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CODICE URTT
PROCESS FOR OBTAINING
LEVULINIC ACID ESTERS,
IN PARTICULAR ALKYL
LEVULINATES
INVENTORs: Anna Maria Raspolli Galletti, Rosaria
Lorè, Nicola Di Fidio, Claudia Antonetti
PATENT STATUS : Filed
PRIORITY N°: 102022000000000
PRIORITY DATE : 00/00/2022
OTHER STATES: on going
Brief description
Levulinic acid esters, in particular alkyl levulinates (ALs), are compounds of considerable
interest in the chemical and process industries. Currently, they are widely used as
solvents and intermediates for the synthesis of, in particular, fine chemicals and
lubricants. Possible and more important applications are also envisaged for the
production of biofuels and their direct use in internal combustion engines in blends
with petrol, diesel or biodiesel.
Various processes are known, to date, for obtaining alkyl levulinate from a cellulosic
biomass and an alcohol. These synthesis methods have the disadvantage that they
involve numerous catalytic steps and require careful and costly purification of the
intermediate products, which significantly increase production costs and exacerbate
plant construction costs.
The Invention
Drawings
and Images
Our patented process is useful to obtain levulinic acid esters by direct alcoholysis
of carbohydrates, such as C6 monosaccharides and/or polysaccharides thereof
and/or chitin and/or chitosan, with a predetermined alcohol, takes place at a
reaction temperature preferably between 100°C and 220°C for a time preferably
between 30 and 300 minutes and in the presence of a co-solvent with specific
properties, in addition to a conventional acid catalyst; said alcohol and said co-
solvent are preferably separated from the reaction mixture after conversion and
then, recycled back to the conversion step.
Currently, alkyl levulinates are widely used as solvents and intermediates for the synthesis of fine chemicals and lubricants.
Possible and more important applications are also envisaged for the production of biofuels and their direct use in internal
combustion engines in blends with petrol, diesel or biodiesel.
The following products can be used as a source of carbohydrates for obtaining levulinic acid esters by direct alcoholysis:
- biomasses of various kinds, such as cellulosic and ligno-cellulosic biomass from agricultural and forestry activities,
- wastes from industries such as agro-food industries, sugar and paper mills, or
- wet fractions of municipal solid waste.
Industrial applicability
→ The reaction conditions of the patented method limit or unexpectedly prevent the formation of solid materials
such as huminic by-products by reducing alcohol consumption, increasing yield and simplifying the separation of the
desired ester from the reaction mixture 
Possible
evolution
The interest for the Alchil Levulinates (ALs), obtained with the innovative method,
cover a wide range of applications, from the synthesis of fine chemicals,
biosurfactants, biolubricants and to the most important application in biofuels,
since the ALs produced from short-chain alcohols (C1-C2) are known to be
additives for petrol and diesel/biodiesel.
The presence of oxygen in the molecules of interest makes combustion cleaner in
terms of reduced smoke numbers and CO and unburnt emissions.
The research team intends to collaborate with working groups of medium and large
companies interested in the use of ALs for production and/or use in biofuels.
The team is open to meet industrial partners to describe the advantages that the
innovative patent procedure could provide if adopted in an industrial environment.
Of course, a new collaboration with large industries in the sector could provide
subsequent input for further developments and the possibility of extending patent
protection to more States worldwide, considering the strong interest that
researchers and companies, especially from Asian countries, have been showing in
recent years in these issues.
Ufficio di Trasferimento Tecnologico dell'Università di Pisa
For further information:
Ufficio Regionale di Trasferimento Tecnologico
Location: Via Luigi Carlo Farini, 8 50121 Firenze (FI)
E-mail: urtt@regione.toscana.it
For further information:
Location: Lungarno Pacinotti 43/44, Pisa (PI) 56126
Web site: www.unipi.it/index.php/trasferimento
E-mail: valorizzazionericerca@unipi.it

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Process for obtaining levulinic acid esters, in particular alkyl levulinates

  • 1. CODICE URTT PROCESS FOR OBTAINING LEVULINIC ACID ESTERS, IN PARTICULAR ALKYL LEVULINATES INVENTORs: Anna Maria Raspolli Galletti, Rosaria Lorè, Nicola Di Fidio, Claudia Antonetti PATENT STATUS : Filed PRIORITY N°: 102022000000000 PRIORITY DATE : 00/00/2022 OTHER STATES: on going
  • 2. Brief description Levulinic acid esters, in particular alkyl levulinates (ALs), are compounds of considerable interest in the chemical and process industries. Currently, they are widely used as solvents and intermediates for the synthesis of, in particular, fine chemicals and lubricants. Possible and more important applications are also envisaged for the production of biofuels and their direct use in internal combustion engines in blends with petrol, diesel or biodiesel. Various processes are known, to date, for obtaining alkyl levulinate from a cellulosic biomass and an alcohol. These synthesis methods have the disadvantage that they involve numerous catalytic steps and require careful and costly purification of the intermediate products, which significantly increase production costs and exacerbate plant construction costs. The Invention
  • 3. Drawings and Images Our patented process is useful to obtain levulinic acid esters by direct alcoholysis of carbohydrates, such as C6 monosaccharides and/or polysaccharides thereof and/or chitin and/or chitosan, with a predetermined alcohol, takes place at a reaction temperature preferably between 100°C and 220°C for a time preferably between 30 and 300 minutes and in the presence of a co-solvent with specific properties, in addition to a conventional acid catalyst; said alcohol and said co- solvent are preferably separated from the reaction mixture after conversion and then, recycled back to the conversion step.
  • 4. Currently, alkyl levulinates are widely used as solvents and intermediates for the synthesis of fine chemicals and lubricants. Possible and more important applications are also envisaged for the production of biofuels and their direct use in internal combustion engines in blends with petrol, diesel or biodiesel. The following products can be used as a source of carbohydrates for obtaining levulinic acid esters by direct alcoholysis: - biomasses of various kinds, such as cellulosic and ligno-cellulosic biomass from agricultural and forestry activities, - wastes from industries such as agro-food industries, sugar and paper mills, or - wet fractions of municipal solid waste. Industrial applicability → The reaction conditions of the patented method limit or unexpectedly prevent the formation of solid materials such as huminic by-products by reducing alcohol consumption, increasing yield and simplifying the separation of the desired ester from the reaction mixture 
  • 5. Possible evolution The interest for the Alchil Levulinates (ALs), obtained with the innovative method, cover a wide range of applications, from the synthesis of fine chemicals, biosurfactants, biolubricants and to the most important application in biofuels, since the ALs produced from short-chain alcohols (C1-C2) are known to be additives for petrol and diesel/biodiesel. The presence of oxygen in the molecules of interest makes combustion cleaner in terms of reduced smoke numbers and CO and unburnt emissions. The research team intends to collaborate with working groups of medium and large companies interested in the use of ALs for production and/or use in biofuels. The team is open to meet industrial partners to describe the advantages that the innovative patent procedure could provide if adopted in an industrial environment. Of course, a new collaboration with large industries in the sector could provide subsequent input for further developments and the possibility of extending patent protection to more States worldwide, considering the strong interest that researchers and companies, especially from Asian countries, have been showing in recent years in these issues.
  • 6. Ufficio di Trasferimento Tecnologico dell'Università di Pisa For further information: Ufficio Regionale di Trasferimento Tecnologico Location: Via Luigi Carlo Farini, 8 50121 Firenze (FI) E-mail: urtt@regione.toscana.it For further information: Location: Lungarno Pacinotti 43/44, Pisa (PI) 56126 Web site: www.unipi.it/index.php/trasferimento E-mail: valorizzazionericerca@unipi.it