CN104307215B - Vegetable oil modified defoaming agent and preparation method thereof - Google Patents
Vegetable oil modified defoaming agent and preparation method thereof Download PDFInfo
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- CN104307215B CN104307215B CN201410507613.4A CN201410507613A CN104307215B CN 104307215 B CN104307215 B CN 104307215B CN 201410507613 A CN201410507613 A CN 201410507613A CN 104307215 B CN104307215 B CN 104307215B
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- 235000015112 vegetable and seed oil Nutrition 0.000 title claims abstract description 25
- 239000008158 vegetable oil Substances 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 239000002518 antifoaming agent Substances 0.000 title abstract description 6
- 239000013530 defoamer Substances 0.000 claims abstract description 34
- 239000010773 plant oil Substances 0.000 claims description 22
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
- 235000012424 soybean oil Nutrition 0.000 claims description 19
- 239000003549 soybean oil Substances 0.000 claims description 19
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 18
- 229920005862 polyol Polymers 0.000 claims description 16
- 150000003077 polyols Chemical class 0.000 claims description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 239000012044 organic layer Substances 0.000 claims description 10
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 8
- 229920006395 saturated elastomer Polymers 0.000 claims description 8
- 239000004593 Epoxy Substances 0.000 claims description 7
- RILZRCJGXSFXNE-UHFFFAOYSA-N 2-[4-(trifluoromethoxy)phenyl]ethanol Chemical compound OCCC1=CC=C(OC(F)(F)F)C=C1 RILZRCJGXSFXNE-UHFFFAOYSA-N 0.000 claims description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 230000001939 inductive effect Effects 0.000 claims description 5
- 238000009413 insulation Methods 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 5
- 239000011541 reaction mixture Substances 0.000 claims description 5
- 230000004044 response Effects 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 3
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 230000006837 decompression Effects 0.000 claims description 2
- 239000002994 raw material Substances 0.000 abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 5
- 231100000252 nontoxic Toxicity 0.000 abstract description 2
- 230000003000 nontoxic effect Effects 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- 230000007547 defect Effects 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 238000004945 emulsification Methods 0.000 abstract 1
- 230000035699 permeability Effects 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- 235000013311 vegetables Nutrition 0.000 description 9
- 239000006260 foam Substances 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000003700 epoxy group Chemical group 0.000 description 5
- 229920000570 polyether Polymers 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 230000003254 anti-foaming effect Effects 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 239000003348 petrochemical agent Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Landscapes
- Polyethers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a vegetable oil modified defoaming agent and a preparation method thereof. The defoamer prepared by the invention uses the vegetable oil as a raw material, reduces the dependence on petrochemical products, improves the defects that the vegetable oil is difficult to store, easy to deteriorate, poor in hydrophilicity and difficult to effectively disperse in water by introducing EO and PO chains into the molecular chain of the vegetable oil, has good emulsification, dispersion and permeability, excellent defoaming performance, is safe and nontoxic, has good biodegradability, is clean and efficient in preparation process, and hardly discharges three wastes.
Description
Technical field
The invention belongs to nonionogenic tenside preparing technical field, be specifically related to a kind of plant oil modified defoamer and preparation method thereof.
Background technology
In many Industrial processes (as sewage disposal, printing and dyeing, the production of paper industry, food-processing and selexol process etc.), the existence of a large amount of foam, often cause operation inconvenience, the waste of plant capacity reduction and raw material, the serious quality product that even can cause goes wrong, and causes huge financial loss.Therefore how effectively to control foam in process of production improve production efficiency and product quality is had very important significance.Since roentgen Quinck adopts ether to carry out elimination foam first, defoamer experienced by and has upgraded several times, develops very rapid.The classes of compounds with defoamer performance is a lot, and what find at present mainly contains several large classes such as lower alcohol, mineral oil, vegetables oil, polyethers, organosilicon.
Along with deepening continuously of defoamer research, and all trades and professions improving constantly that defoamer is required, those costs are low, effective, harmless to raw material, and the defoamer of environmental protection receives everybody favor.Polyethers defoamer as one of kind most important in anti-foam product, some excellent specific properties that it has be other classification defoamers incomparable.But traditional polyethers is mainly by polyvalent alcohol, propylene oxide and ethylene oxide polymerization, and above-mentioned raw materials is mostly the byproduct of oil, so that very large to the dependence of petroleum resources, and expensive.Therefore, how to break away from the dependence to petroleum resources, develop green, environmental protection, economic polyether antifoam agent have very important significance.
Vegetables oil is a kind of green reproducible resource, and be distributed in occurring in nature widely, vegetables oil inherently has certain defoaming capacity, but also has good biological degradability, is a kind of anti-foam product of environmental protection.But the structure due to Long carbon chain makes its wetting ability poor, be difficult to be dispersed in water fast and effectively, in addition owing to containing double bond in vegetable oil molecule, perishable, difficult storage, thus limits its use.
Summary of the invention
The object of the invention is to: a kind of plant oil modified defoamer and preparation method thereof is provided, obtain the plant oil modified defoamer of superior performance by carrying out modification to vegetables oil, expand the use range of vegetables oil.
The technical scheme taked to realize object of the present invention is: this plant oil modified defoamer has for soybean oil gives structure:
Wherein: n is the integer of 10-30, m is the positive integer of 5-20, and X is alkoxyl group.
Wherein, the preparation method of above-mentioned plant oil modified defoamer comprises the following steps:
(1) epoxidized vegetable oil of certain mol proportion and saturated fatty monohydroxy-alcohol, 0.1-0.2wt% fluoroboric acid are added in reactor, be heated with stirring to 90-100 DEG C under nitrogen protection, after reaction 2h, be cooled to room temperature, be extracted with ethyl acetate reaction mixture, subsequently the saturated sodium chloride solution of organic layer is washed three times, after separatory, organic layer removes desolventizing through underpressure distillation and obtains vegetable oil polyol;
(2) vegetable oil polyol obtained for step (1) and catalyzer are added in high-pressure reactor, dewater 30min under 120-140 DEG C of decompression, period with nitrogen replacement for several times, then a small amount of propylene oxide induced reaction is dropped into, inducing temperature is at 140 DEG C, pressure≤0.3MPa, question response pressure obviously reduces, when temperature sharply rises, show that catalyzer activates, pass into propylene oxide and oxyethane gradually, temperature controls at 140-160 DEG C, control reactor pressure≤0.3MPa, treat that still internal pressure no longer reduces, continue insulation reaction 30min, the unreacted monomer of removed under reduced pressure, obtain plant oil modified defoamer.
Wherein, the epoxy bond of described epoxidized vegetable oil and the mol ratio of saturated fatty monohydroxy-alcohol are 1:1-2.
Wherein, described epoxidized vegetable oil is soybean oil, rapeseed oil.
Wherein, the oxirane value of described epoxidized vegetable oil is 4-7.
Wherein, described saturated fatty monohydroxy-alcohol is water-soluble alcohol.
Wherein, described catalyst levels is the 60-100ppm of vegetable oil polyol, propylene oxide, oxyethane total mass.
Wherein, described catalyzer is bimetallic cyanide complex catalyst: Zn
3[Co (CN)
6]
20.08ZnCl
21.0H
2o1.5DME, Zn
3[Co (CN)
6]
2znCl
22.2BuOH5H
2o.
Wherein, the mol ratio of vegetable oil polyol, propylene oxide, oxyethane is 1:20-62:13-23.
The invention has the beneficial effects as follows:
(1) vegetable oil source is extensive, and having the advantages such as nontoxic, biodegradable, take vegetables oil as the consumption that raw material can reduce mineral oil, cost-saving, decreases the dependence to petrochemicals in polyether antifoam agent building-up process.
(2) modified vegetables oil defoamer is typical pectination, makes it have good spreading property and self-emulsifying ability.
(3) modified vegetables oil defoamer is owing to introducing PO, EO chain in molecular chain, its dispersiveness in water is greatly improved, and has good emulsifying stability and excellent antifoaming performance.
Embodiment
Set forth further technical scheme of the present invention below in conjunction with embodiment, these embodiments can not be interpreted as it is restriction to technical scheme.
Embodiment 1: prepare plant oil modified defoamer according to following steps
(1) mixture of 5kg epoxy soybean oil and Virahol (mol ratio of soybean oil epoxy group and Virahol is 1.1:5), 10g fluoroboric acid are added in reactor, be heated with stirring to 100 DEG C under nitrogen protection, after reaction 2h, be cooled to room temperature, be extracted with ethyl acetate reaction mixture, subsequently the saturated sodium chloride solution of organic layer is washed three times, after separatory, organic layer removes desolventizing through underpressure distillation and obtains soybean oil polyol;
(2) by 2kg soybean oil polyol and 0.26gZn
3[Co (CN)
6]
20.08ZnCl
21.0H
2o1.5DME adds in high-pressure reactor, dewater under keeping 120 DEG C to reduce pressure 30min, period is with nitrogen replacement 3 times, then 100g propylene oxide induced reaction is dropped into, inducing temperature controls at 140 DEG C, pressure≤0.3MPa, question response pressure obviously reduces, when temperature sharply rises, show that catalyzer activates, pass into 2.1kg propylene oxide and 1.0kg oxyethane gradually, temperature is kept to be 140 DEG C, control reactor pressure≤0.3MPa, till treating that still internal pressure no longer reduces, continue insulation reaction 30min, the unreacted monomer of removed under reduced pressure, obtain soybean oil modified defoamer.
Embodiment 2: prepare plant oil modified defoamer according to following steps
(1) mixture of 5kg epoxy soybean oil and Virahol (mol ratio of soybean oil epoxy group and Virahol is 1:1), 5g fluoroboric acid are added in reactor, be heated with stirring to 100 DEG C under nitrogen protection, after reaction 2h, be cooled to room temperature, be extracted with ethyl acetate reaction mixture, subsequently the saturated sodium chloride solution of organic layer is washed three times, after separatory, organic layer removes desolventizing through underpressure distillation and obtains soybean oil polyol;
(2) by 2kg soybean oil polyol and 0.34gZn
3[Co (CN)
6]
20.08ZnCl
21.0H
2o1.5DME adds in high-pressure reactor, dewater under keeping 130 DEG C to reduce pressure 30min, period is with nitrogen replacement three times, then 100g propylene oxide induced reaction is dropped into, inducing temperature controls at 140 DEG C, pressure≤0.3MPa, question response pressure obviously reduces, when temperature sharply rises, show that catalyzer activates, pass into 2.6kg propylene oxide and 1.0kg oxyethane gradually, temperature is kept to be 150 DEG C, control reactor pressure≤0.3MPa, till treating that still internal pressure no longer reduces, continue insulation reaction 30min, the unreacted monomer of removed under reduced pressure, obtain soybean oil modified defoamer.
Embodiment 3: prepare plant oil modified defoamer according to following steps
(1) mixture of 5kg epoxy soybean oil and Virahol (mol ratio of soybean oil epoxy group and Virahol is 1:2), 8g fluoroboric acid are added in reactor, be heated with stirring to 100 DEG C under nitrogen protection, after reaction 2h, be cooled to room temperature, be extracted with ethyl acetate reaction mixture, subsequently the saturated sodium chloride solution of organic layer is washed three times, after separatory, organic layer removes desolventizing through underpressure distillation and obtains soybean oil polyol;
(2) by 2kg soybean oil polyol and 0.52gZn
3[Co (CN)
6]
20.08ZnCl
21.0H
2o1.5DME adds in high-pressure reactor, dewater under keeping 120 DEG C to reduce pressure 30min, period is with nitrogen replacement three times, then 100g propylene oxide induced reaction is dropped into, inducing temperature controls at 140 DEG C, pressure≤0.3MPa, question response pressure obviously reduces, when temperature sharply rises, show that catalyzer activates, pass into 3.5kg propylene oxide and 1.0kg oxyethane gradually, temperature is kept to be 160 DEG C, control reactor pressure≤0.3MPa, till treating that still internal pressure no longer reduces, continue insulation reaction 30min, the unreacted monomer of removed under reduced pressure, obtain soybean oil modified defoamer.
Embodiment 4: the vegetables oil synthesizing vegetable oil polyol used is epoxy rapeseed oil, and saturated fatty monohydroxy-alcohol is methyl alcohol, and the mol ratio of epoxy rapeseed oil epoxy group and methyl alcohol is 1:2, the other the same as in Example 1.
Embodiment 5: polyreaction polymerisation catalysts is Zn
3[Co (CN)
6]
2znCl
22.2BuOH5H
2o, the addition of propylene oxide and oxyethane is respectively 2.6kg and 1.0kg, and other is with embodiment 4.
Embodiment 6: the saturated fatty monohydroxy-alcohol synthesizing vegetable oil polyol used is lauryl alcohol, and the mol ratio of soybean oil epoxy group and lauryl alcohol is 1:1, and the addition of polyreaction propylene oxide and oxyethane is respectively 1.2kg and 0.6kg, the other the same as in Example 1.
Embodiment 7: the addition of polyreaction propylene oxide and oxyethane is respectively 1.2kg and 1.0kg, other is with embodiment 6.
the mensuration of antifoaming performance
Key instrument device: shake flask machine, 500mL tool plug graduated cylinder;
Test condition: temperature 25 DEG C;
Tested media: standard foaming liquid;
Concrete testing method: take 0.25g Nonyl pheno (10) ether and 0.25g(30% content) Sodium dodecylbenzene sulfonate is dissolved in 50mL water, and be stirred to homogeneous transparent shape liquid after mixing, be diluted with water to 100mL, be standard foaming liquid; Pour standard foaming liquid 100mL into graduated cylinder, the vibration of shake flask machine put into by graduated cylinder, stops oscillation, adds the plant oil modified defoamer of 0.1g, with the time needed for stopwatch record the removal of foam, be foam time when foam height reaches 400mL scale; Again graduated cylinder is put into the vibration of shake flask machine, record foam height reaches the time needed for 400mL again, is and presses down the bubble time; Concrete test result is as following table:
Can draw from test result, plant oil modified defoamer has good antifoaming performance, has a good application prospect.
Claims (8)
1. the preparation method of plant oil modified defoamer, is characterized in that this preparation method comprises the following steps:
(1) epoxidized vegetable oil of certain mol proportion and saturated fatty monohydroxy-alcohol, 0.1-0.2wt% fluoroboric acid are added in reactor, be heated with stirring to 90-100 DEG C under nitrogen protection, after reaction 2h, be cooled to room temperature, be extracted with ethyl acetate reaction mixture, subsequently the saturated sodium chloride solution of organic layer is washed three times, after separatory, organic layer removes desolventizing through underpressure distillation and obtains vegetable oil polyol;
(2) vegetable oil polyol obtained for step (1) and catalyzer are added in high-pressure reactor, dewater 30min under 120-140 DEG C of decompression, period with nitrogen replacement for several times, then a small amount of propylene oxide induced reaction is dropped into, inducing temperature is at 140 DEG C, pressure≤0.3MPa, question response pressure obviously reduces, when temperature sharply rises, show that catalyzer activates, pass into propylene oxide and oxyethane gradually, temperature controls at 140-160 DEG C, control reactor pressure≤0.3MPa, treat that still internal pressure no longer reduces, continue insulation reaction 30min, the unreacted monomer of removed under reduced pressure, obtain plant oil modified defoamer, this plant oil modified defoamer has following molecular structure:
Wherein: n is the integer of 10-30, m is the positive integer of 5-20, and X is alkoxyl group.
2. the preparation method of plant oil modified defoamer according to claim 1, is characterized in that: the epoxy bond of described epoxidized vegetable oil and the mol ratio of saturated fatty monohydroxy-alcohol are 1:1-2.
3. the preparation method of plant oil modified defoamer according to claim 1, is characterized in that: described epoxidized vegetable oil is soybean oil, rapeseed oil.
4. the preparation method of plant oil modified defoamer according to claim 1, is characterized in that: the oxirane value of described epoxidized vegetable oil is 4-7.
5. the preparation method of plant oil modified defoamer according to claim 1, is characterized in that: described saturated fatty monohydroxy-alcohol is water-soluble alcohol.
6. the preparation method of plant oil modified defoamer according to claim 1, is characterized in that: described catalyst levels is the 60-100ppm of vegetable oil polyol, propylene oxide, oxyethane total mass.
7. the preparation method of plant oil modified defoamer according to claim 1, is characterized in that: described catalyzer is bimetallic cyanide complex catalyst: Zn
3[Co (CN)
6]
20.08ZnCl
21.0H
2o1.5DME, Zn
3[Co (CN)
6]
2znCl
22.2BuOH5H
2o.
8. the preparation method of plant oil modified defoamer according to claim 1, is characterized in that: the mol ratio of vegetable oil polyol, propylene oxide, oxyethane is 1:20-62:13-23.
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