ES2633936T3 - Compuestos de nitrógeno transformados en cuaternarios con óxido de alquileno y ácidos policarboxílicos sustituidos con hidrocarbilo, como aditivos en combustibles y lubricantes - Google Patents

Compuestos de nitrógeno transformados en cuaternarios con óxido de alquileno y ácidos policarboxílicos sustituidos con hidrocarbilo, como aditivos en combustibles y lubricantes Download PDF

Info

Publication number
ES2633936T3
ES2633936T3 ES14729297.3T ES14729297T ES2633936T3 ES 2633936 T3 ES2633936 T3 ES 2633936T3 ES 14729297 T ES14729297 T ES 14729297T ES 2633936 T3 ES2633936 T3 ES 2633936T3
Authority
ES
Spain
Prior art keywords
hydrocarbyl
quaternized
quaternaries
fuels
lubricants
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.)
Active
Application number
ES14729297.3T
Other languages
English (en)
Inventor
Markus Hansch
Harald BÖHNKE
Wolfgang Grabarse
Ludwig Völkel
Maxim Peretolchin
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.)
BASF SE
Original Assignee
BASF SE
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=50928102&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ES2633936(T3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from EP13171057.6A external-priority patent/EP2811007A1/de
Application filed by BASF SE filed Critical BASF SE
Application granted granted Critical
Publication of ES2633936T3 publication Critical patent/ES2633936T3/es
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/08—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with only one hydroxy group and one amino group bound to the carbon skeleton
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • C10L1/1883—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom polycarboxylic acid
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
    • C10L1/2225—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/234—Macromolecular compounds
    • C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/06—Use of additives to fuels or fires for particular purposes for facilitating soot removal
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
    • C10M133/14—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/54—Amines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/56—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/06—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic nitrogen-containing compound
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L2200/00—Components of fuel compositions
    • C10L2200/02—Inorganic or organic compounds containing atoms other than C, H or O, e.g. organic compounds containing heteroatoms or metal organic complexes
    • C10L2200/0259—Nitrogen containing 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/0415—Light distillates, e.g. LPG, naphtha
    • C10L2200/0423—Gasoline
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/043—Kerosene, jet fuel
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/0438—Middle or heavy distillates, heating oil, gasoil, marine fuels, residua
    • C10L2200/0446—Diesel
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L2270/00—Specifically adapted fuels
    • C10L2270/02—Specifically adapted fuels for internal combustion engines
    • C10L2270/023—Specifically adapted fuels for internal combustion engines for gasoline engines
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • 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
    • 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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L2290/00—Fuel preparation or upgrading, processes or apparatus therefore, comprising specific process steps or apparatus units
    • C10L2290/24—Mixing, stirring of fuel components
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
    • C10M2207/127—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids polycarboxylic
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/26—Amines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/252—Diesel engines
    • C10N2040/253—Small diesel engines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • 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
    • Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
    • Y02T10/00—Road transport of goods or passengers
    • Y02T10/10—Internal combustion engine [ICE] based vehicles
    • Y02T10/12—Improving ICE efficiencies

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Combustion & Propulsion (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Lubricants (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Abstract

Uso de un producto de reacción que comprende un compuesto de nitrógeno cuaternizado, en donde el producto de reacción puede obtenerse mediante reacción de un compuesto de nitrógeno que puede ser cuaternizado, que contiene al menos un grupo amino que puede ser cuaternizado, en particular terciario con un agente de cuaternización, el cual convierte el al menos un grupo amino que puede ser cuaternizado, en particular terciario, en un grupo amonio cuaternario, en donde el agente de cuaternización es un epóxido de hidrocarbilo en combinación con un ácido policarboxílico libre sustituido con hidrocarbilo, como aditivo para combustible o para lubricante o como aditivo para gasolina.

Description

imagen1
imagen2
imagen3
imagen4
imagen5
imagen6
imagen7
imagen8
imagen9
5
10
15
20
25
30
35
40
en la que R6 posee los significados indicados anteriormente, es alcoxilado con un epóxido de la fórmula general III
imagen10
en la que R3 y R4 poseen los significados indicados anteriormente, en la que se obtiene un poliéter de la fórmula Ib-1;
imagen11
en la que R3, R4 y R6, A y n poseen los significados indicados anteriormente y
b) a continuación el poliéter de la fórmula Ib-1 así obtenido reacciona con una amina de la fórmula general
NH(R1)(R2) (VII)
en la que R1 y R2 poseen los significados indicados anteriormente,
en la que se obtiene una amina de la fórmula Ib-2.
Con ello, son compuestos de partida para la preparación de los anteriores compuestos de nitrógeno, que pueden ser cuaternizados, sustituidos con poliéter:
1) Alcoholes
como por ejemplo de la fórmula general V
R6-OH (V)
en la que R6 representa alquilo, alquenilo, cicloalquilo dado el caso insaturado una o varias veces, arilo, dado el caso sustituidos en cada caso, como por ejemplo con al menos un radical hidroxilo o radical alquilo, o interrumpido por al menos un heteroátomo;
y
2) Aminoalcanoles
como por ejemplo de la fórmula general II
(R1)(R2)N-A-OH (II)
en la que
R1 y R2 son iguales o diferentes y representan alquilo, alquenilo, hidroxialquilo, hidroxialquenilo, aminoalquilo o aminoalquenilo, o R1 y R2 representan juntos alquileno, oxialquileno o aminoalquileno; y A representa un radical alquileno o alquenileno de cadena recta o ramificada, el cual dado el caso está interrumpido por uno o varios heteroátomos, como N, O y S;
Como otros grupos adecuados de aminoalcoholes que pueden ser cuaternizados se mencionan compuestos elegidos de entre mono-o poliaminas sustituidas con hidroxialquilo con al menos un grupo amino primario, secundario o terciario que puede ser cuaternizado y al menos un grupo hidroxilo, el cual puede enlazarse con un radical con un poliéter.
En particular los compuestos de nitrógeno que pueden ser cuaternizados son elegidos de entre monoaminas primaria, secundarias y en particular terciarias sustituidas con hidroxialquilo y diaminas primarias, secundarias y en particular terciarias sustituidas con hidroxialquilo.
Son ejemplos de "mono-o poliaminas sustituidas con hidroxialquilo" adecuadas aquellas que están dotadas con al menos uno, como por ejemplo 1, 2, 3, 4, 5 o 6, sustituyentes hidroxialquilo.
Como ejemplos de "monoaminas sustituidas con hidroxialquilo" pueden mencionarse: N-hidroxialquilmonoaminas, N,N-dihidroxialquil-monoaminas y N,N,N-trihidroxialquil-monoaminas, en las que los grupos hidroxialquilo son iguales o diferentes y son además como se definió anteriormente. Hidroxialquilo representa al respecto en particular 2-hidroxietilo, 3-hidroxipropilo o 4-hidroxibutilo.
11
Por ejemplo pueden mencionarse las siguientes "poliaminas sustituidas con hidroxialquilo" y en particular "diaminas sustituidas con hidroxialquilo": (N-hidroxialquil)-alquilendiaminas, N,N-dihidroxialquil-alquilendiaminas, en las que los grupos hidroxialquilo son iguales o diferentes y son además como se definió anteriormente. Al respecto, hidroxialquilo representa en particular 2-hidroxietilo, 3-hidroxipropilo o 4-hidroxibutilo; alquileno representa al respecto en particular etileno, propileno o butileno.
En particular se mencionan los siguientes compuestos de nitrógeno que pueden ser cuaternizados:
NOMBRE
FÓRMULA
Alcoholes con amina primaria y secundaria
Etanolamina
imagen12
3-hidroxi-1-propilamina
imagen13
Dietanolamina
Diisopropanolamina
imagen14
N-(2-hidroxietil)etilendiamina
imagen15
Alcoholes con amina terciaria
Trietanolamina, (2,2I,2II -Nitrilotrietanol)
imagen16
1-(3-Hidroxipropil)imidazol
Tris(hidroximetil)amina
3-Dimetilamino-1-propanol
3-Dimetilamino-1-propanol
12
imagen17
imagen18
imagen19
imagen20
imagen21
imagen22
imagen23
NOMBRE
FÓRMULA
Etilendiamina
imagen24
1,2-propilendiamina
imagen25
1,3-propilendiamina
imagen26
Butilendiaminas isoméricas, como por ejemplo
imagen27
1,5-pentilendiamina
imagen28
Pentanodiaminas isoméricas, como por ejemplo
imagen29
Hexanodiaminas isoméricas, como por ejemplo
Heptanodiaminas isoméricas, como por ejemplo
imagen30
Di-y poliaminas con segundos átomos de N secundarios
Dietilentriamina (DETA)
imagen31
Dipropilentriamina (DPTA), 3,3’-iminobis(N,N-dimetilpropilamina)
imagen32
Trietilentetraamina (TETA)
imagen33
Tetraetilenpentaamina (TEPA)
imagen34
Pentaetilenhexaamina
imagen35
20
NOMBRE
FÓRMULA
N-Metil-3-amino-1-propilamina
imagen36
Bishexametilentriamina
imagen37
Aromáticas
Diaminobenzoles, como por ejemplo
imagen38
Diaminopiridinas, como por ejemplo
imagen39
Grupo 2:
NOMBRE
FÓRMULA
Heterociclos
1-(3-aminopropil)imidazol
imagen40
4-(3-aminopropil)-morfolina
imagen41
1-(2-aminoetilpiperidina)
imagen42
2-(1-piperazinil)etilamina (AEP)
imagen43
N-metilpiperazina
imagen44
Aminas con segundos átomos de N terciarios
21
imagen45
NOMBRE
FÓRMULA
Trietanolamina, (2,2I,2II -
Nitrilotrietanol)
1-(3-Hidroxipropil)imidazol
imagen46
Tris(hidroximetil)amina
3-Dimetilamino-1-propanol
3-Dimetilamino-1-propanol
2-Dimetilamino-1-etanol
4-Dietilamino-1-butanol
La reacción de los compuestos de ácido policarboxílico sustituidos con hidrocarbilo con el compuesto de nitrógeno que puede ser cuaternizado puede ocurrir bajo condiciones térmicas controladas, de modo que esencialmente no ocurra reacción de condensación. En particular es de observar entonces que no ocurra 5 formación de agua de reacción. En particular, una reacción así ocurre a una temperatura en el intervalo de 10 a 80, en particular 20 a 60 o 30 a 50 °C. Al respecto, la duración de la reacción puede estar en el intervalo de pocos minutos o algunas horas, como por ejemplo aproximadamente 1 minuto hasta aproximadamente 10 horas. Al respecto, la reacción puede ocurrir a aproximadamente 10,1 a 202,7 kPas de presión, pero en particular aproximadamente a presión normal. Por ejemplo es conveniente una atmósfera de gas inerte, como por ejemplo
10 nitrógeno.
En particular la reacción puede ocurrir también bajo temperaturas elevadas, que promueven una condensación, por ejemplo en el intervalo de o 90 a 100 °C o 100 a 170 °C. Al respecto, la duración de la reacción puede estar en el intervalo de pocos minutos o algunas horas, como por ejemplo aproximadamente 1 minuto hasta aproximadamente 10 horas. Al respecto, la reacción puede ocurrir a aproximadamente 10,1 a 202,7 kPas de
15 presión, pero en particular aproximadamente a presión normal.
Los reactivos están presentes en particular en cantidades aproximadamente equimolares, dado el caso es deseable un pequeño exceso molar, por ejemplo 0,05 a 0,5 veces, como por ejemplo 0,1 a 0,3 veces, del compuesto de ácido policarboxílico. En caso de ser necesario, los reactivos pueden estar presentes en un disolvente orgánico alifático o aromático inerte adecuado o una mezcla de ellos. Son ejemplos típicos por ejemplo 20 disolventes de la serie Solvesso, tolueno o xileno. El disolvente puede servir también por ejemplo para eliminar de la mezcla de reacción el agua de condensación, como azeótropo. En particular, sin embargo las reacciones son
23
imagen47
imagen48
imagen49
imagen50
imagen51
imagen52
imagen53
imagen54
imagen55
imagen56
imagen57
imagen58
imagen59
imagen60
imagen61
imagen62
imagen63
imagen64
imagen65
imagen66
Las condiciones más severas permiten la formación claramente más rápida de depósitos en los inyectores y con ello una determinación más rápida de pérdida de potencia, comparada con la de las condiciones estándar CEC F98-08: el motor fue operado por 4,28 h a carga completa (4.000) con combustible base según EN590 B7, sin aditivo de potencia, que contenía 3 mg/kg de Zn. En las siguientes tablas se resumen los resultados.
La pérdida de potencia en la DU es calculada como sigue:
imagen67
II. Limpieza:
Para la prueba de limpieza, abreviada a 8 h después del procedimiento CEC F-98-08 con 1 ppm de Zn en forma de una solución de didodecanoato de zinc y combustible base según combustible EN590 B7, sin aditivo de potencia, que contenía aditivos de acuerdo con la invención, se alcanzaron los resultados compilados en la siguiente tabla.
Se calcula la pérdida de potencia en la prueba CU, como sigue (un número negativo en la pérdida de potencia en la prueba CU significa aumento en la potencia)
imagen68
Prueba
Aditivo Potencia antes de la prueba, kW Potencia después de la prueba, kW Pérdida de potencia, %
Ensuciamiento (procedimiento acelerado),
3 ppm Zn 98,3 92,9 5,5
Limpieza, 8 horas, procedimiento abreviado de acuerdo con CEC F-98-08
1 ppm Zn y 33 ppm muestra según el Ejemplo de preparación 1 93,0 96,4 -3,6
Prueba
Aditivo Potencia antes de la prueba, Potencia después de la Pérdida de potencia, %
Ensuciamiento (procedimiento acelerado),
3 ppm Zn 94,8 90,5 4,5
Limpieza, 8 horas, procedimiento abreviado de acuerdo con CEC F-98-08
1 ppm Zn y 48 ppm muestra según el Ejemplo de preparación 7 90,0 93,3 -3,0
Ensuciamiento (procedimientos abreviado), carga completa
3 ppm Zn 94,7 90,8 4,1
Limpieza, 8 horas, procedimiento abreviado según CEC F-98-08
1 ppm Zn y 60 ppm muestra según el procedimiento de 90,4 94,5 -3,9
Ensuciamiento (procedimiento acelerado),
3 ppm Zn 93,8 90,2 3,8
Limpieza, 8 horas, procedimiento abreviado según CEC F-98-08
1 ppm Zn y 60 ppm muestra según el Ejemplo de preparación 13 91,8 94,6 -4,7
Los compuestos descritos de acuerdo con la invención son efectivos contra la formación de depósitos en motores 44
imagen69
imagen70
imagen71
imagen72
imagen73

Claims (1)

  1. imagen1
    imagen2
    imagen3
ES14729297.3T 2013-06-07 2014-06-06 Compuestos de nitrógeno transformados en cuaternarios con óxido de alquileno y ácidos policarboxílicos sustituidos con hidrocarbilo, como aditivos en combustibles y lubricantes Active ES2633936T3 (es)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
EP13171057 2013-06-07
EP13171057.6A EP2811007A1 (de) 2013-06-07 2013-06-07 Verwendung mit Alkylenoxid und Hydrocarbyl-substituierter Polycarbonsäure quaternisierter Alkylamine als Additive in Kraft- und Schmierstoffen
EP14151379 2014-01-16
EP14151379 2014-01-16
PCT/EP2014/061834 WO2014195464A1 (de) 2013-06-07 2014-06-06 Verwendung mit alkylenoxid und hydrocarbyl-substituierter polycarbonsäure quaternisierter stickstoffverbindungen als additive in kraft- und schmierstoffen

Publications (1)

Publication Number Publication Date
ES2633936T3 true ES2633936T3 (es) 2017-09-26

Family

ID=50928102

Family Applications (3)

Application Number Title Priority Date Filing Date
ES17159412T Active ES2829274T3 (es) 2013-06-07 2014-06-06 Compuestos de nitrógeno cuaternizados con óxido de alquileno y ácido policarboxílico sustituido con hidrocarbilo y su uso como aditivo en carburantes y lubricantes
ES14729297.3T Active ES2633936T3 (es) 2013-06-07 2014-06-06 Compuestos de nitrógeno transformados en cuaternarios con óxido de alquileno y ácidos policarboxílicos sustituidos con hidrocarbilo, como aditivos en combustibles y lubricantes
ES19213293T Active ES2944716T3 (es) 2013-06-07 2014-06-06 Uso de compuestos de nitrógeno cuaternizados con óxido de alquileno y ácido policarboxílico sustituido con hidrocarbilo como aditivos en carburantes y lubricantes

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES17159412T Active ES2829274T3 (es) 2013-06-07 2014-06-06 Compuestos de nitrógeno cuaternizados con óxido de alquileno y ácido policarboxílico sustituido con hidrocarbilo y su uso como aditivo en carburantes y lubricantes

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES19213293T Active ES2944716T3 (es) 2013-06-07 2014-06-06 Uso de compuestos de nitrógeno cuaternizados con óxido de alquileno y ácido policarboxílico sustituido con hidrocarbilo como aditivos en carburantes y lubricantes

Country Status (12)

Country Link
US (5) US20160130514A1 (es)
EP (4) EP3205705B1 (es)
KR (1) KR102271403B1 (es)
CN (1) CN105849238B (es)
AU (2) AU2014276831B2 (es)
CA (1) CA2914279C (es)
ES (3) ES2829274T3 (es)
HU (1) HUE051178T2 (es)
MY (2) MY170788A (es)
PL (3) PL3004294T3 (es)
RU (1) RU2690497C2 (es)
WO (1) WO2014195464A1 (es)

Families Citing this family (50)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL3004294T3 (pl) 2013-06-07 2017-10-31 Basf Se Alkiloamina czwartorzędowana tlenkiem alkilenu i podstawionym hydrokarbylem kwasem polikarboksylowym jako dodatki w paliwach silnikowych i smarach
JP2016526599A (ja) 2013-07-12 2016-09-05 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 燃料油及びガソリン燃料からの水の分離を改良又は促進するための、ヒドロカルビル置換したジカルボン酸の使用
TR201808382T4 (tr) * 2013-07-26 2018-07-23 Innospec Ltd İç dizel enjektör birikintilerinin (IDID) azaltılması.
GB201313423D0 (en) 2013-07-26 2013-09-11 Innospec Ltd Compositions and methods
US10240100B2 (en) 2014-01-29 2019-03-26 Basf Se Corrosion inhibitors for fuels and lubricants
WO2015113681A1 (de) 2014-01-29 2015-08-06 Basf Se Polycarbonsäure-basierte additive für kraft und schmierstoffe
GB201413355D0 (en) 2014-07-28 2014-09-10 Innospec Ltd Compositons and methods
US20180251692A1 (en) * 2015-07-15 2018-09-06 Basf Se Use of corrosion inhibitors for fuels and lubricants
EP3322775B1 (de) 2015-07-16 2021-10-27 Basf Se Verwendung von copolymeren in direkteinspritzenden verbrennungsmotoren
KR102653308B1 (ko) * 2015-12-02 2024-03-29 더루브리졸코오퍼레이션 짧은 탄화수소 꼬리를 지니는 초저분자량 이미드 함유 사차 암모늄 염
WO2017144376A1 (de) * 2016-02-23 2017-08-31 Basf Se MIT ALKYLENOXID UND HYDROCARBYL-SUBSTITUIERTER POLYCARBONSÄURE QUATERNISIERTER STICKSTOFFVERBINDUNGEN ALS REIBVERSCHLEIß-VERMINDERNDER ZUSATZ ZU KRAFTSTOFFEN
PT3481920T (pt) * 2016-07-05 2021-11-10 Basf Se Utilização de inibidores de corrosão para combustíveis e lubrificantes
WO2018007486A1 (de) * 2016-07-07 2018-01-11 Basf Se Polymere als additive für kraft und schmierstoffe
WO2018108534A1 (de) 2016-12-15 2018-06-21 Basf Se Polymere als dieselkraftstoffadditive für direkteinspritzende dieselmotoren
CA3056546A1 (en) * 2017-03-30 2018-10-04 Innospec Limited Method and use
GB201705091D0 (en) * 2017-03-30 2017-05-17 Innospec Ltd Compositions and methods and uses relating thereto
JP7033949B2 (ja) * 2017-04-04 2022-03-11 デクセリアルズ株式会社 イオン液体、磁気記録媒体用潤滑剤、及び磁気記録媒体
WO2018186040A1 (ja) * 2017-04-04 2018-10-11 デクセリアルズ株式会社 イオン液体、磁気記録媒体用潤滑剤、及び磁気記録媒体
US10011795B1 (en) * 2017-12-27 2018-07-03 Afton Chemical Corporation Fuel additive mixtures and fuels containing them
GB201805238D0 (en) 2018-03-29 2018-05-16 Innospec Ltd Composition, method and use
US10308888B1 (en) * 2018-06-15 2019-06-04 Afton Chemical Corporation Quaternary ammonium fuel additives
WO2020260062A1 (en) 2019-06-26 2020-12-30 Basf Se New additive packages for gasoline fuels
US11008526B2 (en) 2019-07-23 2021-05-18 Croda Inc. Demulsifier for quaternary ammonium salt containing fuels
WO2021063733A1 (en) 2019-09-30 2021-04-08 Basf Se Use of nitrogen compounds quaternised with alkylene oxide and hydrocarbyl-substituted polycarboxylic acid as additives in fuels and lubricants
CN111087313B (zh) * 2019-12-18 2023-04-07 联泓(江苏)新材料研究院有限公司 一种季铵盐类聚合物及其制备方法和应用
EP3940043B1 (de) 2020-07-14 2023-08-09 Basf Se Korrosionsinhibitoren für kraft- und schmierstoffe
EP3945126B1 (en) 2020-07-31 2024-03-13 Basf Se Dehazing compositions for fuels
WO2022096310A1 (en) 2020-11-04 2022-05-12 Basf Se Aqueous emulsifier package with anionic surfactant for fuel emulsion
EP4247921A1 (en) 2020-11-20 2023-09-27 Basf Se Mixtures for improving or boosting the separation of water from fuels
US20240084208A1 (en) 2020-12-16 2024-03-14 Basf Se New mixtures for improving the stability of additive packages
WO2022161803A1 (en) 2021-01-27 2022-08-04 Basf Se Branched primary alkyl amines as additives for gasoline fuels
CN113030444A (zh) * 2021-03-25 2021-06-25 上海润凯油液监测有限公司 润滑油相容性测定法
PL4074810T3 (pl) 2021-04-15 2024-04-15 Basf Se Nowe kompozycje do zmniejszania krystalizacji kryształów parafin w paliwach
KR20230170914A (ko) 2021-04-22 2023-12-19 바스프 에스이 고무 중 첨가제로서의 폴리이소부텐 유도체
EP4105301A1 (en) 2021-06-15 2022-12-21 Basf Se New gasoline additive packages
WO2022263244A1 (en) 2021-06-16 2022-12-22 Basf Se Quaternized betaines as additives in fuels
US11999917B2 (en) 2021-08-25 2024-06-04 Afton Chemical Corporation Mannich-based quaternary ammonium salt fuel additives
US12012564B2 (en) 2021-08-25 2024-06-18 Afton Chemical Corporation Mannich-based quaternary ammonium salt fuel additives
EP4163353A1 (de) 2021-10-06 2023-04-12 Basf Se Verfahren zur verringerung von ablagerungen auf einlassventilen
EP4166631A1 (en) 2021-10-15 2023-04-19 Basf Se Process for reduction of asphaltenes from marine fuels
EP4166630A1 (en) 2021-10-15 2023-04-19 Basf Se Process for reduction of asphaltenes from marine fuels
WO2023117950A1 (en) 2021-12-21 2023-06-29 Basf Se Chemical product with environmental attributes
WO2023137304A2 (en) * 2022-01-11 2023-07-20 Mighty Pipeline, Inc. Ammonia-hydrocarbon fuel compositions, methods of use, and systems thereof
EP4269541A1 (en) 2022-04-29 2023-11-01 Basf Se New mixtures for improving or boosting the separation of water from fuels
WO2024061760A1 (de) 2022-09-23 2024-03-28 Basf Se Verminderung der kristallisation von paraffinen in kraftstoffen
DE102022131356A1 (de) 2022-11-28 2023-01-12 Basf Se Formamidine als Kraftstoffadditive
DE102022131890A1 (de) 2022-12-01 2023-01-26 Basf Se Guanidinderivate als Kraftstoffadditive
EP4382588A1 (de) 2022-12-06 2024-06-12 Basf Se Additive zur verbesserung der thermischen stabilität von kraftstoffen
DE102022132342A1 (de) 2022-12-06 2023-01-26 Basf Se Guanidiniumsalze als Kraftstoffadditive
US11884890B1 (en) 2023-02-07 2024-01-30 Afton Chemical Corporation Gasoline additive composition for improved engine performance

Family Cites Families (93)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE838918C (de) 1950-08-22 1952-05-15 Siemens Ag Anlasshilfsvorrichtung fuer elektrische Antriebe schwer anlaufender Maschinen
DE1271877B (de) 1963-04-23 1968-07-04 Lubrizol Corp Schmieroel
NL296139A (es) 1963-08-02
NL145565B (nl) 1965-01-28 1975-04-15 Shell Int Research Werkwijze ter bereiding van een smeermiddelcompositie.
US3574576A (en) 1965-08-23 1971-04-13 Chevron Res Distillate fuel compositions having a hydrocarbon substituted alkylene polyamine
FR2039273B1 (es) 1969-04-18 1975-03-07 Ja
GB1316423A (en) 1969-05-14 1973-05-09 Gkn Transmissions Ltd Change-speed gearing
US3755433A (en) 1971-12-16 1973-08-28 Texaco Inc Ashless lubricating oil dispersant
GB1434724A (en) 1972-04-17 1976-05-05 Rech Et Dapplications Scient S Spasmolytic medicines comprising a vidiquil derivative
GB1445993A (en) 1973-06-27 1976-08-11 Exxon Research Engineering Co Lubricating oil compositions
GB1483729A (en) 1973-09-13 1977-08-24 Shell Int Research Process for the preparation of an alkylsuccinic acid or the anhydride thereof
GB1460999A (en) 1973-11-07 1977-01-06 Lubrizol Corp Salts of mannich bases or derivatives thereof and liquid hydrocarbon fuels containing them
US4171959A (en) 1977-12-14 1979-10-23 Texaco Inc. Fuel composition containing quaternary ammonium salts of succinimides
US4234435A (en) 1979-02-23 1980-11-18 The Lubrizol Corporation Novel carboxylic acid acylating agents, derivatives thereof, concentrate and lubricant compositions containing the same, and processes for their preparation
US4248719A (en) 1979-08-24 1981-02-03 Texaco Inc. Quaternary ammonium salts and lubricating oil containing said salts as dispersants
US4464182A (en) 1981-03-31 1984-08-07 Exxon Research & Engineering Co. Glycol ester flow improver additive for distillate fuels
JPS58138791A (ja) 1982-02-10 1983-08-17 Nippon Oil & Fats Co Ltd 燃料油用流動性向上剤
EP0098802B1 (de) 1982-07-05 1987-11-04 BASF Aktiengesellschaft Verfahren zur Herstellung von quartären Ammoniumsalzen
US4621141A (en) 1984-04-26 1986-11-04 Mobil Oil Corporation Additives for improving low temperature characteristics of fuels and method for use thereof
JPS6112197A (ja) 1984-06-27 1986-01-20 Matsushita Electric Ind Co Ltd 映像表示装置
US4690687A (en) 1985-08-16 1987-09-01 The Lubrizol Corporation Fuel products comprising a lead scavenger
DE3611230A1 (de) 1986-04-04 1987-10-08 Basf Ag Polybutyl- und polyisobutylamine, verfahren zu deren herstellung und diese enthaltende kraft- und schmierstoffzusammensetzungen
IN184481B (es) 1986-09-24 2000-08-26 Exxon Chemical Patents Inc
GB8712442D0 (en) 1987-05-27 1987-07-01 Exxon Chemical Patents Inc Diesel fuel composition
ATE74620T1 (de) 1987-09-15 1992-04-15 Basf Ag Kraftstoffe fuer ottomotoren.
DE3732908A1 (de) 1987-09-30 1989-04-13 Basf Ag Polyetheramine enthaltende kraftstoffe fuer ottomotoren
US4839068A (en) * 1987-10-01 1989-06-13 The Lubrizol Corporation Polysuccinate esters and lubricating compositions comprising same
US4877416A (en) 1987-11-18 1989-10-31 Chevron Research Company Synergistic fuel compositions
US4849572A (en) 1987-12-22 1989-07-18 Exxon Chemical Patents Inc. Process for preparing polybutenes having enhanced reactivity using boron trifluoride catalysts (PT-647)
US4904401A (en) 1988-06-13 1990-02-27 The Lubrizol Corporation Lubricating oil compositions
DE3826308A1 (de) 1988-08-03 1990-02-08 Mids Magnet Inf Datensyst Gmbh Ausweiskarte
DE3826608A1 (de) 1988-08-05 1990-02-08 Basf Ag Polyetheramine oder polyetheraminderivate enthaltende kraftstoffe fuer ottomotoren
DE3838918A1 (de) 1988-11-17 1990-05-23 Basf Ag Kraftstoffe fuer verbrennungsmaschinen
GB8907801D0 (en) 1989-04-06 1989-05-17 Exxon Chemical Patents Inc Improved fuel oil compositions
DE4030164A1 (de) 1990-09-24 1992-03-26 Basf Ag Kraftstoffe fuer verbrennungsmotoren und schmierstoffe enthaltende hochmolekulare aminoalkohole
DE4142241A1 (de) 1991-12-20 1993-06-24 Basf Ag Kraftstoffe fuer ottomotoren
GB9204709D0 (en) 1992-03-03 1992-04-15 Exxon Chemical Patents Inc Additives for oils
DE4208756A1 (de) 1992-03-19 1993-09-23 Basf Ag Diaminoalkane, verfahren zu deren herstellung sowie kraftstoffe und schmierstoffe, enthaltend die diaminoalkane
DE4214810A1 (de) 1992-05-04 1993-11-11 Basf Ag µ-Aminonitrile und N-Alkyl-1,3-propylendiamine sowie deren Verwendung als Kraft- und Schmierstoffadditive
DE4309074A1 (de) 1993-03-20 1994-09-22 Basf Ag Als Kraftstoffadditiv geeignete Mischungen
DE4309271A1 (de) 1993-03-23 1994-09-29 Basf Ag Kraftstoffadditive, Verfahren zu ihrer Herstellung sowie Kraftstoffe für Ottomotoren, enthaltend die Additive
DE4313088A1 (de) 1993-04-22 1994-10-27 Basf Ag Poly-1-n-alkenamine und diese enthaltende Kraft- und Schmierstoffzusammensetzungen
DE4319672A1 (de) 1993-06-14 1994-12-15 Basf Ag Verfahren zur Herstellung von Polyisobutylbernsteinsäureanhydriden
DE4325237A1 (de) 1993-07-28 1995-02-02 Basf Ag Verfahren zur Herstellung von Alkoxylierungsprodukten in Gegenwart von mit Additiven modifizierten Mischhydroxiden
AT400149B (de) 1993-08-17 1995-10-25 Oemv Ag Additiv für unverbleite ottokraftstoffe sowie dieses enthaltender kraftstoff
DE4425835A1 (de) 1994-07-21 1996-01-25 Basf Ag Verwendung von Umsetzungsprodukten aus Polyolefinen und Stickoxiden oder Gemischen aus Stickoxiden und Sauerstoff als Additive für Kraftstoffe
DE4425834A1 (de) 1994-07-21 1996-01-25 Basf Ag Umsetzungsprodukte aus Polyisobutenen und Stickoxiden oder Gemischen aus Stickoxiden und Sauerstoff und ihre Verwendung als Kraft- und Schmierstoffadditive
DE4432038A1 (de) 1994-09-09 1996-03-14 Basf Ag Polyetheramine enthaltende Kraftstoffe für Ottomotoren
US5569644A (en) 1995-05-18 1996-10-29 The Lubrizol Corporation Additive combinations for lubricants and functional fluids
DE19519042A1 (de) 1995-05-24 1996-11-28 Basf Ag Herstellung von Polyalkenylbernsteinsäure-Derivaten und ihre Verwendung als Kraft- und Schmierstoffadditive
DE19525938A1 (de) 1995-07-17 1997-01-23 Basf Ag Verfahren zur Herstellung von organischen Stickstoffverbindungen, spezielle organische Stickstoffverbindungen und Mischungen aus solchen Verbindungen sowie deren Verwendung als Kraft- und Schmierstoffadditive
DE19620262A1 (de) 1996-05-20 1997-11-27 Basf Ag Verfahren zur Herstellung von Polyalkenaminen
FR2751982B1 (fr) 1996-07-31 2000-03-03 Elf Antar France Additif d'onctuosite pour carburant moteurs et composition de carburants
GB9618546D0 (en) 1996-09-05 1996-10-16 Bp Chemicals Additives Dispersants/detergents for hydrocarbons fuels
IT1291919B1 (it) 1997-05-30 1999-01-21 Sigma Tau Ind Farmaceuti Sali idrosolubili dell'acido dodecandioico e composizioni farmaceutiche e nutrizionali contenenti tali sali
US6165235A (en) 1997-08-26 2000-12-26 The Lubrizol Corporation Low chlorine content compositions for use in lubricants and fuels
DE19754039A1 (de) 1997-12-05 1999-06-24 Basf Ag Verfahren zur Herstellung von Ethylencopolymeren in segmentierten Rohrreaktoren und Verwendung der Copolymere als Fließverbesserer
US6143038A (en) 1998-04-27 2000-11-07 Takemoto Yushi Kabushiki Kaisha Agents for and methods of processing synthetic fibers
GB9827366D0 (en) 1998-12-11 1999-02-03 Exxon Chemical Patents Inc Macromolecular materials
DE19905211A1 (de) 1999-02-09 2000-08-10 Basf Ag Kraftstoffzusammensetzung
DE19948111A1 (de) 1999-10-06 2001-04-12 Basf Ag Verfahren zur Herstellung Polyisobutenphenol-haltiger Mannichaddukte
DE19948114A1 (de) 1999-10-06 2001-04-12 Basf Ag Verfahren zur Herstellung Polyisobutenphenol-haltiger Mannichaddukte
CA2403573A1 (en) 2000-03-31 2001-10-04 James R. Ketcham Fuel additive composition for improving delivery of friction modifier
DE10102913A1 (de) 2001-01-23 2002-07-25 Basf Ag Alkoxylierte Alkyphenole und deren Verwendung in Kraft- und Schmierstoffen
US6784317B2 (en) 2001-05-02 2004-08-31 Mitsubishi Gas Chemical Company, Inc Production of quaternary ammonium salt of hydroxycarboxylic acid and quarternary ammonium salt of inorganic acid
DE10243361A1 (de) 2002-09-18 2004-04-01 Basf Ag Alkoxylatgemische und diese enthaltende Waschmittel
RU2226206C2 (ru) * 2002-06-06 2004-03-27 Открытое акционерное общество "Ачинский нефтеперерабатывающий завод ВНК" Добавка к бензину, топливная композиция
DE10247795A1 (de) 2002-10-14 2004-04-22 Basf Ag Verwendung von Hydrocarbylvinyletherhomopolymeren zur Verbesserung der Wirkung von Kaltfliessverbesserern
DE10356595A1 (de) 2003-12-04 2005-06-30 Basf Ag Brennstoffölzusammensetzungen mit verbesserten Kaltfließeigenschaften
BRPI0611987B1 (pt) * 2005-06-16 2016-04-05 Lubrizol Corp composição que compreende um sal de amônio quaternário e método para abastecer um motor de combustão interna
US20080113890A1 (en) 2006-11-09 2008-05-15 The Lubrizol Corporation Quaternary Ammonium Salt of a Polyalkene-Substituted Amine Compound
WO2008138336A2 (en) 2007-05-10 2008-11-20 Lars Barthold Nielsen Apparatus for exploiting reciprocating motion of water
WO2008138836A2 (de) 2007-05-11 2008-11-20 Basf Se Verfahren zur herstellung von polyisobutylbernsteinsäureanhydriden
EP2033945A1 (en) 2007-09-06 2009-03-11 Infineum International Limited Quaternary ammonium salts
SG176084A1 (en) 2009-05-15 2011-12-29 Lubrizol Corp Quaternary ammonium amide and/or ester salts
GB201003973D0 (en) * 2010-03-10 2010-04-21 Innospec Ltd Fuel compositions
ES2535192T3 (es) * 2010-07-06 2015-05-06 Basf Se Compuestos de nitrógeno cuaternizados libres de ácido y su uso como aditivos en combustibles y lubricantes
US9006158B2 (en) * 2010-12-09 2015-04-14 Basf Se Polytetrahydrobenzoxazines and bistetrahydrobenzoxazines and use thereof as a fuel additive or lubricant additive
WO2012162282A1 (en) * 2011-05-26 2012-11-29 The Lubrizol Corporation Stabilized blends containing friction modifiers
EP2540808A1 (de) 2011-06-28 2013-01-02 Basf Se Quaternisierte Stickstoffverbindungen und deren Verwendung als Additive in Kraft- und Schmierstoffen
EP2758498A1 (en) * 2011-09-23 2014-07-30 The Lubrizol Corporation Quaternary ammonium salts in heating oils
EP2589647A1 (de) 2011-11-04 2013-05-08 Basf Se Quaternisierte Polyetheramine und deren Verwendung als Additive in Kraft- und Schmierstoffen
US20130225463A1 (en) 2011-11-04 2013-08-29 Markus Hansch Quaternized polyether amines and their use as additive for fuels and lubricants
US9574149B2 (en) 2011-11-11 2017-02-21 Afton Chemical Corporation Fuel additive for improved performance of direct fuel injected engines
CA2789907A1 (en) 2011-11-11 2013-05-11 Afton Chemical Corporation Fuel additive for improved performance of direct fuel injected engines
EP2604674A1 (de) 2011-12-12 2013-06-19 Basf Se Verwendung quaternisierter Alkylamine als Additive in Kraft- und Schmierstoffen
BR112015008939A2 (pt) 2012-10-23 2017-07-04 Basf Se uso de um produto de reação
US8915977B2 (en) * 2013-04-26 2014-12-23 Afton Chemical Corporation Gasoline fuel composition for improved performance in fuel injected engines
PL3004294T3 (pl) * 2013-06-07 2017-10-31 Basf Se Alkiloamina czwartorzędowana tlenkiem alkilenu i podstawionym hydrokarbylem kwasem polikarboksylowym jako dodatki w paliwach silnikowych i smarach
GB201313423D0 (en) 2013-07-26 2013-09-11 Innospec Ltd Compositions and methods
CN107547591A (zh) 2016-06-27 2018-01-05 中兴通讯股份有限公司 升级服务器、机顶盒、机顶盒升级文件下发方法及系统
KR102091924B1 (ko) * 2018-04-19 2020-03-20 백경파 도로의 충격흡수 받침대
EP3826608A1 (en) 2018-07-23 2021-06-02 Translate Bio, Inc. Dry power formulations for messenger rna

Also Published As

Publication number Publication date
HUE051178T2 (hu) 2021-03-01
US10676685B2 (en) 2020-06-09
CN105849238A (zh) 2016-08-10
US20200255755A1 (en) 2020-08-13
US20190367828A1 (en) 2019-12-05
EP3205705B1 (de) 2020-08-12
US10407634B2 (en) 2019-09-10
KR102271403B1 (ko) 2021-06-30
EP3653689B1 (de) 2023-03-29
US11912950B2 (en) 2024-02-27
AU2017203096B2 (en) 2018-04-05
EP3205705A1 (de) 2017-08-16
EP3653689A1 (de) 2020-05-20
US20160130514A1 (en) 2016-05-12
CA2914279A1 (en) 2014-12-11
RU2690497C2 (ru) 2019-06-04
AU2017203096A1 (en) 2017-06-01
PL3653689T3 (pl) 2023-08-07
PL3004294T3 (pl) 2017-10-31
CN105849238B (zh) 2017-08-15
KR20160015386A (ko) 2016-02-12
ES2944716T3 (es) 2023-06-23
ES2829274T3 (es) 2021-05-31
RU2015156745A (ru) 2017-07-14
RU2015156745A3 (es) 2018-04-04
EP3004294A1 (de) 2016-04-13
US11111449B2 (en) 2021-09-07
AU2014276831A1 (en) 2015-12-24
MY186439A (en) 2021-07-22
CA2914279C (en) 2023-02-28
EP3004294B1 (de) 2017-04-19
US20170342340A1 (en) 2017-11-30
MY170788A (en) 2019-08-28
WO2014195464A1 (de) 2014-12-11
EP4190882A1 (de) 2023-06-07
US20210363451A1 (en) 2021-11-25
PL3205705T3 (pl) 2021-01-11
AU2014276831B2 (en) 2017-06-08

Similar Documents

Publication Publication Date Title
ES2633936T3 (es) Compuestos de nitrógeno transformados en cuaternarios con óxido de alquileno y ácidos policarboxílicos sustituidos con hidrocarbilo, como aditivos en combustibles y lubricantes
ES2655470T3 (es) Compuestos de nitrógeno cuaternizados libres de ácido y su uso como aditivos en combustibles y lubricantes
ES2883398T3 (es) Uso de derivados especiales de compuestos nitrogenados cuaternizados como aditivos en los combustibles
ES2719729T3 (es) Sales de amonio cuaternarias que contienen un amida/éster de bajo peso molecular
EP1960500B1 (en) Fuel additive concentrate composition and fuel composition and method thereof
ES2671776T3 (es) Composición y método
JP2013532163A5 (es)
ES2766252T3 (es) Uso de compuestos fenólicos polinucleares como estabilizantes
RU2017103487A (ru) Четвертичные аммониевые соединения и их применение в качестве присадок к топливу или смазочным материалам
RU2018104097A (ru) Циклические четвертичные аммониевые соли в качестве присадок к топливу или смазочным материалам
ES2365353T3 (es) Uso de tretrahidrobenzoxazinas como antioxidantes.
RU2012137255A (ru) Топливная композиция
JPS6019795B2 (ja) 潤滑油組成物
KR20140143353A (ko) 모노 또는 디알칸올 아미드들의 제조방법
JP2005023321A (ja) 燃料オイル組成物
EP2835414B1 (en) Use of lubricating oil additive composition
BRPI0809048A2 (pt) Concentrado de aditivo de combustível, modificador de fricção, composição de combustível e método para abastecer combustível a um motor de combustão interna
US20160319212A1 (en) Stabilized blends containing antioxidants
BR112020026651A2 (pt) Composições, usos e métodos para melhorar as propriedades de baixa temperatura de um combustível destilado médio
CA2763575A1 (en) Improvements in efficiency
EP3601497B1 (en) Composition, method and use
JP2014533760A (ja) アミン混合物
ES2749879T3 (es) Composición de diésel y proceso para mejorar la estabilidad a la oxidación de biodiésel
US4105417A (en) Fuel additive
KR20140045441A (ko) 마찰조정제를 함유하는 안정화된 블렌드