Bismaleimide monomers with amide units: Synthesis and properties

Sava, M.

doi:10.1002/app.23711

Cited by 10 publications

(6 citation statements)

References 17 publications

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“…In order to overcome them, the molecular design methodology was used by scholars all over the world to introduce new structures, such as naphthalene ring, [10][11][12][13][14] amides, 15 bisphenol, [16][17][18][19][20] an unsaturated five(or six)-membered ring, 21 fluorenyl 22,23 and oxadiazole, [24][25][26] into bismaleimide structure or added nucleophilic difunctional reagents to the maleic double bonds [27][28][29] with the aim of improving the processability and enhancing the fracture toughness of the corresponding cured without sacrificing thermostability and mechanical properties. However, this method has a low yield and a high cost.…”

Section: Introductionmentioning

confidence: 99%

“…Therefore, the addition reaction between amine nucleophiles and maleimideunsaturation 13,30 –33 has been attempted to meet the requirements of yield, cost and performance. Although Michael addition reactions with diamine compounds 15,34 –36 and copolymerization with allyl-terminated copolymers 37 –40 are two common effective methods for toughening BMI resins, combination of the two methods is rarely reported.…”

Section: Introductionmentioning

confidence: 99%

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Bismaleimide-diamine copolymers containing phthalide cardo structure and their modified BMI resins

Liu

Xiong

Chen

et al. 2017

High Performance Polymers

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3,3-Bis[4-(4-aminophenoxy)phenyl]phthalide (PPDA) and 4,4 0-bimaleimidodiphenyl-methane (BDM) were prepared via a Michael-type addition using molar ratio 1:2(PM 2), 1:3(PM 3) and 1:4(PM 4) in acetone as solvent and acetic acid as a catalyst. The chemical structures of prepolymers were characterized by hydrogen-1 nuclear magnetic resonance (1 H NMR) spectroscopy and Fourier transform infrared spectroscopy. These prepolymers exhibit good solubility in common organic solvents. The thermal properties of the prepolymers were investigated by dynamic mechanical analysis (DMA) and thermogravimetric analysis (TGA). Composites composed of carbon cloth and the phthalide-containing Michael additiontype prepolymers (0.5% triphenylphosphine) were also prepared. The DMA results demonstrated that the resulting composites have excellent thermal stability. Besides, N,N-4,4 0-bismaleimidodiphenylmethylene (BDM) and O,O 0-diallyl bisphenol A (DABPA) resin blends were modified by PM 2. We investigated the effects of mole concentration of prepolymers on the curing process, mechanical properties, fracture toughness, and heat resistance of the modified resins. The investigations of the mechanical properties showed a complicated trend with an increase in prepolymer contents. When the proportion of PM 2 is 0.05, the impact strength of modified resins was increased by 121.3%. In addition, the moisture resistance of cured resins was improved with the increase in prepolymer contents.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Bismaleimide-diamine copolymers containing phthalide cardo structure and their modified BMI resins

Liu

Xiong

Chen

et al. 2017

High Performance Polymers

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“…UV spectroscopy absorptions vary with variation in the aromatic substitutes 6, 7. Bismaleimide resins are an addition‐type polyimide class of macromolecular compounds produced from bismaleimide monomers and contain unsaturated end groups 8–10. Bismaleimides capped prepolymers are cured into a highly cross‐linked network by additional reactions without the evolution of volatile by‐products 11.…”

Section: Introductionmentioning

confidence: 99%

The maleimide modified epoxy resins for the preparation of UV‐curable hybrid coatings

Altıntaş

Karataş

Kayaman‐Apohan

et al. 2011

Polymers for Advanced Techs

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In the present study, maleimide-modified epoxide resin containing UV-curable hybrid coating materials were prepared and coated on polycarbonate substrates in order to improve their surface properties. UV-curable, bismaleimide-modified aliphatic epoxy resin was prepared from N-(p-carboxyphenyl) maleimide (p-CPMI) and cycloaliphatic epoxy (Cyracure-6107) resin. The structure of the bismaleimide modified aliphatic epoxy resin was analyzed by FTIR and the characteristic absorption band for maleimide ring was clearly observed at 3100 cm S1 . Silica sol was prepared from tetraethylorthosilicate (TEOS) and methacryloxy propyl trimethoxysilane (MAPTMS) by sol-gel method. The coating formulations with different compositions were prepared from UV-curable bismaleimide-based epoxy oligomer and sol-gel mixture. The molecular structure of the hybrid coating material was analyzed by 29 Si-CP/ MAS NMR spectroscopy techniques. In the 29 Si CP/MAS NMR spectrum of the hybrid coating, mainly two kinds of signals were observed at S68 and S110 ppm that correspond to T 3 and Q 4 peaks, respectively. This result shows that a fully condensed structure was obtained. The thermal and morphological properties of these coatings materials were investigated by using TGA and SEM techniques. Hardness and abrasion resistance properties of coating materials were examined and both were found to increase with sol-gel precursor content of the coating. The photopolymerization kinetics was investigated by using RT-IR. 70% conversion was attained with the addition of 15 wt% of BMI resin into the acrylate-based coating formulation. It was found that the UV-curable organic-inorganic hybrid coatings improved the surface properties of polycarbonate.

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“…This provides considerable advantages in processing over conventional condensation-type polyimides. [1][2][3][4][5][6][7][8][9][10][11][12] These polyaminobismaleimide (PABM) resins are a subject of interest because of their attractive properties, such as high thermal stability, outstanding mechanical properties, good flame resistance, excellent chemical and corrosive resistance, low water susceptibility, high glass-transition temperatures, excellent radiation resistance, and good retention of thermomechanical properties even after long times of aging at 2508C. 13 PABM resins are widely used as high-performance polymers because of their attractive combination of physical, chemical, and mechanical properties.…”

Section: Introductionmentioning

confidence: 99%

“…Bismaleimide (BMI) polymers constitute an addition polyimide class obtained from BMIs with various structures and contain unsaturated end groups, which can be thermally polymerized without the formation of volatile byproducts. This provides considerable advantages in processing over conventional condensation‐type polyimides 1–12…”

Section: Introductionmentioning

confidence: 99%

Preparation and polymerization of bismaleimide compounds

Sava¹,

Sava²,

Cozan³

et al. 2007

J of Applied Polymer Sci

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Bismaleimides with main chains of different structures were prepared by the reaction between maleic anhydride and various diamines and by the reaction between 4-maleimidobenzoylchloride and 3,5-dihidroxybenzoic acid. The monomers were characterized with IR and 1 H-NMR spectroscopy. Polymers based on these compounds were prepared through the Michael addition of diamines to bismaleimides. The thermal characterization of the monomers and polymers was performed with differential scanning calorimetry and dynamic thermogravimetric analysis.

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Bismaleimide monomers with amide units: Synthesis and properties

Cited by 10 publications

References 17 publications

Bismaleimide-diamine copolymers containing phthalide cardo structure and their modified BMI resins

Bismaleimide-diamine copolymers containing phthalide cardo structure and their modified BMI resins

The maleimide modified epoxy resins for the preparation of UV‐curable hybrid coatings

Preparation and polymerization of bismaleimide compounds

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