Amino and imino propionic acids, process of preparation and use 机翻标题: 暂无翻译,请尝试点击翻译按钮。

公开号/公开日
US2015089861 A1 2015-04-02 [US20150089861] / 2015-04-02
申请号/申请日
2014US-14563234 / 2014-12-08
发明人
HERNANDEZ ALTAMIRANO RAUL;ZAMUDIO RIVERA LUIS SILVESTRE;MENA CERVANTES VIOLETA YASMIN;BELTRAN CONDE HIRAM ISAAC;DOMINGUEZ AGUILAR MARCO ANTONIO;MARTINEZ VIRAMONTES JAQUELIN;ESTRADA BUENDIA ARISTEO;
申请人
INSTITUTO MEXICANO DEL PETROLEO;
主分类号
IPC分类号
C07C-227/10C07C-229/12C07C-229/24C09K-015/20C10L-001/222C10L-010/04
摘要
(US20150089861) N-alkyl, N-alkenyl, N-cycloalkyl, N-aryl amino or imino propionic acids with an alkyl chain ranging from 6 to 18 carbons, or alkenyl chain from 8 to 30 carbons, are obtained from a reaction process in the absence of solvent at a temperature range from 30 to 180° C. and a time of 1 to 10 hours at atmospheric pressure.  Formulations composed of N-alkyl or N-alkenyl or N-cycloalkyl or N-aryl amino or imino propionic acids, polyethers derived from propylene oxide or ethylene oxide or copolymer thereof and a solvent consisting of aromatic compounds such as toluene or xylene, diesel or gasoline or alcohols such as isopropanol and ethanol, or mixtures thereof, are obtained inhibit ferrous metal corrosion of pipelines and storage tanks and transport crude oil and liquid fuels.  A method inhibiting corrosion of ferrous metals adds an effective amount of the corrosion inhibitor to a petroleum based material such as crude oil and liquid fuels such as gasoline, diesel fuel, and aviation fuel.
机翻摘要
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地址
代理人
代理机构
;
优先权号
2010MX-PA06074 2010-06-03 2011US-13151573 2011-06-02 2014US-14563234 2014-12-08
主权利要求
(US20150089861) What is claimed is: 1. N-alkyl, N-cycloalkyl, N-alkenyl, N-aryl amine or imino propionic acid of structural formula:       where R is a linear or branched alkyl or alkenyl chain having 1 to 30 carbon atoms or acylic alkyl or aryl group containing 5 to 12 carbon atoms, R1 is a radical represented by  -- H or  -- CH3 and R2 is  -- H.00003 2. A process for obtaining N-alkyl, N-alkenyl, N-cycloalkyl, N-aryl amino or imino propionic acids from a reaction that takes place in the absence of solvent and at atmospheric pressure, said process comprising reacting an alkyl, alkenyl, cycloalkyl or aromatic amine of formula I with an alpha-beta unsaturated carboxylic acid of formula II according to the following synthesis scheme (3) to obtain the compounds of formula III and/or IV       the reaction being carried out at a temperature range of 50 to 180 deg. C. and a reaction time between 1 and 10 hours, where R is a linear or branched alkyl or aryl group having 1 to 30 carbon atoms or a cyclic alkyl or aryl group having 5-12 carbon atoms, R1 is H or  -- CH3 and R2 is H.00004 3. The process according to claim 2, wherein the compound of formula I is selected from the group consisting of hexylamine, heptylamine, octylamine, nonylamine, decylamine, undecylamine, dodecylamine, tridecylamine, tetradecylamine, pentadecylamine, hexadecylamine, heptadecylamine, octadecylamine, a linear or branched alkenyl amine selected from the group consisting of oleylamine, linoleylamine, eurocylamine, behenylamine and taloylamine, a cycloalkyl amine and an aromatic amine. 4. The process according to claim 2, wherein the compound of formula I is oleylamine. 5. The process according to claim 2, wherein the compound of formula II is an alpha-beta unsaturated carboxylic acid selected from the group consisting of acrylic acid and methacrylic acid. 6. The process according to claim 2, wherein the compound II is acrylic acid. 7. The process according to claim 2, wherein the amine-acid molar ratio is 0.5:3 to 3:0.5, preferably in the range of 1:2 to 2:1. 8. The process according to claim 2, wherein the reaction is carried out at a temperature range of 30 deg. C. to 180 deg. C., preferably 50 deg. C. to 120 deg. C. 9. The process according to claim 2, wherein the reaction is carried out in the absence of solvent and at atmospheric pressure. 10. The process according to claim 2, wherein the reaction time is between 1 and 10 hours, and preferably 2 to 8 hours. 11. The process according to claim 2, wherein the resulting amino or imino propionic acids are purified by extracting with a hydrocarbon solvent. 12. The process according to claim 11, where the hydrocarbon solvent is hexane. 13. A corrosion inhibiting formulation comprising: a) N-alkyl or N-alkenyl or N-cycloalkyl or N-aryl amino or imino propionic acids of claim 1,   b) a polyether derived from propylene oxide or ethylene oxide or copolymer thereof, and   c) a solvent consisting of aromatic compounds selected from the group consisting of toluene and xylene, and an alcohol selected from the group consisting of methanol, ethanol and isopropanol, gasoline, diesel, and mixtures thereof. 14. The corrosion inhibiting formulation according to claim 13, where the concentration of N-alkyl or N-alkenyl or N-cycloalkyl or N-aryl amino or imino propionic acids is in the range of 10% to 90% by weight. 15. The corrosion inhibiting formulation according to claim 13, wherein the concentration of polyether used is in an amount of not more than 40% by weight based on the weight of the amine or imino propionic acid. 16. The corrosion inhibiting formulation according to claim 13, wherein the concentration of solvent used is in the range of 10% to 90% by weight based on the weight of the amine or imino propionic acid. 17. The corrosion inhibiting formulation according to claim 13, wherein the solvent is xylene. 18. The formulation of claim 13, wherein the weight average molecular weight polyether derived from propylene oxide or ethylene oxide or copolymer thereof is 100-3000 g/mol. 19. The process of claim 3, wherein said cycloamine is cyclohexylamine. 20. The process of claim 3, wherein said aromatic amine is aniline or benzylamine. 21. A composition comprising: at least one component selected from the group consisting of crude oil, gasoline, jet fuel, MTBE, diesel fuel and alcohol; and   at least one compound of formula III or formula IV of claim 1 in an amount effective to inhibit corrosion of ferrous metals in contact with said composition. 22. The composition of claim 21, wherein the compound of formula III or formula IV is present in an amount of 5 to 25 ppm. 23. The composition of claim 21, wherein the compound of formula III or formula IV is present in an amount of 25 to 100 ppm. 24. The composition of claim 21, wherein comprising a mixture of said compound of formula III and compound of formula IV. 25. The composition of claim 21, wherein said compound of formula IV and compound of formula III are present in a ratio of 90:10 by weight. 26. The composition of claim 25, wherein said compound of formula IV is 3,3'-(octadec-9 enylazanediyl)dipropionic acid and said compound of formula III is 3-(octadec-9-enylaminio) propionic acid. 27. The composition of claim 21, wherein said compound of formula III is selected from the group consisting of an N-alkyl-amino propionic acid, N-alkenyl-amino propionic acid having an alkyl or alkenyl group with 8-30 carbon atoms, N-cycloalkyl-amino propionic acid, and N-aryl-amino propionic acid. 28. The composition of claim 21, wherein said compound of formula IV and is selected from the group consisting of N-alkyl-imino propionic acid, N-alkenyl-imino propionic acid having an alkyl or alkenyl chain of 8-30 carbons, N-cycloalkyl-imino propionic acid, and N-aryl-imino propionic acid. 29. The composition of claim 21, wherein said composition comprises at least one compound selected from the group consisting of N-alkyl-amino propionic acid having an alkyl group with 6-8 carbon atoms, an N-alkenyl-amino propionic acid having an alkenyl group with 8-30 carbon atoms, an N-cycloalkyl-amino propionic acid, and an N-aryl-amino propionic acid; and   at least one selected from the group consisting of an N-alkyl-imino propionic acid having an alkyl group with 6-18 carbon atoms, an N-alkenyl-imino propionic acid having an alkenyl group with 8-30 carbon atoms, a N-cycloalkyl-imino propionic acid, and an N-aryl-imino-propionic acid. 30. The composition of claim 21, wherein R is selected from the group consisting of a linear alkenyl group having 1-30 carbon atoms, a cyclic alkyl, or aryl group having 5-12 carbon atoms.
法律状态
(US20150089861) LEGAL DETAILS FOR US2015089861  Actual or expected expiration date=2031-06-02    Legal state=ALIVE    Status=PENDING     Event publication date=2014-12-08  Event code=US/APP  Event indicator=Pos  Event type=Examination events  Application details  Application country=US US14563234  Application date=2014-12-08  Standardized application number=2014US-14563234     Event publication date=2015-04-02  Event code=US/A1  Event type=Examination events  Application published  Publication country=US  Publication number=US2015089861  Publication stage Code=A1  Publication date=2015-04-02  Standardized publication number=US20150089861
专利类型码
A1
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