CN106854280A - Continuity method prepares amine terminated polyether loaded catalyst - Google Patents
Continuity method prepares amine terminated polyether loaded catalyst Download PDFInfo
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- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
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Abstract
The invention belongs to catalyst material technical field, there is provided a kind of continuity method prepares the loaded catalyst of amine terminated polyether.The loaded catalyst is prepared using infusion process, and catalytic component mass ratio is：20 ~ 35% metallic nickels, 15~30% metallic coppers, 35~65% porous carriers.It is gentle using catalyst synthesis amine terminated polyether high conversion rate, selective good, reaction condition, there is good application prospect.
Description
Technical field
The invention belongs to catalyst technical field, and in particular to a kind of continuity method prepares amine terminated polyether loaded catalyst.
Background technology
Also known as amine terminated polyether, abbreviation ATPE is a class to polyetheramine (PEA) by primary amino radical or the polyalkylene oxide hydrocarbon compound of secondary amino group end-blocking.Because the Amino End Group of its strand contains active hydrogen, can be acted on various reactive groups, therefore the application of such product is increasingly extensive.
The active hydrogen that amine terminated polyether contains, can be with isocyanate groups and glycidyl radical reaction, therefore in recent years, amine terminated polyether is mainly used as the curing agent of the synthesis material of polyurethane (polyureas) material, RIM (reaction injection molding) products and epoxy resin.The SPUA intensity as obtained in amine terminated polyether is high, elongation percentage is big, abrasion-resistant, corrosion-resistant, ageing-resistant, it is widely used in the waterproof antiseptic wearproof coating of concrete and steel structure surface, and protection, the decorative coveringn of other components, it is a class high-performance polyurethane elastomer；As the epoxy hardener in glassware, ATPE has viscosity low, and the characteristic that permeance property is good, yellowing-resistant, weather resistance are excellent, its glass fiber reinforced plastics product has good pliability and fatigue resistance.This is all very inappeasable general epoxy hardener.So, in relatively large glass fiber reinforced plastics product, it is substantially all the curing agent for making epoxy resin with polyetheramine；Polyetheramine also has the advantage good with other amine compounding compatibility, can be grafted by with other amine, recombination reaction of putting up a bridge, assign other amine pliability, fatigue resistance, strong adhesion and high-adhesive-strengths, can make polyetheramine solidfied material while heatproof, etching characteristic is increased by modified again, retain itself original speciality.It is external very universal to be modified to other amines, acid anhydrides imidazole curing agent with polyetheramine.Also in research, trial effect generally reacts good to domestic every profession and trade, particularly in the application of composite, there is good application prospect.Additionally, amine terminated polyether can also be used as anti-haze, anti-settling additive etc. in engine fuel.
The production method of current amine terminated polyether mainly has：Leaving group method, catalytic ammoniation method and amino-butenate method etc..Industrial production mainly uses catalytic ammoniation method, batch (-type) catalytic ammoniation method mainly mainly to use nickel catalyst using skeletal nickel catalyst, continous way catalytic ammoniation method.
US5352835 discloses a kind of carried catalyst of ammonification, for alcohol or polymeric alcohol to be changed into corresponding amine.The catalyst is that 15-30% nickel, 1-20 % copper, 0.5 ~ 1% molybdenum or chromium and at least 50% θ-aluminum oxide are constituted by mass ratio.
US3236895 discloses a kind of synthesis technique of polyetheramine, using skeletal nickel catalyst, in 235 ~ 255 DEG C of reaction temperature, 140 ~ 170kg/cm of pressure2, and appropriate solvent is added, conversion ratio was less than 70% at that time.
US3654370 discloses a kind of polyetheramine preparation method, using Ni/Cu/Cr catalyst（By NiO2/CuO/Cr2O3Mixed catalyst reduction is obtained）, in 235 ~ 246 DEG C of reaction temperature, the polyetheramine of the direct catalytic ammoniation of reaction pressure 21MPa flow reactors.
US4766245 which disclose a kind of synthetic method of ending amino polyether, by end hydroxy polyether（Molecular weight is more than 500）Under conditions of anhydrous, RANEY nickel aluminums catalyst is present, polyetheramine is obtained with hydrogen, ammonia reaction, wherein nickel content is 75 ~ 65%, aluminium content 25 ~ 35%.
CN200310112615.5 discloses a kind of preparation method for facing hydrogen ammonification skeletal nickel catalyst, and faces the method that hydrogen ammonification prepares polyetheramine with the three-functionality-degree Aethoxy Sklerol that molecular weight is 5000 and bifunctionality Aethoxy Sklerol that molecular weight is 2000.
CN101982482A discloses a kind of method that amorphous alloy catalyst prepares polyetheramine, and the main component of the amorphous alloy catalyst for using is nickel and aluminium, and promoter elements M, M are one or more among Mo, La, Cr and Mn.The catalyst is used for Aethoxy Sklerol of the synthetic molecular weight more than 1000 and shows good catalysis activity and selectivity, and polyetheramine conversion ratio is more than 97%, and primary amine content is more than 99%.
Skeletal nickel catalyst is used in above-mentioned domestic and international patent mostly, partial monopoly is preferable using loaded catalyst reactivity worth, but severe reaction conditions, and reaction pressure is between 10 ~ 25MPa.The use different size of this patent innovation, the alumina support of different pore size size prepare loaded catalyst, and reaction pressure is reduced by the change catalyzer size and pore size, improve reactivity.
The content of the invention
It is an object of the invention to provide the loaded catalyst that a kind of continuity method prepares amine terminated polyether.
Continuity method of the invention prepares the technique loaded catalyst of amine terminated polyether, it is characterised in that catalyst composition is Ni/Cu/ porous carriers.
Loaded catalyst of the present invention, it is characterised in that prepared using infusion process, catalytic component mass ratio is：20 ~ 35% metallic nickels, 15~30% metallic coppers, 35~65% porous carriers.
Loaded catalyst of the present invention, it is characterised in that porous carrier is formed alumina, preparation process is as follows：(1), alumina powder is placed in horse expense stove and is calcined 4 ~ 6 hours at 400 ~ 600 DEG C；(2) alumina powder after roasting, is cooled to room temperature, 5 ~ 20% aqueous acetic acid compressing tablet or extruded moulding is added in alumina powder；(3), the alumina support of shaping is placed in horse expense stove and is calcined 2 ~ 3 hours at 250 ~ 330 DEG C.
Aqueous acetic acid of the present invention, it is characterised in that aqueous acetic acid concentration is 4 ~ 18%.
Shaped alumina alumina supporter of the present invention, according to synthesis amine terminated polyether molecular size range, selection different size, the porous carrier of different pore size size, the amine terminated polyether of molecular weight 200 ~ 800,3 ~ 5mm of carrier dimensions, add 5 ~ 10% acetic acid compression molding, the amine terminated polyether of molecular weight 1000 ~ 2000；1 ~ 0.5mm of carrier dimensions, adds 10 ~ 15% aqueous acetic acid extruded moulding；The amine terminated polyether of molecular weight 3000 ~ 5000；1 ~ 0.3mm of carrier dimensions, adds 15 ~ 20% aqueous acetic acid extruded moulding.
Support type Ni/Cu/ porous carriers of the present invention, it is characterised in that preparation process is as follows：Nickel nitrate, copper nitrate are made into mixed aqueous solution in mass ratio, add the alumina support of forming to impregnate 8 ~ 12h at normal temperatures；The catalyst that will have been impregnated is placed in baking oven at 100 ~ 140 DEG C and dries 2 ~ 4 hours；The solid that will be obtained is placed in be calcined at 300 ~ 600 DEG C in horse expense stove and obtains final product catalyst in 4 ~ 6 hours.
Support type Ni/Cu/ porous carriers of the present invention, it is characterised in that catalyst prepares amine terminated polyether for continuity method, are 1 ~ 5MPa, 2 ~ 5h of raw material volume air speed in reaction pressure-1, under conditions of 210 ~ 240 DEG C of reaction temperature, polyethers alcohol conversion is more than 90%, and primary amine selectivity is more than 93%.
The present invention provides the loaded catalyst that a kind of continuity method prepares amine terminated polyether, has the advantages that preparation process is simple, easily amplification, reaction condition are gentle, has a good application prospect.
Specific embodiment
The present invention is described in detail in reference to embodiment.
Embodiment 1
A 60g alumina powders), are weighed it is placed in horse expense stove and is calcined 5h at 450 DEG C, alumina powder is cooled to room temperature, the aqueous acetic acid that 4.8g concentration is 8% is added in alumina powder, using the grinding tool compression molding of 3.5mm, the aluminum oxide of forming is calcined 2.5h being placed in horse expense stove at 300 DEG C.Weigh the aqueous solution that 178g nickel nitrates, 70g copper nitrates are made into 40%, 10h is impregnated during the alumina support of forming is added into the aqueous solution, the catalyst that will have been impregnated is placed in baking oven 120 DEG C and dries 3h, finally dried catalyst is placed in horse expense stove and is calcined 5h at 450 DEG C.
B the catalyst that 30ml preparation processes A obtains), is measured to be placed in fixed bed constant temperature zone, under conditions of 2 DEG C/min of heating rate, 210 DEG C of final reduction temperature, 10% hydrogen/90% nitrogen mixture, temperature programmed reduction 4 hours.Temperature of reactor is down to 80 DEG C, the High Purity Hydrogen of 110L/h, volume space velocity 3.5h is passed through-1Liquefied ammonia, volume space velocity 2.5h-1Molecular weight 230 PPG, synthesize amine terminated polyether under conditions of 220 DEG C of reaction temperature, reaction pressure 3.5MPa, product distills to obtain polyethers ammonolysis product through filtering, vacuumize again.Through chemical analysis, the total amine value 7.82mmol/g of product, reaction conversion ratio reaches 92.5%, and primary amine purity reaches 93.45%.
Embodiment 2
A 60g alumina powders), are weighed it is placed in horse expense stove and is calcined 5h at 430 DEG C, alumina powder is cooled to room temperature, the aqueous acetic acid that 6g concentration is 9.5% is added in alumina powder, using the grinding tool compression molding of 3.5mm, the aluminum oxide of forming is calcined 2.5h being placed in horse expense stove at 300 DEG C.Weigh the aqueous solution that 190g nickel nitrates, 60g copper nitrates are made into 40%, 10h is impregnated during the alumina support of forming is added into the aqueous solution, the catalyst that will have been impregnated is placed in baking oven 120 DEG C and dries 3h, finally dried catalyst is placed in horse expense stove and is calcined 4.5h at 480 DEG C.
B the catalyst that 30ml preparation processes A obtains), is measured to be placed in fixed bed constant temperature zone, under conditions of 2 DEG C/min of heating rate, 210 DEG C of final reduction temperature, 10% hydrogen/90% nitrogen mixture, temperature programmed reduction 4 hours.Temperature of reactor is down to 80 DEG C, the High Purity Hydrogen of 150L/h, volume space velocity 2.5h is passed through-1Liquefied ammonia, volume space velocity 3h-1Molecular weight 430 PPG, synthesize amine terminated polyether under conditions of 230 DEG C of reaction temperature, reaction pressure 4MPa, product distills to obtain polyethers ammonolysis product through filtering, vacuumize again.Through chemical analysis, the total amine value 4.32mmol/g of product, reaction conversion ratio reaches 94.23%, and primary amine purity reaches 96.18%.
Embodiment 3
The catalyst that preparation process A in 30ml embodiments 2 obtains is measured to be placed in fixed bed constant temperature zone, under conditions of 4 DEG C/min of heating rate, 225 DEG C of final reduction temperature, 10% hydrogen/90% nitrogen mixture, temperature programmed reduction 4 hours.Temperature of reactor is down to 80 DEG C, the High Purity Hydrogen of 110L/h, volume space velocity 3h is passed through-1Liquefied ammonia, volume space velocity 3h-1Molecular weight 800 PPG, synthesize amine terminated polyether under conditions of 230 DEG C of reaction temperature, reaction pressure 4.5MPa, product distills to obtain polyethers ammonolysis product through filtering, vacuumize again.Through chemical analysis, the total amine value 2.4mmol/g of product, reaction conversion ratio reaches 100%, and primary amine purity reaches 96.21%.
Embodiment 4
A 60g alumina powders), are weighed it is placed in horse expense stove and is calcined 5h at 480 DEG C, alumina powder is cooled to room temperature, the aqueous acetic acid that 9g concentration is 12% is added in alumina powder, using the grinding tool extruded moulding of 1mm, the aluminum oxide of forming is calcined 3h being placed in horse expense stove at 305 DEG C.Weigh the aqueous solution that 198g nickel nitrates, 54g copper nitrates are made into 40%, 12h is impregnated during the alumina support of forming is added into the aqueous solution, the catalyst that will have been impregnated is placed in baking oven 120 DEG C and dries 3h, finally dried catalyst is placed in horse expense stove and is calcined 5h at 450 DEG C.
B the catalyst that 30ml preparation processes A obtains), is measured to be placed in fixed bed constant temperature zone, under conditions of 5 DEG C/min of heating rate, 205 DEG C of final reduction temperature, 10% hydrogen/90% nitrogen mixture, temperature programmed reduction 3 hours.Temperature of reactor is down to 80 DEG C, the High Purity Hydrogen of 100L/h, volume space velocity 4h is passed through-1Liquefied ammonia, volume space velocity 4.5h-1Molecular weight 1000 PPG, synthesize amine terminated polyether under conditions of 230 DEG C of reaction temperature, reaction pressure 3MPa, product distills to obtain polyethers ammonolysis product through filtering, vacuumize again.Through chemical analysis, the total amine value 1.99mmol/g of product, reaction conversion ratio reaches 100%, and primary amine purity reaches 94.89%.
Embodiment 5
A 60g alumina powders), are weighed it is placed in horse expense stove and is calcined 4.5h at 450 DEG C, alumina powder is cooled to room temperature, the aqueous acetic acid that 9g concentration is 15% is added in alumina powder, using the grinding tool extruded moulding of 0.5mm, the aluminum oxide of forming is calcined 2.5h being placed in horse expense stove at 310 DEG C.Weigh the aqueous solution that 198g nickel nitrates, 54g copper nitrates are made into 40%, 12h is impregnated during the alumina support of forming is added into the aqueous solution, the catalyst that will have been impregnated is placed in baking oven 120 DEG C and dries 3h, finally dried catalyst is placed in horse expense stove and is calcined 5h at 450 DEG C.
B the catalyst that 30ml preparation processes A obtains), is measured to be placed in fixed bed constant temperature zone, under conditions of 2 DEG C/min of heating rate, 215 DEG C of final reduction temperature, 10% hydrogen/90% nitrogen mixture, temperature programmed reduction 4 hours.Temperature of reactor is down to 80 DEG C, the High Purity Hydrogen of 100L/h, volume space velocity 2.5h is passed through-1Liquefied ammonia, volume space velocity 4h-1Molecular weight 2000 PPG, synthesize amine terminated polyether under conditions of 230 DEG C of reaction temperature, reaction pressure 3MPa, product distills to obtain polyethers ammonolysis product through filtering, vacuumize again.Through chemical analysis, the total amine value 0.97mol/g of product, reaction conversion ratio reaches 100%, and primary amine purity reaches 96.88%.
Embodiment 6
A 60g alumina powders), are weighed it is placed in horse expense stove and is calcined 4.5h at 450 DEG C, alumina powder is cooled to room temperature, the aqueous acetic acid that 12g concentration is 18% is added in alumina powder, using the grinding tool extruded moulding of 0.25mm, the aluminum oxide of forming is calcined 2.5h being placed in horse expense stove at 315 DEG C.Weigh the aqueous solution that 159g nickel nitrates, 70g copper nitrates are made into 40%, 11h is impregnated during the alumina support of forming is added into the aqueous solution, the catalyst that will have been impregnated is placed in baking oven 120 DEG C and dries 4h, finally dried catalyst is placed in horse expense stove and is calcined 4h at 450 DEG C.
B the catalyst that 30ml preparation processes A obtains), is measured to be placed in fixed bed constant temperature zone, under conditions of 2.5 DEG C/min of heating rate, 220 DEG C of final reduction temperature, 10% hydrogen/90% nitrogen mixture, temperature programmed reduction 4 hours.Temperature of reactor is down to 80 DEG C, the High Purity Hydrogen of 100L/h, volume space velocity 2.5h is passed through-1Liquefied ammonia, volume space velocity 4.5h-1Molecular weight 5000 PPG, synthesize amine terminated polyether under conditions of 230 DEG C of reaction temperature, reaction pressure 4MPa, product distills to obtain polyethers ammonolysis product through filtering, vacuumize again.Through chemical analysis, the total amine value 0.39mmol/g of product, reaction conversion ratio reaches 100%, and primary amine purity reaches 96.54%.
From above example, it can be seen that it is gentle that present invention preparation continuity method prepares amine terminated polyether loaded catalyst high conversion rate, the good, reaction condition of selectivity.
Claims (6)
1. a kind of continuity method prepares amine terminated polyether loaded catalyst, it is characterised in that catalyst composition is Ni/Cu/ porous carriers, and constituent mass ratio is：20 ~ 35% metallic nickels, 15~30% metallic coppers, 35~65% porous carriers.
2. loaded catalyst according to claim 1, it is characterised in that porous carrier is formed alumina, and preparation process is as follows：(1), alumina powder is placed in horse expense stove and is calcined 4 ~ 6 hours at 400 ~ 600 DEG C；(2) alumina powder after roasting, is cooled to room temperature, 5 ~ 20% aqueous acetic acid compressing tablet or extruded moulding is added in alumina powder；(3), the alumina support of shaping is placed in horse expense stove and is calcined 2 ~ 3 hours at 250 ~ 330 DEG C.
3. loaded catalyst according to claim 2, it is characterised in that aqueous acetic acid concentration is 4 ~ 18%.
4. loaded catalyst according to claim 2, it is characterized in that described shaped alumina alumina supporter, according to synthesis amine terminated polyether molecular size range, selection different size, the porous carrier of different pore size size, the amine terminated polyether of molecular weight 200 ~ 800,3 ~ 5mm of carrier dimensions, adds 5 ~ 10% acetic acid compression molding；The amine terminated polyether of molecular weight 1000 ~ 2000；1 ~ 0.5mm of carrier dimensions, adds 10 ~ 15% aqueous acetic acid extruded moulding；The amine terminated polyether of molecular weight 3000 ~ 5000,1 ~ 0.3mm of carrier dimensions adds 15 ~ 20% aqueous acetic acid extruded moulding.
5. loaded catalyst according to claim 1, it is characterised in that prepared using infusion process, preparation process is as follows：Nickel nitrate, copper nitrate are made into mixed aqueous solution in mass ratio, add the alumina support of forming to impregnate 8 ~ 12h at normal temperatures；The catalyst that will have been impregnated is placed in baking oven at 100 ~ 140 DEG C and dries 2 ~ 4 hours；The solid that will be obtained is placed in be calcined at 300 ~ 600 DEG C in horse expense stove and obtains final product catalyst in 4 ~ 6 hours.
6. loaded catalyst according to claim 1, it is characterised in that catalyst prepares amine terminated polyether for continuity method, is 1 ~ 5MPa, 2 ~ 5h of raw material volume air speed in reaction pressure-1, under conditions of 210 ~ 240 DEG C of reaction temperature, polyethers alcohol conversion is more than 90%, and primary amine selectivity is more than 93%.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109206608A (en) * | 2018-08-20 | 2019-01-15 | 浙江绿科安化学有限公司 | A kind of method for preparing catalyst being used to prepare narrow ditribution isomerous tridecanol polyoxyethylene ether |
| CN110964194A (en) * | 2019-12-10 | 2020-04-07 | 浙江绿科安化学有限公司 | Preparation method and application method of polyetheramine catalyst |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1186453A (en) * | 1995-06-02 | 1998-07-01 | 陶氏化学公司 | Catalyst and process for producing amides |
| CN102389802A (en) * | 2011-09-20 | 2012-03-28 | 中国石油化工集团公司 | Amine-terminated polyether synthetic catalyst and preparation method thereof |
| CN104119239A (en) * | 2014-08-12 | 2014-10-29 | 无锡阿科力科技股份有限公司 | Process of producing small molecular weight polyether amine by continuous method |
-
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1186453A (en) * | 1995-06-02 | 1998-07-01 | 陶氏化学公司 | Catalyst and process for producing amides |
| CN102389802A (en) * | 2011-09-20 | 2012-03-28 | 中国石油化工集团公司 | Amine-terminated polyether synthetic catalyst and preparation method thereof |
| CN104119239A (en) * | 2014-08-12 | 2014-10-29 | 无锡阿科力科技股份有限公司 | Process of producing small molecular weight polyether amine by continuous method |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109206608A (en) * | 2018-08-20 | 2019-01-15 | 浙江绿科安化学有限公司 | A kind of method for preparing catalyst being used to prepare narrow ditribution isomerous tridecanol polyoxyethylene ether |
| CN109206608B (en) * | 2018-08-20 | 2021-04-16 | 浙江皇马科技股份有限公司 | Preparation method of catalyst for preparing narrow-distribution isomeric tridecanol polyoxyethylene ether |
| CN110964194A (en) * | 2019-12-10 | 2020-04-07 | 浙江绿科安化学有限公司 | Preparation method and application method of polyetheramine catalyst |
| CN110964194B (en) * | 2019-12-10 | 2022-04-15 | 浙江皇马科技股份有限公司 | Preparation method and application method of polyetheramine catalyst |
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Address after: Liuhe District of Nanjing City, Jiangsu province 210048 geguan Road No. 699 Patentee after: China Petroleum & Chemical Corp. Patentee after: SINOPEC NANJING CHEMICAL RESEARCH INSTITUTE Co.,Ltd. Address before: Liuhe District of Nanjing City, Jiangsu province 210048 geguan Road No. 699 Patentee before: China Petroleum & Chemical Corp. Patentee before: Nanhua Group Research Institute |
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