# US 9,039,791 B2 · Use of a reaction product of carboxylic acids with aliphatic polyamines for improving or boosting the separation of water from fuel oils > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 9,039,791 B2 - Document ID: US9039791B2 - Status: Granted - Kind: B2 - Application number: 13/898,766 - Filed: 2013-05-21 - Published: 2013-11-28 - Granted: 2015-05-26 - Earliest claimed: 2012-05-25 - Assignees: BASF SE - Applicants: BASF SE - Inventors: Maxim Peretolchin; Guenter Oetter; Harald Boehnke; Markus Hansch; Ludwig Voelkel - Web page: https://patentgrep.com/patent/US9039791B2 ## CPC - C10L 10/18: use of detergents or dispersants for purposes not provided for in groups C10L10/02 - C10L10/16 - C10L 1/18: containing oxygen - C10L 1/22: containing nitrogen - C10L 1/221: {compounds of uncertain formula; reaction products where mixtures of compounds are obtained} - C10L 1/2222: {(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates (C10L1/221 takes precedence)} - C10L 1/223: having at least one amino group bound to an aromatic carbon atom {(C10L1/221, C10L1/2227 take precedence)} - C10L 1/224: Amides; Imides {carboxylic acid amides, imides (C10L1/221, C10L1/2227 take precedence)} - C10L 1/2383: Polyamines or polyimines, or derivatives thereof {(poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C) (C10L1/221 takes precedence)} - C10L 1/198: obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds {homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid} - C10L 2200/0259: Nitrogen containing compounds - C10L 2200/0476: Biodiesel, i.e. defined lower alkyl esters of fatty acids first generation biodiesel - C10L 2270/026: for diesel engines, e.g. automobiles, stationary, marine - 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 ## Abstract Use of a reaction product of saturated or unsaturated aliphatic mono- or polycarboxylic acids with aliphatic polyamines for improving or boosting the separation of water from fuel oils which comprise additives with detergent action. A Fuel additive concentrate comprising the said reaction product, certain additives with detergent action and optionally dehazers, cetane number improvers and solvents or diluents. ## Claims ### Claim 1 A method for improving or boosting separation of water from a fuel oil comprising a first additive having detergent action and water, the method comprising: separating water from the fuel oil by combining the fuel oil with a reaction product, wherein the reaction product comprises a saturated or unsaturated aliphatic mono- or polycarboxylic acid having from 10 to 200 carbon atoms or an anhydride thereof and an aliphatic polyamine comprising from 2 to 10 nitrogen atoms and from 0 to 2 hydroxyl groups exhibiting a primary or secondary amino group. ### Claim 2 (depends on 1) The method according to claim 1, wherein the saturated or unsaturated aliphatic mono- or polycarboxylic acid comprises a saturated or unsaturated aliphatic monocarboxylic acid having from 14 to 200 carbon atoms. ### Claim 3 (depends on 2) The method according to claim 2, wherein the saturated or unsaturated aliphatic mono- or polycarboxylic acid comprises oleic acid. ### Claim 4 (depends on 1) The method according to claim 1, wherein the aliphatic polyamine comprises a polyalkyleneamine of formula: H2N-(A-NH)n—H, wherein n is a number of from 1 to 5 and A represents 1,2-ethylene, 1,3-propylene, 1,2-propylene, or 1,4-butylene. ### Claim 5 (depends on 1) The method according to claim 1, comprising: reacting the saturated or unsaturated aliphatic mono- or polycarboxylic acid and the aliphatic polyamine in a molar ratio of from 1.1:1 to 7:1, wherein the aliphatic polyamine exhibits at least two amino groups which are primary or secondary amino groups. ### Claim 6 (depends on 1) The method according to claim 1, wherein the first additive having detergent activity is selected from the group consisting of: (i) a compound having a moiety derived from succinic anhydride and having a hydroxyl group, an amino group, an amido group, an imido group, or a combination thereof; (ii) a nitrogen compound quaternized in a presence of an acid or in an acid-free manner, obtained by introducing a compound comprising an oxygen- or nitrogen-containing group reactive with an anhydride and additionally a quaternizable amino group onto a polycarboxylic anhydride compound and subsequently by quaterinizing thereof; and (iii) a polytetrahydrobenzoxazine and a bistetrahydrobenzoxazine. ### Claim 7 (depends on 1) The method according to claim 1, wherein the fuel oil further comprises, as a second additive, at least one dehazer selected from the group consisting of: (iv) an alkoxylation copolymer comprising units obtained from ethylene oxide, propylene oxide, butylene oxide, styrene oxide, other epoxy-containing monomers, or a combination thereof; and (v) an alkoxylated phenol formaldehyde resin. ### Claim 8 (depends on 1) The method according to claim 1, wherein the fuel oil further comprises, as a third additive, a cetane number improver. ### Claim 9 (depends on 1) The method according to claim 1, wherein the fuel oil further comprises: (a) from 0.1 to 100% by weight of a biofuel oil derived from a fatty acid ester, and (b) from 0 to 99.9% by weight of a middle distillate, wherein the middle distillate is fossil origin, synthetic origin vegetable origin, animal origin, or a combination thereof, which comprises a hydrocarbon mixture and is free of the fatty acid ester. ### Claim 10 (depends on 1) The method according to claim 1, wherein the fuel oil consist exclusively of a middle distillate comprising fossil origin, synthetic origin vegetable origin, animal origin, or a combination thereof, which comprises a hydrocarbon mixture and is free of the fatty acid ester. ### Claim 11 (depends on 1) The method according to claim 1, wherein the fuel oil has a sulfur content of less than 50 mg/kg. ### Claim 12 (depends on 1) The method according to claim 1, wherein the fuel oil has a maximum content of 8% by weight of polycyclic aromatic hydrocarbon. ### Claim 13 (depends on 1) The method according to claim 1, wherein the fuel oil has a 95% distillation point at not more than 360° C.