US3249535A - Method of retarding paraffin clogging in petroleum containers - Google Patents
Method of retarding paraffin clogging in petroleum containers Download PDFInfo
- 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
Links
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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS 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
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/28—Organic compounds containing silicon
- C10L1/285—Organic compounds containing silicon macromolecular compounds
-
- E—FIXED CONSTRUCTIONS
- E21—EARTH DRILLING; MINING
- E21B—EARTH DRILLING, e.g. DEEP DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
- E21B37/00—Methods or apparatus for cleaning boreholes or wells
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S507/00—Earth boring, well treating, and oil field chemistry
- Y10S507/927—Well cleaning fluid
- Y10S507/929—Cleaning organic contaminant
- Y10S507/931—Organic 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)
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)
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)
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)
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)
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 |
-
0
- NL NL122510D patent/NL122510C/xx active
-
1963
- 1963-07-08 US US293245A patent/US3249535A/en not_active Expired - Lifetime
-
1964
- 1964-05-15 DK DK245464AA patent/DK107962C/da active
- 1964-05-19 ES ES300018A patent/ES300018A1/es not_active Expired
- 1964-05-20 NL NL6405600A patent/NL6405600A/xx unknown
- 1964-05-29 CH CH701564A patent/CH457280A/de unknown
- 1964-06-03 FR FR976852A patent/FR1397716A/fr not_active Expired
- 1964-06-19 GB GB25518/64A patent/GB1004685A/en not_active Expired
- 1964-07-01 DE DED44811A patent/DE1232897B/de active Pending
- 1964-07-06 AT AT576864A patent/AT251157B/de active
- 1964-07-07 BE BE650206D patent/BE650206A/xx unknown
Patent Citations (5)
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)
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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