CN102838606B - Corrosion-inhibition type drag reducer for natural gas pipeline of alkyl porphyrin compounds and preparation method thereof - Google Patents
Corrosion-inhibition type drag reducer for natural gas pipeline of alkyl porphyrin compounds and preparation method thereof Download PDFInfo
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- -1 alkyl porphyrin compounds Chemical class 0.000 title claims abstract description 88
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title claims abstract description 52
- 239000003638 chemical reducing agent Substances 0.000 title claims abstract description 33
- 239000003345 natural gas Substances 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 claims abstract description 46
- 230000005764 inhibitory process Effects 0.000 claims abstract description 37
- 230000007797 corrosion Effects 0.000 claims abstract description 34
- 238000005260 corrosion Methods 0.000 claims abstract description 34
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims abstract description 15
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 239000000203 mixture Substances 0.000 claims abstract description 8
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 42
- 239000000243 solution Substances 0.000 claims description 28
- 150000003233 pyrroles Chemical class 0.000 claims description 23
- 238000003756 stirring Methods 0.000 claims description 20
- 235000019260 propionic acid Nutrition 0.000 claims description 18
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 18
- 238000002156 mixing Methods 0.000 claims description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 150000004032 porphyrins Chemical class 0.000 claims description 10
- 238000013019 agitation Methods 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 239000012065 filter cake Substances 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 6
- 238000004821 distillation Methods 0.000 claims description 6
- 238000000967 suction filtration Methods 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- 229960004756 ethanol Drugs 0.000 claims description 4
- 239000000706 filtrate Substances 0.000 claims description 4
- 239000011259 mixed solution Substances 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 238000001291 vacuum drying Methods 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract description 6
- 239000002994 raw material Substances 0.000 abstract description 2
- 230000002194 synthesizing effect Effects 0.000 abstract description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 abstract 6
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 4
- 125000005250 alkyl acrylate group Chemical group 0.000 abstract 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 2
- 239000007789 gas Substances 0.000 description 24
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 9
- 125000001931 aliphatic group Chemical group 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 235000009508 confectionery Nutrition 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229910000975 Carbon steel Inorganic materials 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 230000002421 anti-septic effect Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000010962 carbon steel Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000452 restraining effect Effects 0.000 description 1
- 230000001932 seasonal effect Effects 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 230000003245 working effect Effects 0.000 description 1
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- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
The invention relates to a corrosion-inhibition drag reducer for natural gas pipelines of alkyl porphyrin compounds and a preparation method thereof. The preparation method comprises the steps of taking benzaldehyde, 4-hydroxybenzaldehyde and pyrrole as raw materials, reacting to generate a mixture of six porphyrin compounds , reacting the mixture of the porphyrin compounds H with long-chain alkyl acrylate to generate six alkyl porphyrin compounds, dissolving the six compounds in 15-20 wt% respectively, and dissolving the product in dioxane to prepare a solution of 30-50 wt% to form the natural gas pipeline corrosion inhibition type drag reducer of the alkyl porphyrin compounds; the mixture ratio is as follows: the molar ratio of formaldehyde to 4-hydroxybenzaldehyde is 0.8:1 to 1.2:1, the molar ratio of benzaldehyde to pyrrole is 0.8:2 to 1.2:2, and the molar ratio of long-chain alkyl acrylate to pyrrole used for synthesizing H is 1:1 to 2: 1. The invention has good resistance-reducing and corrosion-resisting properties.
Description
Technical field
The present invention is a kind of alkylated porphyrin compounds class natural gas pipeline corrosion inhibition type drag reducer and preparation method thereof, relates to vitochemical general method, the protection against corrosion of common metal material and tubing system technical field.
Background technology
Due to Global Oil and Gas Resources skewness weighing apparatus, demand because of regional disparity larger, make hydrocarbon resources between the place of production to user, need a huge storing and transporting system to connect, once oil-gas transportation is obstructed, huge financial loss will be caused in Crude oil consumption district and production area.Sweet natural gas pollutes minimum, the most clean energy, and the proportion therefore in primary energy source improves rapidly, and gas distributing system burden increases the weight of increasingly.Each area both at home and abroad, the demand of Various Seasonal to Sweet natural gas has a greater change, and this just requires that gas line network has certain regulating power, and especially increase sharply throughput rate under safing condition.CN101074344A discloses a kind of gas pipeline drag reduction agent and preparation method thereof, CN101575495A discloses a kind of pyridine saline gas transmission pipeline drag reduction agent, CN101575496A discloses a kind of imidazole saline gas transmission pipeline drag reduction agent, and CN101575497A discloses a kind of sulfuric acid ester gas pipeline drag reduction agents.But flow improver only has the effect of drag reduction disclosed in above-mentioned patent, but along with the continuous operation of natural gas line, there is internal corrosion in increasing natural gas line, especially gathering line and gas field pipe network internal corrosion serious, the bearing capacity of pipeline is caused to reduce, there is serious production run hidden danger, work-ing life declines.Therefore, be badly in need of developing a kind of rust inhibition but also can the chemical additive of drag reduction of not only having had, the prolongation natural gas line life-span, guarantee safe production while, increase throughput rate, meet peak regulation requirement.
Natural gas line inhibiter has the developing history of many decades, also has now many shaping products to occur.Sweet natural gas flow improver for natural duct transmission drag reduction is also in the laboratory development stage.But up to the present, also not having in the world not only can inhibition but also can the research of natural gas line chemical additive related fields of drag reduction.Usually need repeatedly to inject different sorts additive, trivial operations, add latent defect rate, and between multiple additives, there is mutual restraining effect, greatly reduce practical application effect.
Summary of the invention
The object of the invention is to invent a kind of alkylated porphyrin compounds natural gas line corrosion inhibition type drag reducer and preparation method with good drag reduction and antiseptic property.
A kind of alkylated porphyrin compounds natural gas line corrosion inhibition type drag reducer, it is first with phenyl aldehyde, 4-hydroxy benzaldehyde and pyrroles are that (mol ratio of formaldehyde and 4-hydroxy benzaldehyde is 0.8:1 ~ 1.2:1 to raw material, the mol ratio of phenyl aldehyde and pyrroles is 0.8:2 ~ 1.2:2), the mixture of reaction generation six kinds of porphyrin compounds (H), again the mixture H of porphyrin compound and long-chain aliphatic acrylate (long-chain aliphatic acrylate and pyrroles's mol ratio of synthesizing H used are 1:1 ~ 2:1) are reacted generation six kinds of alkylated porphyrin compounds, wherein six kinds of compounds separately content be 15 ~ 20wt.%, product being dissolved in dioxan is made in 30 ~ 50wt.% solution, namely alkylated porphyrin compounds natural gas line corrosion inhibition type drag reducer is formed.
Described long-chain aliphatic acrylate to be carbon chain lengths be 10 vinylformic acid ten alkyl ester be the octadecyl acrylate of 18 to carbon chain lengths.
Preparation method is: in micro-propionic acid boiled, add phenyl aldehyde and 4-hydroxy benzaldehyde, add pyrroles after stirring and dissolving, back flow reaction 1 ~ 2 hour, add dehydrated alcohol cooling static after, repeatedly wash suction filtration with propionic acid, obtain mix porphyrin compound; The mixing porphyrin compound obtained is dissolved in dioxan, add excessive long-chain aliphatic acrylate, return stirring reaction is after 1 ~ 2 hour, carry out underpressure distillation and remove excessive long-chain aliphatic acrylate and solvent, after adding dioxan dissolution with solvents, form alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer.
Concrete implementation step is as follows:
1. in 1000ml three-necked bottle, add 200 ~ 250ml propionic acid, phenyl aldehyde and 4-hydroxy benzaldehyde is added after being heated to slight boiling condition, the mol ratio of phenyl aldehyde and 4-hydroxy benzaldehyde is 0.8:1 ~ 1.2:1, the volume ratio of phenyl aldehyde and propionic acid is 1:40 ~ 1:25, and rapid stirring fully dissolves rear formation phenyl aldehyde and 4-hydroxy benzaldehyde mixing solutions;
2. pyrroles is dissolved in propionic acid, is made into the solution of 10vol.%; Under agitation condition, slowly instilled by the propionic acid solution of pyrroles in phenyl aldehyde and 4-hydroxy benzaldehyde mixing solutions, the mol ratio of phenyl aldehyde and pyrroles is 0.8:2 ~ 1.2:2; Mixed solution is heated to 120 ~ 130 DEG C, return stirring reaction, after 1 ~ 2 hour, is cooled to 60 ~ 70 DEG C under agitation condition, add dehydrated alcohol, the volume ratio of phenyl aldehyde and ethanol is 1:20 ~ 1:12.5, stirs and is cooled to room temperature, leaves standstill 12 ~ 24 hours under ice bath;
3. pair reaction mixture carries out suction filtration 5 ~ 6 times, washs to filtrate colourless with propionic acid to filter cake; By vacuum-drying under filter cake 70 ~ 90 DEG C of conditions of obtaining 6 ~ 12 hours, obtain mixing porphyrin compound (H);
4. the mixing porphyrin compound obtained is dissolved in dioxan, is made into the solution of 30wt.%; In solution, add excessive acrylate long-chain alkyl (C10 ~ C18) ester, the mol ratio of long-chain aliphatic acrylate and above-mentioned pyrroles used is 1:1 ~ 2:1; Return stirring, after 1 ~ 2 hour, carries out underpressure distillation except desolventizing and excessive long-chain aliphatic acrylate, adds dioxan solvent, be made into 30 ~ 50wt.% solution, namely forms alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer.
Alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer forming process of the present invention as shown in Figure 1.Form alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer to be made up of six kinds of alkylated porphyrin compounds, its structure respectively as shown in Figures 2 to 7.
The present invention has good drag reduction and antiseptic property.
Embodiment
Embodiment 1.
200ml propionic acid is added in 1000ml three-necked bottle, phenyl aldehyde and 4-hydroxy benzaldehyde is added after being heated to slight boiling condition, the mol ratio of phenyl aldehyde and 4-hydroxy benzaldehyde is 1:1, the volume ratio of phenyl aldehyde and propionic acid is 1:40, and rapid stirring fully dissolves rear formation phenyl aldehyde and 4-hydroxy benzaldehyde mixing solutions; Pyrroles be dissolved in propionic acid, be made into the solution of 10vol.%, under agitation condition, slowly instilled by the propionic acid solution of pyrroles in phenyl aldehyde and 4-hydroxy benzaldehyde mixing solutions, the mol ratio of phenyl aldehyde and pyrroles is 1:2.Mixed solution is heated to 125 DEG C, after return stirring reacts 1 hour, is cooled to 65 DEG C, adds dehydrated alcohol under agitation condition, the volume ratio of phenyl aldehyde and ethanol is 1:20, stirs and is cooled to room temperature, leaves standstill 12 hours under ice bath; Suction filtration is carried out 5 times to reaction mixture, washs to filtrate colourless with propionic acid to filter cake.By vacuum-drying under filter cake 80 DEG C of conditions of obtaining 10 hours, obtain mixing porphyrin compound (H); The mixing porphyrin compound obtained is dissolved in dioxan, is made into the solution of 30%.In solution, add excessive lauryl base (C12) ester, the mol ratio of dodecylacrylate and pyrroles is 1:1.After return stirring reacts for some time, carry out underpressure distillation except desolventizing and excessive long-chain aliphatic acrylate, add dioxan solvent, be made into 40% solution, namely form dodecyl porphyrin compound class gas pipeline corrosion inhibition type drag reducer.
The dodecyl porphyrin compound class gas pipeline corrosion inhibition type drag reducer that present embodiment obtains tests resistance reducing performance in simulation pipeline, and its drag reducing efficiency can reach 15.6%, and validity period is greater than 60 days, as shown in Figure 8; Corrode 7 days at 50 DEG C, in 5wt.% NaCl salt spray, recording it to the inhibition efficiency of Q235 carbon steel is 89.4%, as shown in table 1.
Embodiment 2.
200ml propionic acid is added in 1000ml three-necked bottle, phenyl aldehyde and 4-hydroxy benzaldehyde is added after being heated to slight boiling condition, the mol ratio of phenyl aldehyde and 4-hydroxy benzaldehyde is 1:1, the volume ratio of phenyl aldehyde and propionic acid is 1:40, and rapid stirring fully dissolves rear formation phenyl aldehyde and 4-hydroxy benzaldehyde mixing solutions; Pyrroles be dissolved in propionic acid, be made into the solution of 10vol.%, under agitation condition, slowly instilled by the propionic acid solution of pyrroles in phenyl aldehyde and 4-hydroxy benzaldehyde mixing solutions, the mol ratio of phenyl aldehyde and pyrroles is 1:2.Mixed solution is heated to 125 DEG C, after return stirring reacts 1 hour, is cooled to 65 DEG C, adds dehydrated alcohol under agitation condition, the volume ratio of phenyl aldehyde and ethanol is 1:20, stirs and is cooled to room temperature, leaves standstill 12 hours under ice bath; Suction filtration is carried out 5 times to reaction mixture, washs to filtrate colourless with propionic acid to filter cake.By vacuum-drying under filter cake 80 DEG C of conditions of obtaining 10 hours, obtain mixing porphyrin compound (H); The mixing porphyrin compound obtained is dissolved in dioxan, is made into the solution of 30%.In solution, add excessive octadecyl base (C18) ester, the mol ratio of octadecyl acrylate and pyrroles is 1:1.After return stirring reacts for some time, carry out underpressure distillation except desolventizing and excessive octadecyl acrylate, add dioxan solvent, be made into 40% solution, namely form octadecyl porphyrin compound class gas pipeline corrosion inhibition type drag reducer.
The octadecyl porphyrin compound class gas pipeline corrosion inhibition type drag reducer that present embodiment obtains tests resistance reducing performance in simulation pipeline, and its drag reducing efficiency can reach 17.3%, and validity period is greater than 60 days, as shown in Figure 9; Corrode 7 days at 50 DEG C, in 5wt.% NaCl salt spray, recording it to the inhibition efficiency of Q235 carbon steel is 85.9%, as shown in table 2.
Table 1 dodecyl porphyrin compound class natural gas pipeline corrosion inhibition type drag reducer inhibition efficiency
Table 2 octadecyl porphyrin compound class natural gas pipeline corrosion inhibition type drag reducer inhibition efficiency
Accompanying drawing explanation
Fig. 1 alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer forming process schematic diagram
Fig. 2 forms the first alkylated porphyrin compound structure (R is CH2=CHCOOCH2C10 ~ C18 alkyl chain) of alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer
Fig. 3 forms the second alkylated porphyrin compound structure (R is CH2=CHCOOCH2C10 ~ C18 alkyl chain) of alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer
Fig. 4 forms the third alkylated porphyrin compound structure (R is CH2=CHCOOCH2C10 ~ C18 alkyl chain) of alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer
Fig. 5 forms the 4th kind of alkylated porphyrin compound structure (R is CH2=CHCOOCH2C10 ~ C18 alkyl chain) of alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer
Fig. 6 forms the 5th kind of alkylated porphyrin compound structure (R is CH2=CHCOOCH2C10 ~ C18 alkyl chain) of alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer
Fig. 7 forms the 6th kind of alkylated porphyrin compound structure (R is CH2=CHCOOCH2C10 ~ C18 alkyl chain) of alkylated porphyrin compounds gas pipeline corrosion inhibition type drag reducer
Fig. 8 dodecyl porphyrin compound class natural gas pipeline corrosion inhibition type drag reducer resistance reducing performance figure
Fig. 9 octadecyl porphyrin compound class natural gas pipeline corrosion inhibition type drag reducer resistance reducing performance figure
Claims (3)
1. an alkylated porphyrin compounds natural gas line corrosion inhibition type drag reducer, is characterized in that: it consists of six kinds of alkylated porphyrin compounds that respective content is 15 ~ 20wt.%, and the structural formula of six kinds of alkylated porphyrin compounds is respectively:
In alkylated porphyrin compound structure, R is-CH
2-CHCOOCH
2r
1, R
1for C
10~ C
18alkyl;
Six kinds of alkylated porphyrin compounds are dissolved in the solution that dioxan is made into 30 ~ 50wt.%, are alkylated porphyrin compounds natural gas line corrosion inhibition type drag reducer.
2. the preparation method of an alkylated porphyrin compounds natural gas line corrosion inhibition type drag reducer as claimed in claim 1, it is characterized in that: in micro-propionic acid boiled, add phenyl aldehyde and 4-hydroxy benzaldehyde, pyrroles is added after stirring and dissolving, back flow reaction 1 ~ 2 hour, add dehydrated alcohol cooling leave standstill after, repeatedly wash suction filtration with propionic acid, obtain the mixture of six kinds of porphyrin compounds; The mixture of obtain six kinds of porphyrin compounds is dissolved in the solution that dioxan is made into 30wt.%, adds excessive CH
2=CHCOOCH
2r
1, R
1for C
10~ C
18alkyl, return stirring reaction, after 1 ~ 2 hour, is carried out underpressure distillation and is removed excessive CH
2=CHCOOCH
2r
1, R
1for C
10~ C
18alkyl and solvent, obtain alkylated porphyrin compound; Add dioxan solvent, be made into the solution of 30 ~ 50wt.%, namely form alkylated porphyrin compounds natural gas line corrosion inhibition type drag reducer;
Its proportioning is: the mol ratio of phenyl aldehyde and 4-hydroxy benzaldehyde is 0.8:1 ~ 1.2:1, and the mol ratio of phenyl aldehyde and pyrroles is 0.8:2 ~ 1.2:2, CH
2=CHCOOCH
2r
1, R
1for C
10~ C
18alkyl and pyrroles's mol ratio are 1:1 ~ 2:1.
3. the preparation method of alkylated porphyrin compounds natural gas line corrosion inhibition type drag reducer according to claim 2, is characterized in that concrete steps are:
1) in 1000ml three-necked bottle, 200 ~ 250ml propionic acid is added, phenyl aldehyde and 4-hydroxy benzaldehyde is added after being heated to slight boiling condition, the mol ratio of phenyl aldehyde and 4-hydroxy benzaldehyde is 0.8:1 ~ 1.2:1, the volume ratio of phenyl aldehyde and propionic acid is 1:40 ~ 1:25, and rapid stirring fully dissolves rear formation phenyl aldehyde and 4-hydroxy benzaldehyde mixing solutions;
2) pyrroles is dissolved in propionic acid, is made into the solution of 10vol.%; Under agitation condition, slowly instilled by the propionic acid solution of pyrroles in phenyl aldehyde and 4-hydroxy benzaldehyde mixing solutions, the mol ratio of phenyl aldehyde and pyrroles is 0.8:2 ~ 1.2:2; Mixed solution is heated to 120 ~ 130 DEG C, return stirring reaction, after 1 ~ 2 hour, is cooled to 60 ~ 70 DEG C under agitation condition, add dehydrated alcohol, the volume ratio of phenyl aldehyde and ethanol is 1:20 ~ 1:12.5, stirs and is cooled to room temperature, leaves standstill 12 ~ 24 hours under ice bath;
3) suction filtration is carried out 5 ~ 6 times to reaction mixture, wash to filtrate colourless with propionic acid to filter cake; By vacuum-drying under filter cake 70 ~ 90 DEG C of conditions of obtaining 6 ~ 12 hours, obtain mixing porphyrin compound;
4) the mixing porphyrin compound obtained is dissolved in dioxan, is made into the solution of 30wt.%; Excessive CH is added in solution
2=CHCOOCH
2r
1, R
1for C
10~ C
18alkyl, CH
2=CHCOOCH
2r
1, R
1for C
10~ C
18the mol ratio of alkyl and pyrroles is 1:1 ~ 2:1; Return stirring reaction, after 1 ~ 2 hour, carries out underpressure distillation except desolventizing and excessive CH
2=CHCOOCH
2r
1, R
1for C
10~ C
18alkyl, adds dioxan solvent, is made into the solution of 30 ~ 50wt.%, namely forms alkylated porphyrin compounds natural gas line corrosion inhibition type drag reducer.
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| CN104629050B (en) * | 2013-11-08 | 2017-07-14 | 中国石油天然气股份有限公司 | Perfluorophosphate gas pipeline drag reducer and preparation method thereof |
| CN104633449A (en) * | 2014-12-07 | 2015-05-20 | 中国石油化工股份有限公司 | Nitrogenous carboxylate natural gas drag reducing agent and synthetic method thereof |
| CN104633450A (en) * | 2014-12-07 | 2015-05-20 | 中国石油化工股份有限公司 | Nitrogen-contained carboxylate-class natural gas drag-reduction agent and synthesis method of nitrogen-contained carboxylate-class natural gas drag-reduction agent |
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| CN114181583A (en) * | 2021-12-06 | 2022-03-15 | 合众（佛山）化工有限公司 | Porphyrin derivative modified water-based acrylic resin and preparation method thereof |
| CN114181582A (en) * | 2021-12-06 | 2022-03-15 | 合众（佛山）化工有限公司 | Nontoxic efficient porphyrin derivative modified acrylic resin water-based anticorrosive paint |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| DD281426A5 (en) * | 1983-02-23 | 1990-08-08 | Ralf Glausch | CORROSION-REDUCING SUBSTANCES |
| DE10202593A1 (en) * | 2001-02-13 | 2002-08-22 | Merck Patent Gmbh | Pigment composition for preventing corrosion, comprises hydroxide ion-absorbing compound(s) and compound(s) catalyzing an oxygen reduction reaction on a metal surface |
| CN101329011B (en) * | 2007-06-20 | 2012-01-11 | 中国石油天然气股份有限公司 | Gas pipeline drag reducer and preparation method thereof |
| CN101328442B (en) * | 2007-06-20 | 2010-06-02 | 中国石油天然气股份有限公司 | Drag reducer for gas conveying pipeline and preparation method thereof |
| CN101328443B (en) * | 2007-06-20 | 2011-09-07 | 中国石油天然气股份有限公司 | Gas pipeline drag reduction composition and preparation method thereof |
| CN101575495B (en) * | 2008-05-09 | 2012-05-30 | 中国石油天然气股份有限公司 | Pyridine salt gas pipeline drag reducer and preparation method thereof |
| CN101882477B (en) * | 2010-06-25 | 2012-05-30 | 国网电力科学研究院武汉南瑞有限责任公司 | Long-acting antiseptic resistance-reducing agent |
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