CN1110534C - An antifoulant for petrochemical processes - Google Patents

An antifoulant for petrochemical processes Download PDF

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Publication number
CN1110534C
CN1110534C CN94107845A CN94107845A CN1110534C CN 1110534 C CN1110534 C CN 1110534C CN 94107845 A CN94107845 A CN 94107845A CN 94107845 A CN94107845 A CN 94107845A CN 1110534 C CN1110534 C CN 1110534C
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China
Prior art keywords
scale inhibitor
depropanizer
producing apparatus
compound
ethene
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Expired - Fee Related
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CN94107845A
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CN1102848A (en
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田中浩一
入江胜利
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Kurita Water Industries Ltd
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Kurita Water Industries Ltd
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    • 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
    • C10G7/00—Distillation of hydrocarbon oils
    • 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
    • C10G9/00—Thermal non-catalytic cracking, in the absence of hydrogen, of hydrocarbon oils
    • C10G9/14—Thermal non-catalytic cracking, in the absence of hydrogen, of hydrocarbon oils in pipes or coils with or without auxiliary means, e.g. digesters, soaking drums, expansion means
    • C10G9/16—Preventing or removing incrustation
    • 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
    • C10G75/00—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general
    • C10G75/04—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general by addition of antifouling agents

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  • 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)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

This invention relates to an antifoulant for petrochemical processes comprising a hydrogen-donating hydroaromatic compound is disclosed. It can be handled easily, is inexpensive, has no adverse effect on the process, shows excellent effect to prevent formation of fouling, and enables continuous operation of a plant for a long time with good stability.

Description

The scale inhibitor that is used for the depropanizer of ethene producing apparatus
The present invention relates to a kind of novel scale inhibitor that is used for the depropanizer of ethene producing apparatus.Be particularly related to a kind of scale inhibitor that is used for the depropanizer of ethene producing apparatus, this scale inhibitor can prevent in the technological process of petrochemical factory effectively such as generate dirt in the treating process of ethylene production factory.
Petrochemical plant such as ethylene production factory in, the fluid that contains alkene such as ethene and propylene and diolefins such as divinyl is distilled, in such fluidic still-process, this fluid must be with heat modification in addition, form sludge by heat, for example in preheat exchanger or reboiler, and the sludge that forms so just sticks on the heat-transfer surface of preheat exchanger or reboiler; Perhaps adhere on the surface of pipeline and form dirt.
The mechanism that forms as dirt has following known phenomenon:
In the depropanizer process of ethene producing apparatus, organic compound in working fluid is easy to oxidation such as the compound as alkene and diolefins in the unsaturated hydrocarbons, these compounds cause the generation of hydroperoxide in working fluid owing to dissolved oxygen, these hydroperoxide are decomposes then, particularly form ketone, aldehyde, carboxylic acid etc. in the presence of material such as the metal that the band catalytic activity is arranged, these compounds are aggregated and form oligopolymer and polymkeric substance sludge.
Therefore, use antioxidant such as phenol antioxidant and amine antioxidants, polymerization retarder such as oximes inhibitor and nitroso-group inhibitor, prevent to form sludge and throw out agglutinating dispersion agent and the medicament that is used in combination with these medicaments in the depropanizer process of ethene producing apparatus as scale inhibitor, its purpose just is to prevent aforesaid dirt.For example: (1) by aniline and tert-butyl catechol in conjunction with and the scale inhibitor formed (Japan speciallys permit communique, clear and 59-(1984)-24138; ) (2) scale inhibitor of forming by nitrosophenol (Japan's special permission communique, put down into 3 (1991)-350147); (3) scale inhibitor is made up of aminated compounds of the scale inhibitor of being made up of nitroso compound (Japan special permission communique, put down into 4 (1992)-26639) and (4) (Japan's special permission openly, clear and 64 (1989)-13041) all disclosed already.
Yet because these scale inhibitors directly are added in the operating process, their shortcoming is: make product painted; Form unfavorable by product; And then they are difficult for handling; These scale inhibitors are expensive; Its antiscaling effect is insufficient, thereby, one segment length's time of operate continuously such as 2 years or the longer time in go wrong.
As mentioned above, scale inhibitor commonly used is often unsatisfactory, and therefore, people wish to develop a kind of scale inhibitor that is used for the depropanizer of ethene producing apparatus strongly, and this scale inhibitor is easy to handle; Cheaply; Technological process there is not retroaction; Preventing that dirt from forming and have the chromatic effect of going out and can one segment length's time of operate continuously under good stability.
The object of the invention is: a kind of scale inhibitor that is used for the depropanizer of ethene producing apparatus is provided, this scale inhibitor overcomes the shortcoming of the habitual scale inhibitor of the depropanizer that is used for the ethene producing apparatus, be easy to handle, cheaply, for course of processing low-disturbance, preventing that dirt from demonstrating chromatic effect on forming, can make equipment one segment length's time of operate continuously under good stability.
The inventor has in development on the scale inhibitor of the depropanizer that is used for the ethene producing apparatus of above-mentioned premium properties and has done extensive and deep research.Like that, find that the object of the invention can award the hydrogen hydroaromatic compound and reach by containing shown in this result of study, the present invention is accomplished on this finds.
Therefore, the invention provides a kind of scale inhibitor of awarding hydrogen hydrogen aromatic substance that contains of the depropanizer that is used for the ethene producing apparatus.
The present invention also provides a kind of method that prevents to generate dirt in petroleum chemistry equipment, and this method comprises: the working fluid that the above-mentioned scale inhibitor that is used for the depropanizer of ethene producing apparatus is added to the depropanizer process that is supplied to the ethene producing apparatus of giving birth to dirt.
Other purposes of the present invention, characteristic and advantage will be clear more fully in the following description.
As mentioned above, the formation of dirt be in working fluid by radical chain reaction by due to the oxidation of the unsaturated hydrocarbons of alkene and diolefins.The hydrogen hydroaromatic compound of awarding as scale inhibitor has following function in the present invention: make chain reaction end and prevent from effectively to give birth to dirt by the group that produces is granted proton in oxidation.Comprise as the example of awarding the hydrogen hydroaromatic compound: 1,2,3,4 ,-tetraline, 9,10-dihydro phenanthrene, 1,2,3,4,5,6,7,8-eight phenanthrene and hydrogenated terphenyl, these compounds can use separately or two or more compound combines use.
In scale inhibitor of the present invention, except that the hydrogenation aromatic hydrocarbon, also can use conventional scale inhibitor as required, such as: the antioxidant as amine antioxidants and phenols oxidation inhibitor, polymerization retarder, metal deactivator and various dispersion agent as oximes inhibitor and nitroso-group inhibitor.Dispersion agent is scattered in organic sludge and inorganic sludge in the process fluid, and prevents that throw out is bonded on heat transmitter or the pipeline surface.Dispersion agent comprises:
(1) having molecular weight is about 1000 to 10000 poly-alkyl (methyl) acrylate and by the mixture of the represented polyethylene polyamine cycloalkanoimide of following general formula:
Figure C9410784500051
Wherein, R 1Hydrocarbyl group, n that representative has 10 to 15 carbon atoms represent 1 to 5 integer, and preferably 1 to 3, m represents 1 to 10 integer, and is best 1 to 3, and the weight ratio of each compound is in 90: 10 to 10: 90 scopes in the mixture;
(2) by the represented succinimide derivatives of one of following general formula:
Figure C9410784500052
With
Wherein, R 2It is 400 to 3000 polybutene group that expression has nucleidic mass, R 3Expression has 1 to 5 carbon atom, is preferably the imine group of 1 to 3 carbon atom, R 4And R 5Expression is respectively for hydrogen atom or have that carbon atom is 1 to 5, the groups of best 1 to 3 carbon atom, and P represents 1 to 10 integer.
(3) by the phosphorothioate derivative of following general formula representative or its ethylene oxide adduct:
Figure C9410784500061
Wherein, R 6Be that to have nucleidic mass be 500 to 2000 polybutene group; And
(4) having nucleidic mass is 10,000 to 1,000,000 vinylbenzene and maleate copolymer, and it represents general formula as follows:
Wherein, R 7And R 8Each representative has the straight or branched alkyl or the alkene of 12 to 18 carbon atoms, and q and r represents digital, two kinds of unitary mol ratios of this numeral (q: r) in 1: 9 to 9: 1 scope, can use two or more dispersion agent as required.
The example that is used for poly-alkyl (methyl) acrylate of above-mentioned dispersion agent (1) comprises having the alkyl that carbonatoms is 5 to 18 alkyl (methyl) Voncoat R 3310, the multipolymer that co-polymerization by two or more said alkyl (methyl) acrylate obtains, and the multipolymer that obtains with the co-polymerization of unsaturated monomer such as N-vinyl-2 pyrrolidone of one or more unsaturated link(age) and diethylaminoethyl-(methyl) acrylate by one or more said alkyl (methyl) acrylate with alkene.
The amount of the various components in scale inhibitor is used as required, such as antioxidant, and the polymeric inhibitor, metal deactivator and dispersion agent are not limited especially, as long as suitably selected.The working fluid that adds scale inhibitor of the present invention is not limited especially yet, and scale inhibitor of the present invention can be added in the pending oil of any kind of, in this oil, forms dirt when handling in the depropanizer of ethene producing apparatus.Scale inhibitor of the present invention preferably puts in the work oil of handling in preheat exchanger or the reboiler in distillation tower, in the depropanizer on ethylene unit, deethanizer, debutanizer or condensation stripping tower.
Below the best approach example that applies scale inhibitor of the present invention is described.The annexing ingredient of awarding hydrogen hydroaromatic compound and other component such as other scale inhibitor and use in addition as required is dissolved in the appropriate solvent, so that be mixed with solution with concentration about 0.5 to 60 (weight) %.The solution of so preparation is made an addition in the device that forms dirt in the depropanizer of ethene producing apparatus, such as heat exchanger, reboiler or pipeline continuously; Perhaps be added in the raw material oil groove to a full dose.The addition of scale inhibitor of the present invention in working fluid generally selected according to the scope of 0.5 to 50000 milligram every liter of amount of working fluid, best 30 to 200 milligrams.
Because scale inhibitor of the present invention has the outstanding performance of antiscale, therefore make equipment one segment length's time of operate continuously under good stability become possibility such as 2 years to 3 years, compare only three months power lifetime of the latter with conventional scale inhibitor.The result can expect energy-conservation and lower maintenance cost, and then can prevent to be accompanied by the caused shut-down of accident.
It is as follows to sum up advantage of the present invention: the scale inhibitor that is used for the depropanizer of ethene producing apparatus is easy to handle, cheaply, to course of processing low-disturbance, preventing to form the outstanding effect of demonstration on the dirt, make equipment operate continuously one segment length under good stability the time become possibility, and energy-conservation and reduction maintenance cost.
Will be with reference to the following example to the present invention's easy to understand more, however these embodiment are used to set forth the present invention and can not be considered to limit the scope of the invention.
Embodiment 1 to 6 and comparative example 1 are as follows to 4:
The medicament that is shown in various types of and each quantity of table 1 is added in the depropanizer bottom flow of taking from a just on-stream device, this mixture is poured in 200 milliliters of autoclaves of SUS 304 stainless steels, handled 20 hours down at 100 ℃, under reduced pressure distill this processed fluid then, obtain residue on evaporation amount (amount of polymers of formation) after the drying.The inhibiting rate that dirt forms is according to above-mentioned income value the ratio that derives from the analog value that does not contain above-mentioned medicament to be calculated, and is used for evaluating its anti-scaling property.
In table 1, used dispersion agent is that to have nucleidic mass be 15000 vinylbenzene and the multipolymer of maleic acid ester and the tert-butyl catechol of representing with TBC.
Comparative example 1 and 2 shows good result on the inhibiting rate that dirt forms, yet in fact contraposition one nitro-O-cresols can not use, because it has problem on handling.
Table 1
Medicament Polymer formation amount (all fluidic weight %) Inhibiting rate (%)
Kind Consumption (mg/kg)
Embodiment 1 1,2,3,4-tetralin 10 0.030 90
Embodiment 2 1,2,3,4-tetralin 20 0.026 92
Embodiment 3 The 1,2,3,4-tetralin dispersion agent 10 10 0.006 98
Embodiment 4 The 1,2,3,4-tetralin dispersion agent 20 20 0.003 99
Embodiment 5 9, the luxuriant and rich with fragrance dispersion agent of 10-dihydro 20 20 0.004 99
Embodiment 6 The hydrogenated terphenyl dispersion agent 10 20 0.004 99
Comparative example 1 Contraposition one nitro-O-cresols 10 0.016 95
Comparative example 2 Contraposition one nitro-O-cresols 20 0.006 98
Comparative example 3 Aniline TBC dispersion agent 5 5 10 0.096 70
Comparative example 4 Aniline TBC dispersion agent 10 10 20 0.064 80
Annotate: when adding medicine not, the formation amount of dirt is 0.320 (weight) % of whole Fluid Volumes.

Claims (7)

1. the scale inhibitor that is used for the depropanizer of ethene producing apparatus, it contains the dispersion agent of awarding the hydrogen hydroaromatic compound and disperseing sludge to use, in this scale inhibitor, this content ratio of awarding hydrogen hydroaromatic compound and this dispersion agent is by weight in 1: 1～1: 2 scope.
2. according to the said scale inhibitor that is used for the depropanizer of ethene producing apparatus of claim 1, wherein, awarding the hydrogen hydroaromatic compound is a kind of compound that is selected from following one group of compound: 1,2,3,4-tetraline, 9,10-dihydro phenanthrene, 1,2,3,4,5,6,7,8-octahydro phenanthrene and hydrogenated terphenyl.
3. according to the said scale inhibitor that is used for the depropanizer of ethene producing apparatus of claim 1, wherein, the dispersion agent used of said dispersion sludge is selected from a kind of in following one group of compound at least: poly-alkyl (methyl) acrylate and mixture, succinimide derivatives, phosphorothioate derivative or its ethylene oxide adduct of polyethylene polyamine cycloalkanoimide and the multipolymer of vinylbenzene and maleic acid ester.
4. be used for preventing giving birth at the depropanizer of ethene producing apparatus the purposes of dirt according to each said scale inhibitor in the claim 1～3, it comprises said scale inhibitor is added among the working fluid of the depropanizer that is supplied to the ethene producing apparatus of giving birth to dirt.
5. according to the said purposes of claim 4, wherein, the scale inhibitor that will be used for the depropanizer of ethene producing apparatus is added among the working fluid with the amount of 0.5 to 50,000 mg/litre scope.
6. according to the said purposes of claim 4, wherein, the scale inhibitor of depropanizer that will be used for the ethene producing apparatus is among a position before the device that forms dirt makes an addition to working fluid continuously.
7. according to the said purposes of claim 4, wherein, the scale inhibitor that will be used for the depropanizer of ethene producing apparatus makes an addition to the raw material tank of the working fluid of petroleum chemistry equipment.
CN94107845A 1993-07-01 1994-07-01 An antifoulant for petrochemical processes Expired - Fee Related CN1110534C (en)

Applications Claiming Priority (2)

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JP5189249A JPH0718265A (en) 1993-07-01 1993-07-01 Antifouling agent for petrochemical process
JP189249/1993 1993-07-01

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CN1102848A CN1102848A (en) 1995-05-24
CN1110534C true CN1110534C (en) 2003-06-04

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DE (1) DE69423140T2 (en)

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JP2007106926A (en) * 2005-10-14 2007-04-26 Hakuto Co Ltd Stain adhesion-preventing agent for petroleum refining and method of preventing stain of petroleum-refining plant
US9200213B2 (en) * 2008-03-24 2015-12-01 Baker Hughes Incorporated Method for reducing acids in crude or refined hydrocarbons
JP5562348B2 (en) 2009-11-04 2014-07-30 株式会社日立ハイテクノロジーズ Opening device and automatic analyzer using the same
EP2581421A1 (en) 2011-10-12 2013-04-17 Ineos Europe AG Additive
EP3504300A1 (en) 2016-08-25 2019-07-03 General Electric Company Reduced fouling of hydrocarbon oil
CN110337488B (en) * 2017-02-27 2021-11-16 埃科莱布美国股份有限公司 Antifouling agent formulation for compressor
JP6485598B1 (en) * 2017-05-09 2019-03-20 株式会社片山化学工業研究所 Methods for preventing contamination of heat exchangers in petroleum processes.
CN110452786A (en) * 2019-08-07 2019-11-15 南京汇达化工有限公司 Add hydrogen antiscale agent prescription and its production method
US20210155843A1 (en) * 2019-11-27 2021-05-27 Ecolab Usa Inc. Anti-fouling compositions for use in crude oil production and processing

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0156614A2 (en) * 1984-03-20 1985-10-02 Gulf Canada Resources Limited Coking residuum in the presence of hydrogen donor
US4966679A (en) * 1986-12-19 1990-10-30 Nippon Oil Co., Ltd. Method for hydrocracking heavy fraction oils
WO1991017230A1 (en) * 1990-05-02 1991-11-14 Exxon Chemical Patents Inc. Method for upgrading steam cracker tars
US5139643A (en) * 1991-03-13 1992-08-18 Betz Laboratories, Inc. Phosphorus derivatives of polyalkenylsuccinimides and methods of use thereof

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0576982A1 (en) * 1992-06-30 1994-01-05 Nippon Oil Co. Ltd. Process for converting heavy hydrocarbon oil into light hydrocarbon fuel

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0156614A2 (en) * 1984-03-20 1985-10-02 Gulf Canada Resources Limited Coking residuum in the presence of hydrogen donor
US4966679A (en) * 1986-12-19 1990-10-30 Nippon Oil Co., Ltd. Method for hydrocracking heavy fraction oils
WO1991017230A1 (en) * 1990-05-02 1991-11-14 Exxon Chemical Patents Inc. Method for upgrading steam cracker tars
US5139643A (en) * 1991-03-13 1992-08-18 Betz Laboratories, Inc. Phosphorus derivatives of polyalkenylsuccinimides and methods of use thereof

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EP0632121A2 (en) 1995-01-04
CN1102848A (en) 1995-05-24
EP0632121B1 (en) 2000-03-01
JPH0718265A (en) 1995-01-20
DE69423140D1 (en) 2000-04-06
BR9402609A (en) 1995-04-04
KR950003422A (en) 1995-02-16
DE69423140T2 (en) 2000-08-24
EP0632121A3 (en) 1995-05-17

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