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US 2025/0084759 A1Published application
Fluorescent dye oil tracer compositions
AssigneeSaudi Arabian Oil Company
InventorWei Wang
Life of this patent
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Abstract
A composition includes a functionalized fluorescent dye. The functionalized fluorescent dye includes an isothiocyanate-containing compound functionalized with a functional group. The functional group includes a primary amine. The functionalized fluorescent dye can be mixed with a fluid to form a tracer fluid for tracing fluid flow in a subterranean formation.
Claims13
A method of making a functionalized fluorescent dye, comprising:
- dissolving an oil-soluble isothiocyanate-containing compound in a first portion of a first organic solvent to yield a first solution, wherein the oil-soluble isothiocyanate-containing compound is selected from the group consisting of methyl isothiocyanate, ethyl isothiocyanate, propyl isothiocyanate, isopropyl isothiocyanate, butyl isothiocyanate, tert-butyl isothiocyanate, hexyl isothiocyanate, octyl isothiocyanate, decyl isothiocyanate, dodectyl isothiocyanate, tetradecyl isothiocyanate, hexadecyl isothiocyanate, octadecyl isothiocyanate, phenyl isothiocyanate, benzyl isothiocyanate, phenylethyl isothiocyanate, cyclohexyl isothiocyanate, cyclohexylmethyl isothiocyanate, 2-piperidinoethyl isothiocyanate, p-tolyl isothiocyanate, 2,6-dimethylphenyl isothiocyanate, 4-ethylphenyl isothiocyanate, 4-methoxyphenyl isothiocyanate, 2,4-dimethoxyphenyl isothiocyanate, 4-chlorophenyl isothiocyanate, 2,6-dichlorophenyl isothiocyanate, 2,4,5-trichlorophenyl isothiocyanate, 3-bromophenyl isothiocyanate, 2,5-dibromophenyl isothiocyanate, 2,4,6-tribromophenyl isothiocyanate, 3-fluorophenyl isothiocyanate, 2,6-difluorophenyl isothiocyanate, 2,4,6-trifluorophenyl isothiocyanate, 4-(trifluoromethyl)phenyl isothiocyanate, 3,5-bis(trifluoromethyl)phenyl isothiocyanate, 2-chloro-5-(trifluoromethyl)phenyl isothiocyanate, 4-bromo-2-(trifluoromethyl)phenyl isothiocyanate, 4-fluoro-3-(trifluoromethyl)phenyl isothiocyanate, 3-chloro-4-fluorophenyl isothiocyanate, 2-bromo-4-fluorophenyl isothiocyanate, or 4-bromo-2-chlorophenyl isothiocyanate, or any isoform thereof;
- dissolving a functional group in a second portion of the first organic solvent to yield a second solution, wherein the functional group comprises a primary amine and is selected from the group consisting of 1-naphthylamine, 2-aminoanthracene, 1-aminopyrene, 6-chrysenamine, 9-aminophenanthrene, 2-aminofluorene, 9-aminoacridine, 1,10-phenanthrolin-5-amine, 9H-carbazol-2-amine, or 3-amino-9-ethylcarbazole;
- mixing the first solution and the second solution to form a reaction mixture;
- and
- extracting the functionalized fluorescent dye from the reaction mixture, wherein the functionalized fluorescent dye is a reaction product of the oil-soluble isothiocyanate-containing compound and the functional group.
2 more elements
A method of tracing fluid flow in a subterranean formation, comprising:
- mixing a functionalized fluorescent tracer and a fluid to form a tracer fluid, wherein the functionalized fluorescent tracer comprises an isothiocyanate-containing compound functionalized with a functional group comprising a primary amine, wherein:
- the isothiocyanate-containing compound is selected from the group consisting of methyl isothiocyanate, ethyl isothiocyanate, propyl isothiocyanate, isopropyl isothiocyanate, butyl isothiocyanate, tert-butyl isothiocyanate, hexyl isothiocyanate, octyl isothiocyanate, decyl isothiocyanate, dodectyl isothiocyanate, tetradecyl isothiocyanate, hexadecyl isothiocyanate, octadecyl isothiocyanate, phenyl isothiocyanate, benzyl isothiocyanate, phenylethyl isothiocyanate, cyclohexyl isothiocyanate, cyclohexylmethyl isothiocyanate, 2-piperidinoethyl isothiocyanate, p-tolyl isothiocyanate, 2,6-dimethylphenyl isothiocyanate, 4-ethylphenyl isothiocyanate, 4-methoxyphenyl isothiocyanate, 2,4-dimethoxyphenyl isothiocyanate, 4-chlorophenyl isothiocyanate, 2,6-dichlorophenyl isothiocyanate, 2,4,5-trichlorophenyl isothiocyanate, 3-bromophenyl isothiocyanate, 2,5-dibromophenyl isothiocyanate, 2,4,6-tribromophenyl isothiocyanate, 3-fluorophenyl isothiocyanate, 2,6-difluorophenyl isothiocyanate, 2,4,6-trifluorophenyl isothiocyanate, 4-(trifluoromethyl)phenyl isothiocyanate, 3,5-bis(trifluoromethyl)phenyl isothiocyanate, 2-chloro-5-(trifluoromethyl)phenyl isothiocyanate, 4-bromo-2-(trifluoromethyl)phenyl isothiocyanate, 4-fluoro-3-(trifluoromethyl)phenyl isothiocyanate, 3-chloro-4-fluorophenyl isothiocyanate, 2-bromo-4-fluorophenyl isothiocyanate, or 4-bromo-2-chlorophenyl isothiocyanate, or any isoform thereof;
- and
- the functional group is selected from the group consisting of 1-naphthylamine, 2-aminoanthracene, 1-aminopyrene, 6-chrysenamine, 9-aminophenanthrene, 2-aminofluorene, 9-aminoacridine, 1,10-phenanthrolin-5-amine, 9H-carbazol-2-amine, or 3-amino-9-ethylcarbazole;
- flowing the tracer fluid into a first subterranean formation;
- recovering a sample from the first subterranean formation or a second subterranean formation connected to the first subterranean formation;
- and
- analyzing the sample for a fluorescent signal.
5 more elements
Dependencies are inferred from the claim text.