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    • 1. 发明申请
    • CHELATING AGENT BASED IONIC LIQUIDS, A PROCESS TO PREPARE THEM, AND THEIR USE
    • 基于代理的离子液体,制备方法及其使用
    • WO2009016235A2
    • 2009-02-05
    • PCT/EP2008/060066
    • 2008-07-31
    • Akzo Nobel N.V.DE WOLF, Cornelia AdrianaKUZMANOVIC, BorisBEMELAAR, Johanna HendrikaVAN STRIEN, Cornelis Johannes GovardusHEUS, MartinTEN KATE, Antoon
    • DE WOLF, Cornelia AdrianaKUZMANOVIC, BorisBEMELAAR, Johanna HendrikaVAN STRIEN, Cornelis Johannes GovardusHEUS, MartinTEN KATE, Antoon
    • C07C211/63C07C215/40C07C229/16C07C229/76C07F9/54
    • C07C229/16C07C211/63C07C215/40C07C229/76C07F9/5407
    • The present invention relates to ionic liquids of the formula: (M m+ ) x H + y nN + R 1 R 2 R 3 R 4 Z-N(-CHXCOO - ) p Y 2-p or (M m+ ) x H + y nP + R 1 R 2 R 3 R 4 Z-N(-CHXCOO - ) p Y 2-p wherein any one of R 1 to R 4 independently represents a hydrogen, alkyl, cycloalkyl, aryl or aralkyl group that may be unsubstituted or substituted with one or more groups selected from OH, Cl, Br, F, I, phenyl, NH 2 , CN, NO 2, an ether group, COOR 5 , CHO, COR 5 or OR 5 , wherein R 5 is an alkyl or cycloalkyl group, and wherein two of the groups R 1 to R 4 together with the N atom may form a heteroaromatic or heterocyclic group such as a pyridinium, pyrrolidinium or imidazolium group; the Z-N(-CHXCOO - )pY 2-p is the anion derived from a chelating agent, wherein Z is a group selected from hydrogen, alkyl, an alkyl group optionally substituted with one or more carboxylate groups, hydroxyl groups and/or optionally containing one or more ether functionalities, or Z is a group of the formula -CH 2 -CHR 6 -R 7 -N-(CH 2 COO - ) 2 , R 6 is hydrogen or a C 1 -C 3 alkyl group, R 7 is a single bond, a C 1 -C 3 alkylene group or one or more groups of the formula -N(CH 2 COO - )-CH 2 -CHR 6 -R 8 -, R 8 is a single bond or a C 1 -C 3 alkylene group, p is 2 or 1, X is H, an aryl group that may be unsubstituted or substituted with an OH and/or CH 3 substituent, or CH 2 COO - , and when p is 1, Y is H, a benzyl group that may be unsubstituted or substituted with an OH and/or CH 3 group, or a phenyl group that may be unsubstituted or substituted with an OH and/or CH 3 substituent, M m+ is a m-valent metal cation, n is 1 or higher, x is from 0 to 5, y is from 0 to 3, the total positive charge of (M m+ ) x , H + y ,and nN + R 1 R 2 R 3 R 4 or nP + R 1 R 2 R 3 R 4 equals the negative charge of the Z-N(-CHXCOO - ) p Y 2-p anion, wherein at least one of the following conditions is fulfilled: i) the chelating agent has a connectivity index 1 X/ 3 X of below 2.17, ii) at least two different cations are present in the salt, whereby a proton cation does not count as one of the at least two, iii) at least one cation is a bivalent, trivalent, tetravalent or pentavalent cation, and having a melting point below 120°C. The invention further relates to a process to prepare them and their use.
    • 本发明涉及下式的离子液体:(Mm +)xH + y nN + R1R2R3R4ZN(-CHXCOO-)pY2-p或(Mm +)xH + ynP + R1R2R3R4Z-N(-CHXCOO-)pY2-p其中任何 R 1至R 4中的一个独立地表示氢,烷基,环烷基,芳基或芳烷基,其可以是未取代的或被一个或多个选自OH,Cl,Br,F,I,苯基,NH 2,CN,NO 2, 醚基,COOR 5,CHO,COR 5或OR 5,其中R 5是烷基或环烷基,并且其中R 1至R 4中的两个与N原子一起可以形成杂芳族或杂环基,例如吡啶鎓,吡咯烷鎓或咪唑鎓基团 ; ZN(-CHXCOO-)pY2-p是衍生自螯合剂的阴离子,其中Z是选自氢,烷基,任选被一个或多个羧酸酯基团取代的烷基,羟基和/或任选地含有一个 或更多的醚官能团,或Z是式-CH2-CHR6-R7-N-(CH2COO-)2的基团,R6是氢或C1-C3烷基,R7是单键,C1-C3亚烷基 基团或一个或多个式-N(CH 2 COO - ) - CH 2 - CHR 6 -R 8 - 的基团,R 8是单键或C 1 -C 3亚烷基,p是2或1,X是H, 可以是未被取代的或被OH和/或CH 3取代基或CH 2 COO-取代的,当p是1时,Y是H,可以是未取代的或被OH和/或CH 3基团取代的苄基或苯基 其可以是未取代的或被OH和/或CH 3取代基取代,M m +是m价金属阳离子,n为1或更高,x为0至5,y为0至3,( Mm +)x,H +​​ y和nN + R1R2R3R4或 nP + R1R2R3R4等于ZN(-CHXCOO-)pY2-p阴离子的负电荷,其中满足以下条件中的至少一个:i)螯合剂具有低于2.17的连续性指数1 X / 3 X,ii )盐中存在至少两种不同的阳离子,其中质子阳离子不计为至少两种,iii)至少一种阳离子之一是二价,三价,四价或五价阳离子,并且具有低于 120℃。 本发明还涉及制备它们及其用途的方法。
    • 2. 发明申请
    • CHELATING AGENT PRECURSORS, FLUIDS CONTAINING THEM, AND THEIR USE
    • 引证代理人,包含他们的流体及其使用
    • WO2012113738A1
    • 2012-08-30
    • PCT/EP2012/052824
    • 2012-02-20
    • AKZO NOBEL CHEMICALS INTERNATIONAL B.V.LEPAGE, James N.DE WOLF, Cornelia AdrianaBEMELAAR, Johanna HendrikaREICHWEIN, Adrianus MariaCARSTENS, AxelBANG, Edwin Rudolf Antony
    • LEPAGE, James N.DE WOLF, Cornelia AdrianaBEMELAAR, Johanna HendrikaREICHWEIN, Adrianus MariaCARSTENS, AxelBANG, Edwin Rudolf Antony
    • C07C229/24C07C229/12C07C227/18C07C231/02C07C237/06C09K8/528C09K8/86B01J45/00
    • C09K8/86C07C227/18C07C229/12C07C229/24C07C231/02C07C237/06C09K8/528
    • The present invention relates to a chelating agent precursor that contains glutamic acid N,N-diacetic acid (GLDA) and/or methylglycine N,N-diacetic acid (MGDA) wherein at least one of the carboxylic acid groups is presentas a carboxylic acid derivative selected from the group of amides, anhydrides, and esters, combinations thereof, and salts thereof, provided that it is not the triethyl ester of GLDA, the triethyl mono-t-butyl ester of GLDA, the tri-t-butyl ester of GLDA, the monobenzyl tri-t-butyl ester of GLDA, any ester or amide that contains azacycloalkane groups, any amide that contains biotin groups, any amide that contains minoethylcarbamoyl based amide groups, (S)-diethyl 2,2'-(1-benzyloxy)-1,5-dioxo-5-(prop-2-ynylamino)pentan-2-ylazanediyl-diacetate, diethyl 2,2'-(5-(3-azidopropylamino)-1-(benzyloxy)-1,5-dioxo-pentan-2-ylazanediyl-diacetate, the trimethyl ester of MGDA, the monomethyl ester dimethylamide of MGDA, the dibenzyl ester of MGDA, the dibenzyl mono t-butyl ester of MGDA, the di t-butyl ester of MGDA, the di-t-butyl- monobenzyl ester of MGDA, N,N-bis(benzyloxycarbonylmethyl)-N'-methoxycarbonylmethyl-alanine amide, or N,N- bis(tert-butoxycarbonyl)-N'-methoxycarbonylmethyl-alanine amide, and esters of GLDA immobilized on a gel, and that the amide is not the amide of ammonia, to a fluid containing the above chelating precursor and a liquid, and to the use of a chelating agent precursor of MGDA and GLDA and fluids containing them in an application wherein delayed acidity or chelating capacity is useful, such as in descaling, bleaching, cleaning, and treating oil and/or gas-containing subterranean formations.
    • 本发明涉及含有谷氨酸N,N-二乙酸(GLDA)和/或甲基甘氨酸N,N-二乙酸(MGDA)的螯合剂前体,其中至少一个羧酸基团是羧酸衍生物 选自酰胺,酸酐和酯的组合,其组合及其盐,条件是它不是GLDA的三乙基酯,GLDA的三乙基单叔丁基酯,GLDA的三叔丁基酯 ,GLDA的单苄基三叔丁基酯,含有氮杂环烷基的任何酯或酰胺,含有生物素基团的任何酰胺,含有最小乙酰基氨基甲酰基的酰胺基的任何酰胺,(S) - 2,2' - (1- 苄基氧基)-1,5-二氧代-5-(丙-2-炔基氨基)戊-2-基二烷基二乙酸酯,2,2' - (5-(3-叠氮基丙基氨基)-1-(苄氧基)-1,5 - 二氧代戊烷-2-基二烷基二乙酸酯,MGDA的三甲基酯,MGDA的单甲基酯二甲基酰胺,MGDA的二苄基酯,M的二苄基单叔丁酯 GDA,MGDA的二叔丁酯,MGDA的二叔丁基 - 单苄基酯,N,N-双(苄氧基羰基甲基)-N'-甲氧基羰基甲基 - 丙氨酸酰胺或N,N-双(叔丁氧基羰基 )-N'-甲氧基羰基甲基 - 丙氨酸酰胺,和固定在凝胶上的GLDA的酯,并且酰胺不是氨的酰胺,与含有上述螯合前体和液体的流体以及使用螯合剂 在其中延迟酸度或螯合能力有用的应用中,例如在除垢,漂白,清洁和处理含油和/或含气体的地下地层中,MGDA和GLDA的前体和含有它们的流体。
    • 5. 发明申请
    • CHELATING AGENT BASED IONIC LIQUIDS, A PROCESS TO PREPARE THEM, AND THEIR USE
    • 基于代理的离子液体,制备方法及其使用
    • WO2009016235A3
    • 2009-05-07
    • PCT/EP2008060066
    • 2008-07-31
    • AKZO NOBEL NVDE WOLF CORNELIA ADRIANAKUZMANOVIC BORISBEMELAAR JOHANNA HENDRIKAVAN STRIEN CORNELIS JOHANNES GOVARDUSHEUS MARTINTEN KATE ANTOON
    • DE WOLF CORNELIA ADRIANAKUZMANOVIC BORISBEMELAAR JOHANNA HENDRIKAVAN STRIEN CORNELIS JOHANNES GOVARDUSHEUS MARTINTEN KATE ANTOON
    • C07C211/63C07C215/40C07C229/16C07C229/76C07F9/54
    • C07C229/16C07C211/63C07C215/40C07C229/76C07F9/5407
    • The present invention relates to ionic liquids of the formula: (Mm+)xH+ ynN+R1R2R3R4 Z-N(-CHXCOO-)pY2-p or (Mm+)x H+ y nP+R1R2R3R4Z-N(-CHXCOO-)pY2-p wherein any one of R1 to R4 independently represents a hydrogen, alkyl, cycloalkyl, aryl or aralkyl group that may be unsubstituted or substituted with one or more groups selected from OH, Cl, Br, F, I, phenyl, NH2, CN, NO2, an ether group, COOR5, CHO, COR5 or OR5, wherein R5 is an alkyl or cycloalkyl group, and wherein two of the groups R1 to R4 together with the N atom may form a heteroaromatic or heterocyclic group such as a pyridinium, pyrrolidinium or imidazolium group; the Z-N(-CHXCOO-)pY2-p is the anion derived from a chelating agent, wherein Z is a group selected from hydrogen, alkyl, an alkyl group optionally substituted with one or more carboxylate groups, hydroxyl groups and/or optionally containing one or more ether functionalities, or Z is a group of the formula -CH2-CHR6-R7-N-(CH2COO-)2, R6 is hydrogen or a C1-C3 alkyl group, R7 is a single bond, a C1-C3 alkylene group or one or more groups of the formula -N(CH2COO-)-CH2-CHR6-R8-, R8 is a single bond or a C1-C3 alkylene group, p is 2 or 1, X is H, an aryl group that may be unsubstituted or substituted with an OH and/or CH3 substituent, or CH2COO-, and when p is 1, Y is H, a benzyl group that may be unsubstituted or substituted with an OH and/or CH3 group, or a phenyl group that may be unsubstituted or substituted with an OH and/or CH3 substituent, Mm+ is a m-valent metal cation, n is 1 or higher, x is from 0 to 5, y is from 0 to 3, the total positive charge of (Mm+)x, H+ y,and nN+R1R2R3R4 or nP+R1R2R3R4 equals the negative charge of the Z-N(-CHXCOO-)pY2-p anion, wherein at least one of the following conditions is fulfilled: i) the chelating agent has a connectivity index 1 X/3 X of below 2.17, ii) at least two different cations are present in the salt, whereby a proton cation does not count as one of the at least two, iii) at least one cation is a bivalent, trivalent, tetravalent or pentavalent cation, and having a melting point below 120°C. The invention further relates to a process to prepare them and their use.
    • 本发明涉及式(Mm +)xH + ynN + R1R2R3R4ZN(-CHXCOO-)pY2-p或(Mm +)xH + ynP + R1R2R3R4Z-N(-CHXCOO-)pY2-p的离子液体,其中任何一种 R 1至R 4独立地表示可以是未取代的或被一个或多个选自OH,Cl,Br,F,I,苯基,NH 2,CN,NO 2,醚的基团取代的氢,烷基,环烷基,芳基或芳烷基 基团,COOR 5,CHO,COR 5或OR 5,其中R 5是烷基或环烷基,并且其中R 1至R 4中的两个与N原子一起可以形成杂芳族或杂环基团,例如吡啶鎓,吡咯烷鎓或咪唑鎓基团; ZN(-CHXCOO-)pY2-p是衍生自螯合剂的阴离子,其中Z是选自氢,烷基,任选被一个或多个羧酸酯基团取代的烷基,羟基和/或任选地含有一个 或更多的醚官能团,或Z是式-CH2-CHR6-R7-N-(CH2COO-)2的基团,R6是氢或C1-C3烷基,R7是单键,C1-C3亚烷基 基团或一个或多个式-N(CH 2 COO - ) - CH 2 - CHR 6 -R 8 - 的基团,R 8是单键或C 1 -C 3亚烷基,p是2或1,X是H, 可以是未被取代的或被OH和/或CH 3取代基或CH 2 COO-取代的,当p是1时,Y是H,可以是未取代的或被OH和/或CH 3基团取代的苄基或苯基 其可以是未取代的或被OH和/或CH 3取代基取代,M m +是m价金属阳离子,n为1或更高,x为0至5,y为0至3,( Mm +)x,H +​​ y和nN + R1R2R3R4或 nP + R1R2R3R4等于ZN(-CHXCOO-)pY2-p阴离子的负电荷,其中满足以下条件中的至少一个:i)螯合剂具有低于2.17的连续性指数1 X / 3 X,ii )盐中存在至少两种不同的阳离子,其中质子阳离子不计为至少两种,iii)至少一种阳离子之一是二价,三价,四价或五价阳离子,并且具有低于 120℃。 本发明还涉及制备它们及其用途的方法。