Synthesis of fluorinated/methacrylated epoxy based oligomers and investigation of its performance in the UV curable hybrid coatings

Kahraman, Memet Vezi̇r; Bayramoğlu, Gülay; Boztoprak, Yalçın; Güngör, Atilla; Kayaman‐Apohan, Nilhan

doi:10.1016/j.porgcoat.2009.06.002

Cited by 47 publications

(35 citation statements)

References 23 publications

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“…The values of glass transition temperature (T g ) of the S-0 sample decreased with the increasing fluorine content in the inorganic part. Increases in fluorine content caused a decrease in T g values [17,29].…”

Section: Resultsmentioning

confidence: 99%

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Investigation of Coating Performance of UV-Curable Hybrid Polymers Containing 1H,1H,2H,2H-Perfluorooctyltriethoxysilane Coated on Aluminum Substrates

Çakır

2017

Coatings

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This study describes preparation and characterization of fluorine-containing organicinorganic hybrid coatings. The organic part consists of bisphenol-A glycerolate (1 glycerol/phenol) diacrylate resin and 1,6-hexanediol diacrylate reactive diluent. The inorganically rich part comprises trimethoxysilane-terminated urethane, 1H,1H,2H,2H-perfluorooctyltriethoxysilane, 3-(trimethoxysilyl) propyl methacrylate and sol-gel precursors that are products of hydrolysis and condensation reactions. Bisphenol-A glycerolate (1 glycerol/phenol) diacrylate resin was added to the inorganic part in predetermined amounts. The resultant mixture was utilized in the preparation of free films as well as coatings on aluminum substrates. Thermal and mechanical tests such as DSC, thermo-gravimetric analysis (TGA), and tensile and shore D hardness tests were performed on free films. Water contact angle, gloss, Taber abrasion test, cross-cut and tubular impact tests were conducted on the coated samples. SEM examination and EDS analysis was performed on the fractured surfaces of free films. The hybrid coatings on the aluminum sheets gave rise to properties such as moderately glossed surface; low wear rate and hydrophobicity. Tensile strength of free films increased with up to 10% inorganic content in the hybrid structure and this increase was approximately three times that of the control sample. As expected; the % strain value decreased by 17.3 with the increase in inorganic content and elastic modulus values increased by a factor of approximately 6. Resistance to ketone-based solvents was proven and an increase in hardness was observed as the ratio of the inorganic part increased. Samples which contain 10% sol-gel content were observed to provide optimal properties.

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Section: Resultsmentioning

confidence: 99%

“…Besides surface roughness, gloss is also affected by the topographical orientation of the microfacets and refractive index of the coatings. The higher refractive index is, the higher surface gloss generally becomes [29]. The gloss values of the coatings were measured at 60° according to ASTM D523.…”

Section: Resultsmentioning

confidence: 99%

Investigation of Coating Performance of UV-Curable Hybrid Polymers Containing 1H,1H,2H,2H-Perfluorooctyltriethoxysilane Coated on Aluminum Substrates

Çakır

2017

Coatings

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“…The gloss values of GBF/CE samples are slightly lower than those of GB/CE samples, because low refractive index of fluorine can lead to low surface gloss. 18 Moreover in Figure 6 the light transmittances of the cured films in the selected UVvis light wavelengths (400, 500, 600, 700, and 800 nm) are over 80%. This result suggests that the synthesized copolymers and CE are compatible with each other and the cured composite films by the crosslink between epoxy groups keep very transparent, despite of low refractive index of fluorine.…”

Section: Gloss and Light Transmittance Of The Cured Filmsmentioning

confidence: 93%

“…[10][11][12][13] The introduction of fluorinated monomers and oligomers into the network structure of methacrylate polymers is attractive due to the unique characteristics given by the presence of fluorine, such as chemical stability and weathering resistance, release properties, low friction coefficient, water impermeability, and low refractive index. [14][15][16][17][18] In view of this, it is possible that a combination of CE and methacrylate copolymers with fluorinated groups can be promising in the development of moisture resistance coatings, flip chip, and OLED packing materials.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of cationic UV‐curable methacrylate copolymers and properties of the cured films of their composites with alicyclic epoxy resin

Tang

Liu

2011

J of Applied Polymer Sci

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Cationic UV-curable methacrylate copolymers consisting of glycidyl methacrylate, iso-butyl methacrylate, and 2,2,3,4,4,4-hexafluorobutyl methacrylate were synthesized, and their structures were characterized by FTIR, 1 H NMR, and 13 C NMR. A series of UV-cured composite films based on the synthesized copolymers and an alicyclic epoxy resin, 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate (CE) were obtained through photopolymerization. Their surface contact angle, chemical ability, gloss, light transmittance, thermal behavior, micromorphology, and shrinkage were investigated. Results indicated that these cured resins showed excellent gloss and visible light transmittance; after the combination of the copolymers and CE, and in the presence of fluorine in the curing systems they exhibited relatively fine water resistance, chemical, and thermal stability. It was observed that these copolymers could decrease the degree of the volume shrinkage to CE. The UV-curable materials may have promising applications in optical fiber coatings, flip chip and Organic Light-Emitting Diode (OLED) packing.

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“…For instance, selecting the appropriate structure of the silane coupling agents and adjusting its dosage, or adding the substitution of solvents in the sol. In the study on preparation of UV-curable hybrid materials, c-methacryloxypropyltrimethoxysilane (MPS) is the most commonly used coupling agent due to its C=C group allows the inorganic phase to form a chemical bond with the organic phase [22][23][24][25][26][27]. It is also available to improve the stability of the concentrated sol because its long molecule chain is expected to hinder the collision of the colloidal particles.…”

Section: Introductionmentioning

confidence: 99%

Preparation and stability of silica sol/TPGDA dispersions and its application in the UV-curable hybrid coatings for fire protection

Shang

Hang

Jin

et al. 2013

J Sol-Gel Sci Technol

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A series of silica sols modified by c-methacryloxypropyltrimethoxysilane (MPS) were synthesized by the acid-catalyzed sol-gel method, and then the solvent in these sols were extracted under several vacuum distillation conditions. The stability of the sol after the distillation can be improved by means of increasing the dosage of MPS and incorporating reactive diluent TPGDA into the sol as new dispersion medium. Optimized samples have maintained stable for over 180 days. The sol dispersions and UV-curable organic compounds were mixed to form the hybrid coatings for fire protection. Effects of the distillation treatment and the cosolvent anhydrous ethanol added into the reaction solution on thermal and combustion performances and physical properties of the hybrid coatings were studied by thermogravimetric analysis, microscale combustion calorimeter, limit oxygen index test and UL-94 horizontal test, etc. The results showed that the distillation treatment for the sol was necessary to improve thermal performance and physical properties of the hybrid coatings. In addition, in the flammability experiment, hybrid coatings showed a quick and efficient protection of the substrate.

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Synthesis of fluorinated/methacrylated epoxy based oligomers and investigation of its performance in the UV curable hybrid coatings

Cited by 47 publications

References 23 publications

Investigation of Coating Performance of UV-Curable Hybrid Polymers Containing 1H,1H,2H,2H-Perfluorooctyltriethoxysilane Coated on Aluminum Substrates

Investigation of Coating Performance of UV-Curable Hybrid Polymers Containing 1H,1H,2H,2H-Perfluorooctyltriethoxysilane Coated on Aluminum Substrates

Synthesis of cationic UV‐curable methacrylate copolymers and properties of the cured films of their composites with alicyclic epoxy resin

Preparation and stability of silica sol/TPGDA dispersions and its application in the UV-curable hybrid coatings for fire protection

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