Aliphatic poly(oxytetramethylene) ionenes: effect of counter-anion on the properties and morphology

Ikeda, Yuko; Yamato, Jyunya; Murakami, Takeshi; Kajiwara, Kanji

doi:10.1016/j.polymer.2004.09.082

Cited by 11 publications

(5 citation statements)

References 21 publications

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“…It is important to note that after the functionalization reaction, the end groups possessed quaternary nitrogen sites with chloride counteranions. Chloride anion containing ionenes are known to have lower degradation temperatures compared to bromide anion containing ionenes, since chloride anions are stronger bases than bromide anions 35. Ikeda et al demonstrated that poly(tetramethylene oxide) (PTMO)‐based ionenes with chloride counteranions degraded at 200 °C, while PTMO‐based ionenes with bromide counteranions degraded at 227 °C 35.…”

Section: Resultsmentioning

confidence: 99%

“…Chloride anion containing ionenes are known to have lower degradation temperatures compared to bromide anion containing ionenes, since chloride anions are stronger bases than bromide anions 35. Ikeda et al demonstrated that poly(tetramethylene oxide) (PTMO)‐based ionenes with chloride counteranions degraded at 200 °C, while PTMO‐based ionenes with bromide counteranions degraded at 227 °C 35. Therefore, it was expected that the degradation temperature of the styrenic‐end‐capped ionene was lower than the parent 12,12‐ammonium ionene polymer.…”

Section: Resultsmentioning

confidence: 99%

“…Chloride anion containing ionenes are known to have lower degradation temperatures compared to bromide anion containing ionenes, since chloride anions are stronger bases than bromide anions. [35] Ikeda et al demonstrated that poly(tetramethylene oxide) (PTMO)-based ionenes with chloride counteranions degraded at S. R. Williams, Z. Barta, S. M. Ramirez, T. E. Long Figure 6. UV spectra demonstrating decreasing cinnamate concentration after exposure to UV light for 88:12 wt.-% mixture of cinnamate-end-capped 12,12-ammonium ionene/poly(cinDMPCco-bocDMPC).…”

Section: Cross-linking Of 1212-ammonium Ionenes Possessing Styrenic mentioning

confidence: 99%

“…[35] Therefore, it was expected that the degradation temperature of the styrenic-endcapped ionene was lower than the parent 12,12-ammonium ionene polymer. In fact, the styrenic-functionalized 12,12-ammonium ionene possessed an onset decomposition temperature of 203 AE 4 8C, which was lower than the parent 12,12-ammonium ionene described above (222 AE 3 8C).…”

Section: Cross-linking Of 1212-ammonium Ionenes Possessing Styrenic mentioning

confidence: 99%

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Synthesis of 12,12‐Ammonium Ionenes with Functionality for Chain Extension and Cross‐Linking via UV Irradiation

Williams

Barta

Ramirez

et al. 2009

Macro Chemistry & Physics

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A novel synthetic methodology for preparing chain‐extended and cross‐linked ionenes using UV irradiation is described. 12,12‐Ammonium ionenes were functionalized with either cinnamate or styrenic functionality at the chain ends and were subsequently exposed to UV irradiation. In addition, a novel copolymer (poly(cinDMPC‐co‐bocDMPC)) was mixed with the cinnamate‐functionalized 12,12‐ammonium ionene to prepare photo‐cross‐linked networks. The UV irradiation process was monitored via UV–Vis spectroscopy after each exposure. The chain‐extended 12,12‐ammonium ionene possessed superior tensile properties compared to the original 12,12‐ammonium ionene. Successful cross‐linking was confirmed with solubility testing of the thin films in methanol. The results indicated that photo‐cross‐linked 12,12‐ammonium ionenes offer potential in membrane technology applications.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

“…Chloride anion containing ionenes are known to have lower degradation temperatures compared to bromide anion containing ionenes, since chloride anions are stronger bases than bromide anions. [35] Ikeda et al demonstrated that poly(tetramethylene oxide) (PTMO)-based ionenes with chloride counteranions degraded at S. R. Williams, Z. Barta, S. M. Ramirez, T. E. Long Figure 6. UV spectra demonstrating decreasing cinnamate concentration after exposure to UV light for 88:12 wt.-% mixture of cinnamate-end-capped 12,12-ammonium ionene/poly(cinDMPCco-bocDMPC).…”

Section: Cross-linking Of 1212-ammonium Ionenes Possessing Styrenic mentioning

confidence: 99%

Section: Cross-linking Of 1212-ammonium Ionenes Possessing Styrenic mentioning

confidence: 99%

See 2 more Smart Citations

Synthesis of 12,12‐Ammonium Ionenes with Functionality for Chain Extension and Cross‐Linking via UV Irradiation

Williams

Barta

Ramirez

et al. 2009

Macro Chemistry & Physics

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“…The ionene having a lower molecular weight PTMO segments showed enhanced mechanical properties compared with the higher molecular weight PTMO segments because of more ionic associations and stronger physical cross‐links. Ikeda et al18 studied the effect of counterion type on the morphology of PTMO‐containing ionenes. These authors showed that counterions determine the size of the ionic domains and distance between the domains.…”

Section: Introductionmentioning

confidence: 99%

Poly(propylene glycol)‐based ammonium ionenes as segmented ion‐containing block copolymers

Tamami

Williams

Park

et al. 2010

J. Polym. Sci. A Polym. Chem.

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The synthesis and characterization of series of segmented poly(propylene glycol) (PPG)-based ammonium ionenes is described. Bromine end-capped oligomers were successfully synthesized using the reaction of 6-bromohexanoyl chloride with 1000, 2000, and 4000 g/mol PPGs. 1 H NMR spectroscopy, titration studies, and matrix-assisted laser desorption ionization-time of flight (MALDI-TOF) mass spectrometry revealed the difunctionality of the oligomers. First, a series of PPG-based ammonium ionenes was synthesized from bromine end-capped PPG oligomers and N,N,N 0 ,N 0 -tetramethyl-1,6-hexanediamine. For this series, a single glass transition temperature (T g ) of approximately À66 C was observed through differential scanning calorimetry (DSC); dynamic mechanical analysis (DMA) showed the onset of flow ranged from 20 to 80 C. In addition, a series of PPG-based ammonium ionenes containing 1,12-dibromododecane was synthesized to increase the aliphatic hard segment (HS) content and enhance the mechanical properties of the resulting materials. For these, two T g 's were observed using DMA; DMA also showed the onset of flow of ionenes containing higher HS content (33 wt %) occurred in the range of 100-140 C. Tensile analysis for these ionenes demonstrated an average tensile strength at break ranging from 0.2 to 2.4 MPa. Small angle X-ray scattering (SAXS) profiles for these ionenes showed that Bragg distances increase linearly with the molecular weight of PPG soft segment. V C 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: [4159][4160][4161][4162][4163][4164][4165][4166][4167] 2010

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Folding of a Donor‐Containing Ionene by Intercalation with an Acceptor

De¹,

Ramakrishnan²

2010

Chemistry An Asian Journal

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Cationic ionenes that bear electron-rich 1,5-dialkoxynaphthalene (DAN) units within the alkylene segment were allowed to interact with different types of electron-deficient, acceptor-containing molecules in an effort to realize intercalation-induced folding of the ionenes; the collapse of the chains was expected to occur in such a way that the donor and acceptor units become arranged in an alternating fashion. Several acceptor-bearing molecules were prepared by the derivatization of pyromellitic dianhydride and naphthalene tetracarboxylic dianhydride with two different oligoethylene glycol monomethyl ether monoamines. This yielded acceptor molecules with different water solubility and allowed the examination of solvophobic effects in the folding process. UV/Vis spectroscopic studies were carried out by using a 1:1 mixture of the DAN-ionenes and different acceptor molecules in water/DMSO solvent mixtures. The intensity of the charge-transfer (CT) band was seen to increase with the water content in the solvent mixture, thereby suggesting that the intercalation is indeed aided by solvophobic effects. The naphthalene diimide (NDI) bearing acceptor molecules consistently formed significantly stronger CT complexes when compared to the pyromellitic diimide (PDI) bearing acceptor molecules, which is a reflection of the stronger π-stacking tendency of the former. AFM studies of drop-cast films of different ionene-acceptor combinations revealed that compact folded structures are formed most effectively under conditions in which the strongest CT complex is formed.

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Aliphatic poly(oxytetramethylene) ionenes: effect of counter-anion on the properties and morphology

Cited by 11 publications

References 21 publications

Synthesis of 12,12‐Ammonium Ionenes with Functionality for Chain Extension and Cross‐Linking via UV Irradiation

Synthesis of 12,12‐Ammonium Ionenes with Functionality for Chain Extension and Cross‐Linking via UV Irradiation

Poly(propylene glycol)‐based ammonium ionenes as segmented ion‐containing block copolymers

Folding of a Donor‐Containing Ionene by Intercalation with an Acceptor

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