzed to the corresponding poly( oxymethylene)ionomers and their free acids. The co-and terpolymerizations were accomplished with classical cationic initiators, both in bulk solution 11 and by a process in which the monomers were mixed in the vapor phase. 12 Epoxides which have functional groups directly attached to the epoxide rings have been already known.…”

mentioning

confidence: 99%

Cationic Homo- and Co-polymerizations of Ethyl Glycidate

Sàegusa

Kobayashi

et al. 1979

Polym J

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ABSTRACT:Cationic homo-and co-polymerizations of ethyl glycidate (EG) have been studied with triethyloxonium tetrafluoroborate (TEOFB) and superacid ester catalysts. The homopolymerization of EG gave a paste-like material of low molecular weight with TEOFB catalyst. A superacid ester catalyst such as ethyl trifluoromethanesulfonate underwent only the initiation process with EG and the propagation was negligibly slow in this system. Copolymerization of EG with tetrahydrofuran (THF) gave a copolymer with TEOFB. When THF remained unreacted after the completion of copolymerization, the copolymer composition was in all cases EG: THF = I : 2. These results were understood in terms of the penultimate effect. The same copolymerization by a superacid ester catalyst, however, always yielded copolymers of the EGITHF= 112 composition. This result was explained in the same way as the TEOFB case, taking the EG polymerizability by a superacid ester into account.KEY WORDS Ethyl Glycidate Cationic PolymerizationCopolymerization I Tetrahydrofuran I Oxonium Salt I Superacid Ester I Penultimate Effect I Cyclic ethers and particularly epoxides have been known for a long time to polymerize to polyethers even of very high molecular weight. 1 • 2 While cyclic ethers polymerize primarily with classical cationic initiators and aluminum and zinc organic compounds by what is often referred to as coordinative anionic polymerization, 3 epoxides undergo polymerization by classical cationic and anionic mechanisms and also by the above mentioned coordinative mechanism. 1 • 2 Most of the work has been done on unsubstituted and methyl-substituted compounds, namely ethylene oxide and propylene oxide; substitutent groups with higher polarity and the functionality have not been studied to any extent. The monomers with the most reactive groups were those with a chloromethyl substitution as, for example, in epichlorohydrin 4 and 3,3-bis(chloromethyl)oxetane. 5 agent, which in turn must be prepared from 90 % H 2 0 2 and trifluoroacetic acid. Glycidaldehyde, 7 glycidyl esters, 8 and glycidonitrile 7 have been prepared; glycidaldehyde was polymerized via both the epoxide group and the aldehyde group, depending on the reaction conditions. 9 These monomers have been copolymerized with trioxane 10 and the properties of co-and ter-polymers with 1,3-dioxolane with a relatively low percentage of glycidate incorporated were investigated. 11 These polymers were then hydrolyzed to the corresponding poly( oxymethylene)ionomers and their free acids. The co-and terpolymerizations were accomplished with classical cationic initiators, both in bulk solution 11 and by a process in which the monomers were mixed in the vapor phase. 12 Epoxides which have functional groups directly attached to the epoxide rings have been already known. 6 Their synthesis is not particularly easy as it requires trifluoroperacetic acid as the oxidizing It was the. purpose of this work to study the cationic homo-' and co-polymerization of ethyl glycidate, especially the investigation of suitab...

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Poly(alkylene oxide) Ionomers. II. Solution Co- and Terpolymerization of Trioxane for the Preparation of Poly(oxymethylene) Ionomers

Cited by 18 publications

References 7 publications

Polymerization of trimethylene carbonate in aqueous solutions: Reaction mechanism and characterization

Polymerization of trimethylene carbonate in aqueous solutions: Reaction mechanism and characterization

Tensile behavior of glass‐fiber‐filled polyacetal: Influence of the functional groups of polymer matrices

Cationic Homo- and Co-polymerizations of Ethyl Glycidate

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