CN105233699A - Itaconic acid-aspartic acid copolymer phosphorus-free scale inhibitor and preparation method thereof - Google Patents
Itaconic acid-aspartic acid copolymer phosphorus-free scale inhibitor and preparation method thereof Download PDFInfo
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- CN105233699A CN105233699A CN201510658404.4A CN201510658404A CN105233699A CN 105233699 A CN105233699 A CN 105233699A CN 201510658404 A CN201510658404 A CN 201510658404A CN 105233699 A CN105233699 A CN 105233699A
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Abstract
The invention discloses an itaconic acid-aspartic acid copolymer phosphorus-free scale inhibitor. The itaconic acid-aspartic acid copolymer phosphorus-free scale inhibitor is prepared from itaconic acid and aspartic acid as monomers by copolymerization and has the general formula (I). In the general formula (I), m, m</> and n are integers of 1-10. The invention also discloses a method for preparing the itaconic acid-aspartic acid copolymer phosphorus-free scale inhibitor. Through introducing function groups such as carboxyl and amido groups into a molecule, the polymer has excellent calcium carbonate scale inhibition and dispersion performances. 14mg. L<-1> of the itaconic acid-aspartic acid copolymer water treatment agent has a calcium carbonate scale inhibition rate of 96.4% and through use of the itaconic acid-aspartic acid copolymer phosphorus-free scale inhibitor, the formed scale is soft and is easily washed by water and thus the itaconic acid-aspartic acid copolymer phosphorus-free scale inhibitor has good dispersibility. The preparation method of the itaconic acid-aspartic acid copolymer phosphorus-free scale inhibitor utilizes easily available raw materials and has mild reaction conditions. The copolymer is biodegradable, does not contain phosphorus, does not influence the environment and has a low synthesis cost and a low post-treatment cost.
Description
Technical field
The invention belongs to reverse osmosis membrane technical field of water treatment chemical, particularly itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor and preparation method thereof.
Background technology
In reverse osmosis membrane separation water inlet system, add antisludging agent be prevent the difficulty soluble salts such as calcium carbonate, calcium phosphate and calcium sulfate at film surface deposition, cause the reverse osmosis membrane lost of life, the cycle of operation shorten and expense increase effective method.But the reverse osmosis membrane antisludging agent major part of current domestic use is company's imported products such as KingLee, BetzDearbobu, expensive.Along with the application of reverse osmosis membrane desalting technology is increasingly extensive, the efficient reverse osmosis membrane antisludging agent that research has independent intellectual property right is significant.
At present both at home and abroad conventional reverse osmosis membrane antisludging agent mainly comprise Quadrafos, organic phosphonate, containing phosphine base polymer, acrylic acid and maleic acid base polymer.Wherein, P containing sludge inhibitor facile hydrolysis, cause body eutrophication, cause environmental pollution to a certain degree.In addition, Quadrafos is microbial nutrition source, can promote that bacterium algae grows, increase the weight of the microbial contamination of reverse osmosis membrane.Along with global oil price rises steadily, be that the Price of Acrylic Acid of main production source rises steadily with oil, causing with acrylic acid is the polycarboxylic acid antisludging agent cost Continued of principal monomer.Develop the focus that without phosphorus, efficient, biodegradable green reverse osmosis antisludging agent becomes antisludging agent research field.
Summary of the invention
Goal of the invention: the object of the present invention is to provide itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor, itaconic acid and aspartic acid are all biofermentation goods, nontoxic, wide material sources, copolymerization reverse osmosis membrane antisludging agent, and scale inhibition efficiency is high; Another object of the present invention is to the preparation method providing itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor, reaction condition is gentle, and copolymerization product is biodegradable, without phosphorus, on environment without impact, synthesis cost and post processing expense low.
For achieving the above object, the present invention adopts following technical scheme:
Itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is that monomer copolymerization synthesizes by itaconic acid and aspartic acid, and Polymer Formulation is as follows:
In formula (I), m, m/, n are the integer of 1 ~ 10.
Prepare the method for itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor, comprise the steps:
1) in reactor, add itaconic acid, aspartic acid, deionized water and catalyst, and heat in thermostat water bath, stir and itaconic acid and aspartic acid are dissolved, add buffer and regulate solution ph, keep pH value to be 8 ~ 9, obtain reactant liquor;
2) under nitrogen atmosphere, holding temperature is 70 ~ 95 DEG C, in reactant liquor, at the uniform velocity drip initator, adds hot reflux parallel operation tool and stirs, dropwise follow-up continuous insulation reaction;
3) reaction terminates rear cooling, stops stirring, obtains itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor.
Step 1) in, described reactor is the there-necked flask that reflux condenser, constant pressure funnel and agitator are housed.
Step 1) in, the ratio of the amount of substance of itaconic acid and aspartic acid is 1:1 ~ 5:1, and catalyst accounts for 6 ~ 12% of itaconic acid and aspartic acid quality summation, and the mass ratio of deionized water and reaction monomers is 2.3.Wherein, reaction monomers is the monomer of itaconic acid and aspartic acid.
Step 1) in, described buffer is NaOH or potassium hydroxide.
Step 2) in, the time for adding at the uniform velocity dripping initator is 0.5h, and continuing the insulation reaction time is 1 ~ 4h.
Step 3) in, described reaction terminates rear cooling, stops stirring, and obtains polymeric reaction product solution; In polymeric reaction product solution, add absolute ethyl alcohol, obtain polymeric reaction product precipitation after stirring, vacuum drying, to constant weight, obtains itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor.
Inventive principle: with itaconic acid and aspartic acid for polymerization single polymerization monomer, take aqueous free radical polymerization, temperature is easily controlled, and in system, polymerization concentration is lower, is inconvenient to carry out chain free radical towards large molecular transfer, thus produce branching or crosslinked product.And adopt aqueous free radical polymerization, after reacted, product is very easy to transport and washing, and small-molecule substance is easily gone out, and easily removes impurity.
Itaconic acid and aspartic acid are all biofermentation goods, nontoxic, wide material sources, with itaconic acid and aspartic acid for monomer, copolymerization reverse osmosis membrane antisludging agent, production cost can be reduced, the impact on environment can be reduced again, be conducive to promoting reverse osmosis membrane technology in the application of water treatment field, to actual production, there is greater significance.
Beneficial effect: compared with prior art, itaconic acid of the present invention-aspartic acid copolymerization research of non-phosphorus scale inhibitor, by the functional group such as carboxyl, amide group being introduced in molecule, makes this polymer namely have excellent scale inhibition and dispersion performance to calcium carbonate; Water treatment agent chemical feeding quantity after itaconic acid and aspartic acid copolymerization is 14mgL
-1time 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 better.The preparation method of itaconic acid of the present invention-aspartic acid copolymerization research of non-phosphorus scale inhibitor, the raw material of synthetic copolymer is easy to get, and reaction condition is gentle, copolymerization product is biodegradable, without phosphorus, on environment without impact, synthesis cost and post processing expense low, possess good practicality.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of itaconic acid-aspartic acid copolymer;
Fig. 2 is the concentration of copolymer and the graph of relation to calcium carbonate scale inhibition performance;
Fig. 3 is inoculum mass concentration is 1gL
-1, copolymer quality concentration of the present invention is 300mgL
-1time degradation rate;
Fig. 4 is inoculum mass concentration is 1gL
-1, copolymer quality concentration of the present invention is 30mgL
-1time degradation rate.
Detailed description of the invention
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; Analyze the infrared spectrogram of this polymer known at 1680 ~ 1620cm
-1and 910 ~ 890cm
-1there is not the C=C stretching vibration peak in double bond alkene and=CH
2wagging vibration peak, illustrate that monomer IA there occurs copolyreaction under the polymeric reaction condition determined.3370.09cm
-1the stretching vibration peak of N-H in acid amides, 1560.67cm
-1c=O stretching vibration peak, 1391.63cm
-1the flexural vibrations peak of C-N stretching vibration peak and N-H key, 1337.39cm
-1be C-N bond bending vibration peak, illustrate that polymerizate contains amide group.
Embodiment 1
Present embodiment synthesizes itaconic acid-aspartic acid copolymer in accordance with the following steps, itaconic acid and aspartic acid monomer is added as raw material in three-neck flask, the ratio of the amount of substance of itaconic acid and aspartic acid is 1:1 or 3:2 or 4:1, solvent is deionized water, and the mass ratio of deionized water and reactant monomer is 2.3.Flask is put into the modulated thermostat water bath to 75 DEG C or 85 DEG C or 95 DEG C to heat, turn on agitator stirs, and itaconic acid and aspartic acid are dissolved, and being neutralized to pH with the sodium hydroxide solution of 40% (mass fraction) is 8 ~ 9.At the uniform velocity drip initiator ammonium persulfate with constant pressure funnel, ammonium persulfate quality is 7% or 9% or 11% of itaconic acid and aspartic acid quality summation, nitrogen protection; add hot reflux parallel operation tool to stir; time for adding is 0.5h, after dropwising, continues insulation reaction 2h or 3h or 4h.Cooling, stops stirring, obtains product of the present invention itaconic acid-aspartic acid copolymer solution, can obtain product that is faint yellow, yellow, rufous under different condition.Add appropriate absolute ethyl alcohol to polymeric reaction product mixed system, stir, refining, obtain product of the present invention precipitation, vacuum drying, to constant weight, measures the solid content of product of the present invention, and solid content is 29.6 ~ 32.1.The monomer ratio listed by table 1, initiator amount, reaction temperature and reaction time synthesis itaconic acid-aspartic acid copolymer, obtain the scale-inhibiting properties of product to calcium carbonate under adopting static scale inhibition method to evaluate different condition, result of study lists table 1 in.
In this synthesis technique, the optimal pH scope of reaction solution is 8 ~ 9.When reaction solution pH is 6, the product upper strata that reaction terminates rear acquisition is brown color clear liquid, and lower floor is white powdery solids, can not get the itaconic acid-aspartic acid copolymer of the application.When reaction solution with the sodium hydroxide solution of 40% (mass fraction) be neutralized to alkalescence stronger time, obtain henna liquid, this emission of liquid goes out the smell of ammonia, but obtaining product under this condition, to have certain scale inhibition effect scale-inhibiting properties to calcium carbonate poor.
The scale-inhibiting properties of the product that table 1 different monomers proportioning, 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 |
Adopt static scale inhibition method Evaluation operation example 1 product itaconic acid-aspartic acid copolymer to the scale-inhibiting properties of calcium carbonate, all adopt this method without specified otherwise.Experimental condition is as follows: temperature: 80 DEG C; Adding consistency is 10mgL
-1; Test period: 10h; Test configurations water: Ca
2+250mgL
-1, HCO
3 -250mgL
-1(all with CaCO
3meter), cycles of concentration is 1.5 times; Do the blank test of not adding medicine simultaneously.As 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 ratio of the itaconic acid listed by table 2 and the amount of substance of aspartic acid gets raw material, solvent is deionized water, the mass ratio of deionized water and reactant monomer is 2.3, flask is put into the modulated thermostat water bath to 85 DEG C to heat, turn on agitator stirs, and itaconic acid and aspartic acid are dissolved, and being neutralized to pH with the sodium hydroxide solution of 40% (mass fraction) is 8 ~ 9.At the uniform velocity drip initiator ammonium persulfate with constant pressure funnel, ammonium persulfate quality is 9% of monomer gross mass, nitrogen protection, and add hot reflux parallel operation tool and stir, time for adding is 0.5h, after dropwising, continues insulation reaction 2h.Cooling, stops stirring, obtains product of the present invention itaconic acid-aspartic acid copolymer solution.The scale-inhibiting properties result of study of copolymerization product to calcium carbonate lists table 2 in.
The impact of the comparison copolymerization product scale-inhibiting properties of the amount of substance of table 2 itaconic acid and aspartic acid
| The ratio of the amount of substance 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
In three-neck flask, add 12.74g (0.098mol) itaconic acid, 3.26g (0.025mol) aspartic acid, solvent is deionized water, and the mass ratio of deionized water and reactant monomer is 2.3.Flask is put into the modulated thermostat water bath to uniform temperature to heat, water-bath temperature presses the data setting in table 3, turn on agitator stirs, and itaconic acid and aspartic acid are dissolved, and being neutralized to pH with the sodium hydroxide solution of 40% (mass fraction) is 8 ~ 9.At the uniform velocity drip initiator ammonium persulfate with constant pressure funnel, ammonium persulfate quality is 9% of monomer gross mass, nitrogen protection, and add hot reflux parallel operation tool and stir, time for adding is 0.5h, after dropwising, continues insulation reaction 2h.Cooling, stops stirring, obtains product of the present invention itaconic acid-aspartic acid copolymer solution.The scale-inhibiting properties result of study of copolymerization product to calcium carbonate lists table 3 in.
Table 3 copolymerization temperature is on the impact of 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
In three-neck flask, add 12.74g (0.098mol) itaconic acid, 3.26g (0.025mol) aspartic acid, solvent is deionized water, and the mass ratio of deionized water and reactant monomer is 2.3.Flask is put into the modulated thermostat water bath to 85 DEG C to heat, turn on agitator stirs, and itaconic acid and aspartic acid are dissolved, and being neutralized to pH with the sodium hydroxide solution of 40% (mass fraction) is 8 ~ 9.At the uniform velocity drip initiator ammonium persulfate with constant pressure funnel, get the ammonium persulfate of different quality, nitrogen protection by table 4, add hot reflux parallel operation tool and stir, time for adding is 0.5h, after dropwising, continues insulation reaction 2h.Cooling, stops stirring, obtains product of the present invention itaconic acid-aspartic acid copolymer solution.The scale-inhibiting properties result of study of copolymerization product to calcium carbonate lists table 4 in.
Table 4 initiator amount is on the impact of itaconic acid-aspartic acid copolymerization product scale inhibition system energy
| Initator 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
In three-neck flask, add 12.74g (0.098mol) itaconic acid, 3.26g (0.025mol) aspartic acid, solvent is deionized water, and the mass ratio of deionized water and reactant monomer is 2.3.Flask is put into the modulated thermostat water bath to 85 DEG C to heat, turn on agitator stirs, and itaconic acid and aspartic acid are dissolved, and being neutralized to pH with the sodium hydroxide solution of 40% (mass fraction) is 8 ~ 9.At the uniform velocity drip initiator ammonium persulfate with constant pressure funnel, ammonium persulfate quality is 9% of monomer gross mass, nitrogen protection; add hot reflux parallel operation tool to stir, time for adding is 0.5h, after dropwising; continue insulation reaction, set the time of continuing insulation reaction according to table 5.Cooling, stops stirring, obtains product of the present invention itaconic acid-aspartic acid copolymer solution.The scale-inhibiting properties result of study of copolymerization product to calcium carbonate lists table 5 in.
Table 5 reaction time is on the impact of 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
Adopt static scale inhibition method research adding consistency on the impact of itaconic acid-aspartic acid copolymer on calcium carbonate scale-inhibiting properties, itaconic acid-aspartic acid copolymer takes from the table 1 of embodiment 1 synthetic product testing 10, experimental condition is as follows: temperature: 70 DEG C, and adding consistency is respectively 1,2,4,6,8,10,12,14,16,18 and 20mgL
-1, according to said method record adding consistency and the relation to calcium carbonate scale inhibition performance, refer to Fig. 2.
Analysis chart 2 is known, and along with adding consistency increases, the scale inhibition efficiency of copolymerization product to calcium carbonate increases gradually, when this medicament chemical feeding quantity is 14mgL
-1time can reach 96.4% to the scale inhibition performance of calcium carbonate, then increase drug concentration, scale inhibition efficiency increases slowly.
Embodiment 7
Adopt in the table 1 of biological shaking table method Evaluation operation example 1 biological degradability of the product itaconic acid-aspartic acid polymers testing 10.Experimental condition is as follows: temperature: 25 DEG C, frequency of oscillation 120rmin
-1; Adding consistency is respectively 300mgL
-1, 30mgL
-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: CaCl
2110.00mgL
-1, MgSO
444.00mgL
-1, FeCl
31.20mgL
-1, (NH
4)
2sO
4160.00mgL
-1, 2mL PBS (pH value is about 7.5); Do the blank test of not adding medicine simultaneously.Result of the test is shown in Fig. 3, Fig. 4.
As shown in Figure 3, according to said method recording this drug concentration is 300mgL
-1time, front 10d degradation rate is lower, is in domestication; More than 60% can be reached at 19d, although later stage degradation can not reach 100%, substantially reach biodegradable requirement.
As shown in Figure 4, according to said method recording this drug concentration is 30mgL
-1time, front 10d degradation rate is namely close to 60%; Can reach more than 80% at 19d, later stage degradation is more than 90%, and relatively 100% is degradable, visible, and the biodegradability of itaconic acid-aspartic acid polymers 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, is characterized in that: it is that monomer copolymerization synthesizes by itaconic acid and aspartic acid, and Polymer Formulation is as follows:
In formula (I), m, m/, n are the integer of 1 ~ 10.
2. prepare the method for itaconic acid described in claim 1-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is characterized in that: comprise the steps:
1) in reactor, add itaconic acid, aspartic acid, deionized water and catalyst, and heat in thermostat water bath, the temperature of water-bath is 70-95 DEG C, stirring makes itaconic acid and aspartic acid dissolve, add buffer and regulate solution ph, keep pH value to be 8 ~ 9, obtain reactant liquor;
2) under nitrogen atmosphere, holding temperature is 70 ~ 95 DEG C, in reactant liquor, at the uniform velocity drip initator, adds hot reflux parallel operation tool and stirs, dropwise follow-up continuous insulation reaction;
3) reaction terminates rear cooling, stops stirring, obtains 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, is characterized in that: step 1) in, described reactor is the there-necked flask that reflux condenser, constant pressure funnel and agitator are housed.
4. the preparation method of itaconic acid according to claim 2-aspartic acid copolymerization research of non-phosphorus scale inhibitor, it is characterized in that: step 1) in, the ratio of the amount of substance of itaconic acid and aspartic acid is 1:1 ~ 5:1, catalyst accounts for 6 ~ 12% of itaconic acid and aspartic acid quality summation, and the mass ratio of 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, is characterized in that: step 1) in, described buffer is NaOH or potassium hydroxide.
6. the preparation method of itaconic acid according to claim 2-aspartic acid copolymerization research of non-phosphorus scale inhibitor, is characterized in that: step 2) in, the time for adding at the uniform velocity dripping initator is 0.5h, and continuing the 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, is characterized in that: step 3) in, described reaction terminates rear cooling, stops stirring, and obtains polymeric reaction product solution; In polymeric reaction product solution, add absolute ethyl alcohol, obtain polymeric reaction product precipitation after stirring, vacuum drying, to constant weight, obtains itaconic acid-aspartic acid copolymerization research of non-phosphorus scale inhibitor.
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