CN101921391A - Synthesis method of polyether polyalcohol with low unsaturation degree and high molecular weight - Google Patents
Synthesis method of polyether polyalcohol with low unsaturation degree and high molecular weight Download PDFInfo
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- CN101921391A CN101921391A CN 201010289211 CN201010289211A CN101921391A CN 101921391 A CN101921391 A CN 101921391A CN 201010289211 CN201010289211 CN 201010289211 CN 201010289211 A CN201010289211 A CN 201010289211A CN 101921391 A CN101921391 A CN 101921391A
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Abstract
The invention relates to a synthesis method of polyether polyalcohol with low unsaturation degree and high molecular weight, which is characterized in that the polyether polyalcohol is synthesized by adopting the following steps of: carrying out catalytic reaction of a polyalcohol compound used as an initiating agent under the catalysis of two different catalysts of alkali metal hydroxide catalyst and bimetal cyanogen compound catalyst under the pressure of 0-0.5MPa and at the temperature of 50-150 DEG C, and carrying out polymerization with an epoxy compound. The prepared product has high molecular weight, narrow distribution, and quite high tensile tear strength and elongation at break under the lower hardness; in the production process, bifunctional polyalcohol can not be removed together with water, thereby not influencing the design flow; the prepared polyether polyalcohol can be used for producing foams with high rebound and good processability and does not reduce other physical properties of the foams; and the polyether polyalcohol can be applied to polyurethane products of sealant, paving materials, waterproof materials, and the like and has favorable property especially on the aspects of shock absorption and waterproofing of rapid transit railways.
Description
Technical field
The present invention relates to a kind of synthetic method of polyether polyalcohol with low unsaturation degree and high molecular weight, belong to chemical field.
Background technology
Polyether glycol is the important source material of synthesis of polyurethane, develop rapidly along with polyurethane industrial, in recent years, each big manufacturing enterprise centers on the raising of polyether glycol quality product performance and the reduction of production cost with relevant scientific research institution both at home and abroad, carried out a large amount of research-and-development activitys, wherein the most representative breakthrough is exactly the development research of carrying out polyether polyalcohol with low unsaturation degree and high molecular weight.
For adapting to the development trend of polyurethane product cold moldingization, low densityization and multifunction, all kinds of extraordinary polyvalent alcohol products arise at the historic moment, and wherein low-unsaturation-degree high molecule mass polyether glycol is especially noticeable.Polyether polyalcohol with low unsaturation degree and high molecular weight is the polyethers new variety of developing in recent years, this novel polyether polyvalent alcohol has characteristics such as molecular weight height, narrow molecular weight distribution, degree of unsaturation be low, its quality has reached unprecedented high level, make the performance of the polyurethane products that make improve class greatly, enlarged Application Areas.Low-unsaturation-degree high molecular weight polyether glycol has a extensive future in low density high resilience polyurethane foam, CASE fields such as (coating, tackiness agent, seal gum and elastomericss), can improve the mechanical and physical performance and the processing characteristics of goods significantly.Especially highly active high molecular weight low-unsaturation-degree polyether product can be pushed the polyurethane product performance to higher level.
The synthetic method of preparation low-unsaturation-degree high molecular weight polyether glycol commonly used is many at present is catalyzer with the bimetallic cyaniding complex, is initiator with two traditional functionality polyvalent alcohols, and propylene oxide or oxyethane are that polymerization single polymerization monomer reacts.There is following problem in traditional preparation low-unsaturation-degree high molecular weight polyether glycol technology:
1, manyly in the bibliographical information prepare low-unsaturation-degree high molecular weight polyether glycol with bimetallic cyaniding complex, but the polyether glycol molecular weight that makes is when reaching 5000 left and right sides, catalytic activity significantly reduces.For polyether segment is further increased, obtain the more target product of macromolecule, then need to add new catalyzer, to improve catalytic performance.
2, be that initiator is when preparing low-unsaturation-degree high molecular weight polyether glycol with conventional two functionality polyvalent alcohols, because their molecular weight is not high, make that the bimetallic cyaniding complex initiation reaction is slower, molecular weight is relative with boiling point not high in addition, in the dehydration procedure in the preparation technology of polyether glycol, deviate from together together with water, thereby the design flow of reactant is exerted an influence.
3, well-known, in the polyurethane preparation process, primary hydroxyl and isocyanate group reactive activity are more than the secondary hydroxyl height.And be generally secondary hydroxyl by the polyether glycol end that the propylene oxide homopolymerization makes, this has just limited the application of urethane in high resilience of bulk and moulded foam, application in polyurethane elastomer and prepolymer foam in addition, secondary hydroxyl can prolong process period, causes financial loss.
Therefore, seek a kind of two functionality polyvalent alcohol initiators of innovation, address the above problem on multiple catalyzer and the alkylene oxide monomer feed way and seem particularly important.
Summary of the invention
According to the prior art deficiency, technical problem to be solved by this invention is: the synthetic method that a kind of polyether polyalcohol with low unsaturation degree and high molecular weight is provided, the molecular weight product height that makes, and two functionality polyvalent alcohols can not deviate from water in process of production, can not exert an influence to design flow, the polyether glycol that makes can be produced high resilience and the good foam of processibility, and does not reduce other physicalies of foamy.
The technical solution adopted for the present invention to solve the technical problems is: the synthetic method that a kind of polyether polyalcohol with low unsaturation degree and high molecular weight is provided, it is characterized in that adopting multicomponent alcoholics compound is initiator, at 0-0.5MPa pressure, under the 50-150 ℃ of temperature, use alkali metal hydroxide catalyzer and two kinds of different catalysts of bimetal cyanides catalyzer to carry out catalyzed reaction, carry out polymerization with epoxy compounds and obtain.
Described multicomponent alcoholics compound is the mixture of one or more compositions in ethylene glycol, propylene glycol, butyleneglycol, Diethylene Glycol, triethylene glycol, dipropylene glycol or the tripropylene glycol.
Described multicomponent alcoholics compound is a tripropylene glycol.
Described alkali metal hydroxide catalyzer is a potassium hydroxide.
Described bimetal cyanides catalyzer is bimetallic cyanide complex catalyst (being called for short DMC).
This compounds of bimetallic cyanide complex catalyst in this reaction (being called for short DMC) all can be used as catalyzer and uses.
The addition of described two kinds of catalyzer is the 0.03-0.5% of raw materials quality summation, and potassium hydroxide and bimetallic cyanide complex catalyst mass ratio are 6: 1-10: 1.
Wherein the addition of two kinds of catalyzer accounts for the raw materials quality summation and is preferably 0.03-0.1%, and potassium hydroxide and bimetallic cyanide complex catalyst mass ratio are preferably 6: 1-8: 1.
Described epoxy compounds is a kind of in propylene oxide or the oxyethane or the mixture of the two.
Described epoxy compounds is the mixture of propylene oxide and oxyethane, and the mass ratio of propylene oxide and oxyethane is 90: 15-60: 15.
Described temperature of reaction is 80-120 ℃, and reaction pressure is 0.1-0.4MPa.
The invention has the beneficial effects as follows: the molecular weight product height and the narrow distribution that make, product have sufficiently high tensile tear strength and elongation at break under lower hardness; Two functionality polyvalent alcohols can not deviate from water in process of production, can not exert an influence to design flow; The polyether glycol that makes can be produced high resilience and the good foam of processibility, and does not reduce other physicalies of foamy; This polyether glycol can be applicable to polyurethane products such as seal gum, pavement material, water-proof material, especially has superperformance aspect high-speed railway damping, the waterproof.
Embodiment
Following examples are used for further specifying the present invention, but do not limit the present invention.
Embodiment 1
In the 3L stainless steel cauldron, at ambient temperature, add tripropylene glycol 48.912g, start stirring, carry out nitrogen replacement, vacuumize, survey in the still oxygen level less than 100ppm after, be evacuated to-0.098Mpa, airtight suction potassium hydroxide 1 is warming up to 50 ℃, decompression dehydration 2 hours, add propylene oxide, react after 3 hours, after the refinement treatment, standby, nitrogen replacement vacuumizes, and adds zinc cobalt dual-metal cyanide complex catalyst 0.1019g, propylene oxide/oxyethane charging, reacted 4 hours, cooling, standby.Vacuum suction potassium hydroxide 2, potassium hydroxide 1,2 accumulative total inlet amount 0.8646g are behind nitrogen replacement and the decompression dehydration, the oxyethane charging, propylene oxide total feed 1714g, oxyethane total feed 286g, pressure-controlling is at 0-0.5Mpa, temperature is 50-60 ℃, reacted cooling demonomerization, refining aftertreatment 0.5 hour, be warming up to 90 ℃, obtain product A.Analysis indexes is as follows: hydroxyl value: 13.9; Acid number: 0.04; Viscosity: 4100; Moisture: 0.01%; PH value: 6.24.
Embodiment 2
In the 3L stainless steel cauldron, at ambient temperature, add dipropylene glycol 48.741g, start stirring, carry out nitrogen replacement, vacuumize, survey in the still oxygen level less than 100ppm after, be evacuated to-0.098MPa, airtight suction potassium hydroxide 1 is warming up to 100 ℃, and decompression dehydration 2 hours adds propylene oxide, react after 3 hours, standby after the refinement treatment, nitrogen replacement, vacuumize, add zinc cobalt dual-metal cyanide complex catalyst 0.1001g, propylene oxide feed, reacted 4 hours, cooling, standby.Vacuum suction potassium hydroxide 2, potassium hydroxide 1,2 accumulative total inlet amount 0.6009g, propylene oxide accumulative total inlet amount 2000g, behind nitrogen replacement and the decompression dehydration, pressure-controlling is at 0-0.5Mpa, and temperature is 110-120 ℃ of reaction 0.5 hour, the cooling demonomerization, refining aftertreatment is cooled to 90 ℃, obtains producing B.Analysis indexes is as follows: hydroxyl value: 13.8; Acid number: 0.05; Viscosity: 3400; Moisture: 0.08%; PH value: 6.18.
Embodiment 3
In the 3L stainless steel cauldron, at ambient temperature, add propylene glycol 48.012g, start stirring, carry out nitrogen replacement, vacuumize, survey in the still oxygen level less than 100ppm after, be evacuated to-0.098MPa, airtight suction potassium hydroxide 1 is warming up to 150 ℃, decompression dehydration 2 hours, add propylene oxide, react after 3 hours, after the refinement treatment, standby, nitrogen replacement vacuumizes, and adds zinc cobalt dual-metal cyanide complex catalyst 0.9003g, propylene oxide/oxyethane charging, reacted 4 hours, cooling, standby.Vacuum suction potassium hydroxide 2, behind potassium hydroxide 1,2 accumulative total inlet amount 9.0027g nitrogen replacements and the decompression dehydration, the oxyethane charging, propylene oxide total feed 1600g, oxyethane total feed 400g, pressure-controlling is at 0-0.5Mpa, temperature is 140-150 ℃ of reaction 0.5 hour, cooling demonomerization, refining aftertreatment, be cooled to 90 ℃, obtain product A.Analysis indexes is as follows: hydroxyl value: 13.9; Acid number: 0.04; Viscosity: 4100; Moisture: 0.01%; PH value: 6.24.
Embodiment 4
In the 3L stainless steel cauldron, at ambient temperature, add ethylene glycol 48.368g, start stirring, carry out nitrogen replacement, vacuumize, survey in the still oxygen level less than 100ppm after, be evacuated to-0.098MPa, airtight suction potassium hydroxide 1 is warming up to 150 ℃, decompression dehydration 2 hours, add propylene oxide, react after 3 hours, after the refinement treatment, standby, nitrogen replacement vacuumizes, and adds zinc cobalt dual-metal cyanide complex catalyst 0.2010g, propylene oxide/oxyethane charging, reacted 4 hours, cooling, standby.Vacuum suction potassium hydroxide 2, behind potassium hydroxide 1,2 accumulative total inlet amount 1.6007g nitrogen replacements and the decompression dehydration, the oxyethane charging, propylene oxide total feed 1667g, oxyethane total feed 333g, pressure-controlling is at 0-0.5Mpa, temperature is 110-120 ℃ of reaction 0.5 hour, cooling demonomerization, refining aftertreatment, be cooled to 90 ℃, obtain product A.Analysis indexes is as follows: hydroxyl value: 13.7; Acid number: 0.05; Viscosity: 4000; Moisture: 0.03%; PH value: 6.22.
The polyvalent alcohol that embodiment makes is made polyurethane product, and its performance is tested.By table (one) (two) comparative experiments data the polyethers use properties is described:
Table (one)
| Project | 1 | 2 | 3 | 4 |
| Polyether glycol A (g) | On a small quantity | On a small quantity | On a small quantity | On a small quantity |
| Whipping agent (g) | In right amount | In right amount | In right amount | In right amount |
| MOCA(g) | In right amount | In right amount | In right amount | In right amount |
| Shao A intensity | 45 | 40 | 48 | 50 |
| Tensile strength (MPa) | 400 | 420 | 370 | 450 |
| Elongation (%) | 500 | 450 | 500 | 480 |
| Tear strength (Ncm -1) | 350 | 300 | 340 | 350 |
Table (two)
| Project | 1 | 2 | 3 | 4 |
| Polyether glycol A (g) | On a small quantity | On a small quantity | On a small quantity | On a small quantity |
| Whipping agent (g) | In right amount | In right amount | In right amount | In right amount |
| MOCA(g) | In right amount | In right amount | In right amount | In right amount |
| Shao A intensity | 40 | 36 | 35 | 30 |
| Tensile strength (MPa) | 300 | 240 | 250 | 200 |
| Elongation (%) | 380 | 300 | 300 | 280 |
| Tear strength (Ncm -1) | 270 | 230 | 280 | 240 |
As table () table (two) finding, use institute of the present invention synthetic polyether polyalcohol with low unsaturation degree and high molecular weight to show machining property preferably, have good economic and social benefit.
Claims (9)
1. the synthetic method of a polyether polyalcohol with low unsaturation degree and high molecular weight, it is characterized in that adopting multicomponent alcoholics compound is initiator, at 0-0.5MPa pressure, under the 50-150 ℃ of temperature, use alkali metal hydroxide catalyzer and two kinds of different catalysts of bimetal cyanides catalyzer to carry out catalyzed reaction, carry out polymerization with epoxy compounds and obtain.
2. the synthetic method of polyether polyalcohol with low unsaturation degree and high molecular weight according to claim 1 is characterized in that described multicomponent alcoholics compound is the mixture of one or more compositions in ethylene glycol, propylene glycol, butyleneglycol, Diethylene Glycol, triethylene glycol, dipropylene glycol or the tripropylene glycol.
3. the synthetic method of polyether polyalcohol with low unsaturation degree and high molecular weight according to claim 2 is characterized in that described multicomponent alcoholics compound is a tripropylene glycol.
4. the synthetic method of polyether polyalcohol with low unsaturation degree and high molecular weight according to claim 1 is characterized in that described alkali metal hydroxide catalyzer is a potassium hydroxide.
5. the synthetic method of polyether polyalcohol with low unsaturation degree and high molecular weight according to claim 1 is characterized in that described bimetal cyanides catalyzer is a bimetallic cyanide complex catalyst.
6. according to the synthetic method of claim 4 or 5 described polyether polyalcohol with low unsaturation degree and high molecular weight, the addition that it is characterized in that described two kinds of catalyzer is the 0.03-0.5% of raw materials quality summation, and potassium hydroxide and bimetallic cyanide complex catalyst mass ratio are 6: 1-10: 1.
7. the synthetic method of polyether polyalcohol with low unsaturation degree and high molecular weight according to claim 1 is characterized in that described epoxy compounds is a kind of in propylene oxide or the oxyethane or the mixture of the two.
8. the synthetic method of polyether polyalcohol with low unsaturation degree and high molecular weight according to claim 7, it is characterized in that described epoxy compounds is the mixture of propylene oxide and oxyethane, the mass ratio of propylene oxide and oxyethane is 90: 15-60: 15.
9. the synthetic method of polyether polyalcohol with low unsaturation degree and high molecular weight according to claim 1 is characterized in that described reaction pressure is 0.1-0.4MPa, and temperature of reaction is 80-120 ℃.
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| CN102391494A (en) * | 2011-08-24 | 2012-03-28 | 山东蓝星东大化工有限责任公司 | Method for synthesizing high-activity high molecular weight polyether polyol |
| CN102875795A (en) * | 2012-10-16 | 2013-01-16 | 山东蓝星东大化工有限责任公司 | Polyether polyol for high-activity surface active agent and synthesis method of polyether polyol |
| CN103709392A (en) * | 2013-11-28 | 2014-04-09 | 山东蓝星东大化工有限责任公司 | Preparation method of polyether polyol for automobile sealant |
| CN103709391A (en) * | 2013-11-28 | 2014-04-09 | 山东蓝星东大化工有限责任公司 | Method for synthesis of low-unsaturation degree, high-molecular weight and high-activity polyether polyol |
| CN104086765A (en) * | 2014-07-04 | 2014-10-08 | 山东一诺威新材料有限公司 | Method for preparing polyether polyol used for aliphatic coating |
| CN104119523A (en) * | 2014-08-06 | 2014-10-29 | 山东蓝星东大化工有限责任公司 | Method for synthesizing polyether polyol for waterproof coating |
| CN105237759A (en) * | 2015-11-09 | 2016-01-13 | 淄博德信联邦化学工业有限公司 | Polyether polyol for high-tensile elastomer and preparation method thereof |
| CN106008953A (en) * | 2016-08-01 | 2016-10-12 | 山东诺威新材料有限公司 | Preparation method of low unsaturation degree and high intersolubility high molecular weight polyether polyol |
| CN106188521A (en) * | 2016-07-30 | 2016-12-07 | 淄博德信联邦化学工业有限公司 | Synthesis of polymer polyalcohol macromolecule dispersing agent |
| CN106750083A (en) * | 2016-12-28 | 2017-05-31 | 浙江圣诺盟顾家海绵有限公司 | A kind of stretch-proof tears sponge and its production method |
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Application publication date: 20101222 |