Branched Hydroxyl Modification of SBS Using Thiol-Ene Reaction and Its Subsequent Application in Modified Asphalt

Abstract

Based on the thiol-ene radical addition reaction, the branched hydroxyl functionalized modified styrene-butadiene-styrene triblock copolymer (SBS-g-OH) was prepared. According to chemical structure characterization, the order of reactivity proved that 1,2-vinyls had a priority to react with 2-mercaptoethanol (MCH) at a low functionalization degree of SBS-g-OH. A novel reaction kinetics model was set up to describe the addition reaction between MCH and 1,2-vinyls; then the effect of reaction time, temperature, and initial concentration ratio of MCH to 1,2-vinyls on functionalization degree of SBS-g-OH were investigated. Subsequently the performances of modified asphalt were investigated, where the softening point, ductility, and needle penetration of SBS-g-OH modified asphalt were almost equal to that of SBS modified asphalt, while the dispersibility of polymer in asphalt and storage stability of modified asphalt had been improved obviously using SBS-g-OH with an appropriate functionalization degree.

Dynamically Cross-Linked Polyolefin Elastomers with Highly Improved Mechanical and Thermal Performance

“…According to the peak integrals, the vinyl conversion of photoinitiated thiol–ene click chemistry is close to 100%, and the conversion of thermal-initiated one is less than 60% (Figure S3 and Table S1). Attenuated total reflection Fourier transform infrared (ATR-FTIR) spectroscopy confirmed that the −CC– signal at 907 cm –1 disappears in h-POE2, while the −OH signal at 3600–3150 cm –1 appears in h-POE2 (Figure c). ,, Furthermore, we found that the surface properties of h-POE films are different from that of v-POEs, where the water contact angles reduced from 101.2–109.9 to 82.8–86.0° (Figure S4). …”

“…Attenuated total reflection Fourier transform infrared (ATR-FTIR) spectroscopy confirmed that the −CC− signal at 907 cm −1 disappears in h-POE2, while the −OH signal at 3600−3150 cm −1 appears in h-POE2 (Figure 1c). 14,19,24 Furthermore, we found that the surface properties of h-POE films are different from that of v-POEs, where the water contact angles reduced from 101.2−109.9 to 82.8−86.0°(Figure S4). 25 Subsequently, we cross-linked h-POEs with 1,4-benzenediboronic acid bis(pinacol) ester (BAPE) in melt extrusion at 180 °C to produce BPOEs (Scheme 1).…”

Fabrication of “Zn2+ Salt-Bondings” Cross-Linked SBS-g-COOH/ZnO Composites: Thiol–Ene Reaction Modification of SBS, Structure, High Modulus, and Shape Memory Properties

“…For example, Tian et al modified SBS with furan via the thiol–ene reaction, and then the resultants reacted with bismaleimide to form thermally dynamic reversible cross-linking linkages via the Diels–Alder reaction. Other studies − ,− have also used chemical methods to modify SBS. Although the mechanical strength of the modified products has been improved, these studies have not achieved the high modulus of SBS to fulfill the exception, and the 100% tensile strength is still very low and unsatisfied.…”

Preparation and Properties of SBS-g-GOs-Modified Asphalt Based on a Thiol-ene Click Reaction in a Bituminous Environment

“…Studies of Schapman et al [18] and Lotti et al [19] have shown that 1,2 C=C activity is the highest in SBS among all C=C species. Li et al [20] found that the thiol group (–SH) in mercaptoethanol can be preferentially reacted with 1,2 C=C in SBS by a thiol-ene click reaction. They found marked improvements in segregation and thermal storage properties of SBS-g-OH in asphalt, and mild improvements in mechanical properties were observed as well.…”