JPH0353355B2 - - Google Patents
Info
- Publication number
- JPH0353355B2 JPH0353355B2 JP2096139A JP9613990A JPH0353355B2 JP H0353355 B2 JPH0353355 B2 JP H0353355B2 JP 2096139 A JP2096139 A JP 2096139A JP 9613990 A JP9613990 A JP 9613990A JP H0353355 B2 JPH0353355 B2 JP H0353355B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- fuel
- vinyl acetate
- flow
- fuels
- 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
- 239000000654 additive Substances 0.000 claims abstract description 50
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims abstract description 37
- 230000000996 additive effect Effects 0.000 claims abstract description 33
- -1 amine salt Chemical class 0.000 claims abstract description 13
- 238000009835 boiling Methods 0.000 claims abstract description 7
- 239000005038 ethylene vinyl acetate Substances 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 17
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 238000001914 filtration Methods 0.000 claims description 7
- 239000000295 fuel oil Substances 0.000 claims description 6
- 239000012141 concentrate Substances 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 4
- 239000010771 distillate fuel oil Substances 0.000 claims description 3
- 238000005481 NMR spectroscopy Methods 0.000 claims description 2
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims description 2
- 238000004611 spectroscopical analysis Methods 0.000 claims description 2
- 239000000446 fuel Substances 0.000 abstract description 77
- 229910017464 nitrogen compound Inorganic materials 0.000 abstract description 14
- 150000002830 nitrogen compounds Chemical class 0.000 abstract description 14
- 150000001408 amides Chemical class 0.000 abstract description 4
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 40
- 229920000642 polymer Polymers 0.000 description 28
- 239000003921 oil Substances 0.000 description 15
- 229940126062 Compound A Drugs 0.000 description 12
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 12
- 239000001993 wax Substances 0.000 description 12
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 7
- 239000013078 crystal Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 150000003335 secondary amines Chemical class 0.000 description 4
- 239000003760 tallow Substances 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 description 3
- 239000002283 diesel fuel Substances 0.000 description 3
- 239000003966 growth inhibitor Substances 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 235000015278 beef Nutrition 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229940125904 compound 1 Drugs 0.000 description 2
- 229940125846 compound 25 Drugs 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000010583 slow cooling Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 230000003442 weekly effect Effects 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 125000005131 dialkylammonium group Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 239000003324 growth hormone secretagogue Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 238000002103 osmometry Methods 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- 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
- C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
-
- 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
- C10L1/146—Macromolecular compounds according to different macromolecular groups, mixtures thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8110082 | 1981-03-31 | ||
| GB10082 | 1981-03-31 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57053631A Division JPS581792A (ja) | 1981-03-31 | 1982-03-31 | 中間留出燃料油用の２成分流れ改良剤添加剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02289686A JPH02289686A (ja) | 1990-11-29 |
| JPH0353355B2 true JPH0353355B2 (pl) | 1991-08-14 |
Family
ID=10520807
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57053631A Granted JPS581792A (ja) | 1981-03-31 | 1982-03-31 | 中間留出燃料油用の２成分流れ改良剤添加剤 |
| JP2096139A Granted JPH02289686A (ja) | 1981-03-31 | 1990-04-11 | ろう含有中間留出燃料油の低温流れおよび濾過特性を改良する方法 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57053631A Granted JPS581792A (ja) | 1981-03-31 | 1982-03-31 | 中間留出燃料油用の２成分流れ改良剤添加剤 |
Country Status (17)
| Country | Link |
|---|---|
| EP (1) | EP0061894B1 (pl) |
| JP (2) | JPS581792A (pl) |
| AT (1) | ATE15496T1 (pl) |
| AU (1) | AU547501B2 (pl) |
| BG (1) | BG60057B2 (pl) |
| CA (1) | CA1182641A (pl) |
| CS (1) | CS275637B6 (pl) |
| DD (1) | DD208170A5 (pl) |
| DE (1) | DE3266117D1 (pl) |
| GB (1) | GB2095698A (pl) |
| HU (1) | HU199552B (pl) |
| IN (1) | IN158487B (pl) |
| MX (2) | MX172089B (pl) |
| PL (1) | PL129941B1 (pl) |
| RU (1) | RU2017794C1 (pl) |
| SG (1) | SG58888G (pl) |
| YU (1) | YU45106B (pl) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE19648T1 (de) * | 1982-09-16 | 1986-05-15 | Exxon Research Engineering Co | Zusatzkonzentrate fuer destillatkraftstoffe. |
| GB8300016D0 (en) * | 1983-01-04 | 1983-02-09 | Exxon Research Engineering Co | Middle distillate compositions |
| JPS60166389A (ja) * | 1984-02-09 | 1985-08-29 | Nippon Oil & Fats Co Ltd | 燃料油用流動性向上剤 |
| EP0153176B1 (en) * | 1984-02-21 | 1991-11-27 | Exxon Research And Engineering Company | Middle distillate compositions with improved cold flow properties |
| US4569679A (en) * | 1984-03-12 | 1986-02-11 | Exxon Research & Engineering Co. | Additive concentrates for distillate fuels |
| EP0155807A3 (en) * | 1984-03-22 | 1985-11-27 | Exxon Research And Engineering Company | Middle distillate compositions with improved low temperature properties |
| GB8510719D0 (en) * | 1985-04-26 | 1985-06-05 | Exxon Chemical Patents Inc | Fuel compositions |
| EP0203812A1 (en) * | 1985-05-28 | 1986-12-03 | Exxon Research And Engineering Company | Middle distillate fuel flow improver composition |
| JPS6270488A (ja) * | 1985-09-24 | 1987-03-31 | Mitsubishi Petrochem Co Ltd | 燃料油添加剤および流動性の改善された燃料油 |
| IN172275B (pl) * | 1986-09-24 | 1993-05-29 | Exxon Chemical Patents Inc | |
| US5814110A (en) * | 1986-09-24 | 1998-09-29 | Exxon Chemical Patents Inc. | Chemical compositions and use as fuel additives |
| WO1988002393A2 (en) * | 1986-09-24 | 1988-04-07 | Exxon Chemical Patents, Inc. | Improved fuel additives |
| EP0261958A3 (en) * | 1986-09-24 | 1988-06-15 | Exxon Chemical Patents Inc. | Middle distillate compositions with reduced wax crystal size |
| IN173485B (pl) * | 1986-09-24 | 1994-05-21 | Exxon Chemical Patents Inc | |
| GB2208517B (en) * | 1986-09-24 | 1990-10-03 | Exxon Chemical Patents Inc | Middle distillate compositions with reduced wax crystal size |
| EP0261959B1 (en) * | 1986-09-24 | 1995-07-12 | Exxon Chemical Patents Inc. | Improved fuel additives |
| GB2197877A (en) * | 1986-10-07 | 1988-06-02 | Exxon Chemical Patents Inc | Additives for wax containing distillated fuel |
| GB2197878A (en) * | 1986-10-07 | 1988-06-02 | Exxon Chemical Patents Inc | Middle distillate compositions with reduced wax crystal size |
| GB9200694D0 (en) * | 1992-01-14 | 1992-03-11 | Exxon Chemical Patents Inc | Additives and fuel compositions |
| DE4237662A1 (de) * | 1992-11-07 | 1994-05-11 | Basf Ag | Erdölmitteldestillatzusammensetzungen |
| EP0857776B2 (de) | 1997-01-07 | 2007-05-02 | Clariant Produkte (Deutschland) GmbH | Verbesserung der Fliessfähigkeit von Mineralölen und Mineralöldestillaten unter Verwendung von Alkylphenol-Aldehydharzen |
| DE19739271A1 (de) * | 1997-09-08 | 1999-03-11 | Clariant Gmbh | Additiv zur Verbesserung der Fließfähigkeit von Mineralölen und Mineralöldestillaten |
| GB9818210D0 (en) * | 1998-08-20 | 1998-10-14 | Exxon Chemical Patents Inc | Oil additives and compositions |
| EP1116780B1 (de) | 2000-01-11 | 2005-08-31 | Clariant GmbH | Mehrfunktionelles Additiv für Brennstofföle |
| EP1380635B1 (de) | 2002-07-09 | 2013-01-23 | Clariant Produkte (Deutschland) GmbH | Kaltfliessverbesserer für Brennstofföle pflanzlichen oder tierischen Ursprungs |
| ATE370214T1 (de) | 2002-07-09 | 2007-09-15 | Clariant Produkte Deutschland | Oxidationsstabilisierte schmieradditive für hochentschwefelte brennstofföle |
| DE10333043A1 (de) | 2003-07-21 | 2005-03-10 | Clariant Gmbh | Brennstofföladditive und additivierte Brennstofföle mit verbesserten Kälteeigenschaften |
| DE102004014080A1 (de) * | 2004-03-23 | 2005-10-13 | Peter Dr. Wilharm | Nukleierungsmittel auf der Basis von hyperverzweigten Polymeren |
| DE102005035275B4 (de) | 2005-07-28 | 2007-10-11 | Clariant Produkte (Deutschland) Gmbh | Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit |
| DE102005035277B4 (de) | 2005-07-28 | 2007-10-11 | Clariant Produkte (Deutschland) Gmbh | Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit |
| DE102005035276B4 (de) | 2005-07-28 | 2007-10-11 | Clariant Produkte (Deutschland) Gmbh | Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit |
| DE102005045134B4 (de) | 2005-09-22 | 2010-12-30 | Clariant Produkte (Deutschland) Gmbh | Alkylphenol-Aldehydharze, diese enthaltende Zusammensetzungen zu Verbesserung der Kältefließfähigkeit und Schmierfähigkeit von Brennstoffölen sowie deren Verwendung |
| GB2435884A (en) * | 2006-03-09 | 2007-09-12 | Infineum Int Ltd | Ethylene/vinyl ester and phenolic resin fuel additive package |
| GB0902009D0 (en) * | 2009-02-09 | 2009-03-11 | Innospec Ltd | Improvements in fuels |
| EP2230226B1 (en) * | 2009-03-18 | 2017-01-18 | Infineum International Limited | Additives for fuel oils |
| EP3885424A1 (de) | 2020-03-24 | 2021-09-29 | Clariant International Ltd | Zusammensetzungen und verfahren zur dispergierung von paraffinen in schwefelarmen brennstoffölen |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3961916A (en) * | 1972-02-08 | 1976-06-08 | Exxon Research And Engineering Company | Middle distillate compositions with improved filterability and process therefor |
| US3850587A (en) * | 1973-11-29 | 1974-11-26 | Chevron Res | Low-temperature flow improves in fuels |
| US3982909A (en) * | 1975-02-13 | 1976-09-28 | Exxon Research And Engineering Company | Nitrogen-containing cold flow improvers for middle distillates |
| US4147520A (en) * | 1977-03-16 | 1979-04-03 | Exxon Research & Engineering Co. | Combinations of oil-soluble aliphatic copolymers with nitrogen derivatives of hydrocarbon substituted succinic acids are flow improvers for middle distillate fuel oils |
| BE858666A (fr) * | 1977-09-13 | 1978-03-13 | Exxon Research Engineering Co | Combinaisons de polymeres convenant dans des huiles d'hydrocarbures pour ameliorer les proprietes d'ecoulement aux basses temperatures |
| SE446012B (sv) * | 1978-05-25 | 1986-08-04 | Exxon Research Engineering Co | Brenslekomposition pa basis av destillatbrennolja samt trekomponentkomposition for anvendning vid framstellning derav |
-
1982
- 1982-03-24 EP EP82301556A patent/EP0061894B1/en not_active Expired
- 1982-03-24 AT AT82301556T patent/ATE15496T1/de not_active IP Right Cessation
- 1982-03-24 GB GB8208629A patent/GB2095698A/en not_active Withdrawn
- 1982-03-24 DE DE8282301556T patent/DE3266117D1/de not_active Expired
- 1982-03-26 MX MX016348A patent/MX172089B/es unknown
- 1982-03-26 MX MX192003A patent/MX160804A/es unknown
- 1982-03-30 AU AU82183/82A patent/AU547501B2/en not_active Ceased
- 1982-03-30 DD DD82238566A patent/DD208170A5/de not_active IP Right Cessation
- 1982-03-30 CS CS822251A patent/CS275637B6/cs unknown
- 1982-03-30 PL PL1982235709A patent/PL129941B1/pl unknown
- 1982-03-30 RU SU823413952A patent/RU2017794C1/ru active
- 1982-03-30 CA CA000399828A patent/CA1182641A/en not_active Expired
- 1982-03-31 YU YU700/82A patent/YU45106B/xx unknown
- 1982-03-31 HU HU82988A patent/HU199552B/hu not_active IP Right Cessation
- 1982-03-31 BG BG056042A patent/BG60057B2/bg unknown
- 1982-03-31 JP JP57053631A patent/JPS581792A/ja active Granted
- 1982-05-27 IN IN403/DEL/82A patent/IN158487B/en unknown
-
1988
- 1988-09-09 SG SG588/88A patent/SG58888G/en unknown
-
1990
- 1990-04-11 JP JP2096139A patent/JPH02289686A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| ATE15496T1 (de) | 1985-09-15 |
| DD208170A5 (de) | 1984-03-28 |
| BG60057B2 (bg) | 1993-08-30 |
| EP0061894A3 (en) | 1983-01-19 |
| AU547501B2 (en) | 1985-10-24 |
| CA1182641A (en) | 1985-02-19 |
| YU70082A (en) | 1985-03-20 |
| YU45106B (en) | 1992-03-10 |
| SG58888G (en) | 1989-03-10 |
| CS8202251A2 (en) | 1991-04-11 |
| HU199552B (en) | 1990-02-28 |
| CS275637B6 (en) | 1992-03-18 |
| GB2095698A (en) | 1982-10-06 |
| MX160804A (es) | 1990-05-25 |
| JPS581792A (ja) | 1983-01-07 |
| EP0061894B1 (en) | 1985-09-11 |
| JPH0258318B2 (pl) | 1990-12-07 |
| MX172089B (es) | 1993-12-02 |
| JPH02289686A (ja) | 1990-11-29 |
| IN158487B (pl) | 1986-11-22 |
| PL235709A1 (pl) | 1982-10-25 |
| DE3266117D1 (en) | 1985-10-17 |
| PL129941B1 (en) | 1984-06-30 |
| RU2017794C1 (ru) | 1994-08-15 |
| EP0061894A2 (en) | 1982-10-06 |
| AU8218382A (en) | 1982-10-07 |
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