Thermal study on the copolymers of phthalonitrile and phenylnitrile-functional benzoxazines

Brunovska, Zdenka; Ishida, Hatsuo

doi:10.1002/(sici)1097-4628(19990929)73:14<2937::aid-app18>3.0.co;2-e

Cited by 205 publications

(128 citation statements)

References 7 publications

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“…According to previous studies, the 5% degradation temperature of conventional polybenzoxazines rarely exceeds 350 C, and the release of aniline fragments is responsible for the low thermal stability of polybenzoxazines. [37][38][39][40] Therefore, the introduction of a crosslinkable site into aniline, such as ethylnyl, 40,41 propargyl ether, 10 and nitrile group 13 has been proven to be an effective way to enhance thermal stability of polybenzoxazines. However, an enhanced crosslinking density also indicates a sacrificial toughness.…”

Section: Thermal Properties Of Polybenzoxazinesmentioning

confidence: 99%

“…HR-MS(FABþ) m/z : Calcd. for C 28 13 Preparation and Characterization of (6) Compound (6) was prepared in a similar synthesis route with (4) using (3) 13…”

Section: Characterizationmentioning

confidence: 99%

“…Found: C, 76.86%; H, 5.94%; N, 8.17%. 1 H NMR (DMSO-D 6 ), d ¼ 4.54(4H, H 3 ), 5.33(4H, H 10 ), 6.67(2H, H 8 ), 6.83(2H, H 6 ), 6.99(4H, H 1 ), 7.05(4H, H 5 and H 7 ) 13. C NMR (DMSO-D 6 ), d ¼ 49.27(C 3 ), 79.47(C 10 ), 116.08(C 8 ), 120.29(C 6 ), 118.84(C 1 ), 127.08(C 5 ), 127.54(C 7 ), 127.54(C 4 ), 141.97(C 2 ), 153.88(C 9 ).…”

mentioning

confidence: 99%

“…For example, Agig and Takeichi prepared phenyl propargyl ether-based 10 and allylamine-based benzoxazines 11 to increase T g and thermal stability. Ishida and coworkers synthesized acetylene, 12,13 maleimide, 14 and phenylphosphine oxide 15 -containing benzoxazines to increase T g , char yield, and flame retardancy. Kimura et al prepared a terpenediphenol-based benzoxazine to reduce water absorption and dielectric constant.…”

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confidence: 99%

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Facile, one‐pot synthesis of aromatic diamine‐based benzoxazines and their advantages over diamines as epoxy hardeners

Chang

Lin

2010

J. Polym. Sci. A Polym. Chem.

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Three aromatic diamine‐based benzoxazines were successfully prepared by a facile, clean, one‐pot procedure from 1,4‐phenylenediamine (1), 4,4′‐diaminodiphenyl ether (2), and 4,4′‐diaminodiphenyl methane (3), respectively. Their structures were confirmed by NMR spectra and single crystal diffractogram. The effect of the reactivity of diamines on the purity of the resultant benzoxazines was discussed. The resultant benzoxazines were applied as hardeners for cresol novolac epoxy (CNE). The processing window, the latent curing characteristic, and the miscibility of benzoxazine/CNE systems were discussed. Compared with diamines (1 and 3), (1 and 3)‐based benzoxazines show latent curing characteristic as epoxy hardeners, and wide processing windows can be obtained. Compared with diamine (2) which is immiscible with CNE in the molten state, (2)‐based benzoxazine shows good miscibility with CNE. Dynamic mechanical analysis shows the Tgs of the benzoxazine/CNE thermosets are as high as 242–243 °C. Thermogravimetric analysis shows the outstanding thermal stability of the resultant thermosets. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 2430–2437, 2010

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Section: Thermal Properties Of Polybenzoxazinesmentioning

confidence: 99%

“…HR-MS(FABþ) m/z : Calcd. for C 28 13 Preparation and Characterization of (6) Compound (6) was prepared in a similar synthesis route with (4) using (3) 13…”

Section: Characterizationmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Facile, one‐pot synthesis of aromatic diamine‐based benzoxazines and their advantages over diamines as epoxy hardeners

Chang

Lin

2010

J. Polym. Sci. A Polym. Chem.

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“…BOZ resin exhibits high thermal resistance, good mechanical properties, no by-product release upon curing, low viscosity, and high curing temperature [27][28][29][30][31]. It is an appropriate assistant component which can be introduced into PR-HBPB blends to modify the processability of PR-HBPB blends and improve the mechanical properties of glass/PR-HBPB composites.…”

Section: The Effect Of Boz On Mechanical Properties Of Glass/pr-hbpb mentioning

confidence: 99%

Modification of phenolic resin composites by hyperbranched polyborate and polybenzoxazine

Yang

2012

Polymer Composites

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Hyperbranched polyborate (HBPB) is a novel polymer with highly branched structures, plenty of functional end groups, and excellent thermal resistance, which could be used as an effective modifier for thermoset resin to greatly improve the thermal resistance and toughness of the resin, simultaneously. With the assistance of benzoxazine (BOZ) resin which has low viscosity, high thermal resistance, and no by‐product release upon curing, modification effects of HBPB on the thermal resistance and toughness of phenolic resin (PR) can be adequately realized. The optimal combination of HBPB and BOZ modified PR (PR‐BOZ‐HBPB) is obtained by the orthogonal test. The PR‐BOZ‐HBPB blend prepared with the optimal combination (90 portion of PR, 10 portion of BOZ, and 5 portion of HBPB) has a char yield up to 67.4%; meanwhile, flexural strength, interlaminar shear strength, flexural modulus of this glass/PR‐BOZ‐HBPB composite are higher than those of glass/PR composite by 17.6%, 23.3%, and 9.6%, respectively. The novel thermoset resin, PR‐BOZ‐HBPB blend, which consists of good processability, great thermal and mechanical properties, is obtained. POLYM. COMPOS., 33:1960–1968, 2012. © 2012 Society of Plastics Engineers

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Studies on new type of phenolic resin (IX) curing reaction of bisphenol A-based benzoxazine with bisoxazoline and the properties of the cured resin. II. Cure reactivity of benzoxazine

Kimura

Taguchi

Matsumoto

2001

J. Appl. Polym. Sci.

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Bisphenol A‐based benzoxazine that contained oligomers (oligo‐Ba) was prepared from bisphenol A, formaline, and aniline. Curing reaction of oligo‐Ba with bisoxazoline and the properties of the cured resin were investigated. Consequently, the ring‐opening reaction of benzoxazine ring occurred, and then the phenolic hydoroxyl group generated by the ring‐opening reaction of benzoxazine ring reacted with oxazoline ring. It was found that the cure induction time and cure time of the molten mixture from oligo‐Ba and bisoxazoline could be reduced and also the cure temperature could be lowered, compared with those from bisphenol A‐based benzoxazine, which contained no oligomers (Ba), and bisoxazoline. The melt viscosity of the molten mixture from oligo‐Ba and bisoxazoline was kept 0.1–10 [Pas] at 140°C even after 40 min, the molten mixture from oligo‐Ba and bisoxazoline showed good flowability below 140°C as well as that from Ba and bisoxazoline. However, above 160°C the curing reaction of oligo‐Ba with bisoxazoline proceeded more rapidly than that of Ba with bisoxazoline. The cured resin from oligo‐Ba and bisoxazoline showed good heat resistance and water resistance, compared with the cured resin from Ba and bisoxazoline. © 2001 John Wiley & Sons, Inc. J Appl Polym Sci 79: 2331–2339, 2001

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Thermal study on the copolymers of phthalonitrile and phenylnitrile-functional benzoxazines

Cited by 205 publications

References 7 publications

Facile, one‐pot synthesis of aromatic diamine‐based benzoxazines and their advantages over diamines as epoxy hardeners

Facile, one‐pot synthesis of aromatic diamine‐based benzoxazines and their advantages over diamines as epoxy hardeners

Modification of phenolic resin composites by hyperbranched polyborate and polybenzoxazine

Studies on new type of phenolic resin (IX) curing reaction of bisphenol A-based benzoxazine with bisoxazoline and the properties of the cured resin. II. Cure reactivity of benzoxazine

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