RAFT radical copolymerization of beta‐pinene with maleic anhydride and aggregation behaviors of their copolymer in aqueous solution

Abstract

RAFT copolymerization of beta‐pinene and maleic anhydride was successfully achieved for the first time, using 1‐phenylethyl dithiobenzoate as chain transfer agent in a mixed solvent of tetrehydrofuran and 1.4‐dioxane (1:9, v/v) at a feed molar ratio of beta‐pinene to maleic anhydride as 3:7, and the alternating copolymer was prepared with predetermined molecular weight and narrow molecular weight distribution. Furthermore, using former alternating copolymer as a macro‐RAFT agent, block copolymer poly(beta‐pinene‐alt‐maleic anhydride)‐b‐polystyrene was synthesized in a chain extending with styrene. Hydrolysis of this block copolymer under acidic conditions formed a new amphiphilic block copolymers poly(beta‐pinene‐alt‐maleic acid)‐b‐polystyrene whose self‐assembly behaviors in aqueous solution at different pH were investigated through SEM and DLS. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 1422–1429

Bioinspired Engineering of Two Different Types of Sacrificial Bonds into Chemically Cross-Linked cis-1,4-Polyisoprene toward a High-Performance Elastomer

“…These features indicate the presence of grafted succinic anhydride on the backbone of IR. , The addition of ATA to MAn- g -IR was also identified. As shown in ATA-modified MAn- g -IR, the absorption peaks of anhydride carbonyl groups at 1860 and 1780 cm –1 were weakened, and the characteristic absorption peak of carboxylic acid groups at 1726 cm –1 emerged, indicating successful reaction of ATA to MAn- g -IR. ,, Simultaneously, new absorption peaks at 1598 and 1519 cm –1 ascribed to NCH and C–NC stretching in the triazole ring were observed. ,, These amide triazole–carboxylic acid units of rubber chains can form hydrogen-bonded architectures that act as physical cross-links, as depicted in Scheme b. , …”

Progress on polymerization of -pinene

“…Many researchers have applied RAFT polymerization to the copolymerization of β-pinene and other monomer in recent years.Their research is shown in Table 1. Maleic Anhydride [22] 1000/3/1 PEPD 9.1 5 200 50.0 60 48 PEDB 9.9 2 700 50.0 60 48 n-butyl acrylate [23] 875/2.5/1 CPDB 14 4 910 11.2 70 methyl acrylate [24,25] 1000/3/1 MEDB 8. a POVB is synthesized by β-pinene and 2-hydroxy -5-vinyl Salicylaldehyde Conclusion β-pinene, distillation product of natural turpentine, is a renewable natural resource. With the depletion of oil resources, applying β-pinene to polymer materials will be meaningful.…”