CN104292681B - Polymer polyol particle size regulator and preparation method thereof - Google Patents
Polymer polyol particle size regulator and preparation method thereof Download PDFInfo
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- CN104292681B CN104292681B CN201410494201.1A CN201410494201A CN104292681B CN 104292681 B CN104292681 B CN 104292681B CN 201410494201 A CN201410494201 A CN 201410494201A CN 104292681 B CN104292681 B CN 104292681B
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Abstract
The invention discloses a kind of polymer polyol particle size regulator and preparation method thereof, using batch technology or continuous processing, using dimethylbenzene as continuous phase, make styrene, acrylonitrile is in radical initiator, in the presence of macromonomer, the polymerisation at 80 DEG C~180 DEG C of reactor temperature, form particle size regulator system, vinyl monomer copolymer particles dispersion i.e. using dimethylbenzene as dispersed phase, the particle size modifier can substitute common macromonomer and molecular weight regulator in polyether synthesis and use, make polymer beads contained by polymer polyether polyol products round and smooth, particle diameter distribution is wider, so as to relatively low viscosity and with good stability.Meanwhile when producing certain solid content polymer polyether polyol, the usage amount of required vinyl monomer material in synthesis can be reduced, so as to reduce production cost.
Description
Technical field
The present invention relates to polymer polyol particle size regulator and preparation method thereof.
Background technology
Polymer polyatomic alcohol (POP) is due to excellent physical and chemical performance, being widely used in the high rebound of preparation, high load
Property polyurethane flexible, semi-rigid foamed plastics and elastomer etc., can be improved the performance of polyurethane foam, it is particularly hard
Degree and load bearing capacity are improved.Polymer polyatomic alcohol be by by one or more unsaturated vinyl monomers in polyethers
In polyalcohol, in the presence of radical polymerization initiator prepared by in-situ polymerization, is that polyether polyol, graft polyether are polynary
The mixture of alcohol, the autopolymer of unsaturated vinyl monomer or copolymer etc..
Recently as the raising of POP solid contents, product quality in product viscosity height, production process is accordingly brought to be difficult to control
The problem of processed, be unfavorable for the technological operation in course of conveying, easily blocks strainer and the pump housing, it is impossible to meets to modernize large-scale essence
The use of close equipment is restricted the downstream application of POP.
To solve the above problems, people have carried out substantial amounts of research work, there are many new technologies.In US5364906
Disclose a kind of continuity method for producing the low viscosity polymer polyols that dispersion stability is improved.This method uses two steps
Continuity method, wherein the first reaction product is mainly containing polymeric monomer and polymer controls by making less than 50% total monomer mixture
Agent is more than reaction generation in 50% total polyol blends (preferably whole polyalcohols).In the second reactor, it is remaining
Raw material be added in the first reaction product.
The preparation skill for preparing the polymer polyatomic alcohol that there is " intrinsic viscosity " for specific system is disclosed in US4652589
Art, i.e., it is minimum for given polymer polyatomic alcohol product viscosity under special reaction condition.By the way that polymer beads are somewhat thick
The particle with relative smooth outer surface of changing into of rough surface observable occupies an leading position (i.e., at least most) to realize
Reduce the viscosity of product.The universal of the technology is to improve the mobility of particle, at least to be made product viscosity reduction
The prevailing product of smooth particle.Improving mobility can obtain by using polymer control agent.The reality of the patent
Apply and this point is illustrated in example 9.Embodiment 9 is by adding polyalcohol, catalyst, benzene into the reactor continuously stirred
Ethene, acrylonitrile, macromonomer and 4.6% methanol (PCA) based on reactor charging gross weight prepare polymer polyatomic alcohol.
The quantity of methyl alcohol is enough to produce the polymer polyatomic alcohol that wherein most particles have smooth surface, and it is taken as that the polymerization
Thing polyalcohol has its minimum viscosity or " intrinsic viscosity ".
Disclosed in US5814699 it is a kind of prepare small particle mean size, high stability, in small, broken bits, low viscosity polymer is polynary
The continuation method of alcohol.Ethylbenzene or n-butanol are used in the document as solvent, using enol-ether as reaction control agent, obtained centre
Body solid content is 15~30% (weight), and styrene and acrylonitrile are divided the technology of multistep addition, obtained by intermediate as seed
Particle mean size is small, high stability, polymer polyatomic alcohol in small, broken bits, low viscosity.
A kind of low viscosity polymer polyols, its preparation method are disclosed in US5854358 and its in manufacture polyurethane foam
Purposes in foam plastics.Described in document by the presence of with castor oil modified hydroxy compounds, by olefinic monomer such as
Styrene and/or acrylonitrile prepare stable, without agglomerate, low viscosity grafting altogether with polyol compound radical polymerization
Copolymer dispersion method.
Disclosed in CN1188449C and a kind of prepare high stability, the continuation method of low viscosity polymer polyols.Mainly
By first making the mixture of styrene and acrylonitrile in the mixture of polyoxyalkylene polyethers polyalcohol and polymeric monomer in free radical
In the presence of initiator, solvent, reacted at least 90 DEG C, wherein polymeric monomer content is 2~10%, polyoxyalkylene polyethers used
The weight content of polyalcohol ethylene oxide is 2~9.9% technical solution, preferably solves polymer polyatomic alcohol and exists greatly
Content of monomer is high, and solid content is low, and with its obtained foam performance, elongation at break, tensile strength and load are not
The problem of preferably horizontal can be kept at the same time.
Do not referred in above documents using dimethylbenzene as particle size modifier of dispersed phase and preparation method thereof, and its
Application in polymer polyatomic alcohol synthesis.Xylene boiling point is not high, is used as dispersed phase, during later stage vacuum demonomerization
It can remove, and dimethylbenzene is low toxic drugs, and it is inexpensive.It can be substituted using it as scattered particle size modifier being combined to poly-
Common macromonomer and molecular weight regulator use in the synthesis of compound polyethers, make to gather contained by polymer polyether polyol products
Polymer beads are round and smooth to have preferable filterability, so that with relatively low viscosity and with good stability, is more conducive to it under
Swim the application in polyurethane foam.And because it contains the vinyl monomer copolymer particles of certain content, necessarily contain admittedly in production
During weight polymers polyether polyol, the usage amount of required vinyl monomer material in synthesis can be reduced, is produced into so as to reduce
This.
The content of the invention
In order to solve problem of the prior art, the present invention provides a kind of polymer polyol particle size regulator and its preparation
Method.Concrete scheme is as follows：
The polymer polyol particle size regulator of the present invention, is the ethylene monomer copolymer using dimethylbenzene as dispersed phase
Grain dispersion, wherein vinyl monomer copolymer particles are the copolymerization of polystyrene, polyacrylonitrile, acrylonitrile and styrene
Thing, the binary graft copolymer of acrylonitrile and macromonomer, binary graft copolymer, the propylene of styrene and macromonomer
The ternary graft copolymer of nitrile and styrene and macromonomer, account for altogether the 4.8wt.% of particle size modifier product~
38.2wt.%.
Its raw material of polymer polyol particle size regulator composition and mass percentage are as follows：
Polymer polyol particle size regulator, by controlling polymer beads in POP building-up processes to form the big of particle diameter
It is small, the particle diameter distribution of POP products is adjusted, particle diameter distribution is wider, and makes formed POP polymer beads round and smooth, so as to have
Relatively low viscosity and good stability.Particle size modifier can substitute polyether synthesis in common macromonomer and
Molecular weight regulator uses.Using effect is shown in Fig. 1.
Dimethylbenzene in the present invention selects general commercially available analysis net product, dosage for total amount of feeding 40wt.%~
80wt.%；It is preferred that 50wt.%~70wt.%
Macromonomer in the present invention can use United States Patent (USP) USP4462715, USP4390645, USP5093412,
It is prepared by any method of USP4342840.Macromonomer addition amount is 1wt.%~30wt.% of total amount of feeding, preferably
10wt.%~25wt.%.
It is azodiisobutyronitrile or azo-bis-iso-dimethyl for the radical initiator in the present invention, dosage is total
0.1wt.%~0.5wt.% of inventory.
General commercially available analysis net product is selected for the styrene in the present invention and acrylonitrile, monomer usage ratio is 10：
90~90：10, preferably 60：40~40：60 (mass ratioes)；Total addition level is 6wt.%~40wt.% of total amount of feeding, preferably
10wt.%~30wt.%.
Single reactor batch process is commonly used in being produced using POP, is placed in by bottom material of dimethylbenzene in reactor, by free radical
Initiator, macromonomer, styrene, acrylonitrile mixture are uniformly placed in feeder, 80 DEG C of bottom material temperature in reactor
Continuously instilled at~180 DEG C in bottom material, form the particle size modifier using dimethylbenzene as dispersed phase.
Also multiple reactor continuous processing can be used, is placed in using batch technology particle size modifier product as bottom material in reactor,
Dimethylbenzene, radical initiator, macromonomer, styrene, acrylonitrile mixture are uniformly placed in feeder, in reactor
Continuously instilled during 80 DEG C~180 DEG C of interior bottom material temperature in bottom material, form the particle size modifier using dimethylbenzene as dispersed phase.
In the preparation method of the present invention, 80 DEG C~180 DEG C, preferably 90 DEG C~130 DEG C of the reaction temperature in each reactor.
Polymer polyol particle size regulator prepared by the present invention, common macromolecular in alternative polyether synthesis
Monomer and molecular weight regulator use, and make polymer beads contained by polymer polyether polyol products are round and smooth to have preferably filtering
Property, so that with relatively low viscosity and with good stability, more conducively its application in the polyurethane foam of downstream.And because
It contains the vinyl monomer copolymer particles of certain content, can be with when producing certain solid content polymer polyether polyol
The usage amount of required vinyl monomer material in synthesis is reduced, so as to reduce production cost.
Brief description of the drawings
The POP product polymer particle transmission electron microscope photos that particle size modifiers of the Fig. 1 using dimethylbenzene as dispersed phase synthesizes.
Embodiment
General description has been carried out to the present invention, the present invention has been done with reference to specific embodiment further detailed
Description.
Embodiment 1
The common 400g of synthesis of polymer polyalcohol particle size modifier.Using 1000ml four-hole bottles as reactor, equipped with blender,
Heating unit, temperature control device, reflux.320g dimethylbenzene is added in the reactor first as bottom material, by 7.56g benzene second
Alkene, 68.04g acrylonitrile, 4g macromonomers, 0.4g azodiisobutyronitriles are uniformly mixed as liftout.80 DEG C of reaction temperature~
Liftout is continuously added at 90 DEG C, when feed time is 2-2.5 small, when absorbing reaction 2 is small.Polymer polyol is obtained after the completion of reaction
Alcohol particle size modifier A.(wherein dimethylbenzene dosage is the 80wt.% of total amount of feeding；Dosage of azodiisobutyronitrile is total amount of feeding
0.1wt.%；Macromonomer addition amount is the 1wt.% of total amount of feeding；Styrene, acrylonitrile monemer usage ratio are 10：90；
Styrene, the 18.9wt.% that total addition of acrylonitrile is total amount of feeding)
Embodiment 2
The common 400g of synthesis of polymer polyalcohol particle size modifier.Using 1000ml four-hole bottles as reactor, equipped with blender,
Heating unit, temperature control device, reflux.160g dimethylbenzene is added in the reactor first as bottom material, by 59.2g benzene second
Alkene, 59.2g acrylonitrile, 120g macromonomers, 1.6g azodiisobutyronitriles are uniformly mixed as liftout.100 DEG C of reaction temperature
Liftout is continuously added at~110 DEG C, when feed time is 2-2.5 small, when absorbing reaction 2 is small.Polymer is obtained after the completion of reaction
Polyalcohol particle size modifier B.(wherein dimethylbenzene dosage is the 40wt.% of total amount of feeding；Dosage of azodiisobutyronitrile is always to feed intake
The 0.4wt.% of amount；Macromonomer addition amount is the 30wt.% of total amount of feeding；Styrene, acrylonitrile monemer usage ratio are
50：50；Styrene, the 29.6wt.% that total addition of acrylonitrile is total amount of feeding)
Embodiment 3
The common 400g of synthesis of polymer polyalcohol particle size modifier.Using 1000ml four-hole bottles as reactor, equipped with blender,
Heating unit, temperature control device, reflux.280g dimethylbenzene is added in the reactor first as bottom material, by 35.64g benzene second
Alkene, 3.96g acrylonitrile, 80g macromonomers, 0.4g azo-bis-iso-dimethyls are uniformly mixed as liftout.Reaction temperature
Liftout is continuously added at 110 DEG C~120 DEG C, when feed time is 2-2.5 small, when absorbing reaction 2 is small.Gathered after the completion of reaction
Compound polyalcohol particle size modifier C.(wherein dimethylbenzene dosage is the 70wt.% of total amount of feeding；Azo-bis-iso-dimethyl is used
Measure the 0.1wt.% for total amount of feeding；Macromonomer addition amount is the 20wt.% of total amount of feeding；Styrene, acrylonitrile monemer
Usage ratio is 90：10；Styrene, the 9.9wt.% that total addition of acrylonitrile is total amount of feeding).
Embodiment 4
The common 4000g of synthesis of polymer polyalcohol particle size modifier.Connected and made with the 1000ml four-hole bottles of two carry potential overflow mouths
For reactor, blender, heating unit, temperature control device, reflux are respectively arranged with.Add the institute of embodiment 1 in the reactor first
It is bottom material to obtain product, and 2000g dimethylbenzene, 1264g styrene, 316g acrylonitrile, 400g macromonomers, 20g azos two is different
Butyronitrile is instilled in bottom material as liftout after mixing.120 DEG C~130 DEG C of reaction temperature；When feed time is 2-2.5 small, receive
It is product to collect overflow material.Polymer polyol particle size regulator D is obtained after the completion of reaction.(wherein dimethylbenzene dosage is total
The 50wt.% of inventory；Dosage of azodiisobutyronitrile is the 0.5wt.% of total amount of feeding；Macromonomer addition amount is always to feed intake
The 10wt.% of amount；Styrene, acrylonitrile monemer usage ratio are 80：20；Styrene, total addition of acrylonitrile are total amount of feeding
39.5wt.%).
Embodiment 5
The common 4000g of synthesis of polymer polyalcohol particle size modifier.Connected and made with the 1000ml four-hole bottles of two carry potential overflow mouths
For reactor, blender, heating unit, temperature control device, reflux are respectively arranged with.Add the institute of embodiment 2 in the reactor first
It is bottom material to obtain product, by 2400g dimethylbenzene, 276.4g styrene, 1105.6g acrylonitrile, 200g macromonomers, 18g azos
Bis-isobutyronitrile is instilled in bottom material as liftout after mixing.130 DEG C~140 DEG C of reaction temperature；Feed time is small for 2-2.5
When, it is product to collect overflow material.Polymer polyol particle size regulator E is obtained after the completion of reaction.(wherein dimethylbenzene dosage
For the 60wt.% of total amount of feeding；Dosage of azodiisobutyronitrile is the 0.45wt.% of total amount of feeding；Macromonomer addition amount is
The 5wt.% of total amount of feeding；Styrene, acrylonitrile monemer usage ratio are 20：80；Styrene, total addition of acrylonitrile are thrown to be total
The 34.55wt.% of doses).
Embodiment 6
The common 4000g of synthesis of polymer polyalcohol particle size modifier.Connected and made with the 1000ml four-hole bottles of two carry potential overflow mouths
For reactor, blender, heating unit, temperature control device, reflux are respectively arranged with.Add the institute of embodiment 3 in the reactor first
It is bottom material to obtain product, by 2200g dimethylbenzene, 296.4g styrene, 691.6g acrylonitrile, 800g macromonomers, 12g azos two
Isobutyl dimethyl phthalate is instilled in bottom material as liftout after mixing.140 DEG C~150 DEG C of reaction temperature；Feed time is 2-2.5
Hour, it is product to collect overflow material.Polymer polyol particle size regulator F is obtained after the completion of reaction.(wherein dimethylbenzene is used
Measure the 55wt.% for total amount of feeding；Azo-bis-iso-dimethyl dosage is the 0.3wt.% of total amount of feeding；Macromonomer adds
Dosage is the 20wt.% of total amount of feeding；Styrene, acrylonitrile monemer usage ratio are 30：70；Styrene, acrylonitrile always add
Measure the 24.7wt.% for total amount of feeding).
Embodiment 7
The common 4000g of synthesis of polymer polyalcohol particle size modifier.Connected and made with the 1000ml four-hole bottles of two carry potential overflow mouths
For reactor, blender, heating unit, temperature control device, reflux are respectively arranged with.Add the institute of embodiment 3 in the reactor first
It is bottom material to obtain product, by 1800g dimethylbenzene, 830.2g styrene, 355.8g acrylonitrile, 1000g macromonomers, 14g azos
Two isobutyl dimethyl phthalates are instilled in bottom material as liftout after mixing.150 DEG C~160 DEG C of reaction temperature；Feed time is 2-
2.5 it is small when, collect overflow material be product.Polymer polyol particle size regulator G is obtained after the completion of reaction.(wherein diformazan
Benzene dosage is the 45wt.% of total amount of feeding；Azo-bis-iso-dimethyl dosage is the 0.35wt.% of total amount of feeding；Macromolecular
Monomer additive amount is the 25wt.% of total amount of feeding；Styrene, acrylonitrile monemer usage ratio are 70：30；Styrene, acrylonitrile
Total addition level is the 29.65wt.% of total amount of feeding).
Embodiment 8
The common 4000g of synthesis of polymer polyalcohol particle size modifier.Connected and made with the 1000ml four-hole bottles of two carry potential overflow mouths
For reactor, blender, heating unit, temperature control device, reflux are respectively arranged with.Add the institute of embodiment 2 in the reactor first
It is bottom material to obtain product, by 2600g dimethylbenzene, 474g styrene, 316g acrylonitrile, 600g macromonomers, two isobutyl of 10g azos
Nitrile is instilled in bottom material as liftout after mixing.160 DEG C~170 DEG C of reaction temperature；When feed time is 2-2.5 small, collect
Overflow material is product.Polymer polyol particle size regulator H is obtained after the completion of reaction.(wherein dimethylbenzene dosage is thrown to be total
The 65wt.% of doses；Dosage of azodiisobutyronitrile is the 0.25wt.% of total amount of feeding；Macromonomer addition amount is always to feed intake
The 15wt.% of amount；Styrene, acrylonitrile monemer usage ratio are 60:40；Styrene, total addition of acrylonitrile are total amount of feeding
19.75wt.%).
Embodiment 9
The common 4000g of synthesis of polymer polyalcohol particle size modifier.Connected and made with the 1000ml four-hole bottles of two carry potential overflow mouths
For reactor, blender, heating unit, temperature control device, reflux are respectively arranged with.Add the institute of embodiment 3 in the reactor first
It is bottom material to obtain product, by 3000g dimethylbenzene, 236.8g styrene, 355.2g acrylonitrile, 400g macromonomers, 8g azos two
Isobutyl dimethyl phthalate is instilled in bottom material as liftout after mixing.170 DEG C~180 DEG C of reaction temperature；Feed time is 2-2.5
Hour, it is product to collect overflow material.Polymer polyol particle size regulator I is obtained after the completion of reaction.(wherein dimethylbenzene is used
Measure the 75wt.% for total amount of feeding；Azo-bis-iso-dimethyl dosage is the 0.2wt.% of total amount of feeding；Macromonomer adds
Dosage is the 10wt.% of total amount of feeding；Styrene, acrylonitrile monemer usage ratio are 40:60；Styrene, acrylonitrile always add
Measure the 14.8wt.% for total amount of feeding).
Embodiment 10
The common 4000g of synthesis of polymer polyalcohol particle size modifier.Connected and made with the 1000ml four-hole bottles of two carry potential overflow mouths
For reactor, blender, heating unit, temperature control device, reflux are respectively arranged with.Add the institute of embodiment 3 in the reactor first
It is bottom material to obtain product, by 3000g dimethylbenzene, 96g styrene, 144g acrylonitrile, 752g macromonomers, 8g azodiisobutyronitriles
Instilled after mixing as liftout in bottom material.170 DEG C~180 DEG C of reaction temperature；When feed time is 2-2.5 small, collects and overflow
It is product to flow material.Polymer polyol particle size regulator J is obtained after the completion of reaction.(wherein dimethylbenzene dosage is always to feed intake
The 75wt.% of amount；Dosage of azodiisobutyronitrile is the 0.2wt.% of total amount of feeding；Macromonomer addition amount is total amount of feeding
18.8wt.%；Styrene, acrylonitrile monemer usage ratio are 40:60；Styrene, total addition of acrylonitrile are total amount of feeding
6wt.%).
Embodiment 11
The common 4000g of synthesis of polymer polyalcohol particle size modifier.Connected and made with the 1000ml four-hole bottles of two carry potential overflow mouths
For reactor, blender, heating unit, temperature control device, reflux are respectively arranged with.Add the institute of embodiment 1 in the reactor first
It is bottom material to obtain product, by 2340g dimethylbenzene, 1360g styrene, 240g acrylonitrile, 40g macromonomers, two isobutyl of 20g azos
Nitrile is instilled in bottom material as liftout after mixing.120 DEG C~130 DEG C of reaction temperature；When feed time is 2-2.5 small, collect
Overflow material is product.Polymer polyol particle size regulator K is obtained after the completion of reaction.(wherein dimethylbenzene dosage is thrown to be total
The 58.5wt.% of doses；Dosage of azodiisobutyronitrile is the 0.5wt.% of total amount of feeding；Macromonomer addition amount is always to feed intake
The 1wt.% of amount；Styrene, acrylonitrile monemer usage ratio are 85：15；Styrene, total addition of acrylonitrile are total amount of feeding
40wt.%).
Embodiment 12
The common 4000g of polymer polyatomic alcohol of blending theory solid content 46wt.%.With tetra- mouthfuls of the 1000ml of two carry potential overflow mouths
Bottle series connection is used as reactor.The polymer polyatomic alcohol that the actual solid content of addition is 45% in the reactor first divides as bottom material
Not by polymer polyol particle size regulator product A~K of 200g, 1196g styrene, 644g acrylonitrile, two isobutyl of 12g azos
The polyether polyol of nitrile, 1960g molecular weight 5000, instills in bottom material as liftout after mixing.Bottom material is heated to 110 DEG C of companies
Continuous to add liftout, reaction temperature control when feed time is 5 small, collects overflow material at 110 DEG C~130 DEG C.After the completion of charging
Overflow material is vacuumized into removing volatile materials and unreacted monomer, is product after vacuumizing.Resulting polymers polyalcohol
Product A*~K* performance indicators are shown in Table 2.
The quality index of polymer polyol particle size regulator A~I is listed in table 1.
1 polymer polyol particle size regulator analysis result of table
2 polymer polyol particle size regulator applied analysis result of table
Claims (6)
- A kind of 1. polymer polyol particle size regulator, it is characterized in that the particle size modifier is the ethene using dimethylbenzene as dispersed phase Base monomer copolymer particle dispersion system；Raw material forms and mass percentage is as follows：Dimethylbenzene 40~75%；Initiator 0.1~0.5%；Macromonomer 10~30%；Styrene, acrylonitrile summation 9.9~40%；Styrene, acrylonitrile monemer mass ratio are 10：90~90：10.
- 2. conditioning agent as claimed in claim 1, it is characterized in that vinyl monomer copolymer particles account for particle size modifier product altogether 4.8wt.%~38.2wt.%.
- 3. conditioning agent as claimed in claim 1, it is characterized in that initiator is two isobutyric acid diformazan of azodiisobutyronitrile or azo Ester.
- 4. conditioning agent as claimed in claim 1, it is characterized in that polyether polyol and Malaysia of the macromonomer for tetra functional The polyether ester that anhydride reaction forms.
- 5. the preparation method of conditioning agent as claimed in claim 1, it is characterized in that single reactor batch process in being produced using POP, Be placed in by bottom material of dimethylbenzene in reactor, by radical initiator, macromonomer, styrene, acrylonitrile mixture it is uniform after It is placed in feeder, is continuously instilled in reactor during 80 DEG C~180 DEG C of bottom material temperature in bottom material, it is scattered to be formed using dimethylbenzene The particle size modifier of phase.
- 6. the preparation method of conditioning agent as claimed in claim 1, it is characterized in that using multiple reactor continuous processing, with batch technology Particle size modifier product is placed in reactor for bottom material, by dimethylbenzene, radical initiator, macromonomer, styrene, propylene Nitrile mixture is uniformly placed in feeder, is continuously instilled in reactor during 80 DEG C~180 DEG C of bottom material temperature in bottom material, formed with Dimethylbenzene is the particle size modifier of dispersed phase.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1160061A (en) * | 1995-10-10 | 1997-09-24 | 拜尔公司 | Continuous process for preparation of highly stable, finely divided, low viscosity polymer polyols of small average particle size |
| CN101809086A (en) * | 2007-09-28 | 2010-08-18 | 三洋化成工业株式会社 | Polymer polyol, method for producing the same, and method for producing polyurethane resin |
| CN104045791A (en) * | 2013-03-11 | 2014-09-17 | 中国石油化工集团公司 | Preparation method of polymer polyol |
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2014
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1160061A (en) * | 1995-10-10 | 1997-09-24 | 拜尔公司 | Continuous process for preparation of highly stable, finely divided, low viscosity polymer polyols of small average particle size |
| CN101809086A (en) * | 2007-09-28 | 2010-08-18 | 三洋化成工业株式会社 | Polymer polyol, method for producing the same, and method for producing polyurethane resin |
| CN104045791A (en) * | 2013-03-11 | 2014-09-17 | 中国石油化工集团公司 | Preparation method of polymer polyol |
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