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WO2024036390A1 - Procédé de production d'additif renouvelable à utiliser dans le diesel maritime contenant des glycérides partiels, et produit ainsi obtenu - Google Patents

Procédé de production d'additif renouvelable à utiliser dans le diesel maritime contenant des glycérides partiels, et produit ainsi obtenu Download PDF

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Publication number
WO2024036390A1
WO2024036390A1 PCT/BR2023/050266 BR2023050266W WO2024036390A1 WO 2024036390 A1 WO2024036390 A1 WO 2024036390A1 BR 2023050266 W BR2023050266 W BR 2023050266W WO 2024036390 A1 WO2024036390 A1 WO 2024036390A1
Authority
WO
WIPO (PCT)
Prior art keywords
product
fatty acid
glycerin
renewable
marine diesel
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/BR2023/050266
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English (en)
Portuguese (pt)
Inventor
Setsuo Sato
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Brasil Bio Fuels SA
Original Assignee
Brasil Bio Fuels SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Brasil Bio Fuels SA filed Critical Brasil Bio Fuels SA
Publication of WO2024036390A1 publication Critical patent/WO2024036390A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L2270/00—Specifically adapted fuels
    • C10L2270/02—Specifically adapted fuels for internal combustion engines
    • C10L2270/026—Specifically adapted fuels for internal combustion engines for diesel engines, e.g. automobiles, stationary, marine
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/02—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with glycerol
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00—Technologies for the production of fuel of non-fossil origin
    • Y02E50/10—Biofuels, e.g. bio-diesel

Definitions

  • This invention concerns a process for producing renewable additive for use in marine diesel containing partial glycerides and product thus obtained, belonging to the technical chemistry sector, more particularly the invention is based on the development of additives containing high energy power with renewable materials to be used and/or mixed in marine diesel and in other applications replacing traditional materials of petrochemical origin.
  • Such additives have the main benefits of being sulfur-free, high calorific value, multiple performances, providing energy and acting as lubricity agents at a competitive cost and can be mixed with petrochemical materials in numerous proportions.
  • FUNDAMENTALS OF THE TECHNIQUE [0002] The current market is regulated by the National Petroleum Agency (ANP) and there is a specific standard that regulates its use through the ANP Resolution no 51/2010.
  • ANP National Petroleum Agency
  • One of the biggest impacts on marine diesel is the sulfur content, which in the past had a limit of 3% and was reduced to 0.5% from 2020 onwards. Even with this reduction in the limit, this still means 10 times more compared to road diesel which is 0.05%.
  • the present invention exactly fills this gap in the market and provides a process for producing a renewable additive for use in marine diesel containing partial glycerides and the product thus obtained, which aims to: - Use fatty materials from renewable sources, and waste materials that do not compete with the food chain; - Use a simple esterification and transesterification process; - Use alkaline catalyst, more specifically potassium hydroxide; - Use SAFREE glycerin of high purity and competitive cost; - Use SAFREE glycerin concentration; - Obtain with this product with high calorific value; - Obtain concentration-free sulfur content, guaranteeing very low emissions compared to conventional diesel; - Obtain products with a flash point that guarantees greater safety in handling and storing products; - Obtain additives that can be mixed with petrochemical marine diesel.
  • the process of producing a renewable additive for use in marine diesel containing partial glycerides comprises the steps of: charging a reactor with residual palm fatty acid with an oleic acidity index of 45%; SAFREE glycerin 97% purity; and potassium hydroxide 85%; stirring and heating the product by applying a vacuum; resting the product at a controlled temperature and cooling the product at a controlled temperature.
  • the process of producing a renewable additive for use in marine diesel containing partial glycerides comprises the following steps: 1 - It is loaded into a reactor with the following materials by weight: 80 – 90% acid residual palm fat with an oleic acid value of 45%; 10 – 15% SAFREE glycerin 97% purity; and 0.2 – 1.0% potassium hydroxide 85%; where the partial fatty acid glycerides are: palm, palm kernel, tallow, soy, sunflower, canola, peanut, produced from oils and/or residual fatty acids, with a composition of 5% to 20% combined glycerin and free glycerin below 3% to guarantee a homogeneous product, without separation; 2 - Stirring is switched on at 50 to 70 rpm and heating begins to a temperature between 200 and 220oC (Degrees Celsius) by applying a vacuum between 90 and 110 mmHg; 3 – Keep the product at rest for between 1 and 2
  • the product obtained through the production process of a renewable additive for use in marine diesel containing partial glycerides comprises the following characteristics: Calorific value and sulfur content of the products: 6800 kcal/kg, sulfur free; 7200 to 7800 kcal/kg, sulfur with 4 to 12ppm; Flash point of products: 190 to 197oC Degrees Celsius; Acidity value of 0.8%; and Combined glycerin content of 12.8%.
  • Example 2 [0017] In a 2000ml reactor, 1000g of palm oil with an oleic acid value of 3%, 50g of SAFREE glycerin 97% purity and 3g of potassium hydroxide 85% were loaded; [0018] Stirring was switched on at 60 rpm and heating began to 215oC Degrees Celsius by applying a vacuum of 100 mmhg; [0019] After 2 hours at 215oC Celsius, the acidity value was measured and the value was 0.8% and free glycerin 2.1%; [0020] Product was cooled to 80oC Celsius and the combined glycerin content obtained was 30%; [0021] A product with the following characteristics was obtained: Calorific value and sulfur content of products: 7800 kcal/kg, sulfur 8ppm; Flash point of products: 182oC Celsius.
  • Example 3 [0022] In a 2000ml reactor, 1000g of hydrolyzed soy sludge fatty acid with an oleic acid value of 65%, 140g of SAFREE glycerin 97% purity and 3g of potassium hydroxide 85% were loaded; [0023] Stirring was switched on at 60 rpm and heating began to 215oC Degrees Celsius by applying a vacuum of 100 mmhg; [0024] After 2 hours at 215oC Celsius, the acid value was measured and the value was 1.2% and free glycerin was 3.2%; [0025] Product was cooled to 80oC Celsius and the combined glycerin content obtained was 14.1%; [0026] A product with the following characteristics was obtained: Calorific value and sulfur content of the products: 7200 kcal/kg, sulfur 12ppm; Flash point of products: 192oC Celsius.
  • Example 4 [0027] In a 2000ml reactor, 1000g of crude soybean oil with an oleic acid value of 4%, 70g of SAFREE glycerin 97% purity and 3g of potassium hydroxide 85% were loaded; [0028] Stirring was switched on at 60 rpm and heating began to 215oC Degrees Celsius by applying a vacuum of 90 mmHg; [0029] After 2 hours at 215oC Celsius, the acidity value was measured and the value was 1.6% and free glycerin 2.0%; [0030] Product was cooled to 80oC Celsius and the combined glycerin content obtained was 15.2%; [0031] A product with the following characteristics was obtained: Calorific value and sulfur content of the products: 6800 kcal/kg, sulfur free; Flash point of products: 197oC Celsius.
  • ADVANTAGES OF THE INVENTION offers the following advantages: - Provides an additive to be mixed in petrochemical diesel, reducing its environmental impacts; - Uses partial fatty acid glycerides such as: palm, palm kernel, tallow, soy, sunflower, canola, peanut, produced from oils and/or residual fatty acids, with a composition of 5% to 20% combined glycerin and free glycerin below 3% to guarantee a homogeneous product, without separation; - These chemical characteristics provide multiple performances to the product, the most relevant of which are high calorific value, lubricity, sulfur-free and extremely competitive cost; - Additionally, the glycerin used in these compositions is free of salts, but without the need for distillation, an expensive process that generates environmental waste; It is - This is glycerin produced by SAFREE (salt free) technology, which uses the liquid
  • the present invention deals with one of the most sensitive topics today because it is directly linked to climate change that directly affects our daily lives. Emissions of various gases have changed our planet's climate in a very negative way. [0034]
  • the scope of the present invention patent therefore, should not be limited to the examples of obtaining, but rather, only to the terms defined in the claims and their equivalents.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Emergency Medicine (AREA)
  • Zoology (AREA)
  • Microbiology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention, intitulée « Procédé de production d'additif renouvelable à utiliser dans le diesel maritime contenant des glycérides partiels, et produit ainsi obtenu », relève du secteur technique de la chimie. L'invention concerne notamment la mise au point d'additifs présentant un haut pouvoir énergétique avec des substances renouvelables, à utiliser et/ou à mélanger avec un diesel maritime ainsi que dans d'autres applications remplaçant les substances classiques d'origine pétrochimique. Comme principaux avantages, ces additifs sont exempts de soufre, présentent un haut pouvoir calorifique, offrent de multiples performances, fournissent de l'énergie et agissent comme des agents lubrifiants avec un coût compétitif, outre la possibilité de les mélanger avec les substances pétrochimiques selon de multiples proportions. Le procédé comprend les étapes suivantes : chargement d'un réacteur avec acide gras de palme résiduel à indice d'acidité oléique de 45 % ; glycérine SAFREE à pureté de 97 % ; et hydroxyde de potassium 85 % ; agitation et chauffage du produit, avec application d'un vide ; repos du produit à température régulée et refroidissement du produit à température régulée.
PCT/BR2023/050266 2022-08-18 2023-08-18 Procédé de production d'additif renouvelable à utiliser dans le diesel maritime contenant des glycérides partiels, et produit ainsi obtenu Ceased WO2024036390A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
BR102022016424-0A BR102022016424A2 (pt) 2022-08-18 2022-08-18 Processo de produção de aditivo renovável para uso em diesel maritimo contendo glicerideos parciais e produto assim obtido
BR1020220164240 2022-08-18

Publications (1)

Publication Number Publication Date
WO2024036390A1 true WO2024036390A1 (fr) 2024-02-22

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PCT/BR2023/050266 Ceased WO2024036390A1 (fr) 2022-08-18 2023-08-18 Procédé de production d'additif renouvelable à utiliser dans le diesel maritime contenant des glycérides partiels, et produit ainsi obtenu

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BR (1) BR102022016424A2 (fr)
WO (1) WO2024036390A1 (fr)

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003060139A1 (fr) * 2002-01-15 2003-07-24 Kao Corporation Procede de production de diglycerides
US20030163949A1 (en) * 2001-12-19 2003-09-04 Institut Francais Du Petrole Diesel fuel compounds containing glycerol acetals
JP2004208539A (ja) * 2002-12-27 2004-07-29 Kao Corp ジグリセリドの製造方法
US6956125B2 (en) * 2000-08-07 2005-10-18 Cognis Deutschland Gmbh & Co. Kg Processes for producing sterols from fatty acid production residues
BRPI0606422A2 (pt) * 2005-01-19 2009-06-30 Cognis Ip Man Gmbh composições empregáveis como biocombustìveis, processo para preparação das mesmas e seu uso
BRPI1101412A2 (pt) * 2011-02-22 2014-01-07 Petroleo Brasileiro Sa Composição de óleo combustível marítimo
CN104894175A (zh) * 2015-05-07 2015-09-09 华南理工大学 一种环氧植物油的制备方法
BR112022005715A2 (pt) * 2019-09-27 2022-06-21 Basf Health And Care Products France S A S Processo para produzir e purificar esteróis

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6956125B2 (en) * 2000-08-07 2005-10-18 Cognis Deutschland Gmbh & Co. Kg Processes for producing sterols from fatty acid production residues
US20030163949A1 (en) * 2001-12-19 2003-09-04 Institut Francais Du Petrole Diesel fuel compounds containing glycerol acetals
WO2003060139A1 (fr) * 2002-01-15 2003-07-24 Kao Corporation Procede de production de diglycerides
JP2004208539A (ja) * 2002-12-27 2004-07-29 Kao Corp ジグリセリドの製造方法
BRPI0606422A2 (pt) * 2005-01-19 2009-06-30 Cognis Ip Man Gmbh composições empregáveis como biocombustìveis, processo para preparação das mesmas e seu uso
BRPI1101412A2 (pt) * 2011-02-22 2014-01-07 Petroleo Brasileiro Sa Composição de óleo combustível marítimo
CN104894175A (zh) * 2015-05-07 2015-09-09 华南理工大学 一种环氧植物油的制备方法
BR112022005715A2 (pt) * 2019-09-27 2022-06-21 Basf Health And Care Products France S A S Processo para produzir e purificar esteróis

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