CN104194756B - Novel hydrate kinetic inhibitor as well as preparation method and applications thereof - Google Patents
Novel hydrate kinetic inhibitor as well as preparation method and applications thereof Download PDFInfo
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- CN104194756B CN104194756B CN201410395938.8A CN201410395938A CN104194756B CN 104194756 B CN104194756 B CN 104194756B CN 201410395938 A CN201410395938 A CN 201410395938A CN 104194756 B CN104194756 B CN 104194756B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/52—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning
- C09K8/524—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning organic depositions, e.g. paraffins or asphaltenes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F126/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F126/06—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
- C09K2208/22—Hydrates inhibition by using well treatment fluids containing inhibitors of hydrate formers
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Abstract
The invention discloses a novel hydrate kinetic inhibitor and a preparation method and applications thereof. The preparation method comprises the following steps: dissolving a monomer into a solvent, adding an initiator to trigger the polymerization of a solution, to obtain a novel hydrate kinetic inhibitor, wherein the main component of the inhibitor is polyhydroxyl polymer; the monomer is prepared by reacting chlorophenol with N-vinyl caprolactam or N-vinnyl pyrrolidone. The inhibitor has an effect that other inhibitors are combined with alcohols for use, can bear low supercooled temperature, the formation and induction time of a hydrate can be prolonged, the inhibitor of the hydrate inhibitor can be improved, and the novel hydrate kinetic inhibitor is high in efficiency, low in dose, wide in applicability and the like.
Description
Technical field
The present invention relates to technical field of oil-gas hydrate, more particularly, to a kind of novel hydrates kinetic inhibitor and its system
Preparation Method and application.
Background technology
Petroleum and natural gas during pipeline transportation, because the presence of cryogenic high pressure is so that wherein lower boiling hydro carbons
Gas (CH4, C2H6, C3H8 etc.) forms gas hydrate.The hydrate generating, can block pipeline when serious, valve causes to manage
Road bursts, and instrument is damaged.For offshore oil and gas field exploitation and submarine pipeline conveying, gas hydrate synthesis problem is especially prominent, because
For bottom-water temperature is relatively low, pressure is higher, it is very suitable for the formation of hydrate.For example under the pressure of about 1MPa, ethane is less than 4
Hydrate can be formed, ethane can generate hydrate at a temperature of less than 14 DEG C under 3MPa pressure at a temperature of DEG C.Therefore
Seeking effective inhibitor suppresses the generation of hydrate to become the problem that the scientist of gas industries pays close attention to.
In current industrial, suppression gas hydrate synthesis mainly reduce the life of hydrate by the method adding chemical addition agent
One-tenth condition.Traditional additive is mainly thermodynamic inhibitor, changes hydrate including the alcohols such as methanol, ethylene glycol or electrolyte
Equilibrium condition, but adopt thermodynamic inhibitor, and demand is big, relatively costly, and the loss of inhibitor simultaneously is also big and leads to bad
Border is destroyed, and therefore seeks novel low dose and eco-friendly hydrate inhibitor becomes the research weight of contemporary scientific man
Point.
Low-dosage inhibitor, including kinetic inhibitor and anti polymerizer.The addition of kinetic inhibitor can suppress or prolong
The growth time of hydrate late, thus reach the purpose that suppression hydrate generates.It adds concentration low, does not affect hydrate and generates
Thermodynamic condition, nucleation and the crystal growth time of hydrate can be postponed under the thermodynamic condition of gas hydrate synthesis.Anti- poly-
Agent is by adding the very low surfactant of some concentration or polymer prevents hydrate crystal grain from assembling it is ensured that safe fluid
Conveying.
The inhibitor that currently known suppression hydrate generates mostly is the compound inhibitor of alcohols.
Content of the invention
It is an object of the present invention to provide a kind of novel hydrates kinetic inhibitor and preparation method thereof；This inhibitor is polyhydroxy
Based polyalcohol, has very strong dissolubility, consumption few it is adaptable to oil gas water three phase system, profit or air water two-phase coexistent system.
A kind of novel hydrates kinetic inhibitor, has one of following structure：
Wherein n=40～300.
A kind of preparation method of novel hydrates kinetic inhibitor, monomer is dissolved in solvent, adds initiator to cause
Polymerisation in solution, obtains a kind of novel hydrates kinetic inhibitor, and inhibitor main component is polyhydroxylated polymer；Described monomer
Gained is reacted with N- caprolactam or NVP by chlorophenol.
In above-mentioned preparation method, described monomer includes 1- [(2- hydroxy phenyl) vinyl] caprolactam, 1- [(2- dihydroxy
Base phenyl) vinyl] caprolactam, 1- [(2- trihydroxy phenyl) vinyl] caprolactam, 1- [(2- hydroxy phenyl) ethylene
Base] ketopyrrolidine, 1- [(2- dihydroxy phenyl) vinyl] ketopyrrolidine or 1- [(2- trihydroxy phenyl) vinyl] pyrrolidine
Ketone.
In above-mentioned preparation method, described chlorophenol is parachlorophenol, m-Chlorophenol, o-chlorphenol, chlorobenzene diphenol or chlorobenzene
Triphenol.
In above-mentioned preparation method, described solvent includes solubility alcohols or solubility ethers.
In above-mentioned preparation method, monomer used by synthetic inhibitor is 1 with the volume ratio of solvent：3～4：1.
In above-mentioned preparation method, during synthetic polymer, initiator amount accounts for the 0.3wt%～1.5wt% of solvent load, instead
Temperature is answered to be 40～150 DEG C, the response time is 2～12 hours.
In above-mentioned preparation method, described hydroxy polymer mean molecule quantity Mw=50000～300000.
A kind of novel hydrates kinetic inhibitor is applied to water in oil gas water three phase system, profit or air water two-phase system
The generation of compound.
In above-mentioned application, when described inhibitor uses, first it is configured to aqueous solution, the concentration of described aqueous solution is 0.1wt%
～5wt%.
Novel hydrates inhibitor (poly- 1- (4-Vinyl phenol) caprolactam or poly- 1- (4- hydroxyl that the present invention provides
Styrene) ketopyrrolidine), can adjust in the range of 0.1%-15% with the mass ratio of water in system.Its concentration will basis
Field condition, the concrete condition such as economical are considered.
It is 1-25MPa that this inhibitor is suitable for pressure, and temperature is -25-25 DEG C.
The molecular weight of described inhibitor is 50000-300000.
Compared with prior art, the present invention has following advantage：
As kinetic inhibitor polymer, monomer possesses hydroxyl to the present invention, and therefore can be used alone can for this inhibitor
Do not need to be combined with alcohols, preferably overcome thermodynamic inhibitor consumption big, costly the drawbacks of.Simultaneously because more hydroxyl
Base makes this polymeric water-soluble very well, can extend the generation time of hydrate, reduces the growing amount of hydrate, has applicable
Wide, the good biological degradability of property.Typical kinetic inhibitor such as Polyvinylcaprolactame (PVCap), polyvinylpyrrolidine
Ketone (PVP) all contains amide groups (- N-C=O), and amide groups insert aqueous phase as hydrophilic radical place ring, forms hydrogen bond and plays
Go out inhibitory action, and phenyl ring be because hydrophobicity is away from aqueous phase, but on phenol ring hydroxyl appearance, become hydrophilic so that whole
Individual additive inserts aqueous phase, away from methane phase, thus playing inhibitory action.
Specific embodiment
With reference to specific embodiment, the present invention is made further specifically to describe in detail, but embodiments of the present invention are not
It is limited to this, for the technological parameter especially not indicated, can refer to routine techniquess and carry out.
Embodiment 1
The preparation of poly- 1- (4-Vinyl phenol) caprolactam homopolymer
20 grams of monomer parachlorophenol and 0.3 gram of N- caprolactam monomer are mixed in glass tubing, are urged with palladium
Agent, is warming up to 60 DEG C, and constant temperature 4 hours is cooled to room temperature, then product is carried out filtering, distills and can obtain 1- (hydroxy styrenes
Base) caprolactam monomer.Monomer 1- (hydroxy styrenes base) caprolactam obtaining and ether are 1 by volume:1 mixing is all
Even, cause polymerisation in solution, 6 hours response time in 100 DEG C of Deca azo-bis-isobutyl cyanide concentration for 1.0wt%, obtain poly- 1- (4-
Hydroxy styrenes) caprolactam homopolymer.
Inhibitor described in following embodiments is tested using embodiment 1 products obtained therefrom, and inhibitor weight average molecular weight is
300000.
Used by following examples, experiment porch is described as follows：
The present invention adopts the visualization hydrate reaction system of external clip cuff double vision window and magnetic stirring apparatuss as experiment
Equipment, this equipment is mainly by double vision window chuck autoclave, magnetic stirring apparatuss, temperature sensor, pressure transducer, low temperature
Temperature chamber, vacuum pump and data collecting instrument composition.The coolant that low temperature thermostat bath can provide -30～100 DEG C for reacting kettle jacketing follows
Ring liquid, under magnetic stirring, hydrate can generate in autoclave, reactor in hydrate can be observed by form
Generation situation.Can be by temperature, pressure data transfer in hydro-combination process to computer by voltage stabilizing sensor and data collecting instrument, should
, in 0～25MPa, operating temperature is at -30～100 DEG C for system working pressure.Novel hydrates inhibitor is to hydrate in reactor
The inhibition generating can be weighed by hydrate inductive formation time and the time that generates completely.The hydrate inductive formation time
Longer, hydrate generates that the time is longer completely, and inhibitor effect is better.
Reaction initial temperature is set as 1 DEG C, is passed through the gaseous mixture of methane, ethane and propane, and initial pressure set is a certain
Fixed value is assumed to 9MPa.
The generation of hydrate changes to judge by reacting kettle inner pressure, and reaction starts pressure in front kettle and maintains all the time
9MPa, after reaction starts, in kettle, the unexpected drop point of pressure is exactly the starting point that hydrate generates.Hydrate induction time is in kettle
Be passed through gas and pressure constant for 9MPa, the time experienced to pressure drop point.Hydrate generates the time completely for reactor
Inside be passed through gas and pressure constant for 9MPa, to reaction balance the experienced time.The action effect of inhibitor of the present invention can root
Judged according to the induction time of hydrate, the time that generates completely.
Reaction starts front deionized water and cleans up reactor, after vacuum drying, adds 150mL to contain finite concentration
The deionized water solution of poly- 1- (4-Vinyl phenol) caprolactam, question response temperature in the kettle is stablized after certain value, is passed through
(CH492.05%, C2H65.05%, C3H82.90% (volume content)) so as to pressure to increase to a certain numerical value constant, by with magnetic
Power agitator stirs, and after reaction reaches balance, hydrate generates completely.
Embodiment 2
Based on the quality of water, add 150mL deionized water in a kettle., question response temperature in the kettle is stablized at 1 DEG C, is passed through
Gas (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure is 3MPa, reaction reaches balance, drops by pressure
The methane gas scale of construction that reaction consumes.It is 43min that result shows that hydrate generates required induction time, when hydrate generates completely
Between be 151min.The aqueous solution 150mL preparing poly- 1- (4-Vinyl phenol) caprolactam (PHAO) mass concentration 0.1% puts into
Reactor, temperature in the kettle is stablized at 1 DEG C about, is passed through gaseous mixture (CH492.05%, C2H65.05%, C3H82.90%) so as to
Pressure stability reaches balance in 3MPa, reaction, and it is 139min that result shows that hydrate generates required induction time, and hydrate is complete
The full generation time is 380min.
Embodiment 3
Based on the quality of water, add 150mL deionized water in a kettle., question response temperature in the kettle is stablized at 1 DEG C, is passed through
Gas (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure is 9MPa, reaction reaches balance, drops by pressure
The methane gas scale of construction that reaction consumes.It is 35min that result shows that hydrate generates required induction time, when hydrate generates completely
Between be 140min.The aqueous solution 150mL preparing poly- 1- (4-Vinyl phenol) caprolactam (PHAO) mass concentration 0.3% puts into
Reactor, temperature in the kettle is stablized at 1 DEG C about, is passed through gaseous mixture (CH492.05%, C2H65.05%, C3H82.90%) so as to
Pressure stability reaches balance in 9MPa, reaction, and it is 55min that result shows that hydrate generates required induction time, and hydrate is complete
The full generation time is 210min.
Embodiment 4
Based on the quality of water, add 150mL deionized water in a kettle., question response temperature in the kettle is stablized at 5 DEG C, is passed through
Gas (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure is 12MPa, reaction reaches balance, and result shows water
It is 33min that compound generates required induction time, and hydrate generates the time completely for 145min.Prepare poly- 1- (4- hydroxy benzeness second
Alkene) the aqueous solution 150mL of caprolactam (PHAO) mass concentration 1% puts into reactor, temperature in the kettle stable at 5 DEG C about, lead to
Enter gaseous mixture (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure stability is in 12MPa, reaction reaches balance, knot
It is 86min that fruit shows that hydrate generates required induction time, and hydrate generates the time completely for 340min.
Embodiment 5
Based on the quality of water, add 150mL deionized water in a kettle., question response temperature in the kettle is stablized at 3 DEG C, is passed through
Gas (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure is 6MPa, reaction reaches balance, and result shows to be hydrated
It is 48min that thing generates required induction time, and hydrate generates the time completely for 135min.Prepare poly- 1- (4-Vinyl phenol)
The aqueous solution 150mL of caprolactam (PHAO) mass concentration 5% puts into reactor, and temperature in the kettle is stablized at 3 DEG C about, is passed through mixed
Close gas (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure stability is in 6MPa, reaction reaches balance, and result shows
It is 232min that hydrate generates required induction time, and hydrate generates the time completely for 732min.
Embodiment 6
Based on the quality of water, add 150mL deionized water in a kettle., question response temperature in the kettle is stablized at 6 DEG C, is passed through
Gas (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure is 18MPa, reaction reaches balance, and result shows water
It is 29min that compound generates required induction time, and hydrate generates the time completely for 170min.Prepare poly- 1- (4- hydroxy benzeness second
Alkene) the aqueous solution 150mL of caprolactam (PHAO) mass concentration 3% puts into reactor, temperature in the kettle stable at 6 DEG C about, lead to
Enter gaseous mixture (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure stability is in 18MPa, reaction reaches balance, knot
It is 85min that fruit shows that hydrate generates required induction time, and hydrate generates the time completely for 367min.
Embodiment 7
Based on the quality of water, add 150mL deionized water in a kettle., question response temperature in the kettle is stablized at 10 DEG C, leads to
Enter gas (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure is 25MPa, reaction reaches balance, and result shows
It is 18min that hydrate generates required induction time, and hydrate generates the time completely for 165min.Prepare poly- 1- (4- hydroxy benzeness
Ethylene) the aqueous solution 150mL of caprolactam (PHAO) mass concentration 10% puts into reactor, temperature in the kettle stable on 10 DEG C of left sides
The right side, is passed through gaseous mixture (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure stability is in 25MPa, reaction reaches flat
Weighing apparatus, it is 225min that result shows that hydrate generates required induction time, and hydrate generates the time completely for 689min.
Embodiment 8
Based on the quality of water, add 150mL deionized water in a kettle., question response temperature in the kettle is stablized at 15 DEG C, leads to
Enter gas (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure is 25MPa, reaction reaches balance, and result shows
It is 23min that hydrate generates required induction time, and hydrate generates the time completely for 174min.Prepare poly- 1- (4- hydroxy benzeness
Ethylene) the aqueous solution 150mL of caprolactam (PHAO) mass concentration 15% puts into reactor, temperature in the kettle stable on 15 DEG C of left sides
The right side, is passed through gaseous mixture (CH492.05%, C2H65.05%, C3H82.90%) so as to pressure stability is in 25MPa, reaction reaches flat
Weighing apparatus, it is 338min that result shows that hydrate generates required induction time, and hydrate generates the time completely for 1013min.
It is 5% that above example can be seen that inhibitor mass concentration, and, at 3 DEG C, pressure stability is in 6Mpa for temperature in the kettle
When, there is obvious inhibition and most economical to the generation of gas hydrate.
The above embodiment of the present invention is only intended to clearly illustrate example of the present invention, and is not to the present invention
Embodiment restriction.For those of ordinary skill in the field, can also make on the basis of the above description
The change of other multi-forms or variation.There is no need to be exhaustive to all of embodiment.All the present invention's
Any modification, equivalent and improvement made within spirit and principle etc., should be included in the protection of the claims in the present invention
Within the scope of.
Claims (3)
1. a kind of novel hydrates kinetic inhibitor is it is characterised in that have one of following structure：
The preparation method of described inhibitor is that monomer is dissolved in solvent, adds initiator to cause polymerisation in solution, obtains a kind of new
Type hydrate dynamic inhibitor；Described monomer is reacted with N caprolactam or N vinyl pyrrolidone by chlorophenol
Gained；
Described chlorophenol is parachlorophenol, chlorobenzene diphenol or chlorobenzene triphenol；
During synthetic polymer, initiator amount accounts for the 0.3wt%～1.5wt% of solvent load, and reaction temperature is 40～150 DEG C, instead
It is 2～12 hours between seasonable；
Described hydroxy polymer mean molecule quantity Mw=50000～300000；
Described novel hydrates kinetic inhibitor is applied to hydration in oil gas water three phase system, profit or air water two-phase system
The generation of thing；
When described inhibitor uses, first it is configured to aqueous solution, the concentration of described aqueous solution is 0.1wt%～5wt%.
2. according to claim 1 novel hydrates kinetic inhibitor it is characterised in that described solvent includes solubility alcohol
Class or solubility ethers.
3. according to claim 1 novel hydrates kinetic inhibitor it is characterised in that monomer used by synthetic inhibitor with
The volume ratio of solvent is 1：3～4：1.
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Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| AU2016322891B2 (en) * | 2015-09-18 | 2020-02-27 | Indorama Ventures Oxides Llc | Improved poly(vinyl caprolactam) kinetic gas hydrate inhibitor and method for preparing the same |
| CN107868156B (en) * | 2016-09-27 | 2019-10-08 | 中国科学院广州能源研究所 | A kind of novel hydrates kinetic inhibitor |
| CN107868157B (en) * | 2016-09-27 | 2019-10-08 | 中国科学院广州能源研究所 | A kind of novel hydrates kinetic inhibitor and preparation method thereof |
| CN106404610B (en) * | 2016-10-20 | 2019-08-09 | 中国石油大学(北京) | A kind of evaluation method of hydrate dynamic inhibitor and its application in screening |
| CN108219762B (en) * | 2016-12-14 | 2020-04-07 | 中国科学院广州能源研究所 | Novel hydrate kinetic inhibitor and preparation method and application thereof |
| CN107795848B (en) * | 2017-09-30 | 2019-06-11 | 天津大学 | A kind of Compositional type hydrate inhibitor for natural gas of the amphipathic copolymer containing POSS and preparation method thereof |
| CN108070063B (en) | 2017-12-29 | 2020-03-24 | 中国科学院广州能源研究所 | Vinyl amide block copolymer hydrate kinetic inhibitor and preparation method and application thereof |
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