CN110452376A - A kind of polyamide-amide class dissaving polymer and its preparation method and application - Google Patents
A kind of polyamide-amide class dissaving polymer and its preparation method and application Download PDFInfo
- Publication number
- CN110452376A CN110452376A CN201910684663.2A CN201910684663A CN110452376A CN 110452376 A CN110452376 A CN 110452376A CN 201910684663 A CN201910684663 A CN 201910684663A CN 110452376 A CN110452376 A CN 110452376A
- Authority
- CN
- China
- Prior art keywords
- polyamide
- dissaving polymer
- amide class
- preparation
- demulsifier
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/028—Polyamidoamines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G33/00—Dewatering or demulsification of hydrocarbon oils
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyamides (AREA)
Abstract
The present invention discloses a kind of polyamide-amide class dissaving polymer and its preparation method and application, is related to petroleum additive technical field.Polyamide-amide class dissaving polymer of the invention is with 4,4'- diaminodiphenylmethane for reaction center, and end group is the polyamide-amide class dissaving polymer of amido.Preparation method of the invention is simple, includes the following steps: that 4,4'- diaminodiphenylmethane reacts the 0.5G ester prepared for 24 hours with 4,4'- diaminodiphenylmethane for core with methyl acrylate under normal temperature conditions;The ethylenediamine and methyl acrylate for adding stoichiometric ratio, by normal-temperature reaction, temperature-gradient method react and etc. the polyamide-amide demulsifier with dissaving structure is prepared.Polyamide-amide class dissaving polymer of the invention is as demulsifier, under the conditions of 50~70 DEG C fast emulsion breaking can be carried out to oil-in-water emulsion, realize that oil-water efficiently separates, the demulsifier dosage efficiency that is demulsified in 50mg/L can reach 99.5%, fast with phase separation, dosage is few and is demulsified the features such as high-efficient.
Description
Technical field
The present invention relates to petroleum additive technical field, be specifically related to a kind of polyamide-amide class dissaving polymer and
Preparation method and application.
Background technique
Crude oil is extracted in the form of Water-In-Oil (W/O) or oil-in-water (O/W) lotion, and is adopted in recent years to improve
Water used in yield (EOR)-polymer displacement of reservoir oil tech is fast-developing, so as to cause oil-in-water (O/W) lotion quantity substantially
Degree increases.Since there is the dense films formed by natural interface active agent in oil/water interface, so that O/W aqueous emulsion
It is highly stable, to seriously affect petroleum transportation and subsequent refining process.Therefore, the demulsification research of O/W lotion has non-
Often important meaning.
Chemical demulsification is by the way that a certain amount of chemical agent is added into lotion to achieve the purpose that demulsification.Demulsifier can
To be divided into cationic, anionic and non-ionic.Ionic demulsifying agent is compared, non-ionic demulsifier is because have parents
Structure and the influence for being not readily susceptible to electrolyte.Chemical demulsifier is the key that chemical demulsification, and traditional demulsifier has demulsification
The problems such as inefficient, demulsifier dosage is big, the overlong time that is demulsified and unlimpid water phase, to sensitivities such as environment, be easy to cause
Environmental pollution.
Dissaving polymer is the highly branched non-ionic demulsifier with geometry and topological structure, they are easy to
It is adsorbed to oil-water interfaces and replaces original interface active agent, being accordingly used in demulsification has very big potentiality.With identical
Polyamine backbone, but there is the branching molecule of different algebraical sum end groups to have complete different demulsification performance.Studies have shown that
The performance of amido dendritic is substantially better than existing business demulsifier.
Polyamide-amide class dissaving polymer is a kind of dissaving polymer for studying more mature.However it is existing
Polyamide-amide class dissaving polymer still has demulsification low efficiency, demulsifier dosage when being used for oil-in-water class emulsion breaking
The problems such as big or demulsification time is long.
Existing polyamide-amide class dissaving polymer is usually using ethylenediamine as core, such as Chinese patent
A kind of application of polyamide amine dissaving polymer as demulsifier is disclosed in CN105601941B, wherein hyperbranched polymerization
Object center is ethylenediamine, and end group is amido, molecular weight 6000-12000.It is the water of oily phase to diesel oil in 80mg/L concentration
Packet oil-like emulsions are demulsified, and oil removal rate is 87% when settling 30min at 60 DEG C.Its demulsifier dosage still needs further to be dropped
It is low.
Lifeng Zhang et al. has delivered Hyperbranched poly (amido on the 226th phase of periodical Fuel
amine)demulsifiers with ethylenediamine/1,3-propanediamine as an initiator
For oil-in-water emulsions with microdroplets, it is disclosed that being with ethylenediamine/1,3- propane diamine
Application of the polyamide-amide class dissaving polymer of core in oil-in-water emulsion, discovery are the demulsification of core with 1,3- propane diamine
Agent demulsification performance with higher, in 40mg/L concentration, demulsification efficiency when settling 30min at 60 DEG C passes through ultraviolet survey
Examination method is measured as 92%.However present inventor uses identical method to synthesize the demulsifier centered on propane diamine, and
Its demulsification discovery in 40mg/L concentration is tested, the light transmittance of its water phase is only 58.6% when settling 30min at 60 DEG C,
This illustrates that its efficiency that is demulsified is still to be improved.
Summary of the invention
Present invention seek to address that prior art problem, provides a kind of new polyamide-amide class dissaving polymer and its system
Preparation Method and application, polyamide-amide class dissaving polymer of the invention, for core, are prepared with 4,4'- diaminodiphenylmethane
Method is simple, has phase separation fast as demulsifier, dosage is few, is demulsified the advantages that high-efficient.
In order to achieve the above objectives, the present invention provides a kind of preparation method of polyamide-amide class dissaving polymer, including such as
Lower step:
S1. 4,4'- diaminodiphenylmethane is dissolved in solvent, third is then added dropwise thereto
E pioic acid methyl ester, sufficiently reaction obtains mixture under stirring at room temperature;
S2. ethylenediamine and methyl acrylate are added in mixture obtained in step S1, are continued at room temperature
It is stirred to react 20-30h, then obtains mixed solution by the way that solvent is removed under reduced pressure;
S3. mixed solution step S2 obtained reacts 8-10h from 60-140 DEG C of gradient increased temperature at reduced pressure conditions, natural
It is cooled to room temperature, is precipitated with ether, vacuum drying obtains glassy yellow product.
Preferably, the molar ratio of 4,4'- diaminodiphenylmethane described in step S1 and methyl acrylate additional amount is 1:
4。
Preferably, the additional amount of ethylenediamine and the additional amount of 4,4'- diaminodiphenylmethane in step S1 in step S2
Molar ratio is 1:28.
Preferably, the molar ratio of the additional amount of total additional amount and ethylenediamine of methyl acrylate is 1:1 in step S1 and S2.
Preferably, the solvent is methanol.
Preferably, gradient increased temperature reaction process described in step S3 includes: 80 DEG C of reaction 1h in 60 DEG C of reaction 1h, and 100 DEG C
React 2h, 120 DEG C of reactions 2h, 140 DEG C of reaction 2h.
Preferably, the rate of the stirring is 300r/min.
The present invention also provides a kind of polyamide-amide class dissaving polymers, using as described in any one of claims 1 to 7
Preparation method be made, centered on 4,4'- diaminodiphenylmethane, end group is the polyamide-amide class dissaving polymer
Amido.
The present invention also provides a kind of demulsifier, above-mentioned polyamide-amide class dissaving polymer is contained in the demulsifier.
The present invention also provides application of the above-mentioned polyamide-amide class dissaving polymer in demulsifier, the demulsifier is used
It is demulsified in oil-in-water emulsion, after adding above-mentioned demulsifier in lotion, the concentration of polyamide-amide class dissaving polymer is in lotion
30~70mg/L, the temperature of demulsification are 50~70 DEG C, and the demulsification time is 30~120min.
Compared with prior art, the invention has the following advantages that
(1) diaminodiphenylmethane of 4,4'- first of the invention and methyl acrylate reaction, synthesize at normal temperature with 4,4'-
Then 0.5G ester centered on diaminodiphenylmethane adds the ethylenediamine and methyl acrylate of stoichiometric ratio, passes through
Normal-temperature reaction, temperature-gradient method reaction and etc. polyamide-amide class dissaving polymer is prepared, preparation method is simple, preparation
Process solvent usage amount is few.
(2) polyamide-amide class dissaving polymer of the invention is with 4,4'- diaminodiphenylmethane for reaction center,
End group is amido, as demulsifier, can carry out fast emulsion breaking to oil-in-water emulsion under the conditions of 50~70 DEG C, realize that oil-water has
The features such as effect separation, has phase separation fast, and dosage is few and demulsification is high-efficient, demulsifier dosage is demulsified efficiency in 50mg/L
It can reach 99.5%.
Detailed description of the invention
Fig. 1 is a kind of schematic arrangement of polyamide-amide class dissaving polymer of the embodiment of the present invention 1.
Fig. 2 is a kind of polyamide-amide class dissaving polymer of the embodiment of the present invention 11H NMR figure.
Fig. 3 is that a kind of polyamide-amide class dissaving polymer of the embodiment of the present invention 1 prepares the broken of various concentration demulsifier
Newborn effect diagram.
A kind of infrared spectrum of polyamide-amide class dissaving polymer of Fig. 4 embodiment of the present invention 1.
Appended drawing reference: indicating the H of different location in molecular structure with lowercase a~p in Fig. 1, accordingly, in Fig. 2
Also different peak positions out are indicated from difference H in molecular structure with lowercase.
Specific embodiment
Below in conjunction with the embodiment of the present invention, technical solution of the present invention is clearly and completely described.It should manage
Solution, the specific embodiments described herein are merely illustrative of the present invention, is not intended to limit the present invention, it is clear that described
Embodiment is only a part of the embodiment of the present invention, instead of all the embodiments.Based on the embodiments of the present invention, this field
Those of ordinary skill's every other embodiment obtained without making creative work, belongs to protection of the present invention
Range.
Embodiment 1
Polyamide-amide class dissaving polymer is prepared in the present embodiment with the following method, is mainly comprised the steps that
S1: 4, the 4'- diaminodiphenylmethane of 5.34g (0.02mol) is dissolved in 30ml methanol, is then dripped thereto
Add the methyl acrylate of 6.88g (0.08mol), mixture is stirred to react under room temperature condition (25 DEG C) with the rate of 300r/min
24h。
S2: 33.6g (0.56mol) ethylenediamine and 41.28g (0.48mol) methyl acrylate are added in S1, in room temperature
Under the conditions of the reaction was continued for 24 hours, then by the way that solvent methanol is removed under reduced pressure.
S3: mixed solution 60 DEG C of reactions 1h, 80 DEG C of reactions 1h, 100 DEG C of reactions 2h, 120 DEG C of reaction 2h at reduced pressure conditions,
140 DEG C of reaction 2h, are cooled to room temperature naturally, are precipitated with ether, and vacuum drying obtains glassy yellow product.
It is core using 4,4'- diaminodiphenylmethane in the present embodiment, controls the metering ratio of each reactant, and using specific
Mixing speed and gradient increased temperature mode, byproduct of reaction can be made less, product result is more controllable, favorably at room temperature quickly
Prepare polyamide-amide class dissaving polymer.The preparation method of the present embodiment is a kind of preferred preparation method of the invention,
What its method was prepared also belongs to this hair with the polyamide-amide class dissaving polymer that 4,4'- diaminodiphenylmethane is core
Within bright protection scope.
The schematic arrangement on product theory that the present embodiment obtains is refering to what is shown in Fig. 1, product to the present embodiment
It carries out1HNMR analysis, test result is with reference to shown in Fig. 2.It can be seen that it is different from Fig. 1 by respectively going out peak position in Fig. 2
The position H of position is consistent.It can be seen that from Fig. 4 infrared test result positioned at 3280.15cm-1The broad peak at place is-NH2Typically
Vibrating area is located at 1638.46cm-1The peak at place corresponds to the stretching vibration peak of C=O, 1550.51cm-1It is curved that the peak at place corresponds to N-H
The coupling peak that Qu Zhendong and C-N stretching vibration are formed, 1238.09cm-1The absorption peak at place is typical C-N vibration peak, therefore can
To confirm, there are N-CH in polymer2-。1740cm-1Nearby without there is typical absorption band, indicate that ester group is not present in product
The intermediate product of sealing end.2939.29 and 2846.60cm-1The absorption peak of left and right respectively corresponds as-CH2It is asymmetric flexible and right
Claim flexible, 825.80cm-1Place's absorption peak carrys out artoregistration substituted benzene.In conjunction with infrared and nuclear-magnetism result can be confirmed the present embodiment 1 at
Polyamide-amide class dissaving polymer shown in function composite diagram 1.
The polyamide-amide class dissaving polymer of embodiment 1 is configured to demulsifier, it is broken to carry out emulsion breaking experiment test
Newborn efficiency, demulsification efficiency (oil removal rate) are obtained by the organic carbon of TOC contrast test water phase and the organic carbon content of lotion.
Oil-in-water emulsion preparation method are as follows: the tween 80 and 450ml of the diesel oil of 50g, the span 80 of 0.09g, 0.91g
Distilled water be sufficiently mixed, then 11000rmin-1Revolving speed under high-speed stirred 20min, obtain the milky bavin of 10wt%
Oil/water lotion.
Embodiment 2
By 2mL polyamide-amide class dissaving polymer concentration be 1000mg/L demulsifier aqueous solution be added to 38mL diesel oil/
In aqueous emulsion, polyamide-amide class dissaving polymer concentration is 50mg/L (50ppm) in lotion, keeps it mixed by quick oscillation
It closes, after then standing 30min at 60 DEG C, the light transmittance for measuring water phase is 82.7%, and demulsification efficiency is 95.4%.At 60 DEG C
After standing 60min, the light transmittance for measuring water phase is 84%, and demulsification efficiency is 95.9%.After standing 120min at 60 DEG C, water is measured
The light transmittance of phase is 87.1%, and demulsification efficiency is 99.5%.
Embodiment 3
By 2mL polyamide-amide class dissaving polymer concentration be 1000mg/L demulsifier aqueous solution be added to 38mL diesel oil/
In aqueous emulsion, polyamide-amide class dissaving polymer concentration is 50mg/L (50ppm) in lotion, keeps it mixed by quick oscillation
It closes, after then standing 60min at 50 DEG C, the light transmittance for measuring water phase is 80.1%, and demulsification efficiency is 93.7%.
Embodiment 4
By 2mL polyamide-amide class dissaving polymer concentration be 1000mg/L demulsifier aqueous solution be added to 38mL diesel oil/
In aqueous emulsion, polyamide-amide class dissaving polymer concentration is 50mg/L (50ppm) in lotion, keeps it mixed by quick oscillation
It closes, after then standing 120min at 70 DEG C, the light transmittance for measuring water phase is 86.9%, and demulsification efficiency is 99.3%.
Embodiment 5
By 2mL polyamide-amide class dissaving polymer concentration be 800mg/L demulsifier aqueous solution be added to 38mL diesel oil/
In aqueous emulsion, polyamide-amide class dissaving polymer concentration is 40mg/L (40ppm) in lotion, keeps it mixed by quick oscillation
It closes, after then standing 30min at 60 DEG C, the light transmittance for measuring water phase is 76.6%, and demulsification efficiency is 88.2%.Then in
After standing 60min at 60 DEG C, the light transmittance for measuring water phase is 78.4%, and demulsification efficiency is 90.4%.Then it is stood at 120 DEG C
After 30min, the light transmittance for measuring water phase is 78.8%, and demulsification efficiency is 92.1%.
Embodiment 6
By 2mL polyamide-amide class dissaving polymer concentration be 800mg/L demulsifier aqueous solution be added to 38mL diesel oil/
In aqueous emulsion, polyamide-amide class dissaving polymer concentration is 40mg/L (40ppm) in lotion, keeps it mixed by quick oscillation
It closes, after then standing 60min at 50 DEG C, the light transmittance for measuring water phase is 79.1%, and demulsification efficiency is 91.5%.
Embodiment 7
By 2mL polyamide-amide class dissaving polymer concentration be 800mg/L demulsifier aqueous solution be added to 38mL diesel oil/
In aqueous emulsion, polyamide-amide class dissaving polymer concentration is 40mg/L (40ppm) in lotion, keeps it mixed by quick oscillation
It closes, after then standing 120min at 70 DEG C, the light transmittance for measuring water phase is 85.4%, and demulsification efficiency is 98.3%.
Embodiment 8
By 2mL polyamide-amide class dissaving polymer concentration be 600mg/L demulsifier aqueous solution be added to 38mL diesel oil/
In aqueous emulsion, polyamide-amide class dissaving polymer concentration is 30mg/L (30ppm) in lotion, keeps it mixed by quick oscillation
It closes, after then standing 30min at 60 DEG C, the light transmittance for measuring water phase is 75.8%, and demulsification efficiency is 86.6%.At 60 DEG C
After standing 60min, the light transmittance for measuring water phase is 76.9%, and demulsification efficiency is 88.7%.After standing 120min at 60 DEG C, measurement
The light transmittance of water phase is 78.3%, and demulsification efficiency is 90.1%.
Embodiment 9
By 2mL polyamide-amide class dissaving polymer concentration be 600mg/L demulsifier aqueous solution be added to 38mL diesel oil/
In aqueous emulsion, polyamide-amide class dissaving polymer concentration is 30mg/L (30ppm) in lotion, keeps it mixed by quick oscillation
It closes, after then standing 120min at 70 DEG C, the light transmittance for measuring water phase is 76.8%, and demulsification efficiency is 88.7%.
Embodiment 10
By 2mL polyamide-amide class dissaving polymer concentration be 600mg/L demulsifier aqueous solution be added to 38mL diesel oil/
In aqueous emulsion, polyamide-amide class dissaving polymer concentration is 30mg/L (30ppm) in lotion, keeps it mixed by quick oscillation
It closes, after then standing 120min at 50 DEG C, the light transmittance for measuring water phase is 75.5%, and demulsification efficiency is 86.5%.
Fig. 3 is 60 DEG C of the polyamide-amide class dissaving polymer placements that the different content embodiment of the present invention 1 is added in lotion
Demulsification schematic diagram after 30min.Sequentially add 0 in test bottle from left to right, 10,20,30,40,50mg/L (ppm)
Polyamide-amide class dissaving polymer, as can be seen from Figure 3 the polyamide-amide class hyperbranched poly of 10~50ppm Different adding amount
It is significant to close object demulsification.
Data through the foregoing embodiment it can be found that the polyamide-amide class dissaving polymer of the present embodiment in Shui Bao
In oil-like emulsions additive amount be 30~70mg/L, demulsification efficiency can be more than 85%, i.e., smaller additive amount can reach compared with
Good demulsification efficiency.Additive amount need to only reach 40mg/L concentration, and demulsification efficiency when settling 30min at 60 DEG C can reach
88.2%, already exceed oil removal rate of the polymer in 80mg/L concentration in patent CN105601941B centered on ethylenediamine.
And the present embodiment in demulsifier when polyamide-amide class dissaving polymer concentration is 50mg/L, 60~70 DEG C of sedimentation 30min are broken
Newborn rate may be up to 99.5% up to the demulsification efficiency of 95% or more, 2h.It in summary it can be seen that the polyamide-amide class of the present embodiment is super
The features such as branched polymer is used as demulsifier, has phase separation fast, and dosage is few and demulsification is high-efficient.
Comparative example 1
22.4g (0.3mol) 1,3- propane diamine is added in 30mL methanol, 25.83g (0.3mol) acrylic acid is then added
Methyl esters, mixture stir 48 hours at 25 DEG C, then remove extra methanol in 25 DEG C of vacuum distillations, then journey under vacuum
Sequence heats up 60 DEG C of reaction 1h, 80 DEG C of reaction 1h, 100 DEG C of reaction 2h, 120 DEG C of reaction 2h, 140 DEG C of reaction 2h, obtained crude product
Three times with ether precipitating, then it is dried under reduced pressure the dissaving polymer obtained centered on propane diamine for 24 hours.
Comparative example 2,5,8 respectively refers to embodiment 2,5,8 and is configured to be demulsified by the dissaving polymer centered on propane diamine
Agent carries out emulsion breaking experiment, and tests the light transmittance of water phase after demulsification, and test method is identical as embodiment.
Comparative example 2
The demulsifier aqueous solution that dissaving polymer concentration centered on 2mL propane diamine is 1000mg/L is added to 38mL bavin
In oil/water lotion, the dissaving polymer concentration in lotion centered on propane diamine is 50mg/L (50ppm), passes through quick oscillation
Make its mixing, after then standing 30min at 60 DEG C, the light transmittance for measuring water phase is 74.9%.60min is stood at 60 DEG C
Afterwards, the light transmittance for measuring water phase is 79%.After standing 120min at 60 DEG C, the light transmittance for measuring water phase is 84.1%.
Comparative example 5
The demulsifier aqueous solution that dissaving polymer concentration centered on 2mL propane diamine is 800mg/L is added to 38mL bavin
In oil/water lotion, the dissaving polymer concentration in lotion centered on propane diamine is 40mg/L (40ppm), passes through quick oscillation
Make its mixing, after then standing 30min at 60 DEG C, the light transmittance for measuring water phase is 54.2%.Then it is stood at 60 DEG C
After 60min, the light transmittance for measuring water phase is 58.6%.Then after standing 120min at 60 DEG C, the light transmittance for measuring water phase is
70.4%.
Comparative example 8
The demulsifier aqueous solution that dissaving polymer concentration centered on 2mL propane diamine is 600mg/L is added to 38mL bavin
In oil/water lotion, the dissaving polymer concentration in lotion centered on propane diamine is 30mg/L (30ppm), passes through quick oscillation
Make its mixing, after then standing 30min at 60 DEG C, the light transmittance for measuring water phase is 40.3%.60min is stood at 60 DEG C
Afterwards, the light transmittance for measuring water phase is 46.9%.After standing 120min at 60 DEG C, the light transmittance for measuring water phase is 55.7%.
By comparative example 2,5,8 and comparative example 2,5,8 it can be found that demulsifier is in same dosage and same temperature
Under the demulsification time, the polyamide-amide class dissaving polymer of embodiment 1 is than hyperbranched centered on the propane diamine of comparative example 1
Polymer has higher demulsification efficiency, especially compared with few additive or shorter time of repose, the difference of the two
It is especially significant.Such as in lotion when additive amount is 30mg/L (30ppm), in embodiment 8 after the demulsification of 60 DEG C/30min,
The light transmittance of water phase is up to 75.8%, and the light transmittance of water phase in 60 DEG C/30min of comparative example 8 is only 40.3%.Water phase light transmission
Rate is higher, it was demonstrated that demulsification is better, illustrates that the polyamide-amide class dissaving polymer of embodiment 1 is broken under few additive
Newborn efficiency is apparently higher than the dissaving polymer centered on the propane diamine of comparative example 1.This illustrates the polyamide-amide class of the present embodiment
Dissaving polymer is used as demulsifier, has preferable demulsification efficiency, and usage amount is lower.
Those skilled in the art can carry out various modifications to the embodiment of the present invention and modification, if these modifications and change
For type within the scope of the claims in the present invention and its equivalent technologies, then these modifications and variations are also in protection scope of the present invention
Within.The prior art that the content being not described in detail in specification is known to the skilled person.
Claims (10)
1. a kind of preparation method of polyamide-amide class dissaving polymer, which comprises the steps of:
S1. 4,4'- diaminodiphenylmethane is dissolved in solvent, methyl acrylate is then added dropwise thereto, be stirred at room temperature
Lower sufficiently reaction obtains mixture;
S2. ethylenediamine and methyl acrylate are added in mixture obtained in step S1, continue to stir at room temperature
20-30h is reacted, then obtains mixed solution by the way that solvent is removed under reduced pressure;
S3. mixed solution step S2 obtained reacts 8-10h from 60-140 DEG C of gradient increased temperature at reduced pressure conditions, is cooled to naturally
Room temperature is precipitated with ether, and vacuum drying obtains glassy yellow product, as polyamide-amide class dissaving polymer.
2. the preparation method of polyamide-amide class dissaving polymer according to claim 1, which is characterized in that step S1
Described in the molar ratio of 4,4'- diaminodiphenylmethane and methyl acrylate additional amount be 1:4.
3. the preparation method of polyamide-amide class dissaving polymer according to claim 1, which is characterized in that step S2
The molar ratio of the additional amount of 4,4'- diaminodiphenylmethane is 1:28 in the additional amount and step S1 of middle ethylenediamine.
4. the preparation method of polyamide-amide class dissaving polymer according to claim 1, which is characterized in that step S1
Molar ratio with the additional amount of total additional amount and ethylenediamine of methyl acrylate in S2 is 1:1.
5. the preparation method of polyamide-amide class dissaving polymer according to claim 1, which is characterized in that described molten
Agent is methanol.
6. the preparation method of polyamide-amide class dissaving polymer according to claim 1, which is characterized in that step S3
Described in gradient increased temperature reaction process include: in 60 DEG C of reactions 1h, 80 DEG C of reactions 1h, 100 DEG C of reactions 2h, 120 DEG C of reaction 2h,
140 DEG C of reaction 2h.
7. the preparation method of polyamide-amide class dissaving polymer according to claim 1, which is characterized in that described to stir
The rate mixed is 300r/min.
8. a kind of polyamide-amide class dissaving polymer, which is characterized in that using such as the described in any item systems of claims 1 to 7
Preparation Method is made, and for the polyamide-amide class dissaving polymer centered on 4,4'- diaminodiphenylmethane, end group is amido.
9. a kind of demulsifier, which is characterized in that overspend in the demulsifier containing polyamide-amide class as claimed in claim 8
Fluidized polymer.
10. a kind of application of polyamide-amide class dissaving polymer in demulsification, which is characterized in that the demulsifier is used for water
Packet fat liquor is demulsified, after adding demulsifier as claimed in claim 9 in lotion, the hyperbranched polymerization of polyamide-amide class in lotion
The concentration of object is 30~70mg/L, and the temperature of demulsification is 50~70 DEG C, and the demulsification time is 30~120min.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201910684663.2A CN110452376B (en) | 2019-07-26 | 2019-07-26 | Polyamide-amine hyperbranched polymer and preparation method and application thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201910684663.2A CN110452376B (en) | 2019-07-26 | 2019-07-26 | Polyamide-amine hyperbranched polymer and preparation method and application thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
CN110452376A true CN110452376A (en) | 2019-11-15 |
CN110452376B CN110452376B (en) | 2022-03-15 |
Family
ID=68483751
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201910684663.2A Active CN110452376B (en) | 2019-07-26 | 2019-07-26 | Polyamide-amine hyperbranched polymer and preparation method and application thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN110452376B (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111203005A (en) * | 2020-01-15 | 2020-05-29 | 长江大学 | Oil-containing wastewater demulsifier and preparation method and application thereof |
CN113563574A (en) * | 2020-04-28 | 2021-10-29 | 中国石油化工股份有限公司 | Compound used as demulsifier and preparation method thereof |
CN115058015A (en) * | 2022-05-10 | 2022-09-16 | 麦加芯彩新材料科技(上海)股份有限公司 | Fluorine-containing dendritic polymer and preparation method and application thereof |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070265468A1 (en) * | 2002-07-26 | 2007-11-15 | Lance Twyman | Hyperbranched Polyamidoamine |
CN103509193A (en) * | 2012-06-30 | 2014-01-15 | 中国石油化工股份有限公司 | Preparation method of polyamide-amine dendritic compound |
CN105348542A (en) * | 2015-12-04 | 2016-02-24 | 武汉工程大学 | Synthesis method of aromatic hyperbranched polyamidoamine compound |
CN105601941A (en) * | 2016-01-15 | 2016-05-25 | 浙江大学 | Application of polyamidoamine hyperbranched polymer as demulsifying agent |
WO2017135893A1 (en) * | 2016-02-05 | 2017-08-10 | Nipsea Technologies Pte Ltd | Aqueous dendritic amine coatings |
-
2019
- 2019-07-26 CN CN201910684663.2A patent/CN110452376B/en active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070265468A1 (en) * | 2002-07-26 | 2007-11-15 | Lance Twyman | Hyperbranched Polyamidoamine |
CN103509193A (en) * | 2012-06-30 | 2014-01-15 | 中国石油化工股份有限公司 | Preparation method of polyamide-amine dendritic compound |
CN105348542A (en) * | 2015-12-04 | 2016-02-24 | 武汉工程大学 | Synthesis method of aromatic hyperbranched polyamidoamine compound |
CN105601941A (en) * | 2016-01-15 | 2016-05-25 | 浙江大学 | Application of polyamidoamine hyperbranched polymer as demulsifying agent |
WO2017135893A1 (en) * | 2016-02-05 | 2017-08-10 | Nipsea Technologies Pte Ltd | Aqueous dendritic amine coatings |
Non-Patent Citations (2)
Title |
---|
张艳娜等: "二苯胺基甲烷为核的树枝状高分子聚合物的合成与表征", 《日用化学工业》 * |
袁琴等: "端氨基芳香族超支化聚酰胺胺的合成与应用", 《武汉工程大学学报》 * |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111203005A (en) * | 2020-01-15 | 2020-05-29 | 长江大学 | Oil-containing wastewater demulsifier and preparation method and application thereof |
CN113563574A (en) * | 2020-04-28 | 2021-10-29 | 中国石油化工股份有限公司 | Compound used as demulsifier and preparation method thereof |
CN113563574B (en) * | 2020-04-28 | 2024-02-27 | 中国石油化工股份有限公司 | Compound used as demulsifier and preparation method thereof |
CN115058015A (en) * | 2022-05-10 | 2022-09-16 | 麦加芯彩新材料科技(上海)股份有限公司 | Fluorine-containing dendritic polymer and preparation method and application thereof |
CN115058015B (en) * | 2022-05-10 | 2023-04-28 | 麦加芯彩新材料科技(上海)股份有限公司 | Fluorine-containing dendritic polymer and preparation method and application thereof |
US11851533B2 (en) | 2022-05-10 | 2023-12-26 | MEGA P&C Advanced Materials (Shanghai) Co., Ltd. | Fluorinated dendrimer, preparation method and application thereof |
Also Published As
Publication number | Publication date |
---|---|
CN110452376B (en) | 2022-03-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN110452376A (en) | A kind of polyamide-amide class dissaving polymer and its preparation method and application | |
Ma et al. | A novel oxygen-containing demulsifier for efficient breaking of water-in-oil emulsions | |
CN102432888B (en) | Comb-shaped polysiloxane crude-oil demulsifying agent and preparation method thereof | |
CN101716475B (en) | Reversed phase emulsion splitter and preparation method thereof | |
Chen et al. | Pervaporation performance of crosslinked polydimethylsiloxane membranes for deep desulfurization of FCC gasoline: I. Effect of different sulfur species | |
EP2063971B1 (en) | Siloxane cross-linked demulsifiers | |
CN103396828B (en) | Polyether crude oil demulsifier using straight chain alkyl phenolic resin as initiator and preparation method and application thereof | |
CN103864648B (en) | A kind of sulfonated aromatic diamine compound and preparation method thereof and application | |
CN109233897B (en) | Preparation method of crude oil reverse demulsifier for oil-in-water emulsion | |
US10457857B2 (en) | Method of fracking using silicone surfactants | |
CN106117562A (en) | A kind of preparation method of comb polymer crude oil desalting demulsifier | |
US20220213244A1 (en) | Novel demulsifier | |
CN109575280B (en) | Method for demulsifying oil-in-water type emulsion by using amphiphilic hyperbranched polyamidoamine | |
CN111203005A (en) | Oil-containing wastewater demulsifier and preparation method and application thereof | |
Feng et al. | Synthesis, performance and mechanism of a hyperbranched polymer with diethyl diphenyl-p-phenylenediamine as centronucleus | |
CN106565968B (en) | Using propane diamine as the preparation method and application of the dissaving polymer of initiator | |
CN111518587A (en) | Offshore oil platform thickened oil desanding system and method | |
CN112892003B (en) | Low-viscosity high-efficiency emulsion type defoaming agent for offshore oil field and preparation method thereof | |
CN103146418B (en) | Method for preparing SD-3 demulsifier | |
CN106565967B (en) | Using diethylenetriamines as the preparation method and application of the dissaving polymer of initiator | |
Ding et al. | Synthesis of a high efficiency DED-12 demulsifier by a simple two-step method | |
Ding et al. | Synthesis and demulsification performance of a Gemini ionic liquid with dual cationic active centers | |
CN102492459A (en) | Demulsifying agent for polymer surfactant flooding produced liquid and preparation method thereof | |
CN105884648A (en) | GAP (glycidyl azide polymer) as well as preparation method and application thereof | |
CN109503833B (en) | Amphiphilic hyperbranched polymer and preparation and application thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant |