Enhanced Acrylate Production from 2-Acetoxypropanoic Acid Esters

Iman Nezam, Lars Peereboom, Dennis J. Miller

    Research output: Research - peer-reviewArticle

    Abstract

    Reaction conditions and reactor geometry for producing acrylates in high yield from lactic acid-derived 2-acetoxypropanoic acid (APA) esters are presented. An acrylate ester yield of 75% is achieved from methyl and benzyl APA esters at 550 °C in a fixed bed reactor filled with nonporous silica particles, carbon dioxide as a diluent gas, and acetic acid as a co-feed with the APA ester. The yield from methyl and benzyl APA esters is remarkably higher than from ethyl or butyl esters of APA, which have hydrogen atoms on the β-carbon of the ester functional group and thus can undergo alkene elimination, leading to reduced acrylate yield. Under optimum conditions, APA conversion to acrylates is stable over 30 h of continuous operation with little carbon deposition on the contact material.

    LanguageEnglish (US)
    Pages715-719
    Number of pages5
    JournalOrganic Process Research and Development
    Volume21
    Issue number5
    DOIs
    StatePublished - May 19 2017

    Profile

    acrylates
    esters
    acids
    Esters
    Acids
    acrylic acid
    reactors
    carbon
    Acrylates
    Carbon
    diluents
    lactic acid
    acetic acid
    alkenes
    carbon dioxide
    beds
    electric contacts
    elimination
    hydrogen atoms
    silicon dioxide

    ASJC Scopus subject areas

    • Physical and Theoretical Chemistry
    • Organic Chemistry

    Cite this

    Enhanced Acrylate Production from 2-Acetoxypropanoic Acid Esters. / Nezam, Iman; Peereboom, Lars; Miller, Dennis J.

    In: Organic Process Research and Development, Vol. 21, No. 5, 19.05.2017, p. 715-719.

    Research output: Research - peer-reviewArticle

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