Triblock Copolymers Based on Sucrose Methacrylate and Methyl Methacrylate: RAFT Polymerization and Self‐Assembly

Marcilli, Raphael Henrique Marques; Petzhold, César Liberato; Felisberti, Maria I.

doi:10.1002/macp.202070025

Cited by 6 publications

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“…[ 36 ] Drug delivery experiments conducted using P(SMA‐ ran ‐NIPAAm) hydrogels loaded with diclofenac sodium and bovine serum albumin as model drugs showed that the drug release rate may be controlled by the network composition and hydrophilicity and molecule size. Di‐ and triblock copolymers based on SMA and methacrylates [ 37–39 ] presented a low water swelling coefficient due to the self‐assembly ability of these copolymers in solid, forming lamellar structures. [ 37 ] In aqueous media, these copolymers self‐assembled in aggregates and vesicles, and no hydrogel was formed.…”

Section: Introductionmentioning

confidence: 99%

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Stimuli‐Responsive Hydrogels Based on Random Copolymers of the Sucrose Methacrylate

Gouvea

Felisberti

2021

Macro Materials & Eng

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Poly(sucrose methacrylate‐co‐acrylic acid), P(SMA‐co‐AA), and poly(sucrose methacrylate‐co‐diethylene glycol methyl ether methacrylate), P(SMA‐co‐EG2MA), are synthesized by free radical polymerization using sucrose dimethacrylate as a crosslinker. The copolymers present one glass transition suggesting a random distribution of the comonomers. The copolymers–water interaction parameter χ is around 0.5, while Mc increases with SMA molar fraction. The kinetics of water swelling show a Fickian behavior for P(SMA‐co‐AA) richer in acrylic acid. The swelling is driven by the ionic character of the P(SMA‐co‐AA), except at pH = 2, and by the hydrophilicity of the SMA for the P(SMA‐co‐EG2MA). The temperature influences the swelling behavior of the P(SMA‐co‐EG2MA) due to the lower critical solution temperature (LCST) behavior. The pH‐ and thermoresponsiveness of the P(SMA‐co‐AA) and P(SMA‐co‐EG2MA) hydrogels are maintained by replacing the sensitive comonomers with SMA up to mass fractions of 85 and 20 wt%, respectively, ≈71 and 17 wt% of sucrose, a product from a renewable resource. The hydrolytic degradation of the hydrogels is more pronounced for copolymers richer in SMA and resulted in sucrose release. Hydrogels present viscoelastic behavior, and the P(SMA‐co‐AA) series is more resistant to compression. The xerogels of the copolymers richer in SMA show a foam‐like morphology with open cells.

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Section: Introductionmentioning

confidence: 99%

“…[ 37 ] In aqueous media, these copolymers self‐assembled in aggregates and vesicles, and no hydrogel was formed. [ 38,39 ] Therefore, the random copolymerization of SMA with other monomers seems to be more appropriate to produce hydrogels with high swelling coefficients.…”

Section: Introductionmentioning

confidence: 99%

Stimuli‐Responsive Hydrogels Based on Random Copolymers of the Sucrose Methacrylate

Gouvea

Felisberti

2021

Macro Materials & Eng

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“…[ 33–37 ] The polymer structure control for methyl methacrylate (MMA) and other many kinds of conjugated monomers were performed using trithiocarbonate compounds as the RAFT agent. [ 38–43 ] In many cases, however, it has been reported that the precise control of the living radical polymerization is interfered by polar and functional groups included in the methacrylate monomers, such as HEMA. [ 44–50 ] In this study, therefore, we synthesized PBHEMA with well‐controlled molecular weight, molecular weight distribution, and chain end groups as well as the block copolymers containing PBHEMA and the other polymethacrylate segments using the RAFT polymerization process using 4‐cyano‐4‐((dodecylsulfanylthiocarbonyl)sulfanyl)pentanoic acid (CDTPA) as the RAFT agent ( Figure ).…”

Section: Introductionmentioning

confidence: 99%

RAFT Polymerization of 2‐(tert‐Butoxycarbonyloxy)Ethyl Methacrylate and Transformation to Functional Polymers via Deprotection and the Subsequent Polymer Reactions

Jing

Osada

Kojima

et al. 2021

Macro Chemistry & Physics

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Reversible addition–fragmentation chain transfer (RAFT) polymerization of 2‐(tert‐butoxycarbonyloxy)ethyl methacrylate (BHEMA) is carried out using 4‐cyano‐4‐((dodecylsulfanylthiocarbonyl)sulfanyl)pentanoic acid as the RAFT agent. The polymers with a controlled molecular weight and polydispersity are produced when a large amount of the RAFT agent is used. The RAFT polymerization of isobutyl methacrylate is also carried out using poly(2‐(tert‐butoxycarbonyloxy)ethyl methacrylate) (PBHEMA) as the macro‐RAFT agent in order to synthesize diblock copolymers with a narrow molecular weight distribution. It is revealed that the control of the polymerization of BHEMA is achieved under limited polymerization conditions. Then, the acid‐catalyzed deprotection of tert‐butoxycarbonyloxy groups of PBHEMA is performed in the presence of trifluoroacetic acid at room temperature to obtain polymers with a hydroxy group in the side chain. The hydroxy‐containing polymers are further reacted with 2‐isocyanatoethyl acrylate and methacrylate to synthesize precursor polymers used for a thermally curing system.

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“…Os espectros de 1 H RMN para ambos os copolímeros também foram obtidos em D2O (Figuras 17b e 17d), o que revelou a supressão dos sinais dos hidrogênios do bloco P4VP, indicando que estes copolímeros se auto-organizam em meio aquoso em estruturas core-shell 52 . polimerização RAFT resulta no crescimento das cadeias de ambos os lados do CTA, o que pode resultar em uma distribuição de massa molar mais larga, como reportado na polimerização RAFT de monômeros acrílicos 18 , metacrílicos 131,151 e acrilamidas 152 .…”

Section: Comportamento Em Solução Do Homopolímero Poeg5maunclassified

Copolímeros tribloco responsivos à temperatura e pH

de Morais Zanata

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Agradeço à professora Maria Isabel Felisberti pela orientação, pelas oportunidades, por todo o aprendizado e por compartilhar suas experiências. Aos meus pais, Marcia e Julio Cesar, que não mediram esforços para que eu conquistasse meus sonhos e chegasse até aqui. Serei eternamente grata a vocês. Ao querido Lucas que esteve ao meu lado em todos os momentos durante essa jornada, pelo amor, carinho e por me inspirar a ser sempre melhor. Aos amigos do laboratório I-114 pela convivência, pelas conversas enriquecedoras, por toda ajuda e paciência e, claro, por todas as risadas que tornam felizes mesmo os dias mais árduos. A todos os professores e funcionários do IQ, que direta ou indiretamente contribuíram muito no desenvolvimento deste trabalho. Ao Instituto de Química e ao laboratório LNNano do CNPEM pela infraestrutura e suporte à pesquisa. Agradeço à Fundação de Amparo à Pesquisa do Estado de São Paulo -FAPESP (processos n° 2017/24938-9 e 2015/25406-5) pelo financiamento do projeto. O presente trabalho foi realizado com apoio da Coordenação de Aperfeiçoamento de Pessoal de Nível Superior -Brasil (CAPES) -Código de Financiamento 001. "A menos que modifiquemos a nossa maneira de pensar, não seremos capazes de resolver os problemas causados pela forma como nos acostumamos a ver o mundo."

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Triblock Copolymers Based on Sucrose Methacrylate and Methyl Methacrylate: RAFT Polymerization and Self‐Assembly

Cited by 6 publications

References 0 publications

Stimuli‐Responsive Hydrogels Based on Random Copolymers of the Sucrose Methacrylate

Stimuli‐Responsive Hydrogels Based on Random Copolymers of the Sucrose Methacrylate

RAFT Polymerization of 2‐(tert‐Butoxycarbonyloxy)Ethyl Methacrylate and Transformation to Functional Polymers via Deprotection and the Subsequent Polymer Reactions

Copolímeros tribloco responsivos à temperatura e pH

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