CN105233699B - Itaconic acid aspartic acid copolymerization research of non-phosphorus scale inhibitor and preparation method thereof - Google Patents
Itaconic acid aspartic acid copolymerization research of non-phosphorus scale inhibitor and preparation method thereof Download PDFInfo
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Abstract
The invention discloses itaconic acid aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is that monomer copolymerization is synthesized by itaconic acid and aspartic acid, and Polymer Formulation is as follows：In formula (I), m, m/, n is 1~10 integer.The invention also discloses the method for preparing itaconic acid aspartic acid copolymerization research of non-phosphorus scale inhibitor.The itaconic acid aspartic acid copolymerization research of non-phosphorus scale inhibitor of the present invention, by the way that the functional groups such as carboxyl, amide group are introduced into molecule so that the polymer has excellent scale inhibition and dispersion performance to calcium carbonate；Water treatment agent chemical feeding quantity after itaconic acid and aspartic acid copolymerization is 14mgL‑1When be 96.4% to the scale inhibition performance of calcium carbonate, the incrustation scale of formation is softer, easily washed away, shows that its dispersive property is preferable.The preparation method of the itaconic acid aspartic acid copolymerization research of non-phosphorus scale inhibitor of the present invention, the raw material of synthetic copolymer is easy to get, and reaction condition is gentle, and copolymerization product is biodegradable, it is without phosphorus, on environment without influence, synthesis cost and post processing expense are low.
Description
Technical field
The invention belongs to reverse osmosis membrane technical field of water treatment chemical, more particularly to itaconic acid-aspartic acid copolymerization is without phosphorus
Antisludging agent and preparation method thereof.
Background technology
In reverse osmosis membrane separation water inlet system, addition antisludging agent is to prevent the indissolubles such as calcium carbonate, calcium phosphate and calcium sulfate
Salt is deposited on film surface, causes the reverse osmosis membrane lost of life, the cycle of operation to shorten and the increased effective method of expense.So
And, the reverse osmosis membrane antisludging agent that the current country is used is largely King Lee, company's imported product such as Betz Dearbobu,
It is expensive.As reverse osmosis membrane desalting technology is using increasingly extensive, efficient reverse osmosis membrane of the research with independent intellectual property right
Antisludging agent is significant.
The reverse osmosis membrane antisludging agent commonly used both at home and abroad at present mainly includes Quadrafos, organic phosphonate, containing phosphine polymerization
Thing, acrylic acid and Malaysia acids polymers.Wherein, P containing sludge inhibitor facile hydrolysis, cause body eutrophication, cause to a certain degree
Environmental pollution.In addition, Quadrafos is microbial nutrition source, bacterium algae can be promoted to grow, the microorganism for aggravating reverse osmosis membrane is dirty
Dye.As global oil price rises steadily, the Price of Acrylic Acid using oil as main production source rises steadily, and causes with acrylic acid
For the polycarboxylic acid antisludging agent cost Continued of principal monomer.Without phosphorus, efficient, the biodegradable green counter-infiltration resistance of exploitation
Dirty agent turns into a focus of antisludging agent research field.
The content of the invention
Goal of the invention：It is an object of the invention to provide itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor, itaconic acid and day
Winter propylhomoserin is all biofermentation product, nontoxic, wide material sources, copolymerization reverse osmosis membrane antisludging agent, scale inhibition efficiency high；The present invention
Another object be the preparation method that itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor is provided, reaction condition is gentle, copolymerization production
Thing is biodegradable, it is without phosphorus, on environment without influence, synthesis cost and post processing expense are low.
For achieving the above object, the present invention is adopted the following technical scheme that：
Itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is that monomer copolymerization is synthesized by itaconic acid and aspartic acid, is polymerize
Thing formula is as follows：
In formula (I), m, m/, n is 1~10 integer.
The method for preparing itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor, comprises the following steps：
1) itaconic acid, aspartic acid, deionized water and catalyst are added into reactor, and is carried out in thermostat water bath
Heating, stirring dissolves itaconic acid and aspartic acid, adds buffer regulation solution ph, it is 8~9 to keep pH value, obtains anti-
Answer liquid；
2) under nitrogen atmosphere, maintain temperature to be 70~95 DEG C, initiator is at the uniform velocity added dropwise into reaction solution, is heated to reflux simultaneously
Mechanical agitation, the follow-up continuous insulation reaction of completion of dropping；
3) cooled down after reaction terminates, stop stirring, obtain itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor.
Step 1) in, described reactor is the three-necked flask equipped with reflux condenser, constant pressure funnel and agitator.
Step 1) in, the ratio between amount of material of itaconic acid and aspartic acid is 1:1~5:1, catalyst accounts for itaconic acid and day
The mass ratio of the 6~12% of winter propylhomoserin quality summation, deionized water and reaction monomers is 2.3.Wherein, reaction monomers are itaconic acid
With the monomer of aspartic acid.
Step 1) in, described buffer is sodium hydroxide or potassium hydroxide.
Step 2) in, the time for adding that initiator is at the uniform velocity added dropwise is 0.5h, and the continuation insulation reaction time is 1~4h.
Step 3) in, described reaction is cooled down after terminating, and is stopped stirring, is obtained polymeric reaction product solution；It is anti-to polymerization
Answer and absolute ethyl alcohol is added in reaction mixture, polymeric reaction product precipitation is obtained after stirring, constant weight is dried under vacuum to, obtains clothing health
Acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor.
Inventive principle：Using itaconic acid and aspartic acid as polymerized monomer, aqueous free radical polymerization is taken, temperature is easily slapped
Polymerization concentration is than relatively low in control, system, it has not been convenient to carries out chain free radical and is shifted towards macromolecular, so as to produce branched or crosslinking
Product.And aqueous free radical polymerization is used, after reaction, product is very easy to transport and washed, small molecule thing
Matter is easily gone out, and easily removes impurity.
Itaconic acid and aspartic acid are all biofermentation product, nontoxic, wide material sources, using itaconic acid and aspartic acid to be single
Body, copolymerization reverse osmosis membrane antisludging agent can reduce production cost, and can reduce the influence to environment, be conducive to promoting anti-
Membrane technology is permeated in the application of water treatment field, and there is greater significance to actual production.
Beneficial effect：Compared with prior art, itaconic acid of the invention-aspartic acid copolymerization research of non-phosphorus scale inhibitor, by inciting somebody to action
The functional groups such as carboxyl, amide group are introduced into molecule so that the polymer has excellent scale inhibition and dispersion performance to calcium carbonate；
Water treatment agent chemical feeding quantity after itaconic acid and aspartic acid copolymerization is 14mgL-1When be 96.4%, shape to the scale inhibition performance of calcium carbonate
Into incrustation scale it is softer, easily it is washed away, show that its dispersive property is preferable.Itaconic acid-aspartic acid copolymerization of the present invention is without phosphorus
The preparation method of antisludging agent, the raw material of synthetic copolymer is easy to get, and reaction condition is gentle, and copolymerization product is biodegradable, without phosphorus, right
Environment is without influence, and synthesis cost and post processing expense are low, possess good practicality.
Brief description of the drawings
Fig. 1 is the infrared spectrogram of itaconic acid-aspartic acid copolymer；
Fig. 2 is the concentration and the graph of relation to calcium carbonate scale inhibition performance of copolymer；
Fig. 3 is that inoculum mass concentration is 1gL-1, present copolymer mass concentration is 300mgL-1When degraded
Rate；
Fig. 4 is that inoculum mass concentration is 1gL-1, present copolymer mass concentration is 30mgL-1When degraded
Rate.
Embodiment
Below in conjunction with the drawings and specific embodiments, the present invention is described further.
Fig. 1 is the infrared spectrogram of itaconic acid-aspartic acid copolymer；Analysis understands that the infrared spectrogram of the polymer exists
1680~1620cm-1And 910~890cm-1There is not the C=C stretching vibration peaks and=CH in double bond alkene2Face outside wave
Vibration peak, illustrate monomer IA it is determined that polymeric reaction condition under there occurs copolyreaction.3370.09cm-1It is N-H in acid amides
Stretching vibration peak, 1560.67cm-1It is C=O stretching vibration peaks, 1391.63cm-1It is the bending of C-N stretching vibration peaks and N-H keys
Vibration peak, 1337.39cm-1It is C-N bond bending vibration peaks, illustrates that polymerizate contains amide group.
Embodiment 1
Present embodiment synthesizes itaconic acid-aspartic acid copolymer in accordance with the following steps, and clothing health is added in three-neck flask
Acid and aspartic acid monomer are as raw material, and the ratio between amount of material of itaconic acid and aspartic acid is 1:1 or 3:2 or 4:1, solvent is
The mass ratio of deionized water, deionized water and reactant monomer is 2.3.Flask is put into and has been adjusted to 75 DEG C or 85 DEG C or 95 DEG C
Heated in thermostat water bath, turn on agitator is stirred, dissolve itaconic acid and aspartic acid, with 40% (quality point
Number) sodium hydroxide solution be neutralized to pH for 8~9.Initiator ammonium persulfate, ammonium persulfate are at the uniform velocity added dropwise with constant pressure funnel
Quality is the 7% or 9% or 11% of itaconic acid and aspartic acid quality summation, and nitrogen protection is heated to reflux and mechanical agitation, drop
It is after 0.5h, completion of dropping, to continue insulation reaction 2h or 3h or 4h between added-time.Cooling, stops stirring, obtains the product of the present invention
The product of faint yellow, yellow, rufous can be obtained under itaconic acid-aspartic acid copolymer solution, different condition.To polymerisation
Product mixed system adds appropriate absolute ethyl alcohol, stirs, and refines, and obtains product precipitation of the present invention, is dried under vacuum to constant weight, determines
The solid content of product of the present invention, solid content is 29.6~32.1.Monomer ratio, initiator amount, the reaction temperature listed by table 1
And reaction time synthesis itaconic acid-aspartic acid copolymer, evaluated using static scale inhibition method and product is obtained under different condition to carbon
The scale-inhibiting properties of sour calcium, result of study is included in table 1.
In this synthesis technique, the most suitable pH scopes of reaction solution are 8~9.When reaction solution pH is 6, reaction
The product upper strata obtained after end is brown color clear liquid, and lower floor is white powdery solids, cannot get itaconic acid-day of the application
Winter histidine copolymer.When reaction solution be neutralized to the sodium hydroxide solution of 40% (mass fraction) alkalescence it is stronger when, obtain palm fibre
Red liquid, this emission of liquid goes out the smell of ammonia, and product is obtained under the conditions of this has certain scale inhibition effect to calcium carbonate
But scale-inhibiting properties are poor.
The scale-inhibiting properties for the product that the different monomers proportioning of table 1, initiator amount, reaction temperature and reaction time synthesize
| Sequence number | Monomer ratio | Initiator amount | Reaction temperature | Reaction time | Product scale inhibition performance (%) |
| 1 | 1:1 | 7% | 75℃ | 2h | 40.2 |
| 2 | 1:1 | 9% | 85℃ | 3h | 59.4 |
| 3 | 1:1 | 11% | 95℃ | 4h | 15.2 |
| 4 | 3:2 | 7% | 85℃ | 4h | 48.9 |
| 5 | 3:2 | 9% | 95℃ | 2h | 55.1 |
| 6 | 3:2 | 11% | 75℃ | 3h | 30.5 |
| 7 | 4:1 | 7% | 95℃ | 3h | 48.4 |
| 8 | 4:1 | 9% | 75℃ | 4h | 37.1 |
| 9 | 4:1 | 11% | 85℃ | 2h | 64.9 |
| 10 | 4:1 | 9% | 85℃ | 2h | 68.5 |
Scale-inhibiting properties of the product itaconic acid of the embodiment 1-aspartic acid copolymer to calcium carbonate are evaluated using static scale inhibition method,
This method is used without specified otherwise.Experimental condition is as follows：Temperature：80℃；Adding consistency is 10mgL-1；Test period：10h；
Test configurations water：Ca2+250mg·L-1, HCO3 -250mg·L-1(with CaCO3Meter), cycles of concentration is 1.5 times；Do not simultaneously
The blank test of adding medicine.As it can be seen from table 1 under the reaction condition of sequence number 10, product scale inhibition performance is up to 68.5%.
Embodiment 2 adds itaconic acid and aspartic acid monomer as raw material in three-neck flask, the itaconic acid listed by table 2
Raw material is taken with the ratio between the amount of material of aspartic acid, solvent is deionized water, the mass ratio of deionized water and reactant monomer is
2.3, flask is put into and has been adjusted to be heated in 85 DEG C of thermostat water bath, turn on agitator is stirred, make itaconic acid and
Aspartic acid dissolves, and it is 8~9 that pH is neutralized to the sodium hydroxide solution of 40% (mass fraction).With constant pressure funnel at the uniform velocity
Initiator ammonium persulfate is added dropwise, ammonium persulfate quality is the 9% of monomer gross mass, and nitrogen protection is heated to reflux and mechanical agitation,
After time for adding is 0.5h, completion of dropping, continue insulation reaction 2h.Cooling, stops stirring, obtains the product clothing health of the present invention
Acid-aspartic acid copolymer solution.Copolymerization product is included in table 2 to the scale-inhibiting properties result of study of calcium carbonate.
The influence of the comparison copolymerization product scale-inhibiting properties of the amount of the material of the itaconic acid of table 2 and aspartic acid
| The ratio between amount of material of itaconic acid and aspartic acid | Scale inhibition performance |
| 1:1 | 49.3 |
| 2:1 | 34.7 |
| 3:1 | 38.9 |
| 4:1 | 68.5 |
| 5:1 | 59.1 |
Embodiment 3
12.74g (0.098mol) itaconic acid, 3.26g (0.025mol) aspartic acid are added in three-neck flask, solvent is
The mass ratio of deionized water, deionized water and reactant monomer is 2.3.Flask is put into the water bath with thermostatic control for being adjusted to certain temperature
Heated in pot, water-bath pot temperature presses the data setting in table 3, turn on agitator is stirred, and makes itaconic acid and asparagus fern ammonia
Acid dissolving, it is 8~9 that pH is neutralized to the sodium hydroxide solution of 40% (mass fraction).At the uniform velocity it is added dropwise and is drawn with constant pressure funnel
Agent ammonium persulfate is sent out, ammonium persulfate quality is the 9% of monomer gross mass, and nitrogen protection is heated to reflux and mechanical agitation, during dropwise addition
Between be 0.5h, after completion of dropping, continue insulation reaction 2h.Cooling, stops stirring, obtains product itaconic acid-asparagus fern of the present invention
Histidine copolymer solution.Copolymerization product is included in table 3 to the scale-inhibiting properties result of study of calcium carbonate.
Influence of the copolymerization temperature of table 3 to itaconic acid-aspartic acid copolymerization product scale inhibition system energy
| Copolymerization temperature (DEG C) | Scale inhibition performance |
| 70 | 37.6 |
| 75 | 49.3 |
| 80 | 58.8 |
| 85 | 68.5 |
| 90 | 58.4 |
Embodiment 4
12.74g (0.098mol) itaconic acid, 3.26g (0.025mol) aspartic acid are added in three-neck flask, solvent is
The mass ratio of deionized water, deionized water and reactant monomer is 2.3.Flask is put into and has been adjusted in 85 DEG C of thermostat water bath
Heated, turn on agitator is stirred, dissolve itaconic acid and aspartic acid, with the sodium hydroxide of 40% (mass fraction)
It is 8~9 that solution, which is neutralized to pH,.Initiator ammonium persulfate is at the uniform velocity added dropwise with constant pressure funnel, the over cure of different quality is taken by table 4
Sour ammonium, nitrogen protection, is heated to reflux and mechanical agitation, after time for adding is 0.5h, completion of dropping, continues insulation reaction 2h.It is cold
But, stop stirring, obtain product itaconic acid-aspartic acid copolymer solution of the present invention.Scale inhibition of the copolymerization product to calcium carbonate
Performance study result is included in table 4.
Influence of the initiator amount of table 4 to itaconic acid-aspartic acid copolymerization product scale inhibition system energy
| Initiator quality accounts for monomer gross mass % | Scale inhibition performance |
| 6 | 44.1 |
| 8 | 51.2 |
| 9 | 68.5 |
| 10 | 63.0 |
| 12 | 62.4 |
Embodiment 5
12.74g (0.098mol) itaconic acid, 3.26g (0.025mol) aspartic acid are added in three-neck flask, solvent is
The mass ratio of deionized water, deionized water and reactant monomer is 2.3.Flask is put into and has been adjusted in 85 DEG C of thermostat water bath
Heated, turn on agitator is stirred, dissolve itaconic acid and aspartic acid, with the sodium hydroxide of 40% (mass fraction)
It is 8~9 that solution, which is neutralized to pH,.Initiator ammonium persulfate is at the uniform velocity added dropwise with constant pressure funnel, ammonium persulfate quality is that monomer is total
The 9% of quality, nitrogen protection, is heated to reflux and mechanical agitation, after time for adding is 0.5h, completion of dropping, continues insulation reaction,
The time for continuing insulation reaction is set according to table 5.Cooling, stops stirring, and the product itaconic acid-aspartic acid for obtaining the present invention is common
Copolymer solution.Copolymerization product is included in table 5 to the scale-inhibiting properties result of study of calcium carbonate.
Influence of the reaction time of table 5 to itaconic acid-aspartic acid copolymerization product scale inhibition system energy
| Reaction time (h) | Scale inhibition performance |
| 1.0 | 57.7 |
| 1.5 | 58.3 |
| 2.0 | 68.5 |
| 2.5 | 68.8 |
| 3.0 | 68.9 |
Embodiment 6
Adding consistency is studied to shadow of the itaconic acid-aspartic acid copolymer to calcium carbonate scale-inhibiting properties using static scale inhibition method
Ring, itaconic acid-aspartic acid copolymer is derived from the synthetic product of experiment 10 in the table 1 of embodiment 1, experimental condition is as follows：Temperature：
70 DEG C, adding consistency is respectively 1,2,4,6,8,10,12,14,16,18 and 20mgL-1, according to said method measure adding consistency with
To the relation of calcium carbonate scale inhibition performance, Fig. 2 is referred to.
Analysis chart 2 understands that, as adding consistency increases, copolymerization product gradually increases the scale inhibition efficiency of calcium carbonate, when this
Medicament chemical feeding quantity is 14mgL-1When to the scale inhibition performance of calcium carbonate up to 96.4%, be further added by drug concentration, the increase of scale inhibition efficiency
Slowly.
Embodiment 7
The life of product itaconic acid-aspartic acid polymers of experiment 10 in the table 1 of embodiment 1 is evaluated using biological shaking table method
Thing degradability.Experimental condition is as follows：Temperature：25 DEG C, frequency of oscillation 120rmin-1；Adding consistency is respectively 300mgL-1、
30mg·L-1, inoculum mass concentration is 1gL-1, test period is respectively：0、1、3、5、7、9、11、13、15、17、19、
21、23、25、27、29d；Nutritive salt composition：CaCl2 110.00mg·L-1, MgSO4 44.00mg·L-1, FeCl3
1.20mg·L-1, (NH4)2SO4 160.00mg·L-1, 2mL phosphate buffer solutions (pH value is 7.5 or so)；It is not added with simultaneously
The blank test of medicament.Result of the test is shown in Fig. 3, Fig. 4.
From the figure 3, it may be seen that according to said method measuring the drug concentration for 300mgL-1When, preceding 10d degradation rates are in than relatively low
Domestication；More than 60% is can reach in 19d, although later stage degradation can not reach 100%, has been basically reached biodegradable
Requirement.
As shown in Figure 4, the drug concentration is according to said method measured for 30mgL-1When, preceding 10d degradation rates are close to 60%；
More than 80% is can reach in 19d, later stage degradation is more than 90%, and relatively 100% is degradable, it is seen then that itaconic acid-day
The biodegradability of winter propylhomoserin polymer is very good, belongs to environmentally friendly reverse osmosis membrane antisludging agent.
Claims (7)
1. itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is characterised in that：It is monomer copolymerization by itaconic acid and aspartic acid
Synthesis, Polymer Formulation is as follows：
In formula (I), m, m/, n is 1~10 integer.
2. prepare the method for itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor described in claim 1, it is characterised in that：Including
Following steps：
1) itaconic acid, aspartic acid, deionized water and catalyst are added into reactor, and is added in thermostat water bath
Heat, the temperature of water-bath is 70-95 DEG C, and stirring dissolves itaconic acid and aspartic acid, adds buffer regulation solution ph, protects
It is 8~9 to hold pH value, obtains reaction solution；
2) under nitrogen atmosphere, maintain temperature to be 70~95 DEG C, initiator is at the uniform velocity added dropwise into reaction solution, be heated to reflux and machinery
Stirring, the follow-up continuous insulation reaction of completion of dropping；
3) cooled down after reaction terminates, stop stirring, obtain itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor.
3. the preparation method of itaconic acid according to claim 2-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is characterised in that：
Step 1) in, described reactor is the three-necked flask equipped with reflux condenser, constant pressure funnel and agitator.
4. the preparation method of itaconic acid according to claim 2-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is characterised in that：
Step 1) in, the ratio between amount of material of itaconic acid and aspartic acid is 1:1~5:1, catalyst accounts for itaconic acid and aspartic acid matter
The mass ratio of the 6~12% of amount summation, deionized water and reactant monomer is 2.3.
5. the preparation method of itaconic acid according to claim 2-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is characterised in that：
Step 1) in, described buffer is sodium hydroxide or potassium hydroxide.
6. the preparation method of itaconic acid according to claim 2-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is characterised in that：
Step 2) in, the time for adding that initiator is at the uniform velocity added dropwise is 0.5h, and the continuation insulation reaction time is 1~4h.
7. the preparation method of itaconic acid according to claim 2-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is characterised in that：
Step 3) in, described reaction is cooled down after terminating, and is stopped stirring, is obtained polymeric reaction product solution；It is molten to polymeric reaction product
Added in liquid and polymeric reaction product precipitation is obtained after absolute ethyl alcohol, stirring, be dried under vacuum to constant weight, obtain itaconic acid-asparagus fern ammonia
Sour copolymerization research of non-phosphorus scale inhibitor.
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