Synthesis and high‐temperature transformations of crosslinked polymers of the methacrylic ester of 4‐vinyl‐4′‐(1‐hydroxyethyl)diphenyloxide

Zaitsev, B. А.; Khramova, G. I.; Tsygankova, T. S.; Gusarova, I. O.; Lukasov, S. V.

doi:10.1002/actp.1985.010361002

Cited by 14 publications

(16 citation statements)

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“…In the first (relatively low-temperature, 140-170°С) stage of the cure process, thermal copolymerization (free radical crosslinking) of unsaturated components occurs, and copolymers with dense network are formed [17,19]. When temperature is increased up to 180°С, methacrylate crosslinks manifest thermal instability and split with the formation of pending MAA groups and styrene-like monomer (CH 2 =CH-Ar-) units [17,19,23,24]. Then, at 200-250°С and higher temperatures, adjacent MAA units and units containing aromatic styrene-like rings are involved in solid-phase intramolecular cyclization reactions (Friedel-Crafts acylation and dehydration) leading to the formation of α-methylenetetralon and methacrylic anhydride units (Scheme 3).…”

Section: The Cure Mechanismmentioning

confidence: 98%

“…Here, one is tempted to suggest analogy with cyclization of poly(amic acid) into the final polyimide which are complete in solid phase. Thus, cured ROLs are highly crosslinked copolymers containing α-methylenetetralon and methacrylic anhydride units in the main chain and heat resistant bis-(4-vinylphenyl) ether crosslinks (Scheme 3) [17,19,23,24]. Thermal stability of these materials is caused by rigid structure and high density of polymer network including cyclized methacrylate units in the main chain and crosslinks made of (di)vinylaromatic monomeric and oligomeric units.…”

Section: The Cure Mechanismmentioning

confidence: 99%

“…Then, at 200-250°С and higher temperatures, adjacent MAA units and units containing aromatic styrene-like rings are involved in solid-phase intramolecular cyclization reactions (Friedel-Crafts acylation and dehydration) leading to the formation of α-methylenetetralon and methacrylic anhydride units (Scheme 3). Pending styrene-like fragments participate in repeated reactions terminating free radical crosslinking (post-cure) [17,19,23,24].…”

Section: The Cure Mechanismmentioning

confidence: 99%

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High-temperature properties of rolivsan thermosetting resins (network copolymers of (di)vinylaromatic ethers and cyclized (di)methacrylates)

Zaitsev

Shvabskaya

2015

J Polym Res

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Rigid chemical structure provides for excellent thermal and thermo-mechanical properties of heat resistant organic polymers, but affects their fabricability. For the first time a new original chemical approach to the problem of combining high-temperature stability, durability of thermosetting polymers with environmental safety and easy processability has been developed and demonstrated in detail. The key methodological concept was introducing a new structure-forming tool (α-hydroxyethyl)phenylene functional groups) into the chemistry of thermally stable organic polymers. The main goal of this work was to reveal structure-property correlations for rolivsans and products of their cure; using the obtained data would allow to combine resin processability with high thermo-oxidative stability, good heat deformation characteristics and mechanical strength of the prepared polymeric materials. The properties of network copolymers of ( d i ) v i n y l a r o m a t i c e t h e r s w i t h t h e r m o s e n s i t i v e (di)methacrylates and copolymer-based composites were studied. These copolymers were capable of changing their (micro)structure, crosslink density and mechanical properties in the process of thermal treatment. Rolivsan resin compositions with equimolar concentrations of styrene-like and methacrylate end groups have shown optimal combination of fabricability, mechanical strength and heat deflection temperature (HDT). It was found that HDT of rolivsan castings/glassreinforced plastics was 250°C/275°С. Rolivsan copolymers/composites could withstand short-duration temperature spikes (up to 350°C).

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Section: The Cure Mechanismmentioning

confidence: 98%

Section: The Cure Mechanismmentioning

confidence: 99%

Section: The Cure Mechanismmentioning

confidence: 99%

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High-temperature properties of rolivsan thermosetting resins (network copolymers of (di)vinylaromatic ethers and cyclized (di)methacrylates)

Zaitsev

Shvabskaya

2015

J Polym Res

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“…3,9 Araldite GY6010 epoxy resin (Ciba Geigy, Tarrytown, NY), Dyhard 100S (SKW Chemicals, Marietta, GA), and Ancamine 2014FG (Air Products, Allentown, PA) were used as received. Bis(4-fluorophenyl)phenyl phosphine oxide (99.9%) was kindly provided by Zeneca (Wilmington, DE) and was used as received.…”

Section: Experimental Materialsmentioning

confidence: 99%

“…[3][4][5][6][7][8][9] These resins are mixtures of various compositions of oligomers and difunctional aromatic monomers with styrenic or methacrylic functionality ( Fig. 1.)…”

Section: Introductionmentioning

confidence: 99%

Properties and toughening of heat‐resistant thermosets based on unsaturated ester resins

Canelas

Abbey

Fentress

2002

J of Applied Polymer Sci

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ABSTRACT:We describe our investigations of the curing chemistry and properties of heat-resistant thermosets comprised of unsaturated ester resins. We suggest a mechanism for the rearrangement of the cured matrix and volatile evolution during the curing process. We employed dielectric spectroscopy (DES) as a tool for monitoring the extent of cure, determining glass-transition temperatures, and evaluating electrical properties of the resins. We compare and contrast results obtained by DES to results obtained by dynamic mechanical analysis (DMA). Fracture testing showed that improvements were made in the toughness of these materials by blending the uncured resin with impact modifiers such as hydrocarbon or silicone reactive rubber adducts or poly(arylene ether sulfone)-based thermoplastic oligomers. We determined the effects of the thermoplastic toughening additive's molecular weight, concentration, and endgroup functionality on the phase separation, thermal stability, and fracture toughness of the blend.

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Thermal and thermomechanical properties of rolivsan unsaturated resins co‐cured with bisphenol A dicyanate

Zaitsev

Kleptsova

Shvabskaya

2023

Polymer Engineering & Sci

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The present work discusses the experimental verification of the efficiency of a new method of chemical modification of thermosetting resins. The method is based on the use of (nano)micron-sized interlayers that appear between densely crosslinked grains of a glassy network polymer during threedimensional radical polymerization of unsaturated monomers (oligomers). These interlayers act as self-contained microreactors, into which different polyfunctional compounds can be introduced for carrying out the desired chemical reactions. Thermal and dynamic mechanical analysis, differential scanning calorimetry, and Fourier transform infrared spectroscopy were used to investigate the influence of regimes of thermocatalytic co-curing of rolivsan unsaturated resins (ROLs) with bisphenol A dicyanate (BADCy) on thermal and thermomechanical properties of the obtained crosslinked polymers. It was found that the cured ROL/BADCy blends with high (25-50 wt%) content of the BADCy component had less favorable thermal and mechanical parameters than the cured neat ROL. When the BADCy component of a ROL/BADCy blend played the role of a polyfunctional (modifying) additive (5-7.5 wt%) that migrated into "microreactors" and entered into ter-molecular and other reactions, the final cross-linked ROL-BADCy blends had better high-temperature strength, higher stability against thermo-oxidative and hydrolytic destruction than the individual components (i.e., the cured neat ROL and the cured neat BADCy). As the chemical structure may comprise two networks covalently bound to each other, they can be considered as block copolymers. The obtained results confirm the efficiency of the proposed method of chemical modification of unsaturated thermosetting resins, such as ROLs.

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Synthesis and high‐temperature transformations of crosslinked polymers of the methacrylic ester of 4‐vinyl‐4′‐(1‐hydroxyethyl)diphenyloxide

Cited by 14 publications

References 1 publication

High-temperature properties of rolivsan thermosetting resins (network copolymers of (di)vinylaromatic ethers and cyclized (di)methacrylates)

High-temperature properties of rolivsan thermosetting resins (network copolymers of (di)vinylaromatic ethers and cyclized (di)methacrylates)

Properties and toughening of heat‐resistant thermosets based on unsaturated ester resins

Thermal and thermomechanical properties of rolivsan unsaturated resins co‐cured with bisphenol A dicyanate

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