EP0138235A1 - Process for preparing a thermal-stable pitch and oil from aromatic petrochemical residues and its use - Google Patents
Process for preparing a thermal-stable pitch and oil from aromatic petrochemical residues and its use Download PDFInfo
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- EP0138235A1 EP0138235A1 EP84200680A EP84200680A EP0138235A1 EP 0138235 A1 EP0138235 A1 EP 0138235A1 EP 84200680 A EP84200680 A EP 84200680A EP 84200680 A EP84200680 A EP 84200680A EP 0138235 A1 EP0138235 A1 EP 0138235A1
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- aromatic
- residues
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- residue
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10C—WORKING-UP PITCH, ASPHALT, BITUMEN, TAR; PYROLIGNEOUS ACID
- C10C3/00—Working-up pitch, asphalt, bitumen
- C10C3/005—Working-up pitch, asphalt, bitumen by mixing several fractions (also coaltar fractions with petroleum fractions)
Definitions
- the invention relates to a process for producing thermally stable pitches from highly aromatic, unsaturated compounds containing petrochemical residues with an increased yield of distillable aromatic oils.
- a process is known from US Pat. No. 3,238,118 for mixing residues from the hydrogenative splitting of gas oil with residues from crude oil distillation in a ratio of 0.3: 1 to 4: 1 and in a temperature range from 371 to 538 ° C. under a pressure of 48 to be treated thermally up to 69 bar in order to obtain a higher yield of gas oil and other lower-boiling oils.
- the residue mixture treated in this way is fed back to the crude oil distillation, the gas oil fraction boiling between 200 and 400 ° C. is split hydrogenatingly into gasoline with the addition of a catalyst.
- the residue boiling above 220 ° C is used as a hydrogen donor for the thermal treatment of crude oil residues.
- the hydrogenated residues with a relatively low aromatic content of about 40% used in this process have a high boiling point and therefore cannot be separated from the residues by distillation. In addition, they would reduce the aromatic content of highly aromatic pitches.
- the object was therefore to treat highly aromatic, unsaturated compound-containing residues of the petrochemical workup by a simple process, avoiding the disadvantages of the processes mentioned, so that a thermally stable pitch and aromatic mixtures are obtained from them in high yield by distillation.
- the object is achieved in that the highly aromatic residues from the mineral oil workup containing unsaturated compounds are mixed with residues boiling between 150 and 280 ° C. from the hydrogenating refining of aromatic oils in a ratio of 1: 0.05 to 1: 0.25 and heated to a temperature between 350 and 400 ° C under the autogenous pressure that forms, and the reaction product is rectified under atmospheric or reduced pressure in order to obtain aromatic fractions and a pitch with a Krämer-Sarnow softening point of 50 ° C and higher .
- Aromatic extracts and residues from the high-temperature pyrolysis of mineral oil fractions with an initial boiling point of 200 ° C. and higher, in particular from the vapor pyrolysis of gasoline, are used as highly aromatic residues for the production of olefins.
- the aromatic fractions obtained can be worked up to form pure aromatics such as naphthalene and valuable aromatic mixtures such as soot oil without the formation of polymerization residues in the same way as coal tar fractions.
- That according to the invention Pitch obtained from the process is characterized by a low content of quinoline-insoluble constituents (QI) and a high coking residue. It is therefore suitable for the production of highly anistropic coke for graphite electrodes and carbon fibers as well as for use as an electrode binder and impregnating agent for carbon molded articles.
- QI quinoline-insoluble constituents
- the pitch (A) was treated under extreme conditions at 250 ° C. in the presence of air for one week (168 h).
- a commercially available impregnating pitch of petro origin (B) and a pitch (C) which were obtained in the same way as the pitch (A), but without the addition of hydroaromatics, were subjected to the same thermal aging.
- the results of the analyzes are shown in Table 2.
- the lowest possible viscosity and a low quinoline-insoluble content (QI) are required in order to achieve a quick and complete impregnation of the carbon molded articles. Aged.
- the pitch produced according to the invention has a desired low viscosity at application temperatures with sufficient coking residue.
- the petrochemical comparison pitch has similar data, 'wherein the slightly higher coking and the slightly higher viscosity of the resulting higher softening point, which is freely adjustable for all the pitches by distillation.
- pitch (A) has a significantly higher coking residue.
- hydrogenated stabilized pitch obviously smaller amounts of slightly cracking components remain in the impregnating agent, so that less escapes from the impregnated material during the firing process and the impregnating effect is improved.
- the weight loss was less than 0.6% in any case, so that the change in material data can be attributed to chemical changes in pitch.
- pitch (C) the hydrogenated pitch (A) shows a tolerable increase in viscosity and insolubility, while pitch (B) increases in viscosity so much that satisfactory processability can no longer be expected.
- the figure shows the filtration curves for the pitch (A) produced by the process according to the invention and the pitch (C) produced without addition of hydroaromatics.
- the pitch (B) had reciprocal filter capacities of at least 50 cm 2 min / g, aged 90 cm 2 min / g when the filter was quickly blocked.
- pitch (A) Both untreated and aged, the values for pitch (A) are more favorable than for pitch (C).
- the filter in the aged pitch (C) is blocked after 6.5 g / cm 2 flow, while larger amounts can be filtered by pitch (A).
- the Pitch (A) produced according to the invention has significant advantages over comparative pitch (B) in terms of thermal resistance and filterability, and over comparative pitch (C) in terms of coking residue and filterability after aging.
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Civil Engineering (AREA)
- Structural Engineering (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Working-Up Tar And Pitch (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Inorganic Fibers (AREA)
Abstract
Description
Verfahren zur Herstellung thermisch stabiler Peche und Öle aus hocharomatischen petrochemischen Rückständen und deren VerwendungProcess for the production of thermally stable pitches and oils from highly aromatic petrochemical residues and their use
Die Erfindung betrifft ein Verfahren zur Herstellung thermisch stabiler Peche aus hocharomatischen, ungesättigte Verbindungen enthaltenden petrochemischen Rückständen mit erhöhter Ausbeute an destillierbaren aromatischen ölen.The invention relates to a process for producing thermally stable pitches from highly aromatic, unsaturated compounds containing petrochemical residues with an increased yield of distillable aromatic oils.
Peche werden vor ihrer Weiterverarbeitung meist über eine längere Zeit flüssig gelagert. Dies geschieht im allgemeinen bei Temperaturen um 200°C. Bei Steinkohlenteerpechen ist bei diesen Temperaturen keine Veränderung der Eigenschaften zu erwarten, wohl aber bei pechartigen Rückständen aus der petrochemischen Aufarbeitung, wie z.B. aus ungesättigte Verbindungen enthaltenden aromatischen Rückständen aus der Hochtemperaturpyrolyse und Aromatenextraktion von mineralölstämmigen Fraktionen.Pitches are usually stored in liquid form for a long time before they are processed. This generally happens at temperatures around 200 ° C. In the case of hard coal tar pitches, no change in the properties is to be expected at these temperatures, but in the case of pitch-like residues from petrochemical processing, for example from aromatic residues containing unsaturated compounds from high-temperature pyrolysis and aromatic extraction of mineral oil-derived fractions.
Aus der DE-PS 18 15 568 der Anmelderin ist bekannt, ungesättigte Verbindungen enthaltende aromatische Rückstände einer Wärmebehandlung unter Druck zu unterwerfen, um so ein thermisch stabiles Aromatengemisch zu erhalten, das ohne Schwierigkeiten destillativ aufgearbeitet werden kann. Der Destillationsrückstand ist mit 42 % angegeben. Der Nachteil dieses Verfahrens ist darin zu sehen, daß ein Teil der wertvollen Öle durch Polymerisation in Pech umgewandelt wird.From DE-PS 18 15 568 of the applicant it is known to subject aromatic residues containing unsaturated compounds to heat treatment under pressure in order to obtain a thermally stable aromatic mixture which can be worked up by distillation without difficulty. The distillation residue is given as 42%. The disadvantage of this process is that part of the valuable oils is converted into pitch by polymerization.
Es ist weiterhin bekannt, die Benzinfraktion eines Pyrolyserückstandes aus der Dampfspaltung von Erdölfraktionen einer selektiven Hydrierung zu unterwerfen, um die Polymerisation (Gum-Bildung) insbesondere der Diolefine zu verhindern. Die Hydrierung wird in Gegenwart eines Katalysators bei Temperaturen von etwa 177°C und einem Druck von 21 bis 42 bar durchgeführt (Selective Hydrogenation; British Petroleum Company Ltd.).It is also known to subject the gasoline fraction of a pyrolysis residue from the steam cracking of petroleum fractions to a selective hydrogenation in order to prevent the polymerization (gum formation), in particular of the diolefins. The hydrogenation is carried out in the presence of a catalyst at temperatures of about 177 ° C. and a pressure of 21 to 42 bar (Selective Hydrogenation; British Petroleum Company Ltd.).
Bei anderen Hydrierverfahren zur Sättigung der Olefine sind in Abhängigkeit vom Katalysator Drücke bis 100 bar und Temperaturen bis 427°C üblich. All diesen Verfahren ist gemeinsam, daß ein Katalysator und gasförmiger Wasserstoff benötigt werden. Dadurch gestalten sich diese Verfahren so aufwendig, daß sie nur an den wertvolleren Destillaten, nicht aber an Rückständen durchgeführt werden.In other hydrogenation processes for saturating the olefins, pressures of up to 100 bar and temperatures of up to 427 ° C. are customary, depending on the catalyst. All these processes have in common that a catalyst and gaseous hydrogen are required. This makes these processes so complex that they only on the more valuable distillates, but not on residues.
Aus der Patentschrift US 3,238,118 ist ein Verfahren bekannt, Rückstände aus der hydrierenden Spaltung von Gasöl mit Rückständen aus der Rohöldestillation im Verhältnis 0,3 : 1 bis 4 : 1 zu mischen und in einem Temperaturbereich von 371 bis 538°C unter einem Druck von 48 bis 69 bar thermisch zu behandeln, um eine höhere Ausbeute an Gasöl und anderen niedriger siedenden Ölen zu erhalten. Das so behandelte Rückstandsgemisch wird der Rohöldestillation wieder zugeführt, deren zwischen 200 und 400°C siedende Gasölfraktion unter Zusatz eines Katalysators hydrierend zu Benzin gespalten wird. Der über 220°C siedende Rückstand wird als Wasserstoff-Donor für die thermische Behandlung von Rohölrückständen verwendet.A process is known from US Pat. No. 3,238,118 for mixing residues from the hydrogenative splitting of gas oil with residues from crude oil distillation in a ratio of 0.3: 1 to 4: 1 and in a temperature range from 371 to 538 ° C. under a pressure of 48 to be treated thermally up to 69 bar in order to obtain a higher yield of gas oil and other lower-boiling oils. The residue mixture treated in this way is fed back to the crude oil distillation, the gas oil fraction boiling between 200 and 400 ° C. is split hydrogenatingly into gasoline with the addition of a catalyst. The residue boiling above 220 ° C is used as a hydrogen donor for the thermal treatment of crude oil residues.
Ein ähnliches Verfahren mit hydrierten aromatischen Rückständen aus verschiedenen Prozessen der Mineralölaufarbeitung als Wasserstoff-Donor ist in dem US-Patent 2,953,513 beschrieben.Der Siedebereich der verwendeten Rückstände liegt zwischen 371 und 593°C.A similar process with hydrogenated aromatic residues from various processes of mineral oil processing as a hydrogen donor is described in US Pat. No. 2,953,513. The boiling range of the residues used is between 371 and 593 ° C.
Die in diesem Verfahren verwendeten hydrierten Rückstände mit relativ geringem Aromatengehalt von etwa 40 % haben jedoch ein hohes Siedeende und können daher destillativ nicht von den Rückständen getrennt werden. Außerdem würden sie bei hocharomatischen Pechen deren Aromatengehalt vermindern.However, the hydrogenated residues with a relatively low aromatic content of about 40% used in this process have a high boiling point and therefore cannot be separated from the residues by distillation. In addition, they would reduce the aromatic content of highly aromatic pitches.
Es bestand daher die Aufgabe, hocharomatische, ungesättigte Verbindungen enthaltende Rückstände der petrochemischen Aufarbeitung durch ein einfaches Verfahren unter Vermeidung der Nachteile der genannten Verfahren so zu behandeln, daß aus ihnen durch Destillation ein thermisch stabiles Pech und Aromatengemische in hoher Ausbeute erhalten werden.The object was therefore to treat highly aromatic, unsaturated compound-containing residues of the petrochemical workup by a simple process, avoiding the disadvantages of the processes mentioned, so that a thermally stable pitch and aromatic mixtures are obtained from them in high yield by distillation.
Die Aufgabe wird erfindungsgemäß dadurch gelöst, daß die ungesättigte Verbindungen enthaltenden, hocharomatischen Rückstände aus der Mineralölaufarbeitung mit zwischen 150 und 280°C siedenden Rückständen aus der hydrierenden Raffination von aromatischen ölen im Verhältnis von 1 : 0,05 bis 1 - : 0,25 gemischt und unter dem sich bildenden Eigendruck bis auf eine Temperatur zwischen 350 und 400°C aufgeheizt werden, und das Reaktionsprodukt unter atmosphärischem oder reduziertem Druck rektifiziert wird, um Aromatenfraktionen und ein Pech mit einem Erweichungspunkt nach Krämer-Sarnow von 50°C und höher zu erhalten.The object is achieved in that the highly aromatic residues from the mineral oil workup containing unsaturated compounds are mixed with residues boiling between 150 and 280 ° C. from the hydrogenating refining of aromatic oils in a ratio of 1: 0.05 to 1: 0.25 and heated to a temperature between 350 and 400 ° C under the autogenous pressure that forms, and the reaction product is rectified under atmospheric or reduced pressure in order to obtain aromatic fractions and a pitch with a Krämer-Sarnow softening point of 50 ° C and higher .
Als hocharomatische Rückstände werden Aromatenextrakte und Rückstände aus der Hochtemperaturpyrolyse von Mineralölfraktionen mit einem Siedebeginn von 200°C und höher,' insbesondere aus der Dampfpyrolyse von Benzin zur Herstellung von Olefinen verwendet. Die erhaltenen Aromatenfraktionen lassen sich ohne Bildung von Polymerisationsrückständen in gleicher Weise wie Steinkohlenteerfraktionen zu reinen Aromaten wie z.B. Naphthalin und wertvollen Aromatengemischen wie z.B. Rußöl aufarbeiten. Das nach dem erfindungsgemäßen Verfahren gewonnene Pech zeichnet sich durch einen niedrigen Gehalt an in Chinolin unlöslichen Bestandteilen (QI) und einen hohen Verkokungsrückstand aus. Es ist daher für die Herstellung von hochanistropem Koks für Graphitelektroden und Kohlenstoff-Fasern ebenso geeignet wie für die Verwendung als Elektrodenbindemittel und Imprägniermittel für Kohlenstoff- Formkörper.Aromatic extracts and residues from the high-temperature pyrolysis of mineral oil fractions with an initial boiling point of 200 ° C. and higher, in particular from the vapor pyrolysis of gasoline, are used as highly aromatic residues for the production of olefins. The aromatic fractions obtained can be worked up to form pure aromatics such as naphthalene and valuable aromatic mixtures such as soot oil without the formation of polymerization residues in the same way as coal tar fractions. That according to the invention Pitch obtained from the process is characterized by a low content of quinoline-insoluble constituents (QI) and a high coking residue. It is therefore suitable for the production of highly anistropic coke for graphite electrodes and carbon fibers as well as for use as an electrode binder and impregnating agent for carbon molded articles.
Das erfindungsgemäße Verfahren wird in dem nachstehenden Beispiel näher erläutert, ohne darauf beschränkt zu sein.The process according to the invention is explained in more detail in the example below, without being restricted thereto.
Beispiel 95 Gew.-Teile eines bis 200°C abgetoppten Rückstandsöls aus der Benzinpyrolyse zur Herstellung von Olefinen werden mit 5 Gew.-Teilen eines Druckraffinatrückstandes (Siedebereich: von 188 bis 235°C /Tetralin = 38,2 %, Naphthalin = 12,5 %) innerhalb einer Stunde in einem Rührwerksautoklav auf 400°C aufgeheizt. Dabei stellt sich ein Druck von 13 bar ein. Das Reaktionsprodukt wird anschließend sofort auf 120°C abgekühlt und bei einem Kopfdruck von 30 mbar rektifiziert. Am Ende der Destillation beträgt die Kopftemperatur 275°C. Als Rückstand verbleibt in 27%iger Ausbeute ein Pech (A) mit einem Erweichungspunkt (Krämer-Sarnow) von 110°C. Die Analysendaten des Einsatzgemisches und des Reaktionsgemisches sind in Tabelle 1 wiedergegeben. Ein Vergleich zeigt die deutliche Abnahme an ungesättigten, polymerisierbaren Verbindungen (Harzbildner) und des im Gaschromatographen nicht verdampfbaren Anteils im Reaktionsgemisch. Andererseits ist auch eine deutliche Zunahme an destillierbaren Aromaten zu verzeichnen. Der bei der Dehydrierung der Hydroaromaten entstehende Wasserstoff hat also gezielt eine Sättigung der polymerisierbaren Verbindungen und eine hydrierende Spaltung der thermisch labilen Polymerisate bewirkt.EXAMPLE 95 parts by weight of a residual oil topped off from petrol pyrolysis to 200 ° C. for the production of olefins are mixed with 5 parts by weight of a pressure raffinate residue (boiling range: from 188 to 235 ° C./tetralin = 38.2%, naphthalene = 12. 5%) heated to 400 ° C. in an agitator autoclave within one hour. A pressure of 13 bar is established. The reaction product is then immediately cooled to 120 ° C. and rectified at a head pressure of 30 mbar. At the end of the distillation, the top temperature is 275 ° C. As a residue, a pitch (A) with a softening point (Krämer-Sarnow) of 110 ° C remains in 27% yield. The analysis data of the feed mixture and the reaction mixture are shown in Table 1. A comparison shows the clear decrease in unsaturated, polymerizable compounds (resin formers) and the proportion in the reaction mixture which cannot be evaporated in the gas chromatograph. On the other hand, there is also a significant increase in distillable aromatics. The hydrogen produced during the dehydrogenation of the hydroaromatics has therefore specifically brought about saturation of the polymerizable compounds and a hydrolytic cleavage of the thermally labile polymers.
Um die thermische Stabilität zu untersuchen, wurde das Pech (A) unter extremen Bedingungen bei 250°C in Gegenwart von Luft eine Woche (168 h) lang behandelt. Als Vergleich wurden ein handelsübliches petrostämmiges Imprägnierpech (B) und ein Pech (C), das in gleicher Weise wie das Pech (A), jedoch ohne Zusatz von Hydroaromaten gewonnen wurde, der gleichen thermischen Alterung unterworfen. Die Ergebnisse der Analysen sind in Tabelle 2 wiedergegeben.
Nach Alterung an Luft betrug der Gewichtsverlust in jedem Fall weniger als 0,6 %, so daß die Änderung von Stoffdaten auf chemische Veränderungen im Pech zurückgeführt werden kann. Das hydrierend hergestellte Pech (A) zeigt wie Pech (C) eine tolerierbare Erhöhung von Viskosität und Unlöslichem, während Pech (B) in der Viskosität so stark steigt, daß eine zufriedenstellende Verarbeitbarkeit nicht mehr erwartet werden kann.After aging in air, the weight loss was less than 0.6% in any case, so that the change in material data can be attributed to chemical changes in pitch. Like pitch (C), the hydrogenated pitch (A) shows a tolerable increase in viscosity and insolubility, while pitch (B) increases in viscosity so much that satisfactory processability can no longer be expected.
Es hat sich gezeigt, daß eine Abhängigkeit zwischen Art und Menge des Chinolinunlöslichen und der Viskosität bezüglich ihres Einflusses auf die Imprägniereigenschaften besteht, so daß eine Aussage darüber allein aus diesen Analysedaten nicht möglich ist. Es wurde daher zusätzlich eine Filtrationstest durchgeführt.It has been shown that there is a dependency between the type and amount of the quinoline-insoluble and the viscosity with regard to their influence on the impregnation properties, so that it is not possible to make a statement about this solely from these analysis data. A filtration test was therefore also carried out.
30 g Pech wurden bei 200° C mit einem Druck von 5 bar durch eine standardisierte Sinterscheibe aus Edelstahl W.- Nr. 1.4404 mit einem Porendurchmesser von 3 um, einer Dicke von 25 mm und einem Durchmesser von 19 mm gepreßt und die reziproke Filterleistung F ` T/m in Abhängigkeit von der flächenspezifischen Filtratmenge m/F bestimmt (F = Filterfläche; m = Filtermenge; t = Durchflußzeit).30 g of pitch were pressed at 200 ° C. with a pressure of 5 bar through a standardized sintered disc made of stainless steel W. No. 1.4404 with a pore diameter of 3 μm, a thickness of 25 mm and a diameter of 19 mm, and the reciprocal filter performance F `T / m determined depending on the area-specific amount of filtrate m / F (F = filter area; m = amount of filter; t = flow time).
Die Fig. zeigt die Filtrationskurven für das nach dem erfindungsgemäßen Verfahren hergestellte Pech (A) und das ohne Zusatz von Hydroaromaten hergestellte Pech (C). Das Pech (B) besaß bei schnell verstopftendem Filter reziproke Filterleistungen von minimal 50 cm2min/g, gealtert 90 cm2min/g.The figure shows the filtration curves for the pitch (A) produced by the process according to the invention and the pitch (C) produced without addition of hydroaromatics. The pitch (B) had reciprocal filter capacities of at least 50 cm 2 min / g, aged 90 cm 2 min / g when the filter was quickly blocked.
Sowohl unbehandelt wie gealtert sind die Werte für Pech (A) günstiger als für Pech (C). Insbesondere ist das Filter beim gealterten Pech (C) nach 6,5 g/cm2 - Durchfluß verstopft, während von Pech (A) größere Mengen filtriert werden können.Both untreated and aged, the values for pitch (A) are more favorable than for pitch (C). In particular, the filter in the aged pitch (C) is blocked after 6.5 g / cm 2 flow, while larger amounts can be filtered by pitch (A).
Als wichtigest Ergebniss der vergleichenden Untersuchung läßt sich festhalten, daß das erfindungsgemäß hergestellte Pech (A) wesentliche Vorteile gegenüber dem Vergleichspech (B) hinsichtlich der thermischen Beständigkeit und der Filtrierbarkeit sowie gegenüber dem Vergleichspech (C) hinsichtlich des Verkokungsrückstandes und der Filtrierbarkeit nach Alterung besitzt.The most important result of the comparative investigation can be stated that the Pitch (A) produced according to the invention has significant advantages over comparative pitch (B) in terms of thermal resistance and filterability, and over comparative pitch (C) in terms of coking residue and filterability after aging.
Claims (5)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3334842 | 1983-09-27 | ||
DE19833334842 DE3334842A1 (en) | 1983-09-27 | 1983-09-27 | METHOD FOR PRODUCING THERMALLY STABLE PECHE AND OILS FROM HIGH-AROMATIC PETROCHEMICAL RESIDUES AND THE USE THEREOF |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0138235A1 true EP0138235A1 (en) | 1985-04-24 |
EP0138235B1 EP0138235B1 (en) | 1986-09-10 |
Family
ID=6210133
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP84200680A Expired EP0138235B1 (en) | 1983-09-27 | 1984-05-14 | Process for preparing a thermal-stable pitch and oil from aromatic petrochemical residues and its use |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0138235B1 (en) |
JP (1) | JPS6092388A (en) |
DE (2) | DE3334842A1 (en) |
ES (1) | ES8503312A1 (en) |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2953513A (en) * | 1956-03-05 | 1960-09-20 | Exxon Research Engineering Co | Hydrogen donor diluent cracking process |
DE1815568A1 (en) * | 1968-12-19 | 1970-06-25 | Ruetgerswerke Ag | Process for the production of aromatic hydrocarbons from oils rich in aromatic compounds with a high content of unsaturated compounds |
DE2927457A1 (en) * | 1978-07-14 | 1980-01-24 | Nippon Oil Co Ltd | METHOD FOR THE PRODUCTION OF BINDING AGENT PECH FROM PETROLEUM |
EP0063053A2 (en) * | 1981-04-13 | 1982-10-20 | Nippon Oil Co. Ltd. | Starting pitches for carbon fibers |
EP0067581A1 (en) * | 1981-06-12 | 1982-12-22 | E.I. Du Pont De Nemours And Company | Process for preparing a pitch material |
-
1983
- 1983-09-27 DE DE19833334842 patent/DE3334842A1/en not_active Withdrawn
-
1984
- 1984-05-14 DE DE8484200680T patent/DE3460676D1/en not_active Expired
- 1984-05-14 EP EP84200680A patent/EP0138235B1/en not_active Expired
- 1984-06-29 ES ES533880A patent/ES8503312A1/en not_active Expired
- 1984-09-27 JP JP59200716A patent/JPS6092388A/en active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2953513A (en) * | 1956-03-05 | 1960-09-20 | Exxon Research Engineering Co | Hydrogen donor diluent cracking process |
DE1815568A1 (en) * | 1968-12-19 | 1970-06-25 | Ruetgerswerke Ag | Process for the production of aromatic hydrocarbons from oils rich in aromatic compounds with a high content of unsaturated compounds |
DE2927457A1 (en) * | 1978-07-14 | 1980-01-24 | Nippon Oil Co Ltd | METHOD FOR THE PRODUCTION OF BINDING AGENT PECH FROM PETROLEUM |
EP0063053A2 (en) * | 1981-04-13 | 1982-10-20 | Nippon Oil Co. Ltd. | Starting pitches for carbon fibers |
EP0067581A1 (en) * | 1981-06-12 | 1982-12-22 | E.I. Du Pont De Nemours And Company | Process for preparing a pitch material |
Also Published As
Publication number | Publication date |
---|---|
DE3460676D1 (en) | 1986-10-16 |
ES533880A0 (en) | 1985-03-01 |
JPS6092388A (en) | 1985-05-23 |
EP0138235B1 (en) | 1986-09-10 |
DE3334842A1 (en) | 1985-04-04 |
ES8503312A1 (en) | 1985-03-01 |
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