Polyethylene-<i>g</i>-poly(cyclohexene oxide) by Mechanistic Transformation from ROMP to Visible Light-Induced Free Radical Promoted Cationic Polymerization

Çiftçi, Mustafa; Kork, Senem; Xu, Guohai; Buchmeiser, Michael R.; Yaǧcı, Yusuf

doi:10.1021/acs.macromol.5b00086

Cited by 35 publications

(31 citation statements)

References 72 publications

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“…As can be seen that the disappearances of characteristic alkyne and azide peaks; methine (c) 4.7 ppm and methylene (d) protons at 2.5 ppm of PCL-alkyne and methine (a) and methylene (b) as well as the appearance of triazole proton (c) at 8.12 ppm were great evidences for the successful formation of clicked product PP-g-PCL [54]. Also in Figure 5, the structure of another PPg-PEG copolymer was also analyzed by 1 H-NMR spectroscopy and the similar results were observed [45,[55][56][57][58]. Furthermore, the composition of graft copolymers were also calculated from integration ratios of specific resonances belonging to each segments by using following formulas Equations (1) and (2) for PP-g-PCL and PP-g-PEG and the result summarized in Table 1.…”

Section: Resultssupporting

confidence: 65%

Polypropylene-based graft copolymers via CuAAC click chemistry

Açık¹,

Sey²,

Taşdelen³

2018

Express Polym. Lett.

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Abstract. Graft copolymers from commercial chlorinated polypropylene (PP-Cl) possessing either poly(ethylene glycol) (PEG) or poly(ɛ-caprolactone) (PCL) grafts are synthesized by copper (I)-catalyzed azide-alkyne cycloaddition 'click' reaction (CuAAC). For this purpose, azido-functional polypropylene is prepared by nucleophilic substitution of chlorine groups of PP-Cl with azidotrimethylsilane-tetrabutylammonium fluoride. Whereas, the clickable alkyne end-functional PEG and PCL are independently synthesized by esterification reaction of poly(ethylene glycol) methyl ether with 4-pentyonic acid at room temperature and ring-opening polymerization of ε-caprolactone using stannous octoate as catalyst and propargyl alcohol as initiator. Finally, the corresponding graft copolymers, PP-g-PEG and PP-g-PCL, with different surface properties were successfully synthesized by CuAAC 'click' reaction under mild condition. Spectral, chromatographic and thermal analyses at various stages prove the formation of desired polypropylene-based graft copolymers with well-defined properties. Furthermore, the water contact angle values of PP-Cl, PP-g-PEG and PP-g-PCL are found as 90±1°, 78±1.8° and 83±2.1°, respectively.

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Section: Resultssupporting

confidence: 65%

Polypropylene-based graft copolymers via CuAAC click chemistry

Açık¹,

Sey²,

Taşdelen³

2018

Express Polym. Lett.

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“…We have recently shown that polyolefin modifications can be achieved by the use of a “grafting from” approach by taking advantage of the use of such functional groups bound to the side chain of polyolefins in course of a postsynthesis modification approach. This way, numerous polyolefin‐based graft copolymers have been synthesized by either conventional and controlled/living radical polymerizations or free radical promoted cationic polymerization …”

Section: Introductionmentioning

confidence: 99%

Modification of Polyolefins by Click Chemistry

Çiftçi

Wang

Buchmeiser

et al. 2017

Macro Chemistry & Physics

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Side chain modification of polyolefins applying a copper‐mediated “click chemistry” strategy is described. First, a bromo‐functionalized polyethylene (PE‐Br) are synthesized via ring‐opening metathesis polymerization of cis‐cyclooctene followed by quantitative hydrobromination. Subsequently, the bromide moieties of the functional PE‐based polymer are converted into azide groups via simple nucleophilic substitution. Success of the click reaction is demonstrated by using low molar mass and polymeric alkyne functional click components, namely pyrene alkyne and polystyrene alkyne, respectively. The intermediates at various stages and final polymers are characterized by 1H NMR, Fourier transform infrared, Gel permeation chromatography, and differential scanning calorimetry analysis.

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“…[19] Further studies in this line are in progress, together with optimization of the reaction conditions to achieve aliving/controlled (co-)polymerization, preferably by photochemical processes. Theresulting semicrystalline thermoplastic unsaturated polyacetals exhibited molar masses (M n app )o fu pt o3 6kgmol À1 with ad ispersity of around 1.4.…”

Section: Angewandte Chemiementioning

confidence: 99%

Cellulose‐Derived Functional Polyacetal by Cationic Ring‐Opening Polymerization of Levoglucosenyl Methyl Ether

2019

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The unsaturated bicyclic acetal levoglucosenyl methyl ether was readily obtained from sustainable feedstock (cellulose) and polymerizedb yc ationic ring-opening polymerization to produce as emicrystalline thermoplastic unsaturated polyacetal with relatively high apparent molar mass (up to ca. 36 kg mol À1 )a nd decent dispersity (ca. 1.4). The double bonds along the chain can undergo hydrogenation and thiolene reactions as well as crosslinking,t hus making this polyacetal potentially interesting as ar eactive functional material.Supportinginformation (including experimental details and characterization data) and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.org/10.

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Polyethylene-g-poly(cyclohexene oxide) by Mechanistic Transformation from ROMP to Visible Light-Induced Free Radical Promoted Cationic Polymerization

Cited by 35 publications

References 72 publications

Polypropylene-based graft copolymers via CuAAC click chemistry

Polypropylene-based graft copolymers via CuAAC click chemistry

Modification of Polyolefins by Click Chemistry

Cellulose‐Derived Functional Polyacetal by Cationic Ring‐Opening Polymerization of Levoglucosenyl Methyl Ether

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