Use of nitrogen compounds quaternised with alkylene oxide and hydrocarbyl-substituted polycarboxylic acid as additives in fuels and lubricants
US-11912950-B2 · Feb 27, 2024 · US
US12577489B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12577489-B2 |
| Application number | US-202218700023-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 11, 2022 |
| Priority date | Oct 15, 2021 |
| Publication date | Mar 17, 2026 |
| Grant date | Mar 17, 2026 |
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A process dissolves or disperses asphaltenes from marine fuels by using at least one quaternary ammonium compound. A weight ratio of saturates to asphaltenes in the marine fuel is at least 4.0. A marine fuel is produced that includes saturates, aromatics, and asphaltenes in addition to at least one quaternary ammonium compound. Another process reduces or prevents fouling caused by asphaltenes in a marine fuel.
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The invention claimed is: 1 . A process, comprising: dissolving or dispersing asphaltenes in a marine fuel by adding at least one quaternary ammonium compound, the marine fuel comprising 5 to 70 wt % saturates (determined according to SARA analysis using TLC-FID, IP 469), 10 to 85 wt % aromatics (determined according to SARA analysis using TLC-FID, IP 469), and 1 to 30 wt % asphaltenes (determined according to ASTM D3279), with the proviso that a sum of the saturates, the aromatics, and the asphaltenes is less than 100 wt %, wherein a weight ratio of the saturates to the asphaltenes is at least 4.0. 2 . A marine fuel composition, comprising: 5 to 70 wt % saturates (determined according to SARA analysis using TLC-FID, IP 469), 10 to 85 wt % aromatics (determined according to SARA analysis using TLC-FID, IP 469), 1 to 30 wt % asphaltenes (determined according to ASTM D3279), and 50 to 2000 ppm by weight of at least one quaternary ammonium compound, wherein a weight ratio of the saturates to the asphaltenes is at least 4.0. 3 . A process for reducing or preventing fouling caused by asphaltenes in a marine fuel, the marine fuel comprising: 5 to 70 wt % saturates (determined according to SARA analysis using TLC-FID, IP 469), 10 to 85 wt % aromatics (determined according to SARA analysis using TLC-FID, IP 469), 1 to 30 wt % asphaltenes (determined according to ASTM D3279), and wherein a weight ratio of the saturates to the asphaltenes is at least 4.0, wherein the process comprises adding 50 to 2000 ppm by weight of at least one quaternary ammonium compound to the said marine fuel. 4 . The process according to claim 3 , wherein a potential total sediment (TSP) value, determined according to ISO 10307-2: 2009 (E), procedure A, of an unadditised marine fuel is reduced by at least 25% by adding the indicated amounts of the at least one quaternary ammonium compound to the said marine fuel. 5 . The process according to claim 1 , wherein the marine fuel is selected from the group consisting of ISO-F-DMX, DMA, DFA, DMZ, DFZ, and DFB, and ISO-F RMA, RMB, RMD, RME, RMG, and RMK according to DIN ISO 8217. 6 . The process according to claim 1 , wherein the marine fuel is selected from the group consisting of MGO (Marine gas oil), MDO (Marine diesel oil), IFO (Intermediate fuel oil), MFO (Marine fuel oil), HFO (Heavy fuel oil), IFO 380 (<3.5% sulphur)), IFO 180 (<3.5% sulphur)), LS 380 (<1.0% sulphur), LS 180 (<1.0% sulphur), LSMGO (<0.1% sulphur, and ULSMGO (sulphur 0.0015% max). 7 . The process according to claim 1 wherein the at least one quaternary ammonium compound is of a formula + NR 1 R 2 R 3 R 4 A − in which A − stands for an anion, and R 1 , R 2 , R 3 , R 4 , and R 5 independently of another are an organic residue with from 1 to 100 carbon atoms, substituted or unsubstituted, linear or branched alkyl, alkenyl or hydroxyalkyl residue with 1 to 100 carbon atoms, R 5 additionally may be substituted or unsubstituted cycloalkyl or aryl residues bearing 5 to 20 carbon atoms. 8 . The process according to claim 1 , wherein the at least one quaternary ammonium compound is of formula wherein in this formula PIB stands for a polyisobutenyl residue having a number average molecular weight M n of from 550 to 2300 g/mol, R stands for a C 1 - to C 4 -alkyl or hydroxy-C 1 - to C 4 -alkyl, and A − stands for an anion. 9 . The process according to claim 1 , wherein the at least one quaternary ammonium compound is of formula wherein in this formula PIB stands for a polyisobutenyl residue having a number average molecular weight M n of from 550 to 2300 g/mol, and R stands for a hydroxy-C 1 - to C 4 -alkyl. 10 . The process according to claim 1 , wherein the at least one quaternary ammonium compound is of formula wherein in this formula PIB stands for a polyisobutenyl residue having a number average molecular weight M n of from 550 to 2300 g/mol, R stands for an C 1 - to C 4 -alkyl or hydroxy-C 1 - to C 4 -alkyl, and A − stands for an anion. 11 . The process according to claim 1 , wherein the at least one quaternary ammonium compound is of formula wherein in this formula R a stands for C 1 -C 20 -alkyl, R b stands for a hydroxy-C 1 - to C 4 -alkyl, and A − stands for an anion. 12 . The process according to claim 1 , wherein the at least one quaternary ammonium compound is of formula wherein in this formula X i for i=1 to n and 1 to m are independently of another selected from the group consisting of —CH 2 —CH 2 —O—, —CH 2 —CH(CH 3 )—O—, —CH(CH 3 )—CH 2 —O—, —CH 2 —C(CH 3 ) 2 —O—, —C(CH 3 ) 2 —CH 2 —O—, —CH 2 —CH(C 2 H 5 )—O—, —CH(C 2 H 5 )—CH 2 —O— and —CH(CH 3 )—CH(CH 3 )—O—, m and n independently of another are positive integers, with the proviso that a sum (m+n) is from 2 to 50, R stands for an C 1 - to C 4 -alkyl, and A − stands for an anion. 13 . The process according to claim 1 , wherein the at least one quaternary ammonium compound is of formula wherein in this formula R a and R b independently of another stand for C 1 -C 20 -alkyl or hydroxy-C 1 - to C 4 -alkyl, and A − stands for an anion. 14 . The process according to claim 7 , wherein the marine fuel has a content of saturates according to IP 469 of at least 15 wt %. 15 . The process according to claim 1 , wherein the at least one quaternary ammonium compound is used in the marine fuel in amounts of from 20 to 5000 ppm by weight. 16 . The process according to claim 1 , wherein the marine fuel comprises: 10 to 50 wt % saturates, 30 to 70 wt % aromatics, and 5 to 20 wt % asphaltenes, and wherein the weight ratio of the saturates to the asphaltenes is at least 5.0. 17 . The marine fuel composition according to claim 2 , comprising: 10 to 50 wt % saturates, 30 to 70 wt % aromatics, 5 to 20 wt % asphaltenes, and 70 to 1000 ppm by weight of the at least one quaternary ammonium compound, and wherein the weight ratio of the saturates to the asphaltenes is at least 5.0. 18 . The process according to claim 3 , wherein the marine fuel comprises: 10 to 50 wt % saturates, 30 to 70 wt % aromatics, and 5 to 20 wt % asphaltenes, and wherein the weight ratio of the saturates to the asphaltenes is at least 5.0, and wherein the process comprises adding 70 to 1000 ppm by weight of the at least one quaternary ammonium compound to the said marine fuel. 19 . The process according to claim 3 , wherein the TSP value, determined according to ISO 10307-2:2009(E), procedure A, of the unadditised marine fuel is reduced by at least 40% by adding the indicated amounts of the at least one quaternary ammonium compound to the said marine fuel. 20 . The process according to claim 1 , wherein non-i
for diesel engines, e.g. automobiles, stationary, marine · CPC title
Middle or heavy distillates, heating oil, gasoil, marine fuels, residua · CPC title
obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds {(C10L1/221 takes precedence)} · CPC title
hydroxy containing (C10L1/221 takes precedence) · CPC title
(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates (C10L1/221 takes precedence) · CPC title
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