Telomerization of butadiene with starch in water: role of the surfactants

Abstract

Mesnager, Julien Quettier, Claude Lambin, Anne Rataboul, Franck Perrard, Alain Pinel, CatherineNowadays, the preparation of bio-based polymers remains a challenging issue. The modification of starch by hydrophobic chemical substitutions results in an innovative material. We introduced the hydrophobic part of the derivative via catalytic butadiene telomerization using exclusively water as solvent in the presence of surfactants. In this paper, we describe the influence of the nature of the surfactant on the reaction, CTAB (cetyltrimethylammonium bromide) giving the best reactivity. Moreover, some physicochemical properties of modified starches are evaluated showing their hydrophobic behaviours

The Telomerization of 1,3‐Dienes – A Reaction Grows Up

“…Pinel et al found two ways around this problem using a Pd/TPPTS catalyst. One effective tool is the use of surfactants, of which cetyltrimethylammonium bromide (CTAB) leads to the highest TONs up to 4000 . The other option is the use of co‐solvents, especially short‐chain alcohols.…”

Efficient Telomerization of Butadiene with Starch in Water: The Role of the Surfactant

“…Further works are needed to optimize this reaction. Stable solids were obtained after substitution and some physico-chemical analyses of these substituted starches have shown that they exhibited hydrophobic properties even at very low degree of substitution [8].…”

Pd-Catalyzed Telomerization of 1,3-Dienes with Multifunctional Renewable Substrates: Versatile Routes for the Valorization of Biomass-Derived Platform Molecules

“…After optimization of the reaction parameters, high butadiene conversions (up to 93%) could be obtained, while maintaining the granular structure of starch. Secondly, the addition of a strong neutral or cationic surfactant, such as IGEPAL ® CO-890 or cetyltrimethylammonium bromide (CTAB), greatly enhanced reactivity at low 1,3-butadiene concentrations and negated the need of isopropanol as co-solvent (Table 6) [110,111]. The authors explain this effect by the formation of 1,3-butadiene-filled micelles, which are closely associated with the palladium catalyst, de facto creating a local high concentration of 1,3-butadiene.…”