Related Experiment Video
Updated: Jun 4, 2025

Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
Published on: October 30, 2018
The Effect of Dicarboxylic Acid Structure on the Plasticizing Ability of Its Ester
Irina N Vikhareva1, Polina Kruchinina1, Dragan Manojlović2,3
1Nanotechnology REC, South Ural State University, Lenin Prospect 76, 454080 Chelyabinsk, Russia.
Abstract:
Polyvinyl chloride (PVC) belongs to the most widely used group of thermoplastics. Most of the market for PVC products belongs to plasticized compositions. Plasticizers are the most demanded additives in the polymer industry. Environmental problems and the identified toxicity of the plasticizer di(2-ethylhexyl) phthalate (DEHP) stimulate the restriction of its use and contribute to the development of alternative plasticizers. As a possible replacement for phthalates, esters of dicarboxylic acids are known to provide reduced toxicity and high frost resistance to the resulting compositions. In this regard, esters of dicarboxylic acids and ethoxylated alcohols were obtained and their compatibility with polyvinyl chloride was investigated. The plasticizing effect of the esters obtained was evaluated. The thermomechanical characteristics of PVC compositions containing the developed plasticizers were studied, the glass transition temperature was determined, and the areas of the glassy and highly elastic state of the plastics were identified. It was shown that the chemical structure of dicarboxylate used as a plasticizer determines the important technological and operational characteristics of the PVC plastics obtained. Dibutoxyethyl sebacate (DBES) has the best plasticizing effect among the synthesized esters. The expansion of the highly elastic state area for PVC samples containing this ester exceeded the industrial plasticizers DEHP and di(2-ethylhexyl) adipate (DOA). The indicators of the critical temperature of dissolution of PVC in the esters under study suggest ensuring their low migration from PVC plastics.
Related Concept Videos
Physical Properties of Carboxylic Acid Derivatives
Among the carboxylic acid derivatives, the boiling points of acid chlorides and esters are very similar and are the lowest in the series. Acid anhydrides have slightly higher boiling...
Physical Properties of Carboxylic Acids
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Carboxylic Acids to Esters: Acid-Catalyzed (Fischer) Esterification Overview
Types of Step-Growth Polymers: Polyesters
Polyesters are commonly prepared from terephthalic acid and ethylene glycol; the crude product is known as poly(ethylene terephthalate) or PET. However, polyesters are synthesized industrially by transesterification of dimethyl terephthalate with ethylene glycol at 150 °C. The two reactants and the...
Intramolecular Claisen Condensation of Dicarboxylic Esters: Dieckmann Cyclization

