CN111040154A - Demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer - Google Patents
Demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer Download PDFInfo
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- CN111040154A CN111040154A CN201911346741.4A CN201911346741A CN111040154A CN 111040154 A CN111040154 A CN 111040154A CN 201911346741 A CN201911346741 A CN 201911346741A CN 111040154 A CN111040154 A CN 111040154A
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- 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
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D17/00—Separation of liquids, not provided for elsewhere, e.g. by thermal diffusion
- B01D17/02—Separation of non-miscible liquids
- B01D17/04—Breaking emulsions
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/40—Devices for separating or removing fatty or oily substances or similar floating material
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Abstract
The invention discloses a demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer, which is obtained by taking hyperbranched polymer h-PAMAM synthesized by taking ethylene diamine as a core, partially substituting a cationic monomer for a primary amino group of the hyperbranched polymer h-PAMAM to obtain Z-PAMAM, and then grafting ethylene oxide and propylene oxide by taking the Z-PAMAM as an initiator, wherein the number average molecular weight distribution of the demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer P-PAMAM is 8000-20000. The agent has higher hydrophilic-lipophilic balance value, higher interfacial activity and better flocculation capacity, and not only has good demulsification effect on the oil-in-water type emulsion with high crude oil viscosity of produced fluid, but also has good water purification effect.
Description
Technical Field
The invention belongs to the field of oil field chemicals, and particularly relates to a hyperbranched polymer demulsifier.
Background
Compared with the traditional linear/branched polymers, the hyperbranched polymer has better rheological property, low viscosity and excellent solubility due to the highly branched 3D topological structure, can modify a large number of end groups and is simple and convenient to synthesize, so that the hyperbranched polymer is widely concerned by more and more research workers. Therefore, it is widely used in functional materials, biomedicine, nanocrystals, catalysts, petrochemical industry, etc. and has good effect.
The hyperbranched polyamide-amine (hyperbranched poly (amidoamine)), h-PAMAM, is a general name of hyperbranched polyamine type polymers, and is prepared by reacting polyamine with α -unsaturated carbonyl compound methyl acrylate, the proportion of reactants is adjusted to firstly carry out Michael addition reaction to generate small molecular prepolymer ester, and then the h-PAMAM with different relative molecular masses is synthesized by a step-by-step gradient heating polycondensation method under the condition of low pressure, wherein the macroscopic appearance of the h-PAMAM is colorless to yellowish green liquid, the end group is a primary amino group, the h-PAMAM has good hydrophilic performance, has the capability of reducing the oil-water interfacial tension, and has the potential of becoming an excellent demulsifier.
With the continuous exploitation of offshore oil fields, crude oil is mostly exploited in the form of oil-in-water type emulsion, and due to the limitation of offshore platform space and conditions, demulsifiers with excellent demulsification performance and short demulsification time are urgently needed; in addition, the national requirement on environmental protection is improved, the clarity degree of the water phase removal is also important, the traditional demulsifier needs to add a flocculating agent to solve the problem, but the compatibility and the cooperativity influence the performance of the demulsifier to a certain extent. Therefore, the research and development of demulsification and water purification integrated medicament is urgent.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a synthetic method of a modified hyperbranched polyamide-amine polymer, which is used for improving the demulsification and water purification effects of oil-in-water type emulsions.
The invention provides a modified hyperbranched polyamide-amine polymer, which is prepared by the following method: the preparation method comprises the following steps: the method comprises the steps of taking a hyperbranched polymer h-PAMAM synthesized by taking ethylene diamine as a core as the core, partially substituting a cationic monomer for a primary amino group of the hyperbranched polymer h-PAMAM to obtain Z-PAMAM, wherein the substitution degree of the cationic monomer is 20-50%, then grafting ethylene oxide and propylene oxide by taking the Z-PAMAM as an initiator, wherein the mass ratio of the ethylene oxide to the propylene oxide is 3: 1-1: 3, and obtaining the demulsification and water purification integrated medicament modified hyperbranched polyamide amine polymer P-PAMAM, wherein the number average molecular weight distribution of the demulsification and water purification integrated medicament modified hyperbranched polyamide amine polymer P-PAMAM is 8000-20000.
In the scheme, the cationic monomer is prepared from octadecyl dimethyl tertiary amine and epoxy chloropropane, wherein the mass ratio of the octadecyl dimethyl tertiary amine to the epoxy chloropropane is 2:1-1:2, the reaction temperature is 80-120 ℃, and the reaction time is 2-5 h.
The invention also discloses a preparation method of the demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer, which comprises the following steps:
1) taking a hyperbranched polymer h-PAMAM synthesized by using ethylenediamine as a core as the core, and partially substituting a cationic monomer for a primary amino group of the hyperbranched polymer h-PAMAM to obtain Z-PAMAM, wherein the substitution degree of the cationic monomer is 20-50%, the mass ratio of the cationic monomer to the hyperbranched polymer h-PAMAM is 1:10-1:2, the reaction temperature is 50-80 ℃, and the reaction time is 4-10 h;
2) then, using Z-PAMAM as an initiator, using KOH as a catalyst, adding 0.1-0.5% of KOH, reacting at the temperature of 100 ℃ and the pressure of 0.2-0.5MPa, dropwise adding ethylene oxide, curing for 1-3h, and dropwise adding propylene oxide, wherein the mass ratio of the ethylene oxide to the propylene oxide is 3: 1-1: 3; curing for 1-3h, degassing, and cooling the reaction kettle to room temperature to obtain the product; the number average molecular weight distribution of the product P-PAMAM is 8000-20000.
In the preparation method, the cationic monomer is prepared from octadecyl dimethyl tertiary amine and epoxy chloropropane, wherein the mass ratio of the octadecyl dimethyl tertiary amine to the epoxy chloropropane is 2:1-1:2, the reaction temperature is 80-120 ℃, and the reaction time is 2-5 h.
The invention further provides application of the demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer in demulsification of oil-in-water type emulsion, wherein the addition amount of the P-PAMAM in the oil-in-water type emulsion per liter of the emulsion is 10 mg-100 mg, and the P-PAMAM is preferably added at the temperature of 40-65 ℃.
The invention discloses a method for improving demulsification of oil-in-water type emulsion by using a modified hyperbranched polyamide-amine polymer, which promotes the oil-water separation rate of the emulsion after P-PAMAM is added into the oil-in-water type emulsion, improves the demulsification efficiency and the water purification effect of the M-PAMAM, and widens the application range of the hyperbranched polymer P-PAMAM.
Detailed Description
The following examples are presented to enable a more complete understanding of the present invention to be obtained by those skilled in the art, and are not intended to limit the invention in any way. The deoiling rate is obtained by measuring and calculating through an ultraviolet spectrophotometer, and the numerical value is the difference value of the concentration of the demulsifier added and the concentration of the demulsifier not added at a certain temperature divided by the concentration of the demulsifier not added. The transmittance value is also measured by an ultraviolet spectrophotometer, and is a ratio of the transmittance value to pure water at a certain temperature.
Preparation of modified hyperbranched polyamidoamine-type Polymer (P-PAMAM)
Example 1
1) Preparation of cationic monomers
Dissolving 100g of octadecyl dimethyl tertiary amine in 20mL of glycol, stirring at room temperature for 0.5h, dropwise adding 35g of epoxy chloropropane into the reaction system, and heating to 120 ℃ after dropwise adding to react for 5 h. Subsequently; after cooling to room temperature, pouring into 100mL of acetone, stirring for 30min, and performing suction filtration to obtain a white powdery solid, namely the cationic monomer.
2) Preparation of modified hyperbranched polyamidoamine (Z-PAMAM)
50g of hyperbranched polyamidoamine polymer taking ethylenediamine as a core is dissolved in 20mL of ethylene glycol, stirred at room temperature for 0.5h, and 10g of cationic monomer is added into a reaction system. Subsequently; heating to 50 ℃ for reaction for 3h, cooling to room temperature, pouring into 100mL of acetone, stirring for 30min to obtain a reddish brown viscous liquid, depositing in the lower layer, repeating twice, and removing the upper layer of acetone to obtain Z-PAMAM, wherein the number average molecular weight distribution is 8000 by detection.
3) Preparation of modified hyperbranched polyamidoamine (P-PAMAM)
25g of modified hyperbranched polyamidoamine polymer (Z-PAMAM) and 0.645g of KOH are put into a reaction kettle, a stirring and temperature switch is turned on, the temperature is controlled at 120 ℃, the pressure is 0.45MPa, 110g of ethylene oxide is dropwise added into the reaction system, and the reaction is carried out for 1 hour after the dropwise addition. Subsequently; 110g of propylene oxide is dropwise added into the reaction system, and the reaction is carried out for 3 hours after the dropwise addition is finished. Degassing after the reaction is finished, and cooling the reaction kettle to room temperature to obtain a red brown viscous liquid, namely P-PAMAM, wherein the number average molecular weight distribution of the red brown viscous liquid is 12000 through detection.
Example 2
1) Preparation of cationic monomers
Dissolving 100g of octadecyl dimethyl tertiary amine in 20mL of glycol, stirring at room temperature for 0.5h, dropwise adding 35g of epoxy chloropropane into the reaction system, and heating to 120 ℃ after dropwise adding to react for 5 h. Subsequently; after cooling to room temperature, pouring into 100mL of acetone, stirring for 30min, and performing suction filtration to obtain a white powdery solid, namely the cationic monomer.
2) Preparation of modified hyperbranched polyamidoamine (Z-PAMAM)
50g of hyperbranched polyamidoamine polymer taking ethylenediamine as a core is dissolved in 20mL of ethylene glycol, stirred at room temperature for 0.5h, and 25g of cationic monomer is added into a reaction system. Subsequently; heating to 50 ℃ for reaction for 3h, cooling to room temperature, pouring into 100mL of acetone, stirring for 30min to obtain a reddish brown viscous liquid, depositing in the lower layer, repeating twice, and removing the upper layer of acetone to obtain Z-PAMAM, wherein the number average molecular weight distribution is 8000 by detection.
3) Preparation of modified hyperbranched polyamidoamine (P-PAMAM)
25g of modified hyperbranched polyamidoamine (Z-PAMAM) and 2.325g of KOH are put into a reaction kettle, a stirring and temperature switch is turned on, the temperature is controlled at 120 ℃, the pressure is 0.45MPa, 110g of ethylene oxide is dropwise added into the reaction system, and the reaction is carried out for 1 hour after the dropwise addition. Subsequently; 330g of propylene oxide is taken and dripped into the reaction system, and the reaction is carried out for 3 hours after dripping is finished. Degassing after the reaction is finished, and cooling the reaction kettle to room temperature to obtain a red brown viscous liquid, namely P-PAMAM, wherein the number average molecular weight distribution of the P-PAMAM is 20000 through detection.
The demulsification performance test method comprises the following steps:
(1) adding demulsifiers P-PAMAM into the oil-in-water type emulsion at the concentrations of 10mg/L, 20mg/L, 40mg/L, 60mg/L, 80mg/L and 100mg/L respectively, and observing the demulsification effect of the emulsion at different temperatures and different settling times;
(2) the demulsification temperature comprises 45 ℃ and 60 ℃; settling time includes 1min, 5min, 10min, 30 min;
example 1
P-PAMAM (number average molecular weight distribution 12000) was weighed and dissolved in the oil-in-water emulsion at a concentration of 20mg/L with stirring. The oil removal and transmission values were measured at 45 ℃ for settling times of 1, 5, 10 and 30min, respectively. The results show that the oil removal rate of the P-PAMAM is increased from 3% to 55%, 70%, 75% and 84% respectively at the settling time, and the transmittance value is increased from 2% to 71%, 75%, 78% and 83% respectively.
Example 2
P-PAMAM (number average molecular weight distribution 12000) was weighed and dissolved in the oil-in-water emulsion at a concentration of 60mg/L with stirring. The oil removal and transmission values were measured at 45 ℃ for settling times of 1, 5, 10 and 30min, respectively. The results show that the oil removal rate of the P-PAMAM at the settling time is respectively improved from 3% to 61%, 74%, 79% and 88%, and the transmittance value is respectively improved from 2% to 76%, 79%, 81% and 85%.
Example 3
P-PAMAM (number average molecular weight distribution 12000) was weighed and dissolved in the oil-in-water emulsion at a concentration of 100mg/L with stirring. The oil removal and transmission values were measured at 45 ℃ for settling times of 1, 5, 10 and 30min, respectively. The results show that the oil removal rate of the P-PAMAM is increased from 3% to 63%, 78%, 82% and 91% respectively at the settling time, and the transmittance value is increased from 2% to 80%, 83%, 85% and 88% respectively.
Example 4
P-PAMAM (number average molecular weight distribution 20000) was weighed and dissolved in the oil-in-water emulsion at a concentration of 100mg/L with stirring. The oil removal and transmission values were measured at 60 ℃ for settling times of 1, 5, 10 and 30min, respectively. The results show that the oil removal rate of the P-PAMAM at the settling time is respectively improved from 3% to 65%, 80%, 86% and 93%, and the transmittance value is respectively improved from 2% to 83%, 86%, 90% and 92%.
The invention has been described by way of example, and it is to be understood that any simple variation, modification (including settling time, emulsion breaking temperature and type of emulsion oil phase, etc.) or equivalent substitution by one skilled in the art without inventive step may be made without departing from the scope of the invention.
Claims (6)
1. The demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer is characterized by being prepared by the following method: the method comprises the steps of taking a hyperbranched polymer h-PAMAM synthesized by taking ethylene diamine as a core as the core, partially substituting a cationic monomer for a primary amino group of the hyperbranched polymer h-PAMAM to obtain Z-PAMAM, wherein the substitution degree of the cationic monomer is 20-50%, then grafting ethylene oxide and propylene oxide by taking the Z-PAMAM as an initiator, wherein the mass ratio of the ethylene oxide to the propylene oxide is 3: 1-1: 3, and obtaining the demulsification and water purification integrated medicament modified hyperbranched polyamide amine polymer P-PAMAM, wherein the number average molecular weight distribution of the demulsification and water purification integrated medicament modified hyperbranched polyamide amine polymer P-PAMAM is 8000-20000.
2. The demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer as claimed in claim 1, which is characterized in that: the cationic monomer is prepared from octadecyl dimethyl tertiary amine and epoxy chloropropane, wherein the mass ratio of the octadecyl dimethyl tertiary amine to the epoxy chloropropane is 2:1-1:2, the reaction temperature is 80-120 ℃, and the reaction time is 2-5 h.
3. The preparation method of the demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer as claimed in claim 1, which is characterized in that: the method comprises the following steps:
1) taking a hyperbranched polymer h-PAMAM synthesized by using ethylenediamine as a core as the core, and partially substituting a cationic monomer for a primary amino group of the hyperbranched polymer h-PAMAM to obtain Z-PAMAM, wherein the substitution degree of the cationic monomer is 20-50%, the mass ratio of the cationic monomer to the hyperbranched polymer h-PAMAM is 1:10-1:2, the reaction temperature is 50-80 ℃, and the reaction time is 4-10 h;
2) then, using Z-PAMAM as an initiator, using KOH as a catalyst, adding 0.1-0.5% of KOH, reacting at the temperature of 100 ℃ and the pressure of 0.2-0.5MPa, dropwise adding ethylene oxide, curing for 1-3h, and dropwise adding propylene oxide, wherein the mass ratio of the ethylene oxide to the propylene oxide is 3: 1-1: 3; curing for 1-3h, degassing, and cooling the reaction kettle to room temperature to obtain the product; the number average molecular weight distribution of the product P-PAMAM is 8000-20000.
4. The preparation method of claim 3, wherein the cationic monomer is prepared from octadecyl dimethyl tertiary amine and epichlorohydrin, wherein the mass ratio of the octadecyl dimethyl tertiary amine to the epichlorohydrin is 2:1-1:2, the reaction temperature is 80-120 ℃, and the reaction time is 2-5 h.
5. The application of the demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer as claimed in claim 1 in demulsification of oil-in-water type emulsion is characterized in that: the addition amount of the P-PAMAM is 10mg to 100mg per liter of emulsion.
6. Use according to claim 1, characterized in that: the addition temperature of the demulsification and water purification integrated medicament modified hyperbranched polyamidoamine polymer in the oil-in-water emulsion is 40-65 ℃.
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Cited By (2)
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| CN112375219A (en) * | 2020-09-02 | 2021-02-19 | 中海油天津化工研究设计院有限公司 | Preparation method of functional hyperbranched polymer pressure-reducing injection-increasing agent |
| CN114988506A (en) * | 2022-06-26 | 2022-09-02 | 上海融达环境科技有限公司 | Compound medicament for advanced treatment of synthetic rubber industrial wastewater and preparation method thereof |
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| CN114988506A (en) * | 2022-06-26 | 2022-09-02 | 上海融达环境科技有限公司 | Compound medicament for advanced treatment of synthetic rubber industrial wastewater and preparation method thereof |
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Application publication date: 20200421 |
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| RJ01 | Rejection of invention patent application after publication |