Synthesis of Graft Copolymers Containing Biodegradable Poly(3-hydroxybutyrate) Chains

Neugebauer, Dorota; Rydz, Joanna; Goebel, Izabela; Dacko, Piotr; Kowalczuk, Marek

doi:10.1021/ma062251j

Cited by 45 publications

(26 citation statements)

References 33 publications

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“…Graft copolymers have many industrial applications as adhesives, surface coating agents, stabilizers, dispersants and emulsifiers [1][2][3]. A number of methods have been reported in the literature for the synthesis of graft copolymers [4][5][6][7][8][9].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of poly(ethylene-vinyl alcohol)-g-poly(butyl acrylate) copolymers

Azam

Dawkins

2008

E-Polymers

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Ethylene-vinyl alcohol (EVOH) copolymers with different vinyl alcohol (VOH) mole % have been grafted by the carboxyl terminated poly(butyl acrylate) (PBA) prepolymers by the grafting-onto method. The carboxyl terminated PBA were synthesised by solution radical polymerization using 4,4 azobis(cyanovaleric acid) (ACVA) as initiator and thioglycolic acid (TGA) as matched chain transfer agent and then converting carboxyl groups into acid chloride terminated prepolymer by reacting with oxalyl chloride. The acid chloride terminated prepolymers were reacted with EVOH copolymer backbone to synthesize graft copolymers. The graft copolymers were characterized by the Size Exclusion Chromatography (SEC), Fourier Transfer Infrared spectroscopy (FTIR) and Nuclear Magnetic Resonance (NMR) spectroscopy. Results from these analyses confirmed the grafting of PBA side chain on to EVOH backbone. Differential Scanning Calorimetery (DSC), Dynamic Mechanical Thermal Analysis (DMTA) and x-ray diffraction studies of graft copolymers showed that the morphology of crystalline EVOH polymers has been disrupted due to grafting of amorphous PBA chains.

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Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of poly(ethylene-vinyl alcohol)-g-poly(butyl acrylate) copolymers

Azam

Dawkins

2008

E-Polymers

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“…29 A similar effect was shown for the FRP of the comonomer pair MMA and AMA (r 1 ¼1.34 and r 2 ¼0.92, respectively); 17 when r 1 Br 2 , the random composition of the copolymer was postulated. In our studies, a significant difference in the values of the two reactivity ratios was observed for the methacrylate pair MMA/AMA, indicating that both free radicals, MMA and AMA, easily react with the MMA monomer.…”

Section: Polymethacrylates With Anthryl and Carbazolyl Groups D Neugementioning

confidence: 53%

Polymethacrylates with anthryl and carbazolyl groups prepared by atom transfer radical polymerization

Neugebauer

Charasim

Swinarew

et al. 2011

Polym J

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Monomers containing chromophore groups, that is, 9-anthrylmethyl methacrylate (AMA) and 2-(9-carbazolyl)ethyl methacrylate (CMA), were copolymerized with methyl methacrylate (MMA) using atom transfer radical polymerization (ATRP) conditions, resulting in two series of (co)polymers with various amounts of included chromophore units, namely P(MMA-co-AMA) (3-30 mol%) and PAMA and P(MMA-co-CMA) (3-20 mol%). The relative reactivity ratios of both comonomer pairs were determined using the Fineman-Ross method (r MMA ¼1.19, r AMA ¼0.48 and r MMA ¼1.10, r CMA ¼0.77). Glass transition temperatures (T g s) of the polymers increased with the content of chromophore groups. A comparison of luminescence demonstrated more intense light emission by polymethacrylates with carbazolyl groups than by copolymers with anthryl groups. The wavelength of emitted light also differed in the range of blue-violet and blue-green fluorescence for carbazolyl and anthryl copolymers, respectively. Polymer Journal (2011) 43, 448-454; doi:10.1038/pj.2011.10; published online 2 March 2011Keywords: anthracene; ATRP; carbazole; luminescence; polymethacrylates INTRODUCTION Luminescent polymers that have the ability to emit light in response to a stimulus are known as smart polymers. These polymers can be used for fabricating light-emitting diodes, electrophotographic and photorefractive materials, as well as photoluminescent and electroluminescent devices. 1 A proper design of the molecular structure of polymers with luminescence is required to tune the emission color in various regions of the visible spectrum. The parameters responsible for this effect are related to the types of chromophore groups, and their content and density of incorporation in the polymer chain. Particularly, carbazole-and anthracene-based polymers, belonging to a large family of luminescent macromolecules, have found increasing interest because of their numerous industrial applications, such as coatings, inks, adhesives and photolithography, as well as their use in the construction of electrical switching devices. 2 Previously, copolymers containing carbazolyl groups were synthesized using various polymerization methods, such as the cationic photopolymerization of epoxy, 3 oxetane 4 and vinyl ether monomers (2-(9-carbazolyl)ethyl vinyl ether); 5-7 anionic polymerization of oxiranes ([(9-carbazolyl)methyl] or [(9-carbazolyl)ethoxymethyl]oxirane) 8 or methacrylates (2-(N-carbazolyl)ethyl methacrylate) 9 and free radical polymerization (FRP) of vinyl monomers (N-vinylcarbazole), 10,11 including (meth)acrylates. 12,13 The other luminescent copolymers with anthryl substituents were prepared by conventional FRP.

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“…The latter presented a microphase-separated structure at higher PHB block content, along with better thermal stability than their respective homopolymers [114]. Graft copolymers based on PHB macromonomers can be synthesized in a one-step procedure via ATRP [115]. Vinyl monomers, methyl methacrylate (MMA) or styrene (S), have been initiated by PHA-Cl (macroinitiator) using cuprous chloride (CuCl)/2,2!-bipyridine complex (catalyst) to obtain PHA-g-PMMA or PHA-g-PS brush type graft copolymers with different numbers of side arms.…”

Section: Atom Transfer Radical Polymerizationmentioning

confidence: 99%

Synthetic routes to degradable copolymers deriving from the biosynthesized polyhydroxyalkanoates: A mini review

Ke¹,

Zhang²,

Ramakrishna³

et al. 2016

Express Polym. Lett.

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Abstract.Polyhydroxyalkanoates are a family of natural polyesters being produced as intracellular carbon and energy reserves by a wide variety of microorganisms. They have developed rapidly in both research and development efforts globally in the last 15 years. Till now, over 100 different types of PHAs have been successfully biosynthesized using both genetic engineering and fermentation techniques. Their unique biodegradable, biocompatible and thermoplastic characteristics make PHAs promising candidates for the commodity and biomedical applications. This review focused on the chemical synthesis of the derivatives of the biosynthesized PHAs.

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Synthesis of Graft Copolymers Containing Biodegradable Poly(3-hydroxybutyrate) Chains

Cited by 45 publications

References 33 publications

Synthesis and characterization of poly(ethylene-vinyl alcohol)-g-poly(butyl acrylate) copolymers

Synthesis and characterization of poly(ethylene-vinyl alcohol)-g-poly(butyl acrylate) copolymers

Polymethacrylates with anthryl and carbazolyl groups prepared by atom transfer radical polymerization

Synthetic routes to degradable copolymers deriving from the biosynthesized polyhydroxyalkanoates: A mini review

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