CN102993431A - Preparation and application methods of polyepoxysuccinic acid derivative scale inhibitor - Google Patents
Preparation and application methods of polyepoxysuccinic acid derivative scale inhibitor Download PDFInfo
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Abstract
The invention provides a polyepoxysuccinic acid derivative scale inhibitor. A preparation method of the polyepoxysuccinic acid derivative scale inhibitor comprises the step of cyclization reaction and purifying of a cyclized product, preparation of a polyepoxysuccinic acid product, and the step of preparation of polyepoxysuccinic acid derivative Lcys-PESA (Polyepoxysuccinic Acid). The preparation method comprises the following concrete steps in sequence: placing the product of PESA into a three-necked flask; adding L-cysteine; transferring the three-necked flask in a methylsilicone oil bath to heat until reaching 110 to 120 DEG C; starting to adjust the pH; fully stirring to react; drying through a drying device, so as to obtain an L-cysteine modified polyepoxysuccinic acid derivative; porphyrizing; and storing in a seal way to stand by service. The polyepoxysuccinic acid derivative scale inhibitor is applied to the conditions with temperature of 55 to 85 DEGC, pH of 5.0 to 10.0, and scale inhibiting ratio of 90 to 98%. According to the preparation and application methods of the polyepoxysuccinic acid derivative scale inhibitor, small molecular substances, which are free from phosphorus and nontoxic, brings no damage to the ecological environment and are higher in biodegradability and water solubility, are added during synthesizing; and the polyepoxysuccinic acid derivative scale inhibitor excellent in scale inhibiting and dispersing performance is specially suitable for being applied to treatment of industrial water.
Description
Technical field
The present invention relates to a kind of preparation and Application Areas of poly-epoxy succinic acid derivative Scale inhibitors.Relate in particular to a kind of preparation and application method thereof of being used for water conditioner poly-epoxy succinic acid derivative Scale inhibitors with environmentally friendly biological degradability and water soluble characteristic.
Background technology
Along with low-carbon (LC), environmental protection, sustainable development idea gradually deeply, great change has also occured in the developing direction of global chemical research, its sign is exactly the proposition of " Green Chemistry (chemical industry) " concept.And it is subject to people's attention day by day.Green Chemistry is used technology and the method for chemistry exactly, fundamentally reduces or eliminates those to generation and the application of harmful raw material, product, by product, solvent and reagent etc. of human health or environment.Along with the development of society, more and more advocate Green Chemistry.In industrial water system, the formation of dirt is the second largest main harm except the material and facility corrosion.Scale inhibitors refers to mainly to prevent that incrustation scale and dirt from producing or suppressing the chemical classes reagent of its deposition growing, is requisite element in the Treatment of Industrial Water, can be used for extension device life-span and guarantee equipment safety operation.At present, the research of Scale inhibitors is also constantly being goed deep into and is being reached its maturity, and its characteristics and function also are being gradually improved.Simultaneously, the kind of Scale inhibitors is also in continuous increase.
Along with early 1990s U.S. Betz laboratory since development in laboratory goes out without phosphorus poly-epoxy succinic acid without nitrogen (PESA) Green Water Treatment Reagents, both at home and abroad the investigator studies its performance in succession.But single PESA scale-inhibiting properties when lower concentration is general, and adds the raising that concentration can cause production cost when high.Studies show that and optimize synthesis condition by synthetic PESA derivative, PESA is had multi-functional, is the new trend to the research of PESA Scale inhibitors.
Summary of the invention
The present invention is high in order to solve existing Scale inhibitors use cost, scale inhibition efficient is hanged down and environmentally harmful problem, one provides a kind of a kind of small-molecule substance that adds in synthetic, increase the scale-inhibiting properties of poly-epoxy succinic acid, solvability is good in water, and is nontoxic to environment, biodegradable, have multi-functional, the poly-epoxy succinic acid derivative Scale inhibitors synthetic method that scale inhibition efficient is high, two provide a kind of application method of poly-epoxy succinic acid derivative Scale inhibitors.
Realize above-mentioned purpose by the following technical solutions: a kind of poly-epoxy succinic acid derivative Scale inhibitors, described method comprise the steps: cyclization and the purification of cyclisation product: it is epoxy sodium succinate that this step obtains white solid; The preparation of poly-epoxy succinic acid product: epoxy sodium succinate is packed in the there-necked flask, put into methyl-silicone oil and bathe heating, after temperature is raised to 80 ℃-88 ℃, beginning to add the calcium hydroxide initiator, add altogether the calcium hydroxide initiator three to four times, is that 40%NaOH regulates pH with mass percent then〉12, fully behind the stirring reaction, product is put into the acidifying alcohol solution wash, leave standstill separatory, obtain poly-epoxy succinic acid PESA; Also comprise the preparation of poly-epoxy succinic acid derivative Lcys-PESA, its preparation method is: the product of poly-epoxy succinic acid PESA is put into there-necked flask, divide the Cys that adds 1.5g-3.0g for 2-3 time, put into methyl-silicone oil and bathe heating, after temperature is raised to 110 ℃-120 ℃, begin to regulate pH between 4.0-6.0, fully behind the stirring reaction 2.5h-3.5h, when reaction system becomes orange-yellow thick thing, stopped heating, after the drying installation drying, obtain Cys modified poly-epoxy succinic acid derivative Lcys-PESA, porphyrize is airtight to be saved backup.
As preferred version, the molecular structural formula of described Cys is:
As preferred version, by weight, poly-epoxy succinic acid PESA and Cys ratio are 10:1.
As preferred version, described drying installation is the ultra red ray drying lamp.
As preferred version, described Cys modified poly-epoxy succinic acid derivative Lcys-PESA finished product is ground to 60 orders with shredder
A kind of application method of poly-epoxy succinic acid derivative Scale inhibitors, described poly-epoxy succinic acid derivative Scale inhibitors is 55 ℃-85 ℃ in temperature, and the pH value is 5.0～10.0, and scale inhibition performance is used in the scope of 90%-98%.
Adopt technique scheme; owing to containing a large amount of carboxylic groups in the poly-epoxy succinic acid; and carboxyl can with a lot of group generation acylation reactions; especially better with the organic compound reaction that contains amino; generate amides; and amino acid has more functional group, amino acid and PESA can be reacted, and generates acyl group Cys compounds.Increase so the larger easy complexing atom number of electronegativity, thereby further improve original poly-epoxy succinic acid complex ability, finally play the purpose that improves scale inhibitor efficient.
The poly-epoxy succinic acid derivative Scale inhibitors of the present invention's preparation belongs to the polymer-type Scale inhibitors.Not phosphorous, nontoxic in poly-epoxy succinic acid derivative (Lcys-PESA) molecule, do not destroy ecotope and have good biodegradability and water-soluble, its excellent scale inhibition and dispersion performance is specially adapted to Treatment of Industrial Water.Its significant effect also is: the processing condition that need not change other, just in synthetic, add a kind of small-molecule substance, improve its linear structure, PESA has multi-functional, and reached the purpose that increases the scale inhibition dispersion effect of poly-epoxy succinic acid, further widened the range of application of poly-epoxy succinic acid.
Description of drawings
Fig. 1 is that temperature of the present invention affects schematic diagram to the Lcys-PESA scale-inhibiting properties.
Fig. 2 is that pH of the present invention is on the schematic diagram of Lcys-PESA scale-inhibiting properties impact.
Fig. 3, Fig. 4, Fig. 5 are respectively calcium carbonate crystalline form SEM figure of the present invention.
Embodiment
The invention will be further described below in conjunction with embodiment.
The present embodiment is a kind of preparation and application side of poly-epoxy succinic acid derivative Scale inhibitors
Method, its invention thought be, in the poly-epoxy succinic acid derivative preparation process of (being called for short Lcys-PESA), repeatedly adds L-half Guang ammonia, improves scale inhibitor efficient, and the molecular structural formula of Cys is:
Poly-epoxy succinic acid derivative Scale inhibitors preparation method embodiment:
Embodiment 1:
A. cyclization and cyclisation product are purified
A adds 16gNaOH in there-necked flask, and adds 36ml water, and there-necked flask is put into the magnetic agitation water-bath, fully after the dissolving, adds the 19.6g maleic anhydride under magnetic agitation, simultaneously warming-in-water to 55 ℃.After the warming-in-water to 55 ℃, add catalyzer 1.2gNa
2WO
4Be warming up to 70 ℃ to water-bath afterwards, behind temperature-stable, in 35min, evenly drip hydrogen peroxide 24ml with separating funnel.Begin this moment to regulate in the pH=6-7 with the 1:1 hydrochloric acid soln, react and obtain mixing thick product after 1.5 hours.
The b product is purified: the thick product of the mixing of step a is heated with electric mantle, vacuumize simultaneously and carry out underpressure distillation.Residual solution to be evaporated is 1/2 o'clock of original solution volume, stops underpressure distillation.Pour in the ready dehydrated alcohol solution into precipitating 2 times.Obtain white needle-like crystals, put into air dry oven continuous drying 75h under 60 ℃ environment, obtain white solid, be purer epoxy sodium succinate.
B. the preparation of poly-epoxy succinic acid product
Get epoxy sodium succinate that step b makes and pack in the there-necked flask, put into methyl-silicone oil and bathe heating, after temperature is raised to 85 ℃, begin to add 1.2g calcium hydroxide initiator, add minutes for 3 times, add once every 5min, rear is 40%NaOH adjusting pH with mass percent〉12 get final product.Behind the abundant stirring reaction 2h, when treating that solution becomes the thick thing of light khaki color, stopped heating.Secondly, product is put into acidifying alcohol solution washing 3 times, leave standstill separatory, collect lower floor's thickness wax.Both got poly-epoxy succinic acid (PESA).
C. the preparation of poly-epoxy succinic acid derivative (being called for short Lcys-PESA)
The product of step B is put into there-necked flask, and the Cys of minute 2 adding 1.5g is put into methyl-silicone oil and is bathed heating, after temperature is raised to 110 ℃, begin to regulate pH 4, fully behind the stirring reaction 3.5h, stopped heating obtains Melon yellow look thick thing, and is dry under the infrared drying lamp.Poly-epoxy succinic acid derivative Lcys-PESA, airtight the saving backup of porphyrize 60 orders had both been got.
Embodiment 2:
A. cyclization and cyclisation product are purified
A adds 13gNaOH in there-necked flask, and adds 35ml water, and there-necked flask is put into the magnetic agitation water-bath, fully after the dissolving, adds the 18g maleic anhydride under magnetic agitation, simultaneously warming-in-water to 52 ℃.After the warming-in-water to 52 ℃, add catalyzer 1gNa
2WO
4Be warming up to 65 ℃ to water-bath afterwards, behind temperature-stable, in 30min, evenly drip hydrogen peroxide 20ml with separating funnel.Begin this moment to regulate in the pH=6-7 with the 1:1 hydrochloric acid soln, react and obtain mixing thick product after 1 hour.
The b product is purified: the thick product of the mixing of step a is heated with electric mantle, vacuumize simultaneously and carry out underpressure distillation.Residual solution to be evaporated is 1/2 o'clock of original solution volume, stops underpressure distillation.Pour in the ready dehydrated alcohol solution into precipitating 2 times.Obtain white needle-like crystals, put into air dry oven continuous drying 72h under 60 ℃ environment, obtain white solid, be purer epoxy sodium succinate.
B. the preparation of poly-epoxy succinic acid product
Get epoxy sodium succinate that step b makes and pack in the there-necked flask, put into methyl-silicone oil and bathe heating, after temperature is raised to 80 ℃, begin to add 1g calcium hydroxide initiator, add minutes for three times, add once every 5min, rear is 40%NaOH adjusting pH with mass percent〉12 get final product.Behind the abundant stirring reaction 2h, when treating that solution becomes the thick thing of light khaki color, stopped heating.Secondly, product is put into acidifying alcohol solution washing 3 times, leave standstill separatory, collect lower floor's thickness wax.Both got poly-epoxy succinic acid (PESA).
C. the preparation of poly-epoxy succinic acid derivative (being called for short Lcys-PESA)
The product of step B is put into there-necked flask, and the Cys of minute 2 adding 2.0g is put into methyl-silicone oil and is bathed heating, after temperature is raised to 115 ℃, begin to regulate pH 6, fully behind the stirring reaction 2.5h, stopped heating obtains Melon yellow look thick thing, and is dry under the infrared drying lamp.Poly-epoxy succinic acid derivative Lcys-PESA, airtight the saving backup of porphyrize 60 orders had both been got.
Embodiment 3:
A. cyclization and cyclisation product are purified
A adds 18gNaOH in there-necked flask, and adds 38ml, and there-necked flask is put into the magnetic agitation water-bath, fully after the dissolving, adds the 20g maleic anhydride under magnetic agitation, simultaneously warming-in-water to 58 ℃.After the warming-in-water to 58 ℃, add catalyzer 1.5gNa
2WO
4Be warming up to 75 ℃ to water-bath afterwards, behind temperature-stable, in 40min, evenly drip hydrogen peroxide 26ml with separating funnel.Begin this moment to regulate in the pH=7 with the 1:1 hydrochloric acid soln, react and obtain mixing thick product after 2 hours.
The b product is purified: the thick product of the mixing of step a is heated with electric mantle, vacuumize simultaneously and carry out underpressure distillation.Residual solution to be evaporated is 1/2 o'clock of original solution volume, stops underpressure distillation.Pour in the ready dehydrated alcohol solution into precipitating 3 times.Obtain white needle-like crystals, put into air dry oven continuous drying 73h under 60 ℃ environment, obtain white solid, be purer epoxy sodium succinate.
B. the preparation of poly-epoxy succinic acid product
Get epoxy sodium succinate that step b makes and pack in the there-necked flask, put into methyl-silicone oil and bathe heating, after temperature is raised to 88 ℃, begin to add 1.5g calcium hydroxide initiator, add minutes for four times, add once every 5min, rear is 40%NaOH adjusting pH with mass percent〉12 get final product.Behind the abundant stirring reaction 2h, when treating that solution becomes the thick thing of light khaki color, stopped heating.Secondly, product is put into acidifying alcohol solution washing 3 times, leave standstill separatory, collect lower floor's thickness wax.Both got poly-epoxy succinic acid (PESA).
C. the preparation of poly-epoxy succinic acid derivative (being called for short Lcys-PESA)
The product of step B is put into there-necked flask, and the Cys of minute 3 adding 3.0g is put into methyl-silicone oil and is bathed heating, after temperature is raised to 120 ℃, begin to regulate pH to 5, fully behind the stirring reaction 2.0h, stopped heating obtains Melon yellow look thick thing, and is dry under the infrared drying lamp.Poly-epoxy succinic acid derivative Lcys-PESA, airtight the saving backup of porphyrize 60 orders had both been got.
Using method embodiment
Embodiment 1:
In 1 premium on currency, be made into respectively CSN-PESA, the 10mg/L self-control Lcys of PESA, 10mg/L and 5mg/L self-control PESA and the 5mg/L Lcys compositional liquor of Lcys-PESA, the 10mg/L of 10mg/L at volumetric flask according to the mass concentration proportioning, then pour in the Erlenmeyer flask, use the plug with Glass tubing to cover tightly, in 80 ℃ water bath with thermostatic control, measure the scale inhibition performance of medicament behind the heating 10h.The results are shown in Table 1.
Table 1
| Project | Scale inhibition performance/the % of resistance calcium carbonate scale |
| The Lcys-PESA of 10mg/L | 94.2 |
| The CSN-PESA of 10mg/L | 90.4 |
| 10mg/L makes PESA by oneself | 72.9 |
| The Lcys of 10mg/L | 40.5 |
| 5mg/L self-control PESA and 5mg/LLcys are composite | 60.4 |
Embodiment 2
In 1 premium on currency, be made into the scale inhibition liquid of the CSN-PESA of the Lcys-PESA of 10mg/L and 10mg/L according to the mass concentration proportioning, place respectively the resistance calcium carbonate scale scale inhibition performance of measuring medicament behind the water bath with thermostatic control heating 10h of 60 ℃, 65 ℃, 70 ℃, 75 ℃, 80 ℃ and 85 ℃.In temperature 60-85 ℃ situation, Scale inhibitors has good adaptability, and scale inhibition performance is more than 90%.Than effective with the poly-epoxy succinic acid (CSN-PESA) of thiocarbamide modification.The result as shown in Figure 1.
Embodiment 3
In 1 premium on currency, the scale inhibition liquid of the CSN-PESA of the Lcys-PESA that contains 10mg/L and 10mg/L, be mixed with respectively pH and be respectively 6.0,7.0,8.0,9.0,10.0, then place the scale inhibition performance of measuring medicament behind 80 ℃ the water bath with thermostatic control heating 10h.In the situation that pH less than the scale inhibition performance of 10.0, Lcys-PESA Scale inhibitors all more than 90%, be higher than CSN-PESA, and also have superiority at biological degradability.The result as shown in Figure 2.
Embodiment 4:
The present invention is used for the surface analysis of calcium carbonate crystalline form
The crystal morphology of observing according to SEM, crystalline form that can qualitative definite calcium carbonate.Can find from stereoscan photograph, the CaCO3 crystal boundary that Fig. 3 produces when not adding Scale inhibitors has clearly square geometry, and smooth surface, shape are regular, close structure.When the crystal formation size that adds the calcium carbonate that poly-epoxy succinic acid derivative Scale inhibitors such as Fig. 4 produce less, the difficult appearance that is piled into fine and close crystal is the internal structure decision hard scale by itself, its size distribution is comparatively loose, and Lcys-PESA makes the crystal formation of calcium carbonate scale that distortion occur.Fig. 4 compares with Fig. 5 (poly-epoxy succinic acid that adds modification), and Lcys-PESA is obviously different from CSN-PESA.This is destructurized because of the original calcite of Lcys-PESA calcium carbonate, a lot of narrow scutellate crystallizations have been formed, the variation of this structure may be that the Scale inhibitors molecule embeds dirty sample granule interior, form hydrogen bond between the Surface Oxygen atom of the functional group of dirt dispersion agent and calcium carbonate, cause the lattice distortion of particle, can make the calcium carbonate scale layer become soft dirt by original hard scale, change the form of dirt layer, under the variation of the current scour of certain speed or temperature, the soft dirt of these slimings is than being easier to washed away draining, thereby scale inhibition performance improves.
Claims (6)
1. poly-epoxy succinic acid derivative Scale inhibitors, described method comprise the steps: that cyclization and cyclisation product purify: it is epoxy sodium succinate that this step obtains white solid; The preparation of poly-epoxy succinic acid product: epoxy sodium succinate is packed in the there-necked flask, put into methyl-silicone oil and bathe heating, after temperature is raised to 80 ℃-88 ℃, beginning to add the calcium hydroxide initiator, add altogether the calcium hydroxide initiator three to four times, is that 40%NaOH regulates pH with mass percent then〉12, fully behind the stirring reaction, product is put into the acidifying alcohol solution wash, leave standstill separatory, obtain poly-epoxy succinic acid PESA; It is characterized in that, also comprise the preparation of poly-epoxy succinic acid derivative Lcys-PESA, its preparation method is: the product of poly-epoxy succinic acid PESA is put into there-necked flask, divide the Cys that adds 1.5g-3.0g for 2-3 time, put into methyl-silicone oil and bathe heating, after temperature is raised to 110 ℃-120 ℃, begin to regulate pH between 4.0-6.0, fully behind the stirring reaction 2.5h-3.5h, when reaction system became orange-yellow thick thing, stopped heating was after the drying installation drying, obtain Cys modified poly-epoxy succinic acid derivative Lcys-PESA, porphyrize is airtight to be saved backup.
2. poly-epoxy succinic acid derivative Scale inhibitors according to claim 1, it is characterized in that: the molecular structural formula of described Cys is
。
3. poly-epoxy succinic acid derivative Scale inhibitors according to claim 1, it is characterized in that: by weight, poly-epoxy succinic acid PESA and Cys ratio are 10:1.
4. poly-epoxy succinic acid derivative Scale inhibitors according to claim 1, it is characterized in that: described drying installation is the ultra red ray drying lamp.
5. poly-epoxy succinic acid derivative Scale inhibitors according to claim 1, it is characterized in that: described Cys modified poly-epoxy succinic acid derivative Lcys-PESA finished product is ground to 60 orders with shredder.
6. the application method of a poly-epoxy succinic acid derivative Scale inhibitors is characterized in that, described poly-epoxy succinic acid derivative Scale inhibitors is 55 ℃-85 ℃ in temperature, and the pH value is 5.0～10.0, and scale inhibition performance is used in the scope of 90%-98%.
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| CN103497321A (en) * | 2013-09-30 | 2014-01-08 | 宋晶冰 | Synthesis method of polyepoxysuccinic acid |
| CN105540878A (en) * | 2016-02-04 | 2016-05-04 | 江苏盛世水业有限公司 | Special scale and corrosion inhibitor for low-temperature water system |
| CN108658264A (en) * | 2018-04-17 | 2018-10-16 | 唐山师范学院 | The preparation of hyper-branched poly-epoxy succinic acid derivative anti-incrustation corrosion inhibitor and its application process |
| CN109516574A (en) * | 2018-11-23 | 2019-03-26 | 王建军 | A kind of environment-friendly type reverse osmosis antisludging agent and preparation method thereof |
| CN111116889A (en) * | 2019-12-13 | 2020-05-08 | 河南清水源科技股份有限公司 | Method for preparing polyepoxysuccinic acid sodium by one-pot method |
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| CN103497321A (en) * | 2013-09-30 | 2014-01-08 | 宋晶冰 | Synthesis method of polyepoxysuccinic acid |
| CN105540878A (en) * | 2016-02-04 | 2016-05-04 | 江苏盛世水业有限公司 | Special scale and corrosion inhibitor for low-temperature water system |
| CN108658264B (en) * | 2018-04-17 | 2021-05-25 | 唐山师范学院 | Preparation and application method of multi-branched polyepoxysuccinic acid derivative scale and corrosion inhibitor |
| CN108658264A (en) * | 2018-04-17 | 2018-10-16 | 唐山师范学院 | The preparation of hyper-branched poly-epoxy succinic acid derivative anti-incrustation corrosion inhibitor and its application process |
| CN109516574A (en) * | 2018-11-23 | 2019-03-26 | 王建军 | A kind of environment-friendly type reverse osmosis antisludging agent and preparation method thereof |
| CN109516574B (en) * | 2018-11-23 | 2021-06-08 | 王建军 | Environment-friendly reverse osmosis scale inhibitor and preparation method thereof |
| CN111116889B (en) * | 2019-12-13 | 2022-08-09 | 河南清水源科技股份有限公司 | Method for preparing polyepoxysuccinic acid sodium by one-pot method |
| CN111116889A (en) * | 2019-12-13 | 2020-05-08 | 河南清水源科技股份有限公司 | Method for preparing polyepoxysuccinic acid sodium by one-pot method |
| CN111848946A (en) * | 2020-07-30 | 2020-10-30 | 兰州交通大学 | Glutamine graft modified polyepoxysuccinic acid and preparation method and application thereof |
| CN111848946B (en) * | 2020-07-30 | 2022-12-23 | 兰州交通大学 | Glutamine graft modified polyepoxysuccinic acid and preparation method and application thereof |
| CN111961146A (en) * | 2020-09-09 | 2020-11-20 | 中国石油天然气集团有限公司 | High-efficiency corrosion, low-corrosion, scale-inhibiting and environment-friendly acid liquor system and preparation method thereof |
| CN114956356A (en) * | 2022-06-09 | 2022-08-30 | 长江师范学院 | Mixed scale inhibitor and preparation method and application thereof |
| CN114956356B (en) * | 2022-06-09 | 2024-05-17 | 长江师范学院 | Mixed scale inhibitor and preparation method and application thereof |
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