Thermal degradation of polysiloxane and polyetherester containing benzoxazine moieties in the main chain

Bagherifam, Shahla; Kışkan, Barış; Aydoğan, Binnur; Yaǧcı, Yusuf; Hacaloğlu, Jale

doi:10.1016/j.jaap.2010.12.001

Cited by 29 publications

(21 citation statements)

References 33 publications

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“…Recently, polymers bearing 1,3‐benzoxazine moieties have been attracted much attention because of their improved processability and their potential use as prepolymers that undergo crosslinking reactions to afford the corresponding networked polymers with high crosslinking density. 12, 13 Several polymers bearing benzoxazine moieties in the main chains have been synthesized by various strategies including polycondensation of bisphenols, diamines and formaldehyde, 14–16 polycondensation of a diol bearing benzoxazine moieties with diacid chlorides, 17, 18 and polyaddition of a bisalkyne bearing benzoxazine moieties with bisazide based on the copper (I)‐catalyzed alkyne‐azide coupling reaction. 19, 20 Besides, polymers bearing benzoxazine moieties in the side chains have been developed: For example, benzoxazines bearing polymerizable moieties such as epoxide, 21 maleimide, 22 propargyl, 23 and methacryl groups 24, 25 have been synthesized and selectively polymerized into the corresponding benzoxazine‐functionalized polymers.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of polymers bearing 1,3‐benzoxazine moiety in the side chains from poly(allylamine) and their crosslinking behaviors

Oie

Sudo

Endō

2011

J. Polym. Sci. A Polym. Chem.

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A polymer bearing 1,3‐benzoxazine moiety in the side chain was synthesized successfully from poly(allylamine) based on a stepwise strategy consisted of three steps: (1) treatment of poly(allylamine) with salicylaldehyde to convert the amino group in the side chain into the corresponding o‐(iminomethyl)phenol moiety, (2) reduction of the o‐(iminomethyl)phenol to obtain the corresponding o‐(aminomethyl)phenol moiety, and (3) formation of 1,3‐benzoxazine moiety by the reaction of the o‐(aminomethyl)phenol with formaldehyde. The content ratio of benzoxazine moieties and o‐(aminomethyl)phenol moieties in the polymer were tunable by varying amount of formaldehyde. The presence of o‐(aminomethyl)phenol moieties exhibited a significant promoting effect on the crosslinking reaction. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011

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Section: Introductionmentioning

confidence: 99%

Synthesis of polymers bearing 1,3‐benzoxazine moiety in the side chains from poly(allylamine) and their crosslinking behaviors

Oie

Sudo

Endō

2011

J. Polym. Sci. A Polym. Chem.

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“…Polybenzoxazines, a class of phenolic resins, became popular due to their good heat resistance, low flammability, electrical insulation, dimensional stability, low melt viscosity, low water absorption, near‐zero shrinkage upon curing, release of no by‐products, and molecular design flexibility, overcoming the problems encountered by phenolic resins . Benzoxazine monomers are generally prepared by Mannich reaction of a phenol derivative, an amine derivative, and formaldehyde . Properties of the polybenzoxazines obtained by stepwise curing of the monomers can be varied by the use of amine and phenol derivatives .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and analysis of thermal characteristics of polybenzoxazine based on phenol and 3‐Amino phenyl boronic acid

Ipek

Hacaloğlu

2019

J. Polym. Sci. Part A: Polym. Chem.

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In this work, 3‐amino phenyl boronic acid (AB) was used as an aniline derivative in the preparation of polybenzoxazine based on phenol. In order to investigate the effect of boronic acid on thermal characteristics, polybenzoxazines based on pure aniline and 50% aniline and AB mixture were also prepared and analyzed. Significant improvements in thermal characteristics, increase in thermal stability and char yield, was recorded for the polymers based on AB or its mixture. This behavior was associated with crosslinked structures generated by condensation reactions of BOH groups. Morphologic and thermal characteristics of polybenzoxazines samples were investigated by NMR, FTIR, DSC, TGA, and direct pyrolysis mass spectrometry (DP‐MS) techniques. Application of DP‐MS technique also supplied additional information on crosslinked structures produced by boronic acid units. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 1711–1716

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“…Recently, benzoxazines bearing extra reactive groups have been targets of the extensive studies . Such reactive groups includes allyl, propargyl, epoxide, hydroxyl, and amino ones, and their selective reactions have allowed (1) the introduction of benzoxazine moieties into polymer side chains and terminals, (2) the attachment of radically polymerizable groups such as methacryloyl group to benzoxazine monomers, and the incorporation of benzoxazine moieties as repeating unit into polymer main chains …”

Section: Introductionmentioning

confidence: 99%

Thiol‐functionalized 1,3‐benzoxazine: Preparation and its use as a precursor for highly polymerizable benzoxazine monomers bearing sulfide moiety

Kawaguchi

Sudo

Endō

2014

J. Polym. Sci. Part A: Polym. Chem.

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We describe a new strategy for preparation of benzoxazine monomers based on in situ preparation of a thiol‐functionalized benzoxazine and successive chemical modification of the thiol moiety. The thiol‐functionalized benzoxazine can be prepared from its precursor bearing two benzoxazine moieties linked by disulfide bond. Reductive cleavage of the disulfide bond of the precursor with using triphenylphosphine as a reducing agent allows successful preparation of the thiol‐functionalized benzoxazine. By performing this reduction process in the presence of epoxides and acrylates, the formation of the thiol moiety and its successive reaction with those electrophiles proceed efficiently to give the corresponding benzoxazines with sulfide moieties. The benzoxazine monomers thus prepared exhibit much higher polymerization ability than those without sulfide moiety. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 1448–1457

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Thermal degradation of polysiloxane and polyetherester containing benzoxazine moieties in the main chain

Cited by 29 publications

References 33 publications

Synthesis of polymers bearing 1,3‐benzoxazine moiety in the side chains from poly(allylamine) and their crosslinking behaviors

Synthesis of polymers bearing 1,3‐benzoxazine moiety in the side chains from poly(allylamine) and their crosslinking behaviors

Synthesis and analysis of thermal characteristics of polybenzoxazine based on phenol and 3‐Amino phenyl boronic acid

Thiol‐functionalized 1,3‐benzoxazine: Preparation and its use as a precursor for highly polymerizable benzoxazine monomers bearing sulfide moiety

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