Polymercaptan-based polyurethane foams

Javni, Ivan; Bilić, Olivera; Ljubic, Darko; Wan, Xianmei; Petrović, ZS; Upshaw, TA

doi:10.1177/0021955x16633636

Cited by 6 publications

(4 citation statements)

References 5 publications

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“…Thiourethanes used as elastomers have increased flexibility and excellent optical properties. 31 Polythiourethanes are compared to polyurethanes because of similar physical and mechanical properties; however, polythiourethanes have an advantage over the latter one in that they can be recycled under mild conditions. 32 The main applications of the thiol-isocyanate reaction are polymer synthesis, high refractive index materials for optical and coating applications, self-healing materials, dental materials, shape-memory materials, and RAFT-based polymers.…”

Section: ■ Introductionmentioning

confidence: 99%

“…When used as adhesives, sealants, or coatings, they are characterized by improved antioxidant properties, UV stability and weatherability, enhanced adhesion characteristics, higher refractive index, and greater chemical and corrosion resistance. Thiourethanes used as elastomers have increased flexibility and excellent optical properties . Polythiourethanes are compared to polyurethanes because of similar physical and mechanical properties; however, polythiourethanes have an advantage over the latter one in that they can be recycled under mild conditions .…”

Section: Introductionmentioning

confidence: 99%

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Thiol-isocyanate Click Reaction for Rapid and Efficient Generation of a Library of Organofunctional Silanes

Szymańska,

Dutkiewicz,

Maciejewski

2024

Organometallics

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Herein, we report a simple, very fast, and efficient method for the synthesis of a library of organofunctional alkoxysilanes based on an amine-catalyzed thiol-isocyanate click reaction. At first, systematic studies were carried out to select the most active catalyst and its concentration for the model reaction involving 3-isocyanatopropyltriethoxysilane (ICPTES) and 1octanethiol. Six tertiary amines were studied using an in situ FT-IR technique. After an effective catalytic system was selected, a set of alkoxysilanes containing various functional groups were synthesized. In addition, new thiols and thioacetates (sequentially reduced to thiols) were obtained as a result of the thiol−ene reaction. Two synthetic routes were applied to obtain alkoxysilanes, the reaction between ICPTES and functional-groupcontaining thiols or between 3-mercaptopropyltriethoxysilane (MPTES) and functional-group-containing isocyanates. The developed procedure permitted the synthesis of 13 new organosilicon compounds. The silanes obtained contain various functional groups, i.e. long alkyl or fluoroalkyl chain, phenyl, trisiloxane, naphthyl, trisilylamine, or polyether.

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Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Thiol-isocyanate Click Reaction for Rapid and Efficient Generation of a Library of Organofunctional Silanes

Szymańska,

Dutkiewicz,

Maciejewski

2024

Organometallics

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“…Rigid polyurethane foam (PUF) has found extensive applications across various sectors, including aviation materials, construction materials, electronics, electrical appliances, transportation, and petroleum pipelines, thanks to its outstanding physical and mechanical properties, insulation capabilities, and resistance to aging [ 1 , 2 , 3 , 4 , 5 ]. However, PUF is inherently highly flammable, characterized by a low limiting oxygen index (LOI) of approximately 18%.…”

Section: Introductionmentioning

confidence: 99%

Bio-Based Alkali Lignin Cooperative Systems for Improving the Flame Retardant and Mechanical Properties of Rigid Polyurethane Foam

Li,

Liu,

et al. 2023

Polymers

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Lignin was utilized as an environmentally friendly synergistic agent to augment the fire resistance and mechanical characteristics of rigid polyurethane foam (PUF)/melamine–formaldehyde resin ammonium polyphosphate (MFAPP). The incorporation of lignin significantly enhanced the charring capability and flame retardancy of PUF/MFAPP. Specifically, PUF/MFAPP12/A-lignin3 exhibited a charring residue of 23.1% at 800 °C, accompanied by an increase in the limiting oxygen index (LOI) to 23.1%, resulting in a UL-94 V-0 rating. The cone calorimeter test (CCT) revealed that the peak heat release rate (PHRR), total heat release (THR), smoke production rate (SPR), and total smoke production (TSP) values of PUF/MFAPP12/A-lignin3 were all lower than for pure PUF. MFAPP and alkali lignin exerted a noticeable influence on the physical and mechanical properties, leading to increases in density (35.4 kg/m3), thermal conductivity (32.68 mW/(m·K)), and compressive strength (160.5 kPa). Observations of the morphology and elemental composition of char residues after combustion indicated the formation of an intact, thick, and continuous char layer enriched with nitrogen and phosphorus elements, which acted as a protective shield for the underlying foam.

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“…Polythiourethanes and polyurethanes were successfully prepared with PMSO. PMSO was used to prepare thermoset networks with high glass temperature for aluminum and powder coatings .…”

Section: Introductionmentioning

confidence: 99%

Heat‐ and light‐induced thiol‐ene oligomerization of soybean oil‐based polymercaptan

Bantchev

Vermillion

Lansing

et al. 2018

J of Applied Polymer Sci

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Polymercaptanized soybean oil (PMSO), the product of a thiol-ene reaction between soybean oil and hydrogen sulfide, is a material of interest as a lubricant additive and polymer precursor. We investigated with gel permeation chromatography, nuclear magnetic resonance (one-dimensional and two-dimensional), gas chromatography-mass spectrometry, and viscometry the changes that occur with PMSO upon heating or ultraviolet irradiation. The observed changes were due to a further thiol-ene reaction between the thiol groups and the residual unsaturation. The formation of oligomers was a result of new sulfide bridges. Additionally, tetrahydrothiophene moieties were detected. An almost linear increase of the average molecular weight (MW) and the polydispersity index (PDI) was observed upon heat treatment [number-average MW (M n ) 5 1180 Da, PDI 5 1.32 for PMSO, M n 5 1720 Da, PDI 5 2.17 for PMSO that was heated for 1000 h at 130 8C]. PDI correlated best with the z-average MW. The M n was the best predictor of the viscosity. For samples with close M n , the higher PDI corresponded to a higher viscosity index. V C 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 46150.

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Polymercaptan-based polyurethane foams

Cited by 6 publications

References 5 publications

Thiol-isocyanate Click Reaction for Rapid and Efficient Generation of a Library of Organofunctional Silanes

Thiol-isocyanate Click Reaction for Rapid and Efficient Generation of a Library of Organofunctional Silanes

Bio-Based Alkali Lignin Cooperative Systems for Improving the Flame Retardant and Mechanical Properties of Rigid Polyurethane Foam

Heat‐ and light‐induced thiol‐ene oligomerization of soybean oil‐based polymercaptan

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