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Steven P. Armes - One of the best experts on this subject based on the ideXlab platform.
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RAFT Dispersion Polymerization in Silicone Oil
Macromolecules, 2019Co-Authors: Matthew J. Rymaruk, Saul J. Hunter, Cate T. O'brien, Steven L. Brown, Clive N. Williams, Steven P. ArmesAbstract:A near-monodisperse monohydroxy-terminated polydimethylsiloxane (PDMS; mean degree of Polymerization = 66) was esterified using a carboxylic acid-functionalized trithiocarbonate to yield a PDMS66 precursor with a mean degree of functionality of 92 ± 5% as determined by 1H NMR spectroscopy. This PDMS66 precursor was then chain-extended in turn using eight different methacrylic monomers in a low-viscosity silicone oil (decamethylcyclopentasiloxane, D5). Depending on the monomer type, such syntheses proceeded via either RAFT Dispersion Polymerization or RAFT emulsion Polymerization. In each case the target DP of the core-forming block was fixed at 200, and the copolymer concentration was 25% w/w. Transmission electron microscopy studies indicated that kinetically trapped spheres were obtained in almost all cases. The only exception was 2-(dimethylamino)ethyl methacrylate (DMA), which enabled access to spheres, worms, or vesicles. This striking difference is attributed to the relatively low glass transition temperature for this latter block. A phase diagram was constructed for a series of PDMS66−PDMAx nano-objects by systematically increasing the PDMA target DP from 20 to 220 and varying the copolymer concentration between 10 and 30% w/w. Higher copolymer concentrations were required to access a pure worm phase, while only spheres, vesicles, or mixed phases were accessible at lower copolymer concentrations. Gel permeation chromatography studies indicated a linear evolution of number-average molecular weight (Mn) with PDMA DP while dispersities remained below 1.40, suggesting relatively well-controlled RAFT Polymerizations. Smallangle X-ray scattering (SAXS) was used to characterize selected examples of spheres, worms, and vesicles. PDMS66− PDMA100−112 worms synthesized at 25−30% w/w formed free-standing gels at 20 °C. Oscillatory rheology studies performed on a 30% w/w PDMS66−PDMA105 worm Dispersion indicated a storage modulus (gel strength) of 1057 Pa and a critical gelation concentration (CGC) of approximately 12% w/w. Finally, PDMS66−PDMAx worms could also be prepared in n-dodecane, hexamethyldisiloxane, or octamethylcyclotetrasiloxane. Rotational rheometry studies indicate that such worms are efficient viscosity modifiers for these nonpolar oils.
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In Situ Spectroscopic Studies of Highly Transparent Nanoparticle Dispersions Enable Assessment of Trithiocarbonate Chain-End Fidelity during RAFT Dispersion Polymerization in Nonpolar Media
2018Co-Authors: Erik J. Cornel, Sandra Van Meurs, Timothy Smith, Paul S. O’hora, Steven P. ArmesAbstract:We report the synthesis of highly transparent poly(stearyl methacrylate)-poly(2,2,2-trifluoroethyl methacrylate) (PSMA–PTFEMA) diblock copolymer nanoparticles via Polymerization-induced self-assembly (PISA) in nonpolar media at 70 °C. This was achieved by chain-extending a PSMA precursor block via reversible addition–fragmentation chain transfer (RAFT) Dispersion Polymerization of TFEMA in n-tetradecane. This n-alkane has the same refractive index as the PTFEMA core-forming block at 70 °C, which ensures high light transmittance when targeting 33 nm spherical nanoparticles. Such isorefractivity enables visible absorption spectra to be recorded with minimal light scattering even at 30% w/w solids. However, in situ monitoring of the trithiocarbonate RAFT end-groups during PISA requires selection of a weak n → π* band at 446 nm. Conversion of TFEMA into PTFEMA causes a contraction in the reaction solution volume, leading to an initial increase in absorbance that enables the kinetics of Polymerization to be monitored via dilatometry. At ∼98% TFEMA conversion, this 446 nm band remains constant for 2 h at 70 °C, indicating surprisingly high RAFT chain-end fidelity (and hence pseudoliving character) under monomer-starved conditions. In situ 19F NMR spectroscopy studies provide evidence for (i) the onset of micellar nucleation, (ii) solvation of the nanoparticle cores by TFEMA monomer, and (iii) surface plasticization of the nanoparticle cores by n-tetradecane at 70 °C. Finally, the kinetics of RAFT chain-end removal can be conveniently monitored by in situ visible absorption spectroscopy: addition of excess initiator at 70 °C causes complete discoloration of the Dispersion, with small-angle X-ray scattering studies confirming no change in nanoparticle morphology under these conditions
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Polymerization induced self assembly of block copolymer nanoparticles via raft non aqueous Dispersion Polymerization
Progress in Polymer Science, 2016Co-Authors: Matthew J Derry, Lee A Fielding, Steven P. ArmesAbstract:There is considerable current interest in Polymerization-induced self-assembly (PISA) via reversible addition–fragmentation chain transfer (RAFT) Polymerization as a versatile and efficient route to various types of block copolymer nano-objects. Many successful PISA syntheses have been conducted in water using either RAFT aqueous Dispersion Polymerization or RAFT aqueous emulsion Polymerization. In contrast, this review article is focused on the growing number of RAFT PISA formulations developed for non-aqueous media. A wide range of monomers have been utilized for both the stabilizer and core-forming blocks to produce diblock copolymer nanoparticles in either polar or non-polar media (including supercritical CO2 and ionic liquids) via RAFT Dispersion Polymerization. Such nanoparticles possess spherical, worm-like or vesicular morphologies, often with controllable size and functionality. Detailed characterization of such sterically stabilized diblock copolymer Dispersions provides important insights into the various morphological transformations that can occur both during the PISA synthesis and also on subsequent exposure to a suitable external stimulus (e.g. temperature).
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Polymerization induced self assembly of block copolymer nano objects via raft aqueous Dispersion Polymerization
Journal of the American Chemical Society, 2014Co-Authors: Nicholas J Warren, Steven P. ArmesAbstract:In this Perspective, we discuss the recent development of Polymerization-induced self-assembly mediated by reversible addition–fragmentation chain transfer (RAFT) aqueous Dispersion Polymerization. This approach has quickly become a powerful and versatile technique for the synthesis of a wide range of bespoke organic diblock copolymer nano-objects of controllable size, morphology, and surface functionality. Given its potential scalability, such environmentally-friendly formulations are expected to offer many potential applications, such as novel Pickering emulsifiers, efficient microencapsulation vehicles, and sterilizable thermo-responsive hydrogels for the cost-effective long-term storage of mammalian cells.
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poly methacrylic acid based ab and abc block copolymer nano objects prepared via raft alcoholic Dispersion Polymerization
Polymer Chemistry, 2014Co-Authors: Mona Semsarilar, Adam Blanazs, Vincent Ladmiral, Steven P. ArmesAbstract:A series of well-defined amphiphilic poly(methacrylic acid)–poly(benzyl methacrylate) (PMAA–PBzMA) diblock copolymers are synthesized via Polymerization-induced self-assembly using an alcoholic Dispersion Polymerization formulation. Chain growth is mediated via reversible addition–fragmentation chain transfer Polymerization (RAFT) chemistry using a trithiocarbonate-based chain transfer agent (CTA) at 70 °C. The poly(methacrylic acid) block is soluble in ethanol and acts as a steric stabilizer for the growing insoluble PBzMA chains, resulting in the in situ generation of diblock copolymer nano-objects in the form of spheres, worms or vesicles, depending on the precise reaction conditions. Copolymer morphologies can be covalently stabilized via cross-linking to prevent their dissociation when transferred into aqueous solution, which leads to the formation of highly anionic nano-objects due to ionization of the PMAA stabilizer chains. ABC triblock copolymer nanoparticles can also be prepared using this approach, where the third block is based on the semi-fluorinated monomer, 2,2,2-trifluoroethyl methacrylate (TFEMA). GPC studies confirm that chain extension is efficient and high TFEMA conversions can be achieved. Microphase separation between the mutually incompatible PBzMA and semi-fluorinated PTFEMA core-forming blocks occurs, producing a range of remarkably complex semi-fluorinated triblock copolymer morphologies.
Masayoshi Okubo - One of the best experts on this subject based on the ideXlab platform.
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iodine transfer Dispersion Polymerization with chi 3 and reversible chain transfer catalyzed Dispersion Polymerization with n iodosuccinimide of methyl methacrylate in supercritical carbon dioxide
Polymer Journal, 2012Co-Authors: Tomoya Taniyama, Hideto Minami, Taisuke Kuroda, Masayoshi OkuboAbstract:Iodine transfer Dispersion Polymerization (Dispersion ITP) with CHI3 and reversible chain transfer-catalyzed Dispersion Polymerization (Dispersion RTCP) with N-iodosuccimide (NIS) of methyl methacrylate (MMA) were successfully applied to supercritical carbon dioxide (scCO2) medium. Both Polymerizations proceeded smoothly and yielded the polymeric product as a powder. In both systems, the number-average molecular weights increased with increasing conversion and polydispersity (Mw/Mn) was maintained at low values throughout the Polymerizations. A chain extension test indicated that PMMA prepared by Dispersion ITP and Dispersion RTCP in scCO2 had high degrees of livingness.
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iodine transfer Dispersion Polymerization Dispersion itp with chi3 and reversible chain transfer catalyzed Dispersion Polymerization Dispersion rtcp with gei4 of styrene in supercritical carbon dioxide
Polymer, 2012Co-Authors: Taisuke Kuroda, Hideto Minami, Tomoya Taniyama, Atsushi Tanaka, Atsushi Goto, Takeshi Fukuda, Masayoshi OkuboAbstract:Abstract Submicrometer-sized, polystyrene (PS) particles with controlled molecular weight distribution (MWD), were successfully obtained directly as powder state by iodine transfer Dispersion Polymerization (Dispersion ITP) and reversible chain transfer catalyzed Dispersion Polymerization (Dispersion RTCP) in supercritical carbon dioxide (scCO2) for the first time. These Dispersion Polymerizations proceeded similarly reaching 80% conversion in 21 h. In the Dispersion ITP, the number-average molecular weight (Mn) nonlinearly increased with the conversion, which were always higher than theoretical values, and the MWD at each conversion was comparatively narrow (Mw/Mn = 1.5–1.7) throughout Polymerization. In the Dispersion RTCP, Mn also nonlinearly increased with increasing conversion and Mw/Mn values were in the range of 1.3–1.5, which were lower than those of the Dispersion ITP. In chain extension tests in bulk systems, the degrees of livingness of PS prepared by the Dispersion ITP and the Dispersion RTCP in scCO2 systems were, respectively, estimated to be 56% and 48%. From these results, while more investigation is necessary, it was concluded that both Polymerizations with scCO2 proceeded in a partly controlled manner.
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thermodynamic and kinetic considerations on the morphological stability of hamburger like composite polymer particles prepared by seeded Dispersion Polymerization
Colloid and Polymer Science, 2010Co-Authors: Teruhisa Fujibayashi, Hideto Minami, Takuya Tanaka, Masayoshi OkuboAbstract:Micrometer-sized, monodisperse, “hamburger-like” polystyrene (PS)/poly(2-ethylhexyl methacrylate)/decane composite particles were obtained by seeded Dispersion Polymerization of 2-ethylhexyl methacrylate with PS seed particles in the presence of decane. The morphological stability of the hamburger-like particles was investigated based on thermodynamic and kinetic aspects. The hamburger-like morphology was maintained at 60 °C (above glass transition temperature (T g)) for at least 1 week in spite of less thermodynamic stability than hemispherical morphology. T g of the particles gradually increased throughout the Polymerization due to monomer consumption. Geometric calculation result indicates that the degree of reduction of the interfacial free energy at the early stage of the morphological development is significantly low. From these results, it is concluded the morphological stability of the hamburger-like particles is considerably high because the development from hamburger-like to hemispherical morphologies is retarded by the gradual increase in viscosity inside the particles and the significantly lower interfacial free energy reduction.
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preparation of polystyrene particles by Dispersion Polymerization in an ionic liquid
Macromolecular Rapid Communications, 2008Co-Authors: Hideto Minami, Kazuhiro Yoshida, Masayoshi OkuboAbstract:Submicron-sized monodisperse polystyrene (PS) particles were successfully prepared by Dispersion Polymerization of styrene in an ionic liquid, N,N-diethyl-N-methyl-N-(2-methoxy-ethyl)ammonium bis(trifluoromethanesulfonyl)imide ([DEME][TFSI]) at 70 °C with poly(vinyl pyrrolidone) (PVP) as a stabilizer. At the optimum PVP and styrene concentrations with regard to preparation of stable polymer particles, the number-average diameter and coefficient of variation were 350 nm and 5.7%, respectively. The particle size increased with a decrease in the PVP concentration and an increase in the styrene concentration. Moreover, we succeeded in producing PS particles by thermal Polymerization in the absence of a radical initiator at 130°C in [DEME][TFSI] using a conventional reactor (not autoclave) utilizing the advantages of non-volatility and thermal stability of the ionic liquid.
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preparation and thermodynamic stability of micron sized monodisperse composite polymer particles of disc like shapes by seeded Dispersion Polymerization
Langmuir, 2007Co-Authors: Teruhisa Fujibayashi, Masayoshi OkuboAbstract:Micron-sized, monodisperse composite polymer particles having "disc-like" and "polyhedral" shapes were prepared by seeded Dispersion Polymerization of 2-ethylhexylmethacrylate (EHMA) with 2.67-mum-sized polystyrene (PS) seed particles in methanol/water media in the presence of droplets of various saturated hydrocarbons and evaporation of the hydrocarbon after the Polymerization. Such nonspherical shapes were based on the volume reduction due to the evaporation. The primary factors influencing the particle shape seemed to be the absorption rate of the hydrocarbon into the resulting PS/poly(EHMA)/hydrocarbon composite particles during the Polymerization, which affected the viscosities and the volumes of the PS and poly(EHMA) phases. It was found that the morphological development during the Polymerization was retarded at "hamburger-like" morphology, which is a precursor of the disc-like particle, although this morphology is a thermodynamically metastable state.
Patrick Lacroixdesmazes - One of the best experts on this subject based on the ideXlab platform.
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Dispersion Polymerization of 2 hydroxyethyl methacrylate stabilized by a hydrophilic co2 philic poly ethylene oxide b poly 1 1 2 2 tetrahydroperfluorodecyl acrylate peo b pfda diblock copolymer in supercritical carbon dioxide
Polymer, 2004Co-Authors: Patrick LacroixdesmazesAbstract:Abstract Dispersion Polymerization of 2-hydroxyethyl methacrylate (HEMA) has been successfully performed in supercritical carbon dioxide at P=370 bar and T=65 °C with azobis(isobutyronitrile) as initiator and a hydrophilic/CO2-philic poly(ethylene oxide)-b-poly(1,1,2,2-tetrahydroperfluorodecyl acrylate) (PEO-b-PFDA) block copolymer as steric stabilizer. The PEO-b-PFDA (2K/21K) block copolymer was synthesized by reversible addition-fragmentation chain transfer (RAFT) Polymerization. Spherical particles of poly(HEMA) were obtained in the range of 200–400 nm diameter size with a narrow particle size distribution (Dw/Dn
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Dispersion Polymerization of 2 hydroxyethyl methacrylate stabilized by a hydrophilic co2 philic poly ethylene oxide b poly 1 1 2 2 tetrahydroperfluorodecyl acrylate peo b pfda diblock copolymer in supercritical carbon dioxide
Polymer, 2004Co-Authors: Patrick LacroixdesmazesAbstract:Abstract Dispersion Polymerization of 2-hydroxyethyl methacrylate (HEMA) has been successfully performed in supercritical carbon dioxide at P =370 bar and T =65 °C with azobis(isobutyronitrile) as initiator and a hydrophilic/CO 2 -philic poly(ethylene oxide)- b -poly(1,1,2,2-tetrahydroperfluorodecyl acrylate) (PEO- b -PFDA) block copolymer as steric stabilizer. The PEO- b -PFDA (2K/21K) block copolymer was synthesized by reversible addition-fragmentation chain transfer (RAFT) Polymerization. Spherical particles of poly(HEMA) were obtained in the range of 200–400 nm diameter size with a narrow particle size distribution ( D w / D n b -PFDA (3.5 w/w% versus HEMA).
Alexander J C Kuehne - One of the best experts on this subject based on the ideXlab platform.
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monodisperse conjugated polymer particles via heck coupling a kinetic study to unravel particle formation in step growth Dispersion Polymerization
Macromolecules, 2015Co-Authors: Sibel Ciftci, Alexander J C KuehneAbstract:Palladium-catalyzed cross-coupling Dispersion Polymerizations follow a step-growth mechanism and deliver highly monodisperse particles. This is surprising, considering the high polydispersity usually inherent to classical polycondensations at high conversion. Here we present a novel Heck-type Dispersion Polymerization yielding fluorescent submicrometer particles with an extremely narrow size distribution. We investigate the kinetics of the Dispersion Polymerization to unravel the mechanism behind the formation of monodisperse particles. We find that, at medium conversion, only one type of oligomer forms nuclei for the particles. These seed particles phase separate from solution at a critical molecular weight. Oligomers, reaching the critical molecular weight for dissolution after this initial nucleation event, condensate onto the existing nuclei, leading to uniform growth of the particles. Higher molecular weight material is obtained toward high conversion by coupling reactions inside of the particles. Th...
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rgd decorated conjugated polymer particles as fluorescent biomedical probes prepared by sonogashira Dispersion Polymerization
Chemical Communications, 2015Co-Authors: Naveed Anwar, Anne Rix, Wiltrud Lederle, Alexander J C KuehneAbstract:Here, we present a facile one-step Sonogashira Dispersion Polymerization affording monodisperse conjugated polymer particles bearing accessible acetylene moieties on the surface. These acetylene groups are easily functionalized with biological recognition motifs using thiol–yne click chemistry. The resulting functional particles are applied as fluorescent probes for imaging of activated endothelial cells, which take up the particles via receptor mediated endocytosis.
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monodisperse conjugated polymer particles by suzuki miyaura Dispersion Polymerization
Nature Communications, 2012Co-Authors: Alexander J C Kuehne, Malte C Gather, Joris SprakelAbstract:Well-defined, monodisperse colloids of semiconducting polymers are required as new photonic and optoelectronic materials. Here, a Suzuki–Miyaura Dispersion Polymerization is used to produce monodisperse sub-micrometer particles of a range of semiconducting polymers.
Zhaohua Zeng - One of the best experts on this subject based on the ideXlab platform.
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z type and r type macro raft agents in raft Dispersion Polymerization another mechanism perspective on pisa
Polymer Chemistry, 2016Co-Authors: Jianbo Tan, Jianwen Yang, Zhaohua ZengAbstract:In a common RAFT Dispersion Polymerization induced self-assembly (PISA) formulation, R-type macro-RAFT agents with a solvophilic chain attached at the leaving group side are normally used to mediate the Polymerization, meanwhile Z-type macro-RAFT agents with a solvophilic chain attached at the Z-group side are seldom employed. In this paper, we have tried to use a Z-type macro-RAFT agent (mPEG113-BTPA) to mediate RAFT Dispersion Polymerization of styrene, and found that the process exhibited a poorer PISA tendency and weaker molecular weight control. In comparison, we have conducted the same process mediated with an R-type macro-RAFT agent (mPEG113-DDMAT), and found that the formulation exhibited a typical PISA process, and nanoparticles were produced in situ. Further experiments suggest that the location of RAFT groups plays a key role for the PISA process in RAFT Dispersion Polymerization. The RAFT groups will be embedded in the produced particles when an R-type macro-RAFT agent is employed, but locate on the particle surface in the case of the Z-type macro-RAFT agent. We have tried to employ the RAFT groups on the surface of the mPEG113-BTPA stabilized particles to modify the particle surface, and successfully removed the solvophilic block via breaking the RAFT group, and generated the poly(dimethylacrylamide) block by surface-initiated RAFT Polymerization. Based on the above mechanism perspective, we have designed a preliminary experiment, and found that well-defined monodisperse nanospheres could be prepared by heterogeneous RAFT Dispersion Polymerization mediated with a Z-type macro-RAFT agent-based block copolymer which was synthesized via pre-Polymerization of styrene in 1,4-dioxane mediated with mPEG113-BTPA.
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PMMA Microspheres with Embedded Lanthanide Nanoparticles by Photoinitiated Dispersion Polymerization with a Carboxy-Functional Macro-RAFT Agent
2015Co-Authors: Jianbo Tan, Guangyao Zhao, Zhaohua Zeng, Mitchell A. WinnikAbstract:Functional poly(methyl methacrylate) (PMMA) microbeads with a very narrow size distribution were synthesized by photoinitiated RAFT Dispersion Polymerization in aqueous ethanol using an acrylic acid–oligo(ethylene glycol) copolymer as a macro-RAFT agent. These particles are a prototype for multiparameter bead-based assays employing mass cytometry, a technique in which metal-encoded beads are injected into the plasma torch of an inductively coupled plasma mass spectrometer (ICP-MS), and the metal ions generated are detected by time-of-flight mass spectrometry. To label the beads, the Polymerization reaction was carried out in the presence of various types of small (ca. 5 nm) lanthanide fluoride (LnF3) nanoparticles (e.g., LaF3, CeF3, and TbF3) with polymerizable methacrylate groups on their surface. The type of metal ion and the metal content of the PMMA microbeads could be varied by changing the composition of the reaction medium. An important feature of these microbeads is that acrylic acid groups in the corona are available for covalent attachment of biomolecules. As a proof of concept, FITC–streptavidin (FITC-SAv) was covalently coupled to the surface of a Ln-encoded microbead sample. The number of FITC-SAv binding sites on the beads was determined through three parallel assays involving biotin derivatives. Interaction of the beads with a biotin–tetramethylrhodamine derivative was monitored by fluorescence, whereas interaction of the beads with a biotin-DOTA-Lu derivative was monitored both by ICP-MS and by mass cytometry. Each measurement detected an average of ca. 5 × 104 biotins per microsphere. Control experiments with beads covalently labeled with FITC–bovine serum albumin (FITC-BSA) showed only very low levels of nonspecific binding
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synthesis of pmma microparticles with a narrow size distribution by photoinitiated raft Dispersion Polymerization with a macromonomer as the stabilizer
Macromolecules, 2014Co-Authors: Jianbo Tan, Guangyao Zhao, Zhaohua Zeng, Mitchell A. WinnikAbstract:Macromonomers can serve as efficient and effective stabilizers for Dispersion Polymerization of monomers such as styrene and methyl methacrylate, but the size distributions of the polymer microparticles obtained tend to be broad. We are interested in functional microbeads which can be used for immunoassays, where the size distribution has to be very narrow. We report a photoinitiated RAFT Dispersion Polymerization of methyl methacrylate (MMA) in ethanol–water mixtures, with methoxy-poly(ethylene glycol) methacrylate (Mn = 2000 g/mol, EO45) as the reactive steric stabilizer. We identify reaction conditions where one can obtain PMMA microspheres with coefficient of variation in the particle diameter (CVd) less than 3%. Carboxy-functional PMMA microspheres were obtained by a two-stage (seeded) Polymerization with methacrylic acid (MAA) added as a comonomer in the second stage. We show that the functional microspheres prepared in this way are effective substrates for the covalent attachment of proteins such a...
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photoinitiated raft Dispersion Polymerization a straightforward approach toward highly monodisperse functional microspheres
Macromolecules, 2012Co-Authors: Jianbo Tan, Xin Rao, Hancheng Deng, Jianwen Yang, Zhaohua ZengAbstract:A straightforward Dispersion Polymerization procedure for the synthesis of monodisperse functional polymeric microspheres is proposed in this article. This method overcomes the problems deriving from the highly sensitive nucleation stage by introducing both photoinitiation and a RAFT chain transfer agent to the reaction. The process of the formation and growth of particles in the procedure was investigated and found to be quite different from that in a traditional Dispersion Polymerization. Various kinds of PMMA-based functional microspheres with high size uniformity were synthesized in a single step by this strategy. The microspheres remained uniform in size, even at concentrations of cross-linker or functional comonomer up to 10 wt %.