New polymeric polyol for thermoset coatings: Superacid-catalyzed copolymerization of water and epoxy resins

Walker, Frederick H.; Dickenson, John B.; Hegedus, Charles R.; Pepe, Frank R.; Keller, Renee

doi:10.1007/bf02697982

Cited by 6 publications

(2 citation statements)

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“…3 Compounds containing oxirane groups are known to be reactive with water. 4 Like some other silicon-containing monomers, siloranes could be extremely hydrophobic, perhaps making the oxirane groups inaccessible to attack by water or water-soluble species. The chemical stability of the silorane component can then be assessed by measuring changes in the chemical structure of the oxirane group.…”

Section: Introductionmentioning

confidence: 99%

Stability of silorane dental monomers in aqueous systems

Eick

Smith

Pinzino

et al. 2006

Journal of Dentistry

112

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Section: Introductionmentioning

confidence: 99%

Stability of silorane dental monomers in aqueous systems

Eick

Smith

Pinzino

et al. 2006

Journal of Dentistry

112

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“…NMR is an important tool to study epoxy chemistries. Researchers have utilized 1 H NMR to determine the epoxide equivalent weight 43,44 and the reaction kinetics of epoxy-phenol model compounds, 45 and 13 C NMR with cross polarization and magic angle spinning to study the structure of epoxy-based polyols 46,47 and epoxy-phenol thermosets. 22 However, due to network formation, quantitative analyses of the after-cure chemical structure of epoxies remains challenging.…”

Section: Nuclear Magnetic Resonance Of Acid-and Base-catalyzed Model ...mentioning

confidence: 99%

Acid‐ and base‐catalyzedepoxy‐phenolthermosets from catechol, resorcinol and hydroquinone: Astructure–propertystudy

Choudhury

Houston

Mason

et al. 2021

J of Applied Polymer Sci

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In order to better understand the design rules of epoxy–phenol thermosets we will report on the chemistry and (thermo)mechanical properties of cured epoxy–phenol thermoset films. Ortho‐, meta‐ and para‐isomers of dihydroxybenzene (DHB) were reacted with the diglycidyl ether of bisphenol A (DGEBA) in the presence of an acid catalyst or triphenylphosphine (PPh3). The glass transition temperatures (Tg) of the cross‐linked films decreases in the order of meta‐ (Tg = 115°C) > ortho‐ (Tg = 102°C) > para‐DHB (Tg = 96°C) as measured by differential scanning calorimetry. Uniaxial tensile testing of cross‐linked films showed excellent stress–strain behavior. The average ultimate strength values ranged from 65 to 82 MPa and the average values of the strain‐at‐break ranged from 4.8% to 6.9% at 25°C for all cross‐linked films. When a PPh3 was used, the network properties were profoundly different. The base catalyzed thermoset of DGEBA and meta‐DHB shows a Tg of 85°C, which is 30°C lower than the Tg of the acid‐catalyzed analog. Tensile films appear to be more ductile, as they exhibit a strain‐at‐break of 20%. The results of this study confirm that simple dihydroxybenzene hardeners can be used to prepare cross‐linked films with excellent thermomechanical properties.

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