CN102417839B - Fuel antistatic agent and application thereof - Google Patents
Fuel antistatic agent and application thereof Download PDFInfo
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- CN102417839B CN102417839B CN 201110304266 CN201110304266A CN102417839B CN 102417839 B CN102417839 B CN 102417839B CN 201110304266 CN201110304266 CN 201110304266 CN 201110304266 A CN201110304266 A CN 201110304266A CN 102417839 B CN102417839 B CN 102417839B
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Abstract
The invention relates to a fuel antistatic agent, in particular to a conductivity-stable fuel antistatic additive and application thereof. The fuel antistatic agent consists of poly (Alpha-alkyl fatty alkene sulphone) compound, polyamine compound and stabilizer, the stabilizer is chosen from at least one of substituted benzenesulfonic acid, substituted naphthalenesulfonic acid, substituted benzenedisulfonic acid and substituted naphthalenedisulfonic acid, wherein substituents are chosen from substituted or unsubstituted C1-C22 linear chain or branch chain alkyl groups and substituted or unsubstituted aryl groups. No heavy metal pollution is produced after the antistatic additive is burnt, and the antistatic additive can be stably stored for more than 24 months, is better than like products at home and abroad, and is highly stable in conductivity when being used in gasoline, diesel oil, jet fuels or other light fuels.
Description
Technical field
The present invention relates to a kind of fuel antistatic agent, specifically, relate to a kind of fuel anti static additive and application thereof of stable conductivity.
Background technology
Fuel mainly comprises rocket engine fuel, gasoline, diesel oil etc.The specific conductivity of fuel is very low, in loading and unloading and filling operation, charge separation appears in fuel and tube wall, tank skin, filtration medium generation surface friction, produces static, often be difficult for leading away, gather to a certain degree, current potential is very high, if in flammable gas concentration scope, in case the generation static discharge can lead to fire casualty.Lot of experiments work shows, uses anti static additive to increase the electric conductivity of fuel, is the effective ways that prevent that the static fire casualty is very feasible.
Fuel oil static inhibitor in industrial use can be divided into metal static inhibitor and nonmetal static inhibitor two large classes at present, and nonmetal static inhibitor mainly is polysulfones and polyamine compound, and this is a kind of New-type fuel static inhibitor.Daqing Petrochemical Company in 2002 begins to promote the use of the Ashless type fuel antistatic agent T1502 take polysulfones and polyamine as main material production of Petroleum Inst. of Air Force's development.Commercial application shows, it is few that the Ashless type fuel antistatic agent has an addition, and specific conductivity rises fast, is a kind of more satisfactory anti static additive.
The T1502 static inhibitor is to be composited by the macromolecular compounds such as polysulfones, polyamine and solvent.Polysulfones can lose proton and electronegative, and polyamine easily obtains proton and positively charged, when they meet, namely form strong dipole ion pair owing to attract each other, do not having under the outer electrostatic field, ion pair is aobvious neutral, and most electric charges can only be done small displacement in molecule or atoms range; Under the electrostatic field, its distribution situation changes outside, the polarization charge that macroscopic view distributes occurs.Polarization charge can affect electric field again conversely.Like this, electric field makes dielectric polarization, and the polarization charge of polarized dielectric affects again electric field conversely, and they influence each other, mutually restriction, reaches at last a kind of by electric field and the common stable polarized state that determines of medium.In case there is outer electrostatic field to exist, the dipole ion that polysulfones and polyamine form is to aligning, electronegative polysulfones one end turns to outer electrostatic field anodal, polyamine one end of positively charged turns to the external electric field negative pole, form one and external electric field opposite polarity " polarized electric field ", thereby reduced external electric field intensity, played antistatic property.If outer electrostatic field is very strong, this dipole ion is with plus-minus electric ion to finally being separated under very strong inductive capacity effect, show stronger electroconductibility.Polyamine, polysulfones comprise difference but the polar group polymer that attracts each other, mix according to a certain percentage, because the effect of intermolecular attraction makes polar group can not be in the state of rolling up, it is many when rolling up to be exposed to outer polar group, thereby strengthens electroconductibility.But the orientation of polar group is listed as outside the impact that is subjected to electrostatic field power, and is also relevant with extraneous factors such as temperature, storage time, impurity, storage mediums.
Adding stablizer in the anti static additive can make static inhibitor keep stable conductivity in storage process.Structure, the purity of finding stablizer on the research of anti static additive have very big impact to the stability of product.When the purity of stablizer is hanged down, make easily the specific conductivity of static inhibitor unstable, the addition of anti static additive is difficult for determining.Static inhibitor for industrial application exists the too fast problem of the electric conductivity rate of decay, and the contriver has proposed a kind of stablizer of new static inhibitor, thereby has guaranteed the stable conductivity of static inhibitor.
Summary of the invention
Primary goal of the invention of the present invention is to provide a kind of fuel antistatic agent.
The second goal of the invention of the present invention is to provide the application of this fuel anti static additive.
In order to realize purpose of the present invention, the technical scheme of employing is:
The present invention relates to a kind of fuel antistatic agent, comprise: poly-(alpha-alkyl fat alkene sulfone) compounds, polyamine compound and stablizer, described stablizer is selected from least a in the naphthalene disulfonic acid of benzene disulfonic acid, replacement of naphthene sulfonic acid, the replacement of Phenylsulfonic acid, the replacement of replacement, wherein, substituting group is selected from and replaces or unsubstituted C
1～22Straight or branched alkyl, replacement or unsubstituted aryl.
The first optimal technical scheme of the present invention is: the mass ratio of described poly-(alpha-alkyl fat alkene sulfone) compounds, polyamine compound and stablizer is: 1～10: 1～10: 1～10, be preferably: 2～5: 3～4: 1～2.
The second optimal technical scheme of the present invention is: described poly-(alpha-alkyl fat alkene sulfone) compounds is selected from poly-(alpha-alkyl vinyl sulfone(RemzaolHuo Xingranliaodehuoxingjituan)), is preferably alkyl and is poly-(α-C
8～C
16The alkyl vinyl sulfone(RemzaolHuo Xingranliaodehuoxingjituan)), more preferably gather (alpha-decyl vinyl sulfone(RemzaolHuo Xingranliaodehuoxingjituan)).
The 3rd optimal technical scheme of the present invention is: described polyamine compound be selected from poly-(beta-hydroxy-N-(N '-C
8～C
20Alkylamino) the inferior propylamine of propyl group), is preferably poly-(beta-hydroxy-N-(N '-hexadecyl is amino) inferior propylamine of propyl group).
The 4th optimal technical scheme of the present invention is: the Phenylsulfonic acid of described replacement is selected from single substituting group Phenylsulfonic acid, disubstituted Phenylsulfonic acid, three substituting group Phenylsulfonic acids; The naphthene sulfonic acid of described replacement is selected from single substituting group naphthene sulfonic acid, disubstituted naphthene sulfonic acid, three substituting group naphthene sulfonic acid; The benzene disulfonic acid of described replacement is selected from single substituting group benzene disulfonic acid, disubstituted benzene disulfonic acid, three substituting group benzene disulfonic acids; The naphthalene disulfonic acid of described replacement is selected from single substituting group naphthalene disulfonic acid, disubstituted naphthalene disulfonic acid, three substituting group naphthalene disulfonic acids; Wherein, substituting group is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, replacement or unsubstituted aryl.
The 4th optimal technical scheme of the present invention is: described single substituting group Phenylsulfonic acid is selected from the Phenylsulfonic acid that R1 replaces, and described R1 is replaced in the optional position of phenyl ring, and R1 is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces; Described disubstituted Phenylsulfonic acid is selected from the Phenylsulfonic acid that R1, R2 replace, and described R1 or R2 are replaced in the optional position of phenyl ring, and R1 or R2 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces; Described trisubstituted Phenylsulfonic acid is selected from the Phenylsulfonic acid of R1, R2 and R3 replacement, and described R1, R2 or R3 are replaced in the optional position of phenyl ring, and R1, R2 or R3 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces.
The 5th optimal technical scheme of the present invention is: described single substituting group naphthene sulfonic acid is selected from the 1-naphthalene sulfonic aicd of R1 replacement or the 2-naphthene sulfonic acid that R1 replaces, and described R1 is replaced in the optional position of naphthalene nucleus, and R1 is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces; Described disubstituted naphthene sulfonic acid is selected from the 1-naphthalene sulfonic aicd of R1, R2 replacement or the 2-naphthene sulfonic acid that R1, R2 replace, and described R1 or R2 are replaced in the optional position of naphthalene nucleus, and R1 or R2 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces; Described trisubstituted naphthene sulfonic acid is selected from the 1-naphthalene sulfonic aicd of R1, R2 and R3 replacement or the 2-naphthene sulfonic acid of R1, R2 and R3 replacement, and described R1, R2 or R3 are replaced in the optional position of naphthalene nucleus, and R1, R2 or R3 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces.
The 6th optimal technical scheme of the present invention is: described single substituting group benzene disulfonic acid is selected from 1 of R1 replacement, 1 of 2-benzene disulfonic acid, R1 replacement, Isosorbide-5-Nitrae-benzene disulfonic acid that 3-benzene disulfonic acid or R1 replace, described R1 is replaced in the optional position of phenyl ring, and R1 is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces; Described disubstituted benzene disulfonic acid is selected from 1 of R1 and R2 replacement, 1 of 2-benzene disulfonic acid, R1 and R2 replacement, Isosorbide-5-Nitrae-benzene disulfonic acid that 3-benzene disulfonic acid or R1 and R2 replace, described R1 or R2 are replaced in the optional position of phenyl ring, and R1 or R2 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces; Described three substituting group benzene disulfonic acids are selected from 1 of R1, R2 and R3 replacement, 1 of 2-benzene disulfonic acid, R1, R2 and R3 replacement, 1 of 3-benzene disulfonic acid or R1, R2 and R3 replacement, the 4-benzene disulfonic acid, described R1, R2 or R3 are replaced in the optional position of phenyl ring, and R1, R2 or R3 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces.
The 7th optimal technical scheme of the present invention is: described single substituting group naphthalene disulfonic acid is selected from 1 of R1 replacement, the 2-naphthalene disulfonic acid, 1 of R1 replacement, the 3-naphthalene disulfonic acid, 1 of R1 replacement, the 4-naphthalene disulfonic acid, 1 of R1 replacement, the 5-naphthalene disulfonic acid, 1 of R1 replacement, the 6-naphthalene disulfonic acid, 1 of R1 replacement, the 7-naphthalene disulfonic acid, 1 of R1 replacement, the 8-naphthalene disulfonic acid, 2 of R1 replacement, the 3-naphthalene disulfonic acid, 3 of R1 replacement, the 4-naphthalene disulfonic acid, 2 of R1 replacement, the 5-naphthalene disulfonic acid, 2 of R1 replacement, the 6-naphthalene disulfonic acid, 2 of R1 replacement, the 7-naphthalene disulfonic acid, 3 of R1 replacement, the 4-naphthalene disulfonic acid, 3 of R1 replacement, the 5-naphthalene disulfonic acid, 3 of R1 replacement, the 6-naphthalene disulfonic acid, 4 of R1 replacement, the 5-naphthalene disulfonic acid; Described R1 is replaced in the optional position of naphthalene nucleus, and R1 is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces; Described disubstituted naphthalene disulfonic acid is selected from 1 of R1 and R2 replacement, the 2-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 3-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 4-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 5-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 6-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 7-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 8-naphthalene disulfonic acid, 2 of R1 and R2 replacement, the 3-naphthalene disulfonic acid, 3 of R1 and R2 replacement, the 4-naphthalene disulfonic acid, 2 of R1 and R2 replacement, the 5-naphthalene disulfonic acid, 2 of R1 and R2 replacement, the 6-naphthalene disulfonic acid, 2 of R1 and R2 replacement, the 7-naphthalene disulfonic acid, 3 of R1 and R2 replacement, the 4-naphthalene disulfonic acid, 3 of R1 and R2 replacement, the 5-naphthalene disulfonic acid, 3 of R1 and R2 replacement, the 6-naphthalene disulfonic acid, 4 of R1 and R2 replacement, the 5-naphthalene disulfonic acid; Described R1 or R2 are replaced in the optional position of naphthalene nucleus, and R1 or R2 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces; Described three substituting group naphthalene disulfonic acids are selected from R1,1 of R2 and R3 replacement, the 2-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 3-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 4-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 5-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 6-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 7-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 8-naphthalene disulfonic acid, R1,2 of R2 and R3 replacement, the 3-naphthalene disulfonic acid, R1,3 of R2 and R3 replacement, the 4-naphthalene disulfonic acid, R1,2 of R2 and R3 replacement, the 5-naphthalene disulfonic acid, R1,2 of R2 and R3 replacement, the 6-naphthalene disulfonic acid, R1,2 of R2 and R3 replacement, the 7-naphthalene disulfonic acid, R1,3 of R2 and R3 replacement, the 4-naphthalene disulfonic acid, R1,3 of R2 and R3 replacement, the 5-naphthalene disulfonic acid, R1,3 of R2 and R3 replacement, the 6-naphthalene disulfonic acid, R1,4 of R2 and R3 replacement, the 5-naphthalene disulfonic acid; Described R1, R2 or R3 are replaced in the optional position of naphthalene nucleus, and R1, R2 or R3 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces.
The 8th optimal technical scheme of the present invention is: described substituting group is selected from C
6-22Straight or branched alkyl, phenyl, C
1-6The phenyl that the straight or branched alkyl replaces, preferred nonyl, iso-octyl, tolyl.
The 9th optimal technical scheme of the present invention is: described stablizer is selected from the disubstituted Phenylsulfonic acid of R1, R2, the disubstituted naphthene sulfonic acid of R1, R2, and described R1, R2 are replaced in the optional position of phenyl ring or naphthalene nucleus; R1, R2 independently are selected from C
8-22Straight or branched alkyl, C
1-3The phenyl that alkyl replaces; Further at least a in preferred dinonyl Phenylsulfonic acid or the tolyl iso-octyl naphthene sulfonic acid; More preferably 2, at least a in 4-dinonyl Phenylsulfonic acid or 4-tolyl-2-iso-octyl naphthene sulfonic acid.
The invention still further relates to the application of fuel antistatic agent of the present invention in gasoline, diesel oil, rocket engine fuel or other light Fuels.
The below makes further explanation technical scheme of the present invention.
The present invention relates to a kind of fuel antistatic agent, comprise poly-(alpha-alkyl fat alkene sulfone) compounds, polyamine compound and stablizer, wherein, stablizer is selected from least a in the naphthalene disulfonic acid of benzene disulfonic acid, replacement of naphthene sulfonic acid, the replacement of Phenylsulfonic acid, the replacement of replacement, wherein, substituting group is selected from and replaces or unsubstituted C
1-22Straight or branched alkyl, replacement or unsubstituted aryl, aryl is selected from phenyl, pyridyl, furyl, thienyl etc.
Wherein, the Phenylsulfonic acid of replacement is selected from single substituting group Phenylsulfonic acid, disubstituted Phenylsulfonic acid, three substituting group Phenylsulfonic acids; The naphthene sulfonic acid of described replacement is selected from single substituting group naphthene sulfonic acid, disubstituted naphthene sulfonic acid, three substituting group naphthene sulfonic acid; The benzene disulfonic acid that replaces is selected from single substituting group benzene disulfonic acid, disubstituted benzene disulfonic acid, three substituting group benzene disulfonic acids; The naphthalene disulfonic acid that replaces is selected from single substituting group naphthalene disulfonic acid, disubstituted naphthalene disulfonic acid, three substituting group naphthalene disulfonic acids; Substituting group is preferred the replacement or unsubstituted C further
3-22Straight or branched alkyl, replacement or unsubstituted aryl.
Described stablizer is selected from the disubstituted Phenylsulfonic acid of R1, R2, the disubstituted naphthene sulfonic acid of R1, R2, and described R1, R2 are replaced in the optional position of phenyl ring or naphthalene nucleus; R1, R2 independently are selected from C
8-22Straight or branched alkyl, C
1-3The phenyl that alkyl replaces, the C of the further preferred straight or branched of R1, R2
8The C of alkyl, straight or branched
9The C of alkyl, straight or branched
10The C of alkyl, straight or branched
11The C of alkyl, straight or branched
12The C of alkyl, straight or branched
13The C of alkyl, straight or branched
14The C of alkyl, straight or branched
15The C of alkyl, straight or branched
16Alkyl, tolyl, ethylbenzene, propyl phenyl; Substituting group can be positioned at the optional position of phenyl ring or naphthalene nucleus, and stablizer is at least a in preferred dinonyl Phenylsulfonic acid or the tolyl iso-octyl naphthene sulfonic acid further; More preferably 2, at least a in 4-dinonyl Phenylsulfonic acid or 4-tolyl-2-iso-octyl naphthene sulfonic acid.
The former usefulness of China be that grey type static inhibitor is arranged, contain alkyl salicylic acid chromium and Succinic Acid di-isooctyl calcium sulphonate etc., mainly utilize metal salts of organic acids (Cr-Ca) to improve electroconductibility, its products of combustion contains CrO
3The international cancer IARC of research institution in 1991 announces that chromium (VI) is carcinogenic.Mainly through the respiratory tract inhalation poisoning, cause lung cancer.Also can poison through skin, digestive tube, cause liver and kidney failure.Because chromic salts toxicity is very large, after the international cancer IARC of research institution announced that chromium (VI) is carcinogenic, western countries made a response rapidly, announced to stop using immediately to contain chrome additive.
Specialize in the electric report of leading the attenuation change rule in the rocket engine fuel storage that is added with the domestic static inhibitor of former domestic T1501 (grey type is arranged) according to portion in 1985, September nineteen eighty-two～1984 show in laboratory and four oil depots do storage experiments respectively year October: T1501 divides three phases in the decay of the specific conductivity that oil depot is stored: dispatching from the factory to and storing in 1 year, specific conductivity decline about 60%.Within 1 year to a year and a half, specific conductivity decay about 15%.Enter stationary phase after a year and a half, but the specific conductivity that has drops to below the 50pS/m.Stipulate in the standard GB/T 6537 that rocket engine fuel (in the oil fuel a kind of) specific conductivity is lower than 50pS/m and has belonged to substandard product.
T1502, Du Pont 450 and Du Pont 425 are the Ashless type fuel antistatic agents that generally use now, and anti static additive of the present invention is compared with Du Pont 450 with T1502, and its antistatic effect specific conductivity in gasoline and diesel oil is high, good stability.Because T1502 and Du Pont's 450 static inhibitor are anti static additives of developing for rocket engine fuel specially, therefore its result of use in rocket engine fuel is very good, but when they use in diesel oil, because the cut of diesel oil is heavier than the cut of rocket engine fuel, the negative ions movement velocity of above-mentioned two kinds of ashless anti static additives in diesel oil is a greater impact, cause the specific conductivity of diesel oil low, obtain the usage quantity that qualified specific conductivity just needs to strengthen anti static additive for making diesel oil.In diesel oil, use above-mentioned two kinds of anti static additives can significantly increase cost.And T1502 and Du Pont's 450 static inhibitor are when using in gasoline, because the cut of gasoline is lighter than the cut of rocket engine fuel, the negative ions movement velocity of above-mentioned two kinds of ashless anti static additives in gasoline accelerated, cause the specific conductivity of gasoline high, obtain the usage quantity that qualified specific conductivity just needs to reduce anti static additive for making gasoline.Only need the consumption of 0.1～0.5mg/L just can make the specific conductivity of gasoline reach qualified, but because add-on very little, adding the rate of decay that normal loss in the process of static inhibitor and absorption very easily causes specific conductivity at gasoline accelerates, can decay to soon defective, namely specific conductivity easily qualified but also be easy to cause decay to defective.Anti static additive of the present invention is owing to added the Phenylsulfonic acid or the naphthylsulfonic acids that replace, the Phenylsulfonic acid that replaces and naphthene sulfonic acid can make static inhibitor add 1～2mg/L in diesel oil, and (other anti static additive use range just can make the specific conductivity of diesel oil qualified 3～8mg/L), well below the usage quantity of other ashless anti static additives.When anti static additive of the present invention adds 0.5～1mg/L in gasoline, can guarantee that the specific conductivity of gasoline is qualified, and in 24 months, keep stable.Anti static additive also can keep stable conductivity in self storage process in addition.Anti static additive of the present invention, but stably stored was better than similar products at home and abroad more than 24 months.Du Pont's 425 anti static additives are the anti static additives that use in vapour, diesel oil, but owing to be imported product, cost is 2～3 times of additive of the present invention.
Anti static additive of the present invention is ashless anti static additive, does not have heavy metal contamination after the burning.Static inhibitor self stability of the present invention is good, and in 24 months shelf lifes, specific conductivity still is higher than 50pS/m far away.It is good to be used for the oil fuel stable conductivity.
The specific embodiment of the present invention only limits to further explain and illustrate content of the present invention, the present invention is not construed as limiting.The employed raw material of chemosynthesis is marketable material among the present invention.
Embodiment
Embodiment 1～7
The preparation method of static inhibitor of the present invention is: will gather (the inferior propylamine of beta-hydroxy-N-(N '-hexadecyl amino) propyl group) and gather (alpha-decyl vinyl sulfone(RemzaolHuo Xingranliaodehuoxingjituan)) and join airtight enamel reaction still with certain proportion; be warming up to 40 ℃; under nitrogen protection, fully stir 1h; add 2,4-dinonyl Phenylsulfonic acid or 4-tolyl-2-iso-octyl naphthene sulfonic acid reaction 30min.The cooling, after static 24 hours, reaction is finished.Tail gas 10%NaOH solution absorption.
The composition of the static inhibitor of table 1: embodiment 1～7 and proportioning (in weight part)
Embodiment 8～14
The preparation method of static inhibitor of the present invention is: will gather (the inferior propylamine of beta-hydroxy-N-(N '-hexadecyl amino) propyl group) and gather (alpha-decyl vinyl sulfone(RemzaolHuo Xingranliaodehuoxingjituan)) and join airtight enamel reaction still with certain proportion; be warming up to 40 ℃; under nitrogen protection, fully stir 1h; the mixture reaction 30min that adds 2,4-dinonyl Phenylsulfonic acid and 4-tolyl-2-iso-octyl naphthene sulfonic acid.The cooling, after static 24 hours, reaction is finished.Tail gas 10%NaOH solution absorption.
The composition of the static inhibitor of table 2: embodiment 8～14 and proportioning (in weight part)
The conductivity value that experimental example 1 is measured static inhibitor changes
Measure the stability of static inhibitor itself, it measures medium is 3# rocket engine fuel distillate.Because in several fuel, the cut section of rocket engine fuel is between gasoline, diesel oil, and gasoline (93#, 97#, 98# gasoline) and diesel oil (0# ,-10# ,-20#) the trade mark is more, and rocket engine fuel board type has 3# and 5#, the 5# rocket engine fuel does not need to add anti static additive, therefore selects the 3# rocket engine fuel as the mensuration medium of static inhibitor stability itself.In being stored in anti static additive to be measured between cool place, ventilation storehouse, away from kindling material, thermal source, prevent direct sunlight.At the appointed time, sampling under identical testing conditions, is measured the conductivity value of static inhibitor.The add-on of anti static additive is 2mg/L, and the mensuration distillate of employing is the 3# rocket engine fuel distillate of refinery, Tianjin.Under 20 ℃ of conditions, stablized 24 hours, in being coated with the metal vessel of tetrafluoroethylene, lucifuge is measured the conductivity value of anti static additive and the outward appearance of observing static inhibitor, shown in table 3 and table 4.
Table 3: embodiment 1～7 static inhibitor storage stability test
Table 4: embodiment 8～14 static inhibitor storage stability test
By above-mentioned experimental data with observe as can be known, the static inhibitor of the present invention's preparation 30 months time outer clarification, turbid phenomenon does not occur; Simultaneously, it is relatively constant that the specific conductivity of static inhibitor self keeps, and still is qualified product.
Experimental example 2: mensuration is added the specific conductivity of the rocket engine fuel behind the static inhibitor
Under identical experiment condition, get same batch No. 3 rocket engine fuels, solution is measured in the anti static additive preparation that adds 2mg/L, measure solution and keep in Dark Place in being coated with the metal drum of tetrafluoroethylene, every interval certain hour is got mensuration solution, under 20 ℃ of conditions, in being coated with the metal vessel of tetrafluoroethylene, lucifuge is measured the conductivity value of anti static additive, and is as shown in table 5.
Table 5: the specific conductivity decay of rocket engine fuel behind the interpolation static inhibitor
As seen from the above table, the static inhibitor of the present invention preparation in joining rocket engine fuel after, still relatively constant for the specific conductivity maintenance after 36 months.
Experimental example 3: mensuration is added the specific conductivity of the diesel oil behind the static inhibitor
Under identical experiment condition, get same batch diesel oil, solution is measured in the anti static additive preparation that adds 2mg/L, measure solution and keep in Dark Place in being coated with the metal drum of tetrafluoroethylene, every interval certain hour is got mensuration solution, under 20 ℃ of conditions, in being coated with the metal vessel of tetrafluoroethylene, lucifuge is measured the conductivity value of anti static additive, and is as shown in table 6.
Table 6: the specific conductivity decay of diesel oil behind the interpolation static inhibitor
As seen from the above table, the static inhibitor of the present invention preparation in joining diesel oil after, still relatively constant for the specific conductivity maintenance after 36 months.
Experimental example 4: mensuration is added the specific conductivity of the gasoline behind the static inhibitor
Under identical experiment condition, get same batch gasoline, solution is measured in the anti static additive preparation that adds 0.5mg/L, measure solution and keep in Dark Place in being coated with the metal drum of tetrafluoroethylene, every interval certain hour is got mensuration solution, under 20 ℃ of conditions, in being coated with the metal vessel of tetrafluoroethylene, lucifuge is measured the conductivity value of anti static additive, and is as shown in table 7.
Table 7: the specific conductivity decay of gasoline behind the interpolation static inhibitor
Experimental example 5: simultaneous test
Contrast agent 1: Ashless type fuel antistatic agent T1502;
Contrast agent 2: Du Pont's 450 anti static additives;
Contrast agent 3: Du Pont's 425 anti static additives;
Under identical experiment condition, get same batch No. 3 rocket engine fuels, add the 0.8mg/L anti static additive, under 20 ℃ of conditions, stablized 24 hours, in being coated with the metal vessel of tetrafluoroethylene, lucifuge is measured the conductivity value of anti static additive, and is as shown in table 8.
Table 8: the specific conductivity decay of the fuel of simultaneous test
According to simultaneous test as can be known, the specific conductivity decay that is added with the rocket engine fuel of anti static additive of the present invention is obviously slowed down.
Experimental example 6: simultaneous test
Contrast agent 1: Ashless type fuel antistatic agent T1502;
Contrast agent 2: Du Pont's 450 anti static additives;
Contrast agent 3: Du Pont's 425 anti static additives;
Under identical experiment condition, get same batch diesel oil, 1 group of anti static additive that adds the embodiment 8 of 1mg/L of embodiment, 1 group of 2 groups of 3 groups of Du Pont's 425 anti static additive that add 4mg/L of Du Pont's 450 anti static additives, contrast agent that add 3mg/L of T1502, contrast agent that add 2mg/L of contrast agent.
Under 20 ℃ of conditions, stablized 24 hours, in being coated with the metal vessel of tetrafluoroethylene, lucifuge is measured the conductivity value of anti static additive, and is as shown in table 9.
Table 9: the specific conductivity decay of the fuel of simultaneous test
According to simultaneous test as can be known, the specific conductivity decay that is added with the diesel oil of anti static additive of the present invention is obviously slowed down.
Claims (16)
1. fuel antistatic agent, it is characterized in that, that described static inhibitor comprises is poly-(alpha-alkyl fat alkene sulfone) compounds, polyamine compound and stablizer, described stablizer is selected from least a in the naphthalene disulfonic acid of benzene disulfonic acid, replacement of naphthene sulfonic acid, the replacement of Phenylsulfonic acid, the replacement of replacement, wherein, substituting group is selected from and replaces or unsubstituted C
1-22Straight or branched alkyl, replacement or unsubstituted aryl.
2. fuel antistatic agent according to claim 1 is characterized in that, the mass ratio of described poly-(alpha-alkyl fat alkene sulfone) compounds, polyamine compound and stablizer is: 1～10: 1～10: 1～10.
3. fuel antistatic agent according to claim 2 is characterized in that, the mass ratio of described poly-(alpha-alkyl fat alkene sulfone) compounds, polyamine compound and stablizer is: 2～5: 3～4: 1～2.
4. fuel anti static additive according to claim 1 is characterized in that, described poly-(alpha-alkyl fat alkene sulfone) compounds is selected from poly-(alpha-alkyl vinyl sulfone(RemzaolHuo Xingranliaodehuoxingjituan)).
5. fuel anti static additive according to claim 4 is characterized in that, described poly-(alpha-alkyl fat alkene sulfone) compounds is selected from poly-(α-C
8～C
16The alkyl vinyl sulfone(RemzaolHuo Xingranliaodehuoxingjituan)).
6. fuel anti static additive according to claim 5 is characterized in that, described poly-(alpha-alkyl fat alkene sulfone) compounds choosing poly-(alpha-decyl vinyl sulfone(RemzaolHuo Xingranliaodehuoxingjituan)).
7. fuel antistatic agent according to claim 1 is characterized in that, that described polyamine compound is selected from is poly-(beta-hydroxy-N-(N '-C
8～C
20Alkylamino) the inferior propylamine of propyl group).
8. fuel antistatic agent according to claim 7 is characterized in that, that described polyamine compound is selected from is poly-(beta-hydroxy-N-(N '-hexadecyl is amino) the inferior propylamine of propyl group).
9. fuel antistatic agent according to claim 1 is characterized in that,
The Phenylsulfonic acid of described replacement is selected from single substituting group Phenylsulfonic acid, disubstituted Phenylsulfonic acid, three substituting group Phenylsulfonic acids,
The naphthene sulfonic acid of described replacement is selected from single substituting group naphthene sulfonic acid, disubstituted naphthene sulfonic acid, three substituting group naphthene sulfonic acid,
The benzene disulfonic acid of described replacement is selected from single substituting group benzene disulfonic acid, disubstituted benzene disulfonic acid, three substituting group benzene disulfonic acids,
The naphthalene disulfonic acid of described replacement is selected from single substituting group naphthalene disulfonic acid, disubstituted naphthalene disulfonic acid, three substituting group naphthalene disulfonic acids;
Wherein, substituting group is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, replacement or unsubstituted aryl.
10. fuel antistatic agent according to claim 9 is characterized in that,
Described single substituting group Phenylsulfonic acid is selected from the Phenylsulfonic acid that R1 replaces, and described R1 is replaced in the optional position of phenyl ring, and R1 is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described disubstituted Phenylsulfonic acid is selected from the Phenylsulfonic acid that R1, R2 replace, and described R1 or R2 are replaced in the optional position of phenyl ring, and R1 or R2 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described trisubstituted Phenylsulfonic acid is selected from the Phenylsulfonic acid of R1, R2 and R3 replacement, and described R1, R2 or R3 are replaced in the optional position of phenyl ring, and R1, R2 or R3 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described single substituting group naphthene sulfonic acid is selected from the 1-naphthalene sulfonic aicd of R1 replacement or the 2-naphthene sulfonic acid that R1 replaces, and described R1 is replaced in the optional position of naphthalene nucleus, and R1 is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described disubstituted naphthene sulfonic acid is selected from the 1-naphthalene sulfonic aicd of R1, R2 replacement or the 2-naphthene sulfonic acid that R1, R2 replace, and described R1 or R2 are replaced in the optional position of naphthalene nucleus, and R1 or R2 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described trisubstituted naphthene sulfonic acid is selected from the 1-naphthalene sulfonic aicd of R1, R2 and R3 replacement or the 2-naphthene sulfonic acid of R1, R2 and R3 replacement, and described R1, R2 or R3 are replaced in the optional position of naphthalene nucleus, and R1, R2 or R3 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described single substituting group benzene disulfonic acid is selected from 1 of R1 replacement, 1 of 2-benzene disulfonic acid, R1 replacement, and Isosorbide-5-Nitrae-benzene disulfonic acid that 3-benzene disulfonic acid or R1 replace, described R1 is replaced in the optional position of phenyl ring, and R1 is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described disubstituted benzene disulfonic acid is selected from 1 of R1 and R2 replacement, 1 of 2-Phenylsulfonic acid, R1 and R2 replacement, Isosorbide-5-Nitrae-benzene disulfonic acid that 3-benzene disulfonic acid or R1 and R2 replace, described R1 or R2 are replaced in the optional position of phenyl ring, and R1 or R2 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described three substituting group benzene disulfonic acids are selected from 1 of R1, R2 and R3 replacement, 1 of 2-benzene disulfonic acid, R1, R2 and R3 replacement, 1 of 3-benzene disulfonic acid or R1, R2 and R3 replacement, the 4-benzene disulfonic acid, described R1, R2 or R3 are replaced in the optional position of phenyl ring, and R1, R2 or R3 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described single substituting group naphthalene disulfonic acid is selected from 1 of R1 replacement, the 2-naphthalene disulfonic acid, 1 of R1 replacement, the 3-naphthalene disulfonic acid, 1 of R1 replacement, the 4-naphthalene disulfonic acid, 1 of R1 replacement, the 5-naphthalene disulfonic acid, 1 of R1 replacement, the 6-naphthalene disulfonic acid, 1 of R1 replacement, the 7-naphthalene disulfonic acid, 1 of R1 replacement, the 8-naphthalene disulfonic acid, 2 of R1 replacement, the 3-naphthalene disulfonic acid, 3 of R1 replacement, the 4-naphthalene disulfonic acid, 2 of R1 replacement, the 5-naphthalene disulfonic acid, 2 of R1 replacement, the 6-naphthalene disulfonic acid, 2 of R1 replacement, the 7-naphthalene disulfonic acid, 3 of R1 replacement, the 4-naphthalene disulfonic acid, 3 of R1 replacement, the 5-naphthalene disulfonic acid, 3 of R1 replacement, the 6-naphthalene disulfonic acid, 4 of R1 replacement, the 5-naphthalene disulfonic acid; Described R1 is replaced in the optional position of naphthalene nucleus, and R1 is selected from and replaces or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described disubstituted naphthalene disulfonic acid is selected from 1 of R1 and R2 replacement, the 2-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 3-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 4-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 5-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 6-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 7-naphthalene disulfonic acid, 1 of R1 and R2 replacement, the 8-naphthalene disulfonic acid, 2 of R1 and R2 replacement, the 3-naphthalene disulfonic acid, 3 of R1 and R2 replacement, the 4-naphthalene disulfonic acid, 2 of R1 and R2 replacement, the 5-naphthalene disulfonic acid, 2 of R1 and R2 replacement, the 6-naphthalene disulfonic acid, 2 of R1 and R2 replacement, the 7-naphthalene disulfonic acid, 3 of R1 and R2 replacement, the 4-naphthalene disulfonic acid, 3 of R1 and R2 replacement, the 5-naphthalene disulfonic acid, 3 of R1 and R2 replacement, the 6-naphthalene disulfonic acid, 4 of R1 and R2 replacement, the 5-naphthalene disulfonic acid; Described R1 or R2 are replaced in the optional position of naphthalene nucleus, and R1 or R2 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces;
Described three substituting group naphthalene disulfonic acids are selected from R1,1 of R2 and R3 replacement, the 2-naphthene sulfonic acid, R1,1 of R2 and R3 replacement, the 3-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 4-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 5-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 6-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 7-naphthalene disulfonic acid, R1,1 of R2 and R3 replacement, the 8-naphthalene disulfonic acid, R1,2 of R2 and R3 replacement, the 3-naphthalene disulfonic acid, R1,3 of R2 and R3 replacement, the 4-naphthalene disulfonic acid, R1,2 of R2 and R3 replacement, the 5-naphthalene disulfonic acid, R1,2 of R2 and R3 replacement, the 6-naphthalene disulfonic acid, R1,2 of R2 and R3 replacement, the 7-naphthalene disulfonic acid, R1,3 of R2 and R3 replacement, the 4-naphthalene disulfonic acid, R1,3 of R2 and R3 replacement, the 5-naphthalene disulfonic acid, R1,3 of R2 and R3 replacement, the 6-naphthalene disulfonic acid, R1,4 of R2 and R3 replacement, the 5-naphthalene disulfonic acid; Described R1, R2 or R3 are replaced in the optional position of naphthalene nucleus, and R1, R2 or R3 independently are selected from and replace or unsubstituted C
3-22Straight or branched alkyl, aryl, C
1-6The aryl that the straight or branched alkyl replaces.
11. fuel antistatic agent according to claim 10 is characterized in that, described substituting group is selected from C
6-22Straight or branched alkyl, phenyl, C
1-6The phenyl that the straight or branched alkyl replaces.
12. fuel antistatic agent according to claim 11 is characterized in that, described substituting group is selected from nonyl, iso-octyl, tolyl.
13. the described fuel antistatic agent of arbitrary claim according to claim 9～12, it is characterized in that, described stablizer is selected from the disubstituted Phenylsulfonic acid of R1, R2, the disubstituted naphthene sulfonic acid of R1, R2, and described R1, R2 are replaced in the optional position of phenyl ring or naphthalene nucleus; R1, R2 independently are selected from C
8-22Straight or branched alkyl, C
1-3The phenyl that alkyl replaces.
14. fuel antistatic agent according to claim 13 is characterized in that, described stablizer is selected from least a in dinonyl Phenylsulfonic acid or the tolyl iso-octyl naphthene sulfonic acid.
15. fuel antistatic agent according to claim 14 is characterized in that, described stablizer is selected from least a in 2,4-dinonyl Phenylsulfonic acid or the 4-tolyl-2-iso-octyl naphthene sulfonic acid.
16. the application of the described fuel antistatic agent of the arbitrary claim of claim 1～15 in gasoline, diesel oil, rocket engine fuel or other light Fuels.
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| CN109355115A (en) * | 2018-11-19 | 2019-02-19 | 天津市拓得石油技术发展有限公司 | A kind of compound oil antistatic agent of polysulfones polyamine and its synthetic method and application method |
| CN111139110B (en) * | 2019-12-24 | 2021-08-31 | 陕西省石油化工研究设计院 | Diesel oil antistatic pour point depressing complexing agent and preparation method thereof |
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| CN101665734A (en) * | 2009-09-15 | 2010-03-10 | 王宇 | Oil antistatic agent and preparation method thereof |
| CN101892101A (en) * | 2010-08-09 | 2010-11-24 | 北京斯伯乐科技发展有限公司 | Ashless high-efficiency oil antistatic agent and using method thereof |
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| CN101892101A (en) * | 2010-08-09 | 2010-11-24 | 北京斯伯乐科技发展有限公司 | Ashless high-efficiency oil antistatic agent and using method thereof |
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