{"id":59215,"date":"2018-01-18T07:22:40","date_gmt":"2018-01-18T06:22:40","guid":{"rendered":"https:\/\/renewable-carbon.eu\/news\/?p=59215"},"modified":"2018-12-14T14:19:38","modified_gmt":"2018-12-14T13:19:38","slug":"high-yield-synthesis-of-bio-based-acrylic-acid-and-acrylate-monomers-from-lactic-acid","status":"publish","type":"post","link":"https:\/\/renewable-carbon.eu\/news\/high-yield-synthesis-of-bio-based-acrylic-acid-and-acrylate-monomers-from-lactic-acid\/","title":{"rendered":"High Yield Synthesis of Bio-based Acrylic Acid and Acrylate Monomers from Lactic Acid"},"content":{"rendered":"

Catalytic Hydroesterification of Alkyl Lactates Provides Quantitative Yields<\/strong>
\nA new, sustainable method synthesizes acrylic acid and acrylate esters starting from alkyl lactates. The method reacts alkyl lactate with carbon monoxide and ethylene in presence of a palladium catalyst, resulting in catalytic hydroesterification of the alkyl lactates yields alkyl 2-(propionyloxy)propanoates. Pyrolysis of the alkyl 2-(propionyloxy)propanoates yields acrylate esters and propionic acid, and further hydrolysis of the acrylate esters yields acrylic acid. The synthetic method provides quantitative yields of the 2-(propionyloxy)propanoates, making it ideal for scale-up use in industry, and the catalytic species can be generated in situ in both in the neat alkyl lactate and in organic solvent from inexpensive and readily available starting materials.<\/strong><\/p>\n

\"Acrylic_Acid\"<\/p>\n

Biorenewable Starting Materials<\/h3>\n

Acrylic esters are currently derived directly from acrylic acid produced from byproducts of ethylene and gasoline production. Moving away from petroleum based feedstocks towards a biorenewable starting material is of key interest, and the technology presented here provides a viable route from bio-derived lactate esters to acrylic esters via a catalytic, two-step process. The synthesis can be done under neat conditions, avoiding the need for solvent, and takes place at just 80 degrees Celsius, a significant improvement over other methods that require temperatures higher than 250 Celsius.<\/p>\n

BENEFITS AND FEATURES:<\/h3>\n
    \n
  • Bio-renewable lactic acid used as starting material<\/li>\n
  • Hydroesterification using CO and ethylene in presence of palladium catalyst<\/li>\n
  • Simple catalytic, two-step process<\/li>\n
  • Uses inexpensive and readily available feedstocks<\/li>\n
  • Does not require solvents<\/li>\n
  • High yield; alkyl 2-propionyloxy propanoate intermediate yields are quantitative<\/li>\n
  • Conversion to acrylate and propionic acid via simple pryrolysis<\/li>\n
  • Relatively inexpensive reactants and low energy costs<\/li>\n<\/ul>\n

    APPLICATIONS:<\/h3>\n
      \n
    • Bio-derived synthesis of acrylic acid and acrylate esters<\/li>\n
    • Bio-derived polyacrylic acid and polyacrylate polymers<\/li>\n
    • Bio-derived propionic acid for animal feed and food preservative<\/li>\n<\/ul>\n

      Phase of Development<\/strong> – Proof of Concept<\/p>\n","protected":false},"excerpt":{"rendered":"

      Catalytic Hydroesterification of Alkyl Lactates Provides Quantitative Yields A new, sustainable method synthesizes acrylic acid and acrylate esters starting from alkyl lactates. The method reacts alkyl lactate with carbon monoxide and ethylene in presence of a palladium catalyst, resulting in catalytic hydroesterification of the alkyl lactates yields alkyl 2-(propionyloxy)propanoates. Pyrolysis of the alkyl 2-(propionyloxy)propanoates yields […]<\/p>\n","protected":false},"author":59,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"_seopress_robots_primary_cat":"","nova_meta_subtitle":"","footnotes":""},"categories":[5572],"tags":[10408],"supplier":[],"class_list":["post-59215","post","type-post","status-publish","format-standard","hentry","category-bio-based","tag-greenchemistry"],"_links":{"self":[{"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/posts\/59215","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/users\/59"}],"replies":[{"embeddable":true,"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/comments?post=59215"}],"version-history":[{"count":0,"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/posts\/59215\/revisions"}],"wp:attachment":[{"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/media?parent=59215"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/categories?post=59215"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/tags?post=59215"},{"taxonomy":"supplier","embeddable":true,"href":"https:\/\/renewable-carbon.eu\/news\/wp-json\/wp\/v2\/supplier?post=59215"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}