MX360320B - Proceso para la obtencion de mezclas de imidazolinas e inhibidores de corrosion a partir de los desechos del café. - Google Patents
Proceso para la obtencion de mezclas de imidazolinas e inhibidores de corrosion a partir de los desechos del café.Info
- Publication number
- MX360320B MX360320B MX2014002086A MX2014002086A MX360320B MX 360320 B MX360320 B MX 360320B MX 2014002086 A MX2014002086 A MX 2014002086A MX 2014002086 A MX2014002086 A MX 2014002086A MX 360320 B MX360320 B MX 360320B
- Authority
- MX
- Mexico
- Prior art keywords
- imidazolines
- coffee oil
- coffee
- aeea
- aminoethylethanolamine
- Prior art date
Links
- 150000002462 imidazolines Chemical class 0.000 title abstract 7
- 239000000203 mixture Substances 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 4
- 230000007797 corrosion Effects 0.000 title abstract 3
- 238000005260 corrosion Methods 0.000 title abstract 3
- 239000003112 inhibitor Substances 0.000 title abstract 3
- 239000002699 waste material Substances 0.000 title abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 6
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 239000010635 coffee oil Substances 0.000 abstract 3
- 238000007098 aminolysis reaction Methods 0.000 abstract 2
- 238000006297 dehydration reaction Methods 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 239000003225 biodiesel Substances 0.000 abstract 1
- 230000002051 biphasic effect Effects 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 231100000053 low toxicity Toxicity 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 150000003626 triacylglycerols Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05F—ORGANIC FERTILISERS NOT COVERED BY SUBCLASSES C05B, C05C, e.g. FERTILISERS FROM WASTE OR REFUSE
- C05F5/00—Fertilisers from distillery wastes, molasses, vinasses, sugar plant or similar wastes or residues, e.g. from waste originating from industrial processing of raw material of agricultural origin or derived products thereof
- C05F5/006—Waste from chemical processing of material, e.g. diestillation, roasting, cooking
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
- C07D233/08—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
- C07D233/12—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D233/14—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
-
- 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
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A40/00—Adaptation technologies in agriculture, forestry, livestock or agroalimentary production
- Y02A40/10—Adaptation technologies in agriculture, forestry, livestock or agroalimentary production in agriculture
- Y02A40/20—Fertilizers of biological origin, e.g. guano or fertilizers made from animal corpses
-
- 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
- Y02E50/30—Fuel from waste, e.g. synthetic alcohol or diesel
-
- 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
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/40—Bio-organic fraction processing; Production of fertilisers from the organic fraction of waste or refuse
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Botany (AREA)
- Environmental & Geological Engineering (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La presente invención consiste en la extracción bifásica del café de desecho sin secado previo para obtener, después de concentración de la fase hidrocarbonada, el aceite de café, el cual es transferido con metanol catalizado con KOH para producir mezclas de ésteres metílicos libres de glicerol, también llamado biodiesel de aceite de café, el cual se somete a una reacción de aminólisis con la aminoetiletanolamina (AEEA) entre 140-160 °C a presión atmosférica con posterior deshidratación por calentamiento a la misma temperatura pero con presión reducida a 200-300 mmHg, para realizar la ciclación de las amidas intermediarias a las correspondientes imidazolinas. En un proceso alternativo, el aceite de café puede ser sometido al mismo proceso de aminólisis con la aminoetiletanolamina (AEEA) entre 140-160 °C a presión atmosférico con posterior deshidratación por calentamiento a la misma temperatura pero con presión reducida a 200-300 mmHg, para producir mezclas de imidazolinas que contienen el glicerol residual de los triglicéridos originales. Las mezclas de imidazolinas obtenidas por cualquiera de los dos procesos alternativos, presenta un alto desempeño como inhibidores de corrosión. Las mezclas de imidazolinas obtenidas de conformidad con la presente invención se caracterizan por contener un alto grado de insaturación en las cadenas alquílicas, lo que les confiere mayor adherencia a las superficies metálicas que las imidazolinas saturadas. Esta mezcla de imidazolinas constituye un inhibidor de corrosión de alto desempeño, baja toxicidad y buena biodegradabilidad.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MX2014002086A MX360320B (es) | 2014-02-13 | 2014-02-13 | Proceso para la obtencion de mezclas de imidazolinas e inhibidores de corrosion a partir de los desechos del café. |
| US14/220,596 US9573905B2 (en) | 2014-02-13 | 2014-03-20 | Process to obtain mixtures of imidazolines and corrosion inhibitors from coffee waste |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MX2014002086A MX360320B (es) | 2014-02-13 | 2014-02-13 | Proceso para la obtencion de mezclas de imidazolinas e inhibidores de corrosion a partir de los desechos del café. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2014002086A MX2014002086A (es) | 2015-08-13 |
| MX360320B true MX360320B (es) | 2018-10-05 |
Family
ID=53774355
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2014002086A MX360320B (es) | 2014-02-13 | 2014-02-13 | Proceso para la obtencion de mezclas de imidazolinas e inhibidores de corrosion a partir de los desechos del café. |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US9573905B2 (es) |
| MX (1) | MX360320B (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX366074B (es) * | 2014-04-30 | 2019-06-17 | Univ Mexico Nac Autonoma | Proceso para la obtencion de mezclas de imidazolinas de aceites vegetales. |
| CN113234428A (zh) * | 2015-11-20 | 2021-08-10 | 瀚森公司 | 用于表面保护的化学产品 |
| MX2018006067A (es) * | 2015-11-20 | 2018-08-24 | Hexion Inc | Productos quimicos para proteccion de superficies. |
| JP2025537116A (ja) * | 2022-11-03 | 2025-11-14 | エコラボ ユーエスエー インコーポレイティド | 分散剤添加剤並びにその製造及び使用方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2200815A (en) | 1940-05-14 | Imidazoline derivatives and process | ||
| US2161938A (en) | 1934-07-31 | 1939-06-13 | Soc Of Chemical Ind | Imidazolines |
| US5154841A (en) | 1988-12-21 | 1992-10-13 | The Procter & Gamble Company | Process for preparing substituted imidazoline fabric conditioning compounds |
| DE3919863A1 (de) | 1989-06-19 | 1990-12-20 | Schaefer Chem Inst | Polycarbonsaeureimidazoline, verfahren zu ihrer herstellung und ihre verwendung in reinigungsmitteln |
| US6448411B1 (en) | 1999-03-15 | 2002-09-10 | Ondeo Nalco Energy Services, L.P. | Corrosion inhibitor compositions |
| US6488732B2 (en) | 2000-05-09 | 2002-12-03 | Joseph Scanlan | Plant growth medium |
| US20070259084A1 (en) | 2006-05-04 | 2007-11-08 | Gaonkar Anilkumar G | Coffee-Derived Surfactants |
| US8591605B2 (en) | 2007-07-26 | 2013-11-26 | Board Of Regents Of The Nevada System Of Higher Education, On Behalf Of The University Of Nevada, Reno | Methods, systems, and apparatus for obtaining biofuel from coffee and fuels produced therefrom |
| AR075138A1 (es) | 2010-01-15 | 2011-03-09 | Mongelli Elena Rita | Utilizacion de la borra del cafe para la produccion de biodiesel |
| JP5814658B2 (ja) | 2011-06-30 | 2015-11-17 | サントリー食品インターナショナル株式会社 | コーヒーオイルの製造方法 |
| CN102875160B (zh) | 2012-10-16 | 2013-10-30 | 福州大学 | 一种微波辐射诱导生产的复合型陶瓷添加剂及其方法 |
| US8545702B1 (en) | 2012-11-27 | 2013-10-01 | Menlo Energy Management, LLC | Production of biodiesel from feedstock |
| US8540881B1 (en) | 2012-11-27 | 2013-09-24 | Menlo Energy Management, LLC | Pretreatment, esterification, and transesterification of biodiesel feedstock |
-
2014
- 2014-02-13 MX MX2014002086A patent/MX360320B/es active IP Right Grant
- 2014-03-20 US US14/220,596 patent/US9573905B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| MX2014002086A (es) | 2015-08-13 |
| US9573905B2 (en) | 2017-02-21 |
| US20150225351A1 (en) | 2015-08-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |