EP0084148A2 - Distillat de prétrol moyen avec des caractéristiques d'écoulement modifiés - Google Patents
Distillat de prétrol moyen avec des caractéristiques d'écoulement modifiés Download PDFInfo
- Publication number
- EP0084148A2 EP0084148A2 EP82111819A EP82111819A EP0084148A2 EP 0084148 A2 EP0084148 A2 EP 0084148A2 EP 82111819 A EP82111819 A EP 82111819A EP 82111819 A EP82111819 A EP 82111819A EP 0084148 A2 EP0084148 A2 EP 0084148A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- ethylene
- weight
- vinyl propionate
- copolymer
- petrol
- 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.)
- Granted
Links
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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
- C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/197—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid
- C10L1/1973—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid mono-carboxylic
Definitions
- the invention relates to middle distillates, in particular light heating oil and diesel oil, containing a flow improver, which consists of a copolymer of ethylene with vinyl propionate.
- middle distillates such as gas oils, diesel oils or heating oils, such as those obtained from petroleum by distillation
- paraffin wax is excreted in the form of platelet-shaped crystals, some of which also contain oil.
- the fluidity of the petroleum distillate fuels is significantly impaired. This leads e.g. in the case of diesel fuel, for clogging of filters and thus for interrupting or not evenly supplying the fuel to the combustion units, such as engines or jet engines.
- Malfunctions in heating oils can also occur in winter if such precipitations occur due to low temperatures.
- the pumping of middle distillates through pipelines over longer distances can also be affected in winter by the precipitation of paraffin crystals.
- Such additives change the size and shape of the wax crystals so that the oil remains fluid even at low temperatures.
- Such additives are under the name "Pour point improver” or flow improver “or” pour point improver "known.
- ethylene-vinyl acetate copolymers which have a molecular weight of 1000 to 3000 and a vinyl acetate content of 1 to 40% by weight.
- This object is achieved according to the invention with a distillate preparation consisting of a petroleum distillate in the boiling range from 120 to 400 ° C. and 0.005 to 0.5% by weight of an ethylene-vinyl propionate copolymer with a molecular weight of 1000 to 3000 and a comonomer content of 5 to 29%. %, preferably 12 to 28.5% by weight, vinyl propionate.
- the ethylene-vinyl propionate copolymers are prepared in a manner known per se by any process for the radical polymerization of ethylene.
- the copolymers to be used according to the invention are advantageously prepared by high-pressure polymerization without addition of solvents, at temperatures between 100 and 350 ° C. and pressures between 500 and 3000 bar using oxygen or conventional initiators such as di-t-butyl peroxide, t-butyl perpivalate or t-butyl perisononanate.
- oxygen or conventional initiators such as di-t-butyl peroxide, t-butyl perpivalate or t-butyl perisononanate.
- Conventional compounds such as aldehydes, ketones, mercaptans and alkenes and alkanes with 3 or more carbon atoms are used as regulators. Examples include propionaldehyde, acetone, propylene, butene, isobutane and pentane.
- tubular reactors are tubular polymerization vessels whose length is 10,000 to 40,000 times the tube diameter.
- autoclave reactors the interior of which is usually in the ratio of the height to the diameter of the circular cross section from 1: 1 to 20: 1, the reaction material is moved with the aid of stirrers.
- a mixture of 12.6 kg / h of ethylene, 5.5 kg / h of vinyl propionate and 0.31 kg / h of propionaldehyde are passed continuously through a 1 l stirred autoclave kept at a pressure of 1500 bar.
- the temperature in the autoclave is maintained at 250 ° C. by the continuous addition of 2.2 g / h of tert-butyl perisononanate in a paraffin hydrocarbon mixture (bp. 63-80 ° C.).
- 4.9 kg of ethylene-vinyl propionate wax with a vinyl propionate content of 28.4% by weight and a melt viscosity (at 120 ° C.) of 250 mm 2 / s are obtained.
- the average molecular weight (number average M n ) is 1730 (Mechrolab vapor phase osmometer Model 301 A, solvent toluene).
- a mixture of 12.2 kg / h of ethylene, 5.6 kg / h of vinyl acetate and 0.55 kg / h of propionaldehyde are continuously passed through a 1 l stirred autoclave kept at a pressure of 1500 bar.
- a temperature of 250 ° C. is maintained in the autoclave by the continuous addition of 5.5 g / h of tert-butyl perisononanate in a paraffin-hydrocarbon mixture (bp. 175-210).
- 5.3 kg of ethylene-vinyl acetate wax were obtained with a vinyl acetate content of 28.3% by weight and a melt viscosity (at 120 ° C. ) of 250 mm 2 / s.
- the average molecular weight (number average M n) is 1760 (Mechrolab vapor phase osmometer model 301 A, solvent toluene).
- Table II shows the effectiveness of the copolymers described in Preparation Examples 1 to 6 with regard to their CFPP value.
- Examples 4 and 5 are listed for comparison with products with a higher vinyl propionate content,
- Example 6 is listed for comparison with ethylene-vinyl acetate copolymers.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Liquid Carbonaceous Fuels (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3201541 | 1982-01-20 | ||
| DE19823201541 DE3201541A1 (de) | 1982-01-20 | 1982-01-20 | Erdoelmitteldestillate mit verbesserten fliesseigenschaften |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0084148A2 true EP0084148A2 (fr) | 1983-07-27 |
| EP0084148A3 EP0084148A3 (en) | 1983-08-03 |
| EP0084148B1 EP0084148B1 (fr) | 1985-08-14 |
Family
ID=6153428
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP82111819A Expired EP0084148B1 (fr) | 1982-01-20 | 1982-12-20 | Distillat de prétrol moyen avec des caractéristiques d'écoulement modifiés |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP0084148B1 (fr) |
| DE (2) | DE3201541A1 (fr) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0217602A1 (fr) * | 1985-09-24 | 1987-04-08 | Mitsubishi Petrochemical Co., Ltd. | Additif pour huile combustible et huile combustible ayant une fluidité modifiée |
| JPS6295392A (ja) * | 1985-10-19 | 1987-05-01 | Showa Shell Sekiyu Kk | 燃料油組成物 |
| EP0309897A3 (fr) * | 1987-09-29 | 1991-05-15 | Hoechst Aktiengesellschaft | Copolymères d'éthylène et d'ester vinylique de l'acide méthoxy-acétique et application comme additifs aux distillats d'huile minérale |
| WO1994000537A1 (fr) * | 1992-06-30 | 1994-01-06 | Exxon Chemical Patents Inc. | Compositions de mazout et additifs |
| US6071993A (en) * | 1996-05-31 | 2000-06-06 | Basf Aktiengesellschaft | Paraffin dispersants for crude oil middle distillates |
| WO2014095408A1 (fr) | 2012-12-18 | 2014-06-26 | Basf Se | Formulations de polymères dans des solvants à haut point d'éclair, procédé pour la préparation et l'utilisation desdites formulations comme produits améliorant le point d'écoulement pour les huiles brutes, les huiles minérales et les produits pétroliers |
| WO2014095412A1 (fr) | 2012-12-18 | 2014-06-26 | Basf Se | Compositions polymères en copolymère éthylène-ester de vinyle alkyl(méth)acrylates, procédé pour la préparation et l'utilisation desdites compositions comme produits améliorant le point d'écoulement pour les huiles brutes, les huiles minérales ou les produits pétroliers |
| US9574146B2 (en) | 2012-12-18 | 2017-02-21 | Basf Se | Polymeric compositions composed of ethylene-vinyl ester copolymers alkyl (meth)acrylates, processes for production thereof and use thereof as pour point depressants for crude oils, mineral oils or mineral oil products |
| WO2017089212A1 (fr) | 2015-11-27 | 2017-06-01 | Basf Se | Copolymères comprenant des α-oléfines et esters d'acide dicarboxylique oléfinique, leur préparation et leur utilisation comme abaisseurs de point d'écoulement pour des huiles brutes, des huiles minérales ou des produits d'huile minérale |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3048479A (en) * | 1959-08-03 | 1962-08-07 | Exxon Research Engineering Co | Ethylene-vinyl ester pour depressant for middle distillates |
-
1982
- 1982-01-20 DE DE19823201541 patent/DE3201541A1/de not_active Withdrawn
- 1982-12-20 EP EP82111819A patent/EP0084148B1/fr not_active Expired
- 1982-12-20 DE DE8282111819T patent/DE3265469D1/de not_active Expired
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0217602A1 (fr) * | 1985-09-24 | 1987-04-08 | Mitsubishi Petrochemical Co., Ltd. | Additif pour huile combustible et huile combustible ayant une fluidité modifiée |
| US4802892A (en) * | 1985-09-24 | 1989-02-07 | Mitsubishi Petrochemical Co., Ltd. | Fuel oil additive and fuel oil having improved flowability |
| JPS6295392A (ja) * | 1985-10-19 | 1987-05-01 | Showa Shell Sekiyu Kk | 燃料油組成物 |
| EP0309897A3 (fr) * | 1987-09-29 | 1991-05-15 | Hoechst Aktiengesellschaft | Copolymères d'éthylène et d'ester vinylique de l'acide méthoxy-acétique et application comme additifs aux distillats d'huile minérale |
| WO1994000537A1 (fr) * | 1992-06-30 | 1994-01-06 | Exxon Chemical Patents Inc. | Compositions de mazout et additifs |
| US6071993A (en) * | 1996-05-31 | 2000-06-06 | Basf Aktiengesellschaft | Paraffin dispersants for crude oil middle distillates |
| WO2014095408A1 (fr) | 2012-12-18 | 2014-06-26 | Basf Se | Formulations de polymères dans des solvants à haut point d'éclair, procédé pour la préparation et l'utilisation desdites formulations comme produits améliorant le point d'écoulement pour les huiles brutes, les huiles minérales et les produits pétroliers |
| WO2014095412A1 (fr) | 2012-12-18 | 2014-06-26 | Basf Se | Compositions polymères en copolymère éthylène-ester de vinyle alkyl(méth)acrylates, procédé pour la préparation et l'utilisation desdites compositions comme produits améliorant le point d'écoulement pour les huiles brutes, les huiles minérales ou les produits pétroliers |
| US9574146B2 (en) | 2012-12-18 | 2017-02-21 | Basf Se | Polymeric compositions composed of ethylene-vinyl ester copolymers alkyl (meth)acrylates, processes for production thereof and use thereof as pour point depressants for crude oils, mineral oils or mineral oil products |
| US10072115B2 (en) | 2012-12-18 | 2018-09-11 | Basf Se | Polymeric compositions as pour point depressants for crude oils |
| US10287384B2 (en) | 2012-12-18 | 2019-05-14 | Basf Se | Polymeric compositions as pour point depressants for crude oils |
| WO2017089212A1 (fr) | 2015-11-27 | 2017-06-01 | Basf Se | Copolymères comprenant des α-oléfines et esters d'acide dicarboxylique oléfinique, leur préparation et leur utilisation comme abaisseurs de point d'écoulement pour des huiles brutes, des huiles minérales ou des produits d'huile minérale |
| US10781385B2 (en) | 2015-11-27 | 2020-09-22 | Basf Se | Copolymers comprising a-olefins and olefin dicarboxylic acid esters, production thereof, and use thereof as pour point depressants for crude oils, mineral oils, or mineral oil products |
| US11236282B2 (en) | 2015-11-27 | 2022-02-01 | Basf Se | Copolymers comprising a-olefins and olefin dicarboxylic acid esters, production thereof, and use thereof as pour point depressants for crude oils, mineral oils, or mineral oil products |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3201541A1 (de) | 1983-07-28 |
| EP0084148B1 (fr) | 1985-08-14 |
| DE3265469D1 (en) | 1985-09-19 |
| EP0084148A3 (en) | 1983-08-03 |
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