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WO2017137786A1 - Formulations d'élimination de paraffine - Google Patents

Formulations d'élimination de paraffine Download PDF

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Publication number
WO2017137786A1
WO2017137786A1 PCT/IB2016/000125 IB2016000125W WO2017137786A1 WO 2017137786 A1 WO2017137786 A1 WO 2017137786A1 IB 2016000125 W IB2016000125 W IB 2016000125W WO 2017137786 A1 WO2017137786 A1 WO 2017137786A1
Authority
WO
WIPO (PCT)
Prior art keywords
methanol
dioxolane
paraffin removal
linear
branched
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/IB2016/000125
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English (en)
Inventor
Fernanda GRIGOLETTO
Sergio Martins
Suelbi Silva
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Poliamida e Especialidades Ltda
Original Assignee
Rhodia Poliamida e Especialidades Ltda
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rhodia Poliamida e Especialidades Ltda filed Critical Rhodia Poliamida e Especialidades Ltda
Priority to PCT/IB2016/000125 priority Critical patent/WO2017137786A1/fr
Publication of WO2017137786A1 publication Critical patent/WO2017137786A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/52—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning
    • C09K8/524—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning organic depositions, e.g. paraffins or asphaltenes

Definitions

  • the present invention generally relates to a paraffin removal formulation. More specifically, the present invention describes the use of glycerol ketals and/or acetals for removing paraffin deposits in oilfield equipment.
  • Paraffin deposition in oilfield equipment has been recognized as one of the main challenge faced in oil operations, during production, transportation and storage.
  • These paraffinic materials contain as major constituents high molecular weight aliphatic hydrocarbons, generally found between the hydrocarbon chain of Ci 8 H 38 and C 78 Hi 42 and with high melting points.
  • they also contain petroleum resins, asphaltic and asphaltene materials, aromatic hydrocarbons, water, and inorganic components (such as calcium and magnesium carbonates and sulfates, sand, clay and silicates, rust, iron sulfide and chlorides).
  • waxy compounds readily crystallize out upon cooling of the oil fraction containing them.
  • WAT wax appearance temperature
  • wax molecules continue to attach and detach from these clusters until they reach a critical size, become stable and then start depositing on the equipment.
  • this deposition process basically involves two distinct stages: nucleation and growth.
  • Nucleation is the generation of these critical sized clusters, called nuclei, which are stable in the hydrocarbon fluid. This insoluble wax itself tends to disperse in the crude oil. Once the nuclei are formed and the temperature remains below WAT, the crystal growth process occurs as further molecules are laid down in laminar or plate-like structure.
  • Wax deposition on the production system ("growth") generally requires a nucleating agent, such as asphaltenes and inorganic solids. Temperature, pressure and composition play an important role in wax deposition, temperature being a predominant factor.
  • paraffin can precipitate and deposit under certain environmentaf conditions as explained above. It is common that the pores of the reservoir rock, well casing, perforations, screen and tubing through which the oil flows to the surface tend to clog, restricting the flow and leading to a reduced production and transportation rate, equipment damage, and production shut down.
  • the first solution is preventing or inhibiting the deposition using heat.
  • Electric heaters can be employed to raise the crude oil temperature as it enters the wellbore. Limitations are the maintenance costs of the heating system and the availability of electrical power. Maintaining a sufficiently high production level may also keep the upper-wellbore temperature above the WAT because high flow rates tend to minimize wax adherence to metal surfaces because of the shearing action of the flowing fluid.
  • Wax deposition can also be prevented, delayed, or minimized by the use of dispersants or crystal modifiers.
  • Dispersants are generally surfactants and may also keep the pipe surface water wet, minimizing the tendency of the wax to adhere.
  • Paraffin-crystal modifiers are chemicals that interact with the growing crude-oil waxes by co-crystallizing with the native paraffin waxes in the crude oil that is being treated. These interactions result in the deformation of the crystal morphology of the crude-oil wax and once deformed, these crystals cannot undergo the normal series of aggregation steps. However, these inhibitors must be delivered into the crude oil at temperatures above the WAT and the paraffin is not truly dispersed and can again quickly return to a solid form after the heat dissipates.
  • Another alternative used to remove paraffins that have already been deposited is to dissolve the asphaltene and other organic deposits.
  • Various solvents which have been used to dissolve asphaltene include chlorinated solvents, petroleum product distillates and aromatic solvents as describe by Elochukwu, et al (Elochukwu, O. H., Ismail M. Saaid, I.M. and Rasidah M. Pilus, R. M. Organic deposit remediation using environmentally benign solvents: a review, Journal of Engineering and Applied Sciences; Oct2014, Vol. 9 Issue 10, p. 1930-1935).
  • xylene has been the most widely aromatic solvent used to remove paraffin from well tubular and near wellbore region of the reservoir formation.
  • these solvents poses health, safety and environment risks due to their physico-chemical properties, i.e. evident toxicity, and their action is limited to the deposit surface.
  • the present invention aims to propose an optimized paraffin removal formulation improving the paraffin deposit remediation by solubilizing these organic deposits.
  • One of the objects of the invention is to propose an alternative solvent for reducing paraffin deposits from oilfield equipment, which solubilizes and allows increased paraffin removal from the well in a fast and efficient manner, maintaining paraffin build-up low and enhancing the effectiveness of scale and corrosion inhibitors.
  • the formulation also has the advantage of having water solubility, low odor, adequate volatility, no toxicity, a good environmental profile (non VOC) and low cost.
  • the invention thus relates to the use of at least one com ound of formula I below:
  • Ri and R 2 independently from one another, are selected in the group consisting of: hydrogen or a linear or branched C1-C12 alkyl, a C4-C12 cycloalkyl or an aryl.
  • the present invention also proposes a paraffin removal formulation comprising at least one compound of formula I below:
  • Ri and R 2 independently from one another, are selected in the group consisting of: hydrogen or a linear or branched C1-C12 alkyl, a C4-C12 cycloalkyi or an aryl.
  • Ri and R 2 independently from one another, are selected in the group consisting of: hydrogen or a linear or branched C1-C12 alkyl, a C4-C12 cycloalkyi or an aryl.
  • Ri and R 2 independently from one another, are selected in the group consisting of: hydrogen, methyl, ethyl, isopropyl, n-propyl, isobutyl, n-butyl, tert-butyl, n- pentyl, cyclopentyl, cyclohexyl or phenyl.
  • Ri and R 2 independently from one another, are selected in the group consisting of: methyl, ethyl, isopropyl, n-propyl, isobutyl, n-butyl, tert-butyl, n-pentyl, cyclopentyl, cyclohexyl or phenyl.
  • Ri and R 2 are methyl and R 3 is H.
  • the compound is commercially available, for example under the name Augeo ® Clean Multi, Augeo ® SL191 or Solketal. This compound can be synthesized by reaction between glycerol and acetone, under well-known classical conditions.
  • Ri is methyl
  • R 2 is isobutyl
  • R 3 is H.
  • the compound is commercially available, for example under the name Augeo ® Clean Plus. This compound can be synthesized by reaction between glycerol and methyl-isobutyl ketone, under well-known classical conditions.
  • Ri is methyl
  • R 2 is phenyl
  • R 3 is H
  • the compound is commercially available, for example under the name Augeo ® Film HB.
  • This compound can be synthesized by reaction between glycerol and acetophenone, under well-known classical conditions.
  • Ri is isopropyl and R 2 and R3 are H.
  • the compound is 2- isobutyl-2-methyl-l,3-dioxolane-4-methanol. This compound can be synthetized by reaction between glycerol and isobutyraldehyde, under well-known classical conditions.
  • the compound is commercially available, for example under the name Augeo ® ACT.
  • This compound can be synthesized by transesterification of Solketal with an alkyl acetate under well-known classical conditions.
  • Ri is 2-ethylhexyl and R 2 and R3 are H.
  • the compound is (2-(heptan-3-yl)-l,3-dioxolan-4-yl)methanol.
  • This compound can be synthetized by reaction between glycerol and 2-ethylhexanal, under well-known classical conditions.
  • Glycerol can be obtained as a coproduct from biodiesel production during the transesterification of triglycerides.
  • the compound of formula I is chosen from the group comprising: 2,2- dimethyl-l,3-dioxolane-4-methanol, 2,2-diisobutyl-l,3-dioxolane-4-methanol, 2-isobutyl-2- methyl-l,3-dioxolane-4-methanol, 2-isopropyl-l,3-dioxolane-4-methanol, 2-butyl-2-ethyl- l,3-dioxolane-4-methanol, 2-phenyl-l,3-dioxolane-4-methanol and 2-methyl-2-phenyl-l,3- dioxolane-4-methanol, 2,2-dimethyl-l,3-dioxolane-4-acetate, (2-(heptan-3-yl)-l,3-dioxolan- 4-yl)methanol and mixtures thereof.
  • At least two, more preferably two or three, compounds of formula I can be used as blend of solvents in paraffin removal formulations.
  • such blends include a blend of 2,2-dimethyl-l,3-dioxolane-4- methanol and at least a glycerol ketal and/or acetal chosen from the following group: 2,2- diisobutyl-l,3-dioxolane-4-methanol, 2-isobutyl-2-methyl-l,3-dioxolane-4-methanol, 2- isopropyl-l,3-dioxolane-4-methanol, 2-butyl-2-ethyl-l,3-dioxolane-4-methanol, 2-phenyl- l,3-dioxolane-4-methanol, 2-methyl-2-phenyl-l,3-dioxolane-4-methanol, 2,2-dimethyl-l,3- dioxolane-4-a
  • the blend can comprise from 15 to 95% by weight, preferably from 25 to 50% by weight of 2,2-dimethyl-l,3-dioxolane-4-methanol, based on the total weight of the blend.
  • the compound is commercially available, for example under the name Augeo ® Clean Multi, Augeo ® SL191 or Solketal. This compound can be synthesized by reaction between glycerol and acetone, under well-known classical conditions.
  • the preferred blends according to the invention are the following:
  • a blend of 2,2-dimethyl-l,3-dioxolane-4-methanol and 2,2-diisobutyl-l,3- dioxolane-4-methanol preferably comprising from 50 to 80% of 2,2-dimethyl-l,3-dioxolane- 4-methanol and from 20 to 50% of 2,2-diisobutyl-l,3-dioxolane-4-methanol, and even more preferably a blend comprising from 60 to 70% of 2,2-dimethyl-l,3-dioxolane-4-methanol and from 30 to 40% of 2,2-diisobutyl-l,3-dioxolane-4-methanol,
  • a blend of 2,2-dimethyl-l,3-dioxolane-4-methanol and 2-isobutyl-2-methyl-l,3- dioxolane-4-methanol preferably comprising from 50 to 70% of 2,2-dimethyl-l,3-dioxolane- 4-methanol and from 30 to 50% of 2-isobutyl-2-methyl-l,3-dioxolane-4-methanol, and even more preferably a blend comprising from 55 to 65% of 2,2-dimethyl-l,3-dioxolane-4- methanol and from 35 to 45% of 2-isobutyl-2-methyl-l,3-dioxolane-4-methanol,
  • a blend of 2,2-dimethyl-l,3-dioxolane-4-methanol and 2-isopropyl-l,3-dioxolane-4- methanol preferably comprising from 40 to 60% of 2,2-dimethyl-l,3-dioxolane-4-methanol, and from 40 to 60% of 2-isopropyl-l,3-dioxolane-4-methanol, and even more preferably a blend comprising from 45 to 55% of 2,2-dimethyl-l,3-dioxolane-4-methanol and from 45 to 55% of 2-isopropyl-l,3-dioxolane-4-methanol,
  • a blend of 2,2-dimethyl-l,3-dioxolane-4-methanol and 2-butyl-2-ethyl-l,3- dioxolane-4-methanol preferably comprising from 50 to 80% of 2,2-dimethyl-l,3-dioxolane- 4-methanol and from 20 to 50% of 2-butyl-2-ethyl-l,3-dioxolane-4-methanol, and even more preferably a blend comprising from 60 to 70% of 2,2-dimethyl-l,3-dioxolane-4- methanol and from 30 to 40% of 2-butyl-2-ethyl-l,3-dioxolane-4-methanol,
  • a blend of 2,2-dimethyl-l,3-dioxolane-4-methanol and 2-phenyl-l,3-dioxolane-4- methanol preferably comprising from 50 to 70% of 2,2-dimethyl-l,3-dioxolane-4-methanol and from 30 to 50% of 2-phenyl-l,3-dioxolane-4-methanol, and even more preferably a blend comprising from 55 to 65% of 2,2-dimethyl-l,3-dioxolane-4-methanol and from 35 to 45% of 2-phenyl-l,3-dioxolane-4-methanol,
  • a blend of 2,2-dimethyl-l,3-dioxolane-4-methanol and 2-methyl-2-phenyl-l,3- dioxolane-4-methanol preferably comprising from 40 to 60% of 2,2-dimethyl-l,3-dioxolane- 4-methanol, and from 40 to 60% of 2-methyl-2-phenyl-l,3-dioxolane-4-methanol, and even more preferably a blend comprising from 45 to 55% of 2,2-dimethyl-l,3-dioxolane-4- methanol and from 45 to 55% of 2-methyl-2-phenyl-l / 3-dioxolane-4-methanol /
  • a blend of 2,2-dimethyl-l,3-dioxolane-4-methanol and 2,2-dimethyl-l,3-dioxolane- 4-acetate preferably comprising from 50 to 80% of 2,2-dimethyl-l,3-dioxolane-4-methanol and from 20 to 50% of 2,2-dimethyl-l,3-dioxolane-4-acetate, and even more preferably a blend comprising from 60 to 70% of 2,2-dimethyl-l,3-dioxolane-4-methanol and from 30 to 40% of 2,2-dimethyl-l,3-dioxolane-4-acetate,
  • a blend of 2,2-dimethyl-l,3-dioxolane-4-methanol and (2-(heptan-3-yl)-l,3- dioxolan-4-yl)methanol preferably comprising from 50 to 70% of 2,2-dimethyl-l,3- dioxolane-4-methanol and from 30 to 50% of (2-(heptan-3-yl)-l,3-dioxolan-4-yl)methanol, and even more preferably a blend comprising from 55 to 65% of 2,2-dimethyl-l,3-dioxolane- 4-methanol and from 35 to 45% of (2-(heptan-3-yl)-l,3-dioxolan-4-yl)methanol.
  • the above % are in % by weight based on the total weight of the blend.
  • the use according to the invention promotes the paraffin deposits removing performances of paraffin removal formulations in oilfield equipment, notably when compared to a paraffin removal formulation containing glycol ether instead of one glycerol ketal and/or acetal of formula I.
  • the present invention also concerns a paraffin removal formulation comprising at least one glycerol ketal and/or acetal of formula I described above. All the preferred embodiments detailed before, taken alone or in combination are also applicable to the paraffin removal composition.
  • the paraffin removal formulation according to the invention advantageously comprises from 1 to 20% by weight of at least one compound of formula I, preferably from 3 to 15% by weight based on the total weight of the paraffin removal formulation.
  • the formulation comprises at least 2,2- dimethyl-l,3-dioxolane-4-methanol in a proportion from 1 to 20% by weight, preferably from 3 to 15% by weight based on the total weight of the paraffin removal formulation.
  • the compound is commercially available, for example under the name Augeo ® Clean Multi, Augeo ® SL191 or Solketal. This compound can be synthesized by reaction between glycerol and acetone, under well-known classical conditions.
  • the formulation comprises at least two, more preferably two or three, compounds of formula I.
  • blends include a blend of 2,2-dimethyl-l,3-dioxolane-4-methanol and at least a glycerol ketal and/or acetal chosen from the following group: 2,2-diisobutyl-l,3-dioxolane-4-methanol, 2- isobutyl-2-methyl-l,3-dioxolane-4-methanol, 2-isopropyl-l,3-dioxolane-4-methanol, 2- butyl-2-ethyl-l,3-dioxolane-4-methanol, 2-phenyl-l,3-dioxolane-4-methanol and 2-methyl- 2-phenyl-l,3-dioxolane-4-methanol, 2,2-dimethyl-l,3-dioxolane-4-acetate, (2-(heptan-3-y
  • the paraffin removal formulation of the invention generally further comprises at least one of the following components:
  • the limonene is a natural cyclic monoterpene and major component of the distilled rind oils of oranges, grapefruits, lemons and other citrus fruit.
  • the limonene of the present formulation is preferably d-limonene and is commercially available from various sources.
  • the paraffin removal formulation comprises from 0.2 to 3% by weight of the limonene, preferably from 0.5 to 1% by weight based on the total weight of the paraffin removal formulation.
  • the paraffin removal formulation according to the invention may include a biodegradable surfactant, generally selected in the group consisting of anionic, cationic, non-ionic, hydrotope and amphoteric surfactants.
  • alkylamine oxides alkylphenol ethoxylates, linear and branched alcohol ethoxylates, alkylbetaines, primary amine salts, diamine salts, quaternary ammonium salts, carboxylic acid salts, alkylbenzene sulfonates, alkylbenzenesulfonic acid, olefin sulfonates, alkyl sulfates and others.
  • the biodegradable surfactant is generally present in an amount varying from 0.5 to 10%, preferably from 1 to 5% by weight based on the total weight of the paraffin removal formulation.
  • the biodegradable surfactant is an ethoxylated alcohol surfactant, preferably is lauryl alcohol ethoxylate.
  • the aliphatic alcohol is generally selected in the group consisting of lower aliphatic alcohol having 1 to 4 carbon atoms, such as methanol, ethanol or mixture thereof. It is generally present in an amount varying from 0.2 to 10%, preferably from 0.5 to 4% by weight based on the total weight of the paraffin removal formulation.
  • the paraffin removal formulation comprises at least 50%, preferably at least 75% and even more preferably at least 90% by weight of water based on the total weight of the paraffin removal formulation.
  • the amount of water is the amount that is necessary to achieve 100% of the weight of the formulations of the present invention.
  • Further additives can be added to the formulation like dispersants, anti-corrosion agents, biocides, thickeners, anti-foam agents and others.
  • the total amount of further additives generally remains below 15% by weight of the paraffin removal formulation.
  • Specific language is used in the description so as to facilitate the understanding of the principle of the invention. It should, however, be understood that no limitation of the scope of the invention is envisaged by the use of this specific language. Modifications, improvements and perfections may especially be envisaged by a person skilled in the technical field concerned, on the basis of his own general knowledge.
  • the present invention provides advantages over existing paraffin removal solutions in oil and gas field.
  • the invention proposes a combination of a green solvent, an environmentally friendly surfactant and a biodegradable terpene (d- limonene), which improves their performance to remedy paraffin deposits in oilfield equipment.
  • This formulation has advantageously water solubility, low toxicity, low odor, environmental profile and low cost, and simultaneously exhibit high solvency for organic deposit comparable to aromatic solvents.
  • the paraffin removal parameter have been measured according to time required for complete solubilization of paraffin, through visual observation of the paraffin deposit.
  • a paraffin removal formulation 250 mL was added and the slab was put within the reactor, so it will be in contact with the formulation during the entire process.
  • An agitator was used inside the reactor at 300 rpm, but always keeping attention so that the slab did not come into contact with the agitator inside the reactor.
  • the paraffin solubilization was visually evaluated at certain time intervals until its complete removal.
  • the effectiveness of the tested paraffin removal formulations are shown in the table 1 below.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

La présente invention concerne d'un point de vue général une formulation d'élimination de paraffine. Plus spécifiquement, la présente invention concerne l'utilisation d'acétals et/ou de cétals de glycérol pour éliminer des dépôts de paraffine dans des équipements de champs pétrolifères.
PCT/IB2016/000125 2016-02-12 2016-02-12 Formulations d'élimination de paraffine Ceased WO2017137786A1 (fr)

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Application Number Priority Date Filing Date Title
PCT/IB2016/000125 WO2017137786A1 (fr) 2016-02-12 2016-02-12 Formulations d'élimination de paraffine

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20200216378A1 (en) * 2017-06-16 2020-07-09 Rhodia Operations Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acid
WO2021079247A1 (fr) * 2019-10-23 2021-04-29 Rhodia Brasil S.A. Composition pour application de traitement de surface
WO2022144563A1 (fr) * 2020-12-28 2022-07-07 Totalenergies Onetech Traceurs chimiques destinés à être utilisés dans des environnements à salinité élevée et/ou à haute température
US12458720B2 (en) 2019-11-21 2025-11-04 Givaudan Sa Composition comprising fragrance iso-proplyidene glycol

Citations (7)

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US4813482A (en) 1987-09-17 1989-03-21 Gaf Corporation Method for removal of paraffin from producing oil wells
US6176243B1 (en) 1998-03-30 2001-01-23 Joe A. Blunk Composition for paraffin removal from oilfield equipment
US20040087449A1 (en) * 2000-09-28 2004-05-06 Furman Harvey A Cleaning compositions for oil and gas wells, lines, casings, formations and equipment and methods of use
US20060293397A1 (en) * 2005-06-23 2006-12-28 Lassila Kevin R Surfactants derived from phenolic aldehydes
US20130196885A1 (en) * 2011-08-01 2013-08-01 Rhodia Operations Use of environmentally friendly solvents to replace glycol-based solvents
US20130345107A1 (en) * 2011-03-08 2013-12-26 Lg Household & Health Care Ltd. Environmentally-friendly solvent for washing and dry-cleaning, and laundry composition including the same
US20150361281A1 (en) * 2013-02-12 2015-12-17 Rhodia Poliamida E Especialidades Ltda Solvent system and compositions therewith

Patent Citations (7)

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Publication number Priority date Publication date Assignee Title
US4813482A (en) 1987-09-17 1989-03-21 Gaf Corporation Method for removal of paraffin from producing oil wells
US6176243B1 (en) 1998-03-30 2001-01-23 Joe A. Blunk Composition for paraffin removal from oilfield equipment
US20040087449A1 (en) * 2000-09-28 2004-05-06 Furman Harvey A Cleaning compositions for oil and gas wells, lines, casings, formations and equipment and methods of use
US20060293397A1 (en) * 2005-06-23 2006-12-28 Lassila Kevin R Surfactants derived from phenolic aldehydes
US20130345107A1 (en) * 2011-03-08 2013-12-26 Lg Household & Health Care Ltd. Environmentally-friendly solvent for washing and dry-cleaning, and laundry composition including the same
US20130196885A1 (en) * 2011-08-01 2013-08-01 Rhodia Operations Use of environmentally friendly solvents to replace glycol-based solvents
US20150361281A1 (en) * 2013-02-12 2015-12-17 Rhodia Poliamida E Especialidades Ltda Solvent system and compositions therewith

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ELOCHUKWU, O. H.; ISMAIL M.; SAAID, I.M.; RASIDAH M.; PILUS, R. M.: "Organic deposit remediation using environmentally benign solvents: a review", JOURNAL OF ENGINEERING AND APPLIED SCIENCES, vol. 9, no. 10, October 2014 (2014-10-01), pages 1930 - 1935

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20200216378A1 (en) * 2017-06-16 2020-07-09 Rhodia Operations Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acid
US10906857B2 (en) * 2017-06-16 2021-02-02 Rhodia Operations Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acid
US11708317B2 (en) 2017-06-16 2023-07-25 Rhodia Operations Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acid
WO2021079247A1 (fr) * 2019-10-23 2021-04-29 Rhodia Brasil S.A. Composition pour application de traitement de surface
WO2021079172A1 (fr) * 2019-10-23 2021-04-29 Rhodia Brasil S.A. Composition pour application de soin de surface
CN114616313A (zh) * 2019-10-23 2022-06-10 罗地亚巴西有限公司 用于表面护理应用的组合物
US12486475B2 (en) 2019-10-23 2025-12-02 Rhodia Brasil S.A. Composition for surface care application
US12458720B2 (en) 2019-11-21 2025-11-04 Givaudan Sa Composition comprising fragrance iso-proplyidene glycol
WO2022144563A1 (fr) * 2020-12-28 2022-07-07 Totalenergies Onetech Traceurs chimiques destinés à être utilisés dans des environnements à salinité élevée et/ou à haute température

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