Hydrocarbyl soluble quaternary ammonium carboxylates and fuel compositions containing them
US-2015376524-A1 · Dec 31, 2015 · US
US11685871B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11685871-B2 |
| Application number | US-202217728378-A |
| Country | US |
| Kind code | B2 |
| Filing date | Apr 25, 2022 |
| Priority date | Jul 19, 2019 |
| Publication date | Jun 27, 2023 |
| Grant date | Jun 27, 2023 |
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The present disclosure relates to a method of reducing regeneration frequency of a diesel particulate filter in a vehicle combusting diesel fuel. The method includes combusting a diesel fuel in a vehicle engine having a diesel particulate filter and wherein the diesel particulate filter requires regeneration thereof. The diesel fuel has less than about 50 ppmw of sulfur and one or more select additives to reduce a measured frequency of regeneration of the diesel particulate filter.
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What is claimed is: 1. A method of reducing measured regeneration frequency of a diesel particulate filter in a vehicle combusting diesel fuel, the method comprising: (a) combusting a diesel fuel in a vehicle engine, wherein the vehicle includes a diesel particulate filter associated with the engine and wherein the diesel particulate filter requires regeneration thereof, the diesel fuel having less than about 50 ppm of sulfur and one or more additives selected from a quaternary ammonium cationic salt obtained from amines or polyamines and dialkyl oxalate, alkyl salicylate, or a combination thereof; having the structure of Formula VII: [(R 18 )(R 19 )N—(CH 2 ) n —X m —(CH 2 ) n —X m —(CH 2 ) n —N ⊕ (R 15 )(R 16 )(R 17 )]M ⊖ (Formula VII) wherein each X is a bivalent moiety selected from the group consisting of —O—, —N(R 20 )—, —C(O)—, —C(O)O—, or —C(O)NR 20 ; each R 15 , R 16 , and R 17 are independently alkyl groups containing 1 to 8 carbon atoms; R 18 and R 19 are independently selected from an alkyl group, acyl group, or a hydrocarbyl substituted acyl group, the hydrocarbyl substituent of one or both of R 18 and R 19 having a number average molecular weight of about 700 or greater; R 20 is independently a hydrogen or a group selected from C 1-6 aliphatic, phenyl, or alkylphenyl; each m is independently an integer of 0 or 1 with at least one m being 1; each n is independently an integer of 1 to 10; and M ⊖ is a carboxylate; (b) regenerating the diesel particulate filter while combusting the diesel fuel; and (c) comparing the frequency of regeneration of the diesel particulate filter when combusting the diesel fuel comprising the one or more additives with the frequency of regeneration of the diesel particulate filter when combusting a diesel fuel which is devoid of the one or more additives; wherein the frequency of regenerations per 1000 miles of the diesel particulate filter when combusting the diesel fuel comprising the one or more additives is lower than a frequency of regenerations per 1000 miles of the diesel particulate filter when combusting a diesel fuel in the engine devoid of the one or more additives. 2. The method of claim 1 , wherein the carboxylate of Formula VII is oxalate, salicylate, or combinations thereof. 3. The method of claim 2 , wherein X of Formula VII is —O— or —NH—. 4. The method of claim 3 , wherein the amine used to form the quaternary ammonium cationic salt additive has the structure of Formula VIII H 2 N—(CH 2 ) n —X m —(CH 2 ) n —X m —(CH 2 ) n —N(R 15 )(R 16 ) (Formula VIII) wherein each X is a bivalent moiety selected from the group consisting of —O—, —N(R 20 )—, —C(O)—, —C(O)O—, or —C(O)NR 20 ; each R 15 and R 16 , are independently alkyl groups containing 1 to 8 carbon atoms; each m is independently an integer of 0 or 1 with at least one m being 1; each n is independently an integer of 1 to 10. 5. The method of claim 4 , wherein X is an oxygen atom or nitrogen atom. 6. The method of claim 4 , wherein X is an oxygen atom. 7. The method of claim 4 , wherein the quaternary ammonium cationic salt additive of Formula VII is derived from 3-(2-(dimethylamino)ethoxy)propylamine, N,N-dimethyl dipropylenetriamine, or mixtures thereof. 8. The method of claim 1 , wherein R 18 and R 19 of Formula VII, together with the nitrogen atom to which they are attached, combine to form a hydrocarbyl substituted succinimide. 9. The method of claim 8 , wherein the hydrocarbyl substituent has a number average molecular weight of about 700 to about 2,500. 10. The method of claim 1 , wherein X is an oxygen atom and wherein R 18 and R 19 of Formula VI, together with the nitrogen atom to which they are attached, combine to form a hydrocarbyl substituted succinimide with the hydrocarbyl substituent having a number average molecular weight of about 700 to about 1,500 as measured by GPC using polystyrene as a calibration reference. 11. The method of claim 1 , wherein M is derived from dimethyl oxalate, methyl salicylate, or combinations thereof. 12. The method of claim 1 , further comprising the alkoxylated phenol polymer (v) having the general structure of Formula XII: (R 28 ) p —PH—(CH 2 ) m —C(O)O-(AO) 1 —R 29 (Formula XII) wherein PH is a phenyl group optionally substituted with R 28 groups where each R 28 is independently a C1 to C4 alkyl or alkoxy group; R 29 is a C1 to C10 linear or branched alkyl group; AO is an alkylene oxide derived group. 13. The method of claim 12 , wherein n is an integer that may range from 1 to 100; m may be an integer of 1 or 2; and p is an integer of 0, 1 or 2; and wherein R 28 and/or R 29 is a branched alkyl group selected from iso-propyl (prop-2-yl), sec-butyl (but-2-yl), iso-butyl (2-methyl-prop1-yl) and/or tert-butyl group, or a 2-ethyl hexyl group, or combinations thereof. 14. The method of claim 1 , wherein the diesel fuel includes about 5 ppmv to about 150 ppmv of additive. 15. The method of claim 1 , wherein the regeneration occurs when the engine injects excess diesel fuel into a cylinder to increase the exhaust gas temperature to exceed a predetermined temperature and reacts with a catalyst (DOC) causing an elevated temperature across the catalyst and into the diesel particulate filter. 16. The method of claim 15 wherein the elevated temperature oxidizes soot trapped in or on the diesel particulate filter and regenerates or cleans the filter. 17. The method of claim 16 , wherein the regeneration is measured when the exhaust gas stream exceeds about 480° C. 18. The method of claim 1 , wherein the regeneration frequency per 1000 miles is about 0.5 to about 20 percent lower than the regeneration frequency per 1000 miles of a diesel fuel devoid of the one or more additives. 19. The method of claim 1 wherein diesel fuel further is free of additives selected from thiazole, triazole, thiadiazole, and combinations thereof.
Regeneration of a solvent, catalyst, adsorbent or any other component used to treat or prepare a fuel · CPC title
for improving fuel economy or fuel efficiency · CPC title
for diesel engines, e.g. automobiles, stationary, marine · CPC title
(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates (C10L1/221 takes precedence) · CPC title
for reducing smoke development · CPC title
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