Poly(arylene ether)s derived from N-alkyl-N-phenyl-3,5-difluorobenzene sulfonamides: Effect of alkyl chain length on the glass transition temperature

Andrejevic, Marina; Schmitz, Joel R.; Fossum, Eric

doi:10.1016/j.mtcomm.2015.01.007

Cited by 4 publications

(2 citation statements)

References 24 publications

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“…The dashed lines are curve fitting using Equation . Poly(DOPO‐Mn)s (•), poly(alkyl methacrylate)s (■), poly(4‐alkyl styrene)s (□), poly(isophthalamide)s (◇), poly(arylene ether)s (◯), and poly(dialkyl itaconate)s (◆) …”

Section: Resultssupporting

confidence: 61%

DOPO‐Based Phosphorus‐Containing Methacrylic (Co)Polymers: Glass Transition Temperature Investigation

Bier

Six

Durand

2019

Macro Materials & Eng

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flame retardant, DOPO is also attractive because PH bond can be easily modified into PN, PO, or PC bonds, leading to improved thermal stability. [5][6][7][9][10][11][12] DOPO has been successfully used as an additive in many polymers (additive strategy) such as epoxy resins, [13,14] polyurethane, [9] acrylonitrile-butadiene-styrene copolymers, [15] polyamide, [16] and poly(methyl methacrylate) (PMMA). [17] Alternatively, DOPO-based monomers have been used to prepare matrices with chemically bound flame-retardant groups (reactive strategy) by step polymerization, like epoxy resins, [18][19][20][21] polyurethane, [22] poly(ethylene terephthalate), [23] polyamide, [24] ethylenevinyl acetate copolymer, [25] and polysulfone. [26,27] Nevertheless, to the best of our knowledge, only one study has been reported about the synthesis and application of DOPO-derived acrylate monomer for the preparation of flame resistant thermoplastic matrix by free radical polymerization. [28] More precisely, the latter monomer was first derived from acryloyl chloride with DOPO covalently linked as side group, then copoly merized with methyl methacrylate (MMA).Because of the very limited number of available studies, there is a need for new flame-retardant monomers able to react with common monomers via free radical polymerization. While bringing flame-retardant properties, these monomers should also preserve mechanical properties of final polymeric materials. The first requirement regarding mechanical properties is generally that the materials exhibit a high enough glass transition temperature (T g ) as compared to the conditions of targeted application. Indeed, when flame-retardant additives are blended with thermoplastics, they often act as plasticizers and consequently lower the T g of the final material, which may be a serious drawback. Such effect has been reported for DOPO. [17] Thus, the reactive strategy appears promising for providing efficient flame-retardant properties while limiting undesirable plasticizing effect.This work aimed at exploring a reactive strategy involving the design and the use of functional monomers with DOPO pending groups for including significant amounts of phosphorus in the material while keeping high enough T g . To that goal, DOPO was used as the precursor of the flame-retardant moiety and was covalently linked to methacrylate groups by aliphatic hydrocarbon spacers with number of carbon atoms ranging between 3 and 11 (Figure 2). Chemical structure and purity of the prepared novel phosphorus-containing methacrylic monomers were verified by combining several NMR Phosphorus-Containing MethacrylatesA two-step synthetic procedure is designed for preparing new flame-retardant methacrylic monomers containing 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO) as a substituent side group. DOPO and methacrylate moieties are linked by linear aliphatic hydrocarbon spacers (3 to 11 carbon atoms). Copolymerization with methyl methacrylate is carried out leading to copolymers containing between 2 and 10 wt% ...

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Section: Resultssupporting

confidence: 61%

DOPO‐Based Phosphorus‐Containing Methacrylic (Co)Polymers: Glass Transition Temperature Investigation

Bier

Six

Durand

2019

Macro Materials & Eng

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“…39 The T g values of PAEs within the high molecular weight level in this database are supposed to approach the saturated values, which would not increase signicantly by raising molecular weights. [40][41][42] Thus, the molecular weights of PAEs are not explicitly included in ML models in this work. 34 Fig.…”

Section: Data Collectionmentioning

confidence: 99%

A polymer genome approach for rational design of poly(aryl ether)s with high glass transition temperature

Song¹,

Gu²,

Zhu³

et al. 2023

J. Mater. Chem. A

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N,N-Dialkyl-3,5-difluorobenzenesulfonamides as a tool for tailoring the glass transition temperatures of poly(arylene ether)s

Hoek

Fossum

2017

Polym. Bull.

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Poly(arylene ether)s derived from N-alkyl-N-phenyl-3,5-difluorobenzene sulfonamides: Effect of alkyl chain length on the glass transition temperature

Cited by 4 publications

References 24 publications

DOPO‐Based Phosphorus‐Containing Methacrylic (Co)Polymers: Glass Transition Temperature Investigation

DOPO‐Based Phosphorus‐Containing Methacrylic (Co)Polymers: Glass Transition Temperature Investigation

A polymer genome approach for rational design of poly(aryl ether)s with high glass transition temperature

N,N-Dialkyl-3,5-difluorobenzenesulfonamides as a tool for tailoring the glass transition temperatures of poly(arylene ether)s

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