The Cross-Linking of Thermally Stable Aromatic Polymers by Aryl Cyanate Cyclotrimerization

Stille, J. K.; Nelb, Robert G.; Norris, S. O.

doi:10.1021/ma60051a024

Cited by 11 publications

(3 citation statements)

References 3 publications

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“…Compound 1 was then allowed to react with 3-ethynylphenol in CHCl 3 /H 2 O with NaOH for 24 h at reflux to give the desired AB 2 type molecule, 2-(3-ethynylphenoxy)-4,6-bis(4-iodophenoxy)-1,3,5- s -triazine ( 2 ). , The polymerizations of compound 2 to produce hyperbranched polymers are based on the Heck coupling reaction of aryl ethynyl and aryl iodide units to yield ethynylene branching moieties. − The polymerizations were carried out in triethylamine/THF (1:1, v/v) in the presence of Pd(PPh 3 ) 2 Cl 2 and CuI. Polymerization results are summarized in Table .…”

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confidence: 99%

Dendritic Hyperbranched Polyethynylenes with the 1,3,5-s-Triazine Moiety

1996

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mentioning

confidence: 99%

Dendritic Hyperbranched Polyethynylenes with the 1,3,5-s-Triazine Moiety

1996

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“…It was widely known that copper, zinc and cobalt catalysts were adopted for the curing of nitriles to intermolecular and other cyclization product. 19 The shallow exotherm in second scanning indicated that most of dicyanovinyl group underwent a curing reaction as shown in Figure 3c. It was also found that a weak nitriles absorption peak in the IR spectra was still present after 30 min reaction with copper catalyst at 190°C in Figure le, therefore the residue was further cured at around 350°C as shown in Figure 3c.…”

Section: Resultsmentioning

confidence: 95%

Preparation and Thermal Properties of Dicyanovinyl End-Capped Reactive Oligomers Linked with Azomethine Bond

Kil

Choi

Gong

2000

Polym J

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ABSTRACT:New dicyanovinyl end-capped reactive oligomers 2-5 containing flexible alkyl units were prepared from the condensation reaction of diamines with 1-(p-formylphenyl)-1-phenyl-2,2-dicyanoethene (1) by forming an azomethine linkage. Two arylate oligomers 7 and 8 containing azomethine bond were also prepared and compared with oligomers 2-5. All the oligomers were characterized by spectroscopies and elemental analysis. The reactive oligomers showed a good solubility in polar aprotic solvent such as N, N-dimethylformamide (DMF) and N, N-dimethylacetamide (DMAcJ, and they were partially soluble in common organic solvents such as tetrahydrofuran (THF) and acetone. Their thermal properties including melting temperature, curability and thermal stabilities were examined. These oligomers undergo a curing reaction around 280-340°C. Upon heating the oligomers, thermally stable and insoluble network polymers were obtained. KEY WORDSEnd-Capped Reactive Oligomer I Thermal Stability / Enaryloxynitriles / Azomethine Group I Dicyanovinyl Group/ Introduction of reactive functional groups into oligomers, which undergo intramolecular cycloaddition or intermolecular crosslinking on heating, has important advantages over previously developed high molecular weight linear polymer system.

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“…It was noticed that BADCy could undergo a cyclotrimerization forming a tri‐mer shown in Scheme [18–22]. Such a tri‐mer possesses three reactive sites and threefold larger molecular weight than the BADCy monomer.…”

Section: Introductionmentioning

confidence: 99%

Effect of cyclotrimerization of bisphenol‐A dicyanate monomer on poly(ethylene terephthalate) chain extension

Zhang

et al. 2011

Polymer Engineering & Sci

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The engineering application of poly(ethylene terephthalate) (PET) was limited by its low melt viscosity and strength. Numerous chain extenders were used to enlarge the molecular weight so as to overcome these shortcomings including bisphenol‐A dicyanate (BADCy), which was proven effective in one of our previous work. It was considered that tri‐mer of BADCy through cyclotrimerization might strengthen the effectiveness in chain extender for PET, and the effect of BADCy tri‐mer was studied in this work. With increasing the cyclotrimerization reaction temperature of BADCy monomer, the conversion to tri‐mers was increased. With a fraction of BADCy tri‐mer in the chain extender, the modified PET exhibited higher melt torque, intrinsic viscosity, melt modulus, and melt viscosity than those modified by BADCy monomer alone. BADCy tri‐mer had a positive effect on the chain extension of PET. However, the fraction of tri‐mers in the monomer/tri‐mer mixture should be limited to a certain value; otherwise, the chain extension would be weakened. POLYM. ENG. SCI., 2011. © 2011 Society of Plastics Engineers

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The Cross-Linking of Thermally Stable Aromatic Polymers by Aryl Cyanate Cyclotrimerization

Cited by 11 publications

References 3 publications

Dendritic Hyperbranched Polyethynylenes with the 1,3,5-s-Triazine Moiety

Dendritic Hyperbranched Polyethynylenes with the 1,3,5-s-Triazine Moiety

Preparation and Thermal Properties of Dicyanovinyl End-Capped Reactive Oligomers Linked with Azomethine Bond

Effect of cyclotrimerization of bisphenol‐A dicyanate monomer on poly(ethylene terephthalate) chain extension

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