US3249535A - Method of retarding paraffin clogging in petroleum containers - Google Patents

Method of retarding paraffin clogging in petroleum containers Download PDF

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Publication number
US3249535A
US3249535A US293245A US29324563A US3249535A US 3249535 A US3249535 A US 3249535A US 293245 A US293245 A US 293245A US 29324563 A US29324563 A US 29324563A US 3249535 A US3249535 A US 3249535A
Authority
US
United States
Prior art keywords
carbon atoms
petroleum
paraffin
retarding
oil
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.)
Expired - Lifetime
Application number
US293245A
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English (en)
Inventor
Joseph W Keil
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.)
Dow Silicones Corp
Original Assignee
Dow Corning Corp
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
Priority to NL122510D priority Critical patent/NL122510C/xx
Application filed by Dow Corning Corp filed Critical Dow Corning Corp
Priority to US293245A priority patent/US3249535A/en
Priority to DK245464AA priority patent/DK107962C/da
Priority to ES300018A priority patent/ES300018A1/es
Priority to NL6405600A priority patent/NL6405600A/xx
Priority to CH701564A priority patent/CH457280A/de
Priority to FR976852A priority patent/FR1397716A/fr
Priority to GB25518/64A priority patent/GB1004685A/en
Priority to DED44811A priority patent/DE1232897B/de
Priority to AT576864A priority patent/AT251157B/de
Priority to BE650206D priority patent/BE650206A/xx
Application granted granted Critical
Publication of US3249535A publication Critical patent/US3249535A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/52Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning
    • C09K8/524Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning organic depositions, e.g. paraffins or asphaltenes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/22Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/26Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/28Organic compounds containing silicon
    • C10L1/285Organic compounds containing silicon macromolecular compounds
    • EFIXED CONSTRUCTIONS
    • E21EARTH DRILLING; MINING
    • E21BEARTH DRILLING, e.g. DEEP DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
    • E21B37/00Methods or apparatus for cleaning boreholes or wells
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S507/00Earth boring, well treating, and oil field chemistry
    • Y10S507/927Well cleaning fluid
    • Y10S507/929Cleaning organic contaminant
    • Y10S507/931Organic contaminant is paraffinic

Definitions

  • This invention relates to a method of preventing or re tarding parafiin build up on the walls of petroleum conduits or containers, thereby reducing or preventing clogging.
  • the objective of applicants; invention is to prevent or retard the deposition of paraffin in petroleum conduits and containers.
  • This invention can be used to prevent deposition ⁇ on the walls of containers and conduits with other solutions, suspensions, dispersions and emulsions than crude oil.
  • This invention represents a substanital stride in the techniques of coping with paraflin in piping. It prevents parafiin deposition and saves "many man-hours of labor, when compared with the various paraflin-removal techniques. 1
  • plastic-coated pipe It is an advance over plastic-coated pipe in that it can be used in the well itself; it can be easily applied to, pipe that is already in place and operating; and it can be much cheaper.
  • Y is a molecule of a monovalent aliphatic carboxylic acid or cycloaliphatic carboxylic acid of from 1 to 10 carbon atoms, and a has a value from 0 to a value equal to the number of N atoms in 1) and from 99.75 to 90 mol percent, siloxane units of the formula 3 ASiO where A is a monovalent hydrocarbon radical with from 1 through 3 carbon atoms.
  • the term consisting essentially of means that the copolymer is substantially as described but it can contain small amounts of other siloxane units which do not materially affect the property of retarding paraffin deposition.
  • This copolymer can be made in the following Way:
  • Y need not be present (1.e., a may equal 0) in order for the copolymer to be useful 1n applicants invention, nor, if it is present, is it necessary for every amine group to have a Y added to it.
  • R can be any alkyl or alicyclic radical such as methyl, decyl, isobutyl, cyclohexyl, cyclopentyl, methylcyclohexyl, or octadecyl; or R can be any aminoalkyl radi etc.
  • the Y group can consist of any of the defined carboxylic acids such as formic acid, acetic acid, isobutyric
  • the material that is used by this invention is a silox'ane copolymer consisting essentially of from 0.25 to 10 mol percent, siloxane units of the formula Rf".
  • n is an integer of a value from 0 through 2
  • R is a hydrogen, alkyl, alicyclic, or aminoalkyl group
  • R is a divalent hydrocarbon that separates the N and the Si atoms by at least three carbon atoms
  • R" is a monovalent hydroacid, decanoic acid
  • cyclohexyl carboxylic acid 4-methylcyclohexylcarboxylic acid, acrylic acid, methacrylic acid, butynoic acid, vinylacetic acid, crotoni c acid, and CH CH(CH )-;COOH.
  • R has from 1 through 10 carbon atoms.
  • the R" group can be any of the defined radicals such as methyl, hexyl, isopropyl,
  • the A group can be methyl, ethyl, propyl, isopropyl, vinyl, allyl,
  • Example 1 A polymer was made by reacting 2.7 mol percent of H NCH CH NH(CH Si(OMe) with 97.3 mol percent dimethylsiloxane with OH endblocks and an average chain length of 29 siloxane units and a small excess of acetic acid in an isopropanol solvent. The product was a copolymer of 2.7 mol percent 4
  • Example 2 One-half gallon of the polymer described in Example 1 was added to a well by dump bailing at 2500 feet depth.
  • One-half gallon of a Humble Oil Company corrosion inhibitor, known as Corexit 801 was also added to the well.
  • Example 3 When copolymers of the following compositions are used to coat the inside of petroleum containers, or are added to the petroleum itself, effective retardation of the precipitation of paraffin on the container walls is noted:
  • n is an integer of a value from 0 through 2
  • A is a monovalent hydrocarbon radical with from 1 through 3 carbon atoms
  • R is selected from the group consisting of H, alkyl, alicyclic, and aminoalkyl radicals
  • R is a divalent hydrocarbon radical with at least 3 carbons atoms, the N atom and the Si being at least 3 carbon atoms apart
  • R is a monovalent hydrocarbon radical with from 1 through 6 carbon atoms
  • Y is selected from the group consisting of monocarboxylic aliphatic, and cycloaliphatic carboxylic acids of from 1 through 10 carbon atoms
  • a has a value from 0 to a value equal to the number of N atoms in (1); in amount suflicient to retard deposition of paraflin on the walls of a container through which the petroleum is passed.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Geology (AREA)
  • Mining & Mineral Resources (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Geochemistry & Mineralogy (AREA)
  • Fluid Mechanics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Environmental & Geological Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Silicon Polymers (AREA)
  • Lubricants (AREA)
  • Paints Or Removers (AREA)
US293245A 1963-07-08 1963-07-08 Method of retarding paraffin clogging in petroleum containers Expired - Lifetime US3249535A (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
NL122510D NL122510C (da) 1963-07-08
US293245A US3249535A (en) 1963-07-08 1963-07-08 Method of retarding paraffin clogging in petroleum containers
DK245464AA DK107962C (da) 1963-07-08 1964-05-15 Fremgangsmåde til fornhindring eller forsinkelse af paraffinudfældning i mineraloliebeholdere og -ledninger.
ES300018A ES300018A1 (es) 1963-07-08 1964-05-19 Un procedimiento para retardar la deposición de parafina en los recipientes para petróleo
NL6405600A NL6405600A (da) 1963-07-08 1964-05-20
CH701564A CH457280A (de) 1963-07-08 1964-05-29 Verfahren zur Verzögerung oder Verhinderung von Paraffinablagerungen
FR976852A FR1397716A (fr) 1963-07-08 1964-06-03 Procédé permettant le ralentissement de dépôt de paraffines dans les réservoirs de produits pétrolifères
GB25518/64A GB1004685A (en) 1963-07-08 1964-06-19 Improvements in or relating to retarding paraffin wax deposition in petroleum containers and conduits
DED44811A DE1232897B (de) 1963-07-08 1964-07-01 Verwendung von Mischpolymerisaten auf Organosiloxangrundlage zur Verhinderung der Paraffinablagerung in Rohrleitungen oder Behaeltern
AT576864A AT251157B (de) 1963-07-08 1964-07-06 Verhinderung der Paraffinabscheidung in Rohrleitungen oder Behältern
BE650206D BE650206A (da) 1963-07-08 1964-07-07

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US293245A US3249535A (en) 1963-07-08 1963-07-08 Method of retarding paraffin clogging in petroleum containers

Publications (1)

Publication Number Publication Date
US3249535A true US3249535A (en) 1966-05-03

Family

ID=23128306

Family Applications (1)

Application Number Title Priority Date Filing Date
US293245A Expired - Lifetime US3249535A (en) 1963-07-08 1963-07-08 Method of retarding paraffin clogging in petroleum containers

Country Status (10)

Country Link
US (1) US3249535A (da)
AT (1) AT251157B (da)
BE (1) BE650206A (da)
CH (1) CH457280A (da)
DE (1) DE1232897B (da)
DK (1) DK107962C (da)
ES (1) ES300018A1 (da)
FR (1) FR1397716A (da)
GB (1) GB1004685A (da)
NL (2) NL6405600A (da)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3395102A (en) * 1964-06-18 1968-07-30 Midland Silicones Ltd Process and antifoaming aqueous systems
US3416605A (en) * 1967-06-30 1968-12-17 Armour Ind Chem Co Paraffin deposition control
US3460216A (en) * 1965-10-22 1969-08-12 Dow Corning Aminoalkyl silicone glass lubricant
US3925582A (en) * 1971-05-10 1975-12-09 Texaco Inc Scale control
US4375420A (en) * 1982-02-22 1983-03-01 Olin Corporation Selected 4-hydroxyphenyl anilino alkoxysilanes and their use as antioxidants
US4818251A (en) * 1987-05-08 1989-04-04 Dow Corning Ltd. Removal of water haze from distillate fuel
US4854938A (en) * 1987-05-08 1989-08-08 Dow Corning, Ltd. Removal of water haze from distillate fuel
US5231207A (en) * 1991-10-15 1993-07-27 Shin-Etsu Chemical Co., Ltd. Organosilicon compound
US5374361A (en) * 1991-01-30 1994-12-20 Atlantic Richfield Company Well cleanout using caustic alkyl polyglycoside compositions
US5714524A (en) * 1994-04-13 1998-02-03 Three Bond Co., Ltd. Photocurable silicone composition
WO2016109218A1 (en) * 2014-12-30 2016-07-07 M-I L.L.C. Improving low temperature stability of fluid flow improvers

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2107725B (en) * 1981-10-03 1985-02-27 Dow Corning Siloxane quaternary ammonium salt preparation
US4507455A (en) * 1984-05-11 1985-03-26 Dow Corning Corporation Silicones bearing acylated diaminohydrocarbyl radicals and method therefor

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1892205A (en) * 1926-02-23 1932-12-27 Tretolite Co Process for preventing accumulation of solid matter in oil wells, pipe lines and flow lines
US2762823A (en) * 1953-12-17 1956-09-11 Dow Corning Organosiloxane amines
CA659810A (en) * 1963-03-19 T. Martin Theodore Method for removing oil from wells
US3085908A (en) * 1959-05-26 1963-04-16 Union Carbide Corp Aminosilicon treated metals and methods of treatment and production
US3170865A (en) * 1961-07-17 1965-02-23 Dow Corning Method of retarding deposition of coke in petroleum furnaces

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1045091B (de) * 1955-02-14 1958-11-27 Dow Corning Verfahren zur Herstellung von korrosionsbestaendigen UEberzuegen, Schichtstoffen, Press- und Gusskoerpern durch Haerten von Organopolysiloxan-harzen, die am Siliciumatom keine reaktionsfaehigen Gruppen tragen
GB886109A (en) * 1957-07-19 1962-01-03 Union Carbide Corp Aminosilicon treated metals and methods of treatment and production
US2873253A (en) * 1957-10-22 1959-02-10 Exxon Research Engineering Co Method of inhibiting the deposition of formally solid paraffins from a petroliferousfluid containing same
DE1252832B (de) * 1959-04-24 1967-10-26 Dow Corning A.G., Basel (Schweiz) Verfahren zur Herstellung von korrosionsschützenden Überzügen auf Metalloberflächen

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA659810A (en) * 1963-03-19 T. Martin Theodore Method for removing oil from wells
US1892205A (en) * 1926-02-23 1932-12-27 Tretolite Co Process for preventing accumulation of solid matter in oil wells, pipe lines and flow lines
US2762823A (en) * 1953-12-17 1956-09-11 Dow Corning Organosiloxane amines
US3085908A (en) * 1959-05-26 1963-04-16 Union Carbide Corp Aminosilicon treated metals and methods of treatment and production
US3170865A (en) * 1961-07-17 1965-02-23 Dow Corning Method of retarding deposition of coke in petroleum furnaces

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3395102A (en) * 1964-06-18 1968-07-30 Midland Silicones Ltd Process and antifoaming aqueous systems
US3460216A (en) * 1965-10-22 1969-08-12 Dow Corning Aminoalkyl silicone glass lubricant
US3416605A (en) * 1967-06-30 1968-12-17 Armour Ind Chem Co Paraffin deposition control
US3925582A (en) * 1971-05-10 1975-12-09 Texaco Inc Scale control
US4375420A (en) * 1982-02-22 1983-03-01 Olin Corporation Selected 4-hydroxyphenyl anilino alkoxysilanes and their use as antioxidants
US4818251A (en) * 1987-05-08 1989-04-04 Dow Corning Ltd. Removal of water haze from distillate fuel
US4854938A (en) * 1987-05-08 1989-08-08 Dow Corning, Ltd. Removal of water haze from distillate fuel
US5374361A (en) * 1991-01-30 1994-12-20 Atlantic Richfield Company Well cleanout using caustic alkyl polyglycoside compositions
US5231207A (en) * 1991-10-15 1993-07-27 Shin-Etsu Chemical Co., Ltd. Organosilicon compound
US5714524A (en) * 1994-04-13 1998-02-03 Three Bond Co., Ltd. Photocurable silicone composition
WO2016109218A1 (en) * 2014-12-30 2016-07-07 M-I L.L.C. Improving low temperature stability of fluid flow improvers
US10472469B2 (en) 2014-12-30 2019-11-12 M-I L.L.C. Low temperature stability of fluid flow improvers

Also Published As

Publication number Publication date
CH457280A (de) 1968-05-31
GB1004685A (en) 1965-09-15
BE650206A (da) 1965-01-07
AT251157B (de) 1966-12-27
ES300018A1 (es) 1964-11-16
FR1397716A (fr) 1965-04-30
NL6405600A (da) 1965-01-11
DK107962C (da) 1967-07-24
NL122510C (da)
DE1232897B (de) 1967-01-26

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