Anionic Polymerizations of Oligo(ethylene glycol) Alkyl Ether Methacrylates: Effect of Side Chain Length and ω-Alkyl Group of Side Chain on Cloud Point in Water

Ishizone, Takashi; Seki, Akiko; Hagiwara, Mamoru; Han, Soo-Boo; Yokoyama, Haruki; Oyane, Ayako; Deffieux, Alain; Carlotti, Stéphane

doi:10.1021/ma702828n

Cited by 134 publications

(120 citation statements)

References 26 publications

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“…This particular category of oligo(ethylene glycol)-based macromolecules has been exponentially studied in recent years [23][24][25][26][29][30][31][32][33][34][35]. Indeed, these polymers may be synthesized using straightforward controlled radical polymerization techniques such as atom transfer radical polymerization (ATRP) [36,37] or reversible addition-fragmentation transfer polymerization (RAFT) [38][39][40], but also functionalized using versatile ligation tools such as click chemistry [41][42][43][44].…”

Section: Introductionmentioning

confidence: 99%

“…For example, Holder and co-workers recently reported that homo-polymers POEGMA 300 exhibit reversible phase transitions in aqueous solution around 60-64 • C [33]. Additionally, Ishizone and co-workers studied the anionic polymerization of tetra(ethylene glycol) methyl ether methacrylate (i.e., MEO 4 MA, one of the main component of OEGMA 300 ) and obtained homo-polymers with a LCST of 68 • C [34]. These results suggest that the co-monomer pair MEO 2 MA/OEGMA 300 should allow the design of polymers with defined thermoresponsive behaviors in the temperature range 26-64 • C. In the present work, co-polymers P(MEO 2 MAco-OEGMA 300 ) of various composition were synthesized by ATRP and conventional radical polymerization (RP).…”

Section: Introductionmentioning

confidence: 99%

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Design of Oligo(ethylene glycol)-Based Thermoresponsive Polymers: an Optimization Study

Lutz

Hoth

Schade

2009

Designed Monomers and Polymers

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Co-polymers of 2-(2-methoxyethoxy)ethyl methacrylate (MEO 2 MA) and oligo(ethylene glycol) methyl ether methacrylate (OEGMA 300 , M n = 300 g/mol) of various composition were synthesized at 60 • C in ethanol solution either by conventional radical polymerization (RP) or atom transfer radical polymerization (ATRP). Both techniques led to co-polymers P(MEO 2 MA-co-OEGMA 300 ) in high yields. However, ATRP provided better defined co-polymers with controlled molecular weight, composition and molecular weight distribution. Nevertheless, all the samples exhibited a lower critical solution temperature (LCST) in aqueous medium (i.e., pure deionized water or physiological buffer). Sharp and reversible phase transitions were observed in all cases by turbidimetry and dynamic light scattering. This thermoresponsive behavior was demonstrated to be directly linked to the MEO 2 MA/OEGMA 300 composition of the formed co-polymers. Thus, the LCST of the co-polymers could be precisely adjusted in the temperature range 28-65 • C. © Koninklijke Brill NV, Leiden, 2009

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Design of Oligo(ethylene glycol)-Based Thermoresponsive Polymers: an Optimization Study

Lutz

Hoth

Schade

2009

Designed Monomers and Polymers

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“…It is now widely accepted that the OEG-grafted polymers with hydrophobic backbones have many advantages over poly(N-isopropylacrylamide) (PNIPAM), a well studied model system in biomedical applications. [13][14][15] By varying the number of EG repeat unit in the side chain, the cloud point temperature (CPT) of their aqueous solutions can be controlled within the physiological range. 15 Information on the conformation properties of OEG-grafted polymers at interfaces 14,16 and in aqueous solutions under different conditions 13,[17][18][19] is required before their applications can be exploited.…”

Section: Introductionmentioning

confidence: 99%

Small Angle Neutron Scattering Study of Conformation of Oligo(ethylene glycol)-Grafted Polystyrene in Dilute Solutions: Effect of the Backbone Length

et al. 2008

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The conformation and clusterization of comblike polymers of polystyrene densely grafted with oligo(ethylene glycol) (OEG) side chains in 1.0 wt % solutions of D 2 O, toluene-d 8 , and methanol-d 4 was investigated as a function of the degree of polymerization (DP) of the backbone by small angle neutron scattering (SANS). Each side chain had four EG repeat units, and the DP of the polystyrene backbone varied from 8 to 85. The global conformation of the polymers in toluene and methanol was shown to assume ellipsoidal, rigid cylindrical, or wormlike morphologies with increasing DP of the polystyrene backbone. At the same time, in D 2 O, the polymer conformation was described by the form factor of rigid cylinders. The second viral coefficient A 2 was measured for the polymer with a DP of 85 in all three solvents, and the solvent quality of toluene, methanol, and D 2 O was identified to be good, marginal, and poor, respectively, for this polymer. Because of a poor solvent quality, the PS backbone (DP ) 85) is partially collapsed in D 2 O, whereas it is moderately expanded in toluene and methanol. Polymers with a DP of 8 were found to form clusters in all three solvents, with the characteristic size between 100 and 200 Å and a fractal dimension of 2. With the increase in the DP, the clusters diminished in D 2 O and completely disappeared in toluene and methanol. This observation suggests that the clusterization of these short side-chain polymers is caused by end-group and hydrogen bonding interactions between different chains.

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“…This is near human body temperature and, at this temperature, it forms a single phase with water. It swells at low temperatures and collapses to form a separate phase above the LCST [13][14][15]. In addition, PNIPAAm has the sharpest phase transition of all thermosensitive N-alkylacrylamide polymers [16].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Thermosensitive Behavior of Polyacrylamide Copolymers and Their Applications in Smart Textiles

Chen

Fang²,

Zhong

et al. 2015

Polymers

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Abstract:We tuned the lower critical solution temperature (LCST) of amphiphilic poly(N-isopropylacrylamide) (PNIPAAm) via copolymerization with a hydrophilic comonomer of N-hydroxymethyl acrylamide (NHMAAm). A series of copolymers P(NIPAAm-co-NHMAAm) were synthesized by atom transfer radical polymerization (ATRP) using CuBr/(N,N,N',N',N''-Pentamethyldiethylenetriamine) (PMDETA) as a catalyst system and 2-bromo ethyl isobutyrate (EBiB) as an initiator. The copolymers were well characterized by Fourier transform infrared spectroscopy (FT-IR), 1 H Nuclear magnetic resonance (NMR), and Thermogravimetric analysis (TGA). The copolymers followed a simple rule in their thermosensitive behaviors and have a linear increase in the LCST as a function of NHMAAm mol%. The thermosensitive properties of the copolymer films were investigated and demonstrated hydrophilic-hydrophobic transitions. Finally, the copolymer was grafted onto cotton fabrics using citric acid (CA) as a crosslinking agent and sodium hypophosphite (SHP) as a catalyst following a two dipping, two padding process. The large number of hydroxyl groups in the copolymer makes grafting convenient and firm. OPEN ACCESSPolymers 2015, 7 910The grafted cotton fabrics show obvious thermosensitive behaviors. The results demonstrate that the cotton fabrics become more hydrophobic when the temperature is higher than the LCST. This study presents a valuable route towards temperature-responsive smart textiles and their potential applications.

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Anionic Polymerizations of Oligo(ethylene glycol) Alkyl Ether Methacrylates: Effect of Side Chain Length and ω-Alkyl Group of Side Chain on Cloud Point in Water

Cited by 134 publications

References 26 publications

Design of Oligo(ethylene glycol)-Based Thermoresponsive Polymers: an Optimization Study

Design of Oligo(ethylene glycol)-Based Thermoresponsive Polymers: an Optimization Study

Small Angle Neutron Scattering Study of Conformation of Oligo(ethylene glycol)-Grafted Polystyrene in Dilute Solutions: Effect of the Backbone Length

Synthesis and Thermosensitive Behavior of Polyacrylamide Copolymers and Their Applications in Smart Textiles

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