Preparation and Polymerization of 2-(Acryloyloxy)Ethyl-2-(Trimethylammonium)Ethyl Phosphate and 4-(Acryloyloxy)Butyl-2-(Trimethylammonium)Ethyl Phosphate

Seo, Yeonho; Li, Yujun; Nakaya, Tadao

doi:10.1080/10601329508019140

Cited by 6 publications

(3 citation statements)

References 12 publications

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“…Acryloyl phosphorylcholine has been prepared according to the method described by Ishihara et al [12] and Seo et al [13] (Scheme 1). This monomer was used to prepare block copolymers with styrene.…”

Section: Resultsmentioning

confidence: 99%

Biomimetic Honeycomb-Structured Surfaces Formed from Block Copolymers Incorporating Acryloyl Phosphorylcholine

Stenzel¹,

Davis²

2003

Aust. J. Chem.

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We report the preparation of biomimetic honeycomb-structured porous films. These regular arrays were obtained by casting block copolymers composed of polystyrene and poly(acryloyl phosphorylcholine), so that they mimicked a cell membrane. The size of the pores and regularity of the hexagonal array is strongly dependent on the block length. The block copolymers were prepared via RAFT (reversible addition fragmentation transfer) polymerization leading to well-defined products with a good control over block sizes.

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Section: Resultsmentioning

confidence: 99%

Biomimetic Honeycomb-Structured Surfaces Formed from Block Copolymers Incorporating Acryloyl Phosphorylcholine

Stenzel¹,

Davis²

2003

Aust. J. Chem.

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“…[25,27,28] The synthesis of the RAFT agent, 3-benzylsulfanylthiocarbonylsulfanyl propionic acid, has been described in ref. [29] Anhydrous methanol and N-methylpyrrolidone (NMP) were purchased from Aldrich and used without further purification.…”

Section: Experimental Partmentioning

confidence: 99%

Amphiphilic Block Copolymers Based on Poly(2‐acryloyloxyethyl phosphorylcholine) Prepared via RAFT Polymerisation as Biocompatible Nanocontainers

Stenzel

Barner‐Kowollik

Davis

et al. 2004

Macromolecular Bioscience

123

105

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Amphiphilic block copolymers composed of poly(butyl acrylate) and poly(2-acryloyloxyethyl phosphorylcholine) have been prepared using reversible addition fragmentation transfer (RAFT) polymerisation. The conversion of the polymerisation was determined using online FT NIR spectroscopy. NMR spectroscopy was used not only to support the results obtained from FT NIR spectroscopy but also prove the formation of micelles. Due to the strong aggregation tendency of these block copolymers and the resulting difficulties concerning the molecular weight analysis test experiments were carried out replacing poly(2-acryloyloxyethyl phosphorylcholine) with poly(2-hydroxyethyl acrylate). Micelle size and the aggregation behaviour were investigated using dynamic light scattering. The sizes of the nanocontainers obtained were found to be influenced by the block length as well as the solvent leading to micelles in the range between 40 and 160 nm. The toxicity of the RAFT agent used was then analysed by cell growth inhibition tests.

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“…7 Consequently, reactive cyclic phosphorus-containing flame retardants are ideal candidates that can be introduced into high fire-risk polymers to endow them with nonflammability. As a cyclic reactive monomer with high phosphorus content (13.9 wt%), ethyl acrylate cyclic glycol phosphate (EACGP) was used to copolymerize with other monomers to prepare hydrogels 8,9 or biomaterials, 10 whereas no study has been conducted on employing it to improve the flame retardancy of polymers.…”

Section: Introductionmentioning

confidence: 99%

Study of the flame retardancy and thermal properties of unsaturated polyester resin via incorporation of a reactive cyclic phosphorus-containing monomer

Dai

Song

2013

High Performance Polymers

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A reactive cyclic phosphorus-containing monomer (ethyl acrylate cyclic glycol phosphate; EACGP) was synthesized in a facile way and various amounts of EACGP were combined with unsaturated polyester by radical bulk polymerization. The resulting flame-retardant unsaturated polyester resin (UPR) samples were investigated using thermogravimetric analysis, limiting oxygen index (LOI), and microscale combustion calorimetry tests. Due to the high phosphorus content of EACGP, incorporation of this monomer led to a marked decrease in the peak heat release rate and the total heat release, an increase in the LOI and the combustion char formation. Furthermore, real-time Fourier transform infrared spectroscopy was employed to investigate the thermooxidative degradation behavior of UPRs and the charring effect of EACGP as well as the UPR char morphology was studied, illustrating the flame retardancy mechanism in UPR.

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Preparation and Polymerization of 2-(Acryloyloxy)Ethyl-2-(Trimethylammonium)Ethyl Phosphate and 4-(Acryloyloxy)Butyl-2-(Trimethylammonium)Ethyl Phosphate

Cited by 6 publications

References 12 publications

Biomimetic Honeycomb-Structured Surfaces Formed from Block Copolymers Incorporating Acryloyl Phosphorylcholine

Biomimetic Honeycomb-Structured Surfaces Formed from Block Copolymers Incorporating Acryloyl Phosphorylcholine

Amphiphilic Block Copolymers Based on Poly(2‐acryloyloxyethyl phosphorylcholine) Prepared via RAFT Polymerisation as Biocompatible Nanocontainers

Study of the flame retardancy and thermal properties of unsaturated polyester resin via incorporation of a reactive cyclic phosphorus-containing monomer

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