US2015094240A1PendingUtilityA1

Chemical compounds

47
Assignee: RESMAN ASPriority: Sep 30, 2013Filed: Sep 30, 2014Published: Apr 2, 2015
Est. expirySep 30, 2033(~7.2 yrs left)· nominal 20-yr term from priority
G01N 33/24G01N 33/2882C07C 69/76C07C 43/215C07C 69/42C07C 309/10C09K 8/68C07C 69/40C07C 43/2055C07C 69/44C07C 55/02C07C 43/225C07C 43/202C07C 43/20C07C 63/307E21B 47/11
47
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Claims

Abstract

The present invention relates to novel compounds of polyfunctionalized polyethylene and polypropylene glycols, their synthesis and their use, in particular as tracers in applications related to oil and gas production, and especially as specific markers of various target fluids.

Claims

exact text as granted — not AI-modified
1 . A compound with the following generic structure
   R 1 R 2 R 3 —(—OCHR 4 —CH 2 —) n —R 5 —[(—CH 2 —CHR 6 O) m —R 7 R 8 R 9 ] p  
   wherein the core unit R 5  is further connected to 2-4 units by carbon, ether or ester bonds;   R 4  and R 6  is H or —CH 3  to give PEG or PPG chains;   n and m are integers between 2 and 12 in which n could be the same or different from m;   p is an integer between 1 and 3 depending on R 5 ;   R 3  and R 7  are aliphatic or aromatic hydrocarbon moieties with 2-40 carbon coupled to the PEG units or the PPG units by an ester or ether bond;   R 1 , R 2 , R 8  and R 9  are all H or identical or different hydrophilic functional groups preferably carboxylic, sulfonic or phosphonic acid groups; or salts, hydrates and solvates thereof;   with the exception of 1,2-bis(2-(2-(benzyloxy)ethoxy)ethoxy)benzene.   
     
     
         2 . A compound according to  claim 1 , wherein n and m are integers between 3 and 12. 
     
     
         3 . A compound according to  claim 1 , wherein the core R 5  unit consist of C, O and H atoms. 
     
     
         4 . A compound according to  claim 3 , wherein the core R 5  unit consist of at least one halogen atom. 
     
     
         5 . A compound according to  claim 3 , wherein the core R 5  unit consist of at least one sulfonic acid or sulfonic acid salt. 
     
     
         6 . A compound according to  claim 1 , wherein the core R 5  unit is selected from aryl or aralkyl units with from 3 to 30 carbon atoms, more preferably 3-24 carbon atoms, specifically preferable 3-15 carbon atoms, which also may contain one or more ether functions and/or ester functions or branched; or linear alkyl units with from 3 to 12 carbon atoms which also may contain one or more ether functions and/or ester functions. 
     
     
         7 . A compound according to  claim 1 , wherein the core R 5  unit is selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         8 . A compound according to  claim 1  optionally substituted by additional functional groups to enhance their detection as tracers by various detection methods like gas chromatography (GC), liquid chromatography (LC), mass spectrometry (MS) or a combination thereof, ultraviolet and visible spectroscopy, infrared and Raman spectroscopy, nuclear magnetic resonance (NMR) and detection of radiation coupled with suitable separation techniques like liquid column chromatography. 
     
     
         9 . A compound according to  claim 1  selected from: 
       
         
           
                 
                 
                 
                 
                 
               
                     
                     
                 
                     
                     
                     
                     
                   m/z. as 
                 
                     
                     
                   Ex. 
                   Scheme 
                   NH 4   
                 
                     
                   Chemical name 
                   No. 
                   no. 
                   adduct 
                 
                     
                     
                 
                     
                 
                 
                 
                 
                 
                 
               
                   1 
                   1,2-bis(2-(2-(benzyloxy)ethoxy)ethoxy)benzene 
                   5 
                   1.2 
                   484.3 
                 
                   2 
                   1,2-bis(2-(2-(2-(benzyloxy)ethoxy)ethoxy)ethoxy)benzene 
                     
                   1.2 
                   572.3 
                 
                   3 
                   1,2-bis((1-phenyl-2,5,8,11-tetraoxatridecan-13-yl)oxy)benzene 
                   1 
                   1.2 
                   660.4 
                 
                   4 
                   1,2-bis((1-phenyl-2,5,8,11,14-pentaoxahexadecan-16- 
                     
                   1.2 
                   748.5 
                 
                     
                   yl)oxy)benzene 
                 
                   5 
                   1,2-bis((1-phenyl-2,5,8,11,14,17-hexaoxanonadecan-19- 
                     
                   1.2 
                   836.5 
                 
                     
                   yl)oxy)benzene 
                 
                   6 
                   1,2-bis((1-phenyl-2,5,8,11,14,17,20,23-octaoxapentacosan-25- 
                     
                   1.2 
                   1012.6/ 
                 
                     
                   yl)oxy)benzene 
                     
                     
                   515.4 
                 
                   7 
                   1,2-bis(2-(2-((4-methylbenzyl)oxy)ethoxy)ethoxy)benzene 
                     
                   1.2 
                   512.4 
                 
                   8 
                   1,2-bis(2-(2-(2-((4- 
                     
                   1.2 
                   600.4 
                 
                     
                   methylbenzyl)oxy)ethoxy)ethoxy)ethoxy)benzene 
                 
                   9 
                   1,2-bis((1-(p-tolyl)-2,5,8,11-tetraoxatridecan-13- 
                     
                   1.2 
                   688.5 
                 
                     
                   yl)oxy)benzene 
                 
                   10 
                   1,2-bis((1-(p-tolyl)-2,5,8,11,14-pentaoxahexadecan-16- 
                     
                   1.2 
                   776.4 
                 
                     
                   yl)oxy)benzene 
                 
                   11 
                   1,2-bis((1-(p-tolyl)-2,5,8,11,14,17-hexaoxanonadecan-19- 
                     
                   1.2 
                   864.5 
                 
                     
                   yl)oxy)benzene 
                 
                   12 
                   1,2-bis((1-(4-(tert-butyl)phenyl)-2,5,8,11-tetraoxatridecan-13- 
                     
                   1.2 
                   772.5 
                 
                     
                   yl)oxy)benzene 
                 
                   13 
                   1,2-bis((1-(4-(tert-butyl)phenyl)-2,5,8,11,14,17,20,23- 
                     
                   1.2 
                   1124.7/ 
                 
                     
                   octaoxapentacosan-25-yl)oxy)benzene 
                     
                     
                   571.5 
                 
                   14 
                   1,2-bis(2-(2-(naphthalene-2-ylmethoxy)ethoxy)ethoxy)benzene 
                     
                   1.2 
                   584.4 
                 
                   15 
                   1,2-bis((1-(naphthalen-2-yl)-2,5,8,11,14,17-hexaoxanonadecan- 
                     
                   1.2 
                   936.4 
                 
                     
                   19-yl)oxy)benzene 
                 
                   16 
                   1,3-bis((1-phenyl-2,5,8,11-tetraoxatridecan-13-yl)oxy)benzene 
                     
                   1.3 
                   660.4 
                 
                   17 
                   1,4-bis((1-phenyl-2,5,8,11-tetraoxatridecan-13-yl)oxy)benzene 
                     
                   1.3 
                   660.4 
                 
                   18 
                   (((((((4-methyl-1,2-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.2 
                   498.4 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))dibenzene 
                 
                   19 
                   (((((((((4-methyl-1,2-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.2 
                   586.3 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))dibenzene 
                 
                   20 
                   13,13′-((4-methyl-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   674.5 
                 
                     
                   2,5,8,11-tetraoxatridecane) 
                 
                   21 
                   16,16′-((4-methyl-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   762.5 
                 
                     
                   2,5,8,11,14-pentaoxahexadecane) 
                 
                   22 
                   19,19′-((4-methyl-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   850.6 
                 
                     
                   2,5,8,11,14,17-hexaoxanonadecane) 
                 
                   23 
                   25,25′-((4-methyl-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   1026.5/ 
                 
                     
                   2,5,8,11,14,17,20,23-octaoxapentacosane) 
                     
                     
                   522.4 
                 
                   24 
                   4,4′-(((((((4-methyl-1,2-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.2 
                   526.4 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))bis(methylbenzene) 
                 
                   25 
                   4,4′-(((((((((4-methyl-1,2-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.2 
                   614.4 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))bis(methylbenzene) 
                 
                   26 
                   13,13′-((4-methyl-1,2-phenylene)bis(oxy))bis(1-(p-tolyl)- 
                     
                   1.2 
                   702.5 
                 
                     
                   2,5,8,11-tetraoxatridecane) 
                 
                   27 
                   16,16′-((4-methyl-1,2-phenylene)bis(oxy))bis(1-(p-tolyl)- 
                     
                   1.2 
                   790.5 
                 
                     
                   2,5,8,11,14-pentaoxahexadecane) 
                 
                   28 
                   19,19′-((4-methyl-1,2-phenylene)bis(oxy))bis(1-(p-tolyl)- 
                     
                   1.2 
                   878.6 
                 
                     
                   2,5,8,11,14,17-hexaoxanonadecane) 
                 
                   29 
                   4,4′-(((((((4-ethyl-1,3-phenylene)bis(oxy))bis(ethane-2,1- 
                   11 
                   1.3 
                   540.5 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))bis(methylbenzene) 
                 
                   30 
                   13,13′-((4-ethyl-1,3-phenylene)bis(oxy))bis(1-(p-tolyl)- 
                   12 
                   1.3 
                   716.4 
                 
                     
                   2,5,8,11-tetraoxatridecane) 
                 
                   31 
                   19,19′-((4-ethyl-1,3-phenylene)bis(oxy))bis(1-(p-tolyl)- 
                   13 
                   1.3 
                   892.5/ 
                 
                     
                   2,5,8,11,14,17-hexaoxanonadecane) 
                     
                     
                   455.4 
                 
                   32 
                   (((((((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.2 
                   540.3 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))dibenzene 
                 
                   33 
                   (((((((((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.2 
                   628.5 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))dibenzene 
                 
                   34 
                   13,13′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   416.5 
                 
                     
                   2,5,8,11-tetraoxatridecane) 
                 
                   35 
                   16,16′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   804.5 
                 
                     
                   2,5,8,11,14-pentaoxahexadecane) 
                 
                   36 
                   19,19′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   892.6 
                 
                     
                   2,5,8,11,14,17-hexaoxanonadecane) 
                 
                   37 
                   25,25′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   1068.5/ 
                 
                     
                   2,5,8,11,14,17,20,23 -octaoxapentacosane) 
                     
                     
                   543.5 
                 
                   38 
                   4,4′-(((((((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.2 
                   568.4 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))bis(methylbenzene) 
                 
                   39 
                   4,4′-(((((((((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(ethane- 
                     
                   1.2 
                   656.6 
                 
                     
                   2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))bis(methylbenzene) 
                 
                   40 
                   13,13′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1-(p-tolyl)- 
                     
                   1.2 
                   744.5 
                 
                     
                   2,5,8,11-tetraoxatridecane) 
                 
                   41 
                   16,16′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1-(p-tolyl)- 
                     
                   1.2 
                   832.5 
                 
                     
                   2,5,8,11,14-pentaoxahexadecane) 
                 
                   42 
                   19,19′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1-(p-tolyl)- 
                     
                   1.2 
                   920.6 
                 
                     
                   2,5 ,8,11,14,17-hexaoxanonadecane) 
                 
                   43 
                   25,25′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1-(4-(tert- 
                     
                   1.2 
                   1180.8/ 
                 
                     
                   butyl)phenyl)-2,5,8,11,14,17,20,23-octaoxapentacosane) 
                     
                     
                   599.5 
                 
                   44 
                   19,19′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1- 
                     
                   1.2 
                   992.5 
                 
                     
                   (naphthalen-2-yl)-2,5,8,11,14,17-hexaoxanonadecane) 
                 
                   45 
                   (((((((3,5-di-tert-butyl-1,2-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.2 
                   596.5 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))dibenzene 
                 
                   46 
                   13,13′-((3,5-di-tert-butyl-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   772.6 
                 
                     
                   2,5,8,11-tetraoxatridecane) 
                 
                   47 
                   19,19′-((3,5-di-tert-butyl-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   948.6 
                 
                     
                   2,5,8,11,14,17-hexaoxanonadecane) 
                 
                   48 
                   25,25′-((3,5-di-tert-butyl-1,2-phenylene)bis(oxy))bis(1-phenyl- 
                     
                   1.2 
                   1124.7/ 
                 
                     
                   2,5,8,11,14,17,20,23-octaoxapentacosane) 
                     
                     
                   571.5 
                 
                   49 
                   13,13′-((3,5-di-tert-butyl-1,2-phenylene)bis(oxy))bis(1-(4-(tert- 
                     
                   1.2 
                   884.6 
                 
                     
                   butyl)phenyl)-2,5,8,11-tetraoxatridecane) 
                 
                   50 
                   25,25′-((3,5-di-tert-butyl-1,2-phenylene)bis(oxy))bis(1-(4-(tert- 
                     
                   1.2 
                   1236.8/ 
                 
                     
                   butyl)phenyl)-2,5,8,11,14,17,20,23-octaoxapentacosane) 
                     
                     
                   627.5 
                 
                   51 
                   1,2-bis(15-phenyl-2,5,8,11,14-pentaoxapentadecyl)benzene 
                     
                   1.7 
                   688.2 
                 
                   52 
                   1,2-bis(27-phenyl-2,5,8,11,14,17,20,23,26- 
                     
                   1.7 
                   1040.6  
                 
                     
                   nonaoxaheptacosyl)benzene 
                 
                   53 
                   1,2-bis(15-(4-(tert-butyl)phenyl)-2,5,8,11,14- 
                   18 
                   1.7 
                   800.5 
                 
                     
                   pentaoxapentadecyl)benzene 
                 
                   54 
                   4,4′-(((((((4-chloro-1,3-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.3 
                   546.2 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))bis(methylbenzene) 
                 
                   55 
                   13,13′-((4-chloro-1,3-phenylene)bis(oxy))bis(1-(p-tolyl)- 
                   15 
                   1.3 
                   722.4 
                 
                     
                   2,5,8,11-tetraoxatridecane) 
                 
                   56 
                   1,5-bis((1-phenyl-2,5,8,11-tetraoxatridecan-13- 
                     
                   1.2 
                   710.4 
                 
                     
                   yl)oxy)naphthalene 
                 
                   57 
                   2,3-bis(2-(2-(benzyloxy)ethoxy)ethoxy)naphthalene 
                     
                   1.2 
                   534.3 
                 
                   58 
                   2,3-bis(2-(2-(2-(benzyloxy)ethoxy)ethoxy)ethoxy)naphthalene 
                     
                   1.2 
                   622.5 
                 
                   59 
                   2,3-bis((1-phenyl-2,5,8,11-tetraoxatridecan-13- 
                   6 
                   1.2 
                   710.4 
                 
                     
                   yl)oxy)naphthalene 
                 
                   60 
                   2,3-bis((1-phenyl-2,5,8,11,14-pentaoxahexadecan-16- 
                     
                   1.2 
                   798.4 
                 
                     
                   yl)oxy)naphthalene 
                 
                   61 
                   2,3-bis((1-phenyl-2,5,8,11,14,17-hexaoxanonadecan-19- 
                     
                   1.2 
                   886.4 
                 
                     
                   yl)oxy)naphthalene 
                 
                   62 
                   2,3-bis((1-phenyl-2,5,8,11,14,17,20,23-octaoxapentacosan-25- 
                     
                   1.2 
                   1062.5/ 
                 
                     
                   yl)oxy)naphthalene 
                     
                     
                   540.4 
                 
                   63 
                   2,3-bis(2-(2-((4-methylbenzyl)oxy)ethoxy)ethoxy)naphthalene 
                     
                   1.2 
                   562.4 
                 
                   64 
                   2,3-bis(2-(2-(2-((4- 
                     
                   1.2 
                   650.4 
                 
                     
                   methylbenzyl)oxy)ethoxy)ethoxy)ethoxy)naphthalene 
                 
                   65 
                   2,3-bis((1-(p-tolyl)-2,5,8,11-tetraoxatridecan-13- 
                     
                   1.2 
                   738.4 
                 
                     
                   yl)oxy)naphthalene 
                 
                   66 
                   2,3-bis((1-(p-tolyl)-2,5,8,11,14-pentaoxahexadecan-16- 
                     
                   1.2 
                   826.4 
                 
                     
                   yl)oxy)naphthalene 
                 
                   67 
                   2,3-bis((1-(p-tolyl)-2,5,8,11,14,17-hexaoxanonadecan-19- 
                     
                   1.2 
                   914.6 
                 
                     
                   yl)oxy)naphthalene 
                 
                   68 
                   13,13′-((propane-2,2-diylbis(4,1-phenylene))bis(oxy))bis(1-(p- 
                     
                   1.2 
                   806.4 
                 
                     
                   tolyl)-2,5,8,11-tetraoxatridecane) 
                 
                   69 
                   19,19′-((propane-2,2-diylbis(4,1-phenylene))bis(oxy))bis(1-(p- 
                     
                   1.2 
                   982.5/ 
                 
                     
                   tolyl)-2,5,8,11,14,17-hexaoxanonadecane) 
                     
                     
                   500.5 
                 
                   70 
                   1,33-bis(4-(tert-butyl)phenyl)-15,19-dimethyl- 
                   21 
                   1.6 
                   796.6 
                 
                     
                   2,5,8,11,14,17,20,23,26,29,32-undecaoxatritriacontane 
                 
                   71 
                   1,32-diphenyl-2,5,8,11,14,19,22,25,28,31- 
                   22 
                   1.8 
                   640.5 
                 
                     
                   decaoxadotriacontane 
                 
                   72 
                   1,56-diphenyl- 
                     
                   1.8 
                   992.6 
                 
                     
                   2,5,8,11,14,17,20,23,26,31,34,37,40,43,46,49,52,55- 
                 
                     
                   octadecaoxahexapentacontane 
                 
                   73 
                   bis(1-phenyl-2,5,8,11-tetraoxatridecan-13-yl) succinate 
                     
                   5 
                   668.4 
                 
                   74 
                   bis(1-(4-(tert-butyl)phenyl)-2,5,8,11-tetraoxatridecan-13-yl) 
                     
                   5 
                   780.5 
                 
                     
                   succinate 
                 
                   75 
                   bis(1-(4-(tert-butyl)phenyl)-2,5,8,11,14,17,20,23- 
                     
                   5 
                   1132.6/ 
                 
                     
                   octaoxapentacosan-25-yl) succinate 
                     
                     
                   575.5 
                 
                   76 
                   bis(1-phenyl-2,5,8,1-tetraoxatridecan-13-yl) glutarate 
                   2 
                   5 
                   682.4 
                 
                   77 
                   bis(1-phenyl-2,5,8,11,14,17,20,23-octaoxapentacosan-25-yl) 
                     
                   5 
                   1034.5/ 
                 
                     
                   glutarate 
                     
                     
                   526.4 
                 
                   78 
                   bis(1-(4-(tert-butyl)phenyl)-2,5,8,11-tetraoxatridecan-13-yl) 
                     
                   5 
                   794.5 
                 
                     
                   glutarate 
                 
                   79 
                   bis(1-phenyl-2,5,8,11-tetraoxatridecan-13-yl) adipate 
                     
                   5 
                   696.4 
                 
                   80 
                   1,3,5-tris((1-(4-(tert-butyl)phenyl)-2,5,8,11-tetraoxatridecan- 
                     
                   1.2 
                   1110.7  
                 
                     
                   13-yl)oxy)benzene 
                 
                   81 
                   1,3,5-tris(15-phenyl-2,5,8,11,14-pentaoxapentadecyl)benzene 
                   24 
                   1.9 
                   984.5 
                 
                   82 
                   1,3,5-tris(27-phenyl-2,5,8,11,14,17,20,23,26- 
                   25 
                   1.9 
                   765.6 
                 
                     
                   nonaoxaheptacosyl)benzene 
                 
                   83 
                   tris(1-phenyl-2,5,8,11-tetraoxatridecan-13-yl) benzene-1,3,5- 
                   3 
                   5 
                   1026.4  
                 
                     
                   tricarboxylate 
                 
                   84 
                   potassium 3,3′-(((((1,2-phenylenebis(oxy))bis(ethane-2,1- 
                   7 
                   1.2.4 
                   548.2 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(propane-1- 
                 
                     
                   sulfonate) 
                 
                   85 
                   potassium 3,3′-(((((((1,2-phenylenebis(oxy))bis(ethane-2,1- 
                     
                   1.2.4 
                   636.3 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(propane-1-sulfonate) 
                 
                   86 
                   potassium 1,1′-(1,2-phenylenebis(oxy))bis(3,6,9,12- 
                   8 
                   1.2.4 
                   724.3 
                 
                     
                   tetraoxapentadecane-15-sulfonate) 
                 
                   87 
                   potassium 1,1′-(1,2-phenylenebis(oxy))bis(3,6,9,12,15,18- 
                     
                   1.2.4 
                   900.3/ 
                 
                     
                   hexaoxahenicosane-21-sulfonate) 
                     
                     
                   459.2 
                 
                   88 
                   potassium 1,1′-(1,2- 
                     
                   1.2.4 
                   1076.8/ 
                 
                     
                   phenylenebis(oxy))bis(3,6,9,12,15,18,21,24- 
                     
                     
                   547.4 
                 
                     
                   octaoxaheptacosane-27-sulfonate) 
                 
                   89 
                   potassium 4,4′-(((((1,2-phenylenebis(oxy))bis(ethane-2,1- 
                     
                   1.2.4 
                   567.0 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(butane-1- 
                 
                     
                   sulfonate) 
                 
                   90 
                   potassium 1,1′-(1,2-phenylenebis(oxy))bis(3,6,9,12- 
                     
                   1.2.4 
                   752.3 
                 
                     
                   tetraoxahexadecane-16-sulfonate) 
                 
                   91 
                   potassium 1,1′-(1,2-phenylenebis(oxy))bis(3,6,9,12,15,18- 
                     
                   1.2.4 
                   928.3/ 
                 
                     
                   hexaoxadocosane-22-sulfonate) 
                     
                     
                   473.3 
                 
                   92 
                   potassium 1,1′-(1,2- 
                     
                   1.2.4 
                   1104.4/ 
                 
                     
                   phenylenebis(oxy))bis(3,6,9,12,15,18,21,24-octaoxaoctacosane- 
                     
                     
                   561.2 
                 
                     
                   28-sulfonate) 
                 
                   93 
                   potassium 3,3′-((((((4-methyl-1,2- 
                     
                   1.2.4 
                   562.3 
                 
                     
                   phenylene)bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane- 
                 
                     
                   2,1-diyl))bis(oxy))bis(propane-1-sulfonate) 
                 
                   94 
                   potassium 1,1′-((4-methyl-1,2-phenylene)bis(oxy))bis(3,6,9,12- 
                   9 
                   1.2.4 
                   738.1/ 
                 
                     
                   tetraoxapentadecane-15-sulfonate) 
                     
                     
                   378.3 
                 
                   95 
                   potassium 1,1′-((4-methyl-1,2- 
                     
                   1.2.4 
                   914.3/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18-hexaoxahenicosane-21- 
                     
                     
                   466.3 
                 
                     
                   sulfonate) 
                 
                   96 
                   potassium 1,1′-((4-methyl-1,2- 
                     
                   1.2.4 
                   1090.8/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18,21,24- 
                     
                     
                   554.4 
                 
                     
                   octaoxaheptacosane-27-sulfonate) 
                 
                   97 
                   potassium 4,4′-((((((4-methyl-1,2- 
                     
                   1.2.4 
                   590.0 
                 
                     
                   phenylene)bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane- 
                 
                     
                   2,1-diyl))bis(oxy))bis(butane-1-sulfonate) 
                 
                   98 
                   potassium 1,1′-((4-methyl-1,2-phenylene)bis(oxy))bis(3,6,9,12- 
                   10 
                   1.2.4 
                   766.4 
                 
                     
                   tetraoxahexadecane-16-sulfonate) 
                 
                   99 
                   potassium 1,1′-((4-methyl-1,2- 
                     
                   1.2.4 
                   942.0/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18-hexaoxadocosane-22- 
                     
                     
                   480.3 
                 
                     
                   sulfonate) 
                 
                   100 
                   potassium 1,1′-((4-methyl-1,2- 
                     
                   1.2.4 
                   1118/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18,21,24- 
                     
                     
                   568 
                 
                     
                   octaoxaoctacosane-28-sulfonate) 
                 
                   101 
                   potassium 1,1′-((((((4-methyl-1,2- 
                   17 
                   1.2.4 
                   618.3 
                 
                     
                   phenylene)bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane- 
                 
                     
                   2,1-diyl))bis(oxy))bis(pentane-3-sulfonate) 
                 
                   102 
                   potassium 4,4′-((((((4-methyl-1,2- 
                   16 
                   1.2.4 
                   742.3 
                 
                     
                   phenylene)bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane- 
                 
                     
                   2,1-diyl))bis(oxy))bis(1-phenylbutane-2-sulfonate) 
                 
                   103 
                   potassium 1,1′-((4-methyl-1,2-phenylene)bis(oxy))bis(28- 
                     
                   1.2.4 
                   644.5 
                 
                     
                   phenyl-3,6,9,12,15,18,21,24-octaoxaoctacosane-27-sulfonate) 
                 
                   104 
                   potassium 3,3′-((((((4-ethyl-1,3-phenylene)bis(oxy))bis(ethane- 
                     
                   1.2.4 
                   576.3 
                 
                     
                   2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(propane-1- 
                 
                     
                   sulfonate) 
                 
                   105 
                   potassium 1,1′-((4-ethyl-1,3-phenylene)bis(oxy))bis(3,6,9,12- 
                     
                   1.2.4 
                   752.3 
                 
                     
                   tetraoxapentadecane-15-sulfonate) 
                 
                   106 
                   potassium 1,1′-((4-ethyl-1,3- 
                     
                   1.2.4 
                   928.3/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18-hexaoxahenicosane-21- 
                     
                     
                   473.3 
                 
                     
                   sulfonate) 
                 
                   107 
                   potassium 1,1′-((4-ethyl-1,3- 
                     
                   1.2.4 
                   1104.4/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18,21,24- 
                     
                     
                   561.2 
                 
                     
                   octaoxaheptacosane-27-sulfonate) 
                 
                   108 
                   potassium 4,4′-((((((4-ethyl-1,3-phenylene)bis(oxy))bis(ethane- 
                     
                   1.2.4 
                   604.3 
                 
                     
                   2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(butane-1- 
                 
                     
                   sulfonate) 
                 
                   109 
                   potassium 1,1′-((4-ethyl-1,3-phenylene)bis(oxy))bis(3,6,9,12- 
                     
                   1.2.4 
                   780.3 
                 
                     
                   tetraoxahexadecane-16-sulfonate) 
                 
                   110 
                   potassium 1,1′-((4-ethyl-1,3- 
                     
                   1.2.4 
                   956.4/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18-hexaoxadocosane-22- 
                     
                     
                   487.3 
                 
                     
                   sulfonate) 
                 
                   111 
                   potassium 1,1′-((4-ethyl-1,3- 
                     
                   1.2.4 
                   1132.2/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18,21,24- 
                     
                     
                   575.1 
                 
                     
                   octaoxaoctacosane-28-sulfonate) 
                 
                   112 
                   potassium 3,3′-((((((4-(tert-butyl)-1,2- 
                     
                   1.2.4 
                   604.3 
                 
                     
                   phenylene)bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane- 
                 
                     
                   2,1-diyl))bis(oxy))bis(propane-1-sulfonate) 
                 
                   113 
                   potassium 1,1′-((4-(tert-butyl)-1,2- 
                     
                   1.2.4 
                   780.4/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12-tetraoxapentadecane-15- 
                     
                     
                   399.4 
                 
                     
                   sulfonate) 
                 
                   114 
                   potassium 1,1′-((4-(tert-butyl)-1,2- 
                     
                   1.2.4 
                   956.5/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18-hexaoxahenicosane-21- 
                     
                     
                   487.4 
                 
                     
                   sulfonate) 
                 
                   115 
                   potassium 1,1′-((4-(tert-butyl)-1,2- 
                     
                   1.2.4 
                   1132.8/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18,21,24- 
                     
                     
                   575.4 
                 
                     
                   octaoxaheptacosane-27-sulfonate) 
                 
                   116 
                   potassium 4,4′-((((((4-(tert-butyl)-1,2- 
                     
                   1.2.4 
                   632.3 
                 
                     
                   phenylene)bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane- 
                 
                     
                   2,1-diyl))bis(oxy))bis(butane-1-sulfonate) 
                 
                   117 
                   potassium 1,1′-((4-(tert-butyl)-1,2- 
                     
                   1.2.4 
                   808.5/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12-tetraoxahexadecane-16- 
                     
                     
                   413.4 
                 
                     
                   sulfonate) 
                 
                   118 
                   potassium 1,1′-((4-(tert-butyl)-1,2- 
                     
                   1.2.4 
                   984.5/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18-hexaoxadocosane-22- 
                     
                     
                   501.4 
                 
                     
                   sulfonate) 
                 
                   119 
                   potassium 1,1′-((4-(tert-butyl)-1,2- 
                     
                   1.2.4 
                   1160/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18,21,24- 
                     
                     
                   589.4 
                 
                     
                   octaoxaoctacosane-28-sulfonate) 
                 
                   120 
                   potassium 1,1′-((3,5-di-tert-butyl-1,2- 
                     
                   1.2.4 
                   836.4/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12-tetraoxapentadecane-15- 
                     
                     
                   427.4 
                 
                     
                   sulfonate) 
                 
                   121 
                   potassium 1,1′-((3,5-di-tert-butyl-1,2- 
                     
                   1.2.4 
                   1012.5/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12,15,18-hexaoxahenicosane-21- 
                     
                     
                   515.4 
                 
                     
                   sulfonate) 
                 
                   122 
                   potassium 1,1′-((3,5-di-tert-butyl-1,2- 
                     
                   1.2.4 
                   864.5/ 
                 
                     
                   phenylene)bis(oxy))bis(3,6,9,12-tetraoxahexadecane-16- 
                     
                     
                   441.4 
                 
                     
                   sulfonate) 
                 
                   123 
                   potassium 3,3′-((((((4-chloro-1,3- 
                     
                   1.2.4 
                   582.2 
                 
                     
                   phenylene)bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane- 
                 
                     
                   2,1-diyl))bis(oxy))bis(propane-1-sulfonate) 
                 
                   124 
                   potassium 1,1′-((4-chloro-1,3-phenylene)bis(oxy))bis(3,6,9,12- 
                     
                   1.2.4 
                   758.2 
                 
                     
                   tetraoxapentadecane-15-sulfonate) 
                 
                   125 
                   potassium 4,4′-((((((4-chloro-1,3- 
                     
                   1.2.4 
                   610.2 
                 
                     
                   phenylene)bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane- 
                 
                     
                   2,1-diyl))bis(oxy))bis(butane-1-sulfonate) 
                 
                   126 
                   potassium 1,1′-((4-chloro-1,3-phenylene)bis(oxy))bis(3,6,9,12- 
                     
                   1.2.4 
                   786.3 
                 
                     
                   tetraoxahexadecane-16-sulfonate) 
                 
                   127 
                   potassium 3,3′-(((((naphthalene-2,3-diylbis(oxy))bis(ethane- 
                     
                   1.2.4 
                   598.3 
                 
                     
                   2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(propane-1- 
                 
                     
                   sulfonate) 
                 
                   128 
                   potassium 1,1′-(naphthalene-2,3-diylbis(oxy))bis(3,6,9,12- 
                     
                   1.2.4 
                   774.3/ 
                 
                     
                   tetraoxapentadecane-15-sulfonate) 
                     
                     
                   396.3 
                 
                   129 
                   potassium 1,1′-(naphthalene-2,3- 
                     
                   1.2.4 
                   950.3/ 
                 
                     
                   diylbis(oxy))bis(3,6,9,12,15,18-hexaoxahenicosane-21- 
                     
                     
                   484.3 
                 
                     
                   sulfonate) 
                 
                   130 
                   potassium 1,1′-(naphthalene-2,3- 
                     
                   1.2.4 
                   1126.8/ 
                 
                     
                   diylbis(oxy))bis(3,6,9,12,15,18,21,24-octaoxaheptacosane-27- 
                     
                     
                   572.4 
                 
                     
                   sulfonate) 
                 
                   131 
                   potassium 4,4′-(((((naphthalene-2,3-diylbis(oxy))bis(ethane- 
                     
                   1.2.4 
                   626.3 
                 
                     
                   2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(butane-1- 
                 
                     
                   sulfonate) 
                 
                   132 
                   potassium 1,1′-(naphthalene-2,3-diylbis(oxy))bis(3,6,9,12- 
                     
                   1.2.4 
                   802   
                 
                     
                   tetraoxahexadecane-16-sulfonate) 
                 
                   133 
                   potassium 1,1′-(naphthalene-2,3- 
                     
                   1.2.4 
                   978.3/ 
                 
                     
                   diylbis(oxy))bis(3,6,9,12,15,18-hexaoxadocosane-22-sulfonate) 
                     
                     
                   498.4 
                 
                   134 
                   potassium 1,1′-(naphthalene-2,3- 
                     
                   1.2.4 
                   1154.6/ 
                 
                     
                   diylbis(oxy))bis(3,6,9,12,15,18,21,24-octaoxaoctacosane-28- 
                     
                     
                   586.3 
                 
                     
                   sulfonate) 
                 
                   135 
                   1,1′-(1,2-phenylenebis(oxy))bis(3,6,9,12,15,18,21,24- 
                   4 
                   1.2.4 
                   1104.4/ 
                 
                     
                   octaoxaoctacosane-28-sulfonic acid) 
                     
                     
                   561.2 
                 
                   136 
                   25,25′-((4-ethyl-1,3-phenylene)bis(oxy))bis(1-phenyl- 
                   14 
                   1.2 
                   1104.4/ 
                 
                     
                   2,5,8,11,14,17,20,23-octaoxapentacosane) 
                     
                     
                   561.4 
                 
                   137 
                   potassium 1,1′-((4-methyl-1,2-phenylene)bis(oxy))bis(3,6,9,12- 
                     
                   1.2.4 
                   794.4/ 
                 
                     
                   tetraoxaheptadecane-15-sulfonate) 
                     
                     
                   406.3 
                 
                   138 
                   1,2-bis((1-(naphthalene-2-yl)-2,5,8,11-tetraoxatridecan-13- 
                     
                   1.2 
                   760.4 
                 
                     
                   yl)oxy)benzene 
                 
                   139 
                   2,2′-(((((((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(ethane-2,1- 
                     
                   1.2 
                   640.4 
                 
                     
                   diyl))bis(oxy))bis(ethane-2,1- 
                 
                     
                   diyl))bis(oxy))bis(methylene))dinaphthalene 
                 
                   140 
                   13,13′-((4-(tert-butyl)-1,2-phenylene)bis(oxy))bis(1- 
                     
                   1.2 
                   816.4 
                 
                     
                   (naphthalen-2-yl)-2,5,8,11-tetraoxatridecane) 
                 
                     
                 
             
                
                
                
                
                
               
               
                
               
            
             
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
               
            
           
         
       
     
     
         10 . A composition containing one or more compounds according to  claim 1  and one or more additional constituents like solvents, diluents, surfactants, adsorbents, stabilizers and/or formulated into tablets or capsules or other matrix forms and geometrical shapes. 
     
     
         11 . A compound with the following generic structure
   R 1 R 2 R 3 —(—OCHR 4 —CH 2 —) n —R 5 —[(—CH 2 —CHR 6 O) m —R 7 R 8 R 9 ] p  
   wherein the core unit R is further connected to 2-4 units by carbon, ether or ester bonds;   R 4  and R 6  is H or —CH 3  to give PEG or PPG chains;   n and m are integers between 2 and 12 in which n could be the same or different from m;   p is an integer between 1 and 3 depending on R 5 ;   R 3  and R 7  are aliphatic or aromatic hydrocarbon moieties with 2-40 carbon coupled to the PEG units or the PPG units by an ester or ether bond;   R 1 , R 2 , R 8  and R 9  are all H or identical or different hydrophilic functional groups preferably carboxylic, sulfonic or phosphonic acid groups; or salts, hydrates and solvates thereof; or   a composition containing one or more of these compounds and one or more additional constituents like solvents, diluents, surfactants, adsorbents, stabilizers and/or formulated into tablets or capsules;   for the use as a tracer.   
     
     
         12 . A compound or a composition according to  claim 11  for use as tracers in release systems. 
     
     
         13 . A compound or a composition according to  claim 11  for use as tracers for inflow monitoring during oil and gas production. 
     
     
         14 . A compound or a composition according to  claim 11 , where components are detected topside after release from oil and gas wells. 
     
     
         15 . A compound or a composition according to  claim 11  where the components are detected topside after release from oil and gas wells by LCMS, GCMS or a combination thereof.

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