DE68902876T2 - Verfahren zur erhoehung des molekulargewichts von kohlenwasserstoffen und/oder ihren derivaten. - Google Patents
Verfahren zur erhoehung des molekulargewichts von kohlenwasserstoffen und/oder ihren derivaten.Info
- Publication number
- DE68902876T2 DE68902876T2 DE8989201542T DE68902876T DE68902876T2 DE 68902876 T2 DE68902876 T2 DE 68902876T2 DE 8989201542 T DE8989201542 T DE 8989201542T DE 68902876 T DE68902876 T DE 68902876T DE 68902876 T2 DE68902876 T2 DE 68902876T2
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen
- plasma
- process according
- molecular weight
- hydrocarbon
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims description 55
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 43
- 229930195733 hydrocarbon Natural products 0.000 title claims description 42
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 47
- 239000001257 hydrogen Substances 0.000 claims description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims description 44
- 230000008569 process Effects 0.000 claims description 42
- 239000004215 Carbon black (E152) Substances 0.000 claims description 23
- 239000002199 base oil Substances 0.000 claims description 13
- 125000000524 functional group Chemical group 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 8
- 239000000314 lubricant Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 4
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 claims description 4
- 229940073769 methyl oleate Drugs 0.000 claims description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 3
- 239000005642 Oleic acid Substances 0.000 claims description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 3
- 235000021355 Stearic acid Nutrition 0.000 claims description 3
- 125000003368 amide group Chemical group 0.000 claims description 3
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 3
- 125000004185 ester group Chemical group 0.000 claims description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 3
- 239000008117 stearic acid Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 235000021313 oleic acid Nutrition 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 239000003350 kerosene Substances 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 210000002381 plasma Anatomy 0.000 description 29
- 239000000463 material Substances 0.000 description 13
- 239000003921 oil Substances 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000005336 cracking Methods 0.000 description 6
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- 239000010687 lubricating oil Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 230000009467 reduction Effects 0.000 description 4
- 230000005684 electric field Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 3
- 229940032094 squalane Drugs 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 238000006471 dimerization reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000006384 oligomerization reaction Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- KFCZASPRLKOHPP-UHFFFAOYSA-N 3-ethyl-N-hexyloctan-3-amine Chemical compound C(C)C(CCCCC)(NCCCCCC)CC KFCZASPRLKOHPP-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical compound [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052756 noble gas Inorganic materials 0.000 description 1
- 150000002835 noble gases Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J12/00—Chemical processes in general for reacting gaseous media with gaseous media; Apparatus specially adapted therefor
- B01J12/002—Chemical processes in general for reacting gaseous media with gaseous media; Apparatus specially adapted therefor carried out in the plasma state
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G50/00—Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
- C10G50/02—Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation of hydrocarbon oils for lubricating purposes
-
- 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
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/949—Miscellaneous considerations
- Y10S585/953—Pulsed, sonic, or plasma process
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Physics & Mathematics (AREA)
- General Chemical & Material Sciences (AREA)
- Plasma & Fusion (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Liquid Crystal Substances (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8808006A FR2632965A1 (fr) | 1988-06-15 | 1988-06-15 | Procede pour augmenter le poids moleculaire d'hydrocarbures et/ou de leurs derives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE68902876D1 DE68902876D1 (de) | 1992-10-22 |
| DE68902876T2 true DE68902876T2 (de) | 1993-03-11 |
Family
ID=9367319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8989201542T Expired - Fee Related DE68902876T2 (de) | 1988-06-15 | 1989-06-13 | Verfahren zur erhoehung des molekulargewichts von kohlenwasserstoffen und/oder ihren derivaten. |
Country Status (27)
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2639345B1 (fr) * | 1988-11-24 | 1991-03-15 | Gaz De France | Procede de conversion de gaz naturel ou d'alcanes legers en hydrocarbures insatures |
| FR2655330A1 (fr) * | 1989-12-01 | 1991-06-07 | Shell Int Research | Preparation d'hydrocarbures contenant un ou plusieurs hetero-atome(s). |
| US5427703A (en) * | 1992-07-17 | 1995-06-27 | Shell Oil Company | Process for the preparation of polar lubricating base oils |
| US5470454A (en) * | 1992-07-17 | 1995-11-28 | Shell Oil Company | Process for the preparation of lubricating base oils |
| JP2000080388A (ja) | 1998-09-03 | 2000-03-21 | Tonen Corp | 潤滑油組成物 |
| WO2004089855A2 (en) * | 2003-04-07 | 2004-10-21 | Nanon A/S | Method of modifying chemical compounds by plasma in the liquid state |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL51321C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | ||||
| US970473A (en) * | 1909-05-11 | 1910-09-20 | Alexandre De Hemptinne | Manufacture of lubricating-oils. |
| US3248446A (en) * | 1962-10-22 | 1966-04-26 | Phillips Petroleum Co | Plasma streams and method for utilizing same |
| US3356602A (en) * | 1965-03-26 | 1967-12-05 | Gen Electric | Process of dimerizing carboxylic acids in a corona discharge |
-
1988
- 1988-06-15 FR FR8808006A patent/FR2632965A1/fr active Pending
-
1989
- 1989-06-13 YU YU01204/89A patent/YU120489A/xx unknown
- 1989-06-13 RU SU894614267A patent/RU1826988C/ru active
- 1989-06-13 DK DK287389A patent/DK287389A/da not_active Application Discontinuation
- 1989-06-13 DD DD89329540A patent/DD283989A5/de not_active IP Right Cessation
- 1989-06-13 CS CS893572A patent/CS277034B6/cs unknown
- 1989-06-13 AT AT89201542T patent/ATE80650T1/de not_active IP Right Cessation
- 1989-06-13 NO NO892454A patent/NO173882C/no unknown
- 1989-06-13 HU HU893067A patent/HU208991B/hu not_active IP Right Cessation
- 1989-06-13 AU AU36308/89A patent/AU608448B2/en not_active Ceased
- 1989-06-13 CN CN89104090A patent/CN1017624B/zh not_active Expired
- 1989-06-13 ES ES198989201542T patent/ES2034590T3/es not_active Expired - Lifetime
- 1989-06-13 BR BR898902809A patent/BR8902809A/pt not_active Application Discontinuation
- 1989-06-13 AR AR89314149A patent/AR244311A1/es active
- 1989-06-13 PH PH38778A patent/PH27093A/en unknown
- 1989-06-13 TR TR89/0498A patent/TR24470A/xx unknown
- 1989-06-13 JP JP1148569A patent/JPH0240331A/ja active Pending
- 1989-06-13 ZA ZA894472A patent/ZA894472B/xx unknown
- 1989-06-13 DE DE8989201542T patent/DE68902876T2/de not_active Expired - Fee Related
- 1989-06-13 EP EP89201542A patent/EP0346999B1/en not_active Expired - Lifetime
- 1989-06-13 IL IL90595A patent/IL90595A0/xx not_active IP Right Cessation
- 1989-06-13 NZ NZ229533A patent/NZ229533A/en unknown
- 1989-06-14 PT PT90851A patent/PT90851B/pt not_active IP Right Cessation
- 1989-06-14 MX MX016468A patent/MX171372B/es unknown
-
1990
- 1990-09-14 US US07/582,703 patent/US5034108A/en not_active Expired - Fee Related
-
1992
- 1992-10-08 GR GR920402233T patent/GR3005913T3/el unknown
-
1993
- 1993-04-14 SG SG45493A patent/SG45493G/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |